Winter Garden Homes with Traditional Architectural style

Winter Garden Homes with Traditional Architectural style

Welcome to Winter Garden, Florida, a picturesque city that beautifully blends small-town charm with modern amenities. Nestled just west of Orlando, Winter Garden is renowned for its vibrant downtown area, lush parks, and a rich history that dates back to the late 1800s. With its stunning landscapes and friendly community, Winter Garden has become a sought-after destination for families, retirees, and anyone looking to enjoy the best of Florida living.

One of the most captivating aspects of Winter Garden is its architectural diversity, particularly the abundance of homes featuring traditional architectural styles. These residences often showcase classic elements such as gabled roofs, front porches, and intricate detailing that evoke a sense of nostalgia and warmth. Whether you’re strolling through the historic neighborhoods or exploring newer developments, you’ll find an array of homes that reflect a timeless aesthetic, perfectly suited for those who appreciate craftsmanship and character.

In addition to its charming homes, Winter Garden offers an array of recreational activities, including scenic trails, farmer's markets, and the beautiful West Orange Trail, ideal for biking and walking. The city also hosts various events throughout the year, fostering a strong sense of community and connection among residents.

With its delightful blend of traditional architecture, rich history, and vibrant lifestyle, Winter Garden is more than just a place to live—it's a place to thrive. Explore the enchanting homes and discover the unique charm that makes Winter Garden a true gem in the heart of Florida!

Newest Winter Garden Homes with Traditional Architectural style

$436,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The HARBOR model offers a smartly designed two-story townhome that caters to both convenience and space. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

13266 Serene Glade Road, Winter Garden
$435,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The PORTER model is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice.

13254 Serene Glade Road, Winter Garden
$443,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The SAGE model offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space, perfect for a secondary living area, office, or entertainment zone. The primary bedroom includes an en-suite bathroom and walk-in closet, while the additional bedrooms are adjacent to a shared bathroom. A conveniently located laundry room on the second floor enhances functionality, making the Sage floor plan ideal for families seeking both style and practicality

13258 Serene Glade Road, Winter Garden
$779,990
5 Beds ⋅ 4 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The CAPTIVA model offers a spacious two-story design with 5 bedrooms, 4 bathrooms, and plenty of extra room for customization. A bonus room on the second floor provides additional living space, perfect for a media room or game area. The primary suite, located on the main floor, features a walk-in closet and a private bathroom, creating a peaceful retreat. The great room flows seamlessly into the dining area and opens onto a covered patio, offering indoor-outdoor living options ideal for entertaining.

13344 Peaceful Melody Drive, Winter Garden
$769,990
5 Beds ⋅ 4 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The ANNA MARIA BONUS model is an expansive two-story home designed to accommodate a growing family. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests. Note: The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

13326 Peaceful Melody Drive, Winter Garden
$684,990
4 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The Anna Maria floorplan is a thoughtfully designed one-story home perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space.

13356 Peaceful Melody Drive, Winter Garden
$744,990
4 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The BISCAYNE floor plan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. A bonus room on this level provides additional versatility, perfect for a playroom or media space

13368 Peaceful Melody Drives, Winter Garden
$730,000
5 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready. The first floor features a bedroom with a full bath, providing a comfortable and private space for guests. The main living areas flow seamlessly together and include surround sound in the living room, creating an inviting space for everyday living and entertaining. Step outside to the extended covered lanai spanning the full length of the home, with additional pavers extending the outdoor living area into the fully fenced backyard. Upstairs, you'll find the spacious primary suite with a tray ceiling, three additional bedrooms, and an oversized loft currently used as a theater room, complete with surround sound. This flexible space is perfect for movie nights, a game room, home office, or additional living area. Adding even more value, the exterior of the home will be freshly painted prior to closing, and the garage floor will receive a fresh epoxy finish. Located in charming Oakland, residents enjoy convenient access to the West Orange Trail, Oakland Nature Preserve, and Lake Apopka, while being just minutes from Historic Downtown Winter Garden with its restaurants, shops, Plant Street Market, Farmers Market, and year-round community events. With easy access to shopping, dining, and major roadways, this home offers plenty of space in a fantastic Central Florida location.

2470 Standing Rock Circle, Oakland
$429,900
3 Beds ⋅ 3 Baths ⋅ Stone Crk Un #4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this charming two-story home in the desirable Stone Creek community of Winter Garden! All bedrooms are conveniently located upstairs, offering a functional split from the main living space below. The kitchen boasts stainless steel appliances and a breakfast bar that opens up to the dining area and living room, creating a bright, open-concept layout perfect for everyday living and entertaining. Ideally located near Johns Lake, with easy access to nearby shopping, dining, and parks including the West Orange Trail, this home offers the perfect blend of comfort and convenience in one of Winter Garden's sought-after communities. Don't miss this move-in ready opportunity!

