Longwood/Wekiva Springs Homes with Sidewalk Exterior Features

Longwood/Wekiva Springs Homes with Sidewalk Exterior Features

Welcome to the enchanting community of Longwood/Wekiva Springs, nestled in the heart of Seminole County, Florida. Known for its picturesque landscapes and family-friendly atmosphere, this region offers a perfect blend of suburban charm and natural beauty. With its lush greenery, serene parks, and winding waterways, Longwood is an ideal place for those seeking a tranquil lifestyle while still enjoying the conveniences of modern living.

The Longwood/Wekiva Springs area boasts a variety of homes that cater to diverse tastes and preferences. One of the standout features of many properties in this charming community is their inviting sidewalk exterior. Imagine taking leisurely strolls along tree-lined streets, where friendly neighbors wave as you pass by. Sidewalks not only enhance the aesthetic appeal of the neighborhoods but also promote an active lifestyle, making it easy for families to enjoy evening walks, morning jogs, or simply exploring the scenic surroundings.

In addition to the welcoming sidewalks, Longwood/Wekiva Springs is home to a wealth of amenities. Residents can enjoy access to excellent schools, vibrant shopping centers, and a plethora of dining options. The nearby Wekiva Springs State Park offers outdoor enthusiasts countless opportunities for hiking, kayaking, and wildlife observation.

Whether you're looking for a cozy family home or a spacious retreat, the Longwood/Wekiva Springs area has something for everyone. Come and discover the charm of this delightful community, where every day feels like a breath of fresh air!

Newest Longwood/Wekiva Springs Homes with Sidewalk Exterior Features

3 Beds ⋅ 2 Baths ⋅ Lake Vista At Shadowbay SubDv. ⋅ 32779 Zip Code

Welcome Home to this beautifully maintained three bedroom, two bathroom home with a spacious two car garage, nestled in the sought-after Lake Vista at Shadowbay, a desirable lakefront community offering an exceptional Central Florida lifestyle. From the moment you step inside, you'll appreciate the home's open, airy design, abundant natural light, and soaring vaulted ceilings. Rich wood flooring and tile flow throughout, complemented by unique architectural details and thoughtfully designed built-in niches that add warmth, character, and charm. The home offers a wonderful blend of formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that seamlessly connect throughout the home. Whether you're hosting friends, enjoying family time, or simply relaxing at the end of the day, this thoughtfully designed floor plan offers both comfort and versatility. But the true showstopper may be waiting just outside. Step into the oversized, tranquil screened-in lanai, where vaulted ceilings create an expansive outdoor retreat. Two wood ceiling fans, each featuring three lighting options and remote controls, allow you to create just the right atmosphere for any occasion. With plenty of space for outdoor dining, entertaining, or simply unwinding, this peaceful setting overlooks a beautiful wooded conservation area and serene pond, creating a private backdrop you'll enjoy year-round. And then there's the lifestyle. Located in the lakefront community of Shadowbay, residents enjoy private access to the highly desirable Ski Lake Brantley, along with community amenities including a tennis court, boat ramp, and more. Whether you're looking to spend the day on the water, enjoy outdoor recreation, entertain friends, or simply take in the peaceful surroundings, this community offers something truly special. Conveniently located near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer, this home perfectly combines comfort, convenience, and an exceptional location. Best of all, there is NO HOA and NO restrictions, providing a level of freedom and flexibility that's becoming increasingly difficult to find. This is more than a house—it's an opportunity to enjoy a peaceful home, beautiful outdoor living, and the sought-after Florida lake lifestyle all in one remarkable setting. Don't miss your opportunity to make this wonderful home your own. Schedule your private showing today and come experience the lifestyle of Lake Vista at Shadowbay for yourself!

322 N Shadowbay Boulevard, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 11 SubDv. ⋅ 32779 Zip Code

Welcome to Sweetwater Oaks—one of Central Florida’s most sought-after communities, where beautiful natural surroundings, outstanding amenities and highly desirable schools come together. Situated on a gorgeous .49-acre conservation-front lot with mature live oaks and a private nature preserve behind the home, this 4-bedroom, 2-bath pool home offers an exceptional opportunity to create something truly special. Inside, the spacious family room immediately draws you in with its soaring ceiling, beautiful wood beams and striking rock fireplace with hearth—a true focal point and wonderful gathering space. The home offers 2,084 square feet under air, a two-car garage and a functional floor plan with plenty of room to make it your own. For buyers looking beyond cosmetic updates, the big-ticket items have already been addressed. The roof was replaced in 2019, along with the A/C and water heater. Plumbing was updated in the early 2000s, the electrical panel and all outlets were replaced in 2023, and the main water supply was replaced in 2024. These improvements provide an excellent foundation for someone ready to add their own personal style and cosmetic touches. Step outside and the setting is what truly sets this property apart. Enjoy the screened-in pool and expansive backyard while taking in the peaceful views of the nature preserve behind you. The mature live oaks in the front yard add to the character and timeless appeal that makes Sweetwater Oaks so special. And then there’s the lifestyle. Sweetwater Oaks residents enjoy deeded access to beautiful Lake Brantley and the Wekiva River, along with tennis and pickleball courts, clubhouse, parks, playgrounds and other community amenities. Add in the highly sought-after schools—Sabal Point Elementary, Rock Lake Middle and Lake Brantley High—and it’s easy to see why this neighborhood remains so desirable. The interior is ready for cosmetic updating, making this an exciting opportunity for a buyer looking for an entry point into Sweetwater Oaks, an investor seeking a strong location, or anyone ready to transform a home and make it their own. Homes with this combination of acreage, conservation, pool, location and amenities are not easy to find. Come see the possibilities!

