Winter Springs Homes with Private Yard Exterior Features

Winter Springs Homes with Private Yard Exterior Features

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. Known for its charming neighborhoods, lush landscapes, and vibrant community spirit, Winter Springs offers a perfect blend of suburban tranquility and convenient access to urban amenities. With its picturesque parks, top-rated schools, and a variety of recreational activities, this city is an ideal place for families, young professionals, and retirees alike.

One of the standout features of homes in Winter Springs is the abundance of properties with private yards. Imagine stepping out into your own serene oasis, surrounded by lush greenery and the soothing sounds of nature. These private outdoor spaces provide the perfect backdrop for family gatherings, summer barbecues, or simply enjoying a quiet evening under the stars. Whether you’re looking for a cozy cottage or a spacious family home, Winter Springs offers a variety of options that cater to diverse tastes and lifestyles.

Residents here enjoy a plethora of outdoor activities, from hiking and biking along the scenic trails of the nearby Black Bear Wilderness Area to enjoying leisurely afternoons at the local parks. The community fosters a welcoming atmosphere, with seasonal events and festivals that bring neighbors together, creating lasting friendships.

With its charming homes featuring private yards and a vibrant community, Winter Springs is more than just a place to live; it’s a place to thrive. Discover the beauty and warmth of Winter Springs, where your dream home awaits!

Newest Winter Springs Homes with Private Yard Exterior Features

628 Silver Creek Drive, Winter Springs
$849,900
5 Beds ⋅ 4 Baths ⋅ O6443372 MLS
BRAND-NEW CUSTOM HOME IN WINTER SPRINGS WITH NO HOA! Offering approximately 3,184 sq. ft. of air-conditioned living space, this thoughtfully designed 5-bedroom custom home combines custom finishes, flexible multigenerational living and upgrades rarely found in typical new construction—all without the restrictions or monthly fees of an HOA. The first floor features a private in-law suite with its own full bathroom and separate laundry facilities, creating an ideal arrangement for multigenerational living, extended family or guests. The home also includes a second, full-size laundry room featuring built-in cabinetry, a quartzite countertop and an undermount stainless-steel utility sink. At the heart of the home is a beautifully finished kitchen featuring upgraded quartz countertops and a high-end LG appliance package, opening to the spacious great room for an easy flow between cooking, dining and entertaining. Ceiling fans have already been installed in all bedrooms, the great room and screened lanai. The primary suite was designed as a true retreat, highlighted by a custom wet room, private water closet, upgraded quartz countertops and custom built-in shelving. Primary bedroom also features two massive walk in closets with Custom built-in closet shelving. Custom built-in closet shelving is also featured throughout all the bedrooms in the main home. Additional designer finishes include quartz countertops in the in-law bath and powder room, leathered black granite in the upstairs guest bathroom, and quartzite in the main laundry room. Adding even more flexibility is the approximately 22’ × 11’ fifth bedroom above the garage, offering approximately 242 sq. ft. of additional living space and an excellent option for a bonus room, home office, media room or guest space. Two tankless water heaters provide abundant hot water throughout the home, while an impressive 400-amp electrical service provides substantial capacity for current and future needs, including EV charging, an RV connection, workshop or welding equipment, or other high-demand electrical additions. Outdoor living was equally well planned. The screened rear lanai is complemented by two additional paver patios, creating multiple areas for outdoor dining, grilling, relaxing and entertaining. The wooded lot extends back to a peaceful creek, offering plenty of space to explore, enjoy nature, or simply grab a fishing pole and unwind in your own backyard. An oversized paver driveway provides generous additional parking. Even the garage was designed beyond standard dimensions. The oversized two-car garage provides additional width and usable space, allowing plenty of room to comfortably open vehicle doors with two cars parked inside while still providing valuable additional storage space. From the first-floor in-law suite and dual laundry facilities to the fifth bedroom/flex space, custom wet room, upgraded stone surfaces, high-end appliance package, dual tankless water heaters, 400-amp electrical service, oversized garage and driveway, and multiple outdoor living areas, this custom new-construction home offers an exceptional combination of quality, flexibility and functionality in Winter Springs. Brand new, custom built and ready for its first owner.

