Refine Search
Map
Sort by
18 20th Avenue, Sea Cliff
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 1062551 MLS
There's something special about a home that welcomes you before you even enter! At 18 20th Avenue, the beautiful mahogany front porch sets the tone for this exceptional Colonial, offering timeless character, modern luxury, and remarkable privacy in the beautiful Village of Sea Cliff. Originally built in 1898 and completely rebuilt in 2017 by a builder for his own residence, this thoughtfully designed home combines classic architecture with modern conveniences and quality craftsmanship. Inside, rich hardwood floors, solid wood doors, and sun-filled living spaces lead to an expansive dining area, inviting family room with acoustic pocket doors, and chef-inspired kitchen featuring quartz countertops, a 36-inch Thor gas range, wine refrigerator, and reverse osmosis water filtration. A custom mudroom adds everyday convenience. Upstairs, the primary suite offers a spa-like experience with a steam shower, radiant heated floors, marble double vanity, and 12-jet soaking tub. Three additional bedrooms and a dedicated laundry room complete the second level, while a semi-finished lower level provides additional flexible space for recreation, storage, and everyday needs, along with a second washer and dryer for added convenience. Smart-home features include Hunter Douglas motorized blinds, integrated lighting and security systems, and built-in speakers. Additional improvements include Hardie siding, energy-efficient windows, two-zone central air conditioning, and a generator hookup. Situated on just under a quarter acre, the fully fenced property is beautifully landscaped, offering exceptional privacy, multiple yard areas, a patio, and a deck ideal for entertaining. Landscape lighting and string lights create a wonderful outdoor atmosphere, while sunset views add to the setting. An oversized, recently renovated two-car garage with epoxy floors, a spacious driveway, and an EV charger provide ample parking and convenience. Just moments from Sea Cliff's waterfront, beaches, parks, restaurants, and shops, this distinctive home offers a blend of historic character, modern comfort, and private outdoor living.

18 20th Avenue, Sea Cliff
11 Cherry Street, Glen Head
$1,118,000
3 Beds ⋅ 3 Baths ⋅ 1058934 MLS
A perfect Colonial, thoughtfully updated for today’s lifestyle, this exceptional Glen Head home seamlessly blends timeless character with modern luxury. At the heart of the home is the chef’s kitchen, featuring a Wolf range, Sub-Zero refrigerator, and oversized center island that opens effortlessly to the living room—creating an ideal space for everyday living and entertaining with sound system inside and out. The formal dining room offers an elegant setting for special occasions, while multiple entrances provide easy access to the expansive outdoor deck, perfect for seasonal dining and gatherings. The meticulously maintained grounds offer a true outdoor retreat, complete with a covered patio that conveniently leads to the heated garage and a lush, level yard with irrigation in the front and back for gardening. Inside, 9-foot ceilings on the main level enhance the sense of space and light, while the vaulted primary suite upstairs provides a private sanctuary, complete with a spa-like bath. Located within the highly regarded North Shore School District, consistently recognized as one of New York State’s top school districts, this home is ideally situated in the charming community of Glen Head. Tree-lined streets, suburban charm, and proximity to Hempstead Harbor and Tappan Beach offer an exceptional lifestyle with plenty of opportunities to enjoy the outdoors. For commuters, the Glen Head train station is just 0.3 miles away, while easy access to the Long Island Expressway makes travel throughout the region convenient. Come see for yourself what makes 11 Cherry Street such a wonderful place to call home—offering the space, amenities, location, and flexibility to accommodate a wide range of lifestyles.

11 Cherry Street, Glen Head
11 University Place, Glen Head
$1,125,000
5 Beds ⋅ 3 Baths ⋅ 1062070 MLS
Wonderful opportunity to own this beautiful 4- to 5-bedroom Colonial with garage, perfectly situated on a lovely block within the North Shore School District! Offering a wonderful flow throughout, featuring a spacious living room with a wood-burning fireplace, dining room, kitchen, FIRST FlOOR bedroom and full bath, plus a den that can easily serve as an additional bedroom or home office. The choice is yours! Upstairs, you'll find three additional bedrooms and two full baths, including a lovely primary suite with its own private bath and steam shower. Step outside to a beautiful, flat backyard with plenty of room for a pool, entertaining, or simply enjoying the outdoors. Full finished basement and shed add to the many conveniences of this home. Conveniently located close to schools, shopping, restaurants, parks, and all that the North Shore has to offer. Pictures coming soon!

