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102 Horseshoe Road is the epitome of a quintessential Gold Coast estate, completed in 2013 and exquisitely crafted by the renowned Gallagher Homburger Gonzales Architects. Nestled within a prestigious enclave in the Village of Mill Neck, this regal solid stone residence is privately set behind a gated entrance on 7.8 impeccably landscaped acres, adorned with blooming gardens, elegant fountains, and tranquil water features including a serene Lily Pond and reflecting pool. This architectural masterpiece spans over 22,000 SF of meticulously designed living space across three expansive levels. Upon entry, the majestic foyer, highlighted by a captivating bridal staircase, flows seamlessly into a collection of formal entertaining rooms, each graced with soaring ceilings, oversized windows, exquisite stucco and stone fireplaces, and intricately laid parquet hardwood floors. The chef’s kitchen impresses with a spacious center island, premium appliances, and a circular dining alcove surrounded by walls of windows that frame sweeping views of the stunning grounds. At the heart of the home, multiple sets of refined French doors open to a breathtaking indoor pool and spa sanctuary - an opulent retreat designed for year-round relaxation and enjoyment. Boasting seven sumptuous bedrooms and eleven lavish bathrooms, the expansive primary suite offers a private foyer, Juliet balcony, two generously sized custom walk-in closets, and a spa-inspired bath complete with a soaking tub. Each guest suite is thoughtfully appointed with built-in vanities, generous walk-in closets, and elegantly finished en-suite bathrooms. The 7,000+ SF fully finished lower level is a haven for entertainment and wellness, featuring a gourmet catering kitchen, climate-controlled wine cellar, sauna, fitness center, billiards room, and a state-of-the-art home theater with a bespoke bar. Additional extraordinary amenities include a 4-car attached garage, full-house generator, radiant heated flooring, a grand courtyard driveway, two separate laundry rooms, and more. Engineered to unparalleled standards, the estate incorporates zero-deflection steel decks, double steel beams, and reinforced 16-inch concrete walls - a level of structural integrity rarely seen in residential construction. Outdoor living is equally impressive, highlighted by two cutting-edge greenhouses, expansive bluestone patios, a built-in grilling station, a stately porte-cochere, and an impressive wraparound terrace designed for grand-scale entertaining in refined style. This exceptional estate offers a rare, once-in-a-lifetime opportunity to own a flawlessly executed home where timeless elegance, monumental scale, and impeccable craftsmanship converge. Ideally located within the highly sought-after Locust Valley Central School District.

7 Beds ⋅ 11 Baths ⋅ 886040 MLS

102 Horseshoe Road is the epitome of a quintessential Gold Coast estate, completed in 2013 and exquisitely crafted by the renowned Gallagher Homburger Gonzales Architects. Nestled within a prestigious enclave in the Village of Mill Neck, this regal solid stone residence is privately set behind a gated entrance on 7.8 impeccably landscaped acres, adorned with blooming gardens, elegant fountains, and tranquil water features including a serene Lily Pond and reflecting pool. This architectural masterpiece spans over 22,000 SF of meticulously designed living space across three expansive levels. Upon entry, the majestic foyer, highlighted by a captivating bridal staircase, flows seamlessly into a collection of formal entertaining rooms, each graced with soaring ceilings, oversized windows, exquisite stucco and stone fireplaces, and intricately laid parquet hardwood floors. The chef’s kitchen impresses with a spacious center island, premium appliances, and a circular dining alcove surrounded by walls of windows that frame sweeping views of the stunning grounds. At the heart of the home, multiple sets of refined French doors open to a breathtaking indoor pool and spa sanctuary - an opulent retreat designed for year-round relaxation and enjoyment. Boasting seven sumptuous bedrooms and eleven lavish bathrooms, the expansive primary suite offers a private foyer, Juliet balcony, two generously sized custom walk-in closets, and a spa-inspired bath complete with a soaking tub. Each guest suite is thoughtfully appointed with built-in vanities, generous walk-in closets, and elegantly finished en-suite bathrooms. The 7,000+ SF fully finished lower level is a haven for entertainment and wellness, featuring a gourmet catering kitchen, climate-controlled wine cellar, sauna, fitness center, billiards room, and a state-of-the-art home theater with a bespoke bar. Additional extraordinary amenities include a 4-car attached garage, full-house generator, radiant heated flooring, a grand courtyard driveway, two separate laundry rooms, and more. Engineered to unparalleled standards, the estate incorporates zero-deflection steel decks, double steel beams, and reinforced 16-inch concrete walls - a level of structural integrity rarely seen in residential construction. Outdoor living is equally impressive, highlighted by two cutting-edge greenhouses, expansive bluestone patios, a built-in grilling station, a stately porte-cochere, and an impressive wraparound terrace designed for grand-scale entertaining in refined style. This exceptional estate offers a rare, once-in-a-lifetime opportunity to own a flawlessly executed home where timeless elegance, monumental scale, and impeccable craftsmanship converge. Ideally located within the highly sought-after Locust Valley Central School District.

102 Horseshoe Road, Mill Neck

$9,550,000

Tucked away in the prestigious Village of Mill Neck, this gated estate, built in 2012, is a true masterpiece of design and craftsmanship. A long, sweeping circular drive leads to the striking North Shore residence, whose timeless exterior blends hand-laid stone and copper gutters with classic shingle architecture. A semi-attached guest residence, connected by a covered breezeway, enhances the sense of privacy and versatility - creating a gracious compound that balances sophistication with relaxed luxury. Every inch of the home reflects uncompromising quality and attention to detail. Loewen windows, Hunter Douglas shades, Venetian plaster walls, and intricate natural woodwork enrich each space. Soaring ceilings, curved doorways, custom millwork, and exposed wooden beams highlight the home’s architectural refinement. Modern comforts include integrated speakers, a geothermal HVAC system, radiant heating and a full-house generator, while seamless air grates, handcrafted cabinetry, wide plank white oak flooring, hidden pocket doors, and arched niches add warmth and character. At the heart of the residence lies a magnificent kitchen inspired by Christopher Peacock design, elegantly appointed with jade-hued countertops and professional-grade appliances. A sunlit, circular breakfast room, framed by soaring ceilings and walls of windows, provides a serene setting for relaxed gatherings. The gracious main level also includes a formal dining room with custom display cabinetry, a sunken great room with a grand stone fireplace and bespoke wet bar, a richly paneled office, two elegant powder rooms, and an exceptional pantry with a secondary refrigerator, all conveniently located near the mudroom and attached garage. The primary wing serves as a private sanctuary, complete with its own foyer, fireside lounge, spa-inspired marble bath, and a spectacular dressing room with a center island. Upstairs, four additional bedrooms each feature custom wardrobe installations and luxurious en-suite baths. The second floor also includes a spacious bonus room currently serving as a full-service gym, a built-in beverage station with refrigerator, a powder room, a homework or craft alcove and access to the large, finished walk-up attic. The lower level offers endless opportunities for recreation and functionality, featuring a golf simulator/media room, glass-enclosed temperature-controlled wine cellar, game room, generous storage areas, utility rooms, and a commercial-scale laundry suite. A guest bedroom with an attached full bath completes this level. Accessed via a covered slate walkway, the guest residence mirrors the same elegance on a more intimate scale. It includes a custom eat-in kitchen, spacious living room, welcoming foyer with powder room, and its own garage. The primary suite features a walk-in closet and private bath, complemented by two additional bedrooms, two full baths, a sitting room, and a finished lower level with laundry and flexible recreational space. Outdoor living is equally exceptional, offering multiple stone terraces - including a fully covered entertaining area with fireplace - a porte-cochere, and an outdoor kitchen with its own, secluded privet trimmed patio. The rolling, picturesque lawns are beautifully landscaped with specimen trees, professional lighting, an enclosed vegetable garden, and a private putting green with a 85-yard practice range.

9 Beds ⋅ 14 Baths ⋅ 932996 MLS

Tucked away in the prestigious Village of Mill Neck, this gated estate, built in 2012, is a true masterpiece of design and craftsmanship. A long, sweeping circular drive leads to the striking North Shore residence, whose timeless exterior blends hand-laid stone and copper gutters with classic shingle architecture. A semi-attached guest residence, connected by a covered breezeway, enhances the sense of privacy and versatility - creating a gracious compound that balances sophistication with relaxed luxury. Every inch of the home reflects uncompromising quality and attention to detail. Loewen windows, Hunter Douglas shades, Venetian plaster walls, and intricate natural woodwork enrich each space. Soaring ceilings, curved doorways, custom millwork, and exposed wooden beams highlight the home’s architectural refinement. Modern comforts include integrated speakers, a geothermal HVAC system, radiant heating and a full-house generator, while seamless air grates, handcrafted cabinetry, wide plank white oak flooring, hidden pocket doors, and arched niches add warmth and character. At the heart of the residence lies a magnificent kitchen inspired by Christopher Peacock design, elegantly appointed with jade-hued countertops and professional-grade appliances. A sunlit, circular breakfast room, framed by soaring ceilings and walls of windows, provides a serene setting for relaxed gatherings. The gracious main level also includes a formal dining room with custom display cabinetry, a sunken great room with a grand stone fireplace and bespoke wet bar, a richly paneled office, two elegant powder rooms, and an exceptional pantry with a secondary refrigerator, all conveniently located near the mudroom and attached garage. The primary wing serves as a private sanctuary, complete with its own foyer, fireside lounge, spa-inspired marble bath, and a spectacular dressing room with a center island. Upstairs, four additional bedrooms each feature custom wardrobe installations and luxurious en-suite baths. The second floor also includes a spacious bonus room currently serving as a full-service gym, a built-in beverage station with refrigerator, a powder room, a homework or craft alcove and access to the large, finished walk-up attic. The lower level offers endless opportunities for recreation and functionality, featuring a golf simulator/media room, glass-enclosed temperature-controlled wine cellar, game room, generous storage areas, utility rooms, and a commercial-scale laundry suite. A guest bedroom with an attached full bath completes this level. Accessed via a covered slate walkway, the guest residence mirrors the same elegance on a more intimate scale. It includes a custom eat-in kitchen, spacious living room, welcoming foyer with powder room, and its own garage. The primary suite features a walk-in closet and private bath, complemented by two additional bedrooms, two full baths, a sitting room, and a finished lower level with laundry and flexible recreational space. Outdoor living is equally exceptional, offering multiple stone terraces - including a fully covered entertaining area with fireplace - a porte-cochere, and an outdoor kitchen with its own, secluded privet trimmed patio. The rolling, picturesque lawns are beautifully landscaped with specimen trees, professional lighting, an enclosed vegetable garden, and a private putting green with a 85-yard practice range.

