Longwood Homes with Pool Community Features

Longwood Homes with Pool Community Features

Welcome to Longwood, a charming city located in Seminole County, Florida. Known for its picturesque neighborhoods and friendly community, Longwood offers a perfect blend of suburban tranquility and urban convenience.

One of the most sought-after features in Longwood is the Homes with Pool Community. Imagine coming home to your own private oasis, where you can relax by the poolside, entertain guests, or simply enjoy a refreshing swim on a hot summer day. With the Homes with Pool Community feature, residents can enjoy resort-style living right in the comfort of their own neighborhood.

Living in a community with pool amenities not only adds a touch of luxury to your lifestyle but also provides a great opportunity to socialize and connect with your neighbors. Whether you're a fitness enthusiast looking to swim laps for exercise or a family looking to create lasting memories by the pool, the Homes with Pool Community in Longwood offers something for everyone.

In addition to the pool amenities, Longwood boasts a vibrant downtown area, top-rated schools, beautiful parks, and easy access to shopping and dining options. With its convenient location and welcoming atmosphere, Longwood is the perfect place to call home for those seeking a relaxed yet vibrant community lifestyle.

Newest Longwood Homes with Pool Community Features

104 Crown Oaks Way Unit 104, Longwood
$140,000
2 Beds ⋅ 2 Baths ⋅ Crown Oaks SubDv. ⋅ 32779 Zip Code
WELCOME TO THE SPRINGS | FULLY REMODELED FIRST-FLOOR CONDO | PRIVATE DECK | GUARDED-GATED COMMUNITY | NATURAL SPRING Imagine coming home to a beautifully remodeled retreat surrounded by towering trees, lush landscaping, and the natural beauty of one of Longwood's most treasured communities. Nestled within the sought-after, guarded-gated community of The Springs, this exceptional first-floor, 2-bedroom, 2-bath condominium combines designer finishes, effortless living, and resort-style amenities that make every day feel like a getaway. Beautifully renovated with style and functionality in mind, this light-filled home showcases luxury wood-plank vinyl flooring throughout with no carpet, elegant plantation shutters, custom lighting, and thoughtfully selected finishes. The inviting living and dining spaces offer a comfortable setting for everyday living and entertaining. The stunning remodeled kitchen steals the show, featuring granite countertops, custom cabinetry and hardware, stainless steel appliances, a farmhouse sink, and generous workspace. The spacious owner's suite offers a peaceful escape with a custom-built closet organization system, beautifully remodeled en-suite bathroom, and charming sitting area overlooking a private patio. Both bathrooms have been completely renovated with updated cabinetry, fixtures, and lighting. Additional improvements include updated plumbing, and an upgraded electrical panel. Interior laundry adds everyday convenience and storage. Step outside to your expansive private deck, an inviting extension of your living space perfect for morning coffee, outdoor dining, entertaining, or relaxing beneath the surrounding greenery. Ground-floor living means easy access without stairs. Additional highlights include a dedicated lighted carport with lockable storage, low electric bills, and water and trash included in the HOA dues. But the real magic of this home extends far beyond its walls. The Springs offers a lifestyle unlike any ordinary condominium community. At its heart lies a breathtaking, crystal-clear natural spring with a private sandy beach, surrounded by lush tropical beauty. Swim in the spring, explore scenic trails along the Little Wekiva River, or enjoy the community pool, sauna, fitness center, tennis courts, pickle-ball courts, basketball court, playgrounds, picnic areas, clubhouse, horse stables, and RV storage. An active social calendar featuring food trucks, outdoor movie nights, and holiday celebrations creates a wonderful sense of community. Enjoy the privacy and peace of mind of 24-hour guard-gated security, all just minutes from shopping, dining, I-4, SR 434, and everything greater Orlando has to offer. It's the rare combination of a peaceful natural sanctuary and exceptional everyday convenience. Beautifully remodeled. Effortlessly livable. Surrounded by nature. At 104 Crown Oaks Way, you're not simply buying a condominium—you're embracing a lifestyle where every day offers something extraordinary. Come experience the magic of The Springs. Schedule your private showing today!

