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$875,000
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

$1,550,000
3 Beds 2 Baths 1007087 MLS
Have you ever dreamed of owning a Fire Island home that offers both charm and exceptional privacy? Imagine relaxing while listening to birdsong and the gentle rustle of leaves, surrounded by nature without another home in sight. This peaceful retreat offers a rare sense of seclusion, just steps from the ocean. Located in the Town of Islip, south of Midway, this home is currently configured as a 3-bedroom, 2-bath residence and offers an excellent opportunity to personalize, renovate, or expand to suit your vision. Whether you're looking for a tranquil summer escape or your own private island retreat, this property is filled with potential. Private showings are available by appointment. Come take a look and experience this hidden Fire Island gem for yourself.

780 Surf Road, Corneille Estates

$899,999
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

$5,250,000
4 Beds 4 Baths 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove

$594,999
4 Beds 2 Baths 1021372 MLS
Welcome to this beautifully renovated 4-bedroom, 1.5-bath ranch, where modern updates meet comfortable one-level living. This move-in-ready home features a bright, open layout with stylish finishes throughout, creating the perfect space for both everyday living and entertaining. The updated kitchen flows seamlessly into the main living areas, while four generously sized bedrooms provide flexibility for family, guests, or a home office. A beautifully updated full bath and convenient half bath add to the home’s appeal. The 1.5-car garage offers ample room for parking and additional storage. Whether you’re relaxing indoors or enjoying the outdoor space, this fully renovated home is ready for its next owner. Don’t miss the opportunity to make this stunning ranch your own! *Hot tub as not represented* being gifted

1440 Lombardy Boulevard, Bay Shore

$3,099,000
5 Beds 3 Baths 1016728 MLS
Set directly on the oceanfront in Seaview, this classic Fire Island home offers a rare opportunity to own a property with a protected seashore dune directly in front of the home that cannot be built upon. The main house features a kitchen, dining room, living room, three bedrooms, and two bathrooms, including a half bath within one of the bedrooms and a full bathroom with exterior access. Additional sleeping spaces are located outside the main living area, including a separate bedroom with its own exterior entrance on the main level and an upper-level bedroom, also accessed exclusively from the outside, with a private half bath and beautiful ocean views. A true oceanfront property in a setting where the natural landscape takes center stage, this home offers the opportunity to enjoy the beauty, privacy, and timeless appeal of Seaview. With five bedrooms, three bathrooms, and a protected seashore dune between the home and the ocean, this is a rare chance to own a piece of the Fire Island shoreline.

58 Gale Avenue, Seaview

$749,999
5 Beds 2 Baths 1020844 MLS
Welcome to your gorgeous colonial home that’s been awaiting you!! Nicely located within 10 minutes from shopping, dining, the Bay Shore Marina, and central to all LI's major highways. This beauty sits on 0.37 acres, boasts a Cul de sac driveway and falls nothing short of spectacular. The first floor hosts beautiful gray water-proof laminate hardwood floors throughout while having an open concept design with the spacious living room, a renovated kitchen that has endless soft close cabinetry which rests on breathtaking granite countertops, a large custom pantry, stackable W/D & a doggy haven near the front door for the fur baby lovers. The dining room, fully renovated bathroom with standup shower & 1 of the 5 bedrooms are also on the first floor along with a brand new Tankless Combo gas heat & hot water system. The second floor has a brand new bathroom that has a bath tub, a vanity with double sinks, bluetooth enabled surround sound, 4 spacious bedrooms that can easily fit queen size beds in it while the primary bedroom can have a California King bed to match its large walk in closet. Last but certainly not least, the backyard is a true hostess dream!!! Right off the sliding doors from the kitchen, The magnificent backyard has a full outdoor kitchen with a hibachi grill, bbq grill, ample counter space, mini fridge and high bar seating that can be used while watching T.V The outdoor living space is covered by 2 gazebos. You also have the option to take a swim in the beautiful` large above ground pool or the hottub- the possibilities to spend time with loved ones & friends under the stars is truly endless! This home will not last-run to make your showing appointment with me today! House is being sold as-is & 90% of outdoor oasis is included in the sale.

