Longwood Homes with Pool Community Features

Longwood Homes with Pool Community Features

Welcome to Longwood, Florida, a picturesque city nestled in the heart of Seminole County, where charm meets convenience. Known for its lush landscapes and friendly neighborhoods, Longwood offers a perfect blend of suburban tranquility and urban accessibility. With its vibrant community spirit and rich history, this city is an ideal place for families, retirees, and everyone in between.

As you explore Longwood, you'll discover a variety of homes that cater to diverse lifestyles, including stunning properties in communities that boast refreshing swimming pools. Imagine coming home to a beautiful residence where you can unwind by your private pool or take a leisurely dip on warm Florida days. These homes not only provide a serene oasis for relaxation but also serve as the perfect setting for entertaining friends and family.

Longwood's real estate market features a range of options, from charming single-family homes to modern townhouses, all designed with the community's needs in mind. Many of these homes come equipped with community amenities such as clubhouses, fitness centers, and, of course, sparkling pools that invite you to soak up the sun and enjoy the outdoors.

Living in Longwood means embracing a lifestyle enriched by nature, with numerous parks and trails for outdoor enthusiasts. The city is also conveniently located near major highways, making it easy to access nearby attractions, shopping, and dining.

Whether you're looking to buy your first home or seeking a peaceful retreat, Longwood's homes with pool community features offer an inviting atmosphere that makes every day feel like a vacation. Come and discover the warmth and allure of Longwood, where your dream home awaits!

Newest Longwood Homes with Pool Community Features

4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code

Welcome to a home where iconic 1970s character, thoughtful modernization, and an extraordinary resort-style setting come together behind the guarded gates of The Springs. This distinctive 4-bedroom, 3-bathroom residence has been beautifully preserved while evolving for modern living. Soaring ceilings, walls of natural light, polished concrete slab floors, and an open-concept floor plan create an atmosphere that feels sophisticated, organic, and unmistakably unique. Even better, fully paid-off solar panels add energy efficiency without sacrificing style, and the garage features a Tesla auto charger and solar wall. The home unfolds with dramatic architectural character and effortless indoor-outdoor living. Upstairs, the private primary suite feels like its own retreat, complete with an ensuite bath featuring double vanities and a private balcony overlooking the spectacular backyard. Throughout the home, original design influences remain celebrated rather than erased, creating a rare combination of warmth, personality, and modern functionality. Outside is where this property becomes truly unforgettable. Designed for enjoying the Florida lifestyle year-round, the backyard is its own private resort featuring a large saltwater swimming pool, raised hot tub, putting green, fire pit, and outdoor sauna. The impressive outdoor kitchen is equipped with a wood-fire pizza oven, grill, bar seating, keg setup, and TVs. Tucked away from the main entertaining areas is an entirely separate private garden & koi pond, creating a quiet escape surrounded by lush greenery. With the smart irrigation and well system included, keeping up with the lawncare is a breeze. Whether hosting a crowd, watching the game from the outdoor bar, or enjoying an evening around the fire pit, this outdoor environment is exceptional. The lifestyle continues beyond the property in The Springs, one of Longwood's most distinctive 24-hour guard-gated communities. Surrounded by natural Florida beauty, residents enjoy exclusive access to historic Sanlando Springs, with its crystal-clear natural spring and sandy beach, along with tennis and pickleball courts, recreation facilities, clubhouse, trails, and private horse stables and equestrian facilities. Few Central Florida communities combine privacy, recreation, and nature quite like this. Ideally positioned in the sought-after Longwood/Wekiva Springs corridor, the home offers convenient access to SR-434 and I-4, connecting you quickly to the dining, shopping, and lifestyle destinations of Longwood, Altamonte Springs, and the Markham Woods corridor. This is not simply a beautifully updated home. It is a property with character, architecture, privacy, and an incredible sense of fun, set within a community unlike anything else in Central Florida. Welcome to 104 Wild Fern Drive and a lifestyle that feels like a getaway every day.

