Longwood Homes with Pool

Welcome to Longwood School District, a vibrant and nurturing educational community nestled in the heart of Suffolk County, New York. Renowned for its commitment to academic excellence, Longwood School District serves families in the charming neighborhoods of this picturesque region. With a variety of schools that cater to different age groups, students benefit from a robust curriculum, dedicated teachers, and a wealth of extracurricular activities designed to foster growth and creativity. The district’s focus on innovation and inclusivity ensures that every child receives the support they need to thrive.

For those looking to settle down in this welcoming area, homes with pools are a popular choice among families. Imagine enjoying sunny days lounging by your private pool, creating cherished memories with loved ones, or hosting delightful summer gatherings. The properties in Longwood often feature spacious backyards, perfect for outdoor entertaining or simply basking in the sun.

In addition to the allure of having a pool, residents of Longwood enjoy easy access to local parks, recreational facilities, and a strong sense of community. The area is rich in amenities, including shopping, dining, and entertainment options, making it an ideal place for families to call home.

Whether you’re drawn to the exceptional school district or the appeal of a home with a pool, Longwood offers a unique blend of comfort, convenience, and community spirit. Explore the possibilities of making this enchanting area your new home, where education and leisure come together harmoniously.

Newest Longwood 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

$649,990

3 Beds ⋅ 3 Baths ⋅ 1030258 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bath home, built in 2017 and thoughtfully designed for today’s lifestyle. Featuring an inviting open-concept floor plan, soaring 9-foot ceilings, central air conditioning, beautifully updated floors, and updated bathrooms. This home offers the perfect blend of style and comfort. The spacious primary suite is a private retreat, complete with a large walk-in closet and a beautifully appointed bath. The full basement provides exceptional additional living space and offers excellent extended potential with the proper permits. Step outside to your own backyard oasis! Enjoy summers by the freeform inground swimming pool, entertain guests in the pool house, or relax under the gazebo overlooking the expansive paver patio. The fully fenced, professionally landscaped yard offers privacy and plenty of room for outdoor gatherings. Situated on a quiet dead-end street, this move-in-ready home combines modern construction, exceptional outdoor living, and endless possibilities. Conveniently located near local amenities, this is a rare opportunity you won’t want to miss!

22 Deer Avenue, Middle Island

$775,000

4 Beds ⋅ 3 Baths ⋅ 1027036 MLS

Welcome to this beautifully maintained 4-bedroom, 3-full bath Colonial offering an exceptional combination of space, quality craftsmanship, and thoughtful design. Lovingly cared for over the years, this home features generous room sizes, custom finishes throughout, and an ideal layout for everyday living and entertaining. The heart of the home is the impressive chef's kitchen, complete with an oversized center island, quartz countertops, imported Italian tile backsplash, custom cabinetry with pull-out drawers and specialty storage, a KitchenAid appliance lift cabinet, induction cooktop, double wall ovens, Bosch dishwasher, custom Profile refrigerator, garbage disposal, and a wet bar with kegerator. The open floor plan flows seamlessly into the expansive living and dining areas, creating the perfect setting for gatherings large and small. A cozy den with a wood-burning fireplace insert offers the perfect place to unwind, while custom crown molding and wainscoting add timeless character throughout. Radiant heat, central air conditioning, and a wired speaker system throughout the main level provide comfort and convenience. A first-floor full bath features a spa-style Jacuzzi tub and direct backyard access—ideal for pool days and outdoor entertaining. Upstairs, the oversized primary suite serves as a private retreat with its own wet bar, two large closets, and an ensuite bath featuring a custom vanity with exceptional built-in storage, a bidet, and a luxurious multi-spray shower. An oversized second-floor Maytag washer and dryer add everyday convenience. The finished basement offers even more living space with a bar, cedar closet, newly installed egress window, and endless possibilities for a recreation room, gym, media room, or home office. Step outside to your own backyard oasis featuring a heated saltwater in-ground pool and hot tub (both are being sold "as is"), Trex decking, paver patio and walkways, in-ground sprinklers, a fully fenced and beautifully manicured yard, two storage sheds, and a tiki bar with electric—perfect for summer entertaining. Additional highlights include a two-car garage, 200-amp electric service, and an oversized driveway with parking for up to eight vehicles. Combining quality craftsmanship, incredible entertaining space, and endless potential, this exceptional home offers the perfect opportunity to enjoy today while adding your own personal style for years to come.

