Longwood Homes with Stable(s) Community Features

Longwood Homes with Stable(s) Community Features

Welcome to Longwood, Florida, a charming city nestled in Seminole County that perfectly blends suburban tranquility with vibrant community life. Known for its lush landscapes and friendly atmosphere, Longwood is an ideal place for families, retirees, and everyone in between. With its rich history, beautiful parks, and a strong sense of community, residents enjoy a peaceful lifestyle while being just a short drive from the bustling city of Orlando.

One of the standout features of Longwood is its unique Homes with Stables community. This niche market caters to equestrian enthusiasts and those who appreciate the serene lifestyle that comes with having your own stable right at home. Imagine waking up to the gentle sounds of horses and the picturesque views of your own property, all while being surrounded by the natural beauty of Florida’s landscape. These homes offer spacious lots and ample room for horse riding and training, making them perfect for both novice and experienced riders.

The community is also well-connected, with easy access to major highways, schools, and local amenities. Longwood boasts an array of parks, recreational facilities, and equestrian trails, ensuring that you and your horses have plenty of room to roam and enjoy the outdoors. Whether you’re looking for a weekend trail ride or a place to call home, Longwood’s Homes with Stables community offers a unique lifestyle that celebrates both nature and community spirit. Come discover the perfect blend of equestrian living and suburban charm in Longwood, Florida!

Newest Longwood Homes with Stable(s) 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
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
209 Jasmine Lane, Longwood
$399,900
The Springs SubDv. ⋅ 32779 Zip Code
HIGH AND DRY BUILDABLE LOT in THE SPRINGS! A true Hidden Gem! Located in a Col-de-sac, the pie-shaped lot fans out in rear, allowing fore a HUGE back yard. Geotechnical report completed, confirming the dirt is good to go! Survey available includes boundary, topo and trees. Preliminary site work should be minimal. A few trees may need to go for building, but otherwise the lot is mostly clear. Purchase the lot as-is or discuss a build-to-suit with the owner, who is a locally established, award-winning custom-home builder. Great fortunes come to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Come

209 Jasmine Lane, Longwood
104 Wild Fern Drive, Longwood
$997,000
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
2184 Woodbridge Road Unit 2184, Longwood
$260,000
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
304 Fox Squirrel Lane, Longwood
$375,000
2 Beds ⋅ 2 Baths ⋅ Springs The Live Oak Village SubDv. ⋅ 32779 Zip Code
***SELLER IS OFFERING $10,000 TOWARDS BUYER'S CLOSING COSTS!***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
203 Crown Oaks Way Unit 203, Longwood
$130,000
2 Beds ⋅ 2 Baths ⋅ Crown Oaks SubDv. ⋅ 32779 Zip Code
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
100 Hidden Oak Drive, Longwood
$350,000
2 Beds ⋅ 3 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code
Virtually Staged. Welcome to THE SPRINGS COMMUNITY - This 2 Bedrooms 2.5 Bathrooms, 2 story townhouse is in Glenwood Village. Wood burning fireplace in living room. Oversized Master bedroom on second floor with walk in closet. Plenty of storage space with a huge storage space under the stairs! Glenwood Village features has it’s own community Pool. The Springs Community has a natural Spring and river. The Springs is a spectacular community, 24 hour guard gated with hourly patrol. The Springs community offers tennis swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, tennis walking and jogging trails, nature trails abutting the Little Wekiva River, celebrations, food truck nights and more. Top rated school zone, close proximity to I4, shopping, dining, amusement parks, outlet malls, beaches and easy access to central highways. (A/C and water heater replaced in 2023. Roof replaced in 2014)

100 Hidden Oak Drive, Longwood
200 Fairway Drive Unit 200, Longwood
$152,000
2 Beds ⋅ 1 Baths ⋅ Fairway Villas SubDv. ⋅ 32779 Zip Code
Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!

200 Fairway Drive Unit 200, Longwood
1931 Lost Spring Court, Longwood
$450,000
3 Beds ⋅ 3 Baths ⋅ Palm Spgs Sub SubDv. ⋅ 32779 Zip Code
Updated Beautiful Single Family Home located next to the park, playground and pool. Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof 6/2021. Equestrian Community Offering Horse Stables with Paddock, Tack Room, Feed Room, Exercise and Obstacle Course. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Theme Parks and Hospitals and Airports. A beautiful Home ready for a new family.

1931 Lost Spring Court, Longwood
106 Hidden Oak Drive, Longwood
$439,900
3 Beds ⋅ 2 Baths ⋅ The Springs Glenwood Village Sec 2 SubDv. ⋅ 32779 Zip Code
Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.

106 Hidden Oak Drive, Longwood
104 Juniper Lane, Longwood
$379,999
3 Beds ⋅ 2 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code
** Exceptional Opportunity in The Springs: Bring Your Vision to Life! Rarely available, this spacious 3-bedroom, 2-bathroom townhome offers the perfect canvas to create your dream space in one of Longwood’s most coveted, spring-fed communities. *** Why You’ll Love This Home: * **Prime Potential:** A fantastic opportunity to build immediate equity. Bring your vision and custom touches to this well-loved property. * **Ideal Layout:** Featuring a spacious, functional floor plan designed for effortless entertaining. * **Classic Charm:** Highlights include a beautiful fireplace in the formal living room, perfect for cozy evenings. * **Legendary Lifestyle:** Enjoy the unparalleled amenities and serene atmosphere that make living in The Springs so highly sought after. **Property Details:** * **Bedrooms:** 3 * **Bathrooms:** 2 * **Condition:** Offered **AS-IS**. * **Note:** All room measurements are to be verified by the buyer. This home is priced to move and offers an incredible foundation for your next chapter. Don't miss out on this prime Longwood gem—contact us today to schedule your private tour!

104 Juniper Lane, Longwood
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