143 Heather Lane, Mill Neck

$9,000,000

Nestled in the prestigious village of Matinecock, this exquisite 1926 French Normandy home, originally commissioned by J.D. Lyons and designed by renowned architects Delano and Aldrich, showcases a remarkable transformation by Oliver Cope, Architect, Miles Redd, Interior Designer, and Ed Hollander, Landscape Architect. This stunning manor perfectly marries historical elegance with modern luxury. Upon entering, you are welcomed by the warmth of fine craftsmanship, featuring intimate rooms thoughtfully designed for contemporary living. A standout octagonal room addition enhances the unique character of this exceptional residence. Traditional details such as antique parquet wood floors, 12 wood-burning fireplaces with original mantles, and exquisite handmade paneling coalesce beautifully with meticulous updates throughout. The chef’s gourmet kitchen offers a dream space with Calcutta marble countertops and top-tier appliances, including Subzero refrigeration and a 6-burner Wolf range with ovens—all complemented by a spacious island and dining area. For entertaining, a large formal dining room and a charming terrace invite serene outdoor summer meals, all overlooking the inviting pool. The tranquil outdoor space is a sanctuary, complete with a heated oversized gunite saltwater pool featuring a spa and electric cover, a separate pool house with shower and laundry facilities, and a beautifully landscaped lighted tennis court. Entertain with ease in the elaborate outdoor kitchen, which boasts a Grillworks grill, pizza oven, and premium Kalamozoo cabinetry. Lush gardens are adorned with rare climbing roses, hydrangeas, and espaliered fruit trees. A trellis draped in orange trumpet vine and climbing hydrangea creates the perfect setting for al-fresco dining, alongside numerous terraces and a golf green. Additional features include an elevator, a cutting-edge Nest security system, and a 3,000-bottle temperature and humidity-controlled wine cellar. The spacious laundry room is equipped with two washers and two dryers, while the finished lower level, updated HVAC, and geothermal heating enhance comfort and efficiency. A separate garage completes this luxurious offering. This extraordinary home is truly a “must see,” embodying unparalleled luxury and tranquility, located within the award-winning Locust Valley school district. Don’t miss this rare opportunity to own a piece of Long Island history. Masterpiece Collection Listing

10 Beds ⋅ 12 Baths ⋅ 852070 MLS

Nestled in the prestigious village of Matinecock, this exquisite 1926 French Normandy home, originally commissioned by J.D. Lyons and designed by renowned architects Delano and Aldrich, showcases a remarkable transformation by Oliver Cope, Architect, Miles Redd, Interior Designer, and Ed Hollander, Landscape Architect. This stunning manor perfectly marries historical elegance with modern luxury. Upon entering, you are welcomed by the warmth of fine craftsmanship, featuring intimate rooms thoughtfully designed for contemporary living. A standout octagonal room addition enhances the unique character of this exceptional residence. Traditional details such as antique parquet wood floors, 12 wood-burning fireplaces with original mantles, and exquisite handmade paneling coalesce beautifully with meticulous updates throughout. The chef’s gourmet kitchen offers a dream space with Calcutta marble countertops and top-tier appliances, including Subzero refrigeration and a 6-burner Wolf range with ovens—all complemented by a spacious island and dining area. For entertaining, a large formal dining room and a charming terrace invite serene outdoor summer meals, all overlooking the inviting pool. The tranquil outdoor space is a sanctuary, complete with a heated oversized gunite saltwater pool featuring a spa and electric cover, a separate pool house with shower and laundry facilities, and a beautifully landscaped lighted tennis court. Entertain with ease in the elaborate outdoor kitchen, which boasts a Grillworks grill, pizza oven, and premium Kalamozoo cabinetry. Lush gardens are adorned with rare climbing roses, hydrangeas, and espaliered fruit trees. A trellis draped in orange trumpet vine and climbing hydrangea creates the perfect setting for al-fresco dining, alongside numerous terraces and a golf green. Additional features include an elevator, a cutting-edge Nest security system, and a 3,000-bottle temperature and humidity-controlled wine cellar. The spacious laundry room is equipped with two washers and two dryers, while the finished lower level, updated HVAC, and geothermal heating enhance comfort and efficiency. A separate garage completes this luxurious offering. This extraordinary home is truly a “must see,” embodying unparalleled luxury and tranquility, located within the award-winning Locust Valley school district. Don’t miss this rare opportunity to own a piece of Long Island history. Masterpiece Collection Listing

339 Duck Pond Road, Locust Valley

$7,500,000

A Sanctuary of Sophistication, Sustainability And Serenity 40 Piping Rock Road in Matinecock- Tucked behind a gated entry and embraced by over seven acres of lush, verdant grounds in the heart of the Village of Matinecock, 40 Piping Rock Road is more than a home—it’s a restorative retreat. Originally built in 1925 and thoughtfully renovated in 2008, this timeless Colonial estate blends historic grandeur with modern wellness-focused living. Every inch of this distinguished residence invites balance and harmony. Breathe deeply in light-filled living spaces designed for both elegant entertaining and quiet reflection. The gracious floor plan features a formal living room and dining room, a spacious family room with a striking fireplace, and a beautifully appointed eat-in kitchen with marble countertops, a walk-in pantry, and seamless flow to the gardens—perfect for farm-to-table living. The main house offers five tranquil bedrooms, each with en-suite full bathrooms, and additional three half baths. A finished lower level adds space for play and peace alike, with a media room, playroom, custom wine cellar, and ample storage. Two charming guest cottages extend the lifestyle: one featuring a one-bedroom suite above a two-car garage, and another with two bedrooms and a state-of-the-art gym, each with its own garage and private entrance—perfect for guests, staff, or creative studios. Outside, nature becomes part of everyday life. Dine alfresco surrounded by mature trees and curated gardens. Harvest your own vegetables from the built-in garden, relax in the newly constructed greenhouse equipped with a space for meditation and hot yoga, or take a mindful morning swim in the heated saltwater gunite pool. A tennis/sport court and expansive lawn add to the estate’s recreational appeal. This home is equipped with radiant heat, a full-property generator, and eco-conscious systems to support sustainable living, nearby to town, restaurants, and the LIRR. Close to country clubs, yacht clubs, and Locust Valley schools, this is a rare opportunity to live luxuriously—with intention.

5 Beds ⋅ 10 Baths ⋅ 848722 MLS

A Sanctuary of Sophistication, Sustainability And Serenity 40 Piping Rock Road in Matinecock- Tucked behind a gated entry and embraced by over seven acres of lush, verdant grounds in the heart of the Village of Matinecock, 40 Piping Rock Road is more than a home—it’s a restorative retreat. Originally built in 1925 and thoughtfully renovated in 2008, this timeless Colonial estate blends historic grandeur with modern wellness-focused living. Every inch of this distinguished residence invites balance and harmony. Breathe deeply in light-filled living spaces designed for both elegant entertaining and quiet reflection. The gracious floor plan features a formal living room and dining room, a spacious family room with a striking fireplace, and a beautifully appointed eat-in kitchen with marble countertops, a walk-in pantry, and seamless flow to the gardens—perfect for farm-to-table living. The main house offers five tranquil bedrooms, each with en-suite full bathrooms, and additional three half baths. A finished lower level adds space for play and peace alike, with a media room, playroom, custom wine cellar, and ample storage. Two charming guest cottages extend the lifestyle: one featuring a one-bedroom suite above a two-car garage, and another with two bedrooms and a state-of-the-art gym, each with its own garage and private entrance—perfect for guests, staff, or creative studios. Outside, nature becomes part of everyday life. Dine alfresco surrounded by mature trees and curated gardens. Harvest your own vegetables from the built-in garden, relax in the newly constructed greenhouse equipped with a space for meditation and hot yoga, or take a mindful morning swim in the heated saltwater gunite pool. A tennis/sport court and expansive lawn add to the estate’s recreational appeal. This home is equipped with radiant heat, a full-property generator, and eco-conscious systems to support sustainable living, nearby to town, restaurants, and the LIRR. Close to country clubs, yacht clubs, and Locust Valley schools, this is a rare opportunity to live luxuriously—with intention.

40 Piping Rock Road, Locust Valley

$7,450,000

Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road.

6 Beds ⋅ 8 Baths ⋅ 903116 MLS

Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road.

8 Dogwood Hill, Brookville

$6,680,000

Welcome to Longview set behind gated access on almost 11 breathtaking acres, this extraordinary estate embodies timeless luxury, exceptional craftsmanship, and effortless livability. A sweeping drive, interlocking stone walkway, and stately covered entrance create an impressive arrival, while beautifully appointed interiors offer warmth, sophistication, and abundant natural light. Designed with both grand-scale entertaining and comfortable everyday living in mind, the residence features 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing offering privacy and convenience. Rich wood detailing, custom built-ins, marble finishes, and expansive windows are found throughout. A handsome wood-paneled library and bespoke study evoke classic old-world elegance, while gracious entertaining spaces flow seamlessly from one to the next. The beautifully appointed dining room is highlighted by a dramatic floor-to-ceiling bowed window that fills the space with an abundance of natural light. An adjoining wet bar leads seamlessly to the chefs's kitchen, where an oversized center island, breakfast bar, state-of-the-art appliances, and extensive prep areas create an exceptional setting for everything from intimate gatherings to large-scale entertaining. Large breakfast room off kitchen and wonderful family room w/ built-ins with fireplace off kitchen as well. An impressive array of lifestyle amenities includes a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and spectacular in-ground Gunite pool surrounded by mature trees and private lounging areas. A raised stone patio provides an elegant setting for outdoor dining and entertaining, while an attached pool cabana room with its own bathroom offers exceptional convenience and a seamless connection to the pool and outdoor living areas. From spa-inspired baths and sun-filled sitting rooms to multiple garages and extensive parking, every detail of the remarkable estate has been thoughtfully considered. Sophisticated without feeling formal, the property offers exceptional privacy, gracious proportions, and resort-style amenities in a truly magnificent setting. Radiant heat in primary bathroom and sunroom. Full house generator. Excellent location for commuting.