204 Riverbend Boulevard, Longwood

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

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

SELLERS MOTIVATED APPRAISED AT $390,000!! Welcome to 104 Kilkenny Court in sought-after Wekiva Hunt Club, where extensive updates, inviting living spaces, and an exceptional location come together in this beautifully maintained 3-bedroom, 2-bath home. Step inside to a bright, open layout featuring warm LUXURY VINYL PLANK FLOORING THROUGHOUT and a beautifully UPDATED KITCHEN with shaker cabinetry, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, subway tile backsplash, and a large center island designed for gathering and entertaining. The adjoining living area is highlighted by a striking faux stone fireplace, while the dining area flows directly to the screened patio for easy indoor-outdoor living. The spacious primary suite offers a relaxing retreat with a stylish accent wall and a beautifully UPDATED PRIMARY BATHROOM COMPLETED IN 2023. Features include a sleek vanity, illuminated mirror, marble-look walk-in shower, decorative niche, and multiple shower heads. Even more value comes from the home's major improvements, including a NEWER AC SYSTEM REPLACED IN 2023 and WINDOWS REPLACED IN 2021—Whole House Water Filtration System. Important updates that add comfort, efficiency, and peace of mind. Outdoor living is another standout feature. Enjoy the EXPANSIVE SCREENED PATIO overlooking a SPACIOUS FENCED BACKYARD with plenty of room for pets, play, entertaining, or simply enjoying the Florida lifestyle. A brick-paver gathering area provides even more space for grilling, relaxing, and hosting friends and family. The location is hard to beat. Enjoy convenient access to WEKIVA GOLF CLUB, WEKIVA ISLAND, WEKIWA SPRINGS STATE PARK, shopping, dining, parks, and major roadways. Wekiva residents also enjoy COMMUNITY PARKS, A COMMUNITY CENTER, and APPROXIMATELY 26 MILES OF TRAILS winding throughout the neighborhood. UPDATED KITCHEN. UPDATED PRIMARY BATH. AC 2023. WINDOWS 2021. SCREENED PATIO. FENCED YARD. OUTSTANDING WEKIVA LOCATION.

104 Kilkenny Court, Longwood

4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code

LIVE WHERE LIFE FEELS A LITTLE BETTER! Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the easygoing Florida lifestyle come together. Step through the welcoming foyer and into a bright, light-filled home featuring four sliding glass doors that bring the outdoors in. This well-loved home is ready for its next chapter! And the possibilities are exciting! The thoughtful split-bedroom floor plan offers privacy, with a spacious primary suite featuring a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Enjoy a separate dining room, separate living room, and inviting family room with a fireplace, perfect for cozy evenings or gathering with friends. The kitchen features a charming sit-in dinette, ideal for morning coffee and casual meals. Step outside to the enclosed screened patio and oversized lot, offering plenty of room to create your dream outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, giving the next owner the opportunity to bring this outdoor space back to life. And then there’s the Wekiva Hunt Club lifestyle! With a low HOA of approximately $20/month, residents enjoy an abundance of community amenities, including multiple 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. Enjoy the tranquility of an established, tree-lined community while staying conveniently close to shopping, dining, nature, and everything Central Florida has to offer. Don’t just dream about the Florida lifestyle, come experience it! Schedule your private showing today, explore the possibilities, and see why 1111 W Wekiva Trail could be the perfect place for your next chapter. Your Wekiva adventure starts here!

