Winter Garden Homes with Traditional Architectural style

Winter Garden Homes with Traditional Architectural style

Welcome to Winter Garden, Florida – a picturesque gem nestled in the heart of Orange County. Known for its charming downtown area, Winter Garden offers a delightful blend of small-town charm and modern amenities. With its historic brick streets, vibrant community events, and stunning parks, this city is more than just a place to live; it’s a lifestyle choice.

One of the standout features of Winter Garden is its array of traditional architectural homes that grace the neighborhoods. These homes reflect the timeless elegance of classic designs, often showcasing features like gabled roofs, intricate woodwork, and inviting front porches. The traditional architectural style resonates with those who appreciate the warmth and character that these homes bring, creating a sense of nostalgia and comfort.

As you stroll through the tree-lined streets, you’ll find a variety of traditional homes that cater to diverse tastes and preferences. From charming bungalows to stately two-story residences, each property tells a unique story, inviting you to imagine your life within its walls.

Winter Garden is also known for its exceptional quality of life, with top-rated schools, a thriving arts scene, and an abundance of recreational opportunities. Whether you’re exploring the West Orange Trail, enjoying a meal at one of the local eateries, or attending a community festival, you’ll quickly discover why so many choose to call this vibrant city home.

Come and experience the allure of Winter Garden, where traditional architecture meets a dynamic community, making it the perfect place to find your dream home.

Newest Winter Garden Homes with Traditional Architectural style

517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bathroom. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden
3413 Turningwind Lane, Winter Garden
$849,000
4 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv. ⋅ 34787 Zip Code
CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living feeling like a getaway. This professionally designed 4-bedroom, 3-bath home offers 2,917 square feet of beautifully updated living space and soaring 11'+ high ceilings, a spacious three-car garage with storage, and a private resort style backyard made for entertaining. Inside, the open, split floor plan creates ample spaces to gather while giving everyone a retreat of their own. Bamboo and hardwood flooring, plantation shutters, and crown molding are just a few of the features bringing warmth and character throughout. The Tuscany-inspired chef’s kitchen is truly the heart of the home, featuring an oversized island with seating, breakfast nook, updated glass-front and solid wood cabinetry, a newer Forno six-burner gas stove with a pot filler, and a newer GE Profile refrigerator, not to mention the abundance of space making cooking that much more enjoyable. The coffee and wine bar with refrigeration makes hosting easy and uncluttered, while the large formal dining room sets the stage for memorable meals. A dedicated office offers space to work or create, and the spacious primary bedroom and bath provide a peaceful place to unwind and features his/her closets, a jacuzzi tub and large walk in shower. The large laundry room is equally well considered, with cabinetry, a folding station, sink and a newer washer and dryer. Outside to your own personal oasis, a waterfall featured pool with a new pool heater anchors a resort-style backyard framed by lush landscaping for exceptional privacy. Relax on the large covered patio with privacy screens, enjoy the turf courtyard, and make use of the exhaust hood for your BBQ setup. The entire outdoor area sits beneath a screened enclosure with custom smart lighting integrated into its frame, creating a beautiful setting long after sunset. Thoughtful smart technology continues throughout the property with JellyFish lighting along the front perimeter, Ecobee thermostats, a Reolink security system, Rachio irrigation controls, a Ring doorbell, OmniLogic pool controls, and hardwiring for a home sound system. The roof was replaced in 2021, and the AC was replaced in 2022. Situated near the Windermere and Horizon West borders, this Winter Garden home offers convenient access to West Orange Country Club, Stoneybrook West Golf Club, highly rated schools, SR 429 and SR 535 for easy access, the Butler Chain of Lakes, Lake Apopka, and the entire fleet of the Walt Disney World resorts and theme parks. This is truly a remarkable home with impeccable taste and well maintained. Please don't hesitate to call me for private showings before its gone.

3413 Turningwind Lane, Winter Garden
313 Merin Court, Winter Garden
$925,000
4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Spectacular Newer-Built Luxury Home in the highly sought-after Gated Lake Cove Pointe. Tall 9’ Ceilings, Modern Craftsmanship, Designer Cabinets, Lighting, Hardware and Gorgeous Wide-Plank Tile Floors throughout. This 4 Bedroom, 3 Full Bath Open Floorplan offers the comfort of One-Level Living with No Stairs. This thoughtfully Improved home is loaded with Upgrades including High Quality Energy-Efficient Andersen Low-E Windows and a recent installed propane Generac Generator for power backup. The Stunning Kitchen is the centerpiece of the home! Featuring an Extra-Large Granite Island that overlooks the Family Area, White Shaker Soft-Close Dovetail Cabinetry, Tile Backsplash up to the Ceiling, Instant Hot Water tap, Gas Range and Vent Hood. The Spacious Master Suite offers a sitting room, Large Glass-Enclosed Modern-Tiled Spa-Like Shower with Rain Head, Bidet, and an Dual-Sink Marble-top Vanity and Large Walk-In Closet. In addition to the 4 bedrooms you’ll have a versatile Flex/Bonus room with window, use as an Art Suite, Home Office, Media Room, or Playroom. Laundry Room w/Sink. Step out back thru- Andersen Low-E Peaceful Sliders and enjoy gardening within your own Huge 1/3+ Acre Corner Lot enclosed with Quality White Vinyl Privacy Fence on a Dead-End Cul-de-Sac location making it one of the Largest Lots in the neighborhood! Spacious 3-Car Garage provides a rare amount of storage for the Downtown Winter Garden area, Storage Racks, attic ladder w/ flooring above and insulation. You’ll have room for Golf Cart, Bikes, Sports/Recreational Gear, Tools. Zoned for A and B Rated Schools, this exceptional home is ideally positioned within the Downtown Winter Garden Golf Cart District, placing the Best of Winter Garden right at your fingertips. The Charming Downtown is only a short 3 block Walk, Bike Ride, or Golf Cart Ride away, where you can enjoy Restaurants, Boutique Shopping, Farmers Market, Crooked Can Brewery, Splash Pad, Live Music, Seasonal Festivals, and Outdoor Dining. Winter Garden recently Entered Into Hallmark Contest recognizing America’s most charming towns, and once you experience its picturesque streets, walkable downtown, friendly small-town atmosphere, and vibrant community spirit, you’ll understand. Jump onto the Famous West Orange Trail only 3 blocks distance, it stretches 22 miles long, providing endless opportunities for walking, biking, training and nature. Pickleball, Tennis Courts and Baseball Fields nearby. Additionally impressive, Winter Garden’s Waterfront Parks begin just 1 Walking Block North of the home, offering tranquil evening walks surrounded by Birds, Wildlife, and Beautiful Sunsets. Conveniently located near Horizon West, Major Highways, Shopping, Dining, Top-Rated Schools, and Disney, this is the perfect combination of Small-Town Charm and Big-City Convenience. This is more than a beautiful home—it’s an Exceptional Lifestyle Opportunity in one of Central Florida’s most desirable and sought-after communities. With its Designer Luxury Finishes, Oversized 1/3+ Acre Lot, 3-Car Garage, Golf Cart Access, Walkable Downtown Location, and Waterfront Parks Just 1 Block Away, this home has the features and upgrades of a Model home and offers the rare opportunity to enjoy every day like a vacation. Homes with this combination of Luxury, Lot Size, Location, and Lifestyle rarely come available—don’t miss your opportunity to make this Exceptional Home yours!