8 Beds ⋅ 9 Baths ⋅ 1037635 MLS

Welcome to Longview set behind gated access on almost 11 breathtaking acres, this extraordinary estate embodies timeless luxury, exceptional craftsmanship, and effortless livability. A sweeping drive, interlocking stone walkway, and stately covered entrance create an impressive arrival, while beautifully appointed interiors offer warmth, sophistication, and abundant natural light. Designed with both grand-scale entertaining and comfortable everyday living in mind, the residence features 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing offering privacy and convenience. Rich wood detailing, custom built-ins, marble finishes, and expansive windows are found throughout. A handsome wood-paneled library and bespoke study evoke classic old-world elegance, while gracious entertaining spaces flow seamlessly from one to the next. The beautifully appointed dining room is highlighted by a dramatic floor-to-ceiling bowed window that fills the space with an abundance of natural light. An adjoining wet bar leads seamlessly to the chefs's kitchen, where an oversized center island, breakfast bar, state-of-the-art appliances, and extensive prep areas create an exceptional setting for everything from intimate gatherings to large-scale entertaining. Large breakfast room off kitchen and wonderful family room w/ built-ins with fireplace off kitchen as well. An impressive array of lifestyle amenities includes a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and spectacular in-ground Gunite pool surrounded by mature trees and private lounging areas. A raised stone patio provides an elegant setting for outdoor dining and entertaining, while an attached pool cabana room with its own bathroom offers exceptional convenience and a seamless connection to the pool and outdoor living areas. From spa-inspired baths and sun-filled sitting rooms to multiple garages and extensive parking, every detail of the remarkable estate has been thoughtfully considered. Sophisticated without feeling formal, the property offers exceptional privacy, gracious proportions, and resort-style amenities in a truly magnificent setting. Radiant heat in primary bathroom and sunroom. Full house generator. Excellent location for commuting.

530 Chicken Valley Road, Matinecock

$6,400,000

Discover the allure of La Toscana, a stunning Italian Villa nestled on Long Island's North Shore within the Esteemed Village of Matinecock. This gated Mediterranean Estate is located down a long tree-lined driveway along a picturesque country road, set on over 5 pristine landscaped acres. Spanning approximately 13,800 Sq.Ft of luxury living space, this 10 Bedroom, 12 Bathroom Bespoke Residence is beautifully appointed, featuring several 5-Star Amenities. There is a graceful In-ground Pool and Sundeck with decorative fountains and an Electric Cover, ensuring Safety when not in use while also keeping the inside of the pool immaculate. Additionally, there is a newly resurfaced Tennis Court, with lines adhering to both the game of Tennis and PickleBall. The property is also outfitted with a serene Waterfall and two private Ponds with running streams, obtaining a considerable amount of priceless Koi Fish and custom light installations underneath the water. Recently redesigned, the interiors of this estate elegantly boast winding staircases, wide plank wood flooring, cathedral ceilings, custom stonework, several sets of French Doors, curved archways, marble fireplaces and more. There is a gourmet Eat-In-Kitchen with restaurant-grade appliances and a circular Formal Dining Room, There are also a variety of spacious entertaining spaces, including a Lounge with a Wet Bar connecting to an exquisite Living Room with Clay Tile Floors and a solid wood, coffered ceiling. Most rooms seamlessly connect to opulent terraces, enhancing the indoor/outdoor living experience ideal for both relaxation and entertaining. The lower level includes a Fitness Center, Game Room, additional Wet Bar, temperature-controlled Wine Cellar and staff quarters. Additional home details include a striking stucco exterior and a terracotta roof, a courtyard front entrance, a Whole House Generator that efficiently runs off of Natural Gas and a separate, 1,000 Gallon Propane Tank, two garages that can accommodate up to 8+ vehicles, a sizeable storage shed and a gated Dog Run. This remarkable North Shore retreat offers every conceivable amenity while ensuring comfort, sophistication and complete privacy. Located within proximity to Village Shopping and Restaurants, award-winning Country/Golf Clubs and within 1 mile of some of the Nation's most acclaimed Private Schools including The Green Vale School and Friends Academy.

10 Beds ⋅ 12 Baths ⋅ L3583831 MLS

Discover the allure of La Toscana, a stunning Italian Villa nestled on Long Island's North Shore within the Esteemed Village of Matinecock. This gated Mediterranean Estate is located down a long tree-lined driveway along a picturesque country road, set on over 5 pristine landscaped acres. Spanning approximately 13,800 Sq.Ft of luxury living space, this 10 Bedroom, 12 Bathroom Bespoke Residence is beautifully appointed, featuring several 5-Star Amenities. There is a graceful In-ground Pool and Sundeck with decorative fountains and an Electric Cover, ensuring Safety when not in use while also keeping the inside of the pool immaculate. Additionally, there is a newly resurfaced Tennis Court, with lines adhering to both the game of Tennis and PickleBall. The property is also outfitted with a serene Waterfall and two private Ponds with running streams, obtaining a considerable amount of priceless Koi Fish and custom light installations underneath the water. Recently redesigned, the interiors of this estate elegantly boast winding staircases, wide plank wood flooring, cathedral ceilings, custom stonework, several sets of French Doors, curved archways, marble fireplaces and more. There is a gourmet Eat-In-Kitchen with restaurant-grade appliances and a circular Formal Dining Room, There are also a variety of spacious entertaining spaces, including a Lounge with a Wet Bar connecting to an exquisite Living Room with Clay Tile Floors and a solid wood, coffered ceiling. Most rooms seamlessly connect to opulent terraces, enhancing the indoor/outdoor living experience ideal for both relaxation and entertaining. The lower level includes a Fitness Center, Game Room, additional Wet Bar, temperature-controlled Wine Cellar and staff quarters. Additional home details include a striking stucco exterior and a terracotta roof, a courtyard front entrance, a Whole House Generator that efficiently runs off of Natural Gas and a separate, 1,000 Gallon Propane Tank, two garages that can accommodate up to 8+ vehicles, a sizeable storage shed and a gated Dog Run. This remarkable North Shore retreat offers every conceivable amenity while ensuring comfort, sophistication and complete privacy. Located within proximity to Village Shopping and Restaurants, award-winning Country/Golf Clubs and within 1 mile of some of the Nation's most acclaimed Private Schools including The Green Vale School and Friends Academy.

587 Duck Pond Road, Matinecock

$5,898,000

Set behind gated access on over 10 breathtaking acres, this extraordinary estate captures the essence of timeless luxury while remaining remarkably warm and inviting. A sweeping driveway, interlocking stone walkway, and stately covered entrance create a striking first impression, while inside, sunlit interiors and impeccable craftsmanship elevate every moment of daily living. Designed with both elegance and comfort in mind, the home offers 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing for added privacy. Rich wood detailing, handcrafted built-ins, marble finishes, and expansive windows create interiors that feel refined yet effortlessly livable. The wood-paneled library and bespoke study evoke old-world sophistication, while the gracious entertaining spaces are designed for modern living. A beautifully appointed dining room with adjoining wet bar flows seamlessly into the chef’s kitchen, where an oversized island, breakfast bar, state of the art appliances, and extensive prep areas create the perfect setting for everything from intimate dinners to large-scale entertaining. Lifestyle amenities abound, including a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and a stunning inground gunite pool surrounded by mature trees and private lounging areas. The raised stone patio is ideal for elegant gatherings. Elegant pool cabana with its own bathroom offers a seamless extension of the outdoor living space, perfect for hosting, lounging, and elevated backyard enjoyment. From the spa-inspired baths and sun-filled sitting rooms to the multiple garages and extensive parking, every detail has been curated to support both grand entertaining and relaxed everyday life. Sophisticated without feeling formal, this is a home where elegance unfolds effortlessly.

8 Beds ⋅ 9 Baths ⋅ 935076 MLS

Set behind gated access on over 10 breathtaking acres, this extraordinary estate captures the essence of timeless luxury while remaining remarkably warm and inviting. A sweeping driveway, interlocking stone walkway, and stately covered entrance create a striking first impression, while inside, sunlit interiors and impeccable craftsmanship elevate every moment of daily living. Designed with both elegance and comfort in mind, the home offers 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing for added privacy. Rich wood detailing, handcrafted built-ins, marble finishes, and expansive windows create interiors that feel refined yet effortlessly livable. The wood-paneled library and bespoke study evoke old-world sophistication, while the gracious entertaining spaces are designed for modern living. A beautifully appointed dining room with adjoining wet bar flows seamlessly into the chef’s kitchen, where an oversized island, breakfast bar, state of the art appliances, and extensive prep areas create the perfect setting for everything from intimate dinners to large-scale entertaining. Lifestyle amenities abound, including a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and a stunning inground gunite pool surrounded by mature trees and private lounging areas. The raised stone patio is ideal for elegant gatherings. Elegant pool cabana with its own bathroom offers a seamless extension of the outdoor living space, perfect for hosting, lounging, and elevated backyard enjoyment. From the spa-inspired baths and sun-filled sitting rooms to the multiple garages and extensive parking, every detail has been curated to support both grand entertaining and relaxed everyday life. Sophisticated without feeling formal, this is a home where elegance unfolds effortlessly.

