Winter Garden Homes with Shade Shutter(s) Exterior Features

Winter Garden Homes with Shade Shutter(s) Exterior Features

Welcome to Winter Garden, Florida—a charming city nestled in the heart of Orange County, where picturesque landscapes meet vibrant community living. Known for its rich history, Winter Garden boasts a quaint downtown area filled with delightful shops, gourmet restaurants, and a thriving farmers market that draws locals and visitors alike. The city is surrounded by lush greenery and beautiful lakes, making it an ideal location for outdoor enthusiasts who enjoy hiking, biking, and boating.

One of the standout features of homes in Winter Garden is their stunning exterior, particularly those with shade shutters. These architectural accents not only enhance the aesthetic appeal of a property but also serve a practical purpose. Shade shutters provide essential protection from the Florida sun, allowing homeowners to enjoy their outdoor spaces comfortably. Whether it’s a cozy patio for morning coffee or a spacious deck for entertaining friends and family, these features create an inviting atmosphere that complements the warm Florida climate.

Living in Winter Garden means being part of a close-knit community that values both tradition and modern living. The city is known for its excellent schools, family-friendly parks, and a variety of recreational activities, making it a perfect place to raise a family or enjoy retirement. With a diverse selection of homes, including those with charming shade shutters, Winter Garden offers something for everyone. Come explore this beautiful city and discover your dream home in a community that feels like family. Experience the warmth and charm of Winter Garden—where every day feels like a getaway!

Newest Winter Garden Homes with Shade Shutter(s) Exterior Features

8836 Lakeshore Pointe Drive, Winter Garden
$1,175,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Turnkey, Toll Brothers model home in Winter Garden. This property occupies one of Lakeshore Preserve’s most open and airy homesites next to expansive open green space inside Lakeshore Preserve. Expansive open green space extends along the entire south side of the home, creating a valuable advantage. No next-door neighbor on the home’s south side—the dining room, great room, kitchen and outdoor living areas face open green space, offering green views, abundant natural light and added privacy. Additional green space behind the property extends the sense of openness. A dramatic two-story foyer upon entering. Key design and home features: Smart home technology, shiplap wall detailing, rich wood-beam ceilings. Plantation shutters throughout. The kitchen features a massive center island, farmhouse sink, abundant cabinetry to include deep drawers. Triple sliding glass doors connect the great room to an expansive screened lanai with a fully equipped outdoor summer kitchen. Outdoor dining and lounge spaces. Motorized retractable screens. Backyard features: outdoor putting green and a built-in stone fireplace with modern glass-rock insert. This home is the ideal Florida seasonal residence or second home. With a resort-style community pool and all grounds maintained by the HOA, this turnkey home is ready for easy seasonal living. First floor primary suite is positioned at the rear of the home. Includes a new walk-in closet, a striking primary bath with opposing vanities, a private water closet and a dramatic walk-in shower. Custom tile extends from the floor up the shower walls, with opposing shower systems, multiple shower heads and built-in bench seating. The second floor features a true second living room, three furnished bedrooms and two full baths. One bedroom includes an ensuite bath and full closet, while the other two share a hall bath. When not occupied by guests, the second living room serves as a private lounge, media room, or office space. Turnkey includes: all living area furniture, décor, artwork, rugs, kitchen equipment, dinnerware, glassware and utensils. Utility features to this home: Tankless water heater, in-wall pest system. Lakeshore Preserve amenities include a clubhouse, fitness center, resort-style pool, playgrounds, sand volleyball court. Cable, one-gig internet and ground maintenance are included in the HOA fee. This executive collection home sits on one of the most unique homesites within Lakeshore Preserve. Privacy and sun-drenched light, Toll Brothers coveted upgrades, and this transitional design style fully finished by an interior designer for this model home.

8836 Lakeshore Pointe Drive, Winter Garden
9845 Emerald Berry Drive, Winter Garden
$1,050,000
5 Beds ⋅ 5 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Stunning Mediterranean-style home in the sought-after Watermark community of Winter Garden! This 5-bedroom, 4.5-bath home offers a spacious open layout with custom finishes throughout, including custom wood paneling with LED accent lighting, designer curtains and light fixtures, and luxury vinyl plank flooring on every floor. The gourmet kitchen features KitchenAid appliances (built-in oven, built-in microwave, cooktop, dishwasher), double sink, walk-in pantry, and a bright breakfast nook overlooking the living area. The living room boasts a custom electric fireplace with built-in wood shelving. A dedicated den/office with custom cabinetry and a formal dining room with custom cabinetry and built-in wine fridge add versatility. One bedroom and full bath are located downstairs — perfect for guests — while upstairs offers four bedrooms including a luxurious primary suite with his-and-hers vanities flanking a built-in soaking tub, separate shower, and private water closet. The upstairs loft comes complete with a projector and screen, ideal for a home theater. Enjoy Florida living at its finest in the screened lanai, complete with a summer kitchen (grill, sink, refrigerator) and motorized retractable screen. Additional highlights include a laundry room with utility sink, screened pool, and a 2-car garage with paver driveway. Watermark residents enjoy access to a community pool and clubhouse for just $160/month HOA. Don't miss this move-in-ready gem!

