Longwood Homes with Trail(s) Amenities

Longwood Homes with Trail(s) Amenities

Welcome to Longwood, a charming city located in Seminole County, Florida. Known for its beautiful homes and vibrant community, Longwood offers a perfect blend of suburban tranquility and modern amenities.

One of the standout features of Longwood is its Homes with Trail(s) Amenities. If you enjoy an active lifestyle or simply love to explore the outdoors, these homes are perfect for you. Imagine starting your day with a refreshing jog or a leisurely walk along scenic trails right in your neighborhood. It's a fantastic way to stay fit, unwind, and connect with nature without ever having to leave home.

Living in a home with trail amenities not only promotes a healthy lifestyle but also provides a sense of community. You'll have the opportunity to meet your neighbors, make new friends, and create lasting memories as you share the trails with fellow residents.

In Longwood, you'll find a variety of homes with trail amenities to suit your preferences and lifestyle. Whether you're looking for a cozy townhouse or a spacious single-family home, there's something for everyone in this welcoming city.

Don't miss out on the opportunity to experience the best of Longwood living with Homes with Trail(s) Amenities. Come and discover your dream home in this picturesque city where modern convenience meets natural beauty.

Newest Longwood Homes with Trail(s) Amenities

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
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
116 Golf Club Drive, Longwood
$364,900
3 Beds ⋅ 2 Baths ⋅ Wekiva Country Club Villas SubDv. ⋅ 32779 Zip Code
Enjoy golf course living in this charming townhome-style condominium at Wekiva Golf Club Villas. Situated along the 9th hole of the Wekiva Golf Course, this two-story home offers beautiful views, abundant natural light, an oversized garage, and a FIRST-FLOOR PRIMARY SUITE. The main level features VAULTED CEILINGS, a spacious living area, and a floor-to-ceiling fireplace that creates a warm and inviting focal point. The first-floor primary suite includes a WALK-IN-CLOSET, while the second floor offers two additional bedrooms, a full bathroom, and an open loft overlooking the living space, ideal for a home office, sitting area, or additional flex space. The ENCLOSED FLORIDA ROOM lanai extends the living space and provides a peaceful spot to enjoy the views year-round. A front patio and courtyard provide additional outdoor space, while luxury vinyl and tile flooring provide easy maintenance throughout the home. NEW ROOF AND GUTTERS- 2025. NEW EXTERIOR PAINT- 2026. NEW AC UNIT- 2020. Residents of Wekiva Golf Club Villas also enjoy access to a community pool. Conveniently located near Wekiwa Springs State Park, the Seminole County Public Library, shopping, dining, and everyday conveniences. This home offers an opportunity to enjoy a comfortable, low-maintenance lifestyle in a very desirable Longwood location.

116 Golf Club 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
111 Juniper Lane, Longwood
$425,000
3 Beds ⋅ 2 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code
Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper Lane, Longwood
306 N Sweetwater Cove Boulevard, Longwood
$1,290,000
5 Beds ⋅ 6 Baths ⋅ Sweetwater Cove SubDv. ⋅ 32779 Zip Code
A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood
573 Shining Armor Lane, Longwood
$379,000
3 Beds ⋅ 3 Baths ⋅ Highcroft Pointe Twnhms SubDv. ⋅ 32779 Zip Code
Nestled within a desirable gated community, this beautifully maintained 3-bedroom, 2.5-bath Townhome offers over 1,700sqft of stylish living space in an unbeatable Longwood location! Step inside to discover beautiful Laminate flooring throughout the main level and an open-concept design that seamlessly connects the Kitchen and Living room area, creating the perfect space for everyday living and entertaining. Beautiful Plantation Shutters and Crown Molding throughout! The Kitchen features Granite countertops, a spacious breakfast bar, abundant 42" cabinetry, stainless steel appliances and plenty of prep space for the Home Chef. A separate formal Dining room provides additional living and entertaining space, ideal for holiday gatherings or dinner parties. Upstairs, the spacious Primary suite serves as a private retreat with a completely renovated ensuite bathroom showcasing modern finishes and a stunning spa-inspired design! The secondary bathrooms have also been updated with stylish new vanities, and the upstairs laundry room adds everyday convenience with washer & dryer included! Step outside to your private, rear paver patio, offering the perfect outdoor space for grilling, relaxing or enjoying Florida’s beautiful weather. A detached rear-entry 2-car garage provides secure parking and additional storage. Maintenance free living with freshly painted exterior, newer Roof 2023, AC 2020 and Hot Water Heater 2021. Residents enjoy the security and privacy of a gated community with scenic walking paths, while being just minutes from top-rated Seminole County schools, shopping, restaurants, entertainment, medical facilities and major roadways including I-4, SR 417, SR 434 and SR 436. Enjoy Florida living with nearby Wekiwa Springs State Park and numerous parks, walking trails and recreation opportunities. Whether you’re searching for a primary residence, a low-maintenance lifestyle or a home in one of Central Florida’s most convenient locations, this move-in-ready property offers the perfect combination of modern updates, functional living space and exceptional location! Schedule your private showing today and discover everything this beautiful Longwood home has to offer!

573 Shining Armor Lane, 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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