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

$625,000

3 Beds ⋅ 2 Baths ⋅ 1049719 MLS

True Ranch Living with an Outdoor Oasis & Bonus Lower-Level Welcome home to 108 Floyd Road, a beautiful and versatile ranch-style home located in the heart of Shirley, NY. Offering the perfect blend of comfortable single-level living and a backyard designed for ultimate entertainment, this property is a rare find! The main level features a bright, functional layout boasting comfortable bedrooms and a full bathroom. Move easily through the living spaces right out to your private backyard paradise. An Outdoor Oasis Awaits: Step outside into a fully equipped exterior designed for summer fun and crisp autumn nights. Beautiful Inground Pool: Ready for endless summer relaxation. Dedicated Fire Pit Area: Ideal for evening gatherings, roasting marshmallows, and stargazing. Ample Rear Yard: A massive canvas perfect for planting a massive vegetable garden, designing lush landscaping, or setting up a play area. Storage Galore: Features two large outdoor sheds to neatly house all your pool supplies, gardening tools, and seasonal gear. Bonus Finished Lower Level: Double your usable space! The expansive, fully finished lower level features its own private bathroom and two additional multi-purpose rooms. Whether you need a quiet home office, a fitness studio, a guest space, or the ultimate recreation room, this lower level provides the flexibility to fit your lifestyle. A second driveway affords extra parking (camper/trailer/etc).

108 Floyd Road, Shirley

$599,999

3 Beds ⋅ 2 Baths ⋅ 1048075 MLS

Welcome Home, where comfortable indoor living meets a true backyard oasis! Warm and inviting open floor plan featuring a formal dining area, oversized living room and main level primary suite with a full bath. Recessed lighting throughout. A full basement with outside entrance and egress with potential income with proper permits. The backyard is truly where this home shines! Step through your French doors into a backyard designed for entertaining, complete with an inground pool, expansive patio, built in sink, barbecue area, masonry oven- perfect for gatherings or simply relaxing at home. Current rental income is $5700, investor friendly or make this Enchanting Cape Cod your forever home.

466 Auborn Avenue, Shirley

$800,000

3 Beds ⋅ 3 Baths ⋅ 1042746 MLS

Built in 2017 this like new construction will “WOW” you with the meticulously maintained interior and the beautifully landscaped front and back yards with captivating flower beds, lush plantings, sodded front lawn and a country club outdoor setting. This 1,951 square foot colonial style home features 3 bedrooms and 2 1/2 bathrooms, and the warm welcome begins at the covered front porch with Trex decking. Enter into a soaring 2 story foyer flanked with a den and a living room with custom mantled wood burning fireplace and gleaming hardwood floors. A very large dining area has oversized picture windows giving an abundance of light plus sliding glass doors that lead to the sprawling and well-designed Fiberon deck. The incredibly spacious kitchen features an expanded breakfast bar, vast granite countertops, Whirlpool stainless steel appliances and an abundance of cherry cabinets, some with underlighting. A step-in pantry, 1/2 bath, and convenient 1st floor laundry center are adjacent. Upstairs, you will be greeted by a second story landing where a beautiful palladium window enhances the space with tons of daylight. A primary en-suite bedroom is impressive in size with room to expand and encompasses a primary bath with dual vanity, a gorgeous tiled step-in shower, and is completed with an oversized closet with custom built-in shelving. A huge unfinished room off the primary suite gives expansion opportunities for a larger bedroom, home office, nursery, or leave as is for accessible storage. The two additional bedrooms upstairs offer double closet space, and the larger of the two features an alcove. The full bath with extended vanity is spacious and pristine. Providing more space and expansion opportunities is the full unfinished basement complimented by 8-foot insulated ceilings, an outside entrance, 2 egress windows and is pre-plumbed for kitchen and bath. The highlight of the home is the amazing and masterfully designed entertainers’ dream backyard, with professionally designed grounds and superior layout creating the most extraordinary ambiance. The vast decking with room for multiple outdoor seating arrangements, sets the tone to enjoy the 18 x 33 semi in-ground pool, and the impressive "sunken" pavilion with rare architectural details and exquisite stone and paver accents. Within this structure is a full outdoor bar including the benefit of a "swim up" bar. Perfectly situated on a flat .50 acre (100 x 217 deep) the yard has PVC fencing in front and both sides. A natural backdrop offers privacy for the rear yard. A vinyl sided shed (10x14) provides storage close by. Beyond the double Belgium block driveway is a 2-car garage. Loaded with special features and upgrades, more enhancements to the home include; oversized Andersen windows, custom window treatments, crown moldings and church beveled doors throughout, 2 heating zones, indoor oil tank, forced hot air heat, separate 40G hot water heater, crown boiler w/Beckett head, 200 AMP electric, 2 zone CAC, 10 zone in-ground sprinklers, a 3 ring low line septic system, and 2017 pool filter. Each room has HDMI with CAT5 land connections. All perfectly located on a wide street with easy access to major highways, shopping, beaches, and not far from the "Gateway" to the Hamptons and the scenic North Fork. This is a must-see home, not to be missed!

