Islip Homes with Pool

Welcome to Islip, New York, where charming neighborhoods meet exceptional educational opportunities! Nestled in the heart of Suffolk County, Islip boasts a vibrant community that is perfect for families seeking a serene suburban lifestyle while enjoying the benefits of top-notch schooling.

The Islip School District is renowned for its commitment to academic excellence and holistic development. With a range of programs tailored to foster creativity, critical thinking, and character building, students thrive in an environment that encourages exploration and growth. The district features several highly-rated elementary, middle, and high schools, providing a comprehensive education that prepares students for future success. From dedicated teachers to innovative curricula, Islip schools are devoted to nurturing the next generation of leaders.

As you explore the real estate options in Islip, you’ll find stunning homes with pools that offer a perfect retreat for relaxation and entertainment. Imagine basking in the sun by your private pool, hosting summer barbecues, or enjoying tranquil evenings under the stars. These homes not only provide a luxurious lifestyle but also create a welcoming space for family gatherings and social events.

Islip is more than just a place to live; it’s a community where families can thrive, children can learn, and memories can be made. With its excellent school district and beautiful homes featuring pools, Islip is truly a hidden gem in New York. Come discover your dream home in this idyllic setting, and experience the perfect blend of education, comfort, and leisure!

Newest Islip Homes with Pool

$799,990

4 Beds ⋅ 3 Baths ⋅ 1048018 MLS

Charming Islip home with an incredible backyard oasis! This beautifully maintained property features gorgeous hardwood floors, a stunning custom kitchen with rich wood cabinetry, granite countertops, stainless steel appliances and oversized center island. Warm architectural details include crown molding, recessed lighting and stylish barn-door accents. The spacious bedrooms offers generous closet space. Outside, enjoy a private, lushly landscaped yard with a sparkling in-ground pool, huge garage, and an expansive paver patio - perfect for entertaining, relaxing and making summer memories. A truly special home in a desirable Islip location! Don't miss your chance to own a truly unique home.

60 Jaycox Avenue, Islip

$749,999

4 Beds ⋅ 2 Baths ⋅ 1047602 MLS

Welcome to 41 Richmond Street, a beautifully updated 4-bedroom, 2-bathroom Hi-Ranch situated on a fully fenced 8,276-square-foot lot in a highly desirable Islip neighborhood. Built in 1967 and offering 1,698 square feet of versatile living space, this property perfectly blends modern interior finishes with fantastic indoor-outdoor functionality. The bright and airy upper level greets you with gleaming hardwood floors, recessed lighting, and abundant natural light that flows seamlessly through the open-concept living and dining areas. The updated eat-in kitchen is designed for both daily life and entertaining, featuring crisp white cabinetry, stainless steel appliances, quartz countertops, and a classic subway tile backsplash. Three generously sized bedrooms and a fully renovated full bathroom with a modern vanity complete the main floor. The lower level significantly expands your living space, showcasing a large den anchored by a classic brick fireplace—ideal for cozying up during the colder months. This level also houses the fourth bedroom and a second full bathroom, offering maximum flexibility for guests, an in-law setup, or a dedicated home office. From the lower level, step outside to your private backyard retreat. The fully fenced yard features a spacious patio with brick accents and an above-ground pool, creating the perfect setting for summer barbecues and relaxation. Complete with central air conditioning, efficient oil heating, and an attached one-car garage, this home delivers comfort and convenience year-round. Conveniently located near schools, local shopping, dining, parks, and major roadways, this turnkey property is ready for you to call it home.

41 Richmond Street, Islip

$2,149,000

8 Beds ⋅ 6 Baths ⋅ 1042189 MLS

Step into a piece of Islip history with this extraordinary 1850s Colonial, a remarkable three-story residence offering approximately 5,145 square feet of living space, 8 bedrooms, 5 full bathrooms, 1 half bath and three separate staircases. Rich in architectural character and thoughtfully updated with modern amenities, this distinctive home beautifully blends historic craftsmanship with contemporary luxury. A grand entryway and sweeping staircase introduce an impressive interior showcasing original details, exposed wood beams, hardwood floors and multiple fireplaces. The formal living room features a wood-burning fireplace, while the chef’s kitchen is appointed with top-of-the-line appliances, a striking 10-foot island, exposed beams and an original fireplace converted to gas. An adjacent pantry and laundry area add convenience. The main level continues with a dramatic family room featuring soaring cathedral ceilings and a gas fireplace, along with a spacious office or optional bedroom with its own fireplace. A custom rear staircase leads to the serene primary suite overlooking the picturesque park-like grounds. The luxurious en-suite bath features a freestanding soaking tub, oversized walk-in shower with multiple body sprays and a custom walk-in closet. Additional bedrooms, full bathrooms and a second laundry area complete the second level. Ascend the home’s original winding staircase to the third story, where additional bedrooms and a spacious recreation room offer exceptional versatility, complemented by abundant closets and a finished storage room. Outside, expansive park-like grounds create a private outdoor oasis highlighted by a beautifully designed, fully fenced heated saltwater in-ground pool. A dedicated pool house/cabana with a changing room and full bathroom enhances the resort-style setting, while an additional shed provides convenient storage. The detached two-car garage is equipped with a Tesla Universal Wall Connector for EV charging. A rare opportunity to experience the history, craftsmanship and architectural character of an 1850s residence beautifully enhanced for modern living in the heart of Islip.

