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$1,599,000
6 Beds 4 Baths 1045401 MLS
Lovingly restored and thoughtfully enhanced by its current owners, this remarkable 1880 residence reflects years of careful stewardship And substantial investment. Every update was made to elevate everyday living while honoring the home's character and architectural integrity. Updates: 2021 : New Siding & Windows, New PVC & Aluminum Fencing. Leaf Filter on All Gutters 2021/2022 : Basement waterproofed ( Lifetime guarantee ) 2021/2022 : Pool heater & Filter 2022 : New Split Units 2023: Generator, 15 zone Sprinklers, Alarm system with 11 Cameras hooked up to Central Station, Doors 2024: New Kitchen & Appliances, Motorized Shades in Living Room 2025: New driveway, New walkway and Stoops 2026: 2.5 New Bathrooms, with Soaker tub on 2nd floor and wonderful shower on third floor 2026: Newly sealed bricks around pool and back walkway.

75 S Penataquit Avenue, Bay Shore

$1,390,000
4 Beds 2 Baths 1043745 MLS
Exceptional Year-Round Atlantique Retreat with Panoramic Bay & Ocean Views Experience the beauty and tranquility of Atlantique from this exceptional winterized year-round home, ideally situated to capture breathtaking bay and ocean views. From the moment you arrive, the property’s extraordinary setting takes center stage, with sweeping water vistas and protected seashore directly to the east, offering a rare sense of privacy, natural beauty, and an unobstructed coastal landscape. Just a 6-minute walk to Atlantique's marina, playground, pickleball courts, and the chic beach bar destination "The Shack", you'll fall in love with Atlantique living. Designed for comfort year-round, the elevated home has a full basement for storage, providing abundant space for all your seasonal and recreational needs. An artesian well approximately 460 feet deep provides a private water source, while central vacuum, split A/C system, and a fireplace add comfort and convenience through all seasons. The property also includes an 8' x 10' storage shed, and an extra refrigerator/freezer in the basement, as well as a golf cart, making island living both enjoyable and convenient. Whether you’re relaxing by the fireplace in the winter, enjoying the ocean breeze in the summer, or simply taking in the stunning panoramic views, this property offers a truly special opportunity to enjoy Atlantique living in every season. With its spectacular, protected bay and ocean views, this home is the beach house you've been waiting for! Shown by appointment only. Seller prefers to maintain possession until mid-Summer 2027.

31 E End Walk, Atlantique

$1,695,000
4 Beds 3 Baths 1043341 MLS
Impeccably maintained, secluded Bay Walk property located eight minutes from the Waterfront. Renovated in 2025 including kitchen appliances; cabinetry; refinished hardwood floors; heated XL saltwater pool; hot tub; gas water heater; roof and fully serviced Andersen windows & doors. New furnishings throughout. Extensive mahogany decking. Wood burning fireplace and propane fire pit. Fully air conditioned. Generously proportioned primary en-suite features with additional fireplace. Three guest bedrooms (one king & two queen beds) with ample closets. Low operating expenses and $185k in 2026 gross rent; several weeks pre-booked in 2027. Straightforward mortgage financing – no open permits, violations, and conforming to zoning requirements. Being sold fully furnished & turnkey.

279 Bay Walk, Fire Island Pines

$649,990
3 Beds 1 Baths 1041496 MLS
Definition of a Turnkey Home: A Home that is in Pristine Condition and is Ready To Move Right in Without Doing Any Updates * Come Fall in Love With This Spectacular Ranch With A Full Finished Basement * Updates Include a Clean White Quartz Kitchen, a Center Island, New Stainless Steel Appliances and Beautiful Tile Backsplash * Anderson Windows * Crown Molding * Chair Rail * Vaulted Ceilings * Central Air Conditioning * Gas Heating System * Vinyl Plank Flooring * An Electric Fireplace * New Electric Panel with 150 Amp Service and an Additional 60 Amp Sub-Panel * New Doors Throughout * A New Bathroom with a Jetted Soaking Tub with a Separate Stall Shower * This Home Also Features an Amazing Back Yard with 2 Gazebos * TimberTech Deck * Pavers * An Above Ground Pool * A Dog Pen * New Driveway * New Roof * Sewers * Basement has Low-Line Septic For a Future Bathroom * Front Yard Sprinklers

133 Missouri Avenue, Bay Shore

$965,000
4 Beds 3 Baths 1041766 MLS
This lovely and perfectly appointed expanded Farm Ranch is nestled south of Montauk, just steps from the Great South Bay and the picturesque scenery of the Brightwaters Lakes. Step inside to the welcoming fire-lit living room, formal dining room with French pocket doors leading to an expansive kitchen with wrap around countertops, wine bar and large dining area and a sundrenched sitting room with atrium windows. Or... exit through the atrium doors to dine al fresco on the new large trex deck with adjoining patio. Rounding out the first floor living area, step down to a cozy custom-cut wood-ceiling den with sliding doors to the lush backyard. This home boasts two quiet bedrooms and full bath on the first floor and just beyond the center staircase and balcony, you’ll find a third bedroom, new full bath, plus primary suite featuring a new custom dual sink bath with glass shower and large walk-in closet and window seat. Set on a large, beautifully landscaped property, this turn-key home offers a new roof and siding, new driveway, new central air, sprinkler system, garage and full basement. Stop by. You won't want to leave!

51 Bayway Avenue, Bay Shore

$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

$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

$995,000
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

$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

$1,200,000
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

$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

$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

$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

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.