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 Seminole County! Known for its picturesque landscapes and friendly community atmosphere, Winter Springs offers a perfect blend of suburban charm and outdoor adventure. With its lush parks, scenic lakes, and winding trails, residents enjoy a vibrant lifestyle that embraces nature at every turn.

Winter Springs is not just a place to live; it’s a community where families thrive and friendships blossom. The city boasts a variety of top-rated schools, making it an ideal choice for families seeking quality education. Additionally, its convenient location provides easy access to major highways, connecting you to the bustling cities of Orlando and Sanford, where you can explore shopping, dining, and entertainment options galore.

When it comes to finding your dream home in Winter Springs, you’ll be delighted by the selection of properties featuring private yard exterior features. Imagine stepping into your own backyard oasis, where you can unwind after a long day, host family gatherings, or create a vibrant garden. These homes provide the perfect canvas for outdoor living, allowing you to enjoy the beautiful Florida weather year-round.

Whether you’re looking for a cozy single-family home or a spacious retreat, Winter Springs offers a diverse range of properties that cater to every lifestyle. With its charming neighborhoods, excellent amenities, and an abundance of outdoor activities, Winter Springs is not just a place to call home; it’s a place where memories are made and cherished. Come discover the warmth and beauty of Winter Springs today!

Newest Winter Springs Homes with Private Yard Exterior Features

672 Nighthawk Circle, Winter Springs
$340,000
2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to 672 Nighthawk Circle, where a beautifully updated interior, NO REAR NEIGHBORS, and a serene, tree-lined setting come together in Winter Springs’ Greenspointe subdivision! This 2-bedroom, 2-bathroom home offers 1,560 square feet of living space, a 2-car garage, and access to the extensive amenities of the Highlands community. Thoughtful improvements include a remodeled kitchen in 2022, a complete plumbing repipe in 2024, bathroom updates in 2026, a water heater replaced in 2021, and exterior painting and fascia repairs completed in 2026. The kitchen is a standout, featuring granite countertops, white cabinetry with crown molding, stainless steel appliances, a subway tile backsplash, recessed lighting, and a wide peninsula overlooking the adjoining living space. A touch-activated faucet and instant hot water dispenser add everyday convenience, while generous cabinetry and counter space provide plenty of room for meal preparation and storage. Luxury vinyl plank flooring extends through the kitchen and dining area, creating a cohesive look that complements the home’s light, neutral finishes. Vaulted ceilings and abundant natural light give the main living areas an open, airy feel, with room to gather, entertain, or simply enjoy the peaceful surroundings. The kitchen’s connection to the living space keeps everyone part of the conversation, while windows overlooking the greenery bring the outdoor setting into view. Both bedrooms feature engineered hardwood flooring. The spacious primary suite includes an updated bathroom with a dual-sink vanity, a soaking tub beneath a large window, and a separate shower. The second bathroom also features recent updates, including a vanity top and faucet. An indoor laundry room, improved in 2023, offers additional cabinetry, counter space, and a tile backsplash, making this hardworking space both practical and attractive. Updated lighting, ceiling fans, and select smart switches add to the improvements throughout the home. Step outside to the covered, screened porch and enjoy a quiet spot for morning coffee or unwinding at the end of the day. An adjoining patio provides additional outdoor seating space, surrounded by mature trees and lush foliage. With no rear neighbors, the backyard offers a wonderfully private atmosphere. The home’s elevated position and established landscaping create a tucked-away feel near the entrance to Greenspointe, a neighborhood distinguished by its tile-roofed homes and mature landscape. As part of the Highlands community, residents enjoy access to a community pool, tennis courts, playground, Audubon Park, a nature trail, and a waterfront park. Whether you prefer a swim, a game of tennis, or time outdoors exploring the neighborhood, there is plenty to enjoy close to home. The property is served by Seminole County schools, including Highlands Elementary, South Seminole Middle, and Winter Springs High. With substantial updates, comfortable single-story living, a private backyard setting, and an impressive collection of community amenities, this Greenspointe home offers a compelling opportunity in Winter Springs. Schedule your private showing today!

