Winter Springs Homes with Shingle Roof

Winter Springs Homes with Shingle Roof

Welcome to Winter Springs, Florida, a picturesque city nestled in Seminole County that beautifully blends suburban charm with natural beauty. Known for its lush landscapes and friendly community, Winter Springs offers an idyllic setting for families, retirees, and everyone in between. With its convenient location just north of Orlando, residents enjoy easy access to urban amenities while basking in the tranquility of a close-knit community.

One of the standout features of homes in Winter Springs is their stunning shingle roofs, which not only enhance the aesthetic appeal of the properties but also provide durability and protection against Florida's diverse weather conditions. These roofs come in various colors and styles, allowing homeowners to personalize their residences while ensuring they remain resilient through sun, rain, and everything in between.

Winter Springs is more than just a place to live; it’s a lifestyle. The city boasts a wealth of parks, recreational facilities, and scenic trails, perfect for outdoor enthusiasts. With the nearby Lake Jesup and the extensive Cross Seminole Trail, residents have ample opportunities for hiking, biking, and enjoying nature. Additionally, the community hosts a variety of events throughout the year, fostering a strong sense of belonging among its residents.

Whether you’re searching for a cozy family home or a spacious retreat, Winter Springs offers a diverse range of properties with charming shingle roofs that reflect the character of this vibrant city. Discover the warmth and beauty of Winter Springs, where your dream home awaits amidst a backdrop of stunning natural landscapes and a welcoming community spirit.

Newest Winter Springs Homes with Shingle Roof

2 Beds ⋅ 2 Baths ⋅ O6440232 MLS ⋅ 417 BLDG.

Welcome to this beautifully updated 2-bedroom, 2-bath first-floor condo located at 417 Sheoah Blvd, Apt 17, Winter Springs, FL 32708. This inviting home offers a spacious and comfortable floor plan with plenty of natural light throughout. The renovated kitchen provides a fresh and functional space and comes complete with all appliances. A washer and dryer are also included for added convenience. The home also features renovated bathrooms, adding to its fresh and move-in-ready appeal. The spacious living and dining areas feature tile flooring, creating an open and welcoming space for everyday living and entertaining. The generously sized primary bedroom features wood-look flooring and sliding glass doors that open directly to the outdoor patio, bringing in natural light and providing convenient access to the outdoor space. Enjoy the screened-in back porch and extended paver patio overlooking the community’s mature trees and green space. This inviting outdoor area offers a peaceful setting and added privacy, perfect for enjoying your morning coffee, relaxing outdoors, or entertaining guests. The community offers desirable amenities including a swimming pool and tennis courts. The HOA maintains the building exterior, roof, and community landscaping, providing valuable services for residents. Conveniently located in Winter Springs, this updated first-floor condo offers a wonderful combination of renovated interiors, spacious living areas, inviting outdoor spaces, and community amenities. Enjoy a great location within the desirable Seminole County school district, with convenient access to shopping, dining, parks, and major roadways. Schedule your private showing today and discover everything this beautiful condo has to offer!

417 Sheoah Boulevard Unit 17, Winter Springs

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. 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

3 Beds ⋅ 2 Baths ⋅ O6440448 MLS ⋅ 1408 BLDG.

Welcome to this beautifully updated townhome in the desirable gated community of Tuscany Place, nestled in the heart of Tuscawilla in Winter Springs. Thoughtfully updated and designed for comfortable everyday living, this home features durable wood-grain tile flooring throughout the main living areas, granite kitchen countertops, and updated bathrooms that bring a fresh, modern feel to the space. The versatile loft adds valuable flexibility, providing the perfect spot for a home office, reading lounge, play area, workout space, or second living area—whatever best fits your lifestyle. The open living spaces create an inviting setting for both relaxing and entertaining, while the townhome layout offers the convenience of low-maintenance living. Residents of Tuscany Place enjoy a gated community setting with private amenities and a location that puts the best of Tuscawilla right outside your door. Tuscawilla is known for its established neighborhoods, beautiful natural surroundings, parks, playgrounds, sports fields, walking and biking paths, and the Cross Seminole Trail. Nearby Trotwood Park offers tennis, basketball, recreational fields, playgrounds, and a splash playground, providing plenty of opportunities to enjoy the outdoors. Ideally located near highly regarded Seminole County schools, shopping, dining, major roadways, and the many conveniences of Winter Springs, this home offers the perfect combination of modern updates, flexible living space, and an established community lifestyle. Come experience the ease and appeal of living in Tuscany Place and all that Tuscawilla has to offer.

