Longwood Homes with Trail(s) Amenities

Longwood Homes with Trail(s) Amenities

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County that beautifully blends suburban tranquility with vibrant community life. Known for its lush landscapes and friendly neighborhoods, Longwood offers a unique mix of natural beauty and modern conveniences. With its rich history, picturesque parks, and a variety of local shops and restaurants, this city is an ideal place for families, retirees, and everyone in between.

One of the standout features of Longwood is its commitment to outdoor living, highlighted by the extensive network of trails and amenities that cater to active lifestyles. Residents can enjoy leisurely strolls, invigorating bike rides, or peaceful jogs along the scenic trails that wind through the city’s parks and natural reserves. These trails not only promote a healthy lifestyle but also foster a sense of community as neighbors come together to enjoy the great outdoors.

Homes in Longwood with trail amenities provide an unparalleled living experience. Imagine stepping out of your front door and onto a beautifully maintained path that leads to parks, playgrounds, and serene lakes. Whether you’re looking for a cozy single-family home or a spacious townhouse, you’ll find properties that offer easy access to these recreational trails, making it simple to embrace an active lifestyle right in your backyard.

Longwood is more than just a place to live; it’s a community that celebrates the joys of nature, connection, and the simple pleasures of life. Discover your dream home in this delightful city and embrace all the wonderful amenities that Longwood has to offer!

Newest Longwood Homes with Trail(s) Amenities

$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 and NEW EXTERIOR PAINT- 2026. 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
$450,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of the community’s best amenities. A standout feature is the Premium PAC-CLAD Standing Seam Aluminum Metal Roof, replaced in 2021 and built for durability and Florida weather. This premium roofing system features reinforced perimeter and corner fastening with double-lock pressure clips for added strength in critical roof areas. Aluminum also offers excellent corrosion resistance, low maintenance, and long-term durability. Inside, the versatile floor plan offers multiple living and gathering spaces filled with natural light. The kitchen features abundant wood cabinetry, generous counter space, stainless steel appliances, tile backsplash, and easy access to the surrounding dining and living areas. Additional flex space creates options for a home office, den, hobby room, or secondary sitting area. Step outside and enjoy the Florida lifestyle with an expansive outdoor entertaining area overlooking the screen-enclosed swimming pool. Multiple covered spaces provide room for dining, relaxing, and entertaining, while the patio is also set up with a large projection screen and projector—perfect for movie nights, sports, and outdoor gatherings. Beyond the pool enclosure, the fully fenced backyard offers additional green space and a dedicated firepit area. The location is just as appealing. Enjoy direct access to approximately 26 miles of walking trails throughout Wekiva, including trails surrounding the Wekiva Golf Course. The community also offers two parks and a community center, plus outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park. Publix, local parks, dining, shopping, and major roadways are also conveniently nearby. With its 2021 PAC-CLAD aluminum standing seam roof, private screened pool, outdoor theater setup, spacious covered patio, fenced backyard, flexible interior layout, and incredible Wekiva location, this home brings together the features Florida buyers are looking for.

105 E Wyndham Court, Longwood
$429,900
4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code
PRICE IMPROVEMENT! This new price reflects the home’s current condition and provides an excellent opportunity for buyers looking to make updates and create a home tailored to their vision. Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the Florida lifestyle come together. This well-loved four-bedroom home features a thoughtful split-bedroom floor plan with a spacious primary suite, including a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Four sliding glass doors provide an abundance of natural light and create a seamless connection to the outdoor living areas. The home offers a separate dining room, living room, and family room with a fireplace, providing plenty of space for everyday living and entertaining. The kitchen includes a convenient sit-in dinette for casual meals and morning coffee. Step outside to the enclosed screened patio and oversized lot, offering ample space to design your ideal outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, subject to terms. Enjoy the established Wekiva Hunt Club community with a low HOA of approximately $20 per month and an extensive selection of amenities, including neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Surrounded by mature trees and convenient to shopping, dining, recreation, and Central Florida attractions, this property offers an opportunity to update and make it your own in a sought-after community. Schedule your private showing today and explore the possibilities at 1111 W Wekiva Trail.

1111 W Wekiva Trail, 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
$356,000
3 Beds ⋅ 2 Baths ⋅ Governors Point Ph 1 SubDv. ⋅ 32779 Zip Code
Location, Location, Location! Discover this stunning 3-bedroom, 2-bath, single-story townhome featuring a desirable 3-way split floor plan, an oversized end-unit homesite, truly serene conservation views, and a location just steps from the community pool and tennis courts! Nestled within highly sought-after Governors Point East in Longwood’s coveted Wekiva golf community, this exceptional home offers 1,484 square feet of comfortable living space. Step inside to a lovely, updated kitchen accented by a stunning stained-glass room divider, while soaring vaulted and cathedral ceilings enhance the spacious feel of the great room and primary suite. The inviting great room features a gracious wood-burning fireplace, beautiful real wood shutters on all the windows and French doors, and wonderful views of the natural surroundings. The handsome primary suite is a true retreat with a large walk-in closet, French doors opening to the screened porch, and a beautifully updated en-suite bath complete with a large double-vanity area and stunning step-in shower with built-in bench. Two additional generously sized bedrooms and a second full bath are conveniently located on the opposite side of the home, along with exceptional storage that includes an oversized hall closet, linen and broom closet, plus an additional front hall closet. At the end of a long day, step through the French doors from either the primary suite or great room and unwind on the screened-in back porch overlooking the beautifully tranquil conservation area—an ideal setting for morning coffee, quiet evenings, or simply enjoying the peaceful natural surroundings. Recent UPDATES INCLUDE: HOA JUST REPAINTED EXTERIOR OF THE HOME, INCLUDING INTERIOR OF BACK PORCH! ROOF (04/27/21) -- RUUD/RHEEM A/C (03/2024) -- A.O. SMITH WATER HEATER (08/2026) -- WHIRLPOOL WASHER (APPROX. 6 MONTHS) -- AND GE DRYER (APPROX. 1 YEAR). Enjoy the ease of LOW-MAINTENANCE LIVING with an HOA that COVERS EXTERIOR MAINTENANCE, LAWN AND GROUNDS CARE, IRRIGATION INCLUDING WATER, TERMITE BOND, SPECTRUM TV AND INTERNET PACKAGE, PLUS ACCESS TO A COMMUNITY POOL, TENNIS AND PICKLEBALL COURTS, PLAYGROUNDS, PARKS AND MORE. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic walking trails and enjoy the natural beauty for which this area is known. With its oversized end-unit setting, peaceful conservation views, spacious split-bedroom design, numerous updates and outstanding community amenities, this is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

437 Stanton Place, 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
$485,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 06 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live in this sought after community and make this house your home! Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood
$1,350,000
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
$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
$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
$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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