530 Chicken Valley Road, Locust Valley

$5,495,000

An extraordinary life begins here - A true luxury masterpiece, this extraordinary estate offers over 12,000 square feet of impeccably finished living space, gracefully positioned on five acres of private, manicured grounds. Designed for those who demand excellence, the residence blends timeless architectural elegance with modern amenities of the highest caliber, creating a lifestyle of sophistication and tranquility rarely found at any price point. From the moment you enter the grand foyer, soaring ceilings, eight-foot solid doors, and exquisite millwork set the tone for the refined craftsmanship that defines every room. The main level is designed for both lavish entertaining and intimate living, anchored by an impressive executive office finished with custom woodworking, coffered ceilings, built-ins, and a gas fireplace. The family room is equally captivating, appointed with intricate base and crown moldings, a wood-burning fireplace, and three sets of French doors opening to the expansive bluestone terrace, seamlessly blending indoor and outdoor living. A parlor or piano room also spills onto the terrace through French doors, while the sun-filled living room offers a gas-burning fireplace and additional sets of French doors leading outside. The breakfast room overlooks the grounds and connects to a chef’s kitchen of exceptional scale, featuring a large center island, dual Viking wall ovens, Viking gas cooktop, Sub-Zero refrigeration, two dishwashers, and a fully outfitted butler’s pantry with wet bar and wine refrigerator. A formal dining room, a private guest bedroom with en-suite bath, and a full laundry room complete the main level with effortless function. An elegant staircase leads to an opulent primary suite designed as a private retreat, offering a sitting room, tray ceiling, dual walk-in closets, and a spa bathroom with steam shower, Jacuzzi soaking tub, and radiant heated floors. Additional accommodations include two bedrooms both with an en-suite bath, and one with a walk-in closet, and two additional bedrooms with walk-in closets connected by a Jack-and-Jill bath featuring both a walk-in shower and separate soaking tub. A spacious second-floor living room adds further versatility and comfort. The walkout lower level is a destination unto itself—an entertainer’s universe featuring a movie theater, gym room, 500-bottle temperature-controlled wine room, billiards room, game room, memorabilia room, and a large living room with a wood-burning fireplace. A full bathroom, half bathroom, cedar closet, and abundant storage enhance the functionality of this spectacular space. The resort-inspired exterior rivals world-class vacation properties, offering a sweeping bluestone terrace, a heated saltwater gunite pool framed by a brick patio, and two beautifully designed cabanas—one with a full kitchen and one offering a changing room and bathroom for convenience. Athletic enthusiasts will appreciate the oversized T-shaped sports court equipped for tennis, basketball, and pickleball. The property further includes a three-car heated garage with storage systems and Garage-Tech flooring, a gas generator, Sonos sound system with built-in speakers, a security system, and an unfinished walk-up attic with over 2,000 square feet of potential expansion space. Estate homes of this magnitude and craftsmanship are exceedingly rare and virtually impossible to replicate at this scale. This is more than a residence—it is a private retreat, a statement of achievement, and a once-in-a-lifetime offering in ultra-luxury living.

6 Beds ⋅ 9 Baths ⋅ 940128 MLS

An extraordinary life begins here - A true luxury masterpiece, this extraordinary estate offers over 12,000 square feet of impeccably finished living space, gracefully positioned on five acres of private, manicured grounds. Designed for those who demand excellence, the residence blends timeless architectural elegance with modern amenities of the highest caliber, creating a lifestyle of sophistication and tranquility rarely found at any price point. From the moment you enter the grand foyer, soaring ceilings, eight-foot solid doors, and exquisite millwork set the tone for the refined craftsmanship that defines every room. The main level is designed for both lavish entertaining and intimate living, anchored by an impressive executive office finished with custom woodworking, coffered ceilings, built-ins, and a gas fireplace. The family room is equally captivating, appointed with intricate base and crown moldings, a wood-burning fireplace, and three sets of French doors opening to the expansive bluestone terrace, seamlessly blending indoor and outdoor living. A parlor or piano room also spills onto the terrace through French doors, while the sun-filled living room offers a gas-burning fireplace and additional sets of French doors leading outside. The breakfast room overlooks the grounds and connects to a chef’s kitchen of exceptional scale, featuring a large center island, dual Viking wall ovens, Viking gas cooktop, Sub-Zero refrigeration, two dishwashers, and a fully outfitted butler’s pantry with wet bar and wine refrigerator. A formal dining room, a private guest bedroom with en-suite bath, and a full laundry room complete the main level with effortless function. An elegant staircase leads to an opulent primary suite designed as a private retreat, offering a sitting room, tray ceiling, dual walk-in closets, and a spa bathroom with steam shower, Jacuzzi soaking tub, and radiant heated floors. Additional accommodations include two bedrooms both with an en-suite bath, and one with a walk-in closet, and two additional bedrooms with walk-in closets connected by a Jack-and-Jill bath featuring both a walk-in shower and separate soaking tub. A spacious second-floor living room adds further versatility and comfort. The walkout lower level is a destination unto itself—an entertainer’s universe featuring a movie theater, gym room, 500-bottle temperature-controlled wine room, billiards room, game room, memorabilia room, and a large living room with a wood-burning fireplace. A full bathroom, half bathroom, cedar closet, and abundant storage enhance the functionality of this spectacular space. The resort-inspired exterior rivals world-class vacation properties, offering a sweeping bluestone terrace, a heated saltwater gunite pool framed by a brick patio, and two beautifully designed cabanas—one with a full kitchen and one offering a changing room and bathroom for convenience. Athletic enthusiasts will appreciate the oversized T-shaped sports court equipped for tennis, basketball, and pickleball. The property further includes a three-car heated garage with storage systems and Garage-Tech flooring, a gas generator, Sonos sound system with built-in speakers, a security system, and an unfinished walk-up attic with over 2,000 square feet of potential expansion space. Estate homes of this magnitude and craftsmanship are exceedingly rare and virtually impossible to replicate at this scale. This is more than a residence—it is a private retreat, a statement of achievement, and a once-in-a-lifetime offering in ultra-luxury living.

6 La Colline Drive, Mill Neck

$5,400,000

The Chimney's-- a rare opportunity to own a one-of-a-kind magnificent Gold Coast WATERFRONT estate. This is a property that embodies elegance, scale, and privacy. Set on 12 secluded acres with 450 feet of DIRECT WATERFRONT, The Chimneys is a grand Tudor manor built from herringbone brick, stone, and timber — materials that speak to a level of construction that simply cannot be replicated today. Behind its gated entry lies old-world grandeur and sophistication, set against the backdrop of sweeping water views. Inside, the home offers soaring ceilings, intricate moldings, and six marble fireplaces. A 40-foot salon, paneled Georgian library, formal dining room, music room, and expansive kitchen with butler’s pantry showcase its thoughtful design for both entertaining and daily living. The residence features multiple en-suite bedrooms, including a primary suite with original paneling, a marble bath, and a formal dressing room. Elevators seamlessly connect all levels of the home, offering ease and convenience without compromising its historic charm. The carriage house includes a two-bedroom apartment and five-car garage, ideal for guests, staff, or extended family. Located in the prestigious village of Mill Neck, this estate offers the rare combination of seclusion and convenience. Just 30 miles from Manhattan, with easy access to world-class shopping, dining, country clubs, and yacht clubs, this North Shore enclave is one of the most coveted addresses on Long Island. This is more than a home — it’s a legacy estate, an architectural treasure, and a lifestyle investment that will stand the test of time.

7 Beds ⋅ 11 Baths ⋅ 885062 MLS

The Chimney's-- a rare opportunity to own a one-of-a-kind magnificent Gold Coast WATERFRONT estate. This is a property that embodies elegance, scale, and privacy. Set on 12 secluded acres with 450 feet of DIRECT WATERFRONT, The Chimneys is a grand Tudor manor built from herringbone brick, stone, and timber — materials that speak to a level of construction that simply cannot be replicated today. Behind its gated entry lies old-world grandeur and sophistication, set against the backdrop of sweeping water views. Inside, the home offers soaring ceilings, intricate moldings, and six marble fireplaces. A 40-foot salon, paneled Georgian library, formal dining room, music room, and expansive kitchen with butler’s pantry showcase its thoughtful design for both entertaining and daily living. The residence features multiple en-suite bedrooms, including a primary suite with original paneling, a marble bath, and a formal dressing room. Elevators seamlessly connect all levels of the home, offering ease and convenience without compromising its historic charm. The carriage house includes a two-bedroom apartment and five-car garage, ideal for guests, staff, or extended family. Located in the prestigious village of Mill Neck, this estate offers the rare combination of seclusion and convenience. Just 30 miles from Manhattan, with easy access to world-class shopping, dining, country clubs, and yacht clubs, this North Shore enclave is one of the most coveted addresses on Long Island. This is more than a home — it’s a legacy estate, an architectural treasure, and a lifestyle investment that will stand the test of time.

127 Horseshoe Road, Mill Neck

$5,100,000

Set on over an acre of private Gold Coast beachfront, this 1927 Georgian estate is a masterclass in timeless grandeur and modern luxury. Meticulously renovated in 2024, the 4-bedroom, 7.5-bath residence features radiant heat on every level, custom Marvin windows and doors, and a state-of-the-art smart system with 36 audio zones. The heart of the home—a sun-drenched kitchen and family room with a 12-foot island and French doors—opens to sweeping water views. Seven custom fireplaces, original moldings, and marble finishes elevate every space. A 170-inch theater and three mini theaters redefine in-home entertainment, while the lower level dazzles with 12-foot window wells and shiplap ceilings. The stately primary suite offers panoramic Sound views, a heated balcony, and two custom walk-in closets. Outside, a heated pool, sauna, outdoor kitchen, and direct beach access create a private coastal paradise where elegance meets serenity.

4 Beds ⋅ 8 Baths ⋅ 875507 MLS

Set on over an acre of private Gold Coast beachfront, this 1927 Georgian estate is a masterclass in timeless grandeur and modern luxury. Meticulously renovated in 2024, the 4-bedroom, 7.5-bath residence features radiant heat on every level, custom Marvin windows and doors, and a state-of-the-art smart system with 36 audio zones. The heart of the home—a sun-drenched kitchen and family room with a 12-foot island and French doors—opens to sweeping water views. Seven custom fireplaces, original moldings, and marble finishes elevate every space. A 170-inch theater and three mini theaters redefine in-home entertainment, while the lower level dazzles with 12-foot window wells and shiplap ceilings. The stately primary suite offers panoramic Sound views, a heated balcony, and two custom walk-in closets. Outside, a heated pool, sauna, outdoor kitchen, and direct beach access create a private coastal paradise where elegance meets serenity.

14 Private Road, Bayville

$4,760,000

Tucked away on Mill Neck Creek, the tranquil setting is a perfect place to enjoy the beauty of the waterfront landscape around this classic six bedroom brick residence with fabulous architectural details and woodwork throughout. Beginning in the resplendent Foyer, the expansive floor plan shows the sun-filled rooms polished to perfection. Gracious principal rooms such as the Living Room, Sun Room, Den and Dining Room provide the ambiance to entertain in large scale. The main floor primary suite with fireplace and views of the water offer two baths and a large dressing room. Two additional bedrooms are on the main floor with three bedrooms are located on the second floor. The eat-in kitchen marries form and function with a fabulous prep kitchen with top of the line appliances. Brick walled patios, bluestone walkways, vibrant gardens and an outdoor fireplace surround the home for enjoyment throughout the seasons. Off the Mudroom is an oversized three car garage. In warm weather, there is a heated pool with a brick patio enclosed by estate fencing. A separate two bedroom cottage and one car garage are a delightful bonus.