11 University Place, Glen Head
19 Plymouth Drive S, Glen Head
$710,000
4 Beds ⋅ 2 Baths ⋅ 1062160 MLS
A rare opportunity in the desirable, quiet neighborhood of The Glen Knolls, near North Shore High School. This 1940s home offers endless potential for buyers looking to restore its original character or take on a renovation project, with the option to rebuild in a sought-after location. The home features 4 bedrooms and 2 full baths, including two bedroom options on the first floor. Wall of storage space available on second floor. Outside, enjoy your backyard shaded by a beautiful elm tree. Bring your vision and make it your own! Please note, this home is sold AS IS.

19 Plymouth Drive S, Glen Head
14 Pheasant Hill Lane, Old Brookville
$2,742,000
7 Beds ⋅ 6 Baths ⋅ 1060861 MLS
Set on 2.61 beautifully landscaped acres in the prestigious enclave of Old Brookville, this stately brick Georgian Colonial offers an exceptional blend of timeless architecture, generous living spaces, privacy, and versatility. A sweeping circular driveway creates a grand arrival, framed by mature plantings and lush grounds that provide a serene and secluded setting. Designed to embrace natural light, the residence features oversized windows throughout all three levels, complemented by natural oak hardwood floors that lend warmth and a refined feel. A two-story entry foyer establishes an elegant first impression, opening to an expansive main level with multiple distinct living spaces, including a formal living room, formal dining room, family room, and a versatile secondary sitting room or private office. The family room features a fireplace, while a thoughtfully designed eat-in kitchen offers a propane gas range, pantry, and sun-filled breakfast area surrounded by walls of windows. Sliding glass doors open onto a beautiful deck overlooking the expansive backyard, creating a seamless connection between indoor living and the surrounding landscape. A desirable first floor primary suite adds convenience and flexibility to the home’s well designed layout. The second level features four additional bedrooms and two full bathrooms, with two of the bedrooms enjoying their own private balconies overlooking the grounds. A striking spiral staircase, complemented by a secondary staircase, provides convenient access to the fully finished, above ground walkout lower level, offering an exceptional extension of the home’s living and entertaining spaces. The lower level is thoughtfully equipped with a full kitchen, wet bar, two additional bedrooms, 1.5 bathrooms, and a spacious living area anchored by a fireplace, creating a warm and inviting atmosphere for relaxation and entertaining. Additional flexible space offers endless possibilities for a home gym, media room, recreation lounge, or customized leisure space. With its generous accommodations and direct walkout access to the grounds, this level offers outstanding versatility for multigenerational living, extended guests, or a variety of lifestyle needs. Additional highlights include a three car garage, smart thermostats, Ring security cameras and doorbell, and mature landscaping throughout the private grounds, newly resealed driveway, brand new recessed LED lighting throughout, newly finished floors, and much more. With seven bedrooms, four full bathrooms, two half bathrooms, and an abundance of indoor and outdoor living spaces, this distinguished Old Brookville residence presents a remarkable opportunity to enjoy privacy, space, and timeless architectural character in a coveted North Shore setting.

14 Pheasant Hill Lane, Old Brookville
14 Waverly Street, Glen Head
$959,000
4 Beds ⋅ 3 Baths ⋅ 1057431 MLS
Welcome to 14 Waverly Street, a solid, well-built single-family home perfectly situated in the highly sought-after community of Glen Head. Boasting four spacious bedrooms and three full bathrooms, this residence offers over 1,900 sq ft of versatile living space. The bright, welcoming layout centers on a cozy living area with a fireplace. Set on a generous 0.27-acre lot, the property truly shines in the backyard, your own private oasis complete with a beautifully maintained in-ground pool, perfectly primed for entertaining or relaxing outdoors. An attached garage adds everyday convenience and additional storage. Located within the prestigious North Shore School District, this is a rare opportunity to invest in a great neighborhood.

14 Waverly Street, Glen Head
14 Highland Place, Sea Cliff
$1,799,000
4 Beds ⋅ 3 Baths ⋅ 1056953 MLS
Beautifully renovated and exceptionally private, this stunning home offers a wonderful blend of luxury, comfort and thoughtful design. Totally renovated in 2014, the home features CAC, radiant heated floors with 7 zones, new windows, an impressive primary suite complete with walk-in closet and washer/dryer hookup. Gourmet kitchen is beautifully appointed with premium Wolf appliances, wine refrigerator, and a built-in coffee maker. The property offers inviting outdoor spaces, including balcony, patio and charming catwalk, all surrounded by beautiful grounds with inground sprinklers and underground electric. A separate exterior entrance provides privacy and flexibility for guest suite. Additional highlights include an oversized two-car garage and 2 driveways, offering plenty of parking. The exceptional property combines sophisticated amenities, privacy, and convenience to create a truly special home.

