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, where suburban charm meets modern convenience. Known for its lush landscapes and friendly community, Longwood offers a perfect blend of tranquility and accessibility. Just a short drive from the bustling Orlando area, residents enjoy a peaceful lifestyle while still having easy access to the excitement of city life.

One of the standout features of Longwood is its array of beautiful homes, many of which boast private yard exterior features. Imagine coming home to your own personal oasis, where you can unwind in your spacious backyard, perfect for family gatherings, gardening, or simply enjoying a quiet evening under the stars. These private yards provide a sanctuary for pets to roam freely and children to play, creating an ideal environment for families of all sizes.

The real estate market in Longwood showcases a variety of architectural styles, from charming single-family homes to contemporary designs, each with unique outdoor spaces that enhance the overall living experience. Many properties feature beautifully landscaped yards, patios, and decks, perfect for entertaining or basking in the Florida sunshine.

Longwood is not just about homes; it’s about lifestyle. With top-rated schools, beautiful parks, and a vibrant community atmosphere, it’s no wonder that families and professionals alike are drawn to this wonderful city. Whether you’re looking to buy your first home or seeking a serene retreat, Longwood’s private yard homes offer the perfect backdrop for creating lasting memories. Discover your dream home in Longwood today and embrace the wonderful life that awaits!

Newest Longwood Homes with Private Yard Exterior Features

94 Wisteria Drive, Longwood
$529,900
4 Beds ⋅ 3 Baths ⋅ V4952184 MLS
Virtually Staged. AN OPPORTUNITY TO MAKE YOUR MARK IN THE SPRINGS—WHERE NATURAL BEAUTY, PRIVACY, AND POSSIBILITIES COME TOGETHER! BRING YOUR VISION AND UNLOCK THE POTENTIAL! Discover the potential of this distinctive residence in The Springs, one of Longwood's most established guard-gated communities, celebrated for its majestic trees, natural freshwater spring, and exceptional recreational amenities. Set on approximately three-quarters of an acre, this sprawling single-story home offers 4 bedrooms, 3 bathrooms, and over 2,600 square feet of living space, a private screened pool, and an expansive backyard surrounded by mature landscaping. From the moment you arrive, the winding driveway, towering trees, and generous homesite set the stage for something special. Inside, soaring vaulted ceilings, abundant natural light, and spacious living areas showcase the home's architectural character and possibilities. A dramatic floor-to-ceiling stone fireplace anchors the family room, while oversized sliding glass doors connect the interior to the outdoor living areas and pool. The thoughtfully designed floor plan features multiple living and dining spaces, offering flexibility for entertaining, everyday living, or creating spaces that reflect your personal style. The kitchen offers wood cabinetry, generous storage, and a casual dining area overlooking the backyard. Two spacious primary suites provide added versatility, while two additional bedrooms offer room for guests, a home office, or other uses. OUTDOOR LIVING IS WHERE THE POSSIBILITIES REALLY SHINE! The expansive screened pool enclosure, covered patio with vaulted wood ceiling, and generously sized backyard provide the foundation for a wonderful outdoor retreat. Imagine transforming this space into your own private oasis, with areas for poolside gatherings, outdoor dining, gardening, and relaxation beneath the surrounding canopy of mature trees. This home is ready for its next chapter and offers an opportunity for buyers who appreciate established neighborhoods, generous homesites, and the ability to create a space uniquely their own. While the property needs some TLC, repairs, and updating, its spacious layout, distinctive architectural features, private pool, and beautiful setting provide an excellent starting point for renovation and restoration. THE SPRINGS OFFERS A LIFESTYLE ALL ITS OWN! Residents enjoy a remarkable collection of community amenities, including 24-hour guard-gated access, a private natural freshwater spring and swimming area, community pool, clubhouse, tennis and pickleball courts, basketball courts, playgrounds, and equestrian stables. Scenic walking trails, preserved green spaces, and the Little Wekiva River contribute to the community's unique natural setting. Beyond the gates, enjoy nearby Wekiwa Springs State Park, Wekiva Island, and the Seminole Wekiva Trail, with opportunities for kayaking, hiking, cycling, and outdoor recreation. Shopping, dining, and everyday conveniences are nearby, while access to SR 434 and I-4 provides connections to Lake Mary, Altamonte Springs, Winter Park, downtown Orlando, and beyond. Whether you're looking to restore its original charm or reimagine the interiors with your own design vision, 94 Wisteria Drive offers a unique opportunity to invest in a generous homesite within one of Longwood's most distinctive communities. Bring your imagination, explore the possibilities, and discover what this property could become!

