Longwood Homes with Horses Allowed Community Features

Longwood Homes with Horses Allowed Community Features

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County. Just a short drive from the vibrant city of Orlando, Longwood offers a perfect blend of suburban charm and access to urban amenities. With its picturesque tree-lined streets, lush parks, and a welcoming community atmosphere, Longwood is an ideal place for families, retirees, and equestrian enthusiasts alike.

One of the standout features of Longwood is its unique Homes with Horses Allowed community. For those who dream of living in a space where their equine companions can roam freely, this community is a dream come true. Imagine waking up to the gentle sounds of horses in the distance, with ample space for riding, training, and enjoying the great outdoors. These properties often come with sprawling lots, allowing for plenty of room for stables, riding arenas, and lush pastures.

In addition to its equestrian offerings, Longwood boasts a wealth of recreational opportunities. Residents can explore the scenic trails at the nearby Wekiva Springs State Park or enjoy a leisurely day at the Longwood Historic District, filled with charming shops and delightful dining options. The area is also known for its highly-rated schools, making it an attractive destination for families looking to settle down.

Whether you're an avid horse lover or simply seeking a tranquil community with a rural feel, Longwood, FL, offers a unique lifestyle that seamlessly combines the joys of country living with the conveniences of city life. Discover your dream home in this enchanting community today!

Newest Longwood Homes with Horses Allowed Community Features

209 Jasmine Lane, Longwood
$399,900
O6445575 MLS
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 ⋅ O6440568 MLS
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 ⋅ 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
100 Hidden Oak Drive, Longwood
$350,000
2 Beds ⋅ 3 Baths ⋅ O6419691 MLS ⋅ 100 BLDG.
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
1931 Lost Spring Court, Longwood
$450,000
3 Beds ⋅ 3 Baths ⋅ O6416262 MLS
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
2878 Markham Woods Road, Longwood
$5,999,999
10 Beds ⋅ 17 Baths ⋅ O6403834 MLS
Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi-generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet, is a study in European-inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand-scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate-controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self-contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought; it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large-scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes, are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world-class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

2878 Markham Woods Road, Longwood
104 Juniper Lane, Longwood
$379,999
3 Beds ⋅ 2 Baths ⋅ O6383969 MLS ⋅ 104 BLDG.
** 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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