14 Highland Place, Sea Cliff
24 Downing Avenue, Sea Cliff
$1,225,000
5 Beds ⋅ 3 Baths ⋅ 1058156 MLS
A little bit of 70's retro, a little bit country, and completely Sea Cliff! This 5-bedroom, 3-bathroom home is full of personality and ready for some new memories to be made. A sunny and bright home with two bedrooms (one is the primary suite w/fireplace) and two bathrooms on the first floor and three bedrooms and one bath upstairs, the layout offers plenty of flexibility and privacy. Tall cathedral ceilings, stone walled wood burning fireplace, recessed lighting, oversized bay windows, skylights and a spacious basement add to the home's unique appeal. The basement is a true blank canvas, ready for whatever comes next. With its flexible layout and versatile living spaces, this home offers endless possibilities for multigenerational living, extended family, or anyone looking for room to grow and adapt to life’s changing needs. The deck and yard provide plenty of room for outdoor entertaining. Located in the North Shore School District, this is a home for those who appreciate character and creativity. Don't forget that the Sea Cliff is home to it's own beach and active Village vibe. Enjoy the art, live music, 2 libraries, restaurants and shops. Parks and walk ways in all different shapes and sizes. You must come inside to appreciate all this home has to offer!!

24 Downing Avenue, Sea Cliff
23 Hill House Lane, Glen Head
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 1057516 MLS
'RARE AND REMARKABLE' RANCH . . . . with Understated, Unassuming Elegance. At first glance one may not view this ranch-styled home as anything particularly extraordinary in terms of its size or its form but it has a certain allure that is rather irresistible. You will undoubtedly find time spent within it to be completely restorative. Nature surrounds you here- it envelopes you and it provides a peaceful, serene environment that calms the mind and body. You can consider this property your very own oasis, your home of refuge- private and secluded- a wonderful place to raise your family. Older relatives or guests will be able to comfortably navigate this home since all of its rooms are on one level - just one step up from the street grade. There are a few apple trees to enjoy in the backyard, a small greenhouse, and plenty of room for a vegetable garden and even domesticated livestock! - live off of your own land! When and if you outgrow its ample space, you can add onto it- no need to move! All of these items are what typically render a house that may be initially viewed as ordinary into a home that captivates you - heart and soul- and becomes quite extraordinary. Over time, you will fill it with fond memories of many special family gatherings and occasions- exactly like its original (for 5 years) and current owners (for 42 years) have. . . its unavoidable. The use and thorough enjoyment of this home and property render its value ABSOLUTELY PRICELESS! PERFECTLY POSITIONED in the south-west corner of the Village of Old Brookville, it is not far from the surviving mansions of the bye-gone era responsible for the reference to Nassau County’s northern shore as its ‘gold coast’. The town planners were apparently intent on preserving the nature of the area when they required each residential lot to consist of a minimum of 2 acres. They encouraged owners to continue agriculture, dairying, the keeping of poultry, livestock & horses (with limits), dogs, game and birds for personal use. Owners are also encouraged to pursue their own horticulture interests utilizing the existing greenhouse. Home occupation for various professional uses (there is a separate side entrance) is also possible albeit with some restrictions, or pursue your artistic interests (the tool shed or the attached double garage would make an excellent art or music studio). Ideally located within close proximity to the Greenvale Station on the Oyster Bay line of the LIRR, the North Shore Central School District (K-12), and the LIU-CW Post and NY Institute of Technology campuses. Shopping abounds at the Wheatly Shopping Plaza, which now includes Uncle Giuseppi’s, the Miracle mile, the Roosevelt Mall and all the various shopping centers along Old Country Road in Westbury. Whole Foods and Trader Joes are also nearby. There is a vast number of country clubs and golf courses to choose from surrounding this property in addition to several tennis clubs and the Red Barn and Brookville Farms Equestrian centers. Notable Places of Interest nearby: Theordore Roosevelt Memorial Park; Young's Farm; The Planting Fields Aboretum; Old Westbury Gardens; Nassau County Museum of Art; Sands Point Preserve; Bayville Adventure Park; Rottkamp Brothers Farm; Muttontown Preserve; Christopher Morley Park; Holocaust Center; Sagamore Hill National Historic Site; Raynham Hall Museum; Oyster Bay Waterfront Center; Jericho Cider Mill; Garvies Pt Museum and Preserve

