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$795,000
2 Beds 2 Baths 1039689 MLS
Millennial Grey Fans need not apply! This fully renovated 1924 Brightwaters Gem is the opposite of dull and boring! Sitting on nearly a third of an acre on a stunning tree lined block in the heart of the village, a sprawling 2 bedroom 2 bathroom ranch has been transformed into a one of a kind artistic masterpiece. Not just a pretty face, it has been robustly updated and maintained by the owner who is a well known and accomplished builder. Boasting top of the line gas heat, gas hot water, central air conditioning, 200 amp electricity with a generator hookup, newer roof, windows and more. The new kitchen is centered around an imported Italian Bertazzoni range, and the bathrooms retain their vintage charm while hiding all new components. Beneath the main living space awaits a full finished basement that will rock your socks off, and behind the house sits a detached garage that’s been similarly tweaked and tinkered to its best version. Extensive gardens, mature trees and landscaping ensure privacy in the fully fenced back yard. For the buyer that’s sick of seeing the same old stuff, and wants a home with a whole lot of soul, this is the one!

502 Brooklyn Boulevard, Brightwaters

$1,200,000
4 Beds 3 Baths 1032680 MLS
Welcome to this exceptional 4 bedroom, 2.5 bath Colonial, fully renovated to offer a sophisticated blend of modern luxury, thoughtful design, and effortless living south of Montauk. Built in 2013, the home features radiant heat flooring throughout, including the oversized one-car garage, along with two gas fireplaces that bring warmth and character to the living spaces. The main level offers a beautifully designed layout with a bedroom, separate den and living room, and an impressive kitchen appointed with high-end appliances and finishes, including two ovens for effortless entertaining. Upstairs, the king-sized primary bedroom is a true retreat, complete with its own gas fireplace, a beautifully appointed full primary bathroom, and an exceptionally spacious custom closet offering abundant storage. Two additional bedrooms complete the second level, providing plenty of space for all. Outdoors, enjoy a natural gas BBQ setup ideal for summer entertaining, along with the added privacy of having no backyard neighbors. Every element of this home has been carefully considered, from its elevated finishes and generous room sizes to the comfort and functionality of its floor plan. Ideally situated south of Montauk, this stunning residence delivers exceptional quality, privacy, and a refined South Shore lifestyle.

121 Bayway Avenue, Bay Shore

$529,000
2 Beds 1 Baths 1035792 MLS
Welcome to 1347 Peters Blvd, a beautifully renovated 2-bedroom, 1-bath ranch in the desirable Brightwaters Farms community and located within the Bay Shore School District. Set on an oversized 60 x 150 lot with a private backyard, this move-in-ready home offers the perfect blend of style and convenience. The interior was renovated in 2023 and features white shaker cabinetry, quartz countertops, stainless steel appliances, a beautifully renovated bathroom, refinished hardwood and premium vinyl flooring, as well as a spacious den that provides flexible living space for entertaining, a home office, or relaxing. Recent exterior updates include a new roof and siding, both completed in 2025, providing added value and peace of mind. Ideally located north of Sunrise Highway and less than 9 miles from the beach, this home offers easy access to shopping, restaurants, parks, entertainment, and major highways while maintaining the quiet feel of a residential neighborhood. Don't miss this turnkey opportunity to own a beautifully updated home in a prime location!

1347 Peters Boulevard, 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

$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

$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

$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

$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

$975,000
4 Beds 4 Baths 999271 MLS
Discover the Potential in the Heart of Brightwaters Village Space, location, and lifestyle come together in this charming 3,000-square-foot Center Hall Colonial, beautifully situated on an impressive property in the heart of Brightwaters Village. With generously sized rooms and tremendous potential, this is a home ready for its next owner to bring their vision and make it their own. Inside, you’ll find hardwood floors throughout, a spacious living room, formal dining room, eat-in kitchen with granite countertops and stainless steel appliances, and an inviting den with a gas fireplace and sliding doors leading to the deck and backyard. Four generously sized bedrooms, four full baths, and a dedicated home office provide plenty of room for everyone. A full finished basement with a full bath and outside entrance offers even more flexible living space, while the two-car garage completes the home. Outside, the beautiful property provides plenty of room to entertain, relax, garden, and enjoy the seasons. But what truly sets this home apart is the opportunity to experience Village Life in Brightwaters. Stroll to charming village shops and restaurants, enjoy the neighborhood parks and picturesque lakes, spend summer days at the private village beach, or head out for an afternoon of boating on the Great South Bay. From the Grand Concourse to the waterfront, Brightwaters offers a special sense of community and a South Shore lifestyle that is difficult to duplicate. 3,000 square feet. Generous bedrooms. Beautiful property. Endless potential. Incredible location. Come bring your vision and discover everything this home and life in Brightwaters Village have to offer.

220 Windsor Avenue, Brightwaters

$280,000
866430 MLS
Welcome to this exceptional residential buildable lot located on the corner of Brentwood Street and Nugent Avenue in beautiful Bay Shore, NY. Nestled on a peaceful cul-de-sac, this spacious property offers both privacy and convenience — the perfect setting for your future dream home. The lot measures an impressive 83 feet wide by 272.5 feet deep ( 0.53 acre ), providing ample space for a large home, pool, outdoor living area, and more. Plans have already been submitted to the Town, and final approval is expected soon, allowing you to start building without delay. Don’t miss this rare opportunity to create your custom home in one of Bay Shore’s desirable residential neighborhoods. Close to schools, parks, shopping, and transportation — this location has it all. Make your dream home a reality on this stunning lot before it’s gone!

Brentwood Street, Bay Shore

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.