35 Scout Trail, Ridge

$998,000

7 Beds ⋅ 4 Baths ⋅ 1027815 MLS

Welcome to an extraordinary custom-built Colonial situated on an exceptionally rare full-acre property, offering an unmatched combination of space, versatility, and lifestyle. Whether you're searching for your forever home, a multi-generational living opportunity, or the perfect property for a business owner, tradesperson, or outdoor enthusiast, this one-of-a-kind residence presents an opportunity rarely found in today's market. From the moment you arrive, you'll appreciate the impressive 200-foot private driveway leading to an expansive parking area accommodating 20+ vehicles, in addition to the attached 1.5 car garage. There's ample room for work trucks, trailers, RVs, campers, boats, and recreational vehicles—making this an exceptional property for contractors, hobbyists, collectors, or anyone who values freedom and flexibility. The thoughtfully designed layout offers generous living space throughout. The first level features three spacious bedrooms, a full bath, direct garage access, and a separate rear entrance—ideal for extended family or a possible mother-daughter configuration with proper permits. Adding even more value is the home's full-footprint oversized basement with 8-foot ceilings and a separate exterior entrance with poured concrete stairs. This expansive lower level provides exceptional storage and endless possibilities for a home theater, gym, recreation room, workshop, office, or additional living space (with proper approvals). The upper level is the heart of the home. Soaring cathedral ceilings enhance the living room, dining room, and kitchen, while skylights and oversized windows flood the space with natural light. The spacious primary suite offers an oversized en-suite bath and abundant closet space, including walk-in closets. Step outside into your own private backyard oasis featuring a spectacular oversized in-ground pool surrounded by nearly 1,500 square feet of premium, like-new paver patio, creating a true country club setting for entertaining or everyday relaxation. A charming wooden gazebo offers endless possibilities as a future pool cabana, outdoor kitchen, entertainment pavilion, or cozy gathering space with an outdoor fireplace. Beyond the pool, the sprawling lawn provides room for virtually every outdoor activity imaginable. Located within the award-winning Longwood Central School District, you'll enjoy outstanding educational opportunities, youth sports leagues, beautiful parks, and an active community. Conveniently close to shopping, dining, major roadways, beaches, and everyday conveniences, this home offers the perfect balance of privacy, accessibility, and exceptional quality of life. Properties offering this much land, parking, recreational space, and versatility are extraordinarily rare. Whether you're envisioning your forever home, accommodating multiple generations, operating a home-based business, or simply enjoying room to grow, this property delivers possibilities few homes can match. Rare. Spacious. Versatile. One of a Kind. A truly exceptional opportunity to own one of the area's most distinctive properties, where extraordinary indoor living, resort-style outdoor amenities, an oversized basement with incredible potential, and an unbeatable location come together to create the lifestyle you've been dreaming of.

241 Middle Island Road, Medford

$799,999

5 Beds ⋅ 4 Baths ⋅ 1026836 MLS

Magnificent updated and expanded Colonial offering 5 bedrooms, 3 full baths, and approximately 2,846 square feet of turnkey luxury. Perfectly designed for multigenerational living or extended family with income potential with proper permits, home features a thoughtfully executed garage conversion with its own private entrance, separate living space, bedroom, full bath with glass stand-up shower, designer finishes, and a secondary kitchen setup ideal for guests, home office, or potential accessory use. Ideally situated mid-block on a flat, oversized lot just shy of three-quarters of an acre backing the serene Pine Barrens and located within the desirable Longwood School District, this property delivers privacy and lifestyle in one exceptional package. The resort-style backyard is an entertainer’s dream with a saltwater in-ground swimming pool, expansive custom paver patio, fully fenced grounds, hot tub, and Trex deck creating the ultimate indoor-outdoor experience. Stunning curb appeal is highlighted by wide-plank horizontal vinyl siding wrapping all four sides and a grand two-story entry that sets the tone for the interior. The first floor features new flooring throughout, an enormous formal living room with custom moldings, recessed lighting, and abundant natural light, and a formal dining room with floor-to-ceiling windows overlooking the backyard, complete with chandelier and elegant wainscoting. The chef’s kitchen is the centerpiece with stunning cabinetry, tile backsplash, stainless steel appliances including Samsung refrigerator and stove, a center island, and a full wall of additional cabinetry with extended countertop space and three tiers of open shelving, offering both function and design, along with ample counter space, recessed lighting, and seamless flow into a second dining area or great room with vaulted ceilings, recessed lighting, and French doors leading to the Trex deck. The second level offers a luxurious primary suite with double-door entry, ceiling fan, and private en-suite bath, along with generously sized additional bedrooms, a spa-like hallway bath, full laundry closet with washer and dryer, vaulted ceilings, and all new flooring. Additional highlights include central air conditioning, in-ground sprinklers, two storage sheds, and an overall layout that blends space, flexibility, and high-end upgrades—this is a rare opportunity to own a true move-in ready home that checks every box for comfort, functionality, and lifestyle.