6 Beds ⋅ 8 Baths ⋅ 937287 MLS

Tucked away on Mill Neck Creek, the tranquil setting is a perfect place to enjoy the beauty of the waterfront landscape around this classic six bedroom brick residence with fabulous architectural details and woodwork throughout. Beginning in the resplendent Foyer, the expansive floor plan shows the sun-filled rooms polished to perfection. Gracious principal rooms such as the Living Room, Sun Room, Den and Dining Room provide the ambiance to entertain in large scale. The main floor primary suite with fireplace and views of the water offer two baths and a large dressing room. Two additional bedrooms are on the main floor with three bedrooms are located on the second floor. The eat-in kitchen marries form and function with a fabulous prep kitchen with top of the line appliances. Brick walled patios, bluestone walkways, vibrant gardens and an outdoor fireplace surround the home for enjoyment throughout the seasons. Off the Mudroom is an oversized three car garage. In warm weather, there is a heated pool with a brick patio enclosed by estate fencing. A separate two bedroom cottage and one car garage are a delightful bonus.

159 Factory Pond Road, Mill Neck

$4,700,000

Click the link for a full video tour: https://vimeo.com/1025186470 Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and comfort for those seeking an unparalleled lifestyle. From the moment you enter the dramatic 20-ft. entry foyer, you'll be captivated by the sweeping architectural staircase and intricate millwork. Grand-scale rooms, elegant moldings, and hand-carved fireplace mantles flow seamlessly throughout, setting an opulent tone. The chef's kitchen is a culinary dream, featuring marble countertops and professional-grade appliances, ideal for hosting gatherings large or small. Holidays and celebrations find their perfect setting in the stately formal dining room, creating memories to cherish for years. The 6 en suite bedrooms and 8.5 baths provide privacy and luxury at every turn. The primary suite, located in its own private wing, boasts a cozy fireplace, a spa-like bath, and a balcony overlooking the pool and gardens, inviting peaceful morning moments. Indoor entertainment is elevated with a library, sunroom, and exercise room, while the fully finished 4,000+ sq ft lower level includes a mahogany bar, sauna, and two additional bedrooms with baths - perfect for guests or extended family. Step outside to a resort-like oasis, featuring a heated saltwater gunite pool with a retractable cover, firepit, playset, and lush, award-winning landscaping. Day or night, this outdoor retreat offers tranquility and elegance for unforgettable gatherings or quiet relaxation. Peace of mind is guaranteed with a whole-house standby generator, ensuring uninterrupted comfort no matter the weather. This exquisite Brookville estate offers a rare opportunity to enjoy luxury, seclusion, and effortless entertaining - a lifestyle defined by grace and distinction. Your choice of Locust Valley or North Shore school district., Additional information: Appearance:Diamond++,Interior Features:Marble Bath

6 Beds ⋅ 9 Baths ⋅ L3588410 MLS

Click the link for a full video tour: https://vimeo.com/1025186470 Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and comfort for those seeking an unparalleled lifestyle. From the moment you enter the dramatic 20-ft. entry foyer, you'll be captivated by the sweeping architectural staircase and intricate millwork. Grand-scale rooms, elegant moldings, and hand-carved fireplace mantles flow seamlessly throughout, setting an opulent tone. The chef's kitchen is a culinary dream, featuring marble countertops and professional-grade appliances, ideal for hosting gatherings large or small. Holidays and celebrations find their perfect setting in the stately formal dining room, creating memories to cherish for years. The 6 en suite bedrooms and 8.5 baths provide privacy and luxury at every turn. The primary suite, located in its own private wing, boasts a cozy fireplace, a spa-like bath, and a balcony overlooking the pool and gardens, inviting peaceful morning moments. Indoor entertainment is elevated with a library, sunroom, and exercise room, while the fully finished 4,000+ sq ft lower level includes a mahogany bar, sauna, and two additional bedrooms with baths - perfect for guests or extended family. Step outside to a resort-like oasis, featuring a heated saltwater gunite pool with a retractable cover, firepit, playset, and lush, award-winning landscaping. Day or night, this outdoor retreat offers tranquility and elegance for unforgettable gatherings or quiet relaxation. Peace of mind is guaranteed with a whole-house standby generator, ensuring uninterrupted comfort no matter the weather. This exquisite Brookville estate offers a rare opportunity to enjoy luxury, seclusion, and effortless entertaining - a lifestyle defined by grace and distinction. Your choice of Locust Valley or North Shore school district., Additional information: Appearance:Diamond++,Interior Features:Marble Bath

19 Ridge Court, Old Brookville

$4,100,000

Set on 3.1 breathtaking park-like acres along a quiet country lane, this immaculate 5 Bedroom Colonial offers an exceptional lifestyle with over 7200 square feet of beautifully appointed living space. Sunny and bright throughout, the home features expansive rooms, soaring ceilings, and hardwood floors that create an elegant yet welcoming atmosphere. Designed for both grand entertaining and comfortable everyday living, the residence boasts a gourmet chef's kitchen along with multiple gathering spaces enhanced by fireplaces in the dining room, den, game room and luxurious oversized primary bedroom suite. Step outside to experience resort-style living at its finest. Expansive terraces with awnings and a built in BBQ area are steps away from the stunning heated gunite saltwater pool complete with sun deck, surrounding terraces and an exceptional pool house featuring a living/dining room, kitchen and full bath-the perfect retreat for entertaining family and friends all summer long. Ideally located close to major roadways, schools, shopping and clubs. This extroadinary property combines privacy, luxury and convenience in one remarkable offering. A rare opportunity that will not last long!

5 Beds ⋅ 6 Baths ⋅ 997992 MLS

Set on 3.1 breathtaking park-like acres along a quiet country lane, this immaculate 5 Bedroom Colonial offers an exceptional lifestyle with over 7200 square feet of beautifully appointed living space. Sunny and bright throughout, the home features expansive rooms, soaring ceilings, and hardwood floors that create an elegant yet welcoming atmosphere. Designed for both grand entertaining and comfortable everyday living, the residence boasts a gourmet chef's kitchen along with multiple gathering spaces enhanced by fireplaces in the dining room, den, game room and luxurious oversized primary bedroom suite. Step outside to experience resort-style living at its finest. Expansive terraces with awnings and a built in BBQ area are steps away from the stunning heated gunite saltwater pool complete with sun deck, surrounding terraces and an exceptional pool house featuring a living/dining room, kitchen and full bath-the perfect retreat for entertaining family and friends all summer long. Ideally located close to major roadways, schools, shopping and clubs. This extroadinary property combines privacy, luxury and convenience in one remarkable offering. A rare opportunity that will not last long!

5 Westwood Court, Muttontown

$4,100,000

Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island’s most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like grounds spanning two landscaped acres. A tree-lined courtyard framed by evergreens and flowering trees sets the stage for grandeur. Double entry doors lead to a dramatic circular marble foyer with a gold-leaf domed ceiling. A sweeping curvilinear staircase ascends to the second level, while the light-filled main rooms overlook the spectacular property. The gracious living room, ideal for entertaining, features a custom wood built-in bar, a dramatic mantled fireplace, and three sets of French doors with Palladian windows opening to the gardens. The formal dining room with a round table is capable of seating 12 and is finished in Venetian plaster and highlighted by a luxurious gilded domed gold-leafed ceiling. The open-concept kitchen and adjacent family room offer an inviting space for everyday living and gatherings, complete with a beamed cathedral ceiling and seamless access to the expansive brick patio, gardens, outdoor bar, and a resort-style swimming pool with built-in hot tub and cascading waterfalls. The luxurious main-level primary suite is privately situated in its own wing, accessed via a long hallway. It features expansive fitted closets, a marble bath, and a private staircase to the home’s wellness center with steam room, sauna, two full baths, and direct pool access. A flexible adjoining bedroom suite with a full bath can serve as an office, nursery, or sitting room with fireplace. A powder room, service wing with half bath, laundry room, and a second staircase to the lower level complete the main floor. Upstairs, four generously sized bedrooms, three full bathrooms, and a large cedar closet room offer ample space for family and guests. The fully finished walk-out lower level enhances the home’s lifestyle offering with a large recreation room, a ballet/yoga studio with mirrored wall and barre, a built-in bar. The two acre grounds are as exceptional as the home itself, showcasing an in-ground pool, mature trees and plantings, expansive multi-level brick patios, and a portico with a wet bar—perfect for hosting unforgettable events or enjoying tranquil days at home.

6 Beds ⋅ 7 Baths ⋅ 852773 MLS

Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island’s most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like grounds spanning two landscaped acres. A tree-lined courtyard framed by evergreens and flowering trees sets the stage for grandeur. Double entry doors lead to a dramatic circular marble foyer with a gold-leaf domed ceiling. A sweeping curvilinear staircase ascends to the second level, while the light-filled main rooms overlook the spectacular property. The gracious living room, ideal for entertaining, features a custom wood built-in bar, a dramatic mantled fireplace, and three sets of French doors with Palladian windows opening to the gardens. The formal dining room with a round table is capable of seating 12 and is finished in Venetian plaster and highlighted by a luxurious gilded domed gold-leafed ceiling. The open-concept kitchen and adjacent family room offer an inviting space for everyday living and gatherings, complete with a beamed cathedral ceiling and seamless access to the expansive brick patio, gardens, outdoor bar, and a resort-style swimming pool with built-in hot tub and cascading waterfalls. The luxurious main-level primary suite is privately situated in its own wing, accessed via a long hallway. It features expansive fitted closets, a marble bath, and a private staircase to the home’s wellness center with steam room, sauna, two full baths, and direct pool access. A flexible adjoining bedroom suite with a full bath can serve as an office, nursery, or sitting room with fireplace. A powder room, service wing with half bath, laundry room, and a second staircase to the lower level complete the main floor. Upstairs, four generously sized bedrooms, three full bathrooms, and a large cedar closet room offer ample space for family and guests. The fully finished walk-out lower level enhances the home’s lifestyle offering with a large recreation room, a ballet/yoga studio with mirrored wall and barre, a built-in bar. The two acre grounds are as exceptional as the home itself, showcasing an in-ground pool, mature trees and plantings, expansive multi-level brick patios, and a portico with a wet bar—perfect for hosting unforgettable events or enjoying tranquil days at home.

3 Pin Oak Court, Old Brookville

$3,885,000

Fabulous Brick Colonial centrally located in the Village of Matinecock is close to the Village, Transportation, Shops and Schools. This classic 5 bedroom residence exudes elegance and sophistication. Discriminating details and fine amenities are found in every room: wood floors, crown moldings, French doors, exquisite woodwork and crafted built-ins. Principal rooms provide the perfect ambiance to entertain on a grand or intimate scale. A spacious guest bedroom on the main floor offers privacy for your guests. Wonderful outdoor entertaining on the flagstone patio outside the Living Room or swimming in the adjacent pool are a delightful place to enjoy the beauty of the landscape.

