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$559,000
5 Beds ⋅ 2 Baths ⋅ 1035708 MLS
Welcome to 23 Chris Matt Court, a spacious 5-bedroom, 2-full-bath home offering approximately 2,000 square feet of living space with 12 total rooms. Nestled on a quiet cul-de-sac in Bay Shore, this property presents an excellent opportunity for buyers looking to make a home their own. While the home does need some updating, it offers tremendous potential to add value and build equity. The generous layout provides plenty of space for large or extended families, entertaining, or a home office. Priced at just $559,000, this is a fantastic opportunity to own a sizeable home in a desirable neighborhood.

23 Chris Matt Court, Bay Shore
$599,999
3 Beds ⋅ 2 Baths ⋅ 1035259 MLS
Welcome to this beautifully renovated ranch offering the perfect blend of modern finishes, functional living space, and an incredible Bay Shore location. This move-in ready home features 3 spacious bedrooms, 2 full bathrooms on the main level, and a fully finished basement with its own outside entrance, making it ideal for a home office, or additional recreational space. Inside you'll discover a bright, open floor plan highlighted by vinyl flooring, recessed hi-hat lighting throughout, and a stunning electric stone fireplace that serves as the centerpiece of the living room. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring quartz countertops, black stainless steel appliances, a breakfast bar, and custom cabinetry. House has natural gas and public sewers. The main level also offers three generously sized bedrooms, two beautifully renovated full bathrooms, and convenient access to a fully finished attic providing bonus flex space perfect for a playroom, office, or additional storage. The finished basement expands your living space even further with vinyl flooring, its own split-unit heating and cooling system, a full bathroom, additional bedroom, separate outside entrance, and endless possibilities. Outside, enjoy your private backyard oasis complete with a Trex deck, gazebo, koi pond, above-ground pool which is a gift and plenty of room for entertaining guests and friends. Additional updates and features include: Cedar Impressions siding Roof, siding, and windows (2021) 200-amp electric service Heat pump system Multiple split-unit heating & cooling systems Updated hot water heater Situated in one of Bay Shore’s most desirable neighborhoods, you’ll enjoy easy access to everything Long Island’s South Shore has to offer. Approximately 5-10 minutes to the Bay Shore Long Island Rail Road Station, providing direct service to Penn Station and Grand Central, making commuting into Manhattan convenient. Approximately 10 minutes to vibrant Downtown Bay Shore Village, featuring award-winning restaurants, breweries, boutique shopping, coffee shops, nightlife, community events, and waterfront parks. Approximately 10 minutes to Fire Island Ferries, offering quick access to Ocean Beach, Kismet, Fair Harbor, Atlantique, Saltaire, Seaview, Ocean Bay Park, and other Fire Island destinations, with ferry rides taking roughly 30 minutes. Minutes to Sunrise Highway (NY-27), Southern State Parkway, Robert Moses Causeway, and convenient access to the Long Island Expressway (I-495) for easy travel across Long Island and into New York City. Nearby Hospitals: South Shore University Hospital (Northwell Health) – Bay Shore (Level I Trauma Center) Good Samaritan University Hospital – West Islip Enjoy Everything Bay Shore Has to Offer Bay Shore is one of Long Island’s premier waterfront communities, known for: Bay Shore Marina Fire Island Ferries Downtown Bay Shore Village The YMCA Boulton Center for the Performing Arts Gardiner County Park Captain Bill’s waterfront dining Great South Bay boating, fishing, paddleboarding, and waterfront recreation Shopping, restaurants, breweries, fitness centers, and year-round community events Whether you’re looking for a move-in-ready home, extra living space, or an unbeatable South Shore lifestyle close to beaches, ferries, parks, and New York City, 1325 Ackerson Boulevard truly checks all the boxes. This is one you won’t want to miss!

