Refine Search
Map
Sort by
730 Remsens Lane, Muttontown
$5,599,000
6 Beds ⋅ 7 Baths ⋅ 1026409 MLS
Introducing an Extraordinary new Construction Estate in the prestigious Village of Muttontown, Set on approximately 3 Private acres overlooking a Picturesque Golf Couse. This Exceptional 2026 built residence offers the perfect blend of Modern Luxury , Elegance, and Sophistication. Featuring Six (6) Spacious Bedrooms and 6.5 designer bathrooms, with Radiant Heated Floors. The home showcases impeccable craftsmanship and high-end finishes throughout. A Grand Entrance welcomes you into a breathtaking Great Room, with soaring ceilings, expansive windows, and abundant natural light, creating an impressive setting for both everyday living and entertaining. Designed for comfort and style, the residence includes two fireplaces- One Gas and One Electric, adding warmth and ambiance to the home's thoughtfully designed living spaces. The open and flowing floor plan seamlessly connects formal and informal areas while maximizing the stunning Golf Course Views. Nestled on a beautifully situated 3-acre property, this Magnificent estate offers privacy, tranquility, and resort-style living in one of Long Island's most sought-after communities. A rare opportunity to own a newly built luxury home in the Heart of Muttontown. (Optional pool, optional outdoor kitchen, optional elevator.)

730 Remsens Lane, Muttontown
15 Tappentown Lane, Brookville
$2,599,888
7 Beds ⋅ 5 Baths ⋅ 1023664 MLS
Experience pristine living in this exquisite 2 acre Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long circular driveway, welcoming you to a serene retreat. The exterior boasts mature specimen plantings and estate fencing encircling a country club style yard with a 20x40 Gunite gas heated pool. The 2 acres of entertaining backyard and brick patio, provides ample space to add tennis, pickleball or sport court. This serene oasis is perfect for relaxation and entertainment. Inside the kitchen features hardwood cabinets, complimented by gleaming hardwood flooring throughout the home. 4,717 of finished living space and an additional 1,148 of unfinished basement to create a media room, play room or entertainment cave. The architectural roof adds to the home's timeless elegance. First floor bedroom with en-suite bath and dual walk in closets, and a versatile bedroom/office with a walkout to the fabulous yard. There is so much more to this exceptional property that must be seen to be fully appreciated. Don't miss this rare opportunity to own a true retreat in a serene oasis.

15 Tappentown Lane, Brookville
250 Oyster Bay Road, Locust Valley
$3,999,999
5 Beds ⋅ 6 Baths ⋅ 1022418 MLS
Exceptional brick estate offering 9,023 sq ft of refined living with 6bedrooms and 5.5baths on nearly two private acres in Locust Valley. Built in 2009, the home showcases custom mahogany millwork throughout, a dramatic two-story foyer with a sweeping butterfly staircase, and a great room framed by a soaring wall of arched windows. A first-floor library and dedicated meditation room offer quiet retreats. The chef's kitchen features rich custom cabinetry, coffered ceilings, an oversized center island, and a full suite of Viking appliances including a professional gas range, complemented by a butler's pantry with built-in wine storage and dual Viking wine refrigerators. The grand-scale primary suite is a wing unto itself, with a fireplace, sitting area, boutique-style dressing room, and an oversized spa bath with soaking tub and separate shower. A full-width entertainer's terrace spans the rear of the home, overlooking the manicured grounds. Below, the expansive walk-out garden level opens to the lawn through a graceful arched loggia — ideal for recreation, gym, or guest space. A rare blend of scale, craftsmanship, and privacy moments from Locust Valley village.

250 Oyster Bay Road, Locust Valley
330 Bayville Avenue, Bayville
$899,000
4 Beds ⋅ 5 Baths ⋅ 1013410 MLS
Set in the heart of Bayville, 330 Bayville Avenue offers a unique combination of coastal lifestyle, generous living space, and exceptional versatility. With access to a private beach path just moments from the property, morning walks along the shore, summer days by the water, and the relaxed feel of seaside living can become part of everyday life. Offering 4 bedrooms and 5 full bathrooms, the home features a flexible layout that includes a permitted accessory apartment, ideal for extended family, guests, or potential rental income. Two full kitchens provide added functionality and independence between living spaces while allowing the home to adapt easily to a variety of needs. Mother Daughter Opportunity A brand-new roof and gutters were completed in 2026. The home also offers multiple spaces for gathering and entertaining, including an enclosed patio for additional year-round living space. A private driveway provides parking for up to five vehicles. Conveniently located near Bayville’s waterfront, local dining, shops, and amenities, 330 Bayville Avenue presents an opportunity to enjoy space, flexibility, and the coastal lifestyle that makes this community so special.