5 Beds ⋅ 7 Baths ⋅ 978812 MLS

Fabulous Brick Colonial centrally located in the Village of Matinecock is close to the Village, Transportation, Shops and Schools. This classic 5 bedroom residence exudes elegance and sophistication. Discriminating details and fine amenities are found in every room: wood floors, crown moldings, French doors, exquisite woodwork and crafted built-ins. Principal rooms provide the perfect ambiance to entertain on a grand or intimate scale. A spacious guest bedroom on the main floor offers privacy for your guests. Wonderful outdoor entertaining on the flagstone patio outside the Living Room or swimming in the adjacent pool are a delightful place to enjoy the beauty of the landscape.

30 Underhill Road, Locust Valley

$3,850,000

Discreetly set back from idyllic Feeks Lane in the historic hamlet of Mill Neck, this recently renovated Normandy country house anchors a private estate complete with 2 bedroom guest cottage, gunite infinity pool with spa, decorative pond and mature specimen trees set on 5.8 park-like acres. Meticulously renovated for today’s lifestyle, the home features graciously scaled rooms, refined millwork, and elegant entertaining spaces. A newly renovated chef’s kitchen featuring top-of-the-line finishes and appliances looks out over a bluestone and brick patio with a built-in grill. A well-appointed mudroom with laundry and dog-washing station adds convenience. The formal dining room and large, elegant living room with wet bar provide a sophisticated setting for gatherings, while a bright sunroom and richly lacquered library add warmth and character. Upstairs, the luxurious primary suite includes a spa-like ensuite bath and two spacious walk-in closets. Four additional bedrooms and three full bathrooms, along with a comfortable family room/den, complete the second floor. The separate guest cottage has two additional bedrooms along with a full kitchen, spacious living room, 2 full bathrooms and built-in sauna. Modern upgrades include gas fireplaces throughout, a professional-grade Aruba WiFi network with wired backhaul, multi-zone hard-wired Sonos sound system, whole-house Lutron lighting controls. The property borders the Beaver Dam Nature Sanctuary and Preserve, offering unmatched tranquility and natural beauty.

5 Beds ⋅ 7 Baths ⋅ 930667 MLS

Discreetly set back from idyllic Feeks Lane in the historic hamlet of Mill Neck, this recently renovated Normandy country house anchors a private estate complete with 2 bedroom guest cottage, gunite infinity pool with spa, decorative pond and mature specimen trees set on 5.8 park-like acres. Meticulously renovated for today’s lifestyle, the home features graciously scaled rooms, refined millwork, and elegant entertaining spaces. A newly renovated chef’s kitchen featuring top-of-the-line finishes and appliances looks out over a bluestone and brick patio with a built-in grill. A well-appointed mudroom with laundry and dog-washing station adds convenience. The formal dining room and large, elegant living room with wet bar provide a sophisticated setting for gatherings, while a bright sunroom and richly lacquered library add warmth and character. Upstairs, the luxurious primary suite includes a spa-like ensuite bath and two spacious walk-in closets. Four additional bedrooms and three full bathrooms, along with a comfortable family room/den, complete the second floor. The separate guest cottage has two additional bedrooms along with a full kitchen, spacious living room, 2 full bathrooms and built-in sauna. Modern upgrades include gas fireplaces throughout, a professional-grade Aruba WiFi network with wired backhaul, multi-zone hard-wired Sonos sound system, whole-house Lutron lighting controls. The property borders the Beaver Dam Nature Sanctuary and Preserve, offering unmatched tranquility and natural beauty.

312 Feeks Lane, Mill Neck

$3,700,000

Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office /Fireplace for effortless grand entertaining or more intimate gatherings Custom Cabinetry surrounds the fabulous Chef's dream Kitchen for endless storage with separate spacious Breakfast room overlooking pool setting. The primary bedroom is a lavish retreat with sun-lit sitting room, fireplace, wardrobe dressing area and luxurious spa bath occupying the prime position of the 2nd floor . Two spacious bedrooms with shared bath and wrap around hallway leading to 4th en-suite bedroom complete the 2nd floor. Lower level is partially finished with playrooms, storage closets, large cedar closet and 1/2 bath. Step outside to brick-walled patio with built-in BBQ and multiple bluestone patios and walkways lined with vibrant gardens leading to the sparkling gunite heated pool with jacuzzi waterfall, Surrounded by lush landscaping, a covered patio with ceiling heaters opens to the very spacious Guest/Pool House with living room, full kitchen , full bath, laundry room and dressing room for a year round retreat. 3 car garage. 2 magnificent private acres, Locust Valley SD. By Appointment

5 Beds ⋅ 8 Baths ⋅ 1010610 MLS

Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office /Fireplace for effortless grand entertaining or more intimate gatherings Custom Cabinetry surrounds the fabulous Chef's dream Kitchen for endless storage with separate spacious Breakfast room overlooking pool setting. The primary bedroom is a lavish retreat with sun-lit sitting room, fireplace, wardrobe dressing area and luxurious spa bath occupying the prime position of the 2nd floor . Two spacious bedrooms with shared bath and wrap around hallway leading to 4th en-suite bedroom complete the 2nd floor. Lower level is partially finished with playrooms, storage closets, large cedar closet and 1/2 bath. Step outside to brick-walled patio with built-in BBQ and multiple bluestone patios and walkways lined with vibrant gardens leading to the sparkling gunite heated pool with jacuzzi waterfall, Surrounded by lush landscaping, a covered patio with ceiling heaters opens to the very spacious Guest/Pool House with living room, full kitchen , full bath, laundry room and dressing room for a year round retreat. 3 car garage. 2 magnificent private acres, Locust Valley SD. By Appointment

8 High Meadow Court, Glen Head

$3,650,000

Welcome to 2 Pen Mor Drive—an extraordinary resort-style estate set on over 2 private acres of lushly landscaped and artfully lit grounds. This grand brick Colonial exudes timeless elegance, beginning with a stately front portico and a soaring two-story entry foyer that makes a striking first impression. Designed with a one-of-a-kind layout, this palatial home offers 6 spacious bedrooms, 6 luxurious bathrooms, a bonus room, and a stunning library. Expansive architectural windows and glass sliders throughout the home frame inspiring views of nature and flood the interiors with natural light. An unfinished attic offers the perfect opportunity to create a custom home theater or additional living space. Step outside to your own private oasis—brick-paved patios lead to a spectacular heated Gunite pool, a tennis court, and beautifully manicured lawns ideal for entertaining or relaxation. The gourmet eat-in kitchen is a chef’s dream, featuring a Sub-Zero refrigerator, a Butler’s pantry, and exquisite Versace chandeliers that add a touch of opulence. The primary suite is a true retreat, boasting dual bathrooms, walk-in closets, and rich hardwood floors. Five additional bedrooms offer ample space for family and guests. Additional highlights include an indoor and outdoor speaker system, ideal for enjoying your favorite music throughout the home and grounds. Experience the perfect blend of luxury, comfort, and lifestyle—all just minutes from schools, country clubs, Highways, railroad and the best of the North Shore.

5 Beds ⋅ 7 Baths ⋅ 867474 MLS

Welcome to 2 Pen Mor Drive—an extraordinary resort-style estate set on over 2 private acres of lushly landscaped and artfully lit grounds. This grand brick Colonial exudes timeless elegance, beginning with a stately front portico and a soaring two-story entry foyer that makes a striking first impression. Designed with a one-of-a-kind layout, this palatial home offers 6 spacious bedrooms, 6 luxurious bathrooms, a bonus room, and a stunning library. Expansive architectural windows and glass sliders throughout the home frame inspiring views of nature and flood the interiors with natural light. An unfinished attic offers the perfect opportunity to create a custom home theater or additional living space. Step outside to your own private oasis—brick-paved patios lead to a spectacular heated Gunite pool, a tennis court, and beautifully manicured lawns ideal for entertaining or relaxation. The gourmet eat-in kitchen is a chef’s dream, featuring a Sub-Zero refrigerator, a Butler’s pantry, and exquisite Versace chandeliers that add a touch of opulence. The primary suite is a true retreat, boasting dual bathrooms, walk-in closets, and rich hardwood floors. Five additional bedrooms offer ample space for family and guests. Additional highlights include an indoor and outdoor speaker system, ideal for enjoying your favorite music throughout the home and grounds. Experience the perfect blend of luxury, comfort, and lifestyle—all just minutes from schools, country clubs, Highways, railroad and the best of the North Shore.

2 Pen Mor Drive, Muttontown

$3,550,000

Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with Waterfall, Gazebo, Koa Pond, Bocce Court & Generator. A Must See, Additional information: Appearance:Pristine,Interior Features:Guest Quarters,Marble Bath,Separate Hotwater Heater:Yes

5 Beds ⋅ 5 Baths ⋅ L3574927 MLS

Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with Waterfall, Gazebo, Koa Pond, Bocce Court & Generator. A Must See, Additional information: Appearance:Pristine,Interior Features:Guest Quarters,Marble Bath,Separate Hotwater Heater:Yes

5 Peacock Lane, Upper Brookville

$3,325,000

Hydrangea House.

5 Beds ⋅ 5 Baths ⋅ 912834 MLS

Hydrangea House.

12 Parish Drive, Lattingtown

$3,300,000

Stately 1845 Greek Revival in the Heart of Locust Valley This beautifully renovated 1845 Greek Revival residence combines timeless architectural elegance with thoughtful modern updates. Graciously scaled rooms and soaring ceilings on both the first and second floors create an airy, light-filled atmosphere throughout. The expansive double-parlor living room is flooded with natural light, while a cozy library and formal dining room provide intimate gathering spaces. The newly renovated kitchen features custom millwork, designer backsplash, and top-of-the-line appliances, all complemented by an adjoining mudroom for everyday convenience. Upstairs, five generously sized bedrooms and a private home office and four newly renovated marble bathrooms. The third floor offers a full-floor bonus family room with wet bar—perfect for entertaining. Recent improvements include a brand-new roof with copper gutters, rebuilt chimneys, upgraded landscaping, and a new automatic pool cover. Completing the property is a detached three-car garage with abundant storage. This rare offering blends historic character with modern comfort, all set in a prime Locust Valley location close to schools, village shops, dining, and the train.

