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$1,650,000
3 Beds ⋅ 2 Baths ⋅ 1041244 MLS
Set amongst lush landscaping, 208 Midway Walk is a commanding presence with a storied history and architectural pedigree attributed to Bates Masi+ Architects. Cedar detailing inside and out presents 3 bedrooms and 2 full baths, double height ceilings and large windows bringing the indoors out. Extra deep lot and large pool + morning and afternoon decks, sun and shade options, makes for the ideal Fire Island retreat.

208 Midway Walk, Fire Island Pines
$777,000
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
$750,000
2 Beds ⋅ 1 Baths ⋅ 1041035 MLS
Tucked away on the desirable West Side, this charming two-bedroom home offers privacy, comfort, and the relaxed lifestyle that makes Cherry Grove so special. The home features generous living and dining areas with an easy, open feel, along with two comfortable bedrooms. Outdoors, a private deck creates the perfect setting for entertaining, relaxing in the sun, or enjoying quiet summer evenings, complemented by a private outdoor shower. Ideally located just steps from the ocean, this inviting home offers the perfect combination of privacy and proximity to the beach. A wonderful opportunity to own your own piece of Cherry Grove and make it your personal Fire Island retreat.

200 Surf Walk, Cherry Grove
$757,000
5 Beds ⋅ 3 Baths ⋅ 1040683 MLS
Welcome to 16 West Drive, Bayshore. This move-in ready spacious single-family home with updated plumbing and electrical, new roof and lot more!!. Home offers comfort, flexibility, and ample living space. Ideal for a variety of lifestyles, this home features a bright and functional layout with plenty of natural light throughout. The updated kitchen is equipped with custom cabinetry, quartz countertops, stainless steel appliances and a practical workspace for meal preparation, while the adjoining living and dining areas create a warm and inviting atmosphere. Generously sized bedrooms on both floors provide generous space for relaxation, work, or guests, making it perfect for larger households or those needing extra rooms for offices or hobbies. The full bathrooms are conveniently located for everyday ease. Don't miss this opportunity to own a well-maintained home in a desirable neighborhood!

16 West Drive, Bay Shore
$950,000
3 Beds ⋅ 2 Baths ⋅ 1040771 MLS
Contemporary beach house featuring an inviting open-concept layout designed for easy, relaxed living. The bright and airy interior flows seamlessly into a modern, well-appointed kitchen, creating a comfortable space for both everyday living and entertaining. The grand primary bedroom is a wonderful private retreat, featuring sliding glass doors that open directly onto its own private deck—an ideal spot for morning coffee, quiet afternoons, or enjoying the ocean air. Ideally located just three houses from the beach, this home offers the perfect combination of style, comfort, and proximity to the ocean. Outside, a lovely garden and serene backyard setting create a peaceful, private atmosphere, perfect for relaxing, outdoor dining, and enjoying long summer days and evenings. A wonderful opportunity to own a stylish and tranquil beach retreat just steps from the ocean.

101 Greene Walk, Cherry Grove
$619,999
5 Beds ⋅ 2 Baths ⋅ 1040654 MLS
Welcome to 21 Cherokee Drive, where space, flexibility, and opportunity come together! This spacious 5-bedroom, 2-full-bath home offers approximately 1,940 sq. ft. of living space and a truly unique layout that's perfect for today's extended or multi-generational household. The home is set up with two distinct ground-level living areas, offering the potential for a 3-bedroom setup on one side and a 2-bedroom setup on the other. The second living area already features kitchen cabinetry, providing a great head start for those looking to create a possible mother/daughter arrangement with proper permits. Freshly painted and ready for its next chapter, the home also features a new roof installed in 2020 and a brand-new 50-gallon gas hot water heater. Downstairs, a full unfinished basement offers a tremendous amount of additional space and potential—whether you're looking for storage, a workshop, recreation space, or room to bring your own ideas to life. With five bedrooms, two full baths, nearly 2,000 sq. ft., two flexible living areas all on one level, and a full basement, this is a home that can adapt to the way you want to live. Bring your vision and make 21 Cherokee Drive your own!

21 Cherokee Drive, Bay Shore
$2,000,000
9 Beds ⋅ 9 Baths ⋅ 1040354 MLS
Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Home 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
$829,000
5 Beds ⋅ 4 Baths ⋅ 1040238 MLS
Perfect opportunity for buyers with vision to bring this Pondersosa Style ranch in Southward estates to life !! Sitting on .085 acre lot you will have plenty of space to add your pool and your dream yard !! Once inside this 5 bedroom 3 .5 bath is ready for finishing touches . Living room ,Kitchen with nearby laundry area, full dining room, Master Suite, 3 bedrooms and upper level large bedroom with extra space for family or play room !!Located minutes from Downtown Bay Shore , Fire Island ferries, beaches, LIRR, Schools, Shopping and more!!

