Longwood Homes with Private Yard Exterior Features

Longwood Homes with Private Yard Exterior Features

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County. With its picturesque landscapes, vibrant community, and thriving local culture, Longwood offers a unique blend of suburban tranquility and urban convenience. Just a stone's throw from the bustling city of Orlando, residents enjoy easy access to world-class dining, shopping, and entertainment while relishing the peaceful, laid-back atmosphere that Longwood is known for.

One of the most appealing aspects of living in Longwood is the abundance of homes with private yard exterior features. Imagine stepping out into your own serene oasis, where lush greenery and vibrant gardens provide the perfect backdrop for relaxation or entertaining friends and family. These private yards offer a sanctuary away from the hustle and bustle, allowing you to unwind in your own personal retreat. Whether you envision hosting summer barbecues, gardening, or simply enjoying a quiet evening under the stars, Longwood's homes with private yards cater to your lifestyle needs.

Longwood is also home to a variety of parks and recreational facilities, making it an ideal location for families and outdoor enthusiasts alike. With a strong sense of community and a wealth of local events, residents find themselves connected to their neighbors and engaged in the vibrant culture that Longwood has to offer.

If you’re seeking a home that combines the serenity of private outdoor spaces with the charm of a welcoming community, Longwood, FL, is the perfect place to plant your roots. Come discover the beauty of Longwood and find your dream home today!

Newest Longwood Homes with Private Yard Exterior Features

$399,900
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 32750 Zip Code
Welcome to lakefront living in The Landings, a gated community in the heart of historic Longwood! This desirable Edgewater model offers 3 bedrooms, 2.5 baths, and a thoughtfully designed split floor plan. The home features an updated kitchen and comfortable living spaces complemented by beautiful lake views. Step outside to the updated rear deck featuring low-maintenance Trex decking, an ideal spot for relaxing, entertaining, or simply enjoying the peaceful waterfront setting. Recent improvements include two new patio doors in 2025, a refrigerator in 2026, a garbage disposal in 2023, exterior paint in 2026, and a new roof in 2024. The Landings offers wonderful community amenities including a swimming pool, tennis and pickleball courts, plus jogging and biking trails—all with low HOA fees. Enjoy the privacy of a gated community while being conveniently located close to shopping, dining, parks, and major roadways. A wonderful opportunity to enjoy lakefront living and an active lifestyle in historic Longwood! OBTW: no Flood Insurance; we have the Certificate.

624 Fallsmead Circle, Longwood
$675,000
3 Beds ⋅ 3 Baths ⋅ Knollwood 2nd Add SubDv. ⋅ 32750 Zip Code
Welcome to 1678 Kingston Road, Longwood, a spacious 3-bedroom, 2.5-bath pool home situated on an impressive 1-acre homesite, offering room to spread out both inside and out. From the moment you arrive, the home makes a statement with its expansive single-story design, stone-accented exterior, double entry doors, mature landscaping, and inviting front approach. Inside, warm wood flooring, crown molding, architectural archways, and abundant natural light create a welcoming atmosphere. The versatile floor plan offers multiple living and entertaining spaces, including a spacious family room with direct access to the pool area, a separate dining space highlighted by a wood accent wall and distinctive lighting, and an additional living area featuring vaulted ceilings, exposed wood beams, rich wood-paneled walls, and a dramatic floor-to-ceiling stone fireplace. The kitchen serves as the heart of the home with extensive cabinetry, generous counter space, under-cabinet lighting, a large butcher-block-style breakfast bar, pendant lighting, and views toward the outdoor living area. Multiple sets of French doors provide an easy connection between the interior and the covered lanai. The bedrooms offer comfortable proportions and flexibility for family, guests, or home-office space. The bathrooms include updated touches, with one showcasing a modern wood vanity, vessel sink, quartz-style countertop, matte-fixtures, contemporary mirror, and striking blue tile accent wall. Step outside and enjoy the Florida lifestyle with an expansive covered lanai and screened swimming pool, providing plenty of space for entertaining, relaxing, outdoor dining, or watching the game. Beyond the pool enclosure, the 1-acre property delivers a rare amount of outdoor space and privacy. With its combination of character, multiple living spaces, fireplace, wood flooring, screened pool, oversized outdoor living area, and exceptional homesite, 1678 Kingston Road offers the space and flexibility to create something truly special in Longwood.