5 Beds ⋅ 5 Baths ⋅ 911296 MLS

Stately 1845 Greek Revival in the Heart of Locust Valley This beautifully renovated 1845 Greek Revival residence combines timeless architectural elegance with thoughtful modern updates. Graciously scaled rooms and soaring ceilings on both the first and second floors create an airy, light-filled atmosphere throughout. The expansive double-parlor living room is flooded with natural light, while a cozy library and formal dining room provide intimate gathering spaces. The newly renovated kitchen features custom millwork, designer backsplash, and top-of-the-line appliances, all complemented by an adjoining mudroom for everyday convenience. Upstairs, five generously sized bedrooms and a private home office and four newly renovated marble bathrooms. The third floor offers a full-floor bonus family room with wet bar—perfect for entertaining. Recent improvements include a brand-new roof with copper gutters, rebuilt chimneys, upgraded landscaping, and a new automatic pool cover. Completing the property is a detached three-car garage with abundant storage. This rare offering blends historic character with modern comfort, all set in a prime Locust Valley location close to schools, village shops, dining, and the train.

145 Oyster Bay Road, Locust Valley

$3,300,000

La Isabella : A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit Rooms Perfect For Entertaining And Everyday Life. The Formal Living And Dining Rooms Provide Elegant Settings, While The Expansive Kitchen Features Stainless Steel Appliances, A Large Island With Seating, Walk-In Pantry, And Eat-In Area Opening To A Stone Patio. The Family Room Includes A Gas Fireplace, Custom Built-Ins, And Wet Bar With Wine Cooler. Main-Level In-Law Suite With Full Bath Offers Flexibility And Privacy. Upstairs, The Luxurious Primary Suite Has A Private Terrace, Electric Fireplace, And Space For A Spa Bath. A Second En Suite Bedroom, Third Bedroom, And Bonus Room Complete The Upper Level. Outdoors, Unwind By A Stunning Pool Accented With A Natural Stone Waterfall, Expansive Lawns, And A Three-Season Room. The Lower Level Offers Storage And Potential For A Gym Or Media Room. Near Top Golf, Schools, And New York City.

6 Beds ⋅ 5 Baths ⋅ 872615 MLS

La Isabella : A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit Rooms Perfect For Entertaining And Everyday Life. The Formal Living And Dining Rooms Provide Elegant Settings, While The Expansive Kitchen Features Stainless Steel Appliances, A Large Island With Seating, Walk-In Pantry, And Eat-In Area Opening To A Stone Patio. The Family Room Includes A Gas Fireplace, Custom Built-Ins, And Wet Bar With Wine Cooler. Main-Level In-Law Suite With Full Bath Offers Flexibility And Privacy. Upstairs, The Luxurious Primary Suite Has A Private Terrace, Electric Fireplace, And Space For A Spa Bath. A Second En Suite Bedroom, Third Bedroom, And Bonus Room Complete The Upper Level. Outdoors, Unwind By A Stunning Pool Accented With A Natural Stone Waterfall, Expansive Lawns, And A Three-Season Room. The Lower Level Offers Storage And Potential For A Gym Or Media Room. Near Top Golf, Schools, And New York City.

13 Locust Lane, Upper Brookville

$3,250,000

Welcome to this Regal Georgian-Style Estate, a Distinguished 12-Room Residence Tucked within the Private Enclave of Land's End in Lattingtown. Set on Nearly 5 Acres with Approximately 6,744 Square Feet of Refined Living Space. This rare offering Blends Timeless Elegance and Exceptional Privacy. A Stately Bluestone Entry and Classic Portico Open to the Marble Foyer with a Sweeping Staircase. The Grand Formal Dining Room Adorned with a Custom Murano Chandelier, Transitions Effortlessly into the Elegant Living Room, Complemented by an Expansive Great Room Showcasing a Coffered Ceiling, Marble Fireplace and Wet bar. They Connect Seamlessly to the Granite Chef's Kitchen Featuring Sub-Zero Refrigeration, Double Wall Ovens, Impressive Center Island and Custom Cabinetry. French Doors Lead to the Sunroom with Beamed Ceilings, Bluestone Floors and Walls of Windows Overlooking the Stunning Grounds, Ready for Al Fresco Dining. The Main Level Also Features a Sophisticated Richly Paneled Study/Office with Vaulted Beamed Ceiling and Wood Burning Fireplace, A Dedicated Music Room, Convenient First-Floor Bedroom, Full Bath and Laundry Room. The Second Level is Anchored by a Luxurious Primary Suite with Marble Fireplace, Sitting Area, Dual Custom Closets, Private Deck and Radiant-Heated Marble Spa Bath. Three Ensuite Bedrooms plus a Fourth Bedroom with adjoining Media Room Sharing a Beautifully Appointed Granite Bath. The Partially Finished Lower Level Provides an Inviting Lounge and Entertainment Area with Abundant Storage and Exterior Entry. Outdoors, a Striking Stone Courtyard leads to the Main Residence. Two Separate Three-Car Garages: One Attached to the Residence, and a Second Heated Garage with Wonderful Guest Accommodations Above, while the Resort-Style Grounds Feature a Heated Gunite Pool, Hot Tub, Pool House, Tennis Court, and Full-House Generator. Ideally Located Just Minutes from the Charming Hamlet of Locust Valley. Lattingtown Beach Rights.

6 Beds ⋅ 7 Baths ⋅ 905483 MLS

Welcome to this Regal Georgian-Style Estate, a Distinguished 12-Room Residence Tucked within the Private Enclave of Land's End in Lattingtown. Set on Nearly 5 Acres with Approximately 6,744 Square Feet of Refined Living Space. This rare offering Blends Timeless Elegance and Exceptional Privacy. A Stately Bluestone Entry and Classic Portico Open to the Marble Foyer with a Sweeping Staircase. The Grand Formal Dining Room Adorned with a Custom Murano Chandelier, Transitions Effortlessly into the Elegant Living Room, Complemented by an Expansive Great Room Showcasing a Coffered Ceiling, Marble Fireplace and Wet bar. They Connect Seamlessly to the Granite Chef's Kitchen Featuring Sub-Zero Refrigeration, Double Wall Ovens, Impressive Center Island and Custom Cabinetry. French Doors Lead to the Sunroom with Beamed Ceilings, Bluestone Floors and Walls of Windows Overlooking the Stunning Grounds, Ready for Al Fresco Dining. The Main Level Also Features a Sophisticated Richly Paneled Study/Office with Vaulted Beamed Ceiling and Wood Burning Fireplace, A Dedicated Music Room, Convenient First-Floor Bedroom, Full Bath and Laundry Room. The Second Level is Anchored by a Luxurious Primary Suite with Marble Fireplace, Sitting Area, Dual Custom Closets, Private Deck and Radiant-Heated Marble Spa Bath. Three Ensuite Bedrooms plus a Fourth Bedroom with adjoining Media Room Sharing a Beautifully Appointed Granite Bath. The Partially Finished Lower Level Provides an Inviting Lounge and Entertainment Area with Abundant Storage and Exterior Entry. Outdoors, a Striking Stone Courtyard leads to the Main Residence. Two Separate Three-Car Garages: One Attached to the Residence, and a Second Heated Garage with Wonderful Guest Accommodations Above, while the Resort-Style Grounds Feature a Heated Gunite Pool, Hot Tub, Pool House, Tennis Court, and Full-House Generator. Ideally Located Just Minutes from the Charming Hamlet of Locust Valley. Lattingtown Beach Rights.

5 Danton Lane S, Locust Valley

$3,200,000

Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with an outdoor kitchen ideal for entertaining. The home boasts an integrated Sonos speaker system both indoors and outdoors, providing high-quality sound throughout. For fitness enthusiasts, there's an in-house gym, playground. The fenced property ensures privacy and security with gated access. Experience unparalleled comfort and elegance in this prestigious estate.

6 Beds ⋅ 5 Baths ⋅ 1014387 MLS

Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with an outdoor kitchen ideal for entertaining. The home boasts an integrated Sonos speaker system both indoors and outdoors, providing high-quality sound throughout. For fitness enthusiasts, there's an in-house gym, playground. The fenced property ensures privacy and security with gated access. Experience unparalleled comfort and elegance in this prestigious estate.

110 Linden Lane, Upper Brookville

$3,065,000

Discover a unique, one-of-a-kind property in the charming village of Lattingtown, where indoor and outdoor living blend seamlessly. This beautifully renovated home sits on 1.42 acres, featuring a pool, putting green & bocce court making it an entertainer's dream. Spanning approximately 4,000 square feet, the house offers a well-designed first floor with a den, a formal living room with a wood-burning fireplace, a dining room with a gas fireplace, a butler's pantry, and an eat-in kitchen. Convenience abounds with a laundry room and powder room on this level. The expansive wraparound porch, complete with multiple seating areas and a gas fireplace, provides stunning views of the property year-round. The second floor boasts a luxurious primary ensuite bedroom with a large custom walk-in closet and a gas fireplace. Four additional bedrooms and three full bathrooms ensure ample space. The finished third floor is perfect for storage and is complete with a full bathroom. The lower level/basement includes an additional wood-burning fireplace. Adding to the charm of this property is a delightful cottage, ideal for recreational use, complemented by a picturesque outdoor sitting area. This exceptional property in Lattingtown truly offers an idyllic lifestyle for those who appreciate both elegance and functionality.,

5 Beds ⋅ 6 Baths ⋅ 984139 MLS

Discover a unique, one-of-a-kind property in the charming village of Lattingtown, where indoor and outdoor living blend seamlessly. This beautifully renovated home sits on 1.42 acres, featuring a pool, putting green & bocce court making it an entertainer's dream. Spanning approximately 4,000 square feet, the house offers a well-designed first floor with a den, a formal living room with a wood-burning fireplace, a dining room with a gas fireplace, a butler's pantry, and an eat-in kitchen. Convenience abounds with a laundry room and powder room on this level. The expansive wraparound porch, complete with multiple seating areas and a gas fireplace, provides stunning views of the property year-round. The second floor boasts a luxurious primary ensuite bedroom with a large custom walk-in closet and a gas fireplace. Four additional bedrooms and three full bathrooms ensure ample space. The finished third floor is perfect for storage and is complete with a full bathroom. The lower level/basement includes an additional wood-burning fireplace. Adding to the charm of this property is a delightful cottage, ideal for recreational use, complemented by a picturesque outdoor sitting area. This exceptional property in Lattingtown truly offers an idyllic lifestyle for those who appreciate both elegance and functionality.,

