Shirley Homes with Pool

Welcome to Shirley, New York, a charming community nestled in the heart of Suffolk County. This vibrant town offers a unique blend of suburban tranquility and convenient access to the bustling lifestyle of Long Island. Known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community, Shirley is the perfect place for families, young professionals, and retirees alike.

One of the standout features of homes in Shirley is the availability of properties with private pools. Imagine stepping into your backyard oasis on a warm summer day, where the shimmering waters of your pool invite you to relax and unwind. Whether you're hosting a barbecue with friends or enjoying a quiet evening under the stars, having a pool enhances your outdoor living experience and adds a touch of luxury to your home.

Shirley is also well-equipped with essential amenities, including schools, parks, shopping centers, and recreational facilities. Families will appreciate the highly-rated educational institutions, while outdoor enthusiasts will love the nearby parks and nature trails that offer ample opportunities for hiking, biking, and exploring the beautiful surroundings.

With its convenient location just a short drive from the stunning beaches of the South Shore and easy access to major highways, Shirley strikes the perfect balance between serene living and urban convenience. Discover the charm of Shirley and find your dream home with a pool, where you can create lasting memories and enjoy the best of Long Island living. Come explore this hidden gem today!

Newest Shirley Homes with Pool

$659,000

3 Beds ⋅ 2 Baths ⋅ 1030459 MLS

COMING SOON!!! Professional pictures to come!! This charming single-family home is set on a spacious half-acre property in the heart of Shirley. Offering approximately 1,440 square feet of living space, this 3-bedroom, 1.5 bath residence provides a comfortable layout with plenty of room for everyday living and entertaining. The expansive backyard offers endless possibilities for outdoor enjoyment with an above-ground, a large yard that can accomodate gardening, recreation, and future enhancements. Whether you're a first-time homebuyer, looking to rightsize, or searching for an investment opportunity, this property combines space, privacy, and potential. Conveniently located near shopping, restaurants, schools, parks, beach with bridge access to the Fire Island National Seashore, train station and major roadways, this home provides easy access to everything the area has to offer while maintaining the tranquility of a residential neighborhood. Don't miss the opportunity to make this property your own.

565 Starlight Drive, Shirley

$919,000

4 Beds ⋅ 4 Baths ⋅ 988791 MLS

Located in the desirable Woodland Estates section of Shirley, this beautifully updated 5-bedroom, 3½-bath corner property is situated on an expansive 0.8-acre lot and offers an open floor plan with cathedral ceilings, hardwood and ceramic tile flooring, recessed lighting, a wood-burning fireplace, and central air conditioning. The eat-in kitchen features designer cabinetry, granite countertops, stainless steel appliances, and opens seamlessly to the main living areas, while a formal dining room adds to the home's functional layout. A full finished basement with an outside entrance provides a large recreation area and ample storage. Outside, enjoy a beautifully maintained backyard with a spacious deck, BBQ area, and large in-ground pool. Additional features include a fully insulated two-car garage currently being used as a game room with an electric vehicle charging hookup, a newly expanded driveway, and quality updates throughout, making this exceptional home move-in ready.

12 Deer Path, Shirley

$589,000

3 Beds ⋅ 3 Baths ⋅ 1024526 MLS

Welcome to this beautifully maintained 3 bedroom, 3 bathroom home nestled in a desirable neighborhood of Shirley. From the moment you enter, you’ll be impressed by the soaring cathedral ceilings and abundant natural light that fills the home, creating a bright and inviting atmosphere. The spacious second floor loft offers endless possibilities as a family room, media room, home office, or play area. The fully finished walkout basement provides exceptional additional living space and is ideal for extended family or guests. Step outside to enjoy a generously sized yard, perfect for entertaining or relaxing. Best of all, this home is not located in a flood zone, so flood insurance is not required. Don’t miss this wonderful opportunity to own a spacious and versatile home close to parks, beaches, shopping, and major roadways.

4 Golden Gate Lane, Shirley

$549,000

3 Beds ⋅ 2 Baths ⋅ 1013152 MLS

Welcome to 35 Corbin Avenue in Shirley’s desirable Tangiers section — a lovingly maintained ranch-style home offered by its original owner. Set on a quiet, tree-lined street just off Pinetop Drive, this spacious 3-bedroom, 2-bath residence offers comfort, charm, and an exceptional opportunity to make it your own. With approximately 1,792 square feet of living space, this home features a flexible layout designed for everyday living and entertaining. Inside, you’ll find an eat-in kitchen, formal dining room, and a comfortable den with a wood-burning fireplace and access to the backyard, creating the perfect setting for cozy nights at home. Hardwood and carpet flooring add warmth throughout, while the primary suite includes its own private bath for added convenience. Additional highlights include a full partially finished basement with laundry, an unfinished attic for storage, split unit central air conditioning, oil heat, and a private driveway. Step outside to enjoy the backyard retreat, complete with a deck, porch, fenced yard, and an above-ground pool — ideal for summer entertaining, relaxing weekends, or creating your own outdoor oasis. Situated east of the Carmans River and the Wertheim National Wildlife Refuge, this property offers a peaceful setting while still being close to Smith Point Beach, major roadways, local amenities, and schools in the William Floyd School District. If you’ve been searching for a home with solid bones, generous space, and incredible potential in a sought-after location, 35 Corbin Avenue is one you won’t want to miss. Sold in "As Is" condition.