1634 N Gardiner Drive, Bay Shore

$2,500,000
4 Beds 5 Baths 1017237 MLS
Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$1,099,000
4 Beds 2 Baths 1019072 MLS
Welcome to this beautifully renovated home in the heart of the Village of Brightwaters, where timeless charm meets modern luxury. Since its 2019 purchase, this residence has undergone an extensive transformation, offering today’s buyer a truly move-in-ready 4 bedroom, 2 bath home. Every detail has been thoughtfully updated, including new roof, new windows, a designer kitchen, beautifully renovated bathrooms, and a fully finished basement, creating additional living and entertaining space perfect for today’s lifestyle. Outside, enjoy professionally manicured grounds in one of Long Island’s most sought-after villages. As a Brightwaters resident, you’ll have access to the village’s exclusive amenities, including Walker Beach on the Great South Bay, charming parks, tennis courts, a vibrant village atmosphere, and award-winning Bay Shore Schools. Ideally located close to village shops, restaurants, parks, the Bay Shore Marina, Fire Island ferries, and the LIRR, this exceptional home offers the perfect combination of luxury, convenience, and the unmatched Brightwaters lifestyle. Completely renovated. Completely move-in ready. Welcome home

341 Woodland Drive, Brightwaters

$5,500,000
5 Beds 4 Baths 1009823 MLS
OCEAN FRONT SEAVIEW. 5 bedroom 2 bathrooms and 2 powder rooms. Gym, veggie garden, guest house (this is included in the 5 bedroom 1 half bath) chefs kitchen, laundry room, storage, dog run. This house is truly a home. Views, and privacy is rare on the ocean, yet this beauty has both. A true gem in the heart of seaview, with extra artistic style at every glance. Shade, sun, views, quiet, entertaining space, this deck has it all. You need to come tour this one, in order to really “get it”. 7x7 dunk pool can be added. Taxes approx 15k insurance “self-insured” SV Assn dues: $6,001.38 General Interior • Leight kitchen cabinetry (2015) • Enclosed Pantry • SubZero fridge/freezer-drawers • Integrated lighting • integrated pull-outs • New windows and sliders (2024) • Ceiling fans in 4 BRs Master Bedroom Suite (full renovation 2021) • New Skylight • Custom bathroom cabinetry • Custom walk-in closet • Custom desk and pet crate • Dual flush Toto washlet • Walk-in jet tub within shower enclosure • Heated shower floor • Heated main floor • Dual sink with slant-drain Shoulder Season add-ons • Heated floors in kitchen and 4 baths • HVAC system installed 2020 • Deck radiant heat for dining Guest Cottage • Complete refurbish with half-bath and closet space • Heated bathroom floor • Toto dual flush washlet • New windows Landscaping • Raised beds for both decorative and vegetable growing • Four-zone watering system w mobile app control • Interior deer-proof gardening space • Primary/secondary composting bins Other • New main deck, clear cedar, including all new posts (2024) • Two-level deck providing choice of privacy or elevated ocean view • All north-facing windows replaced 2025 • All lower level ‘storage areas’ waterproofed and painted (2025) • Heavy-duty gym flooring installed throughout 3 ‘rooms’. (2025) • New roof on main house (2019) • Solar panels providing 90-100% power to run the home (2019) • Two Rheem brand Gladiator 55 gal water heaters w/ leak detection and auto shutoff (2025)

61 Evergreen Avenue, Seaview

$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

$1,350,000
4 Beds 2 Baths 1015727 MLS
This is truly a one-of-a-kind opportunity! An extraordinary, expansive ocean front property in Cherry Grove, featuring a rare double lot with stunning ocean frontage. It has never been offered before, and the possibilities here are truly endless. What sets this property apart is the land itself and the boundless potential it holds. A great location on the East end of the Grove, perched atop a high dune with breathtaking ocean views. This oceanfront home offers a rare opportunity to own a piece of timeless charm. Lovingly built in the early 1950s and maintained by the same owners for generations, this unique property is simply a must-see. Four spacious bedrooms, including a primary bedroom on the main floor and three additional bedrooms on the lower level. 1.5 bathrooms plus the added convenience of an outdoor shower perfect for rinsing off after a day at the beach. The main Floor is designed with the open-concept: living, dining, and kitchen areas creating a seamless flow for entertaining or enjoying quiet moments.