1325 Ackerson Boulevard, Bay Shore
$3,490,000
4 Beds ⋅ 2 Baths ⋅ 1033203 MLS
Oceanfront on Laurel Street in Seaview (Brookhaven) — Fire Island's Most Coveted block Welcome to 59 Laurel Avenue, a rare oceanfront offering just steps from the sand on the Brookhaven side of Seaview. This 4-bedroom, 2-bathroom midcentury ranch sits on a standard 60' x 100' lot, tucked behind a pre-Sandy, mature, vegetated dune that delivers natural beauty, privacy, and real protection from the elements — even through Hurricane Sandy, the home saw no water intrusion. With just 12 homes on Laurel Avenue, the beach out front stays serene and uncrowded, even on peak weekends like the Fourth of July. A 3-minute walk takes you to Seaview's ball field, playground, bay beach, and six pristine clay tennis courts. Bike 5 minutes to the shops and restaurants of Ocean Beach, or stroll 10 minutes to Seaview Market and the ferry terminal. Renovate the existing home or build your custom dream retreat: Desirable Brookhaven zoning allows up to a 2,100 SF footprint, 2.5 stories, allowing 4,000+ square foot of living space — room for a pool, roof deck, and every modern amenity. And with annual taxes of just $6,247 and flood insurance of only $670/year, the carrying costs are as attractive as the address. Opportunities like this in Seaview are exceedingly rare—don't miss your chance to own a piece of Fire Island paradise.

59 Laurel Avenue, Seaview
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 1033182 MLS
THE BEST THE PINES HAS TO OFFER. Gorgeous contemporary 2 bedroom, 3 bath offering seamless indoor/outdoor living. Private and luxurious the many amenities include a large heated pool & spacious deck, hot tub, central AC and heat, fireplace, television room that can be converted into a third bedroom & designer furnishings all set in beautifully landscaped gardens.

307 Shady Walk, Fire Island Pines
$1,099,999
3 Beds ⋅ 3 Baths ⋅ 1032442 MLS
Enjoy Luxury Living in this 2222 Square foot (approx.) meticulously maintained Ranch home with its own deeded dock slip, that can fit a 10' Beam, perfectly located directly across the street. With convenient water access and water views, this is must see property. This home has been raised and sits on a spacious .46-acre lot in a quiet cul-de-sac, with beautifully landscaped front and side yards. This home features comfortable one level living with water views from some rooms and the spacious Trex deck with an electric awning and deck speaker. Upon entering the front door, just off the main foyer, the home features a dedicated pub room with sink and beverage refrigerator, creating the perfect space for entertaining. The very spacious 420' (approx.) chefs kitchen features radiant heat flooring, a commercial grade DCS, 5-burner gas range, a very large center island, a pantry, plenty of counter space and cabinets, two sinks w/garbage disposal, a drawer microwave, double drawer dishwasher and stainless appliances. There is a spacious living room with a gas fireplace and built in ceiling speakers. Adjoining, is a beautiful sun room with entrance to the deck. Down the hallway is the Laundry nook, two bedrooms and a redone full bath. At the end of hallway is the redone ensuite, shiplap wall in the primary, with a full bath and a step-in closet. There are High Hat lights throughout most of home. An additional feature is a young 2-car detached heated garage, with a 200amp electric panel, a workbench and sink. A circular driveway was just top coated and sealed. The house features a whole house generator with an automatic transfer switch. The generous deck backyard offers plenty of room for outdoor gatherings, gardening, or future enhancements. Interior highlights include hardwood flooring, bright living spaces, and a functional floor plan that provides both comfort and flexibility. Sip your beverage on the deck or at the kitchen table…while your mind is afloat, gazing at the water, where your boat slip is! Do not miss this rare opportunity for premier Long Island living.

6 Montgomery Lane, Bay Shore
$689,900
4 Beds ⋅ 2 Baths ⋅ 1030408 MLS
Welcome to beautiful Brightwaters, one of Long Island's most charming and sought-after villages, known for its tree-lined streets, picturesque surroundings, and close proximity to scenic parks, walking trails, and waterfront beauty. This well maintained home offers the perfect blend of coziness and style.. Inside, enjoy year-round comfort with Central air conditioning and a brand new Bosch heat pump system, providing efficient heating and cooling. The home is also equipped with a convenient four zone in-ground sprinkler system to help maintain the lush landscaping.. Step outside to a beautiful, well- maintained backyard featuring a Trex deck, ideal for entertaining, outdoor dining, or simply relaxing in a peaceful setting. This property also offers a wonderful outdoor space for gatherings while enjoying all that this desirable community has to offer. The home provides the perfect opportunity to experience the exceptional lifestyle that Brightwaters is known for .... Don't miss your chance to make this home your own ....