94 Wisteria Drive, Longwood
3375 Regal Crest Drive, Longwood
$1,445,000
5 Beds ⋅ 4 Baths ⋅ O6454668 MLS
Welcome to an exceptional golf-front residence in the sought-after, guard-gated community of Alaqua Lakes, ideally positioned along the 7th fairway with sweeping golf course views. Thoughtfully designed to embrace both elegant entertaining and comfortable everyday living, this beautifully appointed home offers an inviting open floor plan, abundant natural light, and seamless indoor-outdoor living. New glass entry doors create a striking first impression, opening to light-filled interiors framed by expansive sliding glass doors and tranquil outdoor vistas. The formal dining room provides an elegant setting for entertaining, while a private executive office features California Closets custom built-ins, generous storage, and additional workspace. At the heart of the home, a brand-new, completely remodeled kitchen showcases beautiful new cabinetry, luxurious quartzite countertops and backlit island, and high-end stainless-steel appliances, creating a cultivated space that seamlessly connects to the spacious family room and living areas. A desirable three-way split-bedroom floor plan offers exceptional privacy and flexibility. The luxurious owner's retreat is privately situated and features a comfortable sitting area and dual custom-built walk-in closets. The spa-inspired ensuite bath is beautifully appointed with a walk-in shower and freestanding soaking tub, creating a peaceful retreat at the end of the day. Designed for exceptional indoor-outdoor entertaining, the living room, family room, and versatile bonus room open directly to the expansive lanai. The outdoor living experience is further elevated by a Paradise Grills summer kitchen, complete with a refrigerator, Bluetooth stereo system, seating, umbrella, integrated lighting, and a natural gas connection—creating the perfect setting for entertaining while enjoying picturesque golf course and pool views. An additional bedroom is privately situated at the rear of the home, accompanied by two versatile bonus spaces. One bonus room features a custom Murphy bed, offering the flexibility to serve as a comfortable guest retreat, while the second provides additional space for a media room, playroom, fitness area, or hobby space. An updated full bath conveniently serves this area of the home. On the opposite side of the kitchen, two additional bedrooms share a convenient Jack-and-Jill bath, complemented by a separate powder room and dedicated laundry room. A three-car garage with new garage doors completes the home's functional appeal. Additional recent improvements include a brand-new tankless water heater and a new sprinkler system, adding to the home's appeal and convenience. Residents of Alaqua Lakes enjoy an exceptional lifestyle with resort-style amenities, including a community pool, covered pavilion, clay tennis courts, playground, sports field, and more. Ideally located near premier shopping, dining, and recreational destinations, the home is zoned for highly regarded Seminole County schools and offers convenient access to Orlando's world-class attractions, international airport, and Florida's beautiful beaches. An exceptional opportunity to experience refined golf-front living, thoughtfully enhanced with impressive interior upgrades and outdoor amenities, in one of Central Florida's most sought-after communities. This property may be under video/audio surveillance.