893 Gardiner Drive, Bay Shore
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 1038274 MLS
One of Fire Island Pines’ most recognizable residences, the Pyramid House is an extraordinary expression of the experimental modernism that came to define the Pines. Designed circa 1960 by Buenos Aires–born architect Julio Kaufman, the house was later thoughtfully reimagined while preserving Kaufman’s iconic silhouette. A monumental steel-and-glass wall opens the soaring upper-level great room to sweeping views across the protected dunes of Fire Island National Seashore toward the Atlantic and bay beyond. Set at the quiet eastern edge of the Pines and bordering protected landscape, the approximately 2,100-square-foot residence offers an unusual degree of privacy. Built to a standard uncommon to Fire Island, its robust construction includes galvanized structural steel designed to endure the island environment. The current configuration offers three bedrooms and two-and-a-half baths. The lower level is devoted principally to an expansive primary suite with dressing areas, bath and private study, opening toward the pool and dunes. Across the secluded courtyard, three smaller pyramidal forms echo the geometry of the original house, with two guest bedrooms flanking a central bath. Recent improvements include central air conditioning, significant electrical upgrades, a new saltwater pool liner and updated pool mechanicals, along with 3M Prestige 70 window film applied to the Pyramid’s monumental glazing. For its next steward, the expansive lower level presents the possibility of another chapter of reinvention, potentially accommodating two additional ensuite bedrooms and creating a five-bedroom, four-and-a-half-bath residence.* The property’s successful history as a sought-after seasonal rental adds another dimension to its versatility. More than six decades after its creation, the Pyramid House remains remarkably private and unmistakably iconic—a landmark of Fire Island modernism ready for its next chapter. *Any potential reconfiguration is subject to applicable approvals and independent verification by the purchaser.

443 Sail Walk, Fire Island Pines
$1,788,000
5 Beds ⋅ 6 Baths ⋅ 1038627 MLS
Welcome to 16 S Montgomery Ave, a spacious and beautifully designed home offering 5 bedrooms and 5.5 bathrooms. The first-floor features 1 bedroom and 1.5 bathrooms, along with a kitchen, living room, and dining area. The second floor offers 4 bedrooms and 4 full bathrooms, providing exceptional space and privacy. Additional highlights include central heating and cooling, generous room sizes, abundant natural light, and a functional layout ideal for everyday living and entertaining. A wonderful opportunity for buyers seeking space, comfort, and convenience.

16 S Montgomery Avenue, Bay Shore
$2,200,000
10 Beds ⋅ 7 Baths ⋅ 1037620 MLS
Step back in time and experience the grandeur of this extraordinary 1850 Victorian estate, a truly one-of-a-kind residence where timeless architecture, remarkable scale, and old-world craftsmanship create something rarely found today. Set on 1.64 breathtaking, park-like acres, this magnificent property offers exceptional privacy, an inground pool, and endless possibilities. From the moment you enter, soaring ceilings, intricate crown moldings, beautiful hardwood floors, and exquisite period details capture the elegance and charm of a bygone era. Three expansive floors of living space feature a magnificent living room, grand banquet-sized formal dining room, large eat-in kitchen, and an inviting den with fireplace. The main residence offers an impressive ten bedrooms, seven full baths, and a full basement, providing extraordinary space and versatility. The estate also features a separate back house offering four additional bedrooms, two full baths, and a two-car garage, adding another remarkable dimension to this unique property. Rich in history and overflowing with character, this exceptional Victorian estate presents a rare opportunity to restore, reimagine, and create something truly spectacular. From its grand interior spaces to its sprawling grounds and resort-style pool, this is more than a home. It is a piece of history waiting for its next chapter. Make this extraordinary one-of-a-kind estate yours.

