Longwood Homes with Sidewalks Community Features

Longwood Homes with Sidewalks Community Features

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County, where suburban tranquility meets vibrant community living. Known for its lush landscapes and friendly atmosphere, Longwood is the perfect place for families, professionals, and retirees alike. With its prime location just north of Orlando, residents enjoy easy access to bustling city life while relishing the peaceful ambiance of a close-knit community.

Longwood boasts a rich history, with its roots tracing back to the late 19th century. This picturesque city is adorned with beautiful parks, scenic lakes, and a variety of recreational facilities that encourage an active lifestyle. From the serene beauty of the Longwood Historic District to the expansive green spaces of Candyland Park, there’s something for everyone to enjoy.

One of the standout features of Longwood is its Homes with Sidewalks community. These thoughtfully designed neighborhoods prioritize connectivity and pedestrian-friendly living, making it easy for residents to stroll through the streets, enjoy morning jogs, or take leisurely evening walks with family and friends. The sidewalks not only enhance the aesthetic appeal of the area but also foster a sense of community, encouraging neighbors to engage with one another.

Whether you're looking for a cozy single-family home or a spacious townhouse, Longwood’s diverse real estate options cater to various lifestyles and budgets. Experience the charm of Longwood, where community spirit thrives, and every street invites you to explore the beauty of Florida living. Discover your dream home today in this enchanting city!

Newest Longwood Homes with Sidewalks Community Features

3 Beds ⋅ 2 Baths ⋅ O6441044 MLS

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 ⋅ 3 Baths ⋅ O6439577 MLS ⋅ . BLDG.

Nestled in the desirable Governor's Point Community of Longwood, this beautifully updated three bedroom, two and 1/2 bath, split plan townhome offers the perfect blend of comfort, style and low maintenance living. Boasting an oversized primary suite with fully updated en-suite downstairs, along with a large great room, updated eat in kitchen and guest bath. Upstairs are two more generous bedrooms with another fully updated bathroom. Plenty of room for guests, home office or whatever you choose. Don't miss this opportunity to own a truly beautiful townhome in one of Longwood's most sought-after communities. Enjoy an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and 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 more! All of this and a one year 2-10 buyers home warranty paid for by the seller! SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

391 Winchester Place, Longwood

4 Beds ⋅ 3 Baths ⋅ O6439484 MLS

Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, Longwood

3 Beds ⋅ 3 Baths ⋅ V4951163 MLS ⋅ 00 BLDG.

Rare opportunity to own this new (built in 2022) fully updated, gated, lakefront townhome on skiable Lake Wildmere! These don't come up very often! Low HOA, low utility costs, low insurance! HOA maintains the exterior and ground so you don't have to. Tons of upgrades including Quartz countertops in Kitchen and Master Bathroom, all new faucets, fixtures, fans, with high efficiency windows, 10 foot ceilings, and an open, spacious layout! Rare 2 car garage where most townhomes have 1 car garage. Small community neighborhood with just one street and cul de sac! Tons of nature and wildlife to enjoy including all types of birds, otters, turtles and more! Don't miss your opportunity to grab this move in ready home! Shows like a model home! Home is under audio video surveillance. Listing Agent is the owner.