330 Bayville Avenue, Bayville
44 Bayville Avenue, Bayville
$1,450,000
1014113 MLS
Prime mixed-use investment and owner-user opportunity at 44 Bayville Avenue in the heart of Bayville. This turnkey property features a fully operating deli on the ground floor, completely renovated in 2023 with a 10-foot hood, Ansul fire suppression system, split-unit HVAC, and modern equipment. The second floor showcases an 874-square-foot one-bedroom apartment, also renovated in 2023, featuring three skylights, a full kitchen with peninsula island, gas range, spacious living room, king-sized bedroom, central HVAC, and a private rear terrace accessed through sliding glass doors. Each unit has separately metered gas and electric service with independent mechanical systems. The property offers 16 on-site parking spaces and enjoys a highly visible location directly across from new residential development with views of the Long Island Sound. Just moments from Bayville Beach, the marina, waterfront parks, restaurants, shopping, and popular destinations including the Bayville Adventure Park, this property combines strong income potential with an exceptional coastal location on Long Island's North Shore.

44 Bayville Avenue, Bayville
15 Pershing Avenue, Locust Valley
$799,000
3 Beds ⋅ 2 Baths ⋅ 1019915 MLS
Welcome to 15 Pershing Avenue, a charming Locust Valley residence where classic character meets modern comfort in one of the North Shore’s most beloved communities. This inviting 3-bedroom, 2-bath home offers a warm and functional layout filled with natural light, timeless appeal, and flexible living space for today’s lifestyle. A thoughtfully designed bonus room provides the perfect option for a home office, guest space, playroom, or creative studio, while the newly finished basement adds valuable additional space ideal for recreation, entertaining, fitness, storage, or extended everyday use. Set on a spacious property with a detached 2-car garage, this home offers room to gather, garden, and entertain. Perfectly located near Locust Valley’s shops, dining, parks, schools, and on Matinecock Border. 15 Pershing Avenue delivers comfort, charm, flexibility, and location in one beautiful package.

15 Pershing Avenue, Locust Valley
7 Vine Street, Bayville
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 1019252 MLS
Coastal Living ! Discover the perfect blend of charm, comfort, and modern updates in this beautifully renovated and expanded Cape(primary bedroom and bath on first floor) , ideally situated in a quaint beach community with shopping, dining, and Marina. Thoughtfully redesigned with today's lifestyle in mind, this move-in-ready home offers spacious living areas, stylish finishes, and exceptional indoor-outdoor living. Step outside to your private backyard oasis featuring a built-in vinyl saltwater pool—perfect for relaxing summer days, entertaining or simply enjoying your own resort-style retreat. Just minutes from sandy beaches, a local marina offering boating, kayaking, paddleboarding, fishing, and other water sports, this home is perfectly positioned for those who love an active coastal lifestyle. Conveniently located near shopping, dining, and everyday conveniences, you'll also enjoy easy access to nearby towns and villages filled with boutique shops, restaurants, farmers markets, and seasonal festivals. Whether you're searching for a year-round residence or the perfect weekend getaway, this exceptional Cape offers the ideal combination of coastal charm, modern amenities, and an unbeatable location. Come experience the relaxed beach lifestyle you've been dreaming of!

7 Vine Street, Bayville
8 Frost Creek Drive, Locust Valley
$4,998,000
5 Beds ⋅ 7 Baths ⋅ 1018743 MLS
The most discerning will appreciate the unparalleled architectural details and sublime luxury that abounds in this hilltop Classic Contemporary Estate. Renovated top to bottom in 2018 by a professional builder for his personal residence, only the finest European structural and design elements were utilized. "Hilltop" offers a beautiful setting for comfortable living and gracious entertaining. The Open Concept interior floor plan, with floor to ceiling windows and breath-taking sweeping views of the landscape, flows seamlessly to the exterior Ipe deck and patio. Nestled in the Lattingtown Harbor Community, residents enjoy the private beach and clubhouse with mooring rights. All this awaits, a mere 30 Miles from Manhattan and less than 2 miles from downtown Locust Valley with charming shops, fine dining and public transportation. LHPOA Fees approx. $2500/yrly Private Carting., Additional information: Appearance:MINT+++,Interior Features:Marble Bath

