West Islip Homes with Pool

Welcome to West Islip, a charming gem nestled in the heart of Suffolk County, New York! This picturesque hamlet offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, young professionals, and retirees alike. With its close proximity to the stunning South Shore beaches, lush parks, and top-notch schools, West Islip is not just a place to live, but a lifestyle to embrace.

One of the most alluring features of West Islip is the array of beautiful homes, many of which come complete with their own private pools. Imagine lounging by your sparkling oasis on a warm summer day, hosting barbecues with friends, or enjoying serene evenings under the stars. Homes with pools in West Islip provide an unparalleled opportunity for relaxation and entertainment, enhancing your outdoor living experience.

The community spirit in West Islip is palpable, with local events, farmers' markets, and recreational activities that bring residents together. Whether you’re exploring the scenic waterfront, indulging in local dining, or participating in community events, you’ll find that West Islip is a place where neighbors become friends.

With its charming neighborhoods, excellent schools, and easy access to New York City, West Islip is truly a hidden treasure in Long Island. If you’re searching for a home where you can create lasting memories while enjoying the luxury of a private pool, look no further than West Islip. Come discover your dream home in this delightful community today!

Newest West Islip Homes with Pool

$689,000

4 Beds ⋅ 2 Baths ⋅ 1031074 MLS

Welcome to this charming split-level home in desirable West Islip, situated on a quiet dead-end street on a spacious 75 x 100 property. This home features four bedrooms, one and a half baths, beautiful hardwood floors, and a spacious lower-level room offering additional living space. The kitchen features new stainless steel appliances and opens to a lovely patio deck overlooking the backyard with an above-ground pool (as is). Additional highlights include natural gas, sewers, and a one-car attached garage. Conveniently located near shopping, transportation, and all that West Islip has to offer.

125 Raleigh Lane, West Islip

$679,999

3 Beds ⋅ 2 Baths ⋅ 1029068 MLS

Don't Miss this Spacious Ranch with Nice Entrance Seating Area by Front Door, Windows Galore letting in Plenty of Natural Sunlight, all Wood Floors, Eat-In Kitchen w/ Big Skylight, Sunken Den w/ Radiant Heat, Super Large Basement, Central Air-Conitioning, In-Ground Sprinklers and Fenced in Yard with 16x32 In-Ground, Salt Water Pool surrounded by Brick Patio! Golden Opportunity!

1621 Madison Avenue, West Islip

$1,025,000

4 Beds ⋅ 4 Baths ⋅ 1028295 MLS

Welcome Home To 859 Pine Avenue, West Islip: A Stunning Contemporary Home Nestled in Rainbow Village, One Of West Islip’s Most Sought-After Neighborhoods! Offering Over 3,300 Square Feet Of Beautiful Living Space, This Remarkable Property Combines Generous Room Proportions With Effortless Daily Function And Ideal Entertaining Options. Step Inside To Discover A Thoughtful Layout Featuring 4 Bedrooms And 3.5 Baths With Expansive Living And Dining Areas, A Bright Kitchen Perfect For Culinary Creations, And Versatile Accommodations That Offer Great Potential For A Guest Or Mother-In-Law Suite. Outside, Your Private 0.35-Acre Retreat Features Low-Maintenance Trex Decking Surrounding An Inviting Swimming Pool, Creating The Ultimate Setup For Summer Relaxation And Outdoor Gatherings. Located Just Minutes From Top-Rated West Islip Schools, Vibrant Local Dining, Shopping, Parks, And Major Highways And The LIRR. Home Offers Many More Features & Benefits; Must See In Person To Appreciate. This Exceptional Residence Is Ready To Welcome Its Next Owners Home!

859 Pine Avenue, West Islip

$865,000

5 Beds ⋅ 3 Baths ⋅ 1029025 MLS

This Colonial Style Home Features 5 Bedrooms, 3 Full Baths, Formal Dining Room, Eat In Kitchen & Den. The information provided is estimated to the best of our abilities at this time.

1133 Patricia Avenue, West Islip

$1,599,900

4 Beds ⋅ 3 Baths ⋅ 1028676 MLS

Welcome to your own waterfront retreat! Perfectly positioned on a scenic canal with water views from both the front and rear of the home, this beautifully updated residence offers the ideal blend of comfort, style, and boating convenience. Inside, you'll find a bright, inviting interior featuring recently updated flooring and fresh paint throughout. The stunning kitchen is designed to impress with white shaker cabinetry, quartz countertops, stainless steel appliances, and an oversized range with double ovens and multiple burners—perfect for everyday living or entertaining. The home offers three spacious bedrooms, primary bedroom has 2 walk in closets, plus a versatile fourth room currently being used as a walk-in closet, providing endless possibilities as a home office, nursery, dressing room, or additional flex space. Cozy up by the fireplace on cooler evenings, or enjoy everything waterfront living has to offer outside. Boaters will appreciate the newer vinyl (navy) bulkhead, private boat lift, and convenient generator hookup for added peace of mind. Whether you're relaxing with your morning coffee while taking in the water views, heading out for a day on the boat, or entertaining family and friends, this canal-front home delivers the lifestyle you've been waiting for. Don't miss this exceptional opportunity to own a move-in-ready waterfront home with modern updates, incredible views, and direct boating access. This house does not require flood insurance.