1678 Kingston Road, Longwood
$515,000
3 Beds ⋅ 2 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code
Beautifully Updated Pool Home with Modern Style & an Open, Airy Floor Plan Must see! This beautifully updated 3-bedroom, 2-bath home has been transformed from its original 1970s style into a bright, inviting home with modern flair and an effortless indoor-outdoor lifestyle. From the moment you step inside, you’ll appreciate the open and spacious floor plan, abundant natural light, and fresh modern finishes throughout. The living room, dining area, and kitchen flow seamlessly together, creating an ideal space for entertaining, relaxing, and everyday living. The recently updated kitchen features beautiful marble countertops and opens naturally to the main living areas, making it the heart of the home and an inviting gathering space for family and friends. The spacious primary suite offers a comfortable private retreat, with a newly remodeled bathroom and walk in closet. The additional bedrooms and bath have been updated as well, providing plenty of flexibility for family, guests, a home office, or hobbies. The cozy Family room is anchored by a beautiful wood-burning fireplace surrounded by custom built-ins, creating a warm and welcoming focal point. Step outside and discover a very private backyard and swimming pool, offering a peaceful retreat where you can relax, entertain, enjoy a morning coffee, or cool off on a warm Florida afternoon. Recent major improvements provide added peace of mind, including a new roof installed in 2024 and a new A/C system installed in 2023. Conveniently located with easy access to I-4, shopping, restaurants, parks, 2 hospitals, walking and biking trails, this home offers a wonderful combination of modern style, comfort, privacy, and convenience. This isn’t an outdated 1970s home—it has been thoughtfully refreshed throughout and transformed into a bright, airy, welcoming home with modern flair. Come see the transformation for yourself!

1321 Carlton Street, Longwood
$295,000
4 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights SubDv. ⋅ 32750 Zip Code
AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. THIS IS NOT AN AUCTION, BUT SOMETHING SIMILAR. FULLY REMODELED • 4 BEDROOMS • 2,167 SQ FT • 0.32-ACRE LOT • NO HOA • FLEXIBLE LAYOUT Welcome to 637 Pasadena Ave in Longwood! This beautifully remodeled 4-bedroom, 2-bath home offers 2,167 sq. ft. of living space on an oversized 0.32-acre lot with NO HOA. Enjoy luxury vinyl flooring, updated bathrooms, stone countertops, spacious living and family rooms, a separate laundry area, and versatile bonus spaces ideal for an office, gym, playroom, or studio. A unique flexible layout with separate entrances and multiple living areas offers excellent possibilities for multigenerational living, guest quarters, or potential future income-producing use, subject to applicable zoning, permits, and approvals. Outside, enjoy a large private yard and oversized rear carport with plenty of covered space for vehicles, a boat, recreational equipment, or storage. Block construction, central A/C, public water and sewer add to the home's appeal. Professionally appraised at above asking price! Conveniently located near shopping, dining, schools, and major roadways. A rare combination of space, upgrades, flexibility, NO HOA, and future potential in Longwood. Schedule your private showing today! Offers may be entered ONLINE through Thursday, September 17, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

637 Pasadena Avenue, Longwood
$425,000
3 Beds ⋅ 2 Baths ⋅ Hunters Point SubDv. ⋅ 32779 Zip Code
Virtually Staged. Imagine starting your morning with sunlight filtering through the skylights, warm wood details surrounding you, and a home that feels naturally connected to the outdoors. Vaulted ceilings bring an airy feel to the living spaces, while custom-made blinds let you soften or welcome the sunlight throughout the day. The spacious primary bedroom offers its own vaulted ceiling and a comfortable place to recharge, while the office loft creates an inviting spot for work, reading, or creative pursuits. Step outside to the fenced yard for a little fresh air, or head out to explore the nearby walking trail and the natural beauty of Wekiwa Springs State Park. When the day calls for errands or dinner out, shopping, dining, and everyday services are conveniently close. Set along a cul-de-sac street in Longwood, this home offers a wonderful balance of natural character, comfortable spaces, and connection to everything you need. Come experience the setting and see how easily life could unfold here.

