Longwood Homes with Sidewalks Community Features

Longwood Homes with Sidewalks 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 standout features of Longwood is its Homes with Sidewalks community. This neighborhood is designed to promote a healthy and active lifestyle, with sidewalks weaving through the area, perfect for leisurely strolls or morning jogs. The Homes with Sidewalks community creates a safe environment for residents to walk their dogs, ride bikes, or simply enjoy the fresh air.

Living in a neighborhood with sidewalks not only enhances the aesthetic appeal of the area but also fosters a strong sense of community. Neighbors often come together for evening walks or impromptu gatherings, creating a warm and welcoming atmosphere.

In addition to the Homes with Sidewalks community, Longwood offers a range of amenities, including top-rated schools, shopping centers, parks, and dining options. With easy access to major highways, residents can enjoy a short commute to Orlando and other nearby cities.

Whether you're looking for a peaceful retreat or a place to raise a family, Longwood's Homes with Sidewalks community provides the perfect setting to call home. Come explore the beauty and charm of Longwood – where every sidewalk leads to a new adventure.

Newest Longwood Homes with Sidewalks Community Features

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
109 Laurel Oak Drive, Longwood
$698,000
3 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 11 SubDv. ⋅ 32779 Zip Code
Welcome to 109 Laurel Oak Drive, tucked inside Sweetwater Oaks, one of Longwood’s most established communities, where mature trees, larger homesites and access to Lake Brantley and the Wekiva River gives you a version of Central Florida living that newer communities simply can’t replicate. Stepping into the home, one of the first things you notice is the character. From the foyer, the home unfolds into defined spaces rather than one large open room, something increasingly rare in newer construction. A separate dining area gives dinner its own place, while multiple living spaces allow the home to change with the way you live. The family room brings warmth with marble flooring, a fireplace and built-in speakers, while the expansive second living area naturally pulls you toward the pool. Then you step outside, and you understand where this home was meant to be lived. The pool area feels less like a backyard and more like a private outdoor living space built for Florida. More than 2,000 square feet of pavers create multiple levels for gathering, lounging and entertaining, with built-in seating and accent lighting that allow the space to transition from afternoons by the pool to evenings outside with friends. The outdoor kitchen, complete with granite tile counters, sink and LazyMan grill with side burner, means hosting doesn’t require constantly moving everyone back inside. There’s a pergola for slowing down in the shade, a spa with jet nozzles when the evening cools off, and new fencing that gives the entire setting a greater sense of privacy. Even the dedicated equipment and tool sheds matter here, keeping the things you need for a backyard like this out of sight and leaving the space itself for living. This isn’t simply a home that happens to have a pool. The backyard was designed around it. The pool enclosure was replaced in 2020, creating an outdoor space that feels like a true extension of the home and one you can realistically enjoy throughout the year. And living here extends beyond the property line. Sweetwater Oaks residents have access to a private beach and boat ramp on Lake Brantley, so a Saturday can mean putting the boat in the water without leaving your community. At Riverbend Park, that lifestyle shifts to the Wekiva River for canoeing and kayaking. Add parks, sports courts, pavilions, tennis, pickleball and a community center, and you begin to understand why pe don't simply buy a house here. They buy into Sweetwater Oaks. Wekiwa Springs State Park and Wekiva Island are just minutes away, along with shopping, dining and access to I-4. If you've been waiting for your way into Sweetwater Oaks, it may have just found you.

109 Laurel Oak 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
1012 Ridgepoint Cove, Longwood
$789,999
4 Beds ⋅ 5 Baths ⋅ Ridge Pointe Cove SubDv. ⋅ 32750 Zip Code
Welcome to luxury living in the exclusive, boutique community of Ridge Pointe Cove. Designed for ultimate versatility and expansive living, this custom residence offers nearly 3,400 square feet of bright, open interior space paired with an extraordinary outdoor entertaining setup. Inside, you will find three distinct gathering areas—a formal living room, an inviting family room, and a massive 2nd-floor bonus room with its own wet bar and half bath. This upper level offers incredible potential, as it could easily be converted into a fully private secondary suite or apartment simply by adding a shower to the half bath. A dedicated main-floor office easily functions as a 5th bedroom, while the overall triple-split plan provides maximum privacy for family and guests. Upgrades include brand-new water-resistant and anti-scratch bamboo hardwood flooring throughout all bedrooms, crown molding, two gas fireplaces, and elegant wood and tile flooring in the main areas. The gourmet kitchen serves as a central centerpiece, perfectly equipped for hosting with natural gas cooking, an updated oven, gas cooktop, warming drawer, dishwasher, large center island, granite countertops, and endless cabinetry. Outdoors, the living space seamlessly continues with a private backyard oasis. Enjoy year-round Florida living on the expansive paved patio and deck, take a swim in the heated pool and spa, or host weekend barbecues. The fully fenced grounds are kept lush with a complete irrigation system. Additional property highlights include a 3-car garage, roof replaced in 2019, primary A/C in 2017, secondary A/C replaced in 2019, and septic pump in 2026. Zoned for top-rated Seminole County schools with low HOA dues, this exceptional home sits just minutes from I-4, major employers, beaches, and local attractions!