511 Devon Place, West Islip

$1,799,999

7 Beds ⋅ 5 Baths ⋅ 1026344 MLS

A truly irreplaceable waterfront estate where timeless craftsmanship meets exceptional luxury. Originally built in 1928 and completely reconstructed in 1993/1994, this remarkable 5,700 sq. ft. residence is set on a private half-acre of deep-water waterfront in coveted West Islip, just minutes from Babylon Village & LIRR Main Line station. With incredibly low taxes, flood insurance under $1,500 per year, and grandfathered features that could never be approved under today's zoning, DEC, and New York State regulations, this is a once-in-a-generation offering. Designed for the discerning waterfront lifestyle, the property features a legal detached guest cottage complete with a studio apartment, full bath, washer/dryer, separate electric meter, and private waterfront deck—ideal for guests, extended family, or income-producing opportunities. Boating enthusiasts will appreciate two protected 35-foot boat piers with full pier walls, five oversized boat slips, 40 feet of private beach, deep water directly behind the property, and an unbeatable location just 500 feet from the open Great South Bay—eliminating the long canal runs found at most waterfront homes. Spanning three full levels of beautifully appointed living space, the 16-room main residence offers seven spacious bedrooms and 3.5 baths. Rich architectural details include exquisite original moldings, stunning 5/4 oak flooring, recessed lighting throughout, and meticulously restored circa-1930s light fixtures rewired for modern living. The luxurious primary suite opens through French doors to a private balcony overlooking the heated saltwater Gunite pool and tranquil river. A dramatic second-floor office boasts soaring 15-foot ceilings and sweeping views of the Great South Bay, while the expansive third-floor entertaining level features a custom wet bar, creating the ultimate game room and gathering space. The outdoor living experience is equally spectacular. Reconstructed in 2021, the commercial-grade heated Gunite pool features a saltwater system and is surrounded by an expansive entertaining area with a built-in Jacuzzi, cascading waterfall, river rock wall, and an oversized covered porch designed for effortless indoor-outdoor living. Westerly exposure delivers breathtaking sunset views over the water, while the rare absence of rear neighbors provides exceptional privacy. Recent improvements include Polyglass siding, ductless air conditioning, rebuilt decks and terrace, LED exterior lighting, and a beautifully renovated primary bathroom completed in 2025. Additional highlights include an eight-camera security system, a cobblestone driveway accommodating six vehicles, a two-car-deep garage, and rental income from the guest cottage to help offset carrying costs. Properties of this caliber simply cannot be recreated. Combining historic character, modern luxury, irreplaceable waterfront amenities, extraordinary boating access, and an unrivaled location, this is one of West Islip's most exceptional waterfront estates.

230 W Islip Road, West Islip

$1,699,000

4 Beds ⋅ 3 Baths ⋅ 1019534 MLS

Experience refined living in this stunning expanded ranch, gracefully positioned on a cul-de-sac. Encompassing approximately 4,122 square feet of beautifully designed living space, thoughtfully designed with both elegance and comfort in mind, this exceptional residence offers 4 spacious bedrooms, 3 beautifully appointed full bathrooms, and 3 fireplaces that create warmth and sophistication throughout the home. The well-designed floor plan seamlessly blends inviting living spaces with effortless functionality, making it ideal for both everyday living and upscale entertaining. Additional amenities include a dedicated laundry room, natural gas utilities, and public sewer connection. Step outside to your own private resort-inspired oasis. The beautifully landscaped backyard is centered around a heated saltwater inground pool, offering the perfect setting for relaxing, entertaining guests, or enjoying peaceful outdoor living. Combining timeless style, premium amenities, and an exceptional cul-de-sac location, this remarkable home presents a rare opportunity to enjoy luxury living at its finest.

257 Shadybrook Lane, West Islip

$749,000

8 Beds ⋅ 3 Baths ⋅ 1024498 MLS

Endless potential in the heart of West Islip.. Bring your vision to this enormous 8 bedroom, 3Bath home offering an incredible opportunity for buyers, designers, or investors looking to create their dream home situated in the highly desirable west islip school district, this spacious property offers room for everyone and endless possibilities. Featuring a flexible floor plan with a potential for a mother daughter set up with proper permits, this home is ideal for multi-generational living or those seeking extended living space. Located on a private dead end, parking includes an expanded driveway that can fit multi cars and attached 2 car garage. The property is in need of updating, and is being sold as is, making it a fantastic opportunity for anyone looking to renovate, customize, or invest in one of Long Islands most sort after communities.

