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$1,199,000
3 Beds 2 Baths 1051710 MLS
Beautifully updated 3-bedroom, 1.5-bath home in a fantastic, centrally located setting. The home features an updated kitchen, cozy living room with fireplace, and a charming enclosed porch offering flexible space for relaxing or additional sleeping accommodations. Enjoy the large, private backyard with a spacious deck and outdoor shower, perfect for entertaining and enjoying the island lifestyle. Laundry is conveniently located outside. Significant structural improvements have also been completed, including the exterior posts were water-jetted into the ground, while supports beneath the home were replaced and set on concrete footings. Beautifully maintained, this is a wonderful opportunity for a beach getaway, or income-producing rental. Enjoy Ocean Beach restaurants, shopping, playground, pickleball & basketball courts.

140 Ocean Road, Ocean Beach

$999,999
4 Beds 2 Baths 1051913 MLS
Welcome to 123 Hiawatha Drive, located in the desirable Village of Brightwaters. This charming 4-bedroom, 2 full-bath expanded cape offers a warm and inviting layout designed for comfortable everyday living and entertaining. The home features beautiful hardwood floors, a spacious living area with a fireplace, and a modern kitchen featuring granite countertops. Three bedrooms are conveniently located on the first floor. Upstairs you will find a spacious master bedroom that includes an en-suite bathroom and versatile bonus room. Additional highlights include a one year old roof and brand new stucco. Outside, enjoy a private driveway, attached garage, patio, in-ground sprinklers, and a generously sized yard with plenty of space for entertaining and relaxation. Ideally situated in the heart of Brightwaters, this wonderful home combines character, modern updates, and exceptional village location. Move right in and start enjoying everything this beautiful home has to offer.

123 Hiawatha Drive, Brightwaters

$735,000
4 Beds 2 Baths 1050572 MLS
Meet Sue Allen — a beautiful, recently updated 4-bedroom, 2-bath home looking to call her home. ?? ? Inside, you’ll find: • Updated stainless steel appliances • Beautiful granite countertops • A warm and inviting enclosed porch • Spacious bedrooms with room for the whole family • A comfortable layout perfect for everyday living and entertaining ?? Commuters will love the location! Sue Allen is just minutes from the Bay Shore train station, making travel into NYC convenient and easy. ??? You’re also only minutes away from the heart of Downtown Bay Shore, where you can enjoy restaurants, shopping, entertainment, nightlife, and everything this vibrant community has to offer. ?? Sue Allen isn’t just a house — she’s looking to make new memories with.

110 N Park Avenue, Bay Shore

$849,000
4 Beds 3 Baths 1049887 MLS
Completely re-built in 2009: of the 1962 structure, one small closet wall, garage and (partial) original basement was kept. An additional foundation was added to create what is now, the current home! The home and property are exceptional. From quiet mornings on the welcoming front porch to relaxed evenings on the rear patio, this is a home designed to be enjoyed. Warm, inviting and thoughtfully remodeled, it blends timeless Colonial character with the comfort, convenience and modern features today’s buyers appreciate. The home is in move right in condition, the location is mid-block, not backing, siding or fronting any busy roads, yet conveniently located to allow easy access in and out of the community. Step inside through the dramatic cathedral entrance foyer, where generous room sizes, hardwood floors throughout and a gracious, flowing layout immediately set the tone. The formal living room or parlor offers a versatile setting for welcoming guests, reading, relaxing, studying or creating an elegant home office. At the heart of the home is the spacious eat-in kitchen, beautifully appointed with granite countertops, Energy Star appliances, gas cooking and a convenient butler’s service area—perfect for casual meals, holiday gatherings and effortless entertaining. A gas burning fireplace adds warmth and character to the inviting living spaces, while the conveniently located first-floor laundry and mudroom with separate outside entrance that also provides access to the basement brings everyday practicality to the home’s thoughtful design. The upper level features four generously sized bedrooms, included, the Primary with a luxurious en-suite, abundant closet space and the storage every home needs. The partially finished basement provides even more room to enjoy, with flexible space for recreation, hobbies, fitness, guests or additional work-from-home needs, additional basement space makes room for whatever your heart desires. A separate side entrance via the mudroom/laundry area allows for convenient access to the basement. The majority of the home was re-built/renovated in 2009. The home features but is not limited to the following; Andersen 400 Series windows, 200-amp electrical service and a French drain system surrounding the home—valuable improvements that enhance comfort, efficiency and peace of mind. Outside, the beautifully maintained and rear fenced property creates a wonderful private setting for relaxing, entertaining, gardening and enjoying the seasons. The front porch, rear patio and attractive grounds extend the living experience well beyond the interior. Ideally located minutes to Bay Shore’s vibrant Main Street, exceptional dining, cafes, shopping, the Great South Bay waterfront, Fire Island ferries, parks, beaches, the Long Island Railroad and major roadways, this home offers an appealing combination of neighborhood charm and everyday convenience. First time offered and an unbelievable value—this exceptional, beautifully designed Colonial is ready to welcome its next owner. Move right in, settle in and make it yours. First showing - full weekend, allowing all that are truly serious and interested to visit and envision yourself in this home.

