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! Known for its picturesque landscapes and vibrant community, Longwood offers a unique blend of suburban tranquility and urban convenience. With its charming tree-lined streets, friendly neighborhoods, and a strong sense of community, Longwood is the perfect place to call home.

Residents enjoy easy access to a variety of amenities, including shopping centers, parks, and top-rated schools. The nearby Wekiva Springs State Park provides a stunning backdrop for outdoor enthusiasts, offering opportunities for hiking, kayaking, and picnicking in nature. With its proximity to major highways, commuting to downtown Orlando or exploring the attractions of Central Florida is a breeze.

One of the standout features of Longwood homes is their private yard exterior. Imagine stepping into your own personal oasis, where you can unwind after a long day or host unforgettable gatherings with family and friends. Many properties in this area boast spacious backyards, perfect for gardening, play areas, or even a serene retreat under the stars. Whether you envision a lush garden, a cozy patio, or a playground for the kids, the possibilities are endless in your own private space.

In Longwood, you’ll discover not just a house, but a place to create lasting memories. With its blend of natural beauty, community spirit, and inviting homes with private yards, Longwood truly embodies the ideal Florida lifestyle. Come explore this enchanting city and find your dream home today!

Newest Longwood Homes with Private Yard Exterior Features

$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
$795,000
5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to this luxurious Sweetwater Cove 5 bedroom, 3 bath pool home in the desirable Wekiva area of Longwood.

107 Elderberry Lane, Longwood
$1,300,000
4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code
The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, half-acre lot with a dock and boathouse (with lift) Step into the wide-open floor plan with soaring tongue and groove ceilings, dramatic transom windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously sized primary bath has a large jetted tub, dual vanities, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood
$795,000
5 Beds ⋅ 4 Baths ⋅ West Wildmere SubDv. ⋅ 32750 Zip Code
Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no HOA, saving you hundreds. Everything about this home is new — the roof, systems, finishes, and fixtures giving buyers the peace of mind of a builder-fresh home with none of the deferred maintenance of an older property. Inside, the home offers just under 3,000 square feet of living space across 5 bedrooms and 4 full bathrooms, filled throughout with an abundance of natural light that gives every room an open, airy feel. Highlights include a bonus loft ideal for a second living area, playroom, or media space, and a large walk-in pantry built for real-life kitchen storage. The primary suite is designed to feel like a private spa retreat. It features a modern, open-concept bathroom layout with a freestanding soaking tub and walk-in shower positioned together for a serene, resort-style feel, along with an oversized walk-in closet with room to spare. It's the kind of end-of-day escape that's hard to find in this price range. One of the home's biggest differentiators is the attached in-law suite with its own private entrance, a flexible space suited to multigenerational households, adult children, long-term guests, a private home office, or even rental income potential, all without sacrificing privacy for either party. Outside, the home sits on an oversized lot with ample green space and room for a pool, a garden, play space, or simply more breathing room between neighbors, which is increasingly hard to find in new construction. Zoned for Lyman High School, a well-regarded school in the area, this location is a strong fit for families prioritizing both a brand-new home and school quality. Priced below $800,000, this home offers new-construction quality at a price point that's competitive with resale homes in the area, in a neighborhood that's just beginning its redevelopment story.

351 E Wildmere Avenue, Longwood
$549,900
6 Beds ⋅ 4 Baths ⋅ Hensons Acres SubDv. ⋅ 32750 Zip Code
Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and your creative eye and make this property yours. Cash-only offers unless your lender will finance a home that needs some TLC. Buyer to verify square footage and leasing restrictions.

230 Bay Meadow Road, Longwood
$798,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood
$275,000
2 Beds ⋅ 2 Baths ⋅ San Marco Villas A Condo SubDv. ⋅ 32779 Zip Code
Virtually Staged. Easy Living in the Heart of Sabal Point | New A/C | New Electrical Panel | Top-Rated Schools Welcome to San Marcos Villas at Sabal Point, where comfort, convenience, and low-maintenance living come together. This bright and spacious 2-bedroom, 2-bathroom condo features a highly desirable split-bedroom floor plan and numerous updates, including a newer A/C system and newer electrical panel. The HOA takes care of the roof, lawn maintenance, landscaping, and more, allowing you to enjoy a truly carefree lifestyle. Step inside to discover soaring ceilings, expansive windows, and an open-concept living and dining area filled with natural light. The inviting living room centers around a charming wood-burning fireplace, creating the perfect space for relaxing or entertaining. The kitchen offers ample cabinet storage, a cooktop, built-in microwave, wall oven, butcher-block workspace, and a cozy breakfast nook ideal for morning coffee. The spacious primary suite is privately located and features a large walk-in closet and an en-suite bath with dual vanities, abundant storage, and a walk-in shower with built-in seating. The secondary bedroom and full bath are situated on the opposite side of the home, providing privacy for guests or family members. An in-unit laundry area adds everyday convenience. Unwind on your private screened lanai overlooking a peaceful garden setting, the perfect place to enjoy Florida's beautiful weather year-round. Located in one of Seminole County's most sought-after communities, you'll enjoy access to top-rated schools, excellent shopping and dining, and convenient access to major highways, making commuting a breeze.