10 Ramblewood Road, Ridge

$769,999

4 Beds ⋅ 3 Baths ⋅ 1023030 MLS

Nestled in the sought-after Emerald Hill section of Coram, this fully updated Colonial offers the perfect blend of comfort, versatility, and style. Featuring four spacious bedrooms, 2.5 bathrooms, and a two-car garage, this exceptional home provides plenty of room for everyday living, entertaining, or accommodating multiple generations. Inside, gleaming hardwood floors flow throughout the thoughtfully designed interior. The inviting sunken living room is filled with natural light, creating the perfect setting for relaxing or large gatherings. The spacious kitchen is designed for both function and connection, offering rich cabinetry, quality finishes, and ample space for preparing meals and creating lasting memories. Upstairs, the expansive primary suite serves as a private retreat, complete with an ensuite bathroom that offers the perfect balance of comfort and relaxation. Step outside to your own backyard oasis featuring a resort-style pool—ideal for entertaining, summer barbecues, or simply unwinding in a private setting. Combining timeless curb appeal, generous living space, modern updates, and an inviting layout designed for today’s lifestyle, this remarkable Emerald Hill home is a truly exceptional opportunity.

5 Bernice Court, Coram

$629,000

3 Beds ⋅ 3 Baths ⋅ 1017701 MLS

Welcome to this charming ranch nestled on a shy half-acre of property, offering the perfect blend of comfort, space, and opportunity. Designed with everyday living and entertaining in mind, the open-concept kitchen flows seamlessly into a sun-drenched morning room filled with an abundance of windows, creating a bright and inviting space to enjoy your morning coffee or gathering. The spacious living room features beautiful wood floors and a cozy wood-burning stove, providing warmth and character throughout the seasons. This home offers a main level Primary Suite with walk-in shower. Additional 2 bedrooms and main full bathroom, and much more. Step outside to discover a large deck overlooking the gated pool, making the backyard an ideal setting for summer barbecues, celebrations, or simply relaxing in your own private retreat. Offers one car garage with dual driveways. Set on expansive fully fenced grounds with room to enjoy both indoor and outdoor living, this home is ready for its next chapter. Whether you're looking to move right in or add your own personal style and updates, this property offers endless possibilities to make it truly your own. Don't miss the opportunity to create lasting memories in a home with so much potential and space to grow...

23 Flicker Drive, Middle Island

$679,900

4 Beds ⋅ 3 Baths ⋅ 1014051 MLS

Beautiful Blair Colonial featuring a welcoming foyer with wainscoting throughout, leading into a spacious formal dining room and bright formal living room. The eat-in kitchen is lined with white cabinetry, granite countertops, and new stainless-steel appliances, with sliders opening to an expansive backyard retreat. Enjoy a retractable awning, a 16x40 in-ground pool with waterfall (approximately 4 feet deep with an 8-year-old liner), paver patio, pergola, basketball court, and storage shed — an ideal setup for entertaining and outdoor enjoyment. The first floor also offers a cozy den with fireplace, a convenient half bath, and a garage currently converted into a playroom. With sheetrock walls only and the original garage door still in place, it can easily be converted back to its original use. Upstairs features 3 bedrooms and a full bath, including a spacious primary en-suite with three large closets, one being a walk-in, and its own private bath. Situated on over a half-acre of beautifully private property, this home also offers hardwood floors in the foyer, dining room, and staircase, plus an unfinished basement with laundry and ample storage