8 Frost Creek Drive, Locust Valley
33A Bayville Avenue, Bayville
$2,675,000
4 Beds ⋅ 4 Baths ⋅ 1015612 MLS
A rare opportunity to own brand-new direct waterfront construction with private beach access and sweeping views of the Long Island Sound in the heart of Bayville. Perched atop a bluff overlooking the water, this exceptional residence offers the perfect blend of coastal living and modern luxury. Featuring 4 bedrooms and 3.5 bathrooms, the home is thoughtfully designed with an open-concept layout and abundant natural light throughout. The expansive family room is anchored by a gas fireplace and opens through sliding glass doors to the backyard, where breathtaking water views create a stunning backdrop for everyday living and entertaining. The beautifully appointed eat-in kitchen flows seamlessly into the main living spaces, while the private bedroom suites offer their own tranquil retreats. Private balconies off the bedrooms capture panoramic, crystal-clear views of the Long Island Sound, stretching to the Connecticut shoreline and all the way to the New York City skyline. From spectacular sunrises over the water to the twinkling lights of the city in the distance, the views are nothing short of extraordinary. Additional highlights include a 2-car garage, a full basement with high ceilings offering endless possibilities, and direct access to a private beach just steps away. Set within the highly regarded Locust Valley School District, this is a truly unique opportunity to own brand-new waterfront construction and experience coastal living at its finest.

33A Bayville Avenue, Bayville
19 Tappentown Lane, Brookville
$2,372,000
4 Beds ⋅ 4 Baths ⋅ 1016868 MLS
Amazingly LOW Taxes & TWO (2) meticulously landscaped acres with salt water POOL, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. Elegant stone patio with gazebo and outdoor kitchen equipped with a barbecue, refrigerator, and sink. A dramatic entry opens to soaring ceilings with skylights and impressive window walls that flood the home with natural light. The spacious floor plan includes a sprawling living room/dining room, two inviting dens, and a recently renovated eat-in kitchen designed for both daily living and entertaining. Four beautifully updated bedrooms (1 separate bedroom suite with backyard access for second generation) and three-and-a-half baths provide comfortable accommodations throughout. The finished ground level offers versatile additional living space, while the seamless connection between indoor and outdoor areas enhances the home's exceptional functionality and appeal. Move-in ready and thoughtfully updated. Ideally situated near transportation, shopping, dining, parks, universities, golf and tennis facilities, this is a remarkable offering in Brookville.

19 Tappentown Lane, Brookville
199 Lattingtown Road, Locust Valley
$12,250,000
7 Beds ⋅ 10 Baths ⋅ 1017340 MLS
This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

199 Lattingtown Road, Locust Valley
7 Fairway Court, Upper Brookville
$4,998,000
6 Beds ⋅ 7 Baths ⋅ 1010689 MLS
A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set at the end of a cul-de-sac, a private driveway leads to a spacious courtyard and impressive, stately residence set on 6 prime, serene acres. For a qualified buyer, this is an exceptional opportunity. Many many features include: a two-story entryway, a luxurious primary suite on the main level, a free-form inground heated gunite pool with a waterfall, a covered outdoor kitchen, and a 3-car garage. Luxurious living with hidden privacy and easy access.

7 Fairway Court, Upper Brookville
52 Piping Rock Road, Locust Valley
$8,975,000
6 Beds ⋅ 9 Baths ⋅ 1011822 MLS
A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