937 Grand Wildmere Cove, Longwood

3 Beds ⋅ 2 Baths ⋅ O6438695 MLS

Virtually Staged Photos. Welcome to 101 Suffolk Court in the beautiful hamlet of Wekiva Hunt Club! Opportunity abounds in this wonderful 3 bedroom, 2 bath pool home, situated peacefully on the corner of a lovely cul-de-sac! Not only do the tile floors throughout the home help keep it cool in heat of the summer, but accompanied with a versatile, flowing floorplan, gives one the feeling of more square footage. No wasted space! Enter through the double, half light entry doors into large foyer! large Formal Living Room with L-Dining Room is extremely spacious! Sliders in Dining room offer view and access to Lanai and pool! Off Dining Room is the Primary Suite with large Primary bath boasting wheelchair accessible shower! Primary Suite also offers sliding doors that open to Lanai and pool! Kitchen offers lovely, solid wood cabinetry replaced in 2008 and closet pantry with window overlooking Lanai and pool! Appliances include a stainless steel refrigerator, microwave, white dishwasher and range. Ample space in Kitchen for cafe table if one wishes! Through the Kitchen is large Family room with sliding door access to pool and Lanai! Secondary bedrooms are amply sized with long, deep built-in closets. Hall bath vanity was replaced at same time Kitchen cabinets with same solid wood cabinetry! No shortage of storage in this home! Oversized 660 sq. ft garage is home of laundry hookups with access door on side. Pool is large and sparkling to entice you to unwind after a long day, float around in a daze or party to your hearts desire! Ample space on pool deck for your grill, chaise and table and umbrella! If exercise is the order of the day, slip into your walking/running shoes and hop on the walking trail right behind the pool fence! Other amenities, in walking distance, are the Pickleball courts, playground, and ball field! There are several parks, playgrounds and Tennis courts throughout Wekiva Hunt Club, all accessible by sidewalk! Upgrades include: Replumb 2014, Garage door 2013, Carrier HVAC heat pump 2024, Tankless Water Heater, Pool Pump 2026. ROOF will be replaced by end of September 2026!! Easy access to shopping, restaurants, medical and major thoroughfares! Also close by is Wekiwa Springs State Park, Apopka Wildlife Drive, Kelly Park and Kings Landing Campground for the outdoor enthusiast in you!! The opportunity to make this your home is not to be missed!! Make an appointment today to view your future home!

101 Suffolk Court, Longwood

2 Beds ⋅ 2 Baths ⋅ O6438332 MLS ⋅ 196 BLDG.

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

3 Beds ⋅ 4 Baths ⋅ O6435200 MLS

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

5 Beds ⋅ 5 Baths ⋅ O6437302 MLS

Welcome to Bay Meadows Subdivision, a premier M/I Homes community where elegance, style, and thoughtful design come together. This stunning 5-bedroom, 5-bath, two-story residence is sure to impress even the most discerning buyer. From the moment you arrive, you’ll appreciate the exceptional attention to detail and eloquent finishes throughout this beautifully decorated home. The thoughtfully designed floor plan offers spacious living areas, comfortable bedrooms, and an inviting atmosphere perfect for both everyday living and entertaining. Step outside to your own private retreat and enjoy the sparkling swimming pool—ideal for relaxing, entertaining guests, and making lasting memories. This hidden gem truly offers the perfect blend of luxury, comfort, and style in a highly desirable community. Don’t miss the opportunity to make this exceptional Bay Meadows residence your new home!

162 Blue Flax Point, Longwood

3 Beds ⋅ 3 Baths ⋅ O6433313 MLS

Welcome to 214 Pembrook Place, a spacious 3-bedroom, 2.5-bath plus den, two-story pool home in the popular Wekiva Hills community of Longwood. Situated on a .35-acre lot, this inviting home offers attractive curb appeal, a covered entry, 2-car garage, mature trees, landscaping, and a private fenced yard. Architectural details, upper-level windows, and a broad roofline add character and a warm first impression. Inside, the spacious living room features soaring vaulted ceilings, warm wood-look flooring, abundant natural light, distinctive wood accent walls, and staircase details that add warmth and personality. The open layout is ideal for everyday living and entertaining. The kitchen offers abundant wood cabinetry, generous counter space, tile flooring, and a large window over the sink. A peninsula-style layout provides additional prep and serving space while connecting to the adjoining breakfast nook. Sliding glass doors lead directly to the backyard deck for easy indoor-outdoor living. The spacious family room features neutral finishes, soft carpeting, and distinctive wood accent details. Large sliding glass doors bring in abundant natural light and provide direct access to the backyard deck. A convenient half bath features a spacious vanity, neutral finishes, rustic wood accents, a large mirror, and overhead natural light. A gorgeous wood staircase leads to the second floor and is highlighted by rich natural tones, distinctive diagonal wood detailing, tall windows, and an upper transom. The spacious primary bedroom features warm wood flooring, neutral finishes, a modern ceiling fan, and expansive sliding glass doors leading to a private upper-level deck. A rustic barn-style door adds character and charm. The primary bathroom offers a dual-sink vanity with warm wood cabinetry, large framed mirror, tile flooring, natural light, and a separate tiled walk-in shower with sliding glass enclosure. Bedrooms two and three feature warm wood-look flooring, neutral finishes, ceiling fans, and natural light, providing flexible spaces for family, guests, or a home office. The nearby guest bathroom includes a stylish vanity with stone-look countertop, framed mirror, modern lighting, and a tub/shower combination. Step outside to a spacious fenced backyard with a private swimming pool and large deck, offering plenty of room for grilling, outdoor dining, entertaining, pets, play, or relaxing beneath the mature trees. The generous yard creates a peaceful setting to enjoy the Florida lifestyle. Extensive recent updates include a 2024 roof, 2024 hot water heater, 2023 plumbing, 2025 flooring, 2023 windows, 2022 fence, 2026 decking, 2026 interior and exterior paint, pool resurfacing and new pool equipment in 2026, a new garage door in 2023, and a new front door in 2023. Enjoy outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park, along with convenient access to Publix, local parks, dining, shopping, and major roadways. The Wekiva community also offers two parks, a community center, and approximately 26 miles of walking trails surrounding the Wekiva Golf Course. With its desirable Longwood location, oversized homesite, private pool, flexible two-story layout, extensive recent improvements, and access to the Wekiva lifestyle, 214 Pembrook Place is ready for its next chapter.

