Bay Shore Homes with Pool

Welcome to Bay Shore, a vibrant community nestled in the heart of Suffolk County, New York. Known for its rich history and scenic waterfront, Bay Shore is not just a place to live; it’s a place to thrive. The Bay Shore School District is a cornerstone of this community, offering an exceptional education that prepares students for success. With a commitment to academic excellence and a wide array of extracurricular activities, the district fosters a nurturing environment where children can grow, learn, and explore their potential. Families are drawn to Bay Shore not only for its stellar schools but also for its close-knit community feel and beautiful surroundings.

For those seeking a home with a touch of luxury, Bay Shore offers a stunning selection of properties featuring private pools. Imagine relaxing in your own backyard oasis, enjoying sunny afternoons by the water, or hosting memorable gatherings with friends and family. Homes with pools in Bay Shore range from charming single-family residences to more expansive estates, each providing a unique blend of comfort and style.

Living in Bay Shore means enjoying the best of both worlds: a peaceful suburban atmosphere complemented by easy access to vibrant city life. With beautiful parks, waterfront views, and a variety of shopping and dining options, this area truly has something for everyone. Whether you’re a growing family or looking to retire in comfort, Bay Shore is the perfect place to call home. Discover the allure of Bay Shore and explore the homes with pools that await you in this delightful community!

Newest Bay Shore Homes with Pool

$2,200,000

3 Beds ⋅ 3 Baths ⋅ 1033182 MLS

THE BEST THE PINES HAS TO OFFER. Gorgeous contemporary 2 bedroom, 3 bath offering seamless indoor/outdoor living. Private and luxurious the many amenities include a large heated pool & spacious deck, hot tub, central AC and heat, fireplace, television room that can be converted into a third bedroom & designer furnishings all set in beautifully landscaped gardens.

307 Shady Walk, Fire Island Pines

$5,249,000

5 Beds ⋅ 6 Baths ⋅ 1023765 MLS

Experience coastal luxury at its finest with this exceptional Seaview retreat. Thoughtfully designed with over 3,650 square feet of living space, this stunning modern home offers 5 spacious bedrooms, 4 full bathrooms and 2 half baths, creating the perfect setting for effortless beach living and entertaining. The sun-filled main level welcomes you with soaring 10.5-foot ceilings and an expansive great room anchored by a fireplace and custom built-ins. A chef’s kitchen, appointed with quartz countertops and premium appliances, opens seamlessly to the living and dining areas. While a cozy den, large screened in porch, guest suite, powder room & laundry room complete the first floor. A dramatic 16-foot wall of sliding glass doors extends the living space outdoors to an expansive mahogany deck, where a shaded pergola, fully equipped outdoor kitchen with built-in grill, and a heated 15’ x 25’ saltwater pool create the ultimate backyard oasis. Outdoor shower, cabana storage and half bathroom complete the main deck area. Upstairs, four beautifully appointed bedroom suites provide comfort and privacy, including a spectacular primary suite featuring bay views, a sitting area, spacious his & hers walk-in closets, spa-inspired bath with soaking tub, oversized shower and private water closet. End your day on the rooftop deck, taking in the sunset over the breathtaking 360-degree views of both the Great South Bay and Atlantic Ocean. Only minutes to Seaview’s beloved community amenities; playground, basketball courts, lifeguarded bay beach, kiddie pool, and tennis courts, this remarkable home offers an unparalleled Fire Island lifestyle. A rare opportunity to own one of Seaview’s finest homes. Shown by appointment only.

35 Kelp Avenue, Seaview

$829,999

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 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 living, 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 also. The front of the home features LED soffit lighting and new landscaping. There is a one car garage with rear access door too and electronic key pad opener. Situated on a .25 acre lot there is plenty of space for a pool!

933 Thompson Drive, Bay Shore

$1,999,999

4 Beds ⋅ 4 Baths ⋅ 1031688 MLS

Tucked away on one of Seaview's most desirable streets, and just moments from the beach and a five-minute walk to the Seaview Market, the location offers the perfect balance of privacy and convenience. With 4 bedrooms, 3 full bathrooms and 1/2 powder room, the home features a serene first-floor primary suite with a private ensuite. Three additional bedrooms upstairs provide ample space for family and guests, while a cozy den offers the perfect spot to unwind with a book or enjoy a quiet escape. Outside, you'll find a secluded outdoor oasis complete with a refreshing small pool, ideal for cooling off after a day at the beach or enjoying warm summer evenings under the stars. The home has been updated with numerous recent improvements, including a new roof and skylights (2025), new central air conditioning (2024), new pool liner, heater, and filtration system, a newer stove (2022), and last year two new sliding glass doors with additional windows that fill the home with even more natural light.

43 Ivy Avenue, Seaview

$4,490,000

5 Beds ⋅ 6 Baths ⋅ 1026874 MLS

Incredible New Construction Ocean & Bay View Home with Pool! Welcome to your dream coastal retreat in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home for sale boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Properties of this size and scale are extremely hard to come by on Fire Island. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets from the comfort of your own home, with uninterrupted vistas of the water and surrounding natural beauty. Situated across Bay Walk from a public green space, your unobstructed bay views are protected forever. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach. This is an incredible opportunity to own a one-of-a-kind home in one of the most desirable locations on Fire Island. Don't miss out on the chance to make this brand new construction home for sale in Ocean Bay Park your own private paradise! Sold fully furnished. Affordable flood only $2,939/ Year!

2 Ocean Bay Boulevard, Ocean Bay Park

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 1026332 MLS

Mid-century modernism as seen through the eyes of Horace Gifford. This 3 bedroom, 2.5 bath features all the modern & sophisticated hallmarks of Giffords genius - clean lines, open living space and seamless indoor/outdoor flow. All set in a private garden with large pool and multi purpose decking.

487 Tarpon Walk, Fire Island Pines

$1,199,000

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

$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

$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

$1,750,000

7 Beds ⋅ 8 Baths ⋅ 1017133 MLS

Wisteria is a one-of-a-kind luxury retreat in Cherry Grove, Fire Island, completely rebuilt in 2020. This exceptional property features seven private en-suite bedrooms, including two poolside suites, a stunning open-concept living area with chef’s kitchen, and resort-style amenities throughout. Enjoy a solar-heated pool, meditation garden, covered outdoor dining pavilion, and a separate studio with full bath. The spectacular rooftop deck offers panoramic views from the Atlantic Ocean to the Great South Bay. A rare opportunity to experience the ultimate in Fire Island luxury and privacy

37 Bayview Walk, Cherry Grove

$1,275,000

2 Beds ⋅ 2 Baths ⋅ 1013722 MLS

Perched high and dry on the secondary dune with sensational ocean views this 2 bedroom 2 bathroom mid-century cottage presents an ideal opportunity for first time home buyers. The many amenities include 30'x14' solar heated pool, hot tub, outdoor shower, out door grill & primary bedroom with ensuite bath.

445 Sail Walk, Fire Island Pines

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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.