672 Nighthawk Circle, Winter Springs
734 Seneca Meadows Road, Winter Springs
$520,000
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Beautifully updated, thoughtfully designed, and surrounded by mature landscaping, this single-story home offers the space, flexibility, and finishes that make everyday living feel effortless. From the welcoming front porch and sitting area to the private, fenced backyard, this gorgeous updated home has been designed to enjoy both indoors and out. Inside, the 4-bedroom, 2-bath floor plan features a desirable three-way split, providing wonderful separation between the large primary suite and 3 additional bedrooms. An additional large office with French doors adds even more versatility and could easily serve as an additional guest room, den, fitness space, or creative retreat. At the heart of the home is a completely remodeled kitchen that feels fresh, current, and ready to be enjoyed. Quartz countertops pair beautifully with a stylish new backsplash, newer appliances, updated finishes, and new luxury vinyl flooring that continues throughout most of the home, creating a cohesive and polished look. The open layout allows the kitchen to remain connected to the main living spaces, making it equally suited for quiet evenings at home or a house full of guests. The primary suite is a true retreat, complete with a spacious walk-in closet and glass sliding doors that provide direct access to the enclosed porch. Take in the recently remodeled en-suite bath that's been transformed into a spa-inspired space featuring dual vanities, a separate soaking tub, and a glass-enclosed tiled shower with two shower heads. The enclosed porch expands the home’s living space even further and has been updated with its own mini-split A/C system, creating a comfortable spot to relax throughout the year. Step outside to a fully fenced backyard with a generous pavered sitting area—the perfect setting for weekend grilling, outdoor dining, evening cocktails, or gathering with friends under the Florida sky. Many updates to this home will give you ease including, H/W HEATER 2019, ROOF 2021, CARPETS 2021, EXTERIOR PAINT 2023, UPDATED PRIMARY BATH 2025, LUXURY VINYL FLOORING 2025, REMODELED KITCHEN 2026, NEW GARAGE DOOR MOTOR Beautiful landscaping enhances both the front and backyard, while the front porch offers its own inviting sitting area for enjoying a morning cup of coffee or winding down at the end of the day. Located within a gated community, the HOA includes lawn maintenance, giving you more time to enjoy the neighborhood amenities, including a community pool and tennis courts. Walking trails are easily accessible, and nearby Central Winds Park provides an exceptional setting for recreation and many of Winter Springs’ favorite community events. With its remodeled kitchen and primary bath, flexible three-way split floor plan, dedicated office, multiple indoor and outdoor living spaces, and convenient location, 734 Seneca Meadows Road offers a home that has already been thoughtfully updated—leaving more time to simply move in and enjoy it.

734 Seneca Meadows Road, Winter Springs
855 Benchwood Drive, Winter Springs
$499,000
4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
**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 ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
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 ⋅ Country Club Village Unit 1 SubDv. ⋅ 32708 Zip Code
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 ⋅ Oak Forest Unit 2b SubDv. ⋅ 32708 Zip Code
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 ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
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 ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code
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 ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code
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 ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
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 ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code
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
1162 E Winged Foot Circle, Winter Springs
$425,000
3 Beds ⋅ 2 Baths ⋅ Country Club Village Unit 2 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath POOL home nestled on a quiet, tree-lined street in the highly sought-after Country Club Village of Tuscawilla. This inviting home offers a versatile floor plan ideal for both everyday living and entertaining, with volume ceilings, abundant natural light, and attractive, low-maintenance tile and luxury vinyl plank flooring throughout. The spacious living and dining areas provide wonderful flexibility and can easily be arranged to complement your lifestyle. At the heart of the home, the kitchen overlooks the dinette and family room and features stainless steel appliances, ample prep and storage space, pull-out drawers, a built-in pantry and built-in wine rack. Its thoughtful location also offers possibilities to open or expand the kitchen toward the rear of the home, creating an even greater connection to the outdoor living and pool area. A charming greenhouse window in the dinette is perfect for growing fresh herbs or displaying your favorite plants. The spacious owner's suite provides a relaxing retreat with direct access to the back porch, a beautifully updated shower and vanity with granite countertop, an oversized window overlooking the atrium, and generous closet space. Two sizable secondary bedrooms are located toward the front of the home, with one offering direct access to the charming atrium. Step outside and enjoy your morning coffee or unwind at the end of the day on the private back patio overlooking the sparkling pool and hot tub, all tucked behind a privacy wall to create your own peaceful outdoor retreat. The pool screen was replaced in 2022 for added peace of mind. The OVERSIZED two-car garage is another standout feature, offering an extended workshop area with ample room for a golf cart, along with built-in shelving, attic stair access and a convenient rear-exit door. Hot water heater replaced Sept 2026. Country Club Village offers the perfect combination of a peaceful neighborhood setting and exceptional convenience. Located adjacent to Tuscawilla Country Club, optional memberships provide access to golf, tennis, fitness facilities, social activities, clubhouse amenities and more. Enjoy nearby parks and nature trails, highly rated Seminole County schools, shopping and dining, along with convenient access to UCF, Seminole State College, Orlando Sanford International Airport, Orlando International Airport and major roadways 417, 408, 528 and I-4. Don't miss the opportunity to make this exceptional Tuscawilla pool home your own—schedule your private showing today!

1162 E Winged Foot Circle, Winter Springs
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