52 Piping Rock Road, Locust Valley
2 Chelmsford Drive, Muttontown
$5,499,999
6 Beds ⋅ 6 Baths ⋅ 1001932 MLS
Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom pivot front door opens to a grand paneled foyer with soaring ceilings ranging from 14 to 20 feet, creating an impressive first impression. Wide-plank white oak floors and custom Pella windows enhance the home's warm, contemporary elegance. The state-of-the-art chef’s kitchen is a true showpiece, featuring rich walnut cabinetry, stunning black quartzite countertops, and a full suite of premium Wolf appliances, including double ovens, a six-burner cook top with griddle, microwave, built-in coffee system, separate ice maker, beverage refrigerator drawers and subzero refrigerator. The formal dining room offers soaring ceilings and walls of glass that open to an outdoor entertaining terrace complete with a full kitchen, pizza oven, and fireplace. The spectacular living room features a double-sided gas fireplace and a custom plaster ceiling. The luxurious primary suite boasts a dramatic 20-foot ceiling, built-in designer headboard feature wall, private deck overlooking the expansive grounds, two custom walk-in closets, and a designer spa bath. Three additional bedrooms are conveniently located on the main level. A stunning illuminated floating staircase leads to the lower level, where you will find additional guest bedrooms, a private gym with adjoining sauna and bath, a large movie theater, and an oversized recreation room with wet bar and glass doors opening directly to the backyard oasis. Designed for ultimate outdoor enjoyment, the country club-inspired grounds feature an oversized heated saltwater Gunite pool with spa, an elegant cabana with outdoor kitchen, and a separate pool house for storage. Automobile enthusiasts will appreciate the extraordinary garage capacity for up to 10 vehicles, including two car lifts, along with a circular paved driveway that completes this one-of-a-kind estate. 2 Chelmsford Drive is a masterfully designed residence that seamlessly blends architectural excellence, luxury amenities, and unparalleled lifestyle living.

2 Chelmsford Drive, Muttontown
550 Chicken Valley Road, Locust Valley
$4,500,000
6 Beds ⋅ 5 Baths ⋅ 1003784 MLS
MAJOR PRICE ADJUSTMENT: Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

550 Chicken Valley Road, Locust Valley
1 Applewood Estate, Upper Brookville
$25,000,000
13 Beds ⋅ 17 Baths ⋅ 1001064 MLS
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville
28 Satinwood Road, Bayville
$924,000
4 Beds ⋅ 2 Baths ⋅ 1001116 MLS
Welcome to 28 Satinwood Road, a spacious and thoughtfully updated four-bedroom, two-bath home in the beautiful village of Bayville, offering more than 2,200 square feet of flexible living space in an established non-flood zone neighborhood that offers access to private village beaches, docks, pickleball, tennis courts and mooring rights. Locust Valley School District. Plenty of restaurants, activities with close proximity to shopping-everything that makes Bayville village living special. Move-in ready and filled with natural light, this home combines a thoughtfully updated interior with the space, storage and practical features that are hard to find—including a two-car garage, flexible lower-level living space, a generator with automatic transfer switch and a double gate at the side yard offers dedicated space for additional cars, a boat, trailer or RV. For added convenience, washer and gas dryer hookups are located on both levels, eliminating the need to carry laundry between floors and adding even greater flexibility to the home’s two- level layout. The main level welcomes you with freshly painted walls, gleaming hardwood floors and large windows with plenty of natural light. The completely remodeled kitchen features high ceilings, solid-surface countertops, a deep stainless-steel farmhouse sink, newer appliances, soft-close cabinetry, abundant storage and gas cooking. Sliding glass doors open directly to the large deck, creating an easy flow for outdoor dining and entertaining. The adjoining living and dining rooms feature hardwood floors, crown molding and oversized windows, providing a bright, comfortable gathering space. Throughout the home, thoughtful upgrades include wood-paneled doors, custom blinds, updated lighting and Elfa closet systems. Just down the gallery style hall you’ll find three of the four bedrooms. The spacious primary bedroom with deep double-door closets and windows on multiple walls for wonderful natural light. Two additional bedrooms comfortably accommodate queen-size beds and include custom closet systems. The main-level full bath offers a large vanity with storage, tub/shower combination and ceramic tile flooring. The lower level adds exceptional flexibility for today’s lifestyles. A fourth bedroom with a custom closet system sits alongside a beautifully remodeled bath that feels like a spa retreat with stone pebble floor shower and custom tilework. Combined with a spacious den/flex area, separate laundry and sliding doors leading to a large sunny backyard, this level is ideal for multigenerational living, extended-stay guests, a home office, fitness area or additional Rec space. The two-car garage provides additional storage and workshop space. The attic, accessed by newer pull-down stairs, provides even more storage. Major improvements add comfort and peace of mind, including newer central air, updated electrical, newer hot water heater and a generator with automatic transfer switch. Move in, unpack and start enjoying life in Bayville.

