Longwood Homes with Pool Community Features

Longwood Homes with Pool Community Features

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! This charming city is known for its picturesque landscapes, friendly neighborhoods, and vibrant community spirit. With its rich history and modern amenities, Longwood offers the perfect blend of small-town charm and urban convenience.

As you explore Longwood, you’ll discover a variety of parks, recreational facilities, and scenic trails, making it an ideal destination for outdoor enthusiasts. The city is also home to excellent schools, shopping centers, and dining options, ensuring that residents have everything they need right at their fingertips.

For those seeking a home that embodies the Florida lifestyle, Longwood boasts an impressive selection of homes with pool community features. Imagine stepping outside your back door to your own private oasis, where you can relax by the poolside, entertain friends, or enjoy a refreshing swim on a warm sunny day. These homes are designed for comfort and leisure, providing the ultimate retreat after a busy day.

Living in a pool community not only enhances your lifestyle but also fosters a sense of community among neighbors. With shared amenities such as clubhouses, playgrounds, and landscaped gardens, residents often find themselves engaging in social activities and forming lasting friendships.

Whether you’re raising a family, retiring, or looking for the perfect investment opportunity, Longwood’s homes with pool community features offer an unparalleled living experience. Come and discover the warmth and charm of Longwood, where your dream home awaits!

Newest Longwood Homes with Pool Community Features

2 Beds ⋅ 3 Baths ⋅ O6441821 MLS ⋅ 8105 BLDG.

Beautifully updated first-floor 2-bedroom, 2.5-bath condo in the desirable Clubside at Sabal Point community, ideally located in the Wekiva Springs area of Longwood! This spacious split-bedroom floor plan features TWO oversized primary suites, each offering a private bath, large walk-in closet, additional vanity, and linen closet—perfect for comfortable living, roommates, guests, or a home office arrangement. The open-concept living and dining area provides an abundance of living space and flows seamlessly to a large screened-in patio, creating the perfect spot to relax or entertain. The spacious kitchen offers plenty of cabinet and counter space, an eat-in area, pantry, additional storage shelving, and convenient storage near the entry. Recent updates include beautiful hardwood-style flooring in both bedrooms, new bathroom vanities, and tile flooring in the bathrooms. The main living areas feature easy-care tile flooring, and there is no carpet in the home. A convenient half bath is located near the entry for guests, while the oversized utility room provides additional storage and laundry space. Clubside at Sabal Point offers an excellent array of amenities, including a community pool, clubhouse, fitness center, tennis courts, and car wash area. Enjoy an unbeatable Longwood location just off Wekiva Springs Road and close to Wekiva Springs, Publix, shopping, restaurants, entertainment, and major roadways including I-4. Located in the sought-after Sabal Point area, this condo combines spacious living, desirable updates, and a fantastic location. A great opportunity for a homeowner or investor looking for a spacious, move-in-ready condo in one of Longwood's most convenient areas. Schedule your showing today!

8105 Olympia Ct, Longwood

3 Beds ⋅ 3 Baths ⋅ O6439577 MLS ⋅ . BLDG.

Nestled in the desirable Governor's Point Community of Longwood, this beautifully updated three bedroom, two and 1/2 bath, split plan townhome offers the perfect blend of comfort, style and low maintenance living. Boasting an oversized primary suite with fully updated en-suite downstairs, along with a large great room, updated eat in kitchen and guest bath. Upstairs are two more generous bedrooms with another fully updated bathroom. Plenty of room for guests, home office or whatever you choose. Don't miss this opportunity to own a truly beautiful townhome in one of Longwood's most sought-after communities. Enjoy an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! All of this and a one year 2-10 buyers home warranty paid for by the seller! SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

391 Winchester Place, Longwood

4 Beds ⋅ 3 Baths ⋅ O6439484 MLS

Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, Longwood

2 Beds ⋅ 3 Baths ⋅ O6439893 MLS ⋅ 7306 BLDG.

Welcome to resort living in the beautiful Clubside community of Sabal Point! This condominium has an excellent floorplan that needs to be seen, there are 2 spacious primary bedrooms with nice attached bathrooms and large closets on either side of the common area, a half bathroom for your guests as well as a full size washer and dryer in the home! The kitchen is well designed and spacious, bring a table and have your coffee overlooking nature from the large kitchen window! This home is on the top floor with the best views and the most privacy, the nice screened porch is ready for relaxing!!! This Sabal Point home is conveniently located to Maitland Center, Lake Mary, Heathrow and Orlando, great shopping and all area attractions and beaches!!! This condominium is in a great location that is near a park with a nice playground as well as a sport court, another park is close by that features ball fields, swings and play equipment.. Sabal Point is an upscale community in Natural Seminole County! The school choices are all excellent; Highly acclaimed Lyman High School, Rock Lake Middle School, Sabal Point Elementary School(very close by), Pace Brantley and Forest Lake Academy!!