61 Ocean Avenue, Islip

$4,200,000

3 Beds ⋅ 2 Baths ⋅ 1024784 MLS

Rare opportunity to own an oceanfront home with a pool in Seaview. This thoughtfully designed single-level residence offers 3 bedrooms and 2 full bathrooms, with a layout that maximizes the surrounding scenery. Large glass sliders on the ocean side open to a spacious front deck with sweeping water views, while sliders on the rear of the home lead to the private pool area. Positioned on the back side of the home, the pool enjoys a unique design feature that allows for direct sightlines through the house to the ocean, creating a seamless connection between the outdoor living spaces. Whether you're relaxing on the oceanfront deck or enjoying the pool, the home is designed to make the most of its exceptional setting. With one-level living, stunning ocean views, and the rare combination of oceanfront location and private pool, this Seaview property presents an exceptional opportunity in one of Fire Island's most sought-after communities.

59 Gale Avenue, Seaview

$719,000

3 Beds ⋅ 3 Baths ⋅ 999745 MLS

A second opportunity to own this beautiful custom Cape Cod at 1333 Boston Ave in Bay Shore, offering an incredible backyard oasis with an in-ground pool, detached 2-car garage, and peaceful Greenbelt privacy. From the moment you arrive, the inviting curb appeal and charming front porch will capture your attention and the beautifully designed interior and outdoor spaces will truly steal your heart. The main level features a spacious family room with soaring cathedral ceilings and skylights, creating a bright and welcoming space that flows seamlessly into the formal dining room and kitchen. The kitchen offers warm wood cabinetry and stainless-steel appliances, while two additional bedrooms and an updated full bathroom complete the first floor. Upstairs, the spacious primary suite provides a private retreat, featuring a full en-suite bathroom, walk-in closet, and additional space perfect for a vanity, sitting area, or home office. The partially finished basement offers even more versatility, with space for a den, office, home gym, or recreation area. A laundry area, half bathroom, and large storage room complete the lower level. Step outside and discover your own private backyard oasis! The expansive deck overlooks a custom 18' x 36' in-ground pool, creating the perfect setting for summer entertaining, relaxing, and making memories. Greenbelt privacy adds to the peaceful outdoor experience. Additional highlights include an expansive driveway and detached 2-car garage. Recent updates include gas heat (2012), roof and vinyl siding (2014), and garage roof (2025). Move-in ready and thoughtfully designed for year-round enjoyment, this wonderful Cape Cod offers the perfect blend of comfort, charm, privacy, and outdoor living. Don't miss this second opportunity to make this special home your own!

1333 Boston Avenue, Bay Shore

$1,700,000

4 Beds ⋅ 2 Baths ⋅ 986562 MLS

Welcome to 17 Bungalow Walk in the heart of Ocean Beach—where relaxed coastal living meets thoughtful modern updates. Just a short walk from the ferry, village shops, and restaurants, this renovated two-story A-frame offers the ideal Fire Island lifestyle with both convenience and privacy. Let's not forget - most importantly - steps from the bay and the beach! Inside, the home opens up to a bright, airy layout with natural cedar accents, hardwood flooring, and a classic brick fireplace that anchors the main living and dining space. The eat-in kitchen features a casual dining island - perfect for easy entertaining or laid-back beach mornings. The first level offers two generously sized bedrooms along with a full bathroom featuring a sleek, open Euro-style shower and radiant heated pebble flooring—a nice touch after a long beach day. Upstairs, you’ll find two additional bedrooms, each with its own private balcony, along with a well-appointed second bathroom complete with a whirlpool tub. Outdoor living is where this home really shines. A private in-ground pool, expansive sun deck, and outdoor shower create the perfect setup for summer living and hosting. Skylights throughout the home bring in great natural light, and split-unit systems provide efficient heating and cooling in every season. Additional conveniences include a washer, dryer, dishwasher, and refrigerator, making this a true turn-key property. Set on a 50x80 lot (3,920 sq ft), the home offers approximately 1,862 square feet of interior space designed for comfort and functionality. For those thinking investment, this property has a strong rental history and consistently performs during peak season making it an attractive option for both personal use and income potential. Ownership in Ocean Beach comes with added perks. Homeowners may apply for a slip at the marina (waitlist applies), and full-time residents can apply for limited vehicle access permits to the island. Whether you’re looking for a private escape, a reliable income-producing property, or a bit of both, 17 Bungalow Walk delivers.

17 Bungalow Walk, Ocean Beach

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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.