23 Hill House Lane, Glen Head
46 Glenlawn Avenue, Sea Cliff
$799,000
3 Beds ⋅ 2 Baths ⋅ 1055743 MLS
Offered by its longtime owners, this 1906 home sits on an 80 by 60 foot corner lot. The living room is warmed by a hand built stone fireplace assembled from stones gathered along the surrounding beaches, framed by oversized windows and flowing into a dining room, original kitchen, and a bedroom on the main level. The second floor has its own kitchen and living area, two additional bedrooms, a full bath, and pull down stairs to a walk up attic with standing height ceilings and wood flooring. This layout gives the home flexibility to serve as a single-family residence or an owner-occupied two-family. The partially finished basement offers additional storage. Additional highlights include a roof replaced approximately five years ago, an updated boiler and hot water heater, and 100 amp electric service. With approximately 1,417 square feet, this is an opportunity to update and personalize a home with decades of character behind it.

46 Glenlawn Avenue, Sea Cliff
9 The Promenade, Glen Head
$1,390,000
4 Beds ⋅ 3 Baths ⋅ 1049860 MLS
Welcome to 9 The Promenade! Quiet interior location on oversized lot-4 Bed / 3 Bath - Primary En-Suite + 3 additional bedrooms.-Hi-Ranch-2318sq ft. -2023 updates inside & out-Open floor plan-White Chef’s Kitchen w/ Center Island-Huge Dining Room w/ sliders to fenced yard & patio-Laundry off kitchen-Ground-level guest bedroom room/mother-daughter w/proper permits required-Garage + oversized driveway for parking-

9 The Promenade, Glen Head
70 14th Avenue, Sea Cliff
$1,250,000
1 Beds ⋅ 2 Baths ⋅ 1054858 MLS
A rare and truly unique opportunity in the heart of Sea Cliff, offering a residential apartment above with an incredibly flexible main-level space below. This 2,304-square-foot property gives an owner the ability to create a setup that works for their lifestyle, with endless potential for a studio, office, creative workspace, workshop, storage, or other use, subject to Village approval. The main floor includes a front office with a bay window, oversized garage/workspace, parking in front, and abundant natural light from a skylight and vented atrium. With Sea Cliff’s vibrant arts community, the space could be especially appealing to an artist or creative professional looking for room to work and create. The garage currently accommodates approximately 3 cars, with the potential for a second vehicle entry, adding even more flexibility for an owner-user, car enthusiast, or someone needing additional workspace and storage. Located in the heart of Sea Cliff, close to the Village’s shops, restaurants, galleries, and community amenities, this is an extremely rare property with incredible potential and versatility.

70 14th Avenue, Sea Cliff
40 Prospect Avenue, Sea Cliff
$2,649,000
4 Beds ⋅ 3 Baths ⋅ 1049376 MLS
Upon entering through the iron gates into the verdant walled garden of 40 Prospect Avenue, one witnesses a stately colonial sitting atop over 17,000 square feet of property with panoramic views of Hempstead Harbor and incredible sunsets. Once inside, you are drawn to the living room with its built-in bookshelves, wood burning fireplace and picture windows overlooking the water and a large backyard with steps leading down towards the beach. The eat-in kitchen has large windows overlooking the boats bobbing in the harbor. The first floor also features a dining room with a fireplace and a full bath. Upstairs, the primary bedroom extends across the back of the house with two closets and great views. There are three other bedrooms on the second floor and a full bath. A stairway leads to the attic with high ceilings offering endless possibilities for use as a gym or great room. The lower level has a den with a wood burning fireplace, a full bath, built-in bookshelves, doors out to the patio and, best of all, expansive views of Hempstead Harbor clear across to the shores of Westchester County. An opportunity like this in Sea Cliff is rare. Seize it while you can!