3375 Regal Crest Drive, Longwood
Longwood
$6,499,990
9 Beds ⋅ 13 Baths ⋅ O6454409 MLS
AN EXTRAORDINARY LEGACY ESTATE | NEARLY 17,000 SQ. FT. | 11+ PRIVATE ACRES | SPRING-FED LAKE Welcome to 812 Sweetwater Club Boulevard, one of Central Florida’s most extraordinary private estates, where architectural excellence, remarkable history, and absolute privacy converge. Designed by the world-renowned architectural firm HHCP and constructed over seven years for Harold Mertz, billionaire founder of Publishers Clearing House, this exceptional compound represents a rare legacy of luxury and distinction. Reportedly having hosted presidents, international dignitaries, private concerts, and philanthropic gatherings, the estate offers a remarkable history of distinguished entertaining. Privately situated on approximately 11.21 acres within the Sweetwater Club community, the property is approached by a secluded quarter-mile driveway, creating an extraordinary sense of arrival and complete privacy. Surrounded by mature trees, lush landscaping, ornamental koi ponds, and a breathtaking private spring-fed lake, this secluded sanctuary offers an atmosphere of serenity rarely found in Central Florida. The estate features 9 bedrooms, 12 full bathrooms, 1 half bathroom, and 14,623 square feet in the main residence, with additional guest accommodations bringing the compound to nearly 17,000 square feet. Designed for both grand entertaining and comfortable private living, the residence showcases expansive gathering spaces, a magnificent two-story library, elevator, and bulletproof glass throughout. The resort-inspired outdoor amenities include a spectacular swimming pool and spa, professional tennis and pickleball court, panoramic lake views, beautifully maintained grounds, and multiple spaces for outdoor entertaining. A separate guest house provides additional accommodations for family and visitors, while an eight-car garage offers exceptional space for an automobile collection. Every element of this extraordinary property reflects a commitment to privacy, security, comfort, and timeless sophistication. Whether hosting intimate gatherings, welcoming distinguished guests, or enjoying peaceful moments overlooking the spring-fed lake, the estate offers an unparalleled residential experience. Conveniently located near premier golf courses, fine dining, upscale shopping, and Orlando’s major destinations, this remarkable property combines the exclusivity of a secluded private compound with the convenience of a premier Central Florida address. More than a residence, this is a piece of history. A private sanctuary. An extraordinary legacy awaiting its next chapter.

Longwood
143 Crown Point Circle Unit 143, Longwood
$210,000
2 Beds ⋅ 2 Baths ⋅ O6452409 MLS ⋅ 1 BLDG.
GROUND FLOOR, CORNER UNIT Nestled in the desirable CROWN POINT community of LONGWOOD, FL (32779), this charming 2-bedroom, 2-bathroom condo offers an inviting blend of comfort, style, and effortless living. Step inside to an bright OPEN-CONCEPT floor plan with natural light, and a seamless flow between the living, dining, and kitchen areas. Newly UPGRADED KITCHEN features ample counter space and storage, perfect for daily meals or entertaining guests. Unwind in the spacious primary suite, complete with a RENOVATED PRIVATE ON SUITE bathroom and generous closet space. Enjoy warm Florida breezes from your PRIVATE SCREENED PORCH, ideal for morning coffee or relaxing evenings. Residents enjoy access to COMMUNITY amenities, including a refreshing POOL and clubhouse, all while being zoned for top-rated SEMINOLE COUNTY schools and just minutes from shopping, dining, parks, and major highways. TWO ASSIGNED PARKING SPACES, One under CARPORT with EXTRA STORAGE CLOSET. Request your showing today!

