Longwood/Wekiva Springs Homes with Private Yard Exterior Features

Longwood/Wekiva Springs Homes with Private Yard Exterior Features

Welcome to the enchanting region of Longwood and Wekiva Springs, nestled in the heart of Seminole County, Florida. This picturesque area is a hidden gem, offering a perfect blend of suburban tranquility and vibrant community life. Known for its lush landscapes and abundant natural beauty, Longwood is a haven for outdoor enthusiasts, with the stunning Wekiva Springs State Park just a stone’s throw away. Here, you can explore winding trails, enjoy kayaking on the crystal-clear waters, or simply unwind surrounded by nature.

Longwood boasts a rich history and a charming downtown area filled with boutique shops, delightful eateries, and friendly cafes, making it a delightful place to call home. The community is known for its excellent schools and family-friendly atmosphere, ensuring that residents enjoy a high quality of life.

When it comes to real estate, Longwood offers a variety of homes that cater to diverse lifestyles, with many properties featuring private yards that provide the perfect backdrop for relaxation and entertainment. Imagine hosting summer barbecues or enjoying quiet evenings under the stars in your own outdoor oasis. These homes are designed with your comfort in mind, boasting spacious layouts and inviting exteriors that blend seamlessly with the natural surroundings.

Whether you’re seeking a peaceful retreat or an active community, Longwood and Wekiva Springs have it all. Explore the possibilities of homeownership in this vibrant region, where every day feels like a vacation. Discover your dream home today and experience the magic of living in Longwood!

Newest Longwood/Wekiva Springs Homes with Private Yard Exterior Features

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

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

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

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

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

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

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. Boat can be included for the right price! The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof and dock 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

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

5 Beds ⋅ 7 Baths ⋅ Sweetwater Club Unit 6 SubDv. ⋅ 32779 Zip Code

An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,497 square feet, the residence offers five bedrooms, large office, spacious bonus room, five full bathrooms and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar and surround sound. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive 1700 sq ft screened lanai and deck creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood

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

3 Beds ⋅ 2 Baths ⋅ West Brantley Lake Road Heights SubDv. ⋅ 32779 Zip Code

Exceptional value paired with an incredible low-interest assumable mortgage opportunity! This updated mid-century modern home sits on a spacious, elevated corner lot nearly half an acre in size, located within a top-rated Seminole County school district. The open concept living area features abundant natural light, a focal fireplace, and a custom kitchen seamless for entertaining. A oversized primary suite offers a private exterior entrance alongside a flexible space perfect for an office, lounge, or guest suite. Complete with key structural updates, including a 2017 roof, 2021 windows, updated electrical, and concrete block construction, plus a fenced backyard with no HOA restrictions. This home blends suburban charm with easy access to Orlando’s world famous entertainment hub. Take advantage of nearby I-4 to arrive at Universal Orlando Resort in just 30 minutes, SeaWorld in 35 minutes, or Walt Disney World in under an hour. It is the ideal home base for park enthusiasts looking to trade tourist corridor congestion for top-rated Seminole County schools and tranquil surroundings!

428 Ruth St, Longwood

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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