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

$2,000,000
4 Beds 3 Baths Springs The Deerwood Estates SubDv. 32779 Zip Code
For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood

$1,499,000
5 Beds 4 Baths Acreage & Unrec SubDv. 32779 Zip Code
Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood

$1,490,000
4 Beds 4 Baths Sweetwater Club Unit 7 SubDv. 32779 Zip Code
Virtually Staged. Stunning Contemporary Estate Home in Guard Gated Sweetwater Club situated on 1.25 acres of lushly landscaped grounds! Welcome to this spectacular home featuring 4 Bedrooms, 3.5 Baths with tropical pool and spa, its a two story architectural masterpiece with 5636 square feet of living area, Circular Driveway and oversized 3 Car Garage! Nature greets from you from every room with soaring ceilings and expansive windows throughout. METICULOUSLY MAINTAINED and move in ready for new owners. RECENT IMPROVEMENTS include NEW EAGLE TILE Roof 2025, Complete Re-pipe of House 2024, Re-Sod of Front and Back Yards 2025, NEW PROVIA Double Front Doors 2022, Two NEW 5 Ton CARRIER A/C Heat PUMP Systems 2025, Two NEW 50 Gallon Water Heaters 2024, NEW Garage Door Openers (3) 2026, NEW 3M UV Tinting of All First Floor Windows 2025, and more. As you enter the welcoming Foyer you'll see the tropical views of treed back yard and fabulous Dining Room Chandelier. To your left will be the voluminous Living Room with breathtaking views from the expansive windows and soaring ceilings featuring two main seating areas. The Dining Room features a UNIQUE Maitland Smith Chandelier and exquisite burlwood maple table and chairs for 10 guests, the windows invite nature's beauty to the table. There is a Powder Room Bathroom off Entry for your guests. Onto the Gourmet Kitchen with separate Eat- In Nook Area, Double Islands for Gracious Entertaining, Many New Appliances and Solid Wood Cabinets and Granite Counters. You'll enjoy JennAir Double Ovens for holiday celebrations and a Sub-Zero Refrigerator, NEW CAFE Cooktop with downdraft Vent, NEW Kitchen Sink, NEW GROHE Faucet, NEW InSinkErator Garbage Disposal, NEW GE Trash Compactor, NEW BOSCH Dishwasher, NEW GE PROFILE Microwave Oven and there is a HUGE WALK IN PANTRY! Adjacent Family Room is ideal for entertaining or relaxing with views of the sparkling Pool and Spa. There is also an outdoor Kitchen for Pool Parties! The 4th Bedroom on the first floor has an ensuite pool bathroom and large walk in closet. This area can be used as an office or in-law suite. Upstairs is the generous Primary Suite with scenic sitting area and adjacent spacious bedroom suite. The Primary Bath is elegant and functional with double vanities, soaking tub, separate shower, water closet and extensive and organized walk in closet! Down the long hall are the other two bedrooms upstairs, each with their own access to the picturesque balcony and walk in closets! These two Bedrooms share a stylish bathroom. Laundry Room is also upstairs and includes the Washer and Dryer as are all appliances in the home. There is also an Mechanical Equipment/Storage Room off the Oversized 3 Car Garage. There are numerous extra storage cabinets in the Garage too. Sweetwater Club is Seminole's County Premier Guards Gated Community with minimum 1 acres home sites, wide tree lined streets, magnificent Estate homes at every turn, tennis/pickle ball courts and Deeded Lake Access to Lake Brantley for water sports and boating. Sweetwater Club is across from the WEKIWA STATE PARK with over 7000 acres! Excellent LAKE BRANTLEY Schools too! For your piece of mind, Seller is offering a One Year Assurant Premium Plan Home Warranty. Complete Improvements List available. Schedule your appointment today. Premises may be under audio visual surveillance.

632 E Club Circle, Longwood

$429,000
3 Beds 2 Baths Springs Glenwood Village Sec 1 Rev The SubDv. 32779 Zip Code
Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper Lane, Longwood

$3,800,000
6 Beds 9 Baths Sweetwater Club Estates SubDv. 32779 Zip Code
Virtually Staged. Welcome to one of Central Florida's most extraordinary private estates. Nestled behind wrought-iron privacy gates on 2.89 fenced acres in the prestigious Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park, major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood

