Winter Garden Homes with Colonial Architectural style

Winter Garden Homes with Colonial Architectural style

Welcome to Winter Garden, Florida—a picturesque gem nestled just a stone's throw from the vibrant city of Orlando. Known for its charming downtown area, Winter Garden boasts a delightful blend of historic charm and modern convenience. With its beautiful tree-lined streets, bustling farmers' market, and an array of boutique shops and restaurants, this city is perfect for those seeking a close-knit community atmosphere paired with easy access to urban amenities.

One of the most enchanting features of Winter Garden is its collection of homes that showcase the elegance of Colonial architectural style. These timeless residences often feature symmetrical facades, grand columns, and classic brick exteriors that evoke a sense of history and sophistication. With spacious interiors and inviting porches, Colonial homes in Winter Garden are perfect for both entertaining guests and enjoying peaceful family evenings.

Living in a Colonial-style home allows you to embrace a lifestyle steeped in tradition while enjoying modern comforts. Many of these properties are situated in family-friendly neighborhoods, offering ample green space and proximity to excellent schools, parks, and recreational facilities. Whether you’re sipping coffee on your front porch or hosting a barbecue in your backyard, the charm of Colonial architecture provides a warm backdrop for creating lasting memories.

In Winter Garden, you’ll find not just a house, but a place to call home. Immerse yourself in the beauty of Colonial architecture and the vibrant community that makes Winter Garden a truly special place to live. Come explore the possibilities today!

Newest Winter Garden Homes with Colonial Architectural style

5 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code

Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.

706 Strihal Loop, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code

Virtually Staged. 2023 CONSTRUCTION • PRIVATE CUL-DE-SAC • FIRST-FLOOR BEDROOM & FULL BATH • FLEX ROOM • NO CARPET • SCHOOLS APPROXIMATELY 0.2 MILES AWAY • MINUTES FROM DISNEY Tucked away on a quiet cul-de-sac with no through traffic, this upgraded 4-bedroom, 3-bath Kenton home offers 2,931 square feet of thoughtfully designed living space in the resort-style Waterleigh community. A pond and conservation area at the end of the street add to the peaceful setting, with Water Spring Elementary and Middle School conveniently located nearby. Inside, the open-concept layout features a flexible first-floor room ideal for a home office, playroom, or potential fifth bedroom, plus a separate first-floor bedroom and full bath, perfect for guests or multigenerational living. The upgraded gourmet kitchen showcases quartz countertops, 42-inch shaker cabinetry, a 7-foot island, wall oven and microwave, five-burner cooktop, walk-in pantry, and built-in coffee bar. The spacious living area opens to a covered lanai and backyard for effortless indoor-outdoor living. Upstairs, you’ll find a generous primary suite, large loft, two additional bedrooms, and a conveniently located laundry room with a utility sink. Additional upgrades include whole-house water filtration, reverse osmosis, upgraded lighting and ceiling fans, and a video doorbell. Waterleigh residents enjoy resort-style pools, clubhouses, fitness centers, tennis courts, parks, and included lawn care, all just minutes from Walt Disney World and Central Florida’s best shopping, dining, and entertainment.

11031 Jackson Cove, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. NEARLY COMPLETE! Near Walt Disney World Theme Parks! Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. Upstairs boasts an extended loft that provides an excellent space for lounging as well as three secondary bedrooms - one with its own ensuite! Additional features include an 8-foot front door and 8' doors on the 1st floor, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule a tour!

17434 Honeybell Tangelo Court, Winter Garden

4 Beds ⋅ 5 Baths ⋅ Oakland Park Un # 2a SubDv. ⋅ 34787 Zip Code

Price Improvement!!! Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.

811 Civitas Way, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Lakeview Reserve SubDv. ⋅ 34787 Zip Code

An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lot, private dock, and an enviable golf-cart lifestyle ** Launch your boat from your private lift for a scenic 30-minute cruise to Mt. Dora or take your golf cart just minutes away to the historic downtown Farmers’ Market and restaurants **Positioned within a private, gated enclave directly across from the West Orange Trail, this property offers the ultimate Florida resort lifestyle outside, featuring a heated saltwater pool, raised spa, and a fully fenced, expansive lakeside yard ** Inside, the home boasts a massive primary suite +/16x26’ with tray ceiling, fireplace and a balcony with lovely lake views and massive +/-23x25 bonus room including a wet bar and fireplace** The kitchen has a large cooking island w/sink plus a separate breakfast bar, stone counters, under cabinet lighting, a Jenn-Air double convection oven and lovely dining area overlooking the lake ** There's even an open wine closet/alcove with wine refrigerator off the kitchen ** First floor bedroom with an oversized walk in closet as a 5th bedroom or den (currently being used as a dining room) ** Other home upgrades include a newer roof +/-2022, 3 newer A/C units, a whole-home Katolight 40KW generator that runs +/- 90% of the home, crown molding throughout the home, ADT security system with cameras, boat house with new roof 2025, resurfaced pool +/-5 yrs ago & Aqualink pool/spa automation system and a 10’ seawall ** Relax on the covered screened patio with the Bose speaker system and prime outdoor living space including additional yard space beyond the pool and patio ** 2 car garage plus a 1 car garage with easy access to the back yard perfect for bringing your boat or lawn equipment through ** LOW HOA fees $200 quarterly ** All room measurements in MLS and on 3d floorplan are approximate. Buyer to verify. Tax record is incorrect - property has 5 bedrooms. Dock measurement is estimated. Buyer to verify. Solar panel lease to be transferred to buyer at closing.

279 Zachary Wade Street, Winter Garden

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