555 N Windsor Avenue, Brightwaters
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 1032168 MLS
Big, Bold and Beautiful on the Ocean. Open Kitchen, Living and Dining room. 6 Bedrooms, hang out room, 2 Full baths and 2 half baths. A separate screened porch and private walkway to the ocean beach.

27 Dune Walk, Davis Park
$799,999
3 Beds ⋅ 3 Baths ⋅ 1030178 MLS
Welcome to 933 Thompson Dr! Located on a beautiful street in Bayshore, this home has been completely renovated inside and out. Brand new hardwoods floors run through the entire first and second level. The first level features shiplap woodwork detail in living room and kitchen, large electric fireplace feature with heat fan, cathedral ceilings, and custom wood work banister. This stunning kitchen features quartz countertop, GE Profile appliances with double oven and gas cooktop. There is also a wine fridge for more storage and accent lighting in upper cabinets. There are LED hi hats throughout the entire home. The lower level offers a large open space for additional family room/ rec room, kitchenette, and another full bathroom. This could be a great space for extended family living quarters as well. Upstairs features three bedrooms with wall paper accent, all new modern hardwood trim and casing, and LED overhead lighting. Roof, siding, and windows were all just redone .The front of the home features LED soffit lighting and new landscaping. There is a one car garage with rear access door and electronic key pad opener. Situated on a .25 acre lot

933 Thompson Drive, Bay Shore
$649,000
3 Beds ⋅ 2 Baths ⋅ 1031292 MLS
Charming Expanded Cape in the Heart of Bay Shore. Welcome home to this beautifully maintained 3-bedroom, 2-bath home, perfectly set on a manageable, easy to care lot. Gleaming hardwood floors in dining room and bedroom/sitting room, while the updated kitchen shines with granite countertops, stainless steel appliances, and a propane gas stove, a dream for any home chef. Cozy up on chilly nights beside one of two wood-burning fireplaces on the first floor. Second floor has vaulted ceilings add a sense of space and light, and you'll love the unique choice of two staircases, a classic traditional stair and a striking spiral staircase. Step outside to your own private retreat: a backyard hot tub, outdoor shower with hot and cold water, a gazebo, and a detached garage with extra storage make everyday living feel like a getaway. Add in transferable leased solar panels and a whole-home generator, and you've got efficiency, resilience, and value all in one package. Ideally located just minutes to major highways and shopping, 10–15 minutes to Robert Moses State Park, and only 7 minutes to Tanger Outlets in Deer Park, this home puts convenience and recreation right at your fingertips. Move-in ready and beautifully landscaped, don't miss an opportunity!

96 Chenango Drive, Bay Shore
$500,000
5 Beds ⋅ 2 Baths ⋅ 1030527 MLS
This Colonial style home features 5 bedrooms and 2 baths, 1,488 sq ft of living space on a 4,792 sq ft lot. Needs work, priced to sell.

6 Hansen Street, Bay Shore
$515,000
3 Beds ⋅ 2 Baths ⋅ 1029489 MLS
Offering 3 bedrooms, 2 full bathrooms, and a spacious layout, this home presents an exceptional opportunity for buyers looking to renovate, personalize, and build lasting value. The dramatic vaulted living room creates an impressive sense of volume, while hardwood floors throughout much of the main level provide a timeless foundation for your vision. The kitchen and bathrooms are ready for updating, giving the next owner the chance to design a home that reflects their own style without paying a premium for someone else's finishes. A full basement offers additional space for recreation, storage, or future possibilities. Outside, the generous backyard provides room to entertain, relax, or expand your outdoor living, while mature trees and established landscaping add character to the property. With a solid layout, strong architectural bones, and endless potential, 249 Bay Shore Road is an opportunity to create something truly special.