1111 W Wekiva Trail, Longwood

2 Beds ⋅ 2 Baths ⋅ San Marco Villas A Condo SubDv. ⋅ 32779 Zip Code

Welcome home to the increasingly sought-after community of San Marco Villas in Longwood! This property features some beautiful finishing's, including Newer LUXURY VINYL PLANK FLOORING throughout (NO carpet in the property), Newer cabinetry, Newer GRANITE MARBLE COUNTERTOPS, Newer STAINLESS-STEEL APPLIANCES and Newer lighting PLUS Newer fixtures throughout. (Seller will be having repairs in both bathrooms completed once vacant). Downstairs features an open concept living area with a MASSIVE amount of NATURAL LIGHTING, WOOD BURNING FIREPLACE, vaulted ceilings and has a beautiful WHITE STONE ENCLOSURE extending to the open kitchen and upgraded dining room. There's also an UPDATED second bedroom with bathroom. The upstairs primary suite is updated to the highest standards. The sparkling Newer master bathroom has a light and airy feel. Enjoy your screened in PRIVATE lanai, perfect for entertaining family and friends in your luxurious outdoor living space oasis. NEW WOOD FLOORING Installed in Lanali (2025) You can head over to the community pool as an option as well. This property is located within minutes of Wekiwa Springs, lots of shopping, multiple restaurants, top rated schools and Interstate 4.

196 W Sabal Palm Place Unit 196, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code

Welcome to Riverbend Boulevard, where spacious living, thoughtful updates, and the sought-after Sweetwater Oaks lifestyle come together. Residents enjoy private access to skiable Lake Brantley, including the community’s private beach and boat ramp—perfect for boating, paddleboarding, fishing, or simply enjoying life by the water. Inside, this four-bedroom, two-bath home offers a versatile split-bedroom floor plan with generously sized living spaces and vaulted ceilings. Updated luxury vinyl plank flooring flows throughout all four bedrooms and the formal living and dining rooms, creating a fresh, cohesive feel. The expansive living room provides the flexibility to serve as an office, playroom, or additional gathering space, while the dining room offers plenty of room for entertaining. At the heart of the home, the inviting family room features soaring vaulted ceilings and a striking stone fireplace that brings warmth and character to the space. The kitchen offers abundant cabinetry, casual dining space, and all-new stainless steel appliances. The spacious primary suite easily accommodates a king-size bed, while three additional bedrooms are conveniently located near the beautifully remodeled guest bathroom. A generous sunroom extends the home’s living space and opens to the private backyard, where an oversized pool creates the perfect setting for swimming, entertaining, and enjoying Florida’s year-round sunshine. The pool was resurfaced in 2022. Major improvements provide added confidence and convenience, including a 2022 roof, 2024 air-conditioning system, updated electrical panels, Pella replacement windows throughout, and a new garage door and opener. Sweetwater Oaks is known for its tree-lined streets, established natural beauty, sought-after schools, and exceptional private amenities. In addition to Lake Brantley access, residents enjoy tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, volleyball, a fishing dock, soccer and baseball fields, community center, and private access to the Wekiva River for canoeing, kayaking, and paddleboarding. With its flexible floor plan, oversized pool, extensive improvements, and exceptional community lifestyle, Riverbend Boulevard is ready to welcome its next owners home.

734 Riverbend Boulevard, Longwood

3 Beds ⋅ 4 Baths ⋅ Alaqua SubDv. ⋅ 32779 Zip Code

Turnkey 1-level Dave Brewer custom nestled on 1-acre homesite in 24-hour guard-gated Alaqua. Discover three generously sized bedrooms PLUS an oversized private office with a closet, easily functioning as a fourth bedroom. Designed with both form and function in mind, the thoughtfully planned floor plan features expansive formal living and dining rooms along with a spacious family room—creating an ideal setting for both everyday living and effortless entertaining. From the tile roof replaced in December 2020 to the extensive interior and exterior renovations completed in 2026, this beautifully updated residence offers the opportunity to simply move in and enjoy the Alaqua lifestyle without the time, expense, and inconvenience of undertaking a major renovation. Arrive along the impressive oversized circular driveway and immediately experience a sense of tranquility, enhanced by picturesque golf course views across the front of the property. Double glass entry doors welcome you into a light-filled interior showcasing soaring ceilings, abundant natural light, beautiful wood flooring throughout much of the home, and an exceptionally functional layout. At the heart of the residence, the chef-inspired kitchen features new appliances and opens seamlessly to the generously proportioned family room, highlighted by an elegant fireplace and expansive views of the pool and oversized covered lanai. The primary suite is truly a private retreat, complete with a spa-inspired ensuite bath and dual walk-in closets. Outdoor living is equally impressive, with an expansive lanai, sparkling pool, and summer kitchen creating the perfect backdrop for year-round entertaining. Additional highlights include an oversized, extra-deep three-car garage and numerous thoughtful updates throughout. Completing the lifestyle, championship-level golf is just moments away at Alaqua Country Club, placing one of the area's premier golf experiences practically at your doorstep. All this and much more with incredible proximity to major highways, great schools, and world-class shopping, dining, and attractions. This property may be under audio/visual surveillance.