1012 Ridgepoint Cove, Longwood
201 E Sweetwater Creek Drive, Longwood
$650,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 03 SubDv. ⋅ 32779 Zip Code
On a charming street with a swoon-worthy canopy of mature live oaks in beloved Sweetwater Oaks, this cheerful 4-bedroom, 2-bath pool home sits on a generous .41-acre lot and offers a sprawling floor plan with plenty of room to live, work, gather and play. Step inside to fresh interior paint and a home filled with personality. The remodeled kitchen keeps things light and bright with quartz countertops, crisp cabinetry, a colorful glass tile backsplash, stainless appliances and a gorgeous tongue-and-groove wood ceiling that adds just the right touch of warmth. Nearby, a charming office nook overlooks the yard through a brand-new window—the perfect spot for homework, morning coffee, or your work-from-home headquarters. The family room centers around a wood-burning fireplace accented with colorful tile, while dedicated living and dining rooms provide even more space to spread out and entertain. And then there is the PRIMARY SUITE! Thoughtfully expanded and wonderfully oversized, this retreat offers something rarely found in Sweetwater Oaks—TWO walk-in closets! The spacious primary bath completes the suite with a soaking tub, separate shower, double-sink vanity and dedicated makeup station. Bedroom #2 brings its own little bit of charm with another tongue-and-groove ceiling and French doors opening directly to the lanai and pool. And don’t overlook the doors! Upgraded raw solid-hardwood interior doors showcase gorgeous natural woodgrain, adding warmth, texture and an unexpected dose of character throughout the home. Outside, Florida living takes center stage with a screened pool featuring two playful water sprayers and a covered lanai ready for alfresco dinners, weekend lounging and afternoons spent poolside. The .41-acre yard offers plenty of breathing room, raised garden beds and a backyard that is ready for its next chapter—bring your gardening gloves and imagination and turn this generous outdoor space into your own private oasis. Practical features haven't been forgotten either, including a large laundry room with beadboard wainscoting, 2-car garage, fresh exterior paint, 2025 water heater, 2024 hurricane-rated front door, newer kitchen and laundry room windows, and a transferable termite bond with Massey. AND HERE'S A BIG ONE: the home currently has an assumable VA loan with an incredible 2.265% interest rate—and the buyer does NOT have to be a veteran to potentially assume it, subject to lender/servicer approval and qualification. Of course, living in Sweetwater Oaks is about so much more than the house. Residents enjoy deeded access to spring-fed Lake Brantley with a private community waterfront park and boat ramp, access to the Wekiva River with a private kayak launch, tennis and pickleball courts, parks, playgrounds, clubhouse amenities and miles of beautiful tree-lined streets—all just minutes from Wekiwa Springs State Park. Big lot, beautiful trees, a pool, a fabulous primary suite and one seriously attention-grabbing interest rate…this one has a lot to smile about.

201 E Sweetwater Creek Drive, Longwood
206 Duncan Trail, Longwood
$479,900
4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Wekiva Hills — Well-Maintained 4-Bedroom Home Near Duncan Park. Located in the heart of the highly desirable Wekiva Hills community, just steps from Duncan Park, this beautifully maintained 4-bedroom, 2-bath residence offers a wonderful combination of comfort, functionality, and location.The thoughtfully designed split-bedroom floor plan features four bedrooms, two full bathrooms, a well-appointed kitchen, separate living and family rooms, and a convenient interior laundry area. A standout feature of the home is the spacious 30' x 15' covered and screened porch, overlooking the private, fenced backyard. The generous outdoor space provides an ideal setting for entertaining, relaxing, and enjoying Florida's year-round lifestyle, with ample room to add a future pool. Additional highlights include: New roof installed in 2022. Excellent location within Wekiva Hills, one of Central Florida's established residential communities and offers an exceptional array of amenities and recreational opportunities. Residents enjoy miles of scenic walking and biking trails, parks, playgrounds, tennis courts, sports facilities, a community library, and nearby golf. The property is conveniently located near Lake Brantley High School, local shopping and dining, and major roadways. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, Wekiva Island, and Rock Springs Run. With its desirable location, spacious floor plan, private outdoor setting, and access to an outstanding array of community amenities, this home presents an excellent opportunity to become part of the Wekiva Hills community.