249 Bay Shore Road, Bay Shore
$959,999
4 Beds ⋅ 4 Baths ⋅ 1029408 MLS
Welcome to 414 Potter Boulevard, a beautifully renovated Colonial nestled in the heart of the Village of Brightwaters. This move-in ready home perfectly blends timeless charm with modern updates, offering exceptional comfort and style from the moment you arrive. The thoughtfully renovated interior features a stunning kitchen with contemporary finishes, beautifully updated bathrooms, and a brand-new roof, providing true peace of mind for years to come. A highly sought-after first-floor primary suite offers convenience, privacy, and flexible living, making this home ideal for a variety of lifestyles. Outside, you'll find a detached two-car garage, a spacious yard perfect for entertaining or relaxing, and the added benefit of low taxes. Located in one of Long Island's most desirable waterfront communities, you'll enjoy easy access to parks, marinas, village amenities, shopping, dining, and major transportation. If you've been searching for a turnkey home in Brightwaters that combines classic character with today's modern conveniences, 414 Potter Boulevard is one you won't want to miss.

414 Potter Boulevard, Brightwaters
$679,900
4 Beds ⋅ 2 Baths ⋅ 1027830 MLS
Welcome to this beautifully maintained Ranch-style home offering comfortable one-level living with an inviting open layout. This home features 4 generously sized bedrooms and 2 full bathrooms, providing plenty of space for everyday living. The spacious living room boasts soaring vaulted ceilings, creating a bright and airy atmosphere that is perfect for relaxing or entertaining. The open gathering space is ideal for hosting family dinners, holiday celebrations, and gatherings with friends. The level, fully usable backyard offers plenty of room for outdoor entertaining, summer BBQs, gardening, or simply enjoying the outdoors. Conveniently located near shopping, restaurants, parks, schools, and major transportation, this move-in ready home combines comfort, functionality, and everyday convenience. Don’t miss this wonderful opportunity to make it your own!

1431 Brooklyn Boulevard, Bay Shore
$4,490,000
5 Beds ⋅ 6 Baths ⋅ 1026874 MLS
Incredible New Construction Ocean & Bay View Home with Pool! Welcome to your dream coastal retreat in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home for sale boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Properties of this size and scale are extremely hard to come by on Fire Island. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets from the comfort of your own home, with uninterrupted vistas of the water and surrounding natural beauty. Situated across Bay Walk from a public green space, your unobstructed bay views are protected forever. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach. This is an incredible opportunity to own a one-of-a-kind home in one of the most desirable locations on Fire Island. Don't miss out on the chance to make this brand new construction home for sale in Ocean Bay Park your own private paradise! Sold fully furnished. Affordable flood only $2,939/ Year!

2 Ocean Bay Boulevard, Ocean Bay Park
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 1026332 MLS
Mid-century modernism as seen through the eyes of Horace Gifford. This 3 bedroom, 2.5 bath features all the modern & sophisticated hallmarks of Giffords genius - clean lines, open living space and seamless indoor/outdoor flow. All set in a private garden with large pool and multi purpose decking.

487 Tarpon Walk, Fire Island Pines
$500,000
3 Beds ⋅ 1 Baths ⋅ 1025441 MLS
Opportunity awaits with this 3 Bedroom, 1 Bath Colonial full of potential and ready for your vision. Featuring a living room with a fireplace, formal dining room, and a functional layout, this home offers a great foundation to make it your own. Outside, enjoy a fully fenced yard, an oversized driveway, and a detached garage that has been converted into a versatile hangout and storage space. Being sold as is, this is an excellent opportunity for buyers looking to add their own personal touches and build equity.

