Winter Springs Homes with Traditional Architectural style

Winter Springs Homes with Traditional Architectural style

Welcome to Winter Springs, Florida – a charming city nestled in the heart of Seminole County, known for its picturesque landscapes and vibrant community atmosphere. Just a short drive from the bustling city of Orlando, Winter Springs offers residents the perfect blend of suburban tranquility and convenient access to urban amenities. With its lush parks, scenic lakes, and an array of recreational activities, this city is a haven for nature lovers and families alike.

Winter Springs boasts a rich history and a warm, welcoming vibe that makes it an ideal place to call home. The city is characterized by its strong sense of community, with numerous events and festivals throughout the year that foster connections among residents. Whether you're exploring the beautiful trails of the Cross Seminole Trail or enjoying a weekend at the local farmers' market, there's always something exciting happening in Winter Springs.

For those seeking a home with timeless elegance, Winter Springs is renowned for its traditional architectural styles. These homes exude charm and character, often featuring classic elements such as gabled roofs, brick facades, and inviting front porches. The traditional homes in this area not only provide a sense of nostalgia but also reflect the rich heritage of the community. With spacious layouts and beautifully landscaped yards, these residences offer the perfect backdrop for family gatherings and quiet evenings alike.

Discover the warmth of Winter Springs and the allure of its traditional homes. It's more than just a place to live; it's a lifestyle waiting to be embraced. Come and experience all that this enchanting city has to offer!

Newest Winter Springs Homes with Traditional Architectural style

1314 Augusta National Boulevard, Winter Springs
$545,000
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 3 SubDv. ⋅ 32708 Zip Code
3 BED | NEW ROOF | NEW WINDOWS | POOL + CONSERVATION VIEWS | TUSCAWILLA GOLF COMMUNITY | Welcome to Country Club Village, nestled within the highly sought-after Tuscawilla community of Winter Springs! This beautiful 3-bedroom, 2.5-bathroom pool home offers an exceptional combination of location, lifestyle, and major updates, including a NEWER TILE ROOF (2023), NEW WINDOWS, and NEW EXTERIOR PAINT! One of the home's most desirable features is its private swimming pool overlooking a peaceful conservation area, offering a beautiful natural backdrop and added privacy that's hard to find in Tuscawilla. Inside, the thoughtfully designed floor plan offers plenty of space for everyday living and entertaining. Upon entering, you're welcomed into a spacious family room that flows into the formal dining room. The kitchen features stainless steel appliances (new in 2024), Corian countertops, and a charming eat-in breakfast nook with views of the pool and conservation beyond. A separate living room with a cozy fireplace creates the perfect space to unwind. A convenient half bathroom, laundry room, and two-car garage complete the first floor. Upstairs, the light-filled primary suite is a true retreat, featuring an additional sitting area ideal for a home office, reading nook, or additional relaxation space. The oversized ensuite bathroom offers dual vanities, a walk-in shower, and a garden tub. Two additional generously sized bedrooms and a full guest bathroom complete the second floor. Beyond the home itself, the Tuscawilla lifestyle is what truly makes this location special. Known for its beautiful tree-lined streets, established landscaping, neighborhood parks, playgrounds, and scenic walking areas, Tuscawilla is one of Winter Springs' most desirable communities. Residents also have the opportunity to join the nearby Tuscawilla Country Club, where optional memberships provide access to an 18-hole golf course, driving range, clay tennis courts, lap pool, leisure pool, and additional club amenities. The community is also served by Seminole County Public Schools, adding to its appeal. The community's HOA covers basic lawn care, making this home truly low-maintenance. With a new tile roof, new windows, a private conservation-backed pool, and an unbeatable location in the heart of Tuscawilla, this home offers a wonderful opportunity to enjoy everything that makes Winter Springs living so special!