628 Silver Creek Drive, Winter Springs
1013 Walnut Creek Cove, Winter Springs
$499,900
3 Beds ⋅ 2 Baths ⋅ O6447269 MLS
Beautiful 4-bedroom pond front POOL home in the exclusive gated community of Parkstone! Formal Living, Dining, and Family rooms. Spacious eat-in kitchen with stainless steel appliances. Large owner's suite with huge closet and elegant garden tub and separate shower. High ceilings and tile flooring throughout house. New AC. Laundry room. Covered screened-in back porch with POOL and stunning view of the pond. 2 car garage. Roof about 5 years old. HOA mows yard. House is on a CUL-DE-ac so very quiet. Enjoy the community pool, splash pad, tennis courts, playground, and fishing pier. Near the Seminole Trail for biking and walking as well as Central Winds Park/dog park. Good schools. Great location. Must See!

1013 Walnut Creek Cove, Winter Springs
992 Sleeping Rock Court, Winter Springs
$779,000
4 Beds ⋅ 3 Baths ⋅ O6446490 MLS
CHARACTER YOU CAN’T BUILD INTO A COOKIE-CUTTER HOME—welcome to 992 Sleeping Rock Ct, a distinctive 4-bedroom, 2.5-bath POOL HOME tucked away on an oversized .38-ACRE CUL-DE-SAC LOT with NO HOA in the heart of Tuscawilla. Originally built as a CUSTOM PARADE OF HOMES MODEL, this residence offers approximately 2,701 SQ FT and immediately separates itself with architectural details rarely found in newer construction. Dramatic VAULTED WOOD CEILINGS bring warmth and character to both the family room and primary suite, while an updated WOOD-BURNING FIREPLACE creates a natural centerpiece for the main living space. The SPLIT FLOOR PLAN offers privacy and functionality, complemented by updated flooring, crown molding, baseboards, interior doors, custom closet systems, a WALK-IN PANTRY, dedicated laundry room, and thoughtful smart-home upgrades throughout. The primary suite feels like its own retreat beneath the vaulted wood ceiling, complete with custom closet shelving and an en-suite bath overlooking a PRIVATE ATRIUM. Then step outside and discover what may be the most memorable part of the property: a HUGE COVERED LANAI overlooking the PRIVATE POOL with a NATURAL ROCK WATERFALL, surrounded by mature landscaping and an expansive backyard that gives you room to actually enjoy the .38-acre homesite. New brick pavers and updated fencing further enhance an outdoor setting made for entertaining, relaxing, and Florida living year-round. Just as important, many of the major components have already been addressed, including ROOF & SKYLIGHTS (2019), A/C, ELECTRICAL PANEL & DUCTWORK IMPROVEMENTS (2020), WINDOWS & THREE SLIDING GLASS DOORS (2023) WITH HOME DEPOT LIFETIME WARRANTY, FRONT DOOR (2023), WATER HEATER (2024), plus updated pool equipment including a Pentair pump and smart WiFi-controlled irrigation. The home is also equipped with FIBER INTERNET and CAT8 wiring throughout, along with Nest and Ring smart-home features. CUSTOM MODEL HOME. .38 ACRES. CUL-DE-SAC. PRIVATE POOL & WATERFALL. MATURE LANDSCAPING. MAJOR UPDATES. NO HOA. 992 Sleeping Rock Ct offers the space, privacy, architectural personality, and freedom that are becoming increasingly difficult to find in Winter Springs. Schedule your private showing and experience this one in person.

