Brightwaters NY Real Estate

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Brightwaters Homes for Sale

$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

$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

$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

$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

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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.