600 Northern Way Unit 1408, Winter Springs

2 Beds ⋅ 2 Baths ⋅ O6438689 MLS ⋅ Na BLDG.

Virtually Staged. Charming Winter Springs Townhouse – Perfect for Buyers or Investors! Welcome to 113 Kristi Ann Court, a beautifully maintained 2BR/1.5BA townhouse in the highly sought-after Winter Springs area. Offering 898 sq ft of thoughtfully designed living space, this home features a bright, open living area and a well-appointed kitchen optimized for everyday comfort. Step outside to your private, screened-in patio—the perfect spot to relax and enjoy the Florida lifestyle. Superb location provides seamless access to premier shopping, local dining, parks, top-rated schools, and major roadways for an easy commute. An exceptional opportunity for first-time homebuyers, downsizers, or savvy investors looking for excellent rental potential. Immediate income producing opportunity for investors. No detail overlooked, functional layout, and unbeatable location. Schedule your private tour today!

113 Kristi Ann Court, Winter Springs

3 Beds ⋅ 3 Baths ⋅ O6440377 MLS ⋅ 1378 BLDG.

Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs

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

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

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

4 Beds ⋅ 2 Baths ⋅ O6439293 MLS

Welcome home to this spacious 4-bedroom, 2-bath pool home located in the highly desirable Winter Springs community! Designed with a functional split-bedroom floor plan, this home offers the perfect balance of privacy, space, and comfortable everyday living. Step inside to soaring vaulted ceilings, abundant natural light, and separate formal living and dining rooms that provide plenty of flexibility for entertaining, working from home, or gathering with family. The heart of the home opens to a large screened lanai and sparkling pool, creating the perfect setting for Florida living year-round. Whether you’re enjoying a quiet morning outside, hosting friends for a weekend barbecue, or cooling off on a summer afternoon, the expansive outdoor living space is sure to become a favorite part of the home. The generously sized lot offers plenty of room to enjoy the outdoors and also features a storage shed with electricity—ideal for a workshop, hobby space, or additional storage. Major improvements offer added peace of mind, including a NEW ROOF, NEW PLUMBING, and NEW WATER HEATER. Best of all, the home is ideally situated in sought-after Winter Springs within walking distance of the area’s schools, making everyday routines incredibly convenient. With its spacious floor plan, beautiful natural light, private pool, large lot, and valuable recent updates, this home offers an incredible opportunity to enjoy everything Winter Springs has to offer!

699 N Endeavour Drive, Winter Springs

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

3 Beds ⋅ 2 Baths ⋅ O6438093 MLS

Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs

3 Beds ⋅ 2 Baths ⋅ O6438464 MLS

MULTIPLE-OFFER SITUATION: The sellers have requested that all highest and best offers be submitted by Friday, September 11. Discover the comfort and convenience of Tusca Oaks, located within the sought-after Tuscawilla Community in Winter Springs and zoned for highly regarded Seminole County schools. This 3-bedroom, 2-bath home offers over 1,600 square feet of inviting living space, featuring a welcoming foyer, open-concept design, and vaulted ceilings that create a bright, spacious feel throughout the main living areas. The kitchen features Formica countertops, matching appliances, generous cabinet storage, and a convenient flow into the dinette, making it ideal for both everyday living and entertaining. The home features a combination of tile and laminate flooring, with carpet in one guest bedroom. The primary suite offers a walk-in closet and an ensuite bathroom with a separate shower and garden tub. The interior laundry room includes a window for natural light, along with a bumped-out space across from the washer and dryer that offers a great opportunity for a future built-in. Recent updates include a re-roof in 2021, a water heater approximately three years old, and brand-new interior and exterior paint completed in August 2026. The A/C is approximately 20 years old. A screened-in back porch overlooks the backyard, offering a comfortable space for outdoor dining, entertaining, pets, play, or simply enjoying the Florida sunshine. The backyard provides additional space to enjoy the outdoors. Tusca Oaks residents enjoy a low HOA fee and access to a community pool, while the home’s location within Tuscawilla puts you close to Trotwood Park, Tuscawilla Country Club, Tuscawilla Square, Bear Creek Nature Trail, Cross Seminole Trail for biking and recreation, and Sam Smith Park. Shopping, dining, major roadways, and highly regarded Seminole County schools are also conveniently nearby.

519 Pleasant Grove Drive, Winter Springs

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