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$649,950
6 Beds ⋅ 2 Baths ⋅ 1045756 MLS
Colonial style home with huge ancillary structure on a large parcel with exceptional potential. This property is centrally located providing close proximity to local amenities and is a great opportunity.

54 Oneill Avenue, Bay Shore
$699,999
4 Beds ⋅ 2 Baths ⋅ 1046542 MLS
Welcome to this 4 Bedroom, 2 Bathroom home Located in the desirable Lawerance Farms area of Bay Shore. The Large livingroom provides a welcoming space to relax and flows seamlessly into the Kitchen and dining area, perfect for everyday living and entertainment. With 2 bedrooms on the first floor, including the master bedroom, and 2 bedrooms on the 2nd floor this home has endless space for extended family, office space and more. Situated on a corner lot, this home is just a 2 minute walk to Main st, putting you close to local restaurants, shopping and all public transportation. With generous living space and an unbeatable location, this home offers both comfort and convenience. Dont miss the opportunity to make it your own.

49 Seafield Lane, Bay Shore
$899,000
4 Beds ⋅ 2 Baths ⋅ 1041275 MLS
Welcome to 556 N Windsor Avenue, a gracious 1902 Colonial offering exceptional space, character and versatility in the heart of Brightwaters Village. From the moment you enter the charming entry parlor and continue into the welcoming foyer with its grand staircase, the home immediately draws you in with its warmth, character and inviting sense of space. Designed with entertaining and everyday living in mind, the main level offers beautifully proportioned spaces throughout. The oversized living room provides plenty of room for multiple seating areas and is anchored by a wood-burning fireplace with a beautiful mantel and custom built-ins. Crown and base molding, recessed lighting and architectural details add to the room's character, while multiple openings create an easy connection to the adjoining wraparound den. Filled with windows and natural light, the enclosed wraparound den offers an inviting space to relax and entertain and features built-ins, a bar area with wine refrigerator, an integrated sound system and direct access to the backyard. At the heart of the home is the spacious chef's kitchen with radiant heated floors, rich cherry cabinetry, quartz countertops, stainless steel appliances, a breakfast bar with pendant lighting and a six-burner Viking range with center grill and oversized hood vented to the exterior. The kitchen opens to the large dining room with hardwood floors, a bay window, tray ceiling and sliding glass doors to the deck and yard. Just off the kitchen, a convenient mudroom with radiant-heated tile flooring provides direct backyard access and incorporates a perfectly placed laundry nook with additional storage. Completing the main level is a beautifully updated full bath with a classic clawfoot tub, pedestal sink and timeless tilework, along with a generously sized office with extensive closet storage. Currently used as a home office, this versatile room also offers the flexibility of a possible fifth-bedroom or comfortable guest space. Upstairs are four bedrooms, including a spacious primary bedroom with separate sleeping and sitting areas, generous closet space and a decorative fireplace mantel. An oversized updated full bath with tiled shower completes the second level and pull-down stairs from the hallway provide convenient access to the attic for additional storage. The partial basement provides even more storage and includes a cedar closet and workshop area. Outdoors, the home's inviting living spaces continue with a wood deck, paver patio, large fenced yard and established organic vegetable and flower gardens, creating a wonderful setting for outdoor dining, entertaining, gardening or simply relaxing. A newly repaved Belgian block-lined driveway provides abundant parking and leads to the detached two-car garage. Additional features include central air conditioning, two-zone natural gas heat, public sewers and a multi-room sound system with indoor and outdoor speakers. Offering four bedrooms plus a flexible first-floor office/possible fifth bedroom and two full baths, this move-in-ready home brings together exceptional space, character and the sought-after Brightwaters Village lifestyle. Enjoy close proximity to Wohseepee Park, Village shopping and dining, schools and major roadways, along with resident amenities including the Village beach, canal docking, Brightwaters lakes, tennis, dog park, private garbage collection and snow removal. Just minutes from Downtown Bay Shore, the Fire Island Ferries and Robert Moses State Park, 556 N Windsor Avenue offers the opportunity to enjoy all that Brightwaters and the Great South Bay lifestyle have to offer.

556 N Windsor Avenue, Brightwaters
$575,000
2 Beds ⋅ 3 Baths ⋅ 1042526 MLS
Townhouse Style Home. This Home Features 2 Bedrooms, 2.5 Baths, Eat In Kitchen & 1 Car Garage. Centrally Located To All. Don't Miss This Opportunity!