381 W 3rd Street, West Islip

$749,990

3 Beds ⋅ 2 Baths ⋅ 1022640 MLS

Welcome to this spacious wide-line Hi-Ranch offering the perfect blend of comfort, functionality, and outdoor living. This well-maintained home features 3 and the possibility of the 4th bedroom, making it ideal for growing households, guests or a home office. The bright and inviting layout includes a large living room, a formal dining room suitable for entertaining, and a comfortable family room that provides additional living space. The home offers 2 beautiful bathrooms, including a private bath adjacent to the primary bedroom. Outside, enjoy your own backyard oasis with an above ground saltwater pool that is a gift and plenty of space for outdoor gatherings. A welcoming circular driveway provides impressive curb appeal and ample parking, complemented by a A 2-car garage and an additional area for vehicles, including dedicated space for a jet ski or other recreational equipment. With its spacious floor plan, outside entrance and plenty of room for additional living set-up, this home is ready to welcome its next owners. Conveniently located near Shopping, Transportation, Fine Dining , Beaches and an easy commute to Manhattan!

1296 Oak Avenue, West Islip

$6,500,000

6 Beds ⋅ 7 Baths ⋅ 936337 MLS

LUXURY WEST ISLIP WATERFRONT LIVING! TIME TO UNVEIL THIS EXCLUSIVE WATERFRONT OPPORTUNITY TO OWN A TURN-KEY 7,000 SQ FT MODERN MANSION WITH A 6 CAR GARAGE. BUILT BY THE RENOWNED GEROLD BROS. PERFECTLY POSITIONED ON .74 ACRE WITHIN THE SOUGHT-AFTER OAK NECK ESTATES.

West Islip

$1,699,088

5 Beds ⋅ 5 Baths ⋅ 995450 MLS

Welcome to a truly exceptional luxury residence, where refined design, expansive living spaces, and advanced smart home technology come together to create a one-of-a-kind lifestyle experience on one of the most sought-after blocks in the area. Designed with both grand-scale entertaining & everyday comfort in mind, this home offers an expansive open-concept 1st floor with seamless flow between multiple living and gathering spaces. From the moment you enter, you are greeted by custom mudroom-style built-ins and a thoughtfully designed layout that opens into a series of beautifully connected living environments. The main level showcases 9.5-inch wide-plank real natural white oak hardwood flooring throughout. The home features three distinct first-floor living areas, allowing for effortless entertaining and flexible living. The primary family room with custom built-ins flows seamlessly into a secondary fireplace living room anchored by a natural gas fireplace and striking quartz feature wall. A spectacular sunroom serves as a true showpiece, offering panoramic windows, soaring ceilings, custom wood slat detailing, and built-in seating—all overlooking the backyard & flooding the home with natural light. At the center of the home is a chef’s kitchen built to the highest standards, designed for both functionality and statement appeal. A dramatic oversized quartz waterfall island with seating for six anchors the space and incorporates a built-in Miele grill & deep fryer, ideal for elevated entertaining. The kitchen is further appointed with a commercial-grade Wolf oven, additional Miele wall oven, built-in Miele coffee and espresso system, Sub-Zero glass refrigerator with Sub-Zero drawer freezers & Cove dishwasher. Brand-new custom cabinetry, a full walk-in pantry, & a butler’s pantry with matching finishes complete this exceptional culinary space. The first floor is thoughtfully designed to accommodate multi-generational living & private guest accommodations. The primary suite offers a private retreat featuring a dedicated sitting room with direct access to the backyard, a spacious walk-in closet & a luxurious en-suite bathroom with radiant heated flooring. In addition, the first level includes a second large bedroom with a brand-new en-suite full bathroom, providing both privacy & convenience. Upstairs, the home continues with real natural hardwood flooring throughout the entire second floor, including a second impressive primary suite with vaulted ceilings, expansive closet space including a walk-in closet, & a newly completed oversized en-suite bath. Additional bedrooms are generously sized, many featuring vaulted ceilings and backyard views, along with a full hallway bathroom. Outdoor living is equally impressive, offering a true resort-style backyard designed for entertaining & relaxation. The expansive main yard features a stunning L-shaped saltwater pool w/ all new equipment & a natural gas heater, surrounded by mature privacy landscaping and generous lawn space. A covered, convertible patio extends the living space outdoors, creating a seamless indoor-outdoor experience ideal for gatherings and events. In addition to the main yard, the property offers a separate oversized side yard, fully fenced & exceptionally private, featuring both patio & grass areas—a highly versatile outdoor space perfect for additional entertaining & recreation. The exterior is further enhanced by in-ground sprinkler systems, custom landscape lighting, two storage sheds & a secondary gated service access area. Built for modern luxury living, the home is fully equipped with fiber-optic backbone wiring throughout and a 5-zone HVAC system with fully integrated smart WiFi controls. Additional features include a formal dining area with custom built-in serving cabinetry and seating, extensive built-in storage throughout, two full-length attic storage areas, a custom 2 car garage, & full generator hookup. Solar Panels are Owned & EV Charger installed.

88 Pace Drive S, West Islip

$649,999

5 Beds ⋅ 2 Baths ⋅ 965759 MLS

14 Willoughby Place in West Islip, is in a desirable South of Montauk Highway location, this 4-5 bedroom Cape Cod-style home sits on an ultra-private cul-de-sac and offers a unique opportunity for multi-generational living. Conveniently positioned just 1.3 miles from the Babylon Village LIRR station and major thoroughfares, this home is ideal for commuters.

14 Willoughby Place, West Islip

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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.