178 W Sabal Palm Place Unit 178, Longwood
$414,900
3 Beds ⋅ 2 Baths ⋅ Sandalwood SubDv. ⋅ 32750 Zip Code
POOL HOME + LARGE FENCED YARD + NO CARPET! NEW ROOF! This 3-bedroom, 2-bath Longwood home in the sought-after Sandalwood community offers the perfect combination of comfort, style, and location. Step inside to an open-concept floor plan featuring granite countertops, espresso cabinetry, a tiled backsplash, stainless steel appliances, and easy-care laminate and tile flooring throughout. The inviting living space is highlighted by a wood-burning fireplace, creating a cozy gathering spot. Outside is where this home truly shines—a generous, fenced backyard with a sparkling pool provides plenty of room for weekend gatherings, play, or simply enjoying the Florida sunshine. A utility shed offers convenient additional storage. Located in the highly rated Seminole County school district with easy access to schools, parks, dining, shopping, SunRail, major roads, and I-4. If you’ve been waiting for a Longwood pool home in a great location, this one is worth seeing!

103 Cashew Court, Longwood
$759,000
5 Beds ⋅ 3 Baths ⋅ Sabal View SubDv. ⋅ 32779 Zip Code
Welcome to this beautifully updated, move-in-ready pool home in the highly sought-after Sabal Point community! Surrounded by mature landscaping and featuring elegant stone pavers, double-door entry, and a hardwood foyer, this open-concept split-bedroom floor plan is designed for both comfort and entertaining. The upgraded kitchen showcases Travertine tile flooring, soft-close cherry cabinetry, stainless steel appliances, and Silestone countertops, while the inviting family room features a stunning floor-to-ceiling stone wood-burning fireplace. Triple sliding glass doors open to a peaceful screened paver lanai and sparkling pool, creating the perfect indoor-outdoor living experience. The spacious owner's suite offers a relaxing retreat with a luxurious jetted garden tub. Additional premium features include a propane-powered whole-home generator for peace of mind, an EV charging station (2023), new roof (2022), new exterior paint (2022), new water heater (2023), and new HVAC system (2025). Sabal Point residents enjoy over 85 acres of parks, scenic walking, biking, and jogging trails, abundant wildlife, and close proximity to the Wekiva River Preserve. Conveniently located near major highways, shopping, dining, entertainment, and top-rated schools, this exceptional home truly offers a vacation lifestyle every day. Schedule your private showing today!

455 Longmeadow Lane, Longwood
$419,900
3 Beds ⋅ 2 Baths ⋅ West Brantley Lake Road Heights SubDv. ⋅ 32779 Zip Code
Now more than ever, owning a home offers true peace of mind. Step into this mid-century modern masterpiece, extensively revitalized and expanded into a bright, airy, boutique-style retreat. Take advantage of an incredible financial opportunity with a VERY LOW assumable mortgage, offering massive monthly savings! Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification) Perched on an elevated, nearly half-acre corner lot, this 3-bedroom, 2-bathroom residence seamlessly combines private, peaceful living with top-rated Seminole County schools right at your doorstep. From the moment you enter, you are greeted by light-filled spaces and a cozy feature fireplace that unites the open-concept kitchen, dining, and living areas. The primary suite is an exceptional retreat in itself, featuring a expansive layout, a private exterior entrance, and a versatile flex space ideal for an executive home office, lounge, or in-law suite. Major updates bring long term confidence, including a custom kitchen, solid concrete block construction, a newer roof (2017), new windows (2021), and updated electrical, all with NO HOA. Outside, the massive, fully fenced backyard offers endless possibilities with ample space for a pool, workshop, or garden. Move-in ready, effortlessly stylish, and built for modern living!

428 Ruth St, Longwood
$619,999
3 Beds ⋅ 3 Baths ⋅ Lloyds Terrace SubDv. ⋅ 32779 Zip Code
Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood
$2,000,000
4 Beds ⋅ 4 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
Back on the market — buyers never funded their deposit. A rare second chance at a Gene Leedy original. 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
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