2056 Alaqua Drive, Longwood

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

5 Beds ⋅ 6 Baths ⋅ Alaqua Lakes Ph 1 SubDv. ⋅ 32779 Zip Code

Virtually Staged. A bespoke Dave Brewer masterpiece in Alaqua lakes — where exceptional architecture, refined craftsmanship and extraordinary indoor-outdoor living converge. This distinguished custom residence offers five ensuite bedrooms, six baths and a dedicated office that can easily transition to a sixth bedroom, creating an exceptional blend of elegance, comfort and versatility. A brand-new roof further enhances the home's appeal and peace of mind. Created with sophisticated entertaining in mind, the residence unfolds into an extraordinary outdoor retreat. The custom architectural screened lanai is a true extension of the home, featuring a resort-style pool and spa, a full summer kitchen, generous gathering spaces and surrounding misting fans for effortless comfort. A private putting green adds a distinctive touch, framed by natural-gas tiki torches that create an unforgettable ambiance after sunset. At the edge of the lanai, a beautifully positioned fire pit invites intimate evenings while overlooking sweeping golf course vistas and tranquil water views. Inside, the gourmet kitchen was completely reimagined in 2021 and showcases a gas range with professional exhaust, a built-in oven, a steam oven, a microwave and a dedicated ice maker. The expansive family room is enhanced by automated shades programmed on timers, seamlessly combining convenience with sophisticated design. Thoughtfully engineered for efficiency and comfort, the home features two zoned HVAC systems, allowing individual areas to be conditioned according to daily use. Set within the prestigious guard-gated community of Alaqua Lakes, residents enjoy an exceptional collection of amenities, including a resort-style pool, a wading pool, five clay Har-Tru tennis courts with two full-time pros available for lessons, a basketball court, a playground, a sand volleyball court and a multi-purpose field. The community's lush natural surroundings and picturesque lakes provide a serene backdrop, while the Tom Fazio-designed golf course creates a coveted setting for this exceptional residence. A truly remarkable custom home offering elevated Florida living, extraordinary entertaining spaces and a level of privacy, craftsmanship and design rarely found in Alaqua Lakes.

3355 Lakeview Oaks Drive, Longwood

5 Beds ⋅ 3 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

Virtually Staged. LAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over ¾ acre, this stunning 5-bedroom, 3-bath home offers an open-concept layout with plenty of space to relax and entertain. The versatile guest suite and bonus room provide exceptional flexibility for family and guests. Step outside to your new 2022 private pool and spa, beautifully enclosed by a pool screen, and take in breathtaking lake views and spectacular sunsets. Roof is 2018, Dock and seawall is 2021, AC 2021, Exterior paint 2019, Balcony resurfaced 2018. Boaters will appreciate the new freestanding boat lift (2022) with a 6,000-lb. capacity which is also sheltered in the canal, making lake access effortless. Additional updates include new upstairs windows (2026) on the east side and a beautifully renovated primary bathroom and upstairs bathroom. Kitchen features built-in appliances, granite counters and a breakfast bar. Up the winding staircase are to the oversized primary suite and 3 more bedrooms. An oversized balcony with amazing views of the lake awaits you after a long day. Enjoy the convenience of being close to shopping and restaurants, with easy access to I-4 and SR 414. With generous living spaces, a private outdoor oasis, and a true lakefront lifestyle, this is a home where every day feels like a getaway.

2260 W Classic Court, Longwood

5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code

Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home with BRAND NEW ROOF, in the desirable Wekiva area of Longwood. This spacious home offers a wonderful blend of comfort and functionality. The family room features a cozy fireplace and overlooks the pool. A formal living room and dining room provide elegance for entertaining while the kitchen and breakfast area provide casual dining options for everyday living. The kitchen is well-appointed with double KitchenAid ovens, stainless steel appliances and exotic granite countertops. A relaxing morning room flows off the kitchen/breakfast area with French doors opening to the pool. With five generously sized bedrooms and three full bathrooms, two of which are Master Suites, there is plenty of room for family, guests and a home office. The primary Master Suite presents a beautiful view of the pool and features a jetted spa tub for a private retreat-like atmosphere. Plush carpet adds comfort to all the bedrooms. Step outside to enjoy your private pool with diving board and create the ideal Florida lifestyle. This lovely well maintained custom built home by Gallimore Builders of Winter Park has lots of extras like light controls at the bed for convenience. Live where daily life feels like a vacation. Enjoy instant access to the emerald pools of Wekiva Springs State Park for swimming and snorkeling. Just minutes away from the river beach,volleyball, live music and food at Wekiva Island. Easy access to 1-4 and 429 to take you to all the theme parks, shopping and restaurants. Welcome home! Claim your paradise, it is the upscale, nature steeped lifestyle you've been dreaming of!

107 Elderberry Lane, Longwood

Start Your Search