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259 Lakeview Avenue W, Brightwaters
$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

236 Windsor Avenue, Brightwaters
$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

556 N Windsor Avenue, Brightwaters
$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

414 Potter Boulevard, Brightwaters
$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

527 Brooklyn Boulevard, Brightwaters
$850,000
2 Beds ⋅ 2 Baths ⋅ 1026324 MLS
Welcome to this beautifully maintained mint-condition 7 Room Ranch with 2 Full Baths with over 1900 square feet of living space located in the highly desirable Incorporated Village of Brightwaters. This move-in ready home offers exceptional updates and timeless charm, featuring a welcoming front porch, gleaming hardwood floors throughout, and a stunning 4-year-young kitchen with quartz countertops, stone tile backsplash, newer stainless-steel appliances, pantry, and hardwood flooring. The dining room was thoughtfully expanded with an additional dining area done 4 Years ago, creating the perfect space for everyday living and entertaining. Enjoy custom finishes throughout, including updated moldings, raised panel doors, new hardware, hi-hats, and a cozy gas fireplace. Additional features include a whole-house water filtration system, a spacious primary suite with a beautifully updated walk-in shower. A walk-up attic, a partially unfinished basement with crawl space and slab, and an enclosed three-season room. Outside, you'll find a detached 2-car garage, paver driveway, and a beautifully designed paver patio with a gazebo that is included. This home offers quality updates, comfort, and an ideal location close to all that Brightwaters has to offer.

527 Brooklyn Boulevard, Brightwaters

1 S Lakeview 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

418 Pine Acres Boulevard, Brightwaters
$779,000
3 Beds ⋅ 2 Baths ⋅ 1014411 MLS
One of the most charming homes ever built in Brightwaters Village, this fully renovated residence perfectly blends timeless character with modern luxury. Nestled on beautifully landscaped grounds, the home welcomes you with exceptional curb appeal, a classic front porch, mature specimen plantings, and a picturesque gravel driveway leading to a detached garage. Inside, every detail has been thoughtfully updated while preserving the home’s original warmth and charm. Sun-filled living spaces, designer finishes, and quality craftsmanship create an inviting atmosphere throughout. The stunning renovations offer today’s most desired amenities while maintaining the elegance and character that make Brightwaters Village so special. Meticulously maintained and extensively updated, the home features new windows (2018), 2 zone central air (2018), 2 zone gas heating, renovated kitchen (2021), renovated baths (2018 & 2021), renovated den (2026),renovated basement (2026), updated driveway, masonry, patio, railings and fencing (2018), plus a renovated detached garage (2026), 8 zones IGS 2018 offering true move-in-ready living. Step outside to enjoy the private, park-like property featuring manicured lawns, lush gardens, and multiple areas for relaxing or entertaining. Whether enjoying a quiet morning on the porch or hosting family and friends outdoors, this home offers a lifestyle as beautiful as its setting. A rare opportunity to own a truly turnkey home in one of Long Island’s most sought-after villages, just moments from the village waterfront, parks, shops, restaurants, and train service to Manhattan. Completely renovated, impeccably maintained, and absolutely unforgettable—this is Brightwaters Village living at its finest.

418 Pine Acres Boulevard, Brightwaters

17 S Bay Court, Brightwaters
$725,000
L3579651 MLS
Amazing opportunity to build your own dream home on one of the last pieces of vacant land in the Village of Brightwaters! .4 acre lot has amazing water views of the Great South Bay and the Robert Moses Bridge. Village planning board approved. Utility easements(can be in the setback) on west side for gas and water. Lot has electric, sewer, gas & municipal water. FAR 25% which includes everything but the driveway and ONLY footprint of the house. Front setback average on the block + 2ft. Rear setback 50ft. East and west setbacks must total 25ft together. 30ft easement on current survey has been abandoned. Docking available through village on The Concourse. Village amenities include Walker Beach, Gilbert & Wohseepee parks, village code enforcement, snow removal and village docking. PLEASE DO NOT WALK ON PROPERTY WITHOUT MAKING AN APPT

17 S Bay Court, Brightwaters

481 Ackerson Boulevard, Brightwaters
$650,000
3 Beds ⋅ 2 Baths ⋅ 1031385 MLS
Tucked amid vibrant gardens and exceptional privacy in the heart of Brightwaters Village, this classic 1928 expanded ranch is a rare opportunity to own a residence rich in original character, thoughtful craftsmanship and enduring appeal. Lovingly expanded over the years while preserving its authentic architectural details, the home beautifully blends its distinctive personality with today's sought-after conveniences, including natural gas heat, central air conditioning and sewers. A welcoming entry opens to a spacious den centered around a grand wood-burning stone fireplace with an expansive wood mantel and slate flooring. The formal living room showcases beautiful oak flooring, a classic bay window and original pine walls that reflect the home's enduring character. The eat-in kitchen features a generous dining area with large windows overlooking the yard and gardens, a convenient pantry, direct access to the backyard and interior access to the basement. Two generously sized main-level bedrooms feature beautiful natural light and are served by a well-proportioned full bathroom. Privately situated above the attached garage, the primary suite addition provides a peaceful retreat complete with a sleeping area, comfortable sitting room with skylight and full bath. The large basement expands your possibilities with a dedicated laundry area, workshop, oversized storage room and Bilco doors providing convenient access to the outdoors. Step outside and discover one of this home's most enchanting features. The fully fenced backyard is a true gardener's retreat, showcasing beautiful perennial flower gardens, established organic vegetable beds, a greenhouse and expansive green space to relax, entertain or simply enjoy nature. A long driveway provides abundant off-street parking in addition to the attached one-car garage. With attic storage, cedar closet, natural gas heat, central air conditioning, sewers and in-ground sprinklers this expanded ranch is move-in ready. Ideally located near Wohseepee Park and the charming Four Corners of Brightwaters Village, you'll enjoy convenient access to local dining, shopping and major parkways. Brightwaters Village residents also enjoy exceptional amenities, including a private village beach, canal access with boat docking opportunities, tennis courts, a dog park, scenic parks and more. If you've been searching for a home with authentic character, modern updates, beautiful gardens, flexible living space and an exceptional Brightwaters location, this special property offers a rare opportunity to enjoy the best of Brightwaters living.

481 Ackerson Boulevard, 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.