28 Satinwood Road, Bayville
343 Chicken Valley Road, Upper Brookville
$3,700,000
4 Beds ⋅ 4 Baths ⋅ 955669 MLS
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville
285 Piping Rock Road, Locust Valley
$3,600,000
7 Beds ⋅ 6 Baths ⋅ 995929 MLS
Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front entrance, and you’re greeted by exquisite hand-painted murals that set the tone for the artistry and elegance within. The sun-drenched living room and formal dining room, with their graceful proportions and classic design, provide an exceptional setting for entertaining, while timeless details like wood-pegged and parquet floors along with elegant archways elevate every space. For those seeking quiet retreat, the library leads to a cozy bedroom (or office) with a beamed ceiling and French doors that open to the serene pool area. A touch of convenience and sophistication, the home also features an elevator for easy access to the second-floor primary suite. A separate guest wing with three bedrooms and a full bath offers privacy and comfort for visitors. The outdoors are a masterpiece in their own right. The gated front garden with whitewashed brick sitting walls and specimen plantings is highlighted by a charming center fountain. The rear garden, with its sweeping lawn, showcases a sparkling Gunite pool surrounded by a bluestone patio—perfect for summer gatherings. A charming greenhouse by the 3 car garage completes this idyllic retreat. Steeped in history yet updated with modern comforts, Rosegate is more than a home—it’s a timeless escape that captures the heart and imagination.

285 Piping Rock Road, Locust Valley
200 Cleft Road, Mill Neck
$7,200,000
6 Beds ⋅ 9 Baths ⋅ 987913 MLS
Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting.

200 Cleft Road, Mill Neck
22 Perry Avenue, Bayville
$765,000
3 Beds ⋅ 2 Baths ⋅ 957217 MLS
Move in ready sunny 3 bedroom , 2 full bath home in the heart of Bayville. The Living room and Dining room are spacious with beautiful hardwood floors and an enclosed porch makes a terrific playroom/office. The kitchen with Kenmore appliances, microwave and gas stove all overlooking the backyard makes a great enjoyable space to work in. Many updates including windows, new roof with new leaders and gutters, (2023), new cesspool (2021), kitchen updated in (2014) and has electric heated tile floors. Freshly painted in (2024), New 200 amp electrical service installed (from the pole) in 2024. All bedrooms are on the second floor and have hardwood floors and 2 windows making each room cheery and bright. There is one full bath on the second floor and one full bath on the main. A side door off the kitchen provides easy access to parking. Convenient to shops, dining, and the LIRR. The backyard is private, and fenced with a large paved patio making this a perfect entertaining space. Not in the Flood Zone. Beach and mooring rights available.

22 Perry Avenue, Bayville
22 Brookville Road, Muttontown
$2,399,000
6 Beds ⋅ 5 Baths ⋅ 979551 MLS
Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect for entertaining friends or enjoying quiet moments in nature. But that’s not all! Just steps away, you’ll find a Guest House fully renovated and ready for your creative touch. This charming second dwelling is an excellent option for a cozy studio, or an in-law suite. It includes a full kitchen, a sunny sunroom, a handy laundry room, and a half bath on the main floor. Head up the stylish spiral staircase to discover three additional bedrooms and a full bath, offering even more versatile living space. Set on over 2 level acres, this property is a rare find that beautifully combines historic elegance with contemporary comforts, providing you the perfect canvas to create your dream lifestyle. Whether you’re seeking a multi-generational living arrangement or simply a uniquely charming estate to call home, this property invites you to write the next chapter in its wonderful story. Don’t miss out on the opportunity to own this exceptional home that seamlessly blends history and modernity. Tours 24/7

22 Brookville Road, Muttontown
Taylor Court, Locust Valley
$1,250,000
978154 MLS
This extraordinary 8.5+ acre parcel in the heart of Lattingtown offers a rare opportunity to design and build your dream estate. Set in a prestigious village known for its natural beauty and exclusivity, this expansive property is a blank canvas for creating a private retreat. Work with your own architect, the opportunity to craft a custom home of unparalleled scale and sophistication awaits.