117 N Clinton Avenue, Bay Shore
$1,199,000
5 Beds ⋅ 4 Baths ⋅ 1024524 MLS
Welcome to a home where timeless elegance meets exceptional craftsmanship in the heart of the Village of Brightwaters. Perfectly positioned on one of the area’s most sought-after streets, this beautifully appointed residence offers luxury finishes, flexible living spaces, and an extraordinary backyard retreat designed for both everyday living and unforgettable entertaining. At the heart of the home is a custom chef’s kitchen featuring granite countertops, under-cabinet and in-cabinet lighting, a double convection oven with a warming drawer, and an induction cooktop—a space as functional as it is beautiful. The stunning cathedral-ceiling primary suite is a true retreat, complete with two custom walk-in closets, new skylights that fill the room with natural light, and a spa-inspired primary bath featuring a luxurious soaking tub. Every upstairs bedroom and bathroom is enhanced with custom-designed closets, providing exceptional organization and storage. The versatile lower level offers brand-new flooring, a new full bathroom, and an expansive office suite with two private offices and a waiting room, making it ideal for a home-based business, professional workspace, guest quarters, multigenerational living, or a nanny suite. Step outside into your own private resort. The professionally designed backyard showcases a heated lap pool with cascading waterfalls, an outdoor fireplace, and a built-in outdoor kitchen with granite countertops, creating the perfect setting for entertaining or relaxing. An upper Trex deck overlooks the spectacular grounds, while a 12-zone in-ground sprinkler system keeps the lush landscaping looking its best. A circular driveway adds both elegance and convenience to the home’s impressive curb appeal. Located in the charming Village of Brightwaters, residents enjoy tree-lined streets, a private village park, tennis courts, a community dock, summer concerts, holiday celebrations, and a true small-town atmosphere—all while being just minutes from vibrant downtown Bay Shore, waterfront restaurants, Fire Island ferries, beaches, parks, and the LIRR for an easy commute to Manhattan. This is more than a home—it’s a lifestyle defined by luxury, comfort, and one of Long Island’s most desirable communities

236 Windsor Avenue, Brightwaters
$824,900
2 Beds ⋅ 1 Baths ⋅ 1025002 MLS
This beautifully maintained Cherry Grove home offers the perfect combination of comfort and style. Step inside to discover beautiful wood flooring throughout, soaring vaulted ceilings, and an abundance of natural light from the skylight and thermal double-pane windows. The inviting living room features a wood-burning fireplace, creating the perfect atmosphere for cozy evenings in every season. The updated kitchen and bathroom showcase granite countertops, new appliances, and modern finishes designed for effortless living. This adorable cottage includes central air conditioning and heat, and a newly insulated crawl space with heat tracing for added efficiency and peace of mind. Outdoor living is just as impressive, with two spacious decks ideal for entertaining, dining, or relaxing in the sun. Additional features include a hot and cold outdoor shower, privacy fencing, and a large cedar storage shed. Inside, you’ll appreciate the washer and dryer, large closets, and a loft for additional storage, providing plenty of room for all your beach essentials. Whether you’re searching for a weekend retreat, a summer getaway, or a home to enjoy throughout the summer and then some, this exceptional Cherry Grove property is ready to welcome you. Features Include: Beautiful wood floors throughout Central air conditioning and heat for year round comfort Wood-burning fireplace Thermal double-pane windows Newly insulated under-house area with heat tracing Updated kitchen and bathroom Granite countertops New appliances New decking Two large outdoor living spaces Vaulted ceilings Skylights Large outdoor cedar shed Loft storage Large closets Washer and dryer Hot and cold outdoor shower Privacy fencing This home is a rare opportunity to own a thoughtfully updated, move-in-ready property in the heart of Cherry Grove

169 Main Walk, Cherry Grove
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 1024856 MLS
Special home on an oversized corner lot offering the perfect blend of privacy, space, and opportunity. This beautifully maintained 4-bedroom, 3.5-bath residence has been freshly painted, newly furnished, and is ready to enjoy. Take in bay views and spectacular sunsets from the recently renovated rooftop deck, an ideal setting for entertaining or relaxing after a day at the beach. With generous outdoor space and room to grow, the property also offers the potential for a 7' × 7' plunge (dunk) pool, creating your own private island oasis. A rare opportunity to own a spacious Fire Island home with views, privacy, and exceptional value. Priced to sell.