35 Corbin Avenue, Shirley

$619,999

3 Beds ⋅ 2 Baths ⋅ 1017197 MLS

Welcome to 138 River Road, Shirley – a beautifully maintained stucco ranch offering the perfect blend of comfort, style, and entertainment. This thoughtfully designed home features 3 spacious bedrooms and 2 full bathrooms, with every room showcasing its own unique character through custom accent walls and generous closet space. Inside opens to an inviting open-concept floor plan highlighted by a cozy gas fireplace, creating the perfect atmosphere for relaxing or entertaining guests. The heart of the home is the chef-inspired kitchen, complete with a large center island, granite countertops, built-in gas cooktop with overhead vent, stainless steel appliances, stylish backsplash, and soft-close cabinetry. Ceramic tile flooring flows throughout the main living areas, while the bedrooms feature attractive vinyl flooring. Crown molding adds an elegant touch throughout the home. The first-floor bathroom boasts soaring ceilings and a skylight, filling the space with natural light. Convenient interior access leads to the expansive finished basement, offering endless possibilities with a spacious open layout, built-in bar, and second full bathroom—perfect for entertaining, a recreation room, home office, or guest space. Additional features include central air conditioning, gas heat, and numerous updates throughout. Outside you’ll enjoy your private backyard retreat. Relax on the Trex deck or spend your summers enjoying the saltwater in-ground pool featuring a brand-new liner and timer system. The front porch provides the perfect place to enjoy your morning coffee while taking in the peaceful surroundings. Conveniently located just minutes from Smith Point Beach, one of Long Island’s premier oceanfront destinations, where you can enjoy sandy beaches, fishing, boating, surfing, camping, and breathtaking sunrises over the Atlantic Ocean. Commuters will appreciate easy access to Sunrise Highway, William Floyd Parkway, and the Long Island Expressway, making travel throughout Long Island simple and convenient. The nearby Long Island Rail Road station provides access to New York City, with Times Square reachable in approximately 90 minutes. Shirley offers an exceptional lifestyle with nearby parks, marinas, golf courses, nature preserves, waterfront dining, local shopping centers, fitness facilities, and year-round recreational activities. Outdoor enthusiasts will appreciate proximity to Wertheim National Wildlife Refuge, Smith Point County Park, Forge River boating opportunities, and the Great South Bay. Whether you’re looking for a year-round residence or the perfect place to entertain family and friends, this home offers an incredible combination of location, amenities, and lifestyle. Don’t miss the opportunity to make this beautiful Shirley home your own.

138 River Road, Shirley

$849,500

3 Beds ⋅ 4 Baths ⋅ 1004226 MLS

Your Dream Home Awaits!! Custom Ranch Renovated And Meticulously Maintained, 42 Revilo Avenue Leaves Nothing To Be Desired! This Home Can Be Your Private Retreat Or An Entertainers Dream, Conveniently Located On A Quiet Residential Street But Just Minutes From Major Highways, Public Transportation, Ocean Beaches, Shopping, Restaurants, Marinas And Parks. Features 3 Generously Sized Bedrooms, Including A Primary Bedroom With Ensuite Bathroom And Custom Closets, 3 Additional Bathrooms, Fully Renovated Chef's Kitchen With Quartz Counters, Cooktop, Wall Oven, Kitchen Island, Thermador Appliances, Wine Cooler, Dining Room, Living Room WIth Fireplace, Den, Hardwood Floors Throughout, Laundry Room. Finished Lower Level Includes Gym Space, Office, Full Bathroom, Separate Entrance With Additional Space To Provide Endless Possibilities! Relax On Covered Front Porch In A Gated Over Half Acre Lot!, Detached, Heated/Cooled 3 Car Garage Can Be Additional Entertaining Space Or A Car Lovers Dream That Can Accommodate Lifts. Professional Landscaping, Paver Walkways, Paver Patios And Professional Landscape Lighting Featured Throughout The Property, A Large, Expansive Rear Mahogany Deck Is The Gateway to A Backyard Paradise Including A 20 x 40 Heated Saltwater Inground Pool, Outdoor and Indoor Kitchen, Dining/Living Area With A Full Bar, Pool Cabana, Bathroom, Outdoor Shower, Hot Tub, Gas Fire Pit. This One Of A Kind Home WIth High End Luxuries And Quality Workmanship Can Be Yours!!