7306 Olympia Court Unit 7306, Longwood

3 Beds ⋅ 3 Baths ⋅ V4951163 MLS ⋅ 00 BLDG.

Rare opportunity to own this new (built in 2022) fully updated, gated, lakefront townhome on skiable Lake Wildmere! These don't come up very often! Low HOA, low utility costs, low insurance! HOA maintains the exterior and ground so you don't have to. Tons of upgrades including Quartz countertops in Kitchen and Master Bathroom, all new faucets, fixtures, fans, with high efficiency windows, 10 foot ceilings, and an open, spacious layout! Rare 2 car garage where most townhomes have 1 car garage. Small community neighborhood with just one street and cul de sac! Tons of nature and wildlife to enjoy including all types of birds, otters, turtles and more! Don't miss your opportunity to grab this move in ready home! Shows like a model home! Home is under audio video surveillance. Listing Agent is the owner.

937 Grand Wildmere Cove, Longwood

2 Beds ⋅ 2 Baths ⋅ O6438332 MLS ⋅ 196 BLDG.

Welcome home to the increasingly sought-after community of San Marco Villas in Longwood! This property features some beautiful finishing's, including Newer LUXURY VINYL PLANK FLOORING throughout (NO carpet in the property), Newer cabinetry, Newer GRANITE MARBLE COUNTERTOPS, Newer STAINLESS-STEEL APPLIANCES and Newer lighting PLUS Newer fixtures throughout. (Seller will be having repairs in both bathrooms completed once vacant). Downstairs features an open concept living area with a MASSIVE amount of NATURAL LIGHTING, WOOD BURNING FIREPLACE, vaulted ceilings and has a beautiful WHITE STONE ENCLOSURE extending to the open kitchen and upgraded dining room. There's also an UPDATED second bedroom with bathroom. The upstairs primary suite is updated to the highest standards. The sparkling Newer master bathroom has a light and airy feel. Enjoy your screened in PRIVATE lanai, perfect for entertaining family and friends in your luxurious outdoor living space oasis. NEW WOOD FLOORING Installed in Lanali (2025) You can head over to the community pool as an option as well. This property is located within minutes of Wekiwa Springs, lots of shopping, multiple restaurants, top rated schools and Interstate 4.

196 W Sabal Palm Place Unit 196, Longwood

3 Beds ⋅ 3 Baths ⋅ O6435091 MLS ⋅ 2184 BLDG.

Welcome to The Springs! This beautiful 3-bedroom, 3-bathroom condo is ideally located in one of the community’s most desirable areas. Surrounded by nature and nestled among the trees, this home has a true treehouse feel, offering a peaceful and private setting with beautiful views of the surrounding greenery, tennis courts, and The Springs from the living room and porch. Meticulously maintained, this home is bright, inviting, and thoughtfully designed, with an abundance of natural light throughout. High ceilings and an open-concept floor plan create a warm and spacious atmosphere, perfect for relaxing or entertaining. There is plenty of storage space throughout the home, making it easy to keep everything organized. A wood-burning fireplace adds a cozy touch during the cooler months. The oversized primary suite is tucked away in a private loft on the second floor and features beautiful wooded views, creating a peaceful and serene retreat. The spacious bathroom includes a walk-in closet, separate shower and soaking tub, and dual vanities. The second bedroom is also located upstairs and has its own private bathroom with a shower/tub combination. The third bedroom is conveniently located on the first floor and includes its own private bathroom with a shower. Additional features include plantation shutters, a convenient laundry area just off the kitchen, a one-car garage, and additional storage space conveniently located next to the garage. The home also features a newer A/C system installed in July 2024, new plumbing in April 2026, and a new water heater in April 2026. Enjoy the best of The Springs lifestyle with the river, community pool, tennis and pickleball courts, playground, and basketball courts all just steps from your door. With its elevated setting among the trees, peaceful surroundings, meticulous upkeep, and incredible location, this home truly feels like your own private treehouse retreat—while still being close to all the amenities of The Springs. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!