104 Wild Fern Drive, Longwood

3 Beds ⋅ 2 Baths ⋅ Shadowbay Unit 2 Ph 2 SubDv. ⋅ 32779 Zip Code

This AS IS property is a great opportunity to create a fabulous makeover! End unit townhouse in Shadowbay Club. Fabulous low maintenance property close to Wekiva Springs State Park and boat ramp access to Lake Brantley. New roof in 2023. Large, private 13' x 18' enclosed patio. Just waiting of the perfect new owner! Come see it today! Buyer to verify room measurements, pet restrictions, leasing restrictions, and amenities offered with HOA/City/County.

2821 Spyglass Cove, Longwood

2 Beds ⋅ 2 Baths ⋅ Residences At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

420 Summit Ridge Place, Unit 314, Longwood, FL 32779 is a 2-bedroom, 2-bathroom condominium on the third floor of The Residences at Sabal Point, a gated condo community located in Seminole County's Wekiva Springs area. Inside the unit: The kitchen has granite countertops, a newish stainless-steel stove, refrigerator and dishwasher, and cabinet updates. The kitchen opens to a combined living/dining space with wood-look tile flooring. The dining area is conveniently close to the kitchen. The primary bedroom includes an ensuite bathroom with a dual-sink granite vanity with newly updated fixtures and step-in shower with rain shower style showerhead. The second bedroom can be used as a home office and includes its own closet and ensuite bathroom with new shower stall flooring with tasteful decor rounded stone style. The interior has recently received coat of paint. A private screened balcony off the living area overlooks mature landscaping and the nearby dog park. Community amenities at The Residences at Sabal Point include a resort-style swimming pool on a fountained lake, a clubhouse, a fitness center, tennis courts, a picnic pavilion with grills, a playground, and gated community entry. The HOA fee covers water, sewer, trash removal, pest control, exterior building maintenance, and fiber-optic internet. rain shower Location: The condo is located off Sabal Palm Place near Wekiva Springs Road, close to I-4 and SR 434, in the 32779-zip code of Longwood, Florida. It is zoned for Sabal Point Elementary School, Rock Lake Middle School, and Lake Brantley High School (Seminole County Public Schools self verification is strongly recommended). Nearby points of interest include Wekiwa Springs State Park and the Cross Seminole Trail, a 23-mile paved multi-use trail. Downtown Orlando is approximately 20–25 minutes away via I-4. Leasing: Per the condominium declaration, units may be leased with Board approval; leases must be for a minimum of 6 consecutive months, with no transient or short-term rental allowed. This makes the unit suitable both as a primary residence and as a long-term rental investment property.

420 Summit Ridge Place Unit 314, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

Welcome to Clubside at Sabal Pointe! This inviting ground-floor condo offers a spacious and functional 2 bedrooms, 2/1 bathrooms floor plan in the desirable Wekiva Springs area of Longwood. The thoughtfully designed layout provides comfortable living spaces and the added convenience of having both bedrooms generously sized, offering excellent flexibility for homeowners, guests, or a home office. Step inside to a welcoming foyer that leads into the main living areas, creating an easy flow throughout the home. The open and comfortable layout provides plenty of room for both everyday living and entertaining. The kitchen offers convenient functionality and connects naturally with the surrounding living spaces, making it easy to stay connected while preparing meals or enjoying time with family and friends. The property also features a spacious screened-in patio, offering a private outdoor area where you can unwind, enjoy your morning coffee, or relax at the end of the day. The two-bedroom layout provides versatility and privacy, making this condo an appealing option for a variety of lifestyles. The ground-floor location adds everyday convenience and easy access without the need for stairs. With its combination of comfortable interior spaces, a private screened patio, and a desirable location, this property offers an excellent opportunity to enjoy the Central Florida lifestyle. Located in the Wekiva Springs area of Longwood, Clubside at Sabal Pointe offers convenient access to the surrounding area while providing a comfortable residential setting. Whether you're looking for a place to call home, a second residence, or an investment opportunity, this condo is worth a closer look. Don't miss the opportunity to see what this property has to offer. Schedule your private showing today and experience the space, layout, and convenience of this Clubside at Sabal Pointe condo for yourself!