245 Lattingtown Road, Locust Valley

1347 Chicken Valley Road, Upper Brookville

$3,000,000

Set on a deep two-acre parcel, this bespoke, reimagined property is enhanced by new landscaping and mature trees, offering a private and tranquil setting. New life has been breathed into this 1920s residence, creating an intimate and inviting milieu reminiscent of a European country villa. Enveloped in quiet elegance, the natural beauty of the fine materials and architectural details take center stage throughout. Renovated down to the studs, the home features all new plumbing, electric, air conditioning and septic system. Radiant heat throughout the first floor and all upper level bathrooms. Primary suite includes radiant heat in both bedroom and bath. Carlisle solid white oak tongue-and-groove random-width wide-plank flooring and custom woodwork are found throughout. Duravit bath fixtures, honed travertine marble, and all new windows and doors complete the interiors. The stunning living room and dining room offer high ceilings and French doors, with the dining area opening directly to a bluestone patio featuring a fire pit and seating area, ideal for additional outdoor entertaining. An open floor plan for the kitchen and family room features Christopher Peacock cabinetry, Carrera marble countertops, and Wolf appliances. Bedrooms include walk-in closets and en-suite baths. The primary suite offers a new veranda and a Chesney wood-burning fireplace flanked by custom built-ins. Finished lower level includes a bedroom, full bath, and laundry and playroom or gym space. The entire gunite heated pool has been completely redone and features automated pool heat and controls, allowing remote operation via iPhone through a Zodiac-style smart system, complemented by a bluestone surround and two additional patios.

4 Beds ⋅ 5 Baths ⋅ 949252 MLS

Set on a deep two-acre parcel, this bespoke, reimagined property is enhanced by new landscaping and mature trees, offering a private and tranquil setting. New life has been breathed into this 1920s residence, creating an intimate and inviting milieu reminiscent of a European country villa. Enveloped in quiet elegance, the natural beauty of the fine materials and architectural details take center stage throughout. Renovated down to the studs, the home features all new plumbing, electric, air conditioning and septic system. Radiant heat throughout the first floor and all upper level bathrooms. Primary suite includes radiant heat in both bedroom and bath. Carlisle solid white oak tongue-and-groove random-width wide-plank flooring and custom woodwork are found throughout. Duravit bath fixtures, honed travertine marble, and all new windows and doors complete the interiors. The stunning living room and dining room offer high ceilings and French doors, with the dining area opening directly to a bluestone patio featuring a fire pit and seating area, ideal for additional outdoor entertaining. An open floor plan for the kitchen and family room features Christopher Peacock cabinetry, Carrera marble countertops, and Wolf appliances. Bedrooms include walk-in closets and en-suite baths. The primary suite offers a new veranda and a Chesney wood-burning fireplace flanked by custom built-ins. Finished lower level includes a bedroom, full bath, and laundry and playroom or gym space. The entire gunite heated pool has been completely redone and features automated pool heat and controls, allowing remote operation via iPhone through a Zodiac-style smart system, complemented by a bluestone surround and two additional patios.

1347 Chicken Valley Road, Upper Brookville

$2,950,000

This elegant 4-bedroom home (with a 5th bedroom in the finished lower level), Hillwinds, set on 3.78 acres offers a perfect blend of traditional craftsmanship and modern luxury. The sun-filled living formal living room features custom wainscoting, coffered ceilings, soaring to 9.5' feet, and a wood-burning fireplace. The gourmet kitchen boasts marble & granite countertops, brand new high-end appliances (Wolf & Subzero), new wet bar, and a generous island open to the family room-ideal for entertaining. Formal dining room with marble floors and stylish millwork. The serene primary suite offers a vaulted ceiling, spa like marble bath with jet tub and new steam shower, and an impressive walk-in dressing room with custom built-ins. Upstairs spacious bedrooms connected by a Jack & Jill bathroom just beautifully renovated. Additional features include a full house generator, hardwood floors, and extensive updates inside and out. Step outside to your private oasis with lush landscaping, bluestone patios, and a newly appointed heated Gunite pool equipped with a new Jandy Smart System and pool cabana. Outdoor living is enhanced by new stone wood fire feature overlooking the pastoral property. A truly turnkey residence offering comfort, elegance, and privacy in a beautiful setting.

4 Beds ⋅ 6 Baths ⋅ 926494 MLS

This elegant 4-bedroom home (with a 5th bedroom in the finished lower level), Hillwinds, set on 3.78 acres offers a perfect blend of traditional craftsmanship and modern luxury. The sun-filled living formal living room features custom wainscoting, coffered ceilings, soaring to 9.5' feet, and a wood-burning fireplace. The gourmet kitchen boasts marble & granite countertops, brand new high-end appliances (Wolf & Subzero), new wet bar, and a generous island open to the family room-ideal for entertaining. Formal dining room with marble floors and stylish millwork. The serene primary suite offers a vaulted ceiling, spa like marble bath with jet tub and new steam shower, and an impressive walk-in dressing room with custom built-ins. Upstairs spacious bedrooms connected by a Jack & Jill bathroom just beautifully renovated. Additional features include a full house generator, hardwood floors, and extensive updates inside and out. Step outside to your private oasis with lush landscaping, bluestone patios, and a newly appointed heated Gunite pool equipped with a new Jandy Smart System and pool cabana. Outdoor living is enhanced by new stone wood fire feature overlooking the pastoral property. A truly turnkey residence offering comfort, elegance, and privacy in a beautiful setting.

1173 Pine Valley Road, Upper Brookville

$2,800,000

Set on five serene, park-like acres in Matinecock, this exceptional estate offers a rare blend of privacy, elegance, and opportunity. The lush, meticulously manicured grounds—masterfully designed by the acclaimed landscape architecture firm Innocenti & Webel—create a breathtaking setting with ample room for a pool or future enhancements. Designed for both sophisticated entertaining and effortless everyday living, the residence features sun-filled interiors that seamlessly open to expansive lawns and picturesque outdoor spaces. The generously proportioned primary suite, along with three additional bedrooms—including a private en-suite guest room—are thoughtfully situated away from the main living areas, offering comfort, tranquility, and a true sense of retreat. The gourmet kitchen is appointed with top-tier Wolf and Sub-Zero appliances, perfectly suited for the discerning chef. A substantially lower level presents endless possibilities, whether envisioned as a wine cellar, private cinema, fitness studio, or additional recreational space. Enhancing the property is a private equestrian facility complete with a barn, stables, professional lighted riding ring, and storage. Equally versatile, this space could easily be reimagined as a yoga or art studio, curated gardens, or a resort-style pool and wellness retreat. This remarkable estate offers an extraordinary opportunity to create a truly bespoke sanctuary.

4 Beds ⋅ 4 Baths ⋅ 990843 MLS

Set on five serene, park-like acres in Matinecock, this exceptional estate offers a rare blend of privacy, elegance, and opportunity. The lush, meticulously manicured grounds—masterfully designed by the acclaimed landscape architecture firm Innocenti & Webel—create a breathtaking setting with ample room for a pool or future enhancements. Designed for both sophisticated entertaining and effortless everyday living, the residence features sun-filled interiors that seamlessly open to expansive lawns and picturesque outdoor spaces. The generously proportioned primary suite, along with three additional bedrooms—including a private en-suite guest room—are thoughtfully situated away from the main living areas, offering comfort, tranquility, and a true sense of retreat. The gourmet kitchen is appointed with top-tier Wolf and Sub-Zero appliances, perfectly suited for the discerning chef. A substantially lower level presents endless possibilities, whether envisioned as a wine cellar, private cinema, fitness studio, or additional recreational space. Enhancing the property is a private equestrian facility complete with a barn, stables, professional lighted riding ring, and storage. Equally versatile, this space could easily be reimagined as a yoga or art studio, curated gardens, or a resort-style pool and wellness retreat. This remarkable estate offers an extraordinary opportunity to create a truly bespoke sanctuary.

540 Chicken Valley Road, Locust Valley

$2,711,000

Nestled on one of the most coveted private roads in Locust Valley and adjacent to Coffin Woods Nature Preserve, this charming expanded cape sits gracefully on over 2.5 acres of beautifully landscaped grounds with a sparkling pool. The home offers timeless appeal with a welcoming flow and elegant, light-filled rooms, featuring 4–5 bedrooms and 4.5 bathrooms. The first floor showcases a gracious living room with a wood-burning fireplace, a formal dining room, and a sunroom that invites year-round enjoyment of the surrounding scenery. The eat-in kitchen features a built-in banquette and classic details, perfectly designed for everyday living and entertaining. A warm and inviting library with custom built-ins provides the ideal spot for reading or quiet relaxation. Two bedrooms and a home office complete the main level, offering flexibility for guests or work-from-home needs. Upstairs, the spacious primary suite includes a large walk-in closet and a luxurious en-suite bath with double sinks, a soaking tub, and a separate shower. A private guest suite with its own en-suite bath completes the second floor. Perfectly situated close to town, train, and top-rated schools, this special home offers a rare opportunity to enjoy classic elegance, comfort, and privacy in one of Locust Valley’s most sought-after settings.

5 Beds ⋅ 5 Baths ⋅ 926611 MLS

Nestled on one of the most coveted private roads in Locust Valley and adjacent to Coffin Woods Nature Preserve, this charming expanded cape sits gracefully on over 2.5 acres of beautifully landscaped grounds with a sparkling pool. The home offers timeless appeal with a welcoming flow and elegant, light-filled rooms, featuring 4–5 bedrooms and 4.5 bathrooms. The first floor showcases a gracious living room with a wood-burning fireplace, a formal dining room, and a sunroom that invites year-round enjoyment of the surrounding scenery. The eat-in kitchen features a built-in banquette and classic details, perfectly designed for everyday living and entertaining. A warm and inviting library with custom built-ins provides the ideal spot for reading or quiet relaxation. Two bedrooms and a home office complete the main level, offering flexibility for guests or work-from-home needs. Upstairs, the spacious primary suite includes a large walk-in closet and a luxurious en-suite bath with double sinks, a soaking tub, and a separate shower. A private guest suite with its own en-suite bath completes the second floor. Perfectly situated close to town, train, and top-rated schools, this special home offers a rare opportunity to enjoy classic elegance, comfort, and privacy in one of Locust Valley’s most sought-after settings.

137 Linden Farms Road, Locust Valley

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