Taylor Court, Locust Valley
8 Mill Pond Lane, Lattingtown
$4,475,000
5 Beds ⋅ 9 Baths ⋅ 974091 MLS
A rare offering where tranquil water views meet timeless natural surroundings; Privately positioned at the end of a quiet cul-de-sac and approached by a long treelined drive, 8 Mill Pond Lane is set across nine acres of pristine waterfront with unobstructed views along Mill Neck Creek. Originally built as a builder’s own residence, which has had extensive and comprehensive remodeling by the current owner in recent years, the home reflects a seamless blend of bold contemporary design and modern luxury. Located within the coveted Lattingtown community and the Locust Valley School District, the property offers a rare balance of privacy and accessibility—just moments from renowned yacht clubs, golf courses, private schools and white sandy beaches. Elevated rolling lawns with panoramic waters views and breathtaking sunrise and sunset define the natural scenic setting. Inside you are greeted by soaring ceilings and walls of glass which create a light-filled, seamless indoor/outdoor living concept. Stepping into a grand foyer, you are greeted with a stunning 25-foot great room with stone fireplace. The recently updated chef’s kitchen, complete with dual butler’s pantries, flows effortlessly into formal/informal living and dining spaces designed for both intimate gatherings and flow into indoor/outdoor entertaining. The first-floor primary suite serves as a private sanctuary, featuring vaulted ceilings, a fireplace, and a spa-like bath while capturing waterfront views. The abundantly-lit foyer leads to a sculptural curved staircase taking you to the second level, where three en-suite guest bedrooms, additional living spaces, and a library open to wraparound balconies overlooking expansive vistas. Outdoor amenities include a recently redesigned, heated, saltwater Gunite pool and spa; a dedicated pool bathroom; expansive entertaining areas; and direct kayak access. Completing the offering is a three-car garage with EV charging and discreet interior access to a guest wing with butler’s pantry. A rare opportunity to experience refined waterfront living on Long Island’s Gold Coast— just moments from Locust Valley Village with LIRR connection.

8 Mill Pond Lane, Lattingtown
406 Duck Pond, Locust Valley
$3,650,000
6 Beds ⋅ 6 Baths ⋅ 973588 MLS
Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full bathrooms, and one half bath. Soaring 10-foot ceilings enhance the sense of openness throughout, while rich oak hardwood floors provide warmth and sophistication in every room. The heart of the home is a massive chef’s kitchen, thoughtfully appointed for both entertaining and everyday living. A timeless oak-paneled library offers a refined retreat for work or leisure. The layout is perfectly made for making entertaining a seamless, enjoyable experience. Recently renovated, upstairs bathrooms, along with brand new HVAC systems, and a newly constructed three-car garage, ensure turnkey ease and modern comfort. Full partially finished basement, with walkout to outside. "The Last of the Mohicans" on a highly desirable private road in Matinecock, this extraordinary property offers rare privacy and elegance in one of Long Island’s most coveted enclaves. Close proximity to LIRR (train), renowned golf courses, and schools makes this a desired location. A truly unique offering that must be seen to be appreciated.

406 Duck Pond, Locust Valley
1017 Friendly Road, Upper Brookville
$2,749,000
4 Beds ⋅ 5 Baths ⋅ 967360 MLS
UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, and timeless character synonymous with Gold Coast estate living. The home features 4 bedrooms, with primary suite on the main, and 3 full and 2 half baths, along with sun-filled living spaces, hardwood and tiled (radiant heated) floors, where seen, and classic architectural details throughout. A gracious entry leads to beautifully proportioned interiors designed for both everyday comfort and sophisticated entertaining. The formal living room with fireplace flows seamlessly into the dining room and adjoining sun room, creating an inviting setting for gatherings large or small. At the heart of the home, the chef’s kitchen features custom cabinetry, stone countertops, and a generous center island, opening naturally to the main living areas. The first-floor primary suite provides a private retreat complete with a walk in closet and a beautifully appointed bath with soaking tub and oversized shower. Additional bedroom/library on the first floor offers the perfect space for a home office or quiet relaxation. The second level includes additional bedrooms and bath, while the finished lower level offers exceptional entertaining amenities including a home theater, wine cellar, and bar/kitchenette. Outdoors, the property features expansive lawns and patios, mature landscaping, koi pond, fire pit, and an inground heated Gunite pool with detached guest/pool house (featuring full bath, kitchenette, living room with fireplace, and rec area), and 2 outdoor BBQ spaces, creating an ideal setting for summer entertaining and weekend gatherings. Conveniently located to world-class golf courses, equestrian estates, yacht clubs, and the charming villages of Locust Valley, Roslyn, and Manhasset, with Manhattan just a short commute away. A rare opportunity to enjoy refined estate living in the heart of Upper Brookville. Additional features: whole house generator, exterior lighting throughout, built in speakers throughout interior and exterior, 2 car attached heated garage, cul-de-sac location, and more.