31 Ivy Avenue, Seaview
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 1024800 MLS
Seaview Home for Sale on Fire Island – Just steps from the ocean. Classic 4-bedroom, 2.5-bath home with fully renovated kitchen and bathrooms. Bright, spacious, and filled with natural light. Timeless charm meets modern style. Enjoy sunny decks and room to expand. A large shed offers even more potential. 46 Crescent has everything you’d expect from a true Seaview retreat — in an ideal location. Just one block from Seaview Market, two blocks to the ferry, and three blocks to Ocean Beach. Come see this inviting home for yourself. Don’t miss your chance to experience Fire Island living with this exceptional vacation property for sale. Contact Real Estate on Fire Island today. Flood Insurance $4,140

46 crescent Avenue, Seaview
$629,000
4 Beds ⋅ 2 Baths ⋅ 1023634 MLS
Welcome to this beautifully renovated 4-bedroom, 2-bath ranch offering comfortable one-level living. This move-in-ready home features updated finishes throughout, a spacious and functional layout, and plenty of room for everyday living and entertaining. A detached garage provides additional storage and parking. Conveniently located with easy access to major roadways, shopping, dining, and everyday amenities, this home combines modern updates with an ideal location.

1340 Manor Lane, Bay Shore
$724,000
6 Beds ⋅ 3 Baths ⋅ 1023167 MLS
A spacious high ranch nestled in the heart of Bay Shore! This impressive home offers 6 bedrooms and 3 full baths. Featuring 9 rooms, there is no shortage of space to spread out and make this home your own. the home boasts hardwood floors, well appointed kitchen with stainless steel appliances, and 3 full baths. located in the desirable Bay Shore community with easy access to shopping, dining, and transportation.

218 Montana Avenue, Bay Shore
$845,000
5 Beds ⋅ 4 Baths ⋅ 1020121 MLS
Nestled in the heart of the highly sought-after Village of Brightwaters, this charming residence offers the perfect blend of timeless character, everyday comfort, and an unbeatable location. Set on a beautifully sized property of approximately 0.22 acres, this home enjoys all the benefits of one of Long Island’s most picturesque waterfront communities. Located just moments from the village park, scenic canals, and Great South Bay, Brightwaters is known for its tree-lined streets, historic charm, and exceptional sense of community. Residents enjoy exclusive village amenities including a private beach, tennis and pickleball courts, a community dock, summer concerts, holiday celebrations, and year-round neighborhood events. Just minutes away are vibrant downtown Bay Shore, waterfront dining, Fire Island ferries, and the LIRR, providing convenient access to New York City. Whether you’re searching for a peaceful place to call home or looking to become part of one of Suffolk County’s most desirable villages, 1 South Lakeview Avenue presents an outstanding opportunity to enjoy the Brightwaters lifestyle. From morning walks along the lakes and canals to evenings spent by the bay, this is a community where neighbors become friends and every season offers something special. This is more than a home—it’s an opportunity to experience the unique lifestyle that has made Brightwaters one of Long Island’s most treasured villages.

1 S Lakeview Avenue, Brightwaters
$599,000
5 Beds ⋅ 2 Baths ⋅ 1023123 MLS
Property Overview Address: 2 Seminole Drive Location: Bay Shore School District Lot Size: 0.29 Acres (oversized for the neighborhood) Living Space: 1,574 square feet Layout: 5 Bedrooms, 2 Full Bathrooms Basement: Semi-finished with Bilco door access, weather strip kit recently installed, recently painted, storage/rec space, and a plumbing utility ejector pump Key Interior Features Flexible Entry: Two separate entrances for enhanced privacy and daily convenience. Cosmetic Updates: Freshly painted living areas, newly painted basement floor, and modern brushed nickel door hardware. Kitchen Upgrades: Equipped with a newer stove, dishwasher, sink and fresh paint. Modern Lighting: Artika Sunnyvale "fandeliers" with remote controls in 2 of the main-floor bedrooms. Safety: Brand-new, dual-function smoke and carbon monoxide detectors installed throughout. Mechanicals & Energy Efficiency Primary Heat Source: Recently serviced boiler featuring a brand-new second-floor heating circulator pump. Secondary Heat Source: Extra-large Country wood-burning stove capable of heating the entire home. Hot Water: High-efficiency 50-gallon water heater installed in November 2025. Utilities: Upgraded 200-amp electrical service, enhanced gas lines, and a dedicated plumbing ejector pump. Exterior Shell: Durable roof (2013), energy-efficient Andersen second-floor windows. Exterior & Parking Amenities Detached Garage: 2-car structure perfect for vehicles, a workshop, or hobby storage. Driveway: Oversized layout accommodating multiple vehicles easily. Huge Backyard: Enclosed in black chain link. BBQ Amenity: Dedicated gas line for BBQ (no more propane tanks needed). Pool Potential: Plenty of space to accommodate any type of pool layout. Maintenance: Recent gutter repairs, thorough cleaning, and draft-reducing basement door sealing completed.