42 Revilo Avenue, Shirley

$850,000

8 Beds ⋅ 3 Baths ⋅ 1001013 MLS

Expanded and versatile 8-bedroom, 3-bath home offering endless possibilities for extended family living or investment potential! Designed with a layout similar to a duplex this unique property features spacious living areas, beautiful wood floors, and gas cooking. This home was built with truss construction, giving you incredible flexibility to reimagine the layout and customize the floor plan to fit your needs. Whether you want open-concept living, expanded bedrooms, or a completely new flow, the possibilities are endless. The oversized primary bedroom offers a full-size hot tub, brand new updated bathroom creating a private retreat right at home. A full basement 12ft ceilings with 2 separate entrance provides exceptional storage and future potential. Generous room sizes, flexible floor plan, and ample space throughout make this property truly one of a kind. Conveniently located near shopping, transportation, parks, and major roadways. A 3 car detached garage ample storage and work space.Property being sold as-is Incredible opportunity with unlimited potential!

46 Brushwood Drive, Shirley

$780,000

3 Beds ⋅ 3 Baths ⋅ 998290 MLS

This beautiful and expansive 2,500 sqft 3 bedroom, 3 bath Farm Ranch blends luxury, comfort, and coastal inspired living with tasteful nautical and beach style design throughout. Features include a custom chef’s kitchen with gourmet appliances and granite countertops, a spacious primary suite with a brand new spa like bath and walk-in closet, central vacuum, and a formal dining room with recessed lighting. The oversized family room with fireplace overlooks a true backyard paradise featuring a heated in-ground pool, hot tub, large Trex deck, and custom surround sound system. Conveniently located near beaches, parks, shopping and dining.

48 Westwood Drive, Shirley

$590,000

3 Beds ⋅ 1 Baths ⋅ 978553 MLS

Charming 3-bedroom Cape featuring an open floor plan filled with abundant natural light. Perfect for entertaining, the home boasts a spacious three-season room with a built-in bar, ideal for gatherings year-round. Cozy up by the beautiful stone fireplace during the winter months or enjoy evenings outdoors by the backyard firepit. The serene backyard offers a peaceful retreat with a koi pond and soothing waterfall sounds, all within a fully fenced yard equipped with convenient key fob–operated mechanical gates. Ideally located just minutes from the ocean, with easy access to local wineries and the Hamptons. A nearby splash park adds to the appeal of this delightful home.

33 Manor Drive, Shirley

$750,000

5 Beds ⋅ 3 Baths ⋅ 979189 MLS

Welcome to this spacious and versatile home set on an oversized .44 acre lot just minutes from the Long Island Expressway for easy commuting. This 5 bedroom, 3 full bath home offers the perfect blend of space, comfort, and functionality. Step inside to a bright and airy living room featuring soaring ceilings, exposed beams, and skylights that fill the space with natural light. The home offers an eat-in kitchen with a center island, stainless steel appliances, and ample cabinet space perfect for everyday living and entertaining. A formal dining room provides the ideal setting for gatherings and special occasions. The home features generously sized bedrooms, including multiple large living areas that offer flexibility for extended family, guests, or a home office setup. Updated bathrooms include modern vanities and a beautifully tiled walk-in shower. Additional highlights include central air, forced hot air heating, and a RainSoft water filtration system throughout the entire home. The layout offers a unique and open feel with great natural light in every room. Step outside to your expansive backyard featuring an in-ground pool, patio space, and plenty of room for entertaining, relaxing, or creating your own outdoor oasis. The large driveway and attached garage provide ample parking. This home offers space, character, and convenience all in one. Don’t miss this opportunity to own a unique property with endless potential.

528 Lockwood Drive, Shirley

$594,600

4 Beds ⋅ 3 Baths ⋅ 971769 MLS

Cape cod with views of Great South Bay, amazing sunsets, hardwood floors, custom fenced in front and side yards, w. tall decorative grasses pines, and paved walkways outdoor shower and oasis like large back yard with decking pavers fruit trees, pool and spa hot-tub. Outdoor TV set pergolas, sheds and plenty of seating. double gated driveway, and additional off street parking. Expansive open kitchen with large butcher block island, stainless appliance and vented hood for gourmet stove. Recessed lighting chandeliers and ceiling fans, tiled sunken livingroom w. 8' sliding door cathedral beamed ceiling. Separate laundry and storage room. dining or additional living area, two bedrooms and a Moroccan and Carrara marble tiled main bathroom finish the first floor. Upstairs features 2 equal sized bedrooms either can be a master, and a marble and subway tiled bathroom, both bedrooms have large Velux roof windows that fully open offering amazing views of the great south bay. The attached garage was converted to living space and permitted as a Income producing legal accessory apartment, a 32'x14' studio features fully tiled floor a kitchen with stainless appliances, kitchen butcher block island, Slate tile bathroom, private fenced in yard with pavers and decking outdoor power and water. Close to Wertheim National Wildlife Refuge, and less than a mile to SmithPoint Beach. Major renovations include: 2018 New Fencing, New Windows & Door, Accessory apartment kitchen 2019 Ceiling fans and updated wiring & upgraded insulation 2020 Pool Hot-tub walkway Pavers and decking, driveway, & off street parking 2021 Central air, Heat pump, Velux roof windows 2025 New Sliding patio door, addition to kitchen.

79 Grandview Drive, Shirley

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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.