1314 Augusta National Boulevard, Winter Springs
1496 Wescott Loop, Winter Springs
$669,900
4 Beds ⋅ 3 Baths ⋅ Barrington Estates SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the gated community of Barrington Estates! A dedicated office or study room greets you at the entrance, perfect for working from home. The kitchen features brand new quartz countertops, a center island, and a breakfast bar that opens seamlessly to the living room — ideal for everyday living and entertaining. The primary suite is a true retreat, complete with a sitting area, separate closets, dual sinks, a garden tub, and a walk-in shower with dual shower heads. Vinyl flooring flows throughout the home. Upstairs, a large bonus room with a closet offers endless possibilities as a second family room, media room, or additional office. Step outside to a covered patio overlooking a spacious, grassy backyard — perfect for relaxing or entertaining. Barrington Estates offers a peaceful, tree-lined setting with a private gated entrance and community playground. Ideally located just off SR-434, this home is less than 20 minutes from UCF, Research Park, and an abundance of shopping and dining options. Don’t miss out on this move-in ready home!

1496 Wescott Loop, Winter Springs
408 Lancers Drive, Winter Springs
$349,000
3 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 5 Of SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this charming home in the Mount Greenwood community of desirable Winter Springs! Offering comfortable one-story living, this home combines a versatile layout with a fantastic Seminole County location surrounded by established neighborhoods, parks and recreation. Vaulted ceilings give the main living spaces an open, airy feel, while the split bedroom plan provides separation between the primary suite and secondary bedrooms. The living and dining area features French doors opening directly to the fenced backyard. The kitchen features a closet pantry and pendant lighting, with an adjacent dining area that keeps meals and gatherings conveniently close. Just off the kitchen, an indoor laundry room leads to a flex area that can be used as a breakfast nook, home office or sitting area. Prefer your breakfast nook toward the front of the home? The area to the left of the front door provides another option, leaving the flex space available for whatever best suits your needs. The primary suite includes a generously sized walk-in closet and its own bathroom with a tub and shower combination. The secondary bathroom also offers a tub and shower combination, and the additional bedrooms provide space for guests, a home office or hobbies. The Winter Springs location is another major plus, offering access to Seminole County public schools and plenty of ways to enjoy the outdoors. Spend time at Central Winds Park, explore the Cross Seminole Trail on foot or by bike, or enjoy the shopping and dining options throughout Winter Springs and neighboring communities. Access to State Road 434 and the 417 makes it convenient to connect with the greater Orlando area while enjoying an established residential setting. A two-car garage provides parking and storage, and the fenced backyard offers room to create your own outdoor gathering space, add a garden or simply relax at the end of the day. With flexible living spaces and so much to enjoy in the surrounding area, this home is ready for your personal touch. Come check out your future home today!!

408 Lancers Drive, Winter Springs
1436 Winter Wharf Lane, Winter Springs
$399,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to easy, stylish living in Jesup’s Landing, one of Winter Springs’ most desirable communities. This spacious 3 Bedroom, 3 1/2 Bath Townhome features a versatile split-level design that creates a comfortable sense of separation between living areas while still offering plenty of room to gather and entertain. The beautifully appointed kitchen features 42-inch cherry cabinetry, granite countertops, and a spacious prep island, creating an inviting and functional space for cooking, baking, and entertaining. Upstairs, the primary suite offers a generous bedroom, a spacious walk-in closet, and a well-designed primary bath with a double-sink vanity, separate shower, and soaking tub. A second upstairs bedroom also features its own en-suite bath with a walk-in shower and a large walk-in closet, providing added privacy and convenience. The lower level includes an additional secondary bedroom with its own en-suite shower bath, along with access to the two-car garage and extra storage space. New Carpet in the Bedrooms and Stairways was just installed for a MOVE-IN READY transition for the new Owner. The exterior has also been refreshed with New Paint, New Screen on Balcony and the home features a New Roof for added value and peace of mind. The location offers exceptional convenience with Central Winds Park, shopping, dining, SR 417, Orlando Sanford International Airport, UCF, and Seminole State College all within easy reach. Jesup’s Landing residents enjoy a variety of community amenities, including a clubhouse, fitness center, and inviting swimming pool. With its spacious floor plan, recent updates, convenient location, and low-maintenance lifestyle, this home offers a wonderful opportunity to enjoy all that Winter Springs has to offer. ROOF - 2026, A/C and Water Heater - 2014.

1436 Winter Wharf Lane, Winter Springs
337 Twelve Oaks Drive, Winter Springs
$785,000
5 Beds ⋅ 4 Baths ⋅ Winding Hollow Unit 5 SubDv. ⋅ 32708 Zip Code
WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!