143 Crown Point Circle Unit 143, Longwood
334 Peninsula Island Point, Longwood
$1,250,000
4 Beds ⋅ 5 Baths ⋅ O6452336 MLS
Welcome to 334 Peninsula Island Point in Longwood, Florida, a hidden gem within Peninsula at Island Lake, an intimate gated enclave of just 11 distinctive custom homes in Seminole County! Custom-built by Kurt Wettermann in 2017 and situated on nearly half an acre, this elegant residence offers approximately 3,800 square feet of living space, 4 bedrooms, 4 full bathrooms, 1 half bathroom, a private swimming pool and an exceptional combination of privacy, comfort and versatility. From the moment you enter, soaring ceilings create an inviting sense of openness, complemented by generous living areas designed for everyday living and entertaining. The kitchen offers the added appeal of GAS COOKING, while a dedicated PRIVATE OFFICE provides an ideal setting for working from home. Upstairs, a generously sized 16.7' x 22.5' THEATRE ROOM provides a comfortable space for movies, entertainment and gatherings. An additional upstairs storage area has been creatively used as a charming SECRET CLUBHOUSE, offering a fun little hideaway for imaginative play. One of this home's most distinctive features is its PRIVATE, SELF-CONTAINED GUEST RESIDENCE, offering exceptional flexibility for multigenerational living, extended family or visiting guests. This one-bedroom, one-bath retreat includes its own kitchen, living area and PRIVATE SIDE ENTRANCE serving as its dedicated front door, allowing independent access and privacy. A DEDICATED ONE-CAR GARAGE complements the main home's two-car garage, providing THREE GARAGE SPACES in total. The guest residence's bedroom and bathroom are included in the home's total of 4 bedrooms and 4.5 bathrooms. Outdoor living is equally inviting, with a PRIVATE SWIMMING POOL and screened patio overlooking a lush GREENSPACE BACKDROP. Extended pavers provide additional space for AL FRESCO DINING and entertaining, while a dedicated FIRE PIT AREA offers a wonderful gathering place on cooler Florida evenings for conversation, relaxation and roasting s'mores beneath the stars. ENERGY EFFICIENCY is another outstanding feature! The installed SUNRUN SOLAR ENERGY SYSTEM offers potential electricity cost savings through on-site energy production and net-metering credits. Documented utility history reflects reduced Duke Energy charges during numerous billing periods. The system includes service and warranty provisions under its agreement and is subject to a transferable lease requiring buyer qualification and approval. Solar production records, utility history and lease details are available for review. Nestled in a peaceful, tucked-away setting, Peninsula at Island Lake offers an exceptional sense of privacy, tranquility and understated elegance. Beautifully removed from the bustle of everyday life, yet remarkably convenient to fine dining, shopping, entertainment and major highways, this intimate neighborhood offers a wonderful balance of serenity and accessibility, with convenient access to Altamonte Springs, Lake Mary, Orlando and Central Florida attractions. Discover the elegance and versatility of this distinctive Longwood custom home, featuring private guest quarters, a dedicated office, theatre room, three-car garage, swimming pool, beautiful greenspace views and solar energy. Schedule your private showing today!

334 Peninsula Island Point, Longwood
3719 Trails, Longwood
$810,000
4 Beds ⋅ 2 Baths ⋅ O6450574 MLS
Welcome to 3719 Trails End, where modern luxury meets privacy and space in beautiful Longwood! Situated on nearly ONE ACRE with NO HOA or CDD, this exceptional property has been completely gutted, redesigned, and extensively renovated from top to bottom, offering the peace of mind of owning a practically BRAND-NEW HOME without the cost of new construction! No detail was overlooked, and virtually EVERYTHING IS NEW! Upgrades include NEW electrical, plumbing, roof, interior walls, windows, doors, beautifully remodeled bathrooms, and modern finishes throughout. The stunning open-concept kitchen has been completely redesigned and features BRAND-NEW APPLIANCES, creating the perfect space for everyday living and entertaining. The home also features a BRAND-NEW A/C SYSTEM that has been relocated indoors, along with a conveniently relocated indoor laundry room. Outside, you'll immediately notice the beautiful NEW paver driveway and NEW garage doors. Step into your private backyard paradise featuring a spectacular, completely resurfaced swimming pool OVER 9 FEET DEEP, equipped with a NEW pool pump and components, a fully refurbished screen enclosure, and a convenient outdoor shower! A BRAND-NEW SEPTIC TANK has also been installed, adding even more value to this extensive transformation. The nearly one-acre property has been cleared and offers a blank canvas to create your dream outdoor oasis, whether you envision an outdoor kitchen, beautiful gardens, recreational space, or simply enjoying the privacy and freedom of your own land. Ideally located near some of Seminole County's beautiful golf courses, schools, shopping, dining, and major highways, this home offers an incredible combination of LOCATION, SPACE, MODERN LUXURY, AND FREEDOM! Why purchase an older home that still needs updating when you can enjoy one where practically EVERYTHING HAS ALREADY BEEN DONE FOR YOU? NEW ROOF, NEW A/C, NEW ELECTRICAL, NEW PLUMBING, NEW WINDOWS, NEW DOORS, NEW KITCHEN, NEW APPLIANCES, NEW BATHROOMS, NEW SEPTIC TANK, AND SO MUCH MORE! Nearly ONE ACRE, NO HOA, and NO CDD make this a truly exceptional opportunity in Longwood. Move in, relax, and enjoy Florida living at its finest. Schedule your private showing today!