2 Seminole Drive, Bay Shore
$499,999
2 Beds ⋅ 1 Baths ⋅ 1022465 MLS
Welcome to this charming 2-bedroom ranch offering comfort, convenience, and endless potential! This home features an attached 1-car garage, a versatile sunroom that can be used as a home gym, office, hobby room, or additional living space, and a spacious shed providing excellent extra storage. Whether you're a first-time homebuyer, looking to downsize, or searching for the perfect home , this property offers a wonderful opportunity to make it your own. Don't miss your chance to own this inviting home with so much to offer!

1443 Lombardy Boulevard, Bay Shore
$4,850,000
4 Beds ⋅ 4 Baths ⋅ 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove
$594,999
4 Beds ⋅ 2 Baths ⋅ 1021372 MLS
Welcome to this beautifully renovated 4-bedroom, 1.5-bath ranch, where modern updates meet comfortable one-level living. This move-in-ready home features a bright, open layout with stylish finishes throughout, creating the perfect space for both everyday living and entertaining. The updated kitchen flows seamlessly into the main living areas, while four generously sized bedrooms provide flexibility for family, guests, or a home office. A beautifully updated full bath and convenient half bath add to the home’s appeal. The 1.5-car garage offers ample room for parking and additional storage. Whether you’re relaxing indoors or enjoying the outdoor space, this fully renovated home is ready for its next owner. Don’t miss the opportunity to make this stunning ranch your own! *Hot tub as not represented* being gifted

1440 Lombardy Boulevard, Bay Shore
$3,099,000
5 Beds ⋅ 3 Baths ⋅ 1016728 MLS
Set directly on the oceanfront in Seaview, this classic Fire Island home offers a rare opportunity to own a property with a protected seashore dune directly in front of the home that cannot be built upon. The main house features a kitchen, dining room, living room, three bedrooms, and two bathrooms, including a half bath within one of the bedrooms and a full bathroom with exterior access. Additional sleeping spaces are located outside the main living area, including a separate bedroom with its own exterior entrance on the main level and an upper-level bedroom, also accessed exclusively from the outside, with a private half bath and beautiful ocean views. A true oceanfront property in a setting where the natural landscape takes center stage, this home offers the opportunity to enjoy the beauty, privacy, and timeless appeal of Seaview. With five bedrooms, three bathrooms, and a protected seashore dune between the home and the ocean, this is a rare chance to own a piece of the Fire Island shoreline.

58 Gale Avenue, Seaview
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 1017237 MLS
Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove
$1,750,000
7 Beds ⋅ 8 Baths ⋅ 1017133 MLS
Wisteria is a one-of-a-kind luxury retreat in Cherry Grove, Fire Island, completely rebuilt in 2020. This exceptional property features seven private en-suite bedrooms, including two poolside suites, a stunning open-concept living area with chef’s kitchen, and resort-style amenities throughout. Enjoy a solar-heated pool, meditation garden, covered outdoor dining pavilion, and a separate studio with full bath. The spectacular rooftop deck offers panoramic views from the Atlantic Ocean to the Great South Bay. A rare opportunity to experience the ultimate in Fire Island luxury and privacy

37 Bayview Walk, Cherry Grove

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.