45 S Penataquit 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
$600,000
3 Beds ⋅ 1 Baths ⋅ 1037368 MLS
This Ranch Style Home Features 3 Bedrooms, Full Bath, Formal Dining Room, Eat In Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

19 Chapman Place, Bay Shore
$1,650,000
2 Beds ⋅ 2 Baths ⋅ 1037133 MLS
Tucked away in the quiet, understated community of Lonelyville, this completely gut-renovated 2-bedroom, 2-bath Fire Island retreat is a sophisticated take on modern beach living, where elevated design, quality craftsmanship, and effortless coastal style come together just moments from both the bay and ocean. Set within one of Fire Island’s more peaceful enclaves and just steps from pristine white-sand beaches, the home offers a rare sense of tranquility while keeping the ocean at the heart of everyday island living. Ocean views can be enjoyed from both the main living area and kitchen, creating a constant connection to the natural beauty just beyond your door. Thoughtfully reimagined from top to bottom, the home pairs a clean, modern beach-chic aesthetic with materials selected for both beauty and longevity. Wood-look European porcelain plank tile flooring flows throughout, complemented by European frameless cabinetry, Carrara stone countertops, a suite of Bosch appliances, and upscale dual-sliding Teza glass doors with German Blum hardware, further enhancing the home’s seamless connection between indoor and outdoor living. Just off the kitchen, a rare dedicated laundry and pantry room provides exceptional storage and everyday functionality, complete with a dedicated wine refrigerator, an especially desirable luxury for island living. Both full bathrooms continue the home’s refined aesthetic with dramatic full-height, large-format porcelain panels, European-style frameless vanities, and stone countertops. A luxurious outdoor shower offers the quintessential Fire Island experience with an elevated finish. The home’s exterior is equally impressive, showcasing Ipe Brazilian hardwood decking, mahogany siding and railings, and multiple outdoor spaces designed to embrace island living. Crowning the property is a rare rooftop sun deck with electric and breathtaking 360-degree views stretching across the Great South Bay and Atlantic Ocean, a truly special vantage point to take in both spectacular sunrises over the ocean and unforgettable sunsets across the bay, with afternoon sun and panoramic island views in between. Beyond its design, the home has been comprehensively updated for modern comfort and efficiency, including all-new plumbing and electrical, 200-amp electric service, tankless instant hot water, and split systems providing both heating and air conditioning. These modern comforts extend the home’s usability well beyond the height of summer, allowing it to be enjoyed earlier in the spring and later into the fall season. Turnkey, thoughtfully designed, and finished with exceptional attention to detail, this Lonelyville retreat offers the best of modern luxury without losing the relaxed simplicity that makes Fire Island so special, a beautifully finished home ready to be enjoyed from the moment you arrive and throughout an extended island season.

65 Island Walk, Lonelyville
$875,000
2 Beds ⋅ 1 Baths ⋅ 1036541 MLS
Tucked away on the desirable West Side, this charming two-bedroom home offers privacy, comfort, and the relaxed lifestyle that makes Cherry Grove so special. The home features generous living and dining areas with an easy, open feel, along with two comfortable bedrooms. Outdoors, a private deck creates the perfect setting for entertaining, relaxing in the sun, or enjoying quiet summer evenings, complemented by a private outdoor shower. Ideally located just steps from the ocean, this inviting home offers the perfect combination of privacy and proximity to the beach. A wonderful opportunity to own your own piece of Cherry Grove and make it your personal Fire Island retreat.

200 Surf, Cherry Grove
$975,000
3 Beds ⋅ 2 Baths ⋅ 1036096 MLS
A quintessential Cherry Grove cottage, cozy and unfussy, perfect for a relaxing beach vacation. There are three bedrooms and two bathrooms (the primary bedroom is en suite), Entertaining is easy with the kitchen open to the living area as well as the dining area. And the house features a spacious deck for outside dining, sunbathing, and lounging by the pool. Refresh yourself with an invigorating outdoor shower. Located in a quiet neighborhood, but still convenient to the nightlife and restaurants, the beach is just 4 houses off the beach, as is the trail through the Sunken Forest. The heated pool completes this lovely property.

259 East Walk, Cherry Grove
$699,999
4 Beds ⋅ 2 Baths ⋅ 1035636 MLS
Welcome to this beautifully updated home, perfectly situated on a quiet, tree-lined cul-de-sac in Bay Shore. This move-in-ready property offers 4 spacious bedrooms, 2 full bathrooms, and central air conditioning for year-round comfort. The home features Andersen windows, elegant oak flooring throughout, LED lighting, and a modern kitchen with stainless steel appliances. Step outside to enjoy a large deck overlooking the generous .25-acre property—perfect for entertaining, relaxing, or outdoor gatherings. Conveniently located just 10 minutes from downtown Bay Shore and the Fire Island ferries, you'll enjoy easy access to shopping, dining, entertainment, and the waterfront.

48 Ellen Street, 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
$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
$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 , all new modern hardwood trim and casing, and LED overhead lighting. Roof, siding, and windows were all just redone. New Heat new CAC 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
$895,500
4 Beds ⋅ 3 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
$669,900
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
$1,099,000
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

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.