1456 Pine Acres Boulevard, Bay Shore

$2,595,000
5 Beds 3 Baths 1049697 MLS
The Ultimate Resort Home, Just Steps from the Beach 253 Cottage Walk | Ocean Beach, NY 11770 | Fire Island Just four houses from the beach, 253 Cottage Walk sits on an oversized 6,000-square-foot lot with a huge 438-square-foot L-shaped pool, spa, sauna, outdoor kitchen, and nearly 2,000 square feet of deck space. This spacious 4+ bedroom, 3-bath home is the perfect setting to enjoy all the beauty and entertaining Fire Island has to offer. The private, fully fenced and gated grounds create a secluded oasis, featuring the incredible L-shaped sports pool with a large sun shelf for lounging, a big 7' × 7' spa that seats up to 8, and a 4-person cedar sauna. A beautiful new modern outdoor shower and full cabana bathroom complete the retreat. Whether you're grilling at the outdoor kitchen or gathering around the 12-foot outdoor bar, this home has it all. A dedicated turf area gives the kids and the games a home of their own. Inside, the two-story home offers four bedrooms plus a den with large French doors and its own closet, ideal as a home office or additional sleeping space, and three fully renovated bathrooms. Two of the bedrooms feature private en-suite baths. The renovated kitchen features custom finishes, two pantries, and views to the pool through the sliding glass doors. Beautiful renovations throughout— new flooring, paint, fixtures, and finishes — capture its true Fire Island beauty. Comfort is ensured throughout an extended season with ductless mini-split systems providing zoned climate control in every room, and a dedicated laundry room adds everyday convenience. The home also features a classic cedar shake exterior and a low flood insurance premium. With tremendous decking wrapping the first floor, plus an upper deck with partial ocean views off the primary bedroom, there is no shortage of outdoor space for dining and lounging. With the beach just steps away, a resort-style pool, deck, and yard, partial ocean views, and completely renovated interiors, 253 Cottage Walk checks every box for a truly exceptional Fire Island home!

253 Cottage Walk, Ocean Beach

$3,999,000
3 Beds 3 Baths 1032772 MLS
SPECTACULAR 2.75-ACRE WATERFRONT CONTEMPORARY ESTATE A truly rare opportunity to own an extraordinary privately gated 3,800 sq. ft. waterfront estate set on 2.75 breathtaking acres with over 1,000 feet of bulkhead and spectacular water views. Step through the grand double glass doors into a stunning open-concept interior featuring soaring windows, beautiful ceramic flooring, and a magnificent chandelier overlooking the water. The home offers 3 bedrooms, 3 bathrooms, a second-floor loft, dining room, living room with fireplace, and a 3-car garage.The fabulous chef’s kitchen features custom wood cabinetry, a large granite island, and professional Wolf and Verona stainless-steel appliances. The luxurious primary en-suite offers a spa bath, walk-in closet, glass doors with balcony and deck with bay views, elevator access, along with a convenient second-floor laundry room. The waterfront lifestyle is truly exceptional, offering over 1,000 feet of bulkhead, a large boat slip accommodating two 65-foot yachts, a boat ramp, and a dedicated cut-out for multiple jet skis. A spacious boathouse and waterfront gazebo provide the perfect setting for enjoying the water, while a beautiful patio and pergola create an ideal space for outdoor entertaining and relaxation. Take in breathtaking sunsets with picturesque views of the Robert Moses Bridge. Additional amenities include a full-house generator, 27-zone sprinkler system, and an on-demand tankless hot water heater. Perfectly positioned approximately 60 minutes by LIRR to NYC for world-class dining, entertainment and shows, and approximately 60 minutes to the Hamptons and its renowned wineries. From your own home or the nearby local ferries, enjoy a quick 20 minute ride to Fire Island's Ocean Beach and other sought after destinations, where you can spend the day exploring charming shops, enjoying waterfront dining and live music, or relaxing on the beautiful white sand beaches. It's the perfect blend of waterfront living, convenience, and the quintessential Fire Island lifestyle. Conveniently located near shopping, transportation and everyday amenities. A magnificent waterfront estate. An extraordinary lifestyle. A rare opportunity. Call today for your private showing.

