5 Beds ⋅ 5 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code

Experience refined living in this exceptional 5-bedroom, 3-full and 2-half bath residence nestled in one of Winter Garden's most desirable communities. Thoughtfully designed with an open-concept floor plan, the expansive great room seamlessly connects to the gourmet kitchen, creating an inviting space for both everyday living and elegant entertaining. The first-floor primary suite offers a private retreat, complete with a spacious layout and spa-inspired bathroom. The primary bath connects to your California style closet and laundry room. Throughout the home, you'll appreciate upscale finishes, including designer lighting, elegant flooring, stone countertops, stainless steel appliances, and architectural details that elevate every space. New carpets and a new Kitchen Aid refrigerator installed in July 2026. Large windows fill the home with natural light, enhancing the bright and airy atmosphere. Four additional bedrooms located upstairs with jack and jill style bathrooms. This home has two bonus areas for maximum entertaining potential, comfort and functionality. This home is also equipped with a whole house water softener, Tesla charger and Govee lights. The backyard is set for entertainment with your summer kitchen, firepit and turf grass. Ideally located near premier shopping, dining, entertainment, parks, and top-rated schools, this home combines luxury, convenience, and timeless style in the heart of Winter Garden. A rare opportunity to own a beautifully appointed turn-key ready home in an exceptional location.

1664 Holcomb Creek St., Winter Garden

$890,000

5 Beds ⋅ 5 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code

Stunning two-story house with a permanent lake view. Be enchanted by this magnificent lakefront residence, which combines sophistication, comfort, and a privileged location. It features 5 bedrooms, 4 full bathrooms, and 1 powder room, distributed in a smart and functional layout. The social area impresses with high ceilings in the living room and sliding doors that open onto a large covered veranda, integrated with a heated pool with a safety net, ideal for leisure and entertainment throughout the year. The living room is integrated with the dining room and the spacious and elegant gourmet kitchen, equipped with a generous central island, appliances, and wooden cabinets, perfect for those who enjoy entertaining. The master suite on the ground floor offers complete privacy, as well as relaxing views of the lake and green area, and a full bathroom on the same level. On the second floor, the house also features a versatile loft, ideal for an office, TV room, or social space. The space originally intended for a garage has been carefully adapted into a private gym, and can easily be converted back to suit the new owner's needs. Located in the desirable Hawksmoor community, the property offers complete infrastructure, including a community pool, gym, clubhouse, and walking paths. All this in a strategic location, close to markets, restaurants, shops, a theater, major highways, and Disney parks. A unique opportunity to live or invest. Schedule your visit and be amazed!

16394 Taliesin Street, Winter Garden

$519,995

3 Beds ⋅ 3 Baths ⋅ Encore/Ovation Ph 3 SubDv. ⋅ 34787 Zip Code

A Rare Opportunity in Encore at Ovation! This beautifully upgraded Jensen model is back on the market! Located just off Disney's Western Way, this exceptional home offers timeless designer finishes, an open-concept floor plan, and an unbeatable location just minutes from Walt Disney World. The stunning kitchen features 42-inch shaker cabinets, quartz countertops, an oversized island, dovetail drawers, and upgraded lighting. Waterproof wood-look flooring flows throughout the main level, while extra-height baseboards add a custom touch. The spacious primary suite includes a tray ceiling and a luxurious bath with a designer-tiled walk-in shower and semi-frameless glass enclosure. Bathrooms feature granite countertops and slate-look porcelain tile, with plush carpeting upstairs. A standout feature is the private backyard?exclusive to this floor plan?creating the perfect space to relax or entertain. Walt Disney World and Margaritaville Resort Orlando are both nearby, as well as premier shopping, dining, and entertainment. Don't miss this opportunity to own one of Encore at Ovation's most desirable homes. Schedule your private showing today!

13879 Lanyard Way, Winter Garden

$844,172

6 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room 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

17320 Wild Daisy Drive, Winter Garden

$845,957

6 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code

Virtually Staged. Pre-Construction. To be built. Anna Maria with Bonus Room: Welcome to this spacious, thoughtfully designed 6-bedroom, 4.5-bath home, offering the perfect blend of comfort and functionality. The heart of the home is the expansive kitchen, featuring a large center island that's ideal for cooking, entertaining, and gathering with friends. The private primary suite is conveniently located on the first floor, providing a peaceful retreat with added privacy. Upstairs, you'll find two generously sized bedrooms, each with access to it's own bathroom, along with a spacious game room that's perfect for movie nights, a play area, or a second living space.