280 Hunters Point Trail, Longwood
$469,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 3 Fox Hunt Sec 3 SubDv. ⋅ 32779 Zip Code
SELLER MOTIVATED!!!Discover this 3-bedroom, 2-bath pool home offering 2,061 square feet of cooled living space in the highly desirable Wekiva Hunt Club community. Lovingly maintained for over three decades, this home offers timeless character, thoughtful updates, and the peace of mind that comes from exceptional care. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, and a generous breakfast bar overlooking the family room, air-conditioned Florida room, pool, and backyard—creating the perfect setting for everyday living and entertaining. Filled with natural light, the air-conditioned Florida room is the perfect place to begin your morning with coffee or unwind at the end of the day while overlooking the tropical backyard and sparkling pool. The inviting family room features a classic brick wood-burning fireplace, while formal living and dining rooms provide flexible space for family gatherings, celebrations, or quiet evenings at home. Beyond the Florida room, your private backyard retreat features a sparkling pool, mature tropical landscaping, fruit trees, and a newer privacy fence—creating an inviting space to relax, entertain, and enjoy Florida living year-round. One of this home's greatest values is what you won't have to replace. Recent improvements include a 2023 roof, 2025 HVAC, updated electrical, re-piping, 2023 water heater, newer windows and blinds, 2025 smart irrigation system, 2026 water backflow prevention system, resurfaced pool, newer refrigerator, washer, garage door, and more. Overlooking a large neighborhood green space with miles of walking paths, tennis & PB courts, baseball field, play area and conveniently located near golf course, shopping, dining, indoor pickleball and top-rated Seminole County schools. This home offers an exceptional lifestyle in one of Central Florida's most established communities. Move right in and enjoy it today while making it uniquely your own over time. Some homes simply feel cared for the moment you walk through the front door. This is one of them.

116 Beaufort Drive, Longwood
$430,000
3 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 01 SubDv. ⋅ 32779 Zip Code
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
$774,900
6 Beds ⋅ 4 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code
Virtually Staged. NO HOA* NO SOLAR* LOW TAXES* POOL HOME* DOWNSTAIRS PRIMARY SUITE* CORNER LOT* 3-CAR GARAGE* SHED* Welcome to 1200 Alberta St! This spacious corner-lot home offers a flexible floor plan, generous living space, NO HOA, and low property taxes. Featuring 5 bedrooms PLUS an office, the home offers plenty of flexible-use space, with the office providing the possibility of a 6th bedroom. Most bedrooms are conveniently located downstairs, including the oversized primary suite featuring TWO walk-in closets, a soaking tub, separate shower, and private enclosed water closet. The large kitchen overlooks the screened-in pool and spa, while the formal dining room and spacious family room with raised ceiling provide plenty of room for everyday living and entertaining. Upstairs, a private suite offers a bedroom, full bathroom, and separate living room—ideal for guests, extended family, or additional private living space. Additional features include a 3-car garage, indoor laundry room with utility sink, fenced yard, powered stick-built shed, garden box, mature shade trees, and green lawn. Recent updates include a 2023 ROOF, 2018 A/C, 2020 WATER HEATER, and 2025 WOOD FENCE. The spa heater is propane. Enjoy the screened pool and spa and the peaceful setting of the established Sanlando Springs neighborhood in Longwood, known for its tree-lined streets. With its versatile layout, downstairs primary suite, private upstairs living area, pool and spa, 3-car garage, corner lot, NO HOA, and valuable updates, this home offers space and flexibility that can be hard to find. Home is virtually staged.

