Refine Search
Sort by
$2,000,000
1035730 MLS
Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Triplex Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore

$775,000
2 Beds 1 Baths 1035396 MLS
Discover the timeless charm of this delightful cottage, tucked away on an oversized, private lot where peace and tranquility surround you. This quiet retreat offers the perfect blend of seclusion and classic Cherry Grove character. Inside, you'll find two comfortable bedrooms, a full bath, and a sleeping loft that provides additional space for guests. An indoor washer and dryer add everyday convenience, while the inviting interior captures the warmth and simplicity of a true beach cottage. Whether you're seeking a serene weekend escape or a place to create unforgettable summer memories, this quaint hideaway is full of character and possibilities. Rarely does a property with this much privacy and charm become available. A true Cherry Grove gem waiting to be yours.

86 Gerard Walk, Cherry Grove

$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

$699,999
2 Beds 4 Baths 1033221 MLS
Welcome to 43 Torrey Pine Lane, a beautifully maintained 2-bedroom, 2 full and 2 half bath townhouse located in the highly sought-after 55+ Mystic Pines community in Bay Shore. Thoughtfully designed for both comfort and convenience, this spacious home features a private elevator providing effortless access to all three levels. The open-concept main living area is perfect for entertaining, offering hardwood floors, a bright living room, dining area, and a beautifully appointed kitchen with granite countertops, stainless steel appliances, gas cooking, and ample cabinetry and brand new carpeting. Step outside to your private deck overlooking peaceful backyard space—ideal for morning coffee or relaxing evenings. The finished lower level offers exceptional versatility with a large den or flex space, an egress window, additional storage, and a convenient half bath—perfect for a home office, media room, hobby space, or guest overflow. Additional highlights include new carpeting, central air conditioning, laundry on the second floor, forced hot air heating, a one-car garage, and abundant storage throughout. Residents of Mystic Pines enjoy resort-style amenities including a clubhouse, fitness center, and sparkling community pool, all while benefiting from low-maintenance living in one of Bay Shore's premier active adult communities. Conveniently located near shopping, dining, parks, golf courses, and major roadways, this is an exceptional opportunity to enjoy the lifestyle you've been waiting for.

43 Torrey Pine Lane Unit #82, 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

$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

$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

$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

$1,199,000
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

$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

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.