992 Sleeping Rock Court, Winter Springs
855 Benchwood Drive, Winter Springs
$499,000
4 Beds ⋅ 3 Baths ⋅ O6445288 MLS
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 855 Benchwood Drive in Winter Springs, a spacious 4-bedroom, 3-bathroom home situated in the established Oak Forest community. Offering approximately 2,268 square feet of living space, the home features an open floor plan designed to bring the main gathering areas together while providing flexibility for everyday living and entertaining. One of the four bedrooms is currently used as a home office, creating a dedicated workspace that can easily adapt to other needs. The interior offers generous living areas filled with natural light, along with a functional connection between the kitchen, dining, and main living spaces. The bedrooms provide plenty of room for family and guests, while three full bathrooms add convenience throughout the home. The flexible office can also serve as a guest room, hobby space, or additional bedroom as needed. Outside, the backyard is designed for enjoying the Florida lifestyle with a private in-ground pool and spa, surrounded by an expansive pool deck with plenty of space for lounging and entertaining. A covered patio provides a shaded area for outdoor dining and relaxing, while mature landscaping adds character to the outdoor setting. Public listing records also note the property sits on approximately 0.37 acre, providing additional yard space around the outdoor living areas. Located in Oak Forest, the home is close to neighborhood recreation, including Trotwood Park, as well as shopping, dining, and everyday conveniences throughout Winter Springs. The location also provides convenient access to Tuskawilla Road, SR 434, SR 417, and I-4, making surrounding Seminole County and Greater Orlando destinations easily accessible.

855 Benchwood Drive, Winter Springs
414 Horizon Drive, Winter Springs
$309,000
3 Beds ⋅ 2 Baths ⋅ O6443112 MLS
Virtually Staged. Stunningly updated and refreshed single-family home in "The Seasons," located in the highly desirable Winter Springs community in Seminole County, FL. Welcome to 414 Horizon Drive! This charming 3-bedroom, 2-bathroom residence offers 1,101 square feet of bright and inviting living space, combining beautiful curb appeal with the convenience of low-maintenance landscaping, two designated parking spaces, and available guest parking. Step inside to discover a completely refreshed interior featuring brand-new flooring, trim work, fresh paint, modernized hardware, and updated light fixtures throughout. The kitchen has been upgraded with brand-new cabinetry, pristine countertops, a brand-new dishwasher, and a sleek over-the-range microwave with stove setup. This is complemented by stylishly updated bathrooms featuring brand-new vanities, mirrors, countertops, sinks, faucets, and flooring. Situated just steps from the community pool, this home offers effortless leisure—simply step out your front door and take a brief left down the sidewalk. Residents also enjoy neighborhood amenities including a playground, tennis courts, and basketball courts. Conveniently located near local parks, top-rated Seminole County schools, shopping, and major roadways, this turn-key home is an outstanding opportunity.

414 Horizon Drive, Winter Springs
1010 W Pebble Beach Circle, Winter Springs
$499,999
3 Beds ⋅ 3 Baths ⋅ O6442178 MLS
Here it is all together with clear paragraph breaks. No extra chatter. Welcome to 1010 W. Pebble Beach Circle, tucked away in the desirable Country Club Village of Tuscawilla. From the moment you step inside, the home feels bright, open, and full of character, with soaring vaulted ceilings, exposed wood beams, skylights, and a striking stone fireplace anchoring the main living space. Updated laminate flooring flows through the spacious living and dining areas, while the kitchen features granite countertops and stainless appliances. A major highlight of the home is the first-floor primary suite, complete with a private bath and walk-in closet, offering added convenience and privacy. Upstairs, secondary bedrooms each enjoy their own balcony, creating little retreats for family or guests. The oversized screened and covered rear lanai feels like a true extension of the home, perfect for relaxing or entertaining year-round. Multiple private courtyards and mature landscaping add to the overall sense of privacy and charm. And With a 2022 AC, updated plumbing, water softener, and low-maintenance HOA care, this home offers comfort today and peace of mind for the future. All just minutes from Tuscawilla Country Club, Trotwood Park, trails, and great local dining.

1010 W Pebble Beach Circle, Winter Springs
1067 Chokecherry Drive, Winter Springs
$415,000
3 Beds ⋅ 2 Baths ⋅ O6440341 MLS
Nestled in the desirable Oak Forest at Tuscawilla community, this 3 bedroom, 2 bathroom home is located near local parks, trails, shops, restaurants, and highly rated Seminole County schools. Inside, a spacious, open floor plan flows effortlessly between the living and dining areas, elevated throughout by custom crown molding and rich wood detailing that add a timeless, tailored feel rarely found at this price point. The lovely kitchen anchors the home with a center island and breakfast bar, perfect for casual meals or entertaining guests. The primary suite offers a peaceful retreat with a generous walk-in closet, while the additional bedrooms are equally impressive, each offering generous space and an abundance of natural light. The home also features a brand NEW roof (2026). Outside, a screened patio invites year-round outdoor living, and an attached 2 car garage completes this beautiful Winter Springs residence.