1200 Alberta Street, Longwood
$1,500,000
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
$1,825,000
5 Beds ⋅ 6 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional luxury estate in the prestigious, 24-hour guard-gated community of Wingfield North, ideally located along the highly sought-after Markham Woods Road corridor. Situated on a private 1.23-acre cul-de-sac lot, this remarkable residence offers an impressive combination of scale, luxury, privacy, and resort-style outdoor living. This five-bedroom, six-bathroom home features spacious bedrooms, each with its own en-suite bathroom and walk-in closet. The first-floor primary suite offers a private retreat with French doors opening directly to the patio and pool. Custom walk-in closet design, dual vanity & a walk in shower with multiple shower heads and features. One bedroom features French doors leading to its own private screened porch. Two bedrooms share a private study at the entrance of the dedicated space. Throughout the living areas and bedrooms, engineered hardwood flooring adds warmth and sophistication. Designed for both elegant entertaining and everyday living, the home includes a formal living room overlooking the pool and patio, a formal dining room ideal for large gatherings, and a private office complete with a walk-in closet. The brand-new chef's kitchen is a true centerpiece, with custom cabinetry, marble countertops, an oversized island with seating, gas cooktop, Thermador appliances, and a dedicated eating area overlooking the living room, pool, and outdoor living spaces. Upstairs, the loft provides flexible living space along with an additional bedroom, walk-in closet, and full bathroom. Abundant storage is thoughtfully incorporated throughout the home. The four-car garage offers ample room for a boat or other toys along with a dedicated golf simulation area and an approximately 8' x 17' air-conditioned room perfect for a workshop, hobby space, or additional storage. Outdoor living is equally impressive. The backyard features a screened in pool and spa, covered patio, pool house with storage, and space designed for a future summer kitchen. A creek runs along the rear of the property, while mature wooded areas along the perimeter provide exceptional privacy. A brick-paver circular driveway, covered front porch and cul-de-sac location further enhance the estate's curb appeal and setting. Extensive recent improvements include a recently inspected tile roof with substantial remaining life, whole-home sound system, Control4 smart-home technology, security system, two tankless gas water heaters, new filtration system, front landscaping and irrigation, interior painting, pool equipment, interior lighting and fixtures, garage door openers, screened enclosure upgrades, and exterior pressure washing. A 1,000-gallon propane tank serves the home. Great opportunity to own a substantial luxury estate in one of the Markham Woods area's most desirable guard-gated communities, offering privacy, generous indoor and outdoor spaces, amenities, and a location convenient to top-rated schools, shopping, dining, and major roadways.

334 Vista Oak Drive, Longwood
$750,000
1 Beds ⋅ 1 Baths ⋅ Longwood Hills SubDv. ⋅ 32750 Zip Code
Welcome to 250 Longwood Hills Road in Longwood! Situated on a spacious property with an expansive yard and mature trees, this unique home offers plenty of room to enjoy the outdoors and make the property your own. A long driveway provides generous space for parking, while the large open grounds offer flexibility for outdoor activities, recreation, gardening, or future possibilities. Inside, the home features an open living area with wood-look flooring, recessed lighting, and abundant natural light. The kitchen is efficiently designed with cabinetry, countertop workspace, a range, refrigerator, and views of the surrounding property. The bathroom features a walk-in shower with tiled walls, a built-in niche, and decorative shower flooring. Outside is where this property truly stands apart. The expansive grounds feature beautiful mature trees, wide-open green space, additional structures, and plenty of room to spread out. Conveniently located in Longwood with access to nearby shopping, dining, major roadways, and everything Central Florida has to offer. A property with this much usable outdoor space presents a unique opportunity for buyers looking for privacy, flexibility, and room to create their own vision.

250 Longwood Hills Road, Longwood
$769,900
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
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