313 Merin Court, Winter Garden
995 Sadie Lane, Winter Garden
$575,000
4 Beds ⋅ 2 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code
Welcome to 995 Sadie Ln, a beautifully updated 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable, single-story living in desirable Winter Garden. Situated on an impressive .35-acre lot, this home features an inviting open floor plan, high ceilings, a stylish kitchen with stone countertops, and a spacious 3-car garage. Step outside to a large deck overlooking peaceful wooded views—the perfect setting for relaxing or entertaining since there is also an outdoor kitchen! Located just minutes from charming Historic Downtown Winter Garden, the West Orange Trail, dining, shopping, and entertainment, this home offers the space, location, and Florida lifestyle buyers are looking for! Roof 6 years old, water heater 5 years old, sliding doors replaced a year ago, deck repaired and painted a year ago.

995 Sadie Lane, Winter Garden
15562 Waterleigh Cove Drive, Winter Garden
$799,900
4 Beds ⋅ 4 Baths ⋅ Waterleigh Phase 1a SubDv. ⋅ 34787 Zip Code
LAKEFRONT GEM! Enjoy LAKE VIEWS and over 3 Acres of wide open GREEN SPACE behind this nearly 3,000 sq ft Upgraded SELDEN Floor Plan with 4 Bedrooms PLUS LOFT and FLEX SPACE, 3.5 Baths and a 3 CAR GARAGE with an OVERSIZED SCREEN ENCLOSURE with NO REAR NEIGHBORS just minutes from DISNEY! This special property is a PRIVATE OASIS with a Tranquil Screened LANAI with Party Lights and Water Fountain, Composite Deck with GRILL AREA, and delightful Bench Swing to enjoy the peaceful Garden with Lush Landscaping and Picturesque LAKE VIEWS! Best Features Include an OPEN FLOOR PLAN with GOURMET Kitchen, Upgraded Glazed Cabinets, GRANITE Counters, Pendant Lights, LARGE ISLAND, Cabinet Underlighting, Tile Backsplash, SS APPLIANCES including NEWER Stove, Microwave & Dishwasher and SUPER SIZED Pantry! PLUS, a custom BUTLER PANTRY with Cabinetry, WINE Fridge and BEVERAGE Fridge! Spacious Family Room has Triple Windows and Dining Area with DOUBLE SLIDERS opens to the OUTSTANDING OUTDOOR LIVING SPACE! First Floor Bedroom 4 is Located NEXT to FULL Bath 3 and nearby FLEX SPACE can be Office or Formal Dining. Upstairs, the Primary Suite features LAKE Views, Tray Ceiling and a Luxurious Bath with DOUBLE Sinks, Glazed Cabinets, LARGE SHOWER with Upgraded Wall Tile and a Generous Walk-In Closet. LOFT is a great space for Office, Study or PLAY ROOM! Home Features: 8’ Doors on 1st Floor, Convenient POWDER BATH near Patio, Upgraded Light Fixtures & Fans, Wrought Iron Railings, VIDEO Doorbell, Tandem 3 Car Garage with 7 Storage Racks, NEW AC upstairs in 2023, SOLAR Tinted Windows, Gutters, Exterior Painted (2023) & more! Beds 2 & 3 share Bath 2 & a Large Laundry Room with INCLUDED WASHER & DRYER & Storage Cabinets is pre-plumbed for a Laundry Tub. This Home is ENERGY EFFICIENT with Double Pane “Lo E” Windows, R-30 Insulation and Reclaimed Water for Irrigation. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and 3 Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Panther Lake Elementary, Water Spring Middle and NEW Horizon High School! Easy Access to 429, 417 and 408!

15562 Waterleigh Cove Drive, Winter Garden
13266 Serene Glade Road, Winter Garden
$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
13254 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
13258 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
13344 Peaceful Melody Drive, 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
13326 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
13356 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
13368 Peaceful Melody Drives, 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
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