17314 Wild Daisy Drive, Winter Garden

$749,900

4 Beds ⋅ 3 Baths ⋅ Black Lake Preserve SubDv. ⋅ 34787 Zip Code

Welcome to 14343 Black Lake Preserve Street in Winter Garden, a beautifully upgraded pool home in the sought-after Black Lake Preserve community. Designed for both everyday living and unforgettable entertaining, this exceptional residence combines luxury finishes, premium technology, and thoughtfully designed living spaces. At the heart of the home is a stunning chef's kitchen featuring an impressive 13-foot center island, a GE Monogram wall oven, Thermador 5-burner cooktop, and a spacious walk-in pantry with custom built-in storage. The kitchen flows seamlessly into the main living areas and is complemented by an elegant formal dining room, providing the perfect setting for holiday gatherings, dinner parties, or everyday meals. Luxury vinyl plank flooring, crown molding, and a cozy fireplace add warmth and sophistication throughout the home. The spacious primary suite offers a private retreat with a custom walk-in closet system, while the dedicated theater room delivers an immersive entertainment experience with a 123-inch screen, 4K projector, and surround sound system. Step outside and enjoy Florida living at its finest. The backyard features a fully equipped outdoor kitchen with grill, griddle, and sink, making it the perfect space for entertaining family and friends. The sparkling pool is equipped with a new heat and cool pump, allowing for year-round enjoyment. Additional upgrades include a Generac whole-home generator, providing security and peace of mind during any season. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, shopping, dining, and area attractions, this move-in-ready home offers the perfect blend of luxury, comfort, and convenience. This is a rare opportunity to own a highly upgraded home in one of Winter Garden's most desirable communities.

14343 Black Lake Preserve Street, Winter Garden

$615,000

4 Beds ⋅ 3 Baths ⋅ Chapin Station A SubDv. ⋅ 34787 Zip Code

Welcome home to this beautifully maintained pool home in the desirable Chapin Station community of Winter Garden, where location truly sets it apart. Just outside the neighborhood, you'll enjoy direct access to the West Orange Trail at the Chapin Station Trailhead, making it easy to bike, walk, run, or explore miles of scenic trails connecting Winter Garden, Clermont, Oakland, and beyond. Situated on an oversized homesite, this property offers the perfect blend of indoor comfort and outdoor Florida living with a private screened pool and spacious backyard ideal for entertaining and relaxing. Inside, you'll find a thoughtfully designed floor plan with generous living spaces, abundant natural light, and plenty of room for everyday living and hosting family and friends. Conveniently located just minutes from Historic Downtown Winter Garden, residents can enjoy the award winning Farmers Market, Plant Street, Crooked Can Brewing Company, boutique shopping, restaurants, live entertainment, and community events throughout the year. Downtown Clermont, Winter Garden Village, major highways including SR 429 and the Florida Turnpike, Walt Disney World Resorts, Disney Springs, world class sports training facilities, championship golf, and state of the art hospitals and medical centers are all within easy reach. This exceptional home combines an unbeatable location, outdoor recreation, convenient access to Central Florida's top attractions and amenities, and the vibrant lifestyle buyers are searching for.

1339 Hunterman Lane, Winter Garden

$1,495,000

4 Beds ⋅ 5 Baths ⋅ Winter Garden Shores 2nd Add SubDv. ⋅ 34787 Zip Code

Discover elevated living and the Winter Garden lifestyle in downtown's newest custom residence! Ideally positioned off the shores of Lake Apopka and within the beloved golf cart district, this exceptional home offers effortless access to Plant Street’s charming shops, restaurants, Farmers Market, Brewery and West Orange Trail. Thoughtfully designed by locals with a deep appreciation for the character of this historic city, this exquisite 4 bedroom, 4.5-bath home blends timeless charm with refined modern finishes throughout. Majestic oaks beautifully frame the home’s craftsman-inspired architecture, while the expansive front porch invites relaxation. Inside, an open-concept design and modern kitchen are curated for both everyday comfort and endless entertaining. Inviting living spaces are complemented by elevated finishes, a wine bar, custom built-ins, a butler’s pantry & outdoor kitchen. Creatively designed to include a drop zone with a one-of-a-kind dog wash station. All bedrooms feature ensuites and custom closets. Don't miss this one-of-a-kind opportunity. Schedule your private showing today!