3719 Trails, Longwood
1351 Markham Woods Road, Longwood
$600,000
4 Beds ⋅ 3 Baths ⋅ G5118649 MLS
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed, plus receive 1% back from the seller’s preferred lender! Enjoy the added benefit of NO HOA, with no homeowners association fees or dues, offering greater flexibility and freedom to make this property your own. Discover the possibilities at 1351 Markham Woods Road in Longwood, Florida! This property features numerous renovations and thoughtful improvements, creating a refreshed living space with plenty to offer. The kitchen has been fully renovated, the living and dining room ceilings have been updated, additional electrical work has been completed in the living room, and the interior has been freshly painted. Additional improvements include updated flooring throughout and a refreshed fireplace, adding to the home's overall appeal. The home also features a **spacious fourth bedroom converted from the former garage into a mother-in-law suite**, providing versatile additional living space ideal for multigenerational living, extended family, or overnight guests. Outside, enjoy the revitalized pool area, featuring a completely redone pool interior finish and a replaced pool screen enclosure, creating an inviting space for relaxation and entertaining. Even more improvements are planned, with the bathroom remodel to be completed prior to closing! Planned upgrades include a new vanity, toilets, faucets, a glass-enclosed shower, and a new exhaust fan, along with two new hallway closets—a coat closet and a linen closet—and additional interior painting. These improvements offer added appeal and convenience for the future homeowner. Conveniently located along Markham Woods Road, the property provides access to State Road 434, Interstate 4, and Lake Mary Boulevard, making travel throughout Longwood, Lake Mary, and the greater Orlando area convenient. Nearby shopping, dining, everyday essentials, and local amenities further enhance the location. Whether you're looking for a property with significant improvements already completed or an opportunity to enjoy additional updates before moving in, this home offers plenty of potential. With no HOA fees, a refreshed pool area, flexible living space, and bathroom renovations scheduled for completion before closing, this Longwood property is one to explore. Attractive financing options may also be available through the seller's preferred lender. Schedule your private showing today and discover the possibilities!

1351 Markham Woods Road, Longwood
326 Coble Drive, Longwood
$539,900
4 Beds ⋅ 2 Baths ⋅ O6451831 MLS
Virtually Staged. STUNNING REMODELED 4-BEDROOM POOL HOME! Situated on a spacious corner lot along a quiet street, this beautifully updated 4-bedroom, 2-bathroom home offers 2,193 heated square feet with soaring vaulted ceilings, exposed wood beams, skylights, TWO separate living rooms, and a dedicated dining area! The chef’s kitchen features quartz countertops, stainless steel appliances, and a stylish backsplash. Enjoy your own private backyard oasis featuring a sparkling pool, spacious gazebo, and a SEPARATE POOLSIDE BAR KITCHEN complete with a sink, refrigerator, and storage—perfect for entertaining! Additional upgrades include luxury vinyl plank flooring, fresh interior paint, a NEW water heater, NEWER roof, BRAND-NEW SOD throughout, and fresh landscaping. The fully fenced property also features a 2-car garage and TWO separate driveways, including a circular driveway for additional parking! Conveniently located near parks, biking trails, and schools. BONUS: HOA DUES FULLY PAID THROUGH 2026! A MUST SEE! Some rooms have been virtually staged.