214 Pembrook Place, Longwood

3 Beds ⋅ 3 Baths ⋅ O6435091 MLS ⋅ 2184 BLDG.

Welcome to The Springs! This beautiful 3-bedroom, 3-bathroom condo is ideally located in one of the community’s most desirable areas. Surrounded by nature and nestled among the trees, this home has a true treehouse feel, offering a peaceful and private setting with beautiful views of the surrounding greenery, tennis courts, and The Springs from the living room and porch. Meticulously maintained, this home is bright, inviting, and thoughtfully designed, with an abundance of natural light throughout. High ceilings and an open-concept floor plan create a warm and spacious atmosphere, perfect for relaxing or entertaining. There is plenty of storage space throughout the home, making it easy to keep everything organized. A wood-burning fireplace adds a cozy touch during the cooler months. The oversized primary suite is tucked away in a private loft on the second floor and features beautiful wooded views, creating a peaceful and serene retreat. The spacious bathroom includes a walk-in closet, separate shower and soaking tub, and dual vanities. The second bedroom is also located upstairs and has its own private bathroom with a shower/tub combination. The third bedroom is conveniently located on the first floor and includes its own private bathroom with a shower. Additional features include plantation shutters, a convenient laundry area just off the kitchen, a one-car garage, and additional storage space conveniently located next to the garage. The home also features a newer A/C system installed in July 2024, new plumbing in April 2026, and a new water heater in April 2026. Enjoy the best of The Springs lifestyle with the river, community pool, tennis and pickleball courts, playground, and basketball courts all just steps from your door. With its elevated setting among the trees, peaceful surroundings, meticulous upkeep, and incredible location, this home truly feels like your own private treehouse retreat—while still being close to all the amenities of The Springs. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!

2184 Woodbridge Road Unit 2184, Longwood

5 Beds ⋅ 6 Baths ⋅ O6436456 MLS

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

2 Beds ⋅ 2 Baths ⋅ O6429719 MLS ⋅ 304 BLDG.

Behind the guarded gates of The Springs in Longwood, this 2-bedroom, 2-bath townhouse backs onto a private, spring-fed nature preserve most buyers only see in brochures. The 1,872-square-foot single-story home sits on a cul-de-sac lot and includes an oversized 2-car garage with epoxy flooring, built in 1974, with a brand-new 2026 roof. Skylights bring natural light into the kitchen, finished with granite counters, newer cabinets, a stainless range hood, and a new microwave. The great room stretches 30x16 under a vaulted ceiling, anchored by a double-sided stone wood-burning fireplace shared with the separate dining room, and French doors open straight to the fenced rear yard. The primary suite was expanded from its original 18x11 footprint to an 18x16 flex layout, with its own vaulted ceiling and a private walk-out to the enclosed yard. Hardwood flooring runs throughout. The Springs itself is the draw: 24-hour gated and guarded, with a private beach, natural spring, walking trails, tennis courts, a clubhouse, RV/boat storage, and horse stables. I-4 and downtown Orlando are minutes away, in the Seminole County school district.

304 Fox Squirrel Lane, Longwood

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