170 S Penataquit 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

$649,999
4 Beds 3 Baths 1046448 MLS
Beautiful & Bright Updated Colonial Home Welcome to this beautiful, bright, and charming 3/4-bedroom Colonial, offering a wonderful blend of classic character and comfortable modern living. The spacious entry foyer welcomes you into a warm and inviting home featuring high ceilings and beautiful hardwood flooring throughout. The main level offers a generous living room, formal dining room, and a versatile sunroom that can be used as a 4th bedroom, home office, or additional living space. The updated kitchen includes a convenient breakfast nook, perfect for casual meals and morning coffee. The home features 2 full bathrooms and a finished basement, providing additional space for recreation, storage, or a home gym. A third-floor walk-up attic offers excellent additional storage potential. The home also features separate thermostats, allowing for convenient temperature control throughout the house. Enjoy abundant natural sunlight throughout the home and plenty of off-street parking behind the house—a valuable feature for everyday living and entertaining. Ideally located just 5 minutes from the water and conveniently close to shopping, the train, and bus transportation, making commuting and everyday conveniences easily accessible. This charming home combines space, natural light, character, convenient amenities, and an excellent location—a wonderful opportunity for buyers looking for a move-in-ready Colonial with room to grow.

139 5th Avenue, Bay Shore

$689,000
4 Beds 2 Baths 1046243 MLS
Welcome to 1320 Pine Acres Blvd, a spacious high-ranch set on a generous lot in Bay Shore. The inviting exterior features a large driveway, one-car garage, mature surroundings, and a substantial backyard offering plenty of room for outdoor enjoyment. With its expansive footprint and oversized additions, this property presents a unique opportunity for buyers seeking space, versatility, and potential. Inside, the well-kept home offers 4 bedrooms, spacious living areas, natural woodwork, and hardwood floors that add warmth and character throughout. The generous room sizes provide flexibility for comfortable everyday living, entertaining, a home office, or additional living arrangements. The home's large additions create an abundance of interior space and offer potential for an in-law suite or possible two-family configuration, subject to required permits and approvals. Outside, the property continues to impress with its large lot, big backyard, driveway, attached one-car garage, and an additional detached one-car garage. Recent exterior improvements include a new roof installed approximately six months ago, new gutters, soffits, and related exterior work. The roof also includes a transferable warranty, providing added peace of mind for the next owner. The expansive grounds provide plenty of space for recreation, gardening, entertaining, or simply enjoying the outdoors. With its spacious layout, large additions, generous lot, and prime Bay Shore location, 1320 Pine Acres Blvd offers an exciting opportunity to make this versatile property your own.

1320 Pine Acres Boulevard, Bay Shore

$3,500,000
3 Beds 4 Baths 1045873 MLS
Set directly on the Atlantic in the coveted low 400s of Fire Island Pines, this contemporary oceanfront residence combines exceptional beachfront living with modern construction and year-round functionality. Built from the ground up in 2016 to post-Hurricane Sandy elevation and building standards, the fully permitted home offers three ocean-facing en-suite bedrooms, 3.5 baths, a heated saltwater pool, rooftop hot tub and private beach access via its own boardwalk. The open main living level features 11-foot ceilings, hardwood floors, expansive ocean-facing glass and a wood-burning fireplace. The kitchen is equipped with high-end appliances including a 36-inch refrigerator, gas range, wall oven, dishwasher, wine cooler and dedicated ice maker. Glass doors open directly to the oceanfront deck and heated saltwater pool, creating a seamless connection between the interior, outdoor living spaces and beach beyond. Upstairs, all three en-suite bedrooms enjoy ocean views and private balconies. Two are generously proportioned primary suites, while the rooftop terrace and hot tub offer panoramic views across the Atlantic and the Pines. Fully winterized with substantial heated storage beneath the home, recently replaced HVAC condensers and refinished hardwood floors. Extensively updated during the current ownership and offered fully furnished, excluding artwork. A turnkey oceanfront home designed for long summers, shoulder seasons and life in the Pines throughout the year.

418 Ocean Walk, Fire Island Pines

$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

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.