406 Carnation Drive, Shirley

$509,999

3 Beds ⋅ 2 Baths ⋅ 1044873 MLS

Beautifully maintained 3-bedroom, 2-bath home at 8 Halewood Drive in Shirley, offering comfort, functionality, and an inviting backyard oasis. The spacious utility room features ample pantry shelving, a washer and dryer, and convenient storage. The home also features upgraded electrical service with an additional subpanel, a new tankless water heater, and a whole-house generator. The outdoor backyard space is designed for entertaining, featuring an expansive composite deck, a 12-foot above-ground pool with an additional composite pool deck, hot tub, established gardens and mature landscaping with sprinkler system, as well as an enclosed outdoor shower. A 21 foot by 10 foot retractable awning is included. A large detached shed/garage provides excellent storage or workspace. The driveway extends to the rear shed and comfortably accommodates at least four vehicles in the front. The home also includes a basement crawlspace and boarded attic, providing additional storage space. A separate PVC fence encloses the property, offering privacy and security. Some photos have been digitally enhanced to remove clutter.

8 Halewood Drive

$849,000

3 Beds ⋅ 4 Baths ⋅ 1042321 MLS

Live, Work And Thrive In One Exceptional Property!! This One Of A Kind Versatile Property Offers A Unique Opportunity For Those Seeking The Perfect Combination Of Comfortable Residential Living And Dedicated Professional Office Space. The Thoughtfully Designed Layout Provides The Convenience Of Having A Professional Workspace Right On The Property-Ideal For An Entrepreneur, Business Owner, Professional, Or Anyone Looking To Eliminate The Commute While Maintaining A Clear Separation Between Home And Work. The Professional Office Area Offers An Impressive And Functional Setting For Meeting Clients, Conducting Business, Or Operating A Home-Based Professional Practice, While The Residential Portion Provides The Comfort And Privacy Of Home. Situated On William Floyd Pkwy. WIth Convenient Access To Major Roadways, Shopping, Dining, Ocean Beaches, Marinas And Everyday Amenities, This Property Offers Exceptional Flexibility And Potential. Professional Office Includes Two Exam Rooms/Offices, Receptionist/Office/Waiting Room, Full Bathroom, A Separate Dedicated Entrance And Plenty Of Parking. Don't Have A Business-Easily Convert This Space To Additional Bedrooms Or Living Space!! Expanded Home Features Full Formal Dining Room, Updated Eat In Kitchen With Island, Custom Cabinetry, Granite Counters, KitchenAid Stainless Steel Appliances, Gas Cooking, 2 Ovens, Formal Living Room With Vaulted Ceilings, Skylights And Gas Fireplace, Oversized 1st Floor Primary Bedroom With Ensuite Bathroom And Walk In Closet, 2 Large Additional Bedrooms On 2nd Level, Updated Roof, Siding, Andersen 400 Series Windows, Buderis Boiler, Ductless CAC, In Addition This Home's Backyard Is An Entertainers Paradise!!! Lovely Bright And Airy Mahogany & Bamboo Screened In Porch Provides The Entryway To A Huge Paver Patio With Inground Pool, Custom Outside Bar, Outside Bathroom, Tiki Bar, Custom Ipe Decking With Seating, Gas Fire Pit And Gas Tiki Torches, Custom Covered Pavilion, Large Shed, Fully Landscaped Property, Huge 3 Car Attached Garage WIth 2nd Story Loft That Has Endless Possibilities, Full Finished Basement, 2 Driveways, This Immaculate, Custom Home Can Be Yours!!!

283 William Floyd Parkway, Shirley

$545,000

3 Beds ⋅ 2 Baths ⋅ 1041175 MLS

Welcome to 166 Auborn Avenue! This 3-bedroom, 2-bath ranch offers a functional layout with plenty of living and entertaining space. The main level features an open floor plan, eat-in kitchen, first-floor bedrooms and a full bath, while the full finished basement with outside entrance provides valuable flexibility with a separate bedroom and full bathroom. Step directly from the primary bedroom onto the rear deck overlooking the above-ground pool and spacious, fully fenced backyard with in-ground sprinklers—an ideal setup for relaxing, entertaining and enjoying the warmer months. Ask us how projected income may potentially help qualified buyers increase their purchasing power.

166 Auborn Avenue, Shirley

$849,000

5 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

$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

$899,000

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

$750,000

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

$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

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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.