40 Prospect Avenue, Sea Cliff
16 The Boulevard, Sea Cliff
$1,795,000
5 Beds ⋅ 4 Baths ⋅ 1055869 MLS
Rare Direct Beachfront Residence in Sea Cliff. A truly exceptional opportunity to own one of Sea Cliff’s rare direct beachfront properties. Sweeping, miles-wide beach and water views across Long Island Sound to Connecticut, this legal two-family residence combines an extraordinary waterfront setting with exceptional versatility. The recently renovated home features 5 bedrooms, 4 full baths, 2 kitchens, 2 living rooms, 2 wood-burning fireplaces, Central AC, separate utilities, 300 Amp Serv. Spacious rooms, spectacular water views, and unforgettable sunsets create an exceptional coastal lifestyle. Located in the Village of Sea Cliff and the North Shore School District, this is a rare opportunity to own a renovated direct beachfront legal two-family property in one of Long Island’s most desirable North Shore communities.

16 The Boulevard, Sea Cliff
248 Glen Avenue, Sea Cliff
$998,000
3 Beds ⋅ 2 Baths ⋅ 1054119 MLS
Classic Sea Cliff home filled with character, history, and the details that make the village so special. A welcoming covered front porch sets the tone and offers the kind of outdoor space that feels right at home in Sea Cliff. Inside, you’ll find three bedrooms, two full baths, a living room with a wood-burning fireplace, formal dining room, and a versatile den that could easily serve as a first-floor bedroom, home office, or guest space. A third-floor bonus area provides even more flexibility for a studio, playroom, workout space, office, or private retreat. A newer roof adds an important practical update while preserving the home’s classic appeal. Out back, a beautiful garden creates a peaceful setting, while the rear street leads toward Central Park. The property also offers the added convenience of parking for up to four cars. The location is one of this home’s standout features, placing you right in the heart of the Sea Cliff lifestyle. Parks, shops, restaurants, schools, the Sea Cliff Arts Center, local beaches, village amenities, and public transportation are all close by, making it easy to enjoy everything the village has to offer. With its classic character, flexible living spaces, thoughtful updates, welcoming outdoor areas, and highly convenient village location, this is a wonderful opportunity to make a Sea Cliff home your own.

248 Glen Avenue, Sea Cliff
39 12th Avenue, Sea Cliff
$749,000
3 Beds ⋅ 2 Baths ⋅ 1052419 MLS
New to market! Welcome to this sun-drenched 1890s Colonial offering 3 bedrooms, 1.5 baths, walk up attic, living room, formal dining room and full unfinished basement with outside entrance. This 1165 sq-ft Villager exudes charm with quintessential rocking-chair porch, high ceilings and crown molding, blending original details with updated baths and updated kitchen with stainless steel appliances and breakfast bar. This beautiful home features a rear deck, natural gas heat, updated 200-amp electrical service, new driveway and 2-year old cesspool. Enjoy a special lifestyle in the iconic sea-side village of Sea Cliff, known as a hub of art and music, and for enchanting vintage homes and sunsets from parks and beaches. Part of award-winning part of North Shore School District. Low taxes: $12,288

39 12th Avenue, Sea Cliff
11 2nd Street, Glenwood Landing
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 1055143 MLS
Welcome home to this beautifully renovated brick-front Colonial, set on a quiet dead-end street in one of the North Shore's most charming waterfront communities. Built in 2003, thoughtfully renovated in 2021, and featuring all-new bathrooms completed in 2025, this 4-bedroom, 2 full and 2 half bath home makes a striking first impression. A handsome brick facade with a grand arched window, Belgian block curbing, and a paver walkway create outstanding curb appeal, and inside, a dramatic two-story entry foyer sets the tone. Rich hardwood floors flow throughout the main level, where a light-filled living room with fireplace and skylight offers a warm and inviting place to relax. The formal dining room is ideal for hosting, while the spacious family room offers comfortable everyday living. At the heart of the home, the chef's kitchen features a center island, premium stainless steel appliances including a Samsung refrigerator and KitchenAid oven, a Delta faucet, and a reverse osmosis water filtration system. A stylish wet bar with a dedicated wine fridge and mini fridge elevates every gathering. Three sets of sliding doors open to a deck and paver patio overlooking a lush, professionally landscaped backyard, fully enclosed with PVC fencing for privacy. A powder room and direct garage access complete the level. Upstairs, the primary suite is a private retreat, with a soaring vaulted ceiling, an expansive walk-in closet, and a spa-inspired bath with a freestanding soaking tub, a walk-in shower, double vanity, and skylight. Three additional generously sized bedrooms share a hall bath with double vanity and tub, along with a linen closet. The full basement, with high ceilings, a half bath, and laundry, offers additional recreation, storage, and utility space. Thoughtful upgrades throughout include Andersen casement windows, low-maintenance vinyl siding, central air and heat, Honeywell thermostats on both floors, a 4-zone in-ground sprinkler system, Ring security cameras, and an EV charging station. A 2-car garage with automatic opener and a 4-car driveway provide abundant parking. Located in the acclaimed North Shore School District, near the award-winning Glenwood Landing Elementary School, and just a short stroll to Tappen Beach, the marina, and local dining, this move-in-ready home offers the best of North Shore living. An exceptional opportunity not to be missed.