2184 Woodbridge Road Unit 2184, Longwood

5 Beds ⋅ 6 Baths ⋅ O6436456 MLS

Virtually Staged. A bespoke Dave Brewer masterpiece in Alaqua lakes — where exceptional architecture, refined craftsmanship and extraordinary indoor-outdoor living converge. This distinguished custom residence offers five ensuite bedrooms, six baths and a dedicated office that can easily transition to a sixth bedroom, creating an exceptional blend of elegance, comfort and versatility. A brand-new roof further enhances the home's appeal and peace of mind. Created with sophisticated entertaining in mind, the residence unfolds into an extraordinary outdoor retreat. The custom architectural screened lanai is a true extension of the home, featuring a resort-style pool and spa, a full summer kitchen, generous gathering spaces and surrounding misting fans for effortless comfort. A private putting green adds a distinctive touch, framed by natural-gas tiki torches that create an unforgettable ambiance after sunset. At the edge of the lanai, a beautifully positioned fire pit invites intimate evenings while overlooking sweeping golf course vistas and tranquil water views. Inside, the gourmet kitchen was completely reimagined in 2021 and showcases a gas range with professional exhaust, a built-in oven, a steam oven, a microwave and a dedicated ice maker. The expansive family room is enhanced by automated shades programmed on timers, seamlessly combining convenience with sophisticated design. Thoughtfully engineered for efficiency and comfort, the home features two zoned HVAC systems, allowing individual areas to be conditioned according to daily use. Set within the prestigious guard-gated community of Alaqua Lakes, residents enjoy an exceptional collection of amenities, including a resort-style pool, a wading pool, five clay Har-Tru tennis courts with two full-time pros available for lessons, a basketball court, a playground, a sand volleyball court and a multi-purpose field. The community's lush natural surroundings and picturesque lakes provide a serene backdrop, while the Tom Fazio-designed golf course creates a coveted setting for this exceptional residence. A truly remarkable custom home offering elevated Florida living, extraordinary entertaining spaces and a level of privacy, craftsmanship and design rarely found in Alaqua Lakes.

3355 Lakeview Oaks Drive, Longwood

2 Beds ⋅ 2 Baths ⋅ O6429719 MLS ⋅ 304 BLDG.

Behind the guarded gates of The Springs in Longwood, this 2-bedroom, 2-bath townhouse backs onto a private, spring-fed nature preserve most buyers only see in brochures. The 1,872-square-foot single-story home sits on a cul-de-sac lot and includes an oversized 2-car garage with epoxy flooring, built in 1974, with a brand-new 2026 roof. Skylights bring natural light into the kitchen, finished with granite counters, newer cabinets, a stainless range hood, and a new microwave. The great room stretches 30x16 under a vaulted ceiling, anchored by a double-sided stone wood-burning fireplace shared with the separate dining room, and French doors open straight to the fenced rear yard. The primary suite was expanded from its original 18x11 footprint to an 18x16 flex layout, with its own vaulted ceiling and a private walk-out to the enclosed yard. Hardwood flooring runs throughout. The Springs itself is the draw: 24-hour gated and guarded, with a private beach, natural spring, walking trails, tennis courts, a clubhouse, RV/boat storage, and horse stables. I-4 and downtown Orlando are minutes away, in the Seminole County school district.