206 Duncan Trail, Longwood
1940 Deerview Place, Longwood
$875,000
4 Beds ⋅ 3 Baths ⋅ Hidden Cove SubDv. ⋅ 32750 Zip Code
Virtually Staged. Stunning Lakefront Pool Home in Gated Community, in Longwood, Florida. This residence offers the perfect combination of space, privacy, comfort, and Florida living. Located in the desirable gated Hidden Cove community, it features 3,104 square feet of open floor plan living space, 4 bedrooms, and a studio room, plus a large second floor bonus room, 3 bathrooms, the kitchen has a nook, and an oversized 3-car garage. Conveniently located in Longwood, with easy access to Lake Mary, shopping, dining, major highways, and everything Central Florida has to offer. The generous lot of approximately 0.41 acres provides a wonderful sense of openness, while mature landscaping complements the home’s attractive Mediterranean-inspired architecture and tile roof. The home has a spacious, light-filled floor plan and beautiful views to Lake Myrtle, that make this home special. The primary suite and all bedrooms are located on the first floor, while multiple living and dining areas provide plenty of room for entertaining, relaxing, or working from home. A versatile 2nd floor large bonus room adds even more flexibility for a home office, media room, game room, or guest space. The heart of the home opens toward an exceptional outdoor living area: Step outside to your screened lanai, private pool and heated spa, where you can enjoy Florida living throughout the year. Beyond the pool is one of the property’s most appealing features: peaceful Lake Myrtle views, creating a beautiful backdrop for morning coffee, afternoon relaxation, and spectacular Florida sunsets. Canoeing and fishing, and walking or jogging along the shores are part of the nature activities the community offers. Additional highlights include a spacious kitchen with island, breakfast bar and adjacent nook, formal living and dining areas, family room, interior laundry, ample storage, and a split-bedroom layout designed for both privacy and functionality. A 3-car garage has beautiful epoxy flooring, and an EV electric car port. Take the rare opportunity to enjoy a pool home on a lake, inside the privacy of a gated community, and enjoy the relaxation in your own pool and spa. You will especially enjoy how the home combines indoor and outdoor living. Whether having morning coffee overlooking the lake, relaxing by the pool, entertaining family and friends on the lanai, or simply enjoying the sunset, there is always a special place to unwind.

1940 Deerview Place, 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
441 Black Knight Way, Longwood
$337,500
3 Beds ⋅ 3 Baths ⋅ Highcroft Pointe Twnhms SubDv. ⋅ 32779 Zip Code
Virtually Staged. Turnkey living meets everyday convenience in this beautifully maintained Longwood townhome! Located in a gated community, this inviting 3-bedroom, 2.5-bath home offers a bright, open-concept layout designed for easy everyday living and entertaining. RECENT UPDATES INCLUDE A NEW ROOF (3 yrs old), NEW HVAC SYSTEM, NEW WATER HEATER, AND NEW DISHWASHER, PROVIDING ADDED PEACE OF MIND FOR THE NEW HOMEOWNER. The spacious kitchen features wood cabinetry, stainless steel appliances, a stylish backsplash, generous counter space, and a convenient pantry, with an eat-in area that provides the perfect spot for casual meals. The comfortable living area is filled with natural light and opens to a private patio, creating your own outdoor space to enjoy your morning coffee, dine al fresco, relax, or soak up the sun. The patio leads directly to the attached two-car garage, adding everyday convenience and functionality. The entire main living area is conveniently located on the first floor, while all three bedrooms are privately situated upstairs, creating a comfortable separation between living and sleeping spaces. The spacious primary suite offers a relaxing retreat with a walk-in closet and a private bath featuring double vanities, a relaxing garden tub, and a separate stall shower. Two additional bedrooms share a second full bath, and an upstairs laundry closet adds everyday convenience. Enjoy carefree, low-maintenance living along with the added appeal of a gated community featuring a scenic nature walk surrounding a charming gazebo, creating a peaceful place to take a stroll or enjoy the outdoors. The location puts everyday necessities close by, with a supermarket and drug store close by, plus nearby restaurants, shopping, and convenient access to major highways. With three bedrooms, 2.5 baths, a two-car garage, private outdoor space, gated-community living, and a convenient location, this move-in-ready townhome offers the space, updates, and lifestyle you've been looking for. Simply move in, unpack, and enjoy!