11 2nd Street, Glenwood Landing
30 Waverly Street, Glen Head
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 1051579 MLS
This well-maintained Colonial offers four bedrooms and three full baths in a prime Glen Head location within the North Shore School District. A charming white picket-fenced backyard and welcoming fireplace add to its inviting appeal. The oversized kitchen opens to the dining room and backyard, creating an ideal setting for everyday living and entertaining. A spacious living room, convenient mudroom, and first-floor bedroom with full bath provide comfort and flexibility. Upstairs, the primary suite features an en suite bath and large walk-in closet, while two additional sun-filled bedrooms and a full hall bath complete the second level. Recent updates include a two-year-old roof and new washer, dryer, and refrigerator, each with an extended warranty. Numerous improvements reflect the home’s careful maintenance and pride of ownership. Conveniently located near the LIRR, shopping, dining, parks, beaches, Glenwood Landing Elementary School, and all that Glen Head has to offer.

30 Waverly Street, Glen Head
18 Evergreen Way, Old Brookville
$10,250,000
7 Beds ⋅ 12 Baths ⋅ 1050255 MLS
An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remaining bedrooms are generously proportioned and each includes a private full bathroom. The finished basement extends the home’s exceptional amenities with a gym, spa, entertainment room, and lounge, creating a private retreat for wellness, recreation, and relaxation.

18 Evergreen Way, Old Brookville
230 Littleworth Lane, Sea Cliff
$1,368,000
4 Beds ⋅ 2 Baths ⋅ 1048833 MLS
Sea Cliff charm takes on a whole new meaning at “Herbert’s Hill,” a truly one-of-a-kind 4-bedroom, 2-bathroom Tudor with a remarkable artistic history. Built in 1912 by an artist, the home, formerly known as “The Artist Tudor”, still showcases the original owner and builder’s work throughout, including original murals, painted glass, and handcrafted architectural details. Rich walnut wood, exposed ceiling beams, archways, and other period details create a warm and captivating sense of character and eccentricity at every turn. The kitchen features a hand-painted tile backsplash which is a treat from the current artists and owners, while a second floor room with oversized windows offers an ideal setting for a home office, studio, or creative retreat. Downstairs, the “Beer Garden Cellar” is perhaps the home's most intriguing space, preserving the original artist's work with painted glass windows, timbered ceilings, and an angled brick fireplace featuring a Viking ship. It is a space that begs to be explored and offers a fascinating glimpse into the home's past. Outside, a wrap-around path winds through a peaceful garden oasis with a koi pond and waterfall. This is not simply a house, it is a piece of Sea Cliff history filled with artistry, craftsmanship, and unmistakable personality. A must walk through for those who appreciate originality and have the vision to thoughtfully maintain and preserve something truly special.

230 Littleworth Lane, Sea Cliff
160 Hegemans Lane, Old Brookville
$8,250,000
6 Beds ⋅ 8 Baths ⋅ 1048329 MLS
Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub. A dramatic two-story entry introduces the impressive main level, featuring a soaring two-story great room with a striking stone wet bar, a formal dining room and a private home office. The expansive eat-in kitchen includes a spacious breakfast area and provides an inviting setting for both everyday living and entertaining. A generously sized junior primary suite and an additional bedroom completes the first floor. Upstairs, the expansive primary suite serves as a private retreat with dual walk-in closets, a luxurious primary bathroom and a generous terrace. Three additional bedroom suites each feature their own private bathrooms, while a conveniently located laundry room completes the second level. The finished lower level is designed for recreation, relaxation and wellness, offering a golf simulator, entertainment room, play area and full bathroom. A private spa features a hot tub, sauna and steam room, creating a resort-like experience without ever leaving home. Surrounded by lush, meticulously maintained grounds, this remarkable Old Brookville property delivers exceptional privacy, modern sophistication and resort-style living in one of Long Island’s most prestigious communities.