5104 Clubside Drive Unit 5104, Longwood

2 Beds ⋅ 2 Baths ⋅ Residences At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

This 2-bedroom, 2-bathroom condominium in the gated Residences at Sabal Point offers a thoughtfully designed split-bedroom layout, generous living areas, and plenty of natural light throughout. The main living area is open and bright, with multiple windows bringing in natural light and plenty of flexibility for arranging both living and dining spaces. A glass door provides access to the covered outdoor balcony overlooking the community’s mature trees and landscaping. The kitchen opens to the living area through a breakfast bar and features granite countertops, ample cabinetry, stainless steel appliances, a double-basin sink, and plenty of workspace. A dedicated laundry room is conveniently located just off the kitchen, adding valuable storage and everyday functionality. The split-bedroom floor plan provides added privacy, with the primary suite positioned separately from the second bedroom. The primary bedroom includes a walk-in closet and private bathroom with a long granite-topped dual-sink vanity and tub/shower combination. The second bedroom is located near the additional full bathroom, creating a comfortable setup for guests or additional household members. Additional features include multiple interior storage closets, ceiling fans, and a single-level interior layout. The covered balcony provides an additional outdoor space to relax while enjoying the surrounding mature trees and landscaping. Residents of this gated community have access to a variety of amenities, including a waterfront community pool, clubhouse, fitness center, tennis courts, playground, and outdoor gathering areas. With a split-bedroom design, private outdoor space, and an amenity-filled community setting, this Longwood condo offers a comfortable combination of privacy, functionality, and convenience.

404 Summit Ridge Place Unit 212, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

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 ⋅ Lot 115 Governors Point Ph 2 Pb 27 Pgs 24 To 26 SubDv. ⋅ 32779 Zip Code

Beautifully updated, wonderfully inviting, and tucked within the coveted Governors Point community of Longwood, this 3-bedroom, 2.5 bath home is one you’ll want to see! Step inside to a warm and stylish first floor featuring beautiful tile and wood-look laminate flooring and a spacious great room where the living and dining areas come together for easy everyday living and entertaining. At the heart of the home is the beautifully upgraded kitchen, complete with granite countertops, stainless steel appliances, abundant cabinetry, a breakfast bar open to the great room, and an eat-in area with easy access to the front courtyard. Whether you’re enjoying a quiet morning coffee, hosting friends for dinner, or simply unwinding at the end of the day, this home offers spaces that are comfortable and easy to enjoy. Conveniently located on the first floor, the spacious primary suite is a wonderful retreat with a walk-in closet and beautifully renovated en-suite bath featuring granite countertops and a spacious step in shower. Upstairs, two generously sized secondary bedrooms and an updated full bathroom offer plenty of room for guests, a home office, hobbies, or whatever suits your lifestyle. Outside, the lovely, screened porch extends your living space and creates an inviting setting for dining alfresco, entertaining friends, or enjoying a cool Florida evening. Adding to the home’s everyday convenience is an attached 1-car garage, providing covered parking along with valuable additional storage space. Governors Point features low-maintenance living including 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, and more. HOME IS TO HAVE EXTERIOR RE-PAINTED SHORTLY BY HOA – ONE YEAR 2-10 BUYERS HOME WARRANTY PAID FOR BY SELLER - ROOF 2020 (HOA COVERS) – CARRIER A/C 2020 – GE WATER HEATER 2013. All of this and it is ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and the spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! With its beautifully appointed kitchen and baths, comfortable floor plan, stylish updates, and desirable location, this is a home that makes it easy to picture yourself settling in and making it your own. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

391 Winchester Place, Longwood

4 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code

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 expansive lanai, outdoor summer kitchen, 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. This home is covered by a whole home warranty to also cover the pool/spa and is transferable to the new owner. 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 ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ San Marco Villas A Condo SubDv. ⋅ 32779 Zip Code

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 ⋅ Palm Spgs Condo At The Spgs SubDv. ⋅ 32779 Zip Code

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 ⋅ Alaqua Lakes Ph 1 SubDv. ⋅ 32779 Zip Code

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

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