54 Lewis Walk, Cherry Grove

$639,000
3 Beds 2 Baths 1014841 MLS
Welcome to 1032 Thompson Dr — a meticulously maintained 2-bedroom ranch (with the potential for a 3rd bedroom conversion) nestled on a beautiful residential street just west of Manor Lane in Bay Shore. This home is move-in ready and waiting for its next chapter. The heart of this property is its incredible attention to detail and well-maintained infrastructure. A brand new forced air system keeps you comfortable year-round, while a 200 amp electrical box and leased solar panels bring modern efficiency to everyday living. Step outside to enjoy the new deck and freshly installed fence, and let the built-in sprinkler system keep your lawn sparkling green without lifting a finger. But the real showstopper? The full, finished basement with its own walkout entrance — perfect as an in-law suite, home office, or that extra space for mom. It's versatile, it's private, and it's ready to be whatever you need it to be. This is the kind of home where someone has truly cared — and it shows.

1032 Thompson Drive, Bay Shore

$1,700,000
3 Beds 3 Baths 1014328 MLS
Experience coastal living at its finest in this exceptional 3-bedroom, 3-bathroom home featuring stunning bay views from multiple levels and some of the most breathtaking panoramas in Cherry Grove. Relax on the spacious rear deck as you watch ferries glide across the bay and enjoy the ever-changing waterfront scenery. The primary suite opens to a charming Juliette balcony, offering a private retreat with picturesque bay views. For truly unforgettable sunsets and sweeping water vistas, the rooftop deck provides one of the area's most spectacular vantage points. The first floor features a bright, open-concept layout designed for effortless entertaining, with a spacious living room, dining area, and well-appointed kitchen, all accented by beautiful hardwood floors. This level also includes a comfortable guest bedroom, a full bath, and a convenient laundry/utility room. On the second floor, the primary suite offers a private en suite bath and direct access to the Juliette balcony overlooking the bay as well as a 3rd bedroom. At the top of the spiral staircase is a third full bath, along with a versatile loft-style space featuring a desk area and room for a pull-out sofa, creating additional sleeping accommodations for guests or work space. With its thoughtfully designed layout, multiple outdoor living spaces, and spectacular bay views from nearly every level, this remarkable home offers the perfect blend of comfort, style, and waterfront charm.

118 Bayview Walk, Cherry Grove

$629,999
3 Beds 1 Baths 1013881 MLS
Charming, immaculate, meticulously maintained ranch conveniently located to all in Bay Shore-shopping, parkways public transportation and schools. Several updates-Andersen windows, solid doors, 200 amp electrical service, hardwood floors throughout, renovated bathroom with radiant heat floor. Featuring three bedrooms and one-bathroom, open concept living room and dining room offer a spacious and inviting layout. Ample space with the enclosed entrance way, eat in kitchen nook, mud room with laundry, deck leading to the back yard and full unfinished basement offer additional desired features in a home. Large property with oversized 2 car garage and shed. Truly unlimited potential for expansion, a must see.