1017 Friendly Road, Upper Brookville
660 Chicken Valley Road, Matinecock
$8,937,200
6 Beds ⋅ 12 Baths ⋅ 958234 MLS
660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock
31 Factory Pond Road, Locust Valley
$5,495,000
944325 MLS
Stunning 18-Acre Estate in Lattingtown - A Unique Blend of History and Natural Beauty Discover an exceptional opportunity to own the last major parcel of the historic Underhill Farm, nestled within the prestigious Oyster Bay National Wildlife Refuge. This breathtaking 18-acre property set on two separate buildable approved lots on Factory Pond Road offers over 1,100 feet of pristine waterfront along Mill Neck Creek, providing an unparalleled setting for nature enthusiasts and history buffs alike. Embrace the serenity of this picturesque landscape, featuring a sweeping open field ideal for a variety of uses, from serene pastoral views to expansive gardens. A charming small wooded area adds a touch of tranquility, while mature trees offer privacy and an enchanting natural backdrop. Rich in history, this land was once home to a factory renowned for crafting Revolutionary War uniforms, imbuing the property with a unique historical significance. The legacy of this factory adds an intriguing layer to this already compelling site. This rare piece of real estate combines the allure of a wildlife haven with the charm of historical heritage, all set against the stunning backdrop of Mill Neck Creek. Whether you envision a private estate, a conservation project, or a legacy property, this unparalleled offering is a once-in-a-lifetime opportunity. Seize the chance to own a slice of Lattingtown's storied past and its spectacular natural beauty.

31 Factory Pond Road, Locust Valley
9 Oak Shore Drive, Bayville
$1,190,000
3 Beds ⋅ 3 Baths ⋅ 936207 MLS
Just steps from a private beach, this stunning brick ranch at 9 Oak Shore Drive in Bayville offers quintessential Sound-side living. With three bedrooms and 2.5 baths, the home’s open layout and hardwood floors create an inviting, sunlit atmosphere. The spacious living room, complete with skylights and a gas-burning fireplace, flows to a large eat-in kitchen with tile floors and sliding glass doors that open to a backyard deck—perfect for quick walks to the sand or watching evening sunsets over the water. A recently updated half bath and a main-level full bath with a deep soaking tub and separate shower add modern comfort. The fully finished basement includes a renovated full bath, laundry room, boiler room and exterior egress. Outdoor amenities feature a swimming pool and pool house with a half bath and storage, plus a one-car garage. Embrace a rare opportunity to live just steps from your private beach.

9 Oak Shore Drive, Bayville
347 Bayville Avenue, Bayville
$1,988,888
7 Beds ⋅ 4 Baths ⋅ 897325 MLS
A Rare Investment Opportunity in the Historic Village of Bayville, NY Nestled in the heart of the Incorporated Village of Bayville, this rare offering presents a once-in-a-lifetime opportunity to own a unique vacation compound just 500 feet from a pristine private beach. Located on Long Island’s North Shore, Bayville has long been a beloved seaside destination for travelers near and far. Originally settled in the 1600s and later incorporated in 1919, Bayville evolved into a charming beach community known for its serene coastal views, laid-back lifestyle, and strong sense of community. Today, it remains a hidden gem—offering the perfect blend of nostalgia, natural beauty, and convenience. This exceptionally unique property features four separate homes on one parcel, totaling 7 bedrooms and 4 bathrooms—making it ideal for a large gathering retreat, income-generating rental property, or private compound. Three of the four cottages have been beautifully renovated with modern finishes while preserving their beachy charm. The fourth cottage is partially renovated, offering the next owner the chance to customize it to their taste. With unobstructed, year-round views of the Long Island Sound, the setting is nothing short of spectacular. Enjoy morning visits to the beach, sunset bonfires, and the peaceful sounds of nature—all just minutes from your front door. Whether you're looking for a peaceful getaway or an investment in one of Long Island’s most picturesque communities, this property delivers Four separate cottages on one parcel 7 bedrooms / 4 bathrooms total Three fully renovated, one partially renovated Approximately 500 feet to private beach access Unmatched, unobstructed views year-round Located in the historic and charming Village of Bayville Create your own legacy on the North Shore—this Bayville retreat offers charm, flexibility, and the lifestyle dreams are made of.

347 Bayville Avenue, Bayville

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

How much is your home worth?

Get instant property value now!