160 Hegemans Lane, Old Brookville
1 Engineers Road, Roslyn
$2,490,000
5 Beds ⋅ 4 Baths ⋅ 1038838 MLS
Set on an expansive one acre property, this magnificent sprawling ranch offers more than 4,400 square feet of gracious living space. A chandelier lit hallway welcomes you into the home and leads to an inviting living room with a fireplace, flowing seamlessly into the formal dining room. The spacious family room provides another comfortable gathering space, complete with a second fireplace and a corner bar ideal for entertaining. The bright and spacious eat in kitchen features abundant cabinetry, generous counter space, stainless steel appliances, and a large center island with seating. Expansive windows fill the room with natural light, while glass doors open directly onto the patio, creating a seamless connection to the outdoor space. Double doors reveal a private primary suite featuring a comfortable sitting area, a dedicated home office, a spacious bedroom, a walk in closet, and an ensuite bathroom with a Jacuzzi tub. Two additional bedrooms with hardwood floors share a convenient Jack and Jill bathroom, while a guest room is located near a beautifully renovated full bathroom. Additional features include a washer and dryer, an attached two car garage offering ample parking and a gated entrance that enhances privacy. Outside, the expansive backyard creates a private retreat surrounded by mature trees and lush greenery. A large in-ground swimming pool is framed by a spacious patio with plenty of room for lounging, outdoor dining, and summer entertaining. Located in Roslyn on Long Island’s historic Gold Coast, the home offers convenient access to local shopping, dining, cultural attractions, and outdoor recreation. Nearby highlights include the charming Village of Roslyn, the Nassau County Museum of Art, and the 141 acre William Cullen Bryant Preserve. The Roslyn LIRR station provides service along the Oyster Bay Branch, while nearby major roadways offer convenient connections to Manhattan and surrounding Long Island communities.

1 Engineers Road, Roslyn
5 Woodfield Lane, Old Brookville
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 1044302 MLS
Spacious Old Brookville Retreat with Private Tennis Court Set on two beautifully landscaped acres in the heart of Old Brookville, this impressive residence offers an exceptional combination of space, privacy, comfort, and timeless elegance. Completely renovated in 2019, the home welcomes you with a gracious entry and expansive living spaces featuring soaring ceilings, abundant natural light, beautiful stone and hardwood floors, and multiple gathering areas designed for both relaxed everyday living and sophisticated entertaining. At the heart of the home, the spacious eat-in kitchen features extensive custom cabinetry, generous counter space, a large center island, and a wall of windows overlooking the lush grounds. The adjoining living and dining areas create an inviting flow, while two fireplaces add warmth and character. Step outside and discover what makes this property truly special. The two-acre grounds offer privacy and tranquility, with mature landscaping, expansive lawns, and a private tennis court creating an extraordinary setting for recreation, entertaining, or simply enjoying the outdoors. A long, impressive driveway welcomes you to the property and provides abundant parking for family and guests. The finished lower level expands the living space even further, with high ceilings, a home office, gym, and recreation room. With its generous proportions, sophisticated architectural details, exceptional outdoor space, and rare private tennis court, 5 Woodfield Lane offers the opportunity to experience the space and privacy of a true Old Brookville retreat—while remaining close to everything the North Shore has to offer.

5 Woodfield Lane, Old Brookville
150 Franklin Avenue, Sea Cliff
$1,098,000
3 Beds ⋅ 2 Baths ⋅ 1041626 MLS
A wonderful opportunity to establish yourself in the sought-after village of Sea Cliff and make this home your own. Enjoy the unique character and coastal charm this inviting semi-attached home gives. Filled with natural light, the home offers a comfortable layout where the living room, dining room, and kitchen connect seamlessly, providing plenty of space for everyday living and gatherings. Throughout the home, wood floors, high ceilings, crown moldings, and an abundance of natural sunlight add warmth and character. The bedrooms are generously sized, including a primary bedroom with a walk-in closet, wood moldings and plenty of windows. A classic clawfoot tub adds vintage charm to the bathroom, while a spacious second-floor office filled with natural light provides an ideal place to work from home or create a flexible additional living space. New windows, siding, kitchen and half bathroom completed in 2023, a new roof 2025. New hard wood floors and newly painted first floor of the home was completed this year. Close to Sea Cliff Elementary School, parks, beaches, restaurants and transportation. Filled with charm, light, and character, comfortable living in one of the North Shore's most distinctive communities, with the beauty of the Long Island Sound just moments away.