2036 Portcastle Circle, Winter Garden
$794,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Amazing, 4 bedroom, 3.5 bath 3327sqft, WATERFRONT home in highly desirable Waterleigh west of Disney. This luxurious home has a large covered and paved front porch to watch the morning rise and day go by and a large covered back paved patio to enjoy those peaceful, colorful, sunsets over the water with about 50 feet of frontage. The foyer and front formal dining room have elegant arched hallways and coffered ceilings. Walk into the main living area through the main hall or through the Butlers pantry to the Gourmet kitchen. Next to the Butlers pantry is a large walk-in closet pantry for extra storage. The Gourmet kitchen has light, tiered, cabinets with crown molding, all stainless steel appliances, and accented by gorgeous Quartz counters. glass cooktop with separate built in microwave and oven. (French door fridge with bottom freezer will be installed.) The large sink island features the sink and breakfast bar overlooking the family and cafe area with plenty of windows and door for great neutral light and amazing views of the water and large back yard . The home has tall ceilings and tiled with wood plank type tile throughout the first floor except for the first floor Master bedroom. The Master also faces West overlooking the pond for great sunset views. Very large with coffered ceilings and lots of light. The cute double doors lead into the spacious master-bath with large separate vanities, double sinks, separate shower stall, separate toilet room, garden tub, linen closet, and Massive clothes closet. Back in the main great room is a hall filled with more cabinet storage space, leading to the large laundry room, garage, and stairs. The beautiful wood stairs and iron rail leads up to a spacious 20x18 loft/game room. All of the bedrooms have walk-in closets. One has a separate private bath, and the other two split bedrooms share a hall bath split with dual sinks and separate room for baths and toilet for maximum use. The home has modern decor styled raised panel doors throughout and plenty of storage space. This home has Smart technology for easy use and remote functionality. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. New Florida Hospital, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool.

8819 Sonoma Coast Drive, Winter Garden
$1,149,000
3 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code
Downtown Winter Garden becomes part of everyday life at this one-of-nine residence at 30 North Park, where a covered balcony overlooks the West Orange Trail and Plant Street’s dining, shops, and gathering spots are only a short stroll away. Arranged across three thoughtfully designed levels, the home balances connected gathering spaces with room to work and unwind. The main level brings the kitchen, dining area, and living room together beneath tall ceilings. An oversized island anchors the kitchen, complemented by quartz countertops, tall two-tone cabinetry, stainless steel appliances, and natural-gas cooking. Decorative wood beams, built-ins, and a gas fireplace feature wall give the living room character, while sliding glass doors extend the space to the balcony. Each of the three bedroom suites includes a walk-in closet and private full bathroom. Two suites occupy the upper level, including the primary with fitted closet storage, dual sinks, a glass-enclosed shower, and a separate water closet, while the second-level suite is currently arranged as a window-lined office. A ground-level bonus room with an adjoining fourth full bath creates another adaptable space for media, fitness, hobbies, or guests. Engineered hardwood and designer tile keep the interior carpet-free, while upper-level laundry, a tankless water heater, zoned HVAC, spray-foam ceiling insulation, and an attached rear-entry two-car garage add practical convenience. From quiet time on the balcony to mornings on the trail and evenings along Plant Street, this home pairs polished, flexible interiors with a distinctly downtown Winter Garden lifestyle.

72 N Park Avenue Unit 8, Winter Garden
$575,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2d SubDv. ⋅ 34787 Zip Code
Virtually Staged. The appeal isn’t just the house—it’s the lifestyle that comes with the community. Welcome to 10625 Atwater Bay Drive, Winter Garden, FL 34787, where comfort, convenience, and resort-style living come together in the highly desirable Waterleigh community. The first floor features a private bedroom and full bathroom with a bathtub, ideal for guests, extended family, or convenient first-floor living. The kitchen offers a large center island, granite countertops, ample cabinetry, and a walk-in pantry, opening seamlessly to the living and dining areas. A rear lanai provides a relaxing outdoor space, while the alley-access garage helps maintain the home’s attractive streetscape. Upstairs, a spacious loft offers flexible space for a home office, media room, or playroom. The primary suite features an en-suite bath with dual sinks and a walk-in shower, while two additional bedrooms share another full bath. What truly sets this home apart is the Waterleigh lifestyle. Residents enjoy multiple resort-style pools, fitness centers, clubhouses, playgrounds, sports fields, tennis and pickleball courts, mini-golf, dog parks, walking trails, fishing areas, lakes, green spaces, and community activities. Conveniently located near SR 429, Waterleigh offers easy access to Disney, Orlando, shopping, dining, and entertainment—with Publix located right within the community. 10625 Atwater Bay Drive offers more than a home—it’s an opportunity to enjoy the resort-style lifestyle that makes Waterleigh such a desirable place to live.

10625 Atwater Bay Drive, Winter Garden
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