24 Walnut Street, Coram

$645,000

4 Beds ⋅ 3 Baths ⋅ 1013625 MLS

Welcome to this spacious and inviting 4-bedroom, 3-bathroom home ideally situated on a desirable corner lot on a quiet cul-de-sac in a well-established, diverse neighborhood. Offering exceptional value and endless potential, this property presents a wonderful opportunity to create your dream home while enjoying an impressive list of modern upgrades and sought-after amenities already in place. Step inside to discover soaring 18-foot cathedral ceilings that fill the home with natural light and create a bright, open atmosphere. The cozy fireplace serves as a warm focal point for gatherings and relaxing evenings at home. Fresh paint, new hi-hat lighting, and whole-house central air provide comfort and convenience throughout every season. The spacious primary suite offers a private retreat complete with an en-suite bathroom featuring a stand-up shower and a generous large organizer closet. A beautifully renovated bathroom, just two years young, showcases radiant heated flooring, adding a touch of everyday luxury and comfort during colder months. Outside, enjoy your own backyard oasis featuring a heated in-ground swimming pool, perfect for summer entertaining, household fun, or simply unwinding after a long day. 8 zone in-ground sprinklers help maintain the property's curb appeal with ease. Additional highlights include natural gas heating, a tankless water heater for energy-efficient endless hot water, public sewers, and underground utilities that enhance both convenience and neighborhood aesthetics. The home's smart Leviton electrical monitoring system allows you to track and manage energy usage, helping you stay informed and potentially reduce utility costs. With its generous layout, desirable location, and numerous valuable upgrades, this home offers an outstanding opportunity at an attractive price point. A few cosmetic touches will allow the next owner to personalize the space to their own style and preferences, making this not just a home for today, but a place to grow into and enjoy for years to come. Whether you're looking for more space, modern conveniences, or a forever home with tremendous potential, this property is one you won't want to miss.

1 Lake Placid Court, Coram

$659,999

3 Beds ⋅ 2 Baths ⋅ 1010381 MLS

Magnificent contemporary with resort backyard! Renovated 3-bedroom, 2 full bath home with European finishes throughout. Cathedral ceilings with exposed beams and views from both the formal dining room and kitchen. Renovated in 2020, this home features a kitchen with quartz countertops, tile backsplash and new appliances. First-floor bedroom and full bathroom as well as two second-floor bedrooms, one with a large walk-in closet with custom-built-ins. Both rooms are connected by a generous landing with another full bathroom. Step outside to your own private backyard retreat featuring a in-ground pool with diving board and slide, two stunning pergolas, patio space, mature landscaping, and a peaceful pond setting. Other features include Natural gas, City Sewers, sprinklers, New roof, New siding, new windows, Gas hot water heater, New Central Air. Financed solar panels can be transferred with 25 year warranty to help enjoy reduced energy costs. This home has been thoughtfully updated inside and out.

26 Harford Drive, Coram

$699,000

3 Beds ⋅ 2 Baths ⋅ 1001008 MLS

A beautiful single family house on a huge lot in Coram Estates neighborhood. With: A well-landscaped front yard and well-paved driveway; A fully fenced garden-like backyard with above-ground swimming pool (which has new deck and wood walkway); High-ceilinged Living room with fireplace; A room/or space for home office; Beautiful walk-thru kitchen with dining area; A large formal dining room; A Fully renovated basement with washer and dryer, new boiler, and house water filter. New solar panels. Central A/C. Etc. An An elegant home, relaxing and welcoming for entertaining. A potential mother-daughter home.

10 Meehan Lane, Coram

$899,950

5 Beds ⋅ 4 Baths ⋅ 992697 MLS

Welcome to a rare lakefront opportunity set on 1.28 acres along the shores of Artist Lake in Middle Island—uniquely positioned on a peninsula with water views throughout the home. Offering nearly 4,000 square feet, this 5-bedroom, 3.5-bath colonial provides a combination of space, setting, and potential that’s hard to find on Long Island. The home is filled with natural light and scenic views, creating a peaceful and inviting atmosphere. The main level is designed for both everyday living and entertaining, featuring a spacious living room with south-facing waterviews, a family room with wood-burning fireplace that flows naturally into the kitchen, along with a formal dining area and private office space. The kitchen overlooks the deck and private dock, creating a strong connection to the outdoor setting. Upstairs, the primary bedroom offers its own fireplace and ensuite bath, while four additional bedrooms and a full bath provide plenty of space for guests or flexible use. Step outside to your own backyard retreat with an in-ground pool, pool house complete with a wet bar and full bathroom, expansive grounds, and a 3-car garage—offering both function and versatility. Enjoy direct access to the lake for canoeing, kayaking, and fishing right from your own dock, bringing a relaxed waterfront lifestyle to your doorstep. Whether you’re looking for a full-time residence, a weekend escape, or a potential investment opportunity, this home offers incredible flexibility. Move-in ready and perfect for adding your own personal style, it presents a rare chance to secure a property with acreage, water access, and unmatched potential. Opportunities like this don’t come around often!

1 Lake Drive, Middle Island

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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.