337 Twelve Oaks Drive, Winter Springs
288 Ringwood Drive, Winter Springs
$439,900
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 23a SubDv. ⋅ 32708 Zip Code
Virtually Staged. YOUR OPPORTUNITY IS ABOUT TO BE GONE! Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

288 Ringwood Drive, Winter Springs
611 Casa Park A Court, Winter Springs
$234,900
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 611 Casa Court, Unit A, a well-located 2-bedroom, 2.5-bath condo offering 1,156 square feet of living space and a great opportunity for an investor or future owner-occupant. The two-story layout provides comfortable separation between the main living areas and bedrooms, with a convenient half bath downstairs and private baths upstairs. Enjoy outdoor space just outside your door along with the benefits of a community setting and shared amenities. Conveniently located near shopping, dining, major roadways, and everything the surrounding Orlando area has to offer, this property provides easy access for everyday living. Whether you're looking to add to your rental portfolio or purchase a property with long-term potential, Unit A offers an affordable opportunity in a convenient Central Florida location.

611 Casa Park A Court, Winter Springs
1350 Palo Alto Court, Winter Springs
$359,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 4 SubDv. ⋅ 32708 Zip Code
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs
629 Alton Road, Winter Springs
$374,900
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 02 SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and modern stainless-steel appliances. The primary bedroom offers plenty of storage with a large walk-in closet. Step outside to discover your own private pool, creating a wonderful outdoor retreat for cooling off and unwinding. The location is exceptionally convenient, situated near top-rated schools, shopping, dining, and major highways for an easy commute to local essentials and employment hubs. Schedule your private showing today! One or more photos in this listing have been virtually staged.

629 Alton Road, Winter Springs
457 Gee Hammock Lane, Winter Springs
$365,000
3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this beautifully maintained townhome in desirable Jesup’s Landing, offering an exceptional combination of style, comfort, convenience, and community amenities. The open-concept main level features a bright and inviting living area, gourmet kitchen with an oversized walk-in pantry equipped for a kegerator, half bath, and attached two-car garage. Upstairs, the spacious primary suite offers a custom walk-in closet, private balcony, and ensuite bath with dual vanities, along with two additional bedrooms and a dedicated built-in office space, ideal for working from home. Recent improvements include a brand-new roof, freshly painted exterior, freshly painted interior, and new baseboards throughout, providing a fresh, updated appearance and added peace of mind. Crown molding, custom window treatments, designer lighting, and extensive smart-home technology further enhance the home's appeal. Smart features include Brilliant Home Control, Nest thermostat, Philips Hue lighting, August Smart Locks, Ring doorbell, myQ garage control, Alexa integration, and pre-wired surround sound and security. Jesup’s Landing residents enjoy a resort-style pool, fitness center, clubhouse with full kitchen, and game room. Conveniently located near SR 417, with easy access to shopping, dining, parks, and scenic walking and biking trails.

457 Gee Hammock Lane, Winter Springs
268 Tavestock Loop, Winter Springs
$557,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!

268 Tavestock Loop, Winter Springs
240 Moree Loop Unit 3, Winter Springs
$170,000
3 Beds ⋅ 2 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for an easy commute. Step inside to a bright, open-concept living and dining area featuring a wall of windows and two sets of triple sliding glass doors, filling the space with natural light and providing seamless access to a large screened balcony with peaceful garden views—perfect for relaxing or entertaining. The kitchen is well-equipped with stainless steel appliances, ample cabinet and countertop space, and easy-care tile flooring. The spacious primary suite offers a comfortable retreat, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. Additional highlights include in-unit laundry and extra storage off the balcony. Residents of Baytree Village enjoy well-maintained amenities and close proximity to local parks, including Audubon Park just minutes away. Seller is willing to cover up to six (6) months of the buyer’s Homeowners Association (HOA) dues with an acceptable offer. Whether you're a first-time buyer, downsizing, or investing, this is an opportunity you won’t want to miss. Schedule your private showing today!

240 Moree Loop Unit 3, Winter Springs
Start Your Search

How much is your home worth?

Get instant property value now!