$1,350,000
5 Beds 6 Baths Sweetwater Cove SubDv. 32779 Zip Code
Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$635,000
4 Beds 3 Baths Lake Searcy Shores SubDv. 32750 Zip Code
Rarely does a home offer this level of privacy, flexibility and thoughtful design in such a convenient Longwood location. On more than half an acre of fully fenced grounds, this beautifully reimagined residence offers four bedrooms, three full baths and approximately 2,300 square feet of thoughtfully designed living space, blending sophisticated interior updates with an expansive outdoor lifestyle rarely found today. From the moment you arrive, the home's enhanced curb appeal makes a lasting impression with its redesigned front entry, upgraded garage door and beautifully extended paver driveway offering abundant parking for guests, recreational vehicles, boats, trailers and more. With no HOA restrictions, you'll enjoy the freedom to truly embrace Florida living on your own terms. Inside, a desirable split-bedroom floor plan creates the perfect balance of privacy and functionality. Rich new flooring, elegant crown molding, calming designer paint colors and thoughtfully curated finishes establish a warm, timeless aesthetic throughout. At the heart of the home, a striking wood-burning fireplace serves as the centerpiece of the living spaces, creating an inviting setting for everyday living and memorable gatherings alike. The completely redesigned kitchen is both beautiful and functional, showcasing brand-new custom cabinetry, elegant quartz countertops, premium KitchenAid® appliances and carefully selected designer details that elevate every meal and gathering. Privately tucked away, the generously sized primary suite serves as a peaceful sanctuary with ample space to unwind. The spa-inspired ensuite bath features dual vanities, a relaxing jetted soaking tub, a separate walk-in shower and a spacious walk-in closet, creating the perfect place to recharge at the end of the day. Two additional full baths comfortably accommodate family and guests, including one with a walk-in shower and another featuring a garden tub. Outdoor living is where this property truly shines. An oversized swimming pool anchors the expansive backyard, offering exceptional privacy and endless opportunities for entertaining, recreation, gardening or simply enjoying Florida's year-round sunshine. An extended paver patio seamlessly connects indoor and outdoor living, while a dedicated paver fire pit gathering area invites memorable evenings beneath the stars. Completing the property is a detached storage shed with electricity and a water connection, offering outstanding potential for restoration. Whether reimagined as a workshop, hobby space, gardening retreat or simply refreshed for additional storage, this versatile structure provides the flexibility to evolve alongside your lifestyle. Situated on more than half an acre, this property offers the flexibility to park your RV, boat, trailers and recreational toys with ease, all without the restrictions of an HOA. Combining designer updates, generous living spaces, exceptional outdoor amenities and a location convenient to shopping, dining, parks and major commuter routes, this is a rare opportunity to enjoy the lifestyle today's buyers have been searching to find. Whether hosting unforgettable poolside gatherings, parking your boat for the next weekend adventure or simply enjoying the peace and privacy of your expansive homesite, this exceptional property offers a lifestyle that is increasingly difficult to find in Central Florida.

122 Bearss Circle, Longwood

$445,000
3 Beds 2 Baths Hunters Point SubDv. 32779 Zip Code
Welcome to 280 Hunters Point Trail, a beautifully situated residence in the highly desirable Wekiva area of Seminole County, Florida. This home offers an exceptional opportunity to enjoy a peaceful residential setting while staying close to everything Central Florida has to offer. Architectursl Facts: Dramatic vaulted tongue and groove cedar ceilings with exposed beams, Large, open living area with excellent natural light; Updated tile flooring throughout; Renovated primary bath with contemporary finishes. Located within a well-established and sought-after neighborhood, this property benefits from a quiet, family-friendly atmosphere with tree-lined surroundings and a strong sense of community. Residents in this area appreciate the balance of suburban comfort with convenient access to major roadways, making commutes to downtown Orlando, Lake Mary, and surrounding employment hubs both simple and efficient. One of the standout advantages of this location is its access to Seminole County’s highly regarded school district, known for its strong academic programs, extracurricular opportunities, and commitment to student success. Families are drawn to this area for its educational reputation and long-term value. Everyday convenience is unmatched, with a wide selection of shopping centers, grocery stores, restaurants, and retail options just minutes away. Whether you’re running errands or enjoying a night out, everything you need is close by. In addition, residents benefit from proximity to top-tier medical care, including nearby hospitals and specialty physician offices, providing peace of mind and easy access to healthcare services. Outdoor enthusiasts will especially appreciate the close proximity to the stunning Wekiwa Springs area and surrounding parks, where residents can enjoy kayaking, canoeing, swimming, hiking, and exploring Florida’s natural springs and river systems. The nearby Wekiwa Springs State Park offers crystal-clear waters, scenic trails, and abundant wildlife, making it a true local treasure. A variety of waterfront dining and casual restaurants in the area also provide the perfect setting to unwind after a day on the water or exploring the outdoors. The Wekiva area is also known for its beautiful Golf Court and parks, nature trails, lakes, and recreational opportunities, offering an ideal Florida lifestyle. From weekend adventures to everyday relaxation, the surrounding environment supports an active and enjoyable way of life. Overall, 280 Hunters Point Trail presents a compelling blend of location, lifestyle, and livability—making it an excellent choice for buyers seeking comfort, convenience, and long-term value in one of Central Florida’s most established and desirable communities.

280 Hunters Point Trail, Longwood

$1,695,000
4 Beds 4 Baths Lake Brantley Isles Amd SubDv. 32779 Zip Code
Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

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