304 Fox Squirrel Lane, Longwood

2 Beds ⋅ 2 Baths ⋅ O6435460 MLS ⋅ B BLDG.

WELCOME TO THE SPRINGS — WHERE HOME FEELS LIKE A LIFESTYLE. Some communities offer amenities. The Springs offers an experience. Tucked within one of Longwood's most established and sought-after guard-gated communities, this spacious second-floor 2-bedroom, 2-bath condominium at 203 Crown Oaks Way puts you in the heart of a remarkable Central Florida lifestyle surrounded by mature trees, natural beauty and an abundance of recreational opportunities. Inside, soaring vaulted ceilings and expansive windows bring an inviting sense of volume and natural light to the living space. The open living and dining areas provide a comfortable setting for everyday living or entertaining, while the screened, tiled balcony offers a peaceful place to enjoy your morning coffee or unwind among the surrounding greenery. Two generously sized bedrooms, two full baths, indoor laundry and an abundance of storage add everyday convenience. A stainless-steel appliance package and well-maintained interior make this a home you can enjoy while adding your own personal touches. But the real magic begins beyond your front door. Residents of The Springs enjoy an extraordinary private community lifestyle centered around nature, recreation and connection. Take a refreshing swim in the community's beautiful natural spring and enjoy the private spring-fed beach area, relax at the pools, challenge friends to a game of tennis or pickleball, shoot hoops on the basketball court, work out in the fitness center, or simply explore the community's scenic trails and preserved natural surroundings. The community also features a clubhouse, playgrounds, horse stables and additional recreational facilities, creating an environment where there's always another way to spend the day. And there's a genuine sense of security here. The Springs is a private, established, guard-gated community with 24-hour security, providing an added level of privacy and peace of mind that is increasingly difficult to find. Equally compelling is the location. From this peaceful, tree-lined setting, you're remarkably close to the everyday conveniences of Longwood and the greater Seminole County area, with shopping, restaurants and services nearby and easy access to I-4 and SR 434. That means you can enjoy a quiet, nature-filled community at home without giving up convenient access to the greater Orlando area. This is more than a condominium. It's an opportunity to own a piece of The Springs—an established Central Florida community where natural beauty, recreation, security and location come together in a way that few communities can match. Come experience 203 Crown Oaks Way and discover why life in The Springs is something special. Call me today to set up a private showing.

203 Crown Oaks Way Unit 203, Longwood

3 Beds ⋅ 2 Baths ⋅ O6434014 MLS ⋅ 419 BLDG.

Welcome home to this charming 3-bedroom, 2-bathroom end-unit townhome offering over 1,200 square feet of warm, family-friendly living space in Longwood's highly sought-after Governors Point community within top-rated Seminole County. Tucked away on a desirable end lot, this home greets you with manicured landscaping and a private attached garage before stepping into an expansive main living area. Inside, dramatic vaulted ceilings, twin dual-level ceiling fans, rich dark wood flooring, and a sunlit skylight immediately capture your eye. A cozy tiled corner fireplace forms a warm focal point, while large sliding glass doors open directly to the outdoor living area. Designed for seamless entertaining, the open living room connects effortlessly to a fully equipped kitchen featuring rich wood cabinetry, stainless steel appliances, a mosaic tile backsplash, and a wet bar island complete with a built-in wine cooler, overhead glass rack, and breakfast bar seating. The main suite serves as a quiet sanctuary with soaring vaulted ceilings, dark wood floors, private sliding glass door access to the screened porch, and an en-suite bathroom highlighted by a dark granite vanity and a walk-in shower wrapped in custom marble-look tile with frameless glass doors. Each bedroom includes ceiling fans, dark wood floors, and custom closet organizers with built-in shelving, including double French doors on one room for flexible use as an office, nursery, or playroom. The hall bathroom features a sleek glass vanity countertop, modern vessel sink, and tub/shower combination. Step outside to enjoy a private, fully screened back porch equipped with a ceiling fan and string lights, leading directly to an extended brick paver patio and a fully fenced, oak-shaded backyard bordered by river rock garden beds. Beyond the property, you'll love the unbeatable location just minutes from top-rated Seminole County schools, local parks, prime dining, everyday shopping, and fast access to major highways like I-4 and SR-434 for an effortless commute. Move-in ready, stylishly upgraded, and perfectly positioned—don't miss your chance to call this Longwood gem home before it's gone!

419 Newton Place, Longwood

2 Beds ⋅ 2 Baths ⋅ O6432639 MLS ⋅ 260 BLDG.

Move-in ready, well maintained two bedroom, two bath SINGLE story condo in Sabal Point. Soaring ceilings allow natural light throughout the spacious rooms. Living room has wood-burning fireplace. Eat-in Kitchen has breakfast bar, and closet pantry. Ample room for entertaining in separate dining room. Laminate floors in living and dining room. Primary bedroom has walk-in closet. Second primary bedroom has updated bath and walk-in closet. Interior laundry room. Huge exterior screened and partially covered rear patio with ceramic wood look floor and storage area. Deeded carport with storage as well as one reserved parking space with visitor parking throughout cul-de-sac. Maintenance fee includes community pool and club room, exterior building and grounds maintenance, water, sewer, trash removal, building insurance, termite bond, and property manager. Tile roofs recently replaced. San Marco Villas is part of Sabal Point Community with parks and sidewalks. Close to Sabal Point Elementary School, shopping, restaurants, churches, and MORE!!! Wonderful opportunity to call "home." Hurry!

260 W Sabal Palm Place, Longwood

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