326 Coble Drive, Longwood
154 Dartmouth Lane, Longwood
$540,000
3 Beds ⋅ 3 Baths ⋅ O6449374 MLS
New roof (October 2026), new HVAC (2026), electrical panel replaced in 2024, and whole-house PEX re-piping: the big-ticket items are already done on this 3-bedroom, 2.5-bath pool home on a corner cul-de-sac lot in Wekiva Cove. The 2,222 sq ft single-story plan has a living room with a fireplace, a breakfast nook off the kitchen, and a primary suite with a walk-in closet and en suite bath. Out back, the pool has been resurfaced, the screen enclosure rescreened and the deck freshly painted, so the outdoor space is ready for fun. Finish a swim in your own built-in sauna. The fenced yard has a climbing wall and storage for kayaks and paddleboards, and it backs to HOA-maintained green space, so you get open views without the extra mowing. A trail from the yard leads to the lake and the community walking trails. Other features include a generator, smart-home control of lights, and a transferable Terminix termite bond. See the attached list of updates. Wekiva Cove amenities include a community pool, tennis and pickleball courts, a clubhouse, a playground and lake access. Zoned for Wekiva Elementary, Teague Middle and Lake Brantley High. The home is easy to show. Schedule an appointment today!

154 Dartmouth Lane, Longwood
919 Lewis Place, Longwood
$470,000
4 Beds ⋅ 2 Baths ⋅ O6450825 MLS
Come home to Chelsea Place, one of Longwood’s most desirable and convenient locations. This upgraded 4-bedroom, 2-bath home offers an inviting blend of warmth and functionality. You’ll be captivated by the open, light-filled design featuring soaring high ceilings, elegant architectural details, decorative arches, and built-ins. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to provide and imagine yourself at home.

919 Lewis Place, Longwood
1910 Long Pond Drive, Longwood
$745,500
6 Beds ⋅ 3 Baths ⋅ O6447061 MLS
Fully renovated in 2026 and move-in ready 1 acre home in the highly desirable Mandarin Estates! Located off Markham Woods, this home offers turnkey living with all the major updates already complete. 2026 highlights include TWO full kitchen remodels with quartz counters, cabinets, and stainless steel appliances, new LVP and tile flooring throughout, and fully remodeled bathrooms. Outdoor living centers on a newly resurfaced pool and deck along with a pool bar. A new roof, Lennox AC unit, windows, mini-split system, LG washer and dryer, fresh interior and exterior paint, and newly installed ceiling fans and light fixtures round out the renovation. A polished, low-maintenance home ready for its next owners. Schedule your showing today!

1910 Long Pond Drive, Longwood
1970 W Lake Brantley Road, Longwood
$395,000
3 Beds ⋅ 2 Baths ⋅ O6450609 MLS
BEAUTIFULLY UPDATED 3-BEDROOM, 2-BATH Classic RANCH-STYLE HOME LOCATED NEAR LAKE BRANTLEY, situated on nearly a 1/3 acre lot! This charming, move-in-ready home features a remodeled kitchen (2020), updated flooring (2022), a beautifully renovated primary bathroom (2024) and a whole-house water softener and filtration system. Major improvements include a roof replacement (2019), new A/C system and ductwork (2018), new windows (2019), New Front Door (2021) and new sliders and exterior back door (2026). LOCATION, LOCATION, LOCATION! Access to Lake Brantley through the community boat ramp. Community Association is optional for an annual fee of $339 and includes access to the boat ramp and community beach with pavilion & playground. Zoned for top-rated schools, conveniently located near Wekiwa Springs, Rock Springs, shopping, dining, and major highways! Less than an hour from Central Florida's world-famous theme parks! Don't miss your opportunity to see this beautifully updated home. Schedule your private showing today!

1970 W Lake Brantley Road, Longwood
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