150 Franklin Avenue, Sea Cliff
9 Robert Road, Glen Cove
$1,069,000
3 Beds ⋅ 2 Baths ⋅ 1042818 MLS
Welcome to this bright and inviting 3–4 bedroom, 2 full bath Cape Cod, filled with natural light throughout. The entry foyer opens to the dining room, leading to a comfortable den and a beautiful living room/sunroom with fireplace, abundant windows, and skylights that create a warm and airy atmosphere. The light-filled kitchen features a center island and stainless steel appliances, offering a wonderful space for everyday living and entertaining. A first-floor bedroom and full hall bath complete the main level. Upstairs, an open landing leads to the primary bedroom, an additional bedroom, and a full hall bath. Fresh white interiors, plentiful windows, and skylights enhance the home’s bright, open feel throughout. Outside, enjoy a private yard with patio, perfect for relaxing or entertaining, along with a 1-car detached garage. A charming Cape offering flexible living space, great natural light, and a welcoming feel throughout.

9 Robert Road, Glen Cove
3 Woodland Avenue, Glenwood Landing
$959,000
3 Beds ⋅ 2 Baths ⋅ 1039571 MLS
Welcome to this inviting 3-bedroom, 2-full-bath Colonial with a Contemporary feel, featuring a charming covered front porch and a comfortable, functional layout with wonderful indoor and outdoor living space. The main level features a spacious living room with a wood-burning fireplace, flowing seamlessly into the dining room and kitchen for an open and welcoming feel. Sliding glass doors from the kitchen lead to a deck overlooking the large backyard, perfect for relaxing, entertaining, and outdoor gatherings. The first floor also offers a bedroom and full bath, providing flexible space for guests, a home office, or additional living needs. Just off the kitchen is a mudroom with laundry and access to the finished basement with outside entry. Upstairs, you’ll find the primary bedroom and an additional bedroom, connected by a Jack-and-Jill full bath featuring a Jacuzzi tub. With its inviting covered front porch, warm fireplace, open living spaces, flexible floor plan, deck, and expansive backyard, this charming Colonial is ready to welcome you home.

3 Woodland Avenue, Glenwood Landing
1 Glen Cove Drive, Glen Head
$699,999
5 Beds ⋅ 2 Baths ⋅ 1040374 MLS
This double dormered Cape Cod features a living room, formal dining room, a kitchen, a den, two bedrooms and a full bath on the main floor and three bedrooms including the primary bedroom ( full with primary bedroom is huge and could easily be divided into two separate bedrooms ) and a bath on the second floor. There is a full basement, a one car garage that is not in good shape, an in-ground pool that needs to be repaired or replaced, hardwood floors, tile floors, a newer main roof, all gas cooking and Heating and a very quiet location that is walk to most things. This house needs a lot of work but is a diamond in the rough.

1 Glen Cove Drive, Glen Head
233 8th Avenue, Sea Cliff
$649,000
3 Beds ⋅ 2 Baths ⋅ 1039720 MLS
Charming Sea Cliff Bungalow Experience the cozy, small-town charm of historic Sea Cliff in this delightful 3-bedroom bungalow. Warm and inviting, this home features a comfortable Living Room, Formal Dining Room, and classic Galley Kitchen, offering a wonderful foundation for everyday living and entertaining. The spacious Primary Bedroom includes its own full bath, providing a comfortable private retreat. Outside, enjoy the convenience of a private driveway and a charming rear courtyard—perfect for relaxing, dining, or enjoying your own outdoor space. Ideally located in the heart of Sea Cliff, this home puts you close to the village’s shops, restaurants, parks, beach, and the unique character that makes this North Shore community so special. Sea Cliff is known for its historic charm, waterfront setting, and strong sense of community. A wonderful opportunity to enjoy the quintessential Sea Cliff lifestyle!

233 8th Avenue, Sea Cliff
14 Marlan Court, Sea Cliff
$675,000
3 Beds ⋅ 1 Baths ⋅ 1038653 MLS
Charming 3 bedroom, 1 bathroom, fixer-upper cottage which sits on 7500 sq.ft. of property on a quiet street. Needs new boiler, heating systems, water heater, water lines, and flooring through out. Needs work but with some creative fixes, will be a great investment

14 Marlan Court, Sea Cliff
97 A Pound Hollow Road, Old Brookville
$13,600,000
10 Beds ⋅ 10 Baths ⋅ 1034316 MLS
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

97 A Pound Hollow Road, Old Brookville

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.