35 Sugar Pine Lane, Bay Shore
$450,000
2 Beds ⋅ 1 Baths ⋅ 1014961 MLS
Wide line ranch on a 60’x117’ property in Brightwaters Farms with Bay Shore schools. This home has an eat in Kitchen, hardwood floors, laundry room with 1 car attached garage. There is natural gas for heat and cooking. Rear yard is very spacious and room for pool and entertainment. Come see what potential this home offers for you.

1380 Brooklyn Boulevard, 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
$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
$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
$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
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 1011815 MLS
Welcome to Admiralty, a luxury gated community this beautifully appointed waterfront residence, where boating, private beach access, and resort-style living creates an exclusive coastal lifestyle.This beautifully appointed 2-bedroom residence showcases elegant imported flooring, soaring cathedral ceilings, and a breathtaking living room centered around a warm and inviting fireplace. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring premium stainless-steel appliances, a stylish bar area, and an open, sophisticated layout. The primary suite offers a private spa-like bathroom and with two walk-in closets, while additional features include a washer and dryer, ample storage, a spacious garage, and attic space. Step outside to your private patio, perfect for hosting family gatherings or enjoying peaceful outdoor living. Boating enthusiasts will appreciate the deep-water marina with private dockage and direct access to the Great South Bay. Situated within a meticulously maintained 158-acre waterfront community, residents enjoy an unparalleled lifestyle with 24/7 gated security, a newly renovated clubhouse, fitness center with Pilates and other wellness classes, three tennis courts, a pickleball court, private gardens, kayaking, a private beach, and a resort-style swimming pool with lifeguards. Perfectly positioned across from Fire Island’s Kismet and Ocean Beach and just a short drive to the Hamptons, this rare offering delivers the ultimate blend of luxury, recreation, and waterfront elegance. It includes snow removal, grass mowing and outside maintenance.Conveniently located near public transportation and supermarkets for easy everyday living.Just minutes from Bay Shore, offering access to shopping, dining, waterfront parks,less than two miles from ferry terminals to fire island and only one hour from NYC via LIRR. Don't miss out. https://theadmiraltyhoa.org

202 Captains Way, Bay Shore
$1,499,990
5 Beds ⋅ 4 Baths ⋅ 1001324 MLS
Nestled on Long Island’s coveted South Shore in desirable Bay Shore, this stunning five-bedroom ranch offers luxury living with a true resort-style feel. Beautifully landscaped grounds create a private backyard oasis featuring an Olympic-size swimming pool, expansive patio for entertaining, and a lighted professional tennis court for day or evening play. Inside, the home blends comfort and sophistication with an oversized family room ideal for gatherings, a sunroom showcasing panoramic yard views, and a chef’s kitchen featuring premium appliances, including a full-size Sub-Zero refrigerator and separate full-size Sub-Zero freezer with abundant storage. Recent upgrades include a Brand New sprinkler system, owned solar panels, a renovated double shower in the primary suite, updated heating and A/C in the kitchen, and a newly installed 5-ton central A/C unit. An upper-level bedroom with a private roof deck overlooks the pool and tennis court, completing this exceptional Bay Shore retreat. A rare opportunity to enjoy luxury, recreation, and effortless South Shore living.

9 Dove Lane, 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
$1,499,999
5 Beds ⋅ 3 Baths ⋅ 958869 MLS
This beautifully maintained 5-bedroom, 2.5-bath home is a standout investment and vacation retreat in the heart of Fire Island. Thoughtfully decorated with a charming nautical theme, the home offers a bright, coastal feel throughout. Split-unit air conditioning in every room ensures comfort all season long. Designed for year-round living, this home allows you to enjoy Fire Island in every season. The open-concept living and dining area is ideal for entertaining, comfortably accommodating large gatherings or relaxing after a day at the beach. Step outside to a delightful sitting area complete with an outdoor shower, perfect for embracing island living at its best. Centrally located and close to town, the property offers excellent accessibility to local attractions and amenities. Fire Island is a sought-after vacation destination, and village amenities include a community house and playground, with seasonal access to tennis and pickleball courts, and a marina. Whether you’re seeking a strong income producing rental, a year round residence, or a memorable getaway, this home delivers the ideal blend of comfort, location, and investment appeal.

180 Cottage Walk, Ocean Beach
$2,850,000
8 Beds ⋅ 7 Baths ⋅ 956138 MLS
Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

259 Lakeview Avenue W, Brightwaters

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.