1333 Richland Boulevard, Bay Shore

$1,599,000
4 Beds 2 Baths 1013299 MLS
This classic Seaview gem offers a timeless charm with a bright, open layout. The kitchen features a cathedral ceiling and stainless-steel appliances, creating a spacious and inviting atmosphere. Hardwood floors flow seamlessly through the living room, dining area, and all four bedrooms. The home includes one and a half bathrooms, with the full bath recently renovated to add a fresh, modern touch. Two sets of sliding doors open to an expansive deck—ideal for outdoor living, dining and entertaining. There is also mature landscaping creating a serene setting. The home also provides everyone’s favorite, the outdoor shower. For year-round comfort, this home features split units offering both air conditioning and heat, as well as a cozy wood-burning stove for those cooler evenings. As part of the Seaview community, you’ll enjoy access to outstanding amenities including docking, a children’s playground which includes basketball courts and a pool. There are also Tennis courts and a ball field for your enjoyment. Just next door is the vibrant Village of Ocean Beach, home to a variety of restaurants and shops. Homeowners and guests will also appreciate the Ocean Beach Youth Group (OBYG), which offers enriching programs for children during the summer season.

38 Homesite Avenue, Seaview

$1,695,000
3 Beds 3 Baths 1011905 MLS
Timeless Waterfront Retreat on the Great South Bay - Steeped in history and dating back to circa 1909, this exceptional waterfront home offers a rare opportunity to own a truly special property with a rich and storied past. Nestled along the shores of the Great South Bay, the residence features 3 bedrooms and 2.5 bathrooms, showcasing breathtaking sunset views and the unique charm of watching the ferry arrive each day. Beautifully remodeled while preserving its historic character, the home boasts gleaming hardwood floors, a stunning fieldstone fireplace, central air conditioning, satellite TV, and high-speed Wi-Fi. The inviting interior blends classic elegance with modern comfort, creating an ideal setting for year-round living or a seasonal escape. Outside, enjoy a heated swimming pool surrounded by mature gardens and established plantings that provide beauty and privacy. Additional amenities include an enclosed outdoor shower and a separate washer/dryer shed, enhancing the relaxed waterfront lifestyle. Offering unmatched scenery, character, and comfort, this remarkable property is a rare gem on the Great South Bay.

209 Bayview Walk, Cherry Grove

$1,399,000
4 Beds 2 Baths 1008488 MLS
Beautifully winterized for year-round living, this inviting home features an open-concept, single-level layout with soaring cathedral ceilings, a brand-new gas fireplace, and abundant natural light throughout. Offering four bedrooms and 1.5 bathrooms, the home comfortably accommodates all guests. Designed for both everyday living and entertaining, it features two separate seating areas, a formal dining room with a charming window bench seat, and a spacious kitchen with an island that comfortably seats four. Sliding glass doors off the kitchen lead to an expansive rear deck, creating a seamless indoor-outdoor living experience. Enjoy ample lounge seating, outdoor dining space, and an outdoor shower complete with a separate changing room. Two mature fig trees add character and charm to the backyard setting. The generously sized backyard offers plenty of room for a pool. Bring your imagination and create the outdoor oasis you've always envisioned, tailored to your lifestyle and entertaining needs. Whether you're looking for a year-round residence, a seasonal vacation retreat, or an income-producing investment property, this versatile home offers exceptional flexibility, comfort, and endless possibilities.

28 Ocean Road, Ocean Beach

$1,250,000
2 Beds 2 Baths 999263 MLS
Welcome to your perfect Ocean Beach escape! This turnkey coastal gem is in an unbeatable location, just moments from town and only 9 houses from the beach. Renovated from top to bottom in 2022, this pristine home perfectly blends modern updates with beach-house charm. Recent upgrades include a brand-new kitchen with all new appliances, updated plumbing and wiring, designer lighting, renovated bathrooms, new curtains, landscaping, bike rack, decking, and roof. There are two bedrooms on the first floor, one with a private half bathroom. The spiral staircase leads to a cozy loft offering additional lounge or sleeping space as well as access to attic storage space. Step outside to the private back deck, a quiet outdoor retreat perfect for entertaining, dining al fresco, or unwinding after a day at the beach. Offered fully furnished. Low taxes, affordable flood insurance and easy maintenance, this move-in-ready home is the ultimate Ocean Beach getaway or rental investment property!

574 Bayberry Walk, Ocean Beach

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.