412 N Boyd Street, Winter Garden

$1,999,000

6 Beds ⋅ 7 Baths ⋅ Avalon Ridge SubDv. ⋅ 34787 Zip Code

Built in 2024 and completely upgraded beyond builder standards, this 6-bedroom, 5-full-bath, 2-half-bath home in Avalon Ridge gives you the feel of a custom home without having to start from scratch. From the moment you walk in, you can see how much thought was put into every space. The home features custom woodwork, built-ins, upgraded flooring, designer lighting, window treatments, and fully customized closets throughout. The main floor is open, bright, and made for both everyday living and entertaining. A custom lounge near the entrance includes built-in cabinets, lighting, beverage refrigerators, extra storage, and a sitting area. The living room, dining area, and kitchen flow together and open to the covered outdoor space through large sliding glass doors. The kitchen features a large island, quartz countertops, stacked cabinets, stainless steel appliances, and plenty of storage. The same custom wood details continue into the surrounding living spaces, giving the entire first floor a finished and connected look. The primary suite is located downstairs and includes a large bathroom with dual sinks and a fully customized walk-in closet with glass doors, built-in shelving, display space, and a center island. Upstairs, there are additional bedrooms, a Jack-and-Jill bathroom, flexible rooms that can be used as guest rooms or offices, and a dedicated movie room with custom built-ins. Every closet in the home has been redone to create more usable storage. The home also includes upgraded vanities, trim, interior finishes, and wiring already in place for an electric vehicle charger. Complete plans for a custom pool are included with the sale, so the next owner can move forward with the project without having to begin the design process from the beginning, subject to approvals. Photos of pool virtually staged. Custom built-ins, installed light fixtures, window treatments, and curtains are included. Furniture and décor are not included in the list price and will be sold separately as a complete furniture package. This is a nearly new home with the upgrades, storage, and finished look that are hard to find in a standard new-construction home.

16077 Barkly Ridge Court, Winter Garden

$1,625,000

5 Beds ⋅ 5 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code

LOCATION, LOCATION, LOCATION! Discover a rare gated lakefront retreat in the heart of Winter Garden, tucked away on a quiet, tree-lined cul-de-sac and conveniently located just minutes from local schools, grocery stores, dining, and Downtown Winter Garden. Enjoy grandfathered boat access on Lake Luntz, breathtaking sunset views, a screened pool with grotto seating and waterfall, a fully equipped Florida Grill/Bar room, and a private boathouse with a covered dock, boat lift, pontoon slip, and jet ski slips. Additional highlights include a guest suite, loft, media room, air-conditioned garage with gym/rec space, and two new AC systems installed in 2025—an exceptional combination of privacy, recreation, and waterfront living.

2450 Dahlgren Way, Winter Garden

$3,300,000

7 Beds ⋅ 8 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code

Exceptional custom estate on approximately 1.61 acres in Downtown Winter Garden's desirable Golf Cart District, just minutes from Historic Plant Street, the West Orange Trail, shopping, dining, and entertainment. This extensively renovated residence offers over 7,700 square feet of living space with 7 bedrooms, 6 full baths, 2 half baths, spacious living and entertaining areas, a chef's kitchen with premium appliances, marble countertops, wine bar, and an open-concept design. The resort-style outdoor living area features a heated saltwater pool, covered lanai, summer kitchen with pizza oven and built-in grill, and an NBA regulation half basketball court. A detached guest house with a full kitchen provides ideal space for guests, multigenerational living, or a private office. Additional features include a gated circular driveway, oversized 3-car garage with workshop, golf cart garage, mature oak trees, and no HOA. Conveniently located near SR-429, Florida's Turnpike, Winter Garden Village, downtown Orlando, area attractions, and Orlando International Airport.

900 W Plant Street, Winter Garden

$699,000

4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound SubDv. ⋅ 34787 Zip Code

Built in December 2023 and situated on one of the largest homesites in sought-after Lake Apopka Sound, this exceptional 4-bedroom, 3.5-bath single-story multi-generational home offers over half an acre (0.61 acres) with stunning views of Lake Apopka and a rare private attached in-law suite! Designed for true multi-generational living, the in-law suite features its own private entrance, living room, kitchenette, bedroom, full bathroom, and convenient access to the garage—perfect for extended family, guests, long-term flexibility, or private accommodations. Inside, you'll find soaring ceilings, an open-concept floor plan, elegant tray ceilings, granite countertops throughout, ceramic tile with professionally sealed grout, and an oversized laundry room offering exceptional storage and everyday convenience. The screened lanai overlooks the expansive fully fenced backyard with premium cream vinyl fencing, while additional upgrades include a whole-home water softener, smart security system with app-controlled sensors on every window and door, insulated garage, and a polyaspartic-coated garage floor for superior durability over traditional epoxy finishes. Located in the highly desirable Lake Apopka Sound community in Winter Garden, residents enjoy quick access to Downtown Winter Garden, Plant Street Market, award-winning restaurants, shopping, parks, the Florida Turnpike, SR-429, and Orlando International Airport, making commuting and travel exceptionally convenient. This is a rare opportunity to own a nearly new home with premium upgrades, an oversized homesite, breathtaking lake views, and one of the most versatile floor plans in the community.

17954 Hither Hills Circle, Winter Garden

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