441 Black Knight Way, Longwood
872 Sweetwater Island Circle, Longwood
$1,100,000
6 Beds ⋅ 6 Baths ⋅ Sweetwater Island SubDv. ⋅ 32779 Zip Code
Welcome to Sweetwater Island Estates - one of Seminole County’s best kept secrets. Located in a gated community and surrounded by natural beauty. Situated on a conservation lot, this pool home features 6 bedrooms and 5.5 bathrooms, office/den, family room, two fireplaces and formal dining room. Neutral paint tones, crown molding and natural light abound in this home. The gourmet kitchen is ideal for the aspiring chef in your family – highlighted by 42” maple wood cabinets, stainless steel appliances, center island, double ovens and adjacent breakfast room. The primary retreat is located on the first floor with an extended sitting area and fireplace. The ensuite bathroom has dual sinks, a garden tub, separate shower and large walk-in closet. The focal point of this home is the Family room – ideal for creating special memories with friends and family. There is a spacious office on the first floor highlighted by a beautiful bay window. The second-floor features 5 bedrooms and 3 full bathrooms. The floor plan flows seamlessly and is excellent for the multi-generational family. Extend your living area outdoors with French doors leading to the covered lanai, screened pool and an extended patio – perfect for setting up a firepit and roasting marshmallows. The private back yard exudes serenity and is accentuated by lush landscaping. Upgrades include: Exterior paint (2026), Salt chlorine generator (2026), GE cooktop (2026), Pool pump (2024), GE Washer (2024), Interior faucets (2023), Ceiling fans (2020), Roof (2020), Mini split A/C (2020), Upstairs A/C unit (2020). Amenities: Tennis courts, playground, deeded access to Lake Brantley, private boat ramp, fishing, water skiing, private beach, volleyball, basketball and more. Explore the Wekiva River by canoe/kayak or take in all the natural beauty this community offers. Conveniently located to shopping, restaurants, medical and major roads. This home has been meticulously maintained.

872 Sweetwater Island Circle, Longwood
136 Springwood Circle Unit A, Longwood
$99,500
1 Beds ⋅ 1 Baths ⋅ Springwood Village SubDv. ⋅ 32750 Zip Code
Attention Homebuyers and Investors! This beautifully maintained studio is a fantastic opportunity in the heart of Longwood, FL! Ideally located with easy access to I-4, shopping, dining, and everyday conveniences, with several restaurants just steps away. This first-floor unit offers a spacious and functional layout with thoughtful updates, including a brand-new quartz kitchen countertop, kitchen sink, and range hood, ready for you to enjoy! The unit also features a convenient Murphy bed, allowing you to maximize the living space and easily transform the studio to fit your needs. The well-maintained community offers an impressive selection of amenities, including two swimming pools, basketball and tennis courts, a fitness center, bicycle storage, clubhouse, pool table, car wash area, and more. The community also offers two guest rooms available to reserve at an affordable nightly rate, providing a convenient option for visiting family and friends. Whether you're looking for a comfortable place to call home or an investment opportunity, this studio offers location, convenience, and amenities all in one. Don't miss the opportunity to make this charming Longwood studio yours!

136 Springwood Circle Unit A, Longwood
326 W Hornbeam Drive, Longwood
$557,000
4 Beds ⋅ 2 Baths ⋅ Sabal Point Amd SubDv. ⋅ 32779 Zip Code
Virtually Staged. Welcome to 326 W Hornbeam in the exclusive community of Sabal Point. Not many homes come up for sale in this beautiful neighborhood, don't miss your opportunity to take advantage of this property! Property features include a new roof (2026), newer A/C, updated electric panel, whole home re-pipe, and newer water heater. Upon arrival a round-about driveway with mature landscaping welcomes you to the front door, with additional parking in front of the garage. Inside you are greeted by an open concept living area with dining and private office or media room. This home has a split floorplan with oversized secondary bedrooms and a pool bathroom featuring double showers for large families. On the other side of the home is the primary suite with walk-in closet an en-suite bathroom. Enjoy an updated kitchen that has a great view of the pool and outdoor kitchen. The community features miles of walking trails, two playgrounds, basketball courts, and gorgeous trees that provide a beautiful view while you drive. Shopping and dining are only minutes away with quick access to I-4. This home is ready for its new owner, so book your appt today!

326 W Hornbeam Drive, Longwood
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