1067 Chokecherry Drive, Winter Springs
909 Devon Creek Road, Winter Springs
$497,500
4 Beds ⋅ 3 Baths ⋅ O6440367 MLS
Virtually Staged. Live the Florida lifestyle in the beautiful gated community of Parkstone! This 4-bedroom, 3-bath pool home offers the perfect combination of comfort, convenience, and resort-style living. Spend sunny afternoons relaxing by your own private screened pool, enjoy morning walks or bike rides along the nearby Cross Seminole Trail, or take advantage of Parkstone’s community pool, tennis and volleyball courts, playgrounds, and lakefront dock on Lake Jesup. Even better, lawn care is included through the HOA, giving you more time to enjoy everything the community has to offer. Inside, the open and inviting layout is designed for both everyday living and entertaining, with spacious gathering areas and easy access to the covered outdoor living and pool area. A downstairs bedroom and full bath provide flexibility for guests, a home office, or multigenerational living, while the spacious primary suite upstairs creates a comfortable private retreat. The home has also been thoughtfully cared for with approximately $5,000 invested in new gutters and an extensive underground drainage system, including underground downspouts and dual French drains. Approximately two tons of river rock, a side-yard walkway, refreshed landscaping in 2026, and refreshed tile grout in all three bathrooms add to the home’s move-in-ready appeal. Whether it’s coffee by the pool, an evening walk through the neighborhood, a bike ride on the trail, or a day enjoying the community amenities, 909 Devon Creek offers more than a home—it offers an easy, active Florida lifestyle.

909 Devon Creek Road, Winter Springs
1610 Fox Glen Court, Winter Springs
$486,900
4 Beds ⋅ 3 Baths ⋅ O6439713 MLS
Welcome to this beautiful 4-bedroom home in the heart of Tuscawilla! This well-appointed home offers a comfortable and versatile floor plan with a primary bedroom conveniently located on the main floor. Upstairs, you'll find three additional bedrooms and a spacious loft-perfect for a reading area, sitting room, home office or additional living space. Relax and enjoy the peaceful private garden views from the enclosed patio, creating a wonderful space for morning coffee, entertaining or simply unwinding at the end of the day. Property amenities include a large community pool, jacuzzi, fitness room and clubhouse. Enjoy an exceptional Tuscawilla location near Tuscawilla Country Club, Bear Creek Nature Trail, Sam Smith Park, Trotwood Park and just minutes from the Oviedo Mall and Oviedo on the Park offering a variety of dining, shopping and entertainment options. The home is located within the highly regarded Seminole County Public Schools, an A-rated school district and minutes from University of Central Florida. Conveniently located in Central Florida, approximately an hour from Walt Disney World, Universal Studios and many of Florida's beautiful beaches making this an ideal location for enjoying everything the area provides. Come see why this Tuscawilla home is the perfect combination of comfort, location and convenience!

1610 Fox Glen Court, Winter Springs
625 Pearl Road, Winter Springs
$439,900
3 Beds ⋅ 3 Baths ⋅ O6439719 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bathroom pool home tucked away on a quiet, well mainicured Winter Springs Street, where pride of ownership shines. Designed with entertaining in mind, the spacious great room features a wood burning fireplace and overlooks the backyard oasis, complete with a fully paved pool deck, bar area, and entertaining garden, an incredible space for relaxing or hosting family and friends. Inside, you'll find new luxury vinyl flooring (2026), updated bathrooms, and a cersatile third bedroom featuring a murphy bed and built-ins, perfect for guests, a home office or both. Major improvements include a NEW ROOF (2023), insulated impact windows, and new gutters. And there's NO HOA! Enjoy the freedom of home ownership along with a fantastic Winter Springs location convenient to restaurants, shopping, SR 417, and I-4, plus highly regarded Seminole County Schools.

625 Pearl Road, Winter Springs
744 Barrington Circle, Winter Springs
$409,000
3 Beds ⋅ 2 Baths ⋅ O6439470 MLS
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs
1142 Oday Drive, Winter Springs
$490,000
4 Beds ⋅ 3 Baths ⋅ O6436090 MLS
Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs
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