104 Crown Oaks Way Unit 104, Longwood

179 Golf Club Drive, Longwood
$297,000
2 Beds ⋅ 2 Baths ⋅ Wekiva Country Club Villas SubDv. ⋅ 32779 Zip Code
Discover the easygoing Wekiva lifestyle in this inviting 2-bedroom, 2-bath plus bonus room condo in desirable Wekiva Country Club Villas, ready for its new owners to make it their own! Step inside to a welcoming entry with laminate flooring that flows into a spacious great room, where a handsome brick fireplace creates a warm and inviting focal point for cozy fall evenings, while a spacious dining area offers plenty of room for entertaining. The beautifully updated eat-in kitchen features neutral granite countertops, stainless steel appliances, abundant cabinetry with convenient rolling pull-out shelves, laminate flooring, and a pass-through to the dining area that makes serving family and guests a breeze. Retreat to the generously sized primary suite open to its own en-suite bathroom featuring a large double vanity and a walk-in shower, while the secondary bedroom and bonus room give plenty of room for guests, a home office, or flex space. The oversized one-car garage has been retrofitted with wood paneling, giving you the flexibility to use it for parking, additional storage, a workshop, or hobby space. Major updates add even more value and peace of mind, including a NEW ROOF (2024), WATER HEATER (2026), EXTERIOR PAINT (2026), PLUS A ONE-YEAR 2-10 HOME BUYERS WARRANTY PAID FOR BY THE SELLER! Enjoy low-maintenance living with the Wekiva Country Club Villas HOA providing exterior maintenance, lawn and grounds care, irrigation including water, termite bond, basic cable, and access to a sparkling community pool overlooking the beautiful Wekiva golf course. You’ll also enjoy Wekiva’s tennis and pickleball courts, playgrounds, parks, ball field and more. Ideally situated near shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic trails and enjoy some of Central Florida’s most beautiful natural surroundings. With its spacious floor plan, updated kitchen, valuable improvements, flexible garage space, and sought-after Wekiva location, this condo offers a wonderful opportunity to create a home that’s truly your own. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE THE WEKIVA LIFESTYLE FOR YOURSELF!

179 Golf Club Drive, Longwood

221 Pine Cone Lane, Longwood
$560,000
3 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 2 SubDv. ⋅ 32779 Zip Code
Virtually Staged. A rare detached brick townhome on a private, quiet cul de sac in Longwood's guard gated Springs community. Step through 9 foot custom European style double doors into a foyer opening to the great room, where dramatic 14 foot ceilings and walls of transom windows bathe the space in natural light. Recessed lighting keeps it glowing after dark, and a wood burning fireplace anchors the living area. The kitchen has a gas range and two large pantries, secluded yet connected to the main living space. The main floor primary suite is a true highlight, with automated blackout shades, a large 10x10 walk in closet, and an adjoining private room designed with an executive office in mind, equally perfect as a nursery or study, closed off by French doors. The ensuite bath features a steam shower and separate water closet. The three way split floor plan places a second main floor bedroom, ideal as a guest room or office, on the opposite side of the home for privacy, with a full bath featuring a cleverly hidden shower. Upstairs is its own private retreat with a bonus flex space, game closet with additional storage, and a second primary suite with full bath, ideal for multigenerational living. A lovely screened lanai with courtyard extends your living space outdoors. Designed with distinction, this home has incredible bones and awaits your personal updates. Recent updates: full replumb December 2025 and brand new AC May 2026. Exclusive to the Whispering Pines village: community pool and clay tennis courts. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer's markets, Crane's Roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living. Schedule your private showing today!

221 Pine Cone Lane, Longwood

104 Wild Fern Drive, Longwood
$1,050,000
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

420 Summit Ridge Place Unit 314, Longwood
$200,000
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

5104 Clubside Drive Unit 5104, Longwood
$215,000
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

404 Summit Ridge Place Unit 212, Longwood
$180,000
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

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