9845 Emerald Berry Drive, Winter Garden
907 Celadon Street, Winter Garden
$2,495,000
6 Beds ⋅ 6 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Lake Apopka view. Protected Conservation. Detached Guest apartment. Apartment over garage. In-Law suite. Multi-generational living. EV charging station. All this perfectly describes the unique differences of 907 Celadon. The homesite is approximately 160 feet deep. A broad rear boundary of designated open space. No residential lot behind the home. The main home highlights include a massive open floor plan, oversized Chef's kitchen, first-floor primary en suite, outdoor summer kitchen, two rooms directly off the foyer offering flexibility for an executive office, or two home offices, or one room as the downstairs en suite for guests or aging family members. The nearly 41-foot screened porch, with built in summer kitchen. The Detached Guest House is 907 Sq Ft, and open studio layout, one bedroom, kitchenette, full bath. Provides flexibility as the in-law suite. Chef's Kitchen offers generous workspace for more than one cook. Kitchen-Aid ovens and built-in ice maker by Manitowoc. Expansive sliding glass doors open the great room to the green conservation and Lake Apopka views. A long back yard overlooking a deep conservation vista. The first-floor primary en suite occupies its own wing at the rear and right side of the home. A door from the kitchen closes the wing from the rest of the first floor, while the bedroom opens directly to the lanai. The bathroom features frameless shower, free standing soak tub, and dual sinks across from each other. A custom walk-in closet dressing room —with extensive built-ins, a center island and chandelier complete the wing. Upstairs, three bedrooms and an oversized loft provide the flexibility for a home theater, gaming and homework stations. Daily routines are easier here. Bright blue ockers off the mudroom keep backpacks, sports equipment, shoes and bags organized, while the large laundry room includes a specialty built-in dog wash station. Connected to the main residence by a covered breezeway, the 907 Sq ft detached guesthouse/ADU sits above a 3-car garage and includes a kitchenette, full bath and closet. The garage also includes a golf-cart bay, and EV charging station. The guest house is currently used as a private executive office. Oakland Park and Winter Garden's golf-cart approved community zones is one of the signature advantages, offering easy access to Historic Downtown Winter Garden—Plant Street, the Farmers Market, dining and Crooked Can—just a golf cart ride from home. Direct access to the West Orange Trail offers 22 miles for walking, jogging and biking, plus community pools and green spaces.

907 Celadon Street, Winter Garden
689 Bethune Avenue, Winter Garden
$399,000
4 Beds ⋅ 2 Baths ⋅ Joe Louis Park Q162 SubDv. ⋅ 34787 Zip Code
PHENOMENAL Double corner LOT NO HOA, newer updates INCLUDE: brand new AC, new roof, Re-Plumb, house/ Electrical Panel/rewired. Updated kitchen and bathrooms, Located off the Kitchen is the Dining room area which is open to the Living Room area. The master Bathrooms is completely updated features a standing shower. The Laundry is located inside. The carport/workshop is spacious to hold 2 cars and storage. Enjoy the nice-sized Backyard with a that is big enough for the whole family. You don't want to miss this opportunity to make this house your home! very nice WORKSHOP ** VALUE IS IN THE both property/land

689 Bethune Avenue, Winter Garden
14501 Grove Resort Avenue Unit 3109, Winter Garden
$299,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
PREMIUM BUILDING 3 | RARE 14-FOOT CEILINGS | ELEVATOR-FREE ACCESS | ONSITE RENTAL PROGRAM Step into the largest and most unique 2-bedroom footprint available at The Grove Resort & Water Park. Located on the highly coveted 1st floor of Building 3, Unit 3109 boasts massive 14-foot architectural ceilings exclusive to the ground level, delivering an incredible sense of volume, grandeur, and endless natural light that upper-floor standard units simply cannot match. This fully furnished, turnkey property features the sprawling Cypress Floor Plan (1,434 Sq. Ft.), highlighting a spectacular Dual-Zone Primary Suite complete with its own private attached den. This bonus space acts as a quiet sanctuary, media lounge, or infant nursery entirely separate from the main living room. Why Investors Choose Unit 3109: Zero-Friction Resort Living: Enjoy the luxury of walking straight from the main Building 3 lobby directly into your villa. No elevator wait times, no stairs, and immediate walk-out access to the Surfari Water Park and resort dining. Turnkey Paramount Rental Program: This unit is fully equipped and eligible for immediate enrollment in the world-class, onsite rental program managed by Paramount Hospitality Management. Enjoy completely hands-off ownership with on-site booking, guest check-in, marketing, and property maintenance fully handled for you. Building 3 Dominance: Situated in the newer and most popular phase of the resort, making it highly preferred by incoming vacationers. Luxury Suite Positioning: The added square footage and private owner's lounge elevate this unit into a higher-tier booking bracket on vacation platforms, driving premium guest reviews and repeat bookings. Don't miss the lowest-priced opportunity to own premier Building 3 Cypress luxury! Schedule your showing today.

14501 Grove Resort Avenue Unit 3109, Winter Garden
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