Winter Garden Homes with Lake Front Water Frontage

Winter Garden Homes with Lake Front Water Frontage

Welcome to Winter Garden, Florida, a charming city that beautifully blends small-town warmth with modern convenience. Nestled just a short drive from the bustling heart of Orlando, Winter Garden is renowned for its picturesque landscapes, vibrant downtown, and rich history. This delightful community boasts an array of amenities that cater to every lifestyle, from quaint boutiques and delicious eateries to lush parks and recreational activities.

One of the most captivating features of Winter Garden is its stunning lakefront properties. Imagine waking up to serene views of sparkling waters and lush greenery right outside your window. Homes with lakefront waterfrontage in Winter Garden offer a unique opportunity to embrace the beauty of nature while enjoying the comforts of modern living. These properties often come equipped with private docks, perfect for boating, fishing, or simply relaxing by the water's edge.

The charm of Winter Garden extends beyond its scenic views; the city is also known for its strong sense of community. Residents enjoy year-round events, farmers' markets, and festivals that bring neighbors together and celebrate the area's rich culture. With top-rated schools, ample recreational options, and a friendly atmosphere, Winter Garden is an ideal place for families and individuals alike to call home.

Whether you’re seeking a tranquil retreat or an active lifestyle, Winter Garden’s lakefront homes provide the perfect backdrop for your next chapter. Discover the beauty and charm of this enchanting city, where every day feels like a vacation. Your dream home awaits!

Newest Winter Garden Homes with Lake Front Water Frontage

$615,000
4 Beds 3 Baths Stoneybrook West SubDv. 34787 Zip Code
Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!

14827 Masthead Landing Circle, Winter Garden

$2,860,000
6 Beds 6 Baths Signature Lks-Pcl 01d Ph 02 SubDv. 34787 Zip Code
Virtually Staged. The photo showing Disney fireworks is the only pic that is virtually staged. This beautiful Hancock Lake family friendly home is custom built for maximum lakefront enjoyment including a private covered dock protecting a 20’ +/- boat and 2 jet skis. Motor boat or pontoon around the lake, drop a line in or ski on one of the best skiing lakes in the area. The cul-de-sac lot is 1.29 acres with a BIG fenced yard, manicured gardening beds for your green thumb and plenty of room for outdoor games and pets. The extended screened patio has a sleek outdoor Kitchen with durable Weatherstrong cabinetry, cabana bath and a custom salt pool showcasing a water slide, Fiber optic lighting, solar heated and whimsical Disney characters embedded in the rock’s facade. Relax to lake views, or pull down the projector screen for a movie then watch the Disney’s fireworks nightly over the lake. The home has a freshly painted exterior and interior with crown trim throughout. The Kitchen space is designed for multiple chefs with newer appliances, walk-in pantry, island and informal seating. The first level’s primary suite with patio access was previously a media room complete with surround sound that remains intact. The loft with a balcony overlooking the patio and lake is prepped for entertaining. Two additional ensuites, 3 more bedrooms and a laundry room are also on the upper level. Both A/C Systems, all patio doors, reinforced exterior balcony railings and LR/DR bamboo engineered hardwood flooring are updated. The community offers a wide selection of amenities from boat ramp to pools for residents to enjoy.

7301 Wild Blackberry Trail, 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

$610,000
4 Beds 3 Baths Lakeview Preserve Rep SubDv. 34787 Zip Code
Space, style, and a true lake-community lifestyle come together in this thoughtfully designed home in the gated community of Lakeview Preserve. With a flexible floor plan, generous living spaces, and room to grow both inside and out, this home offers the perfect blend of comfort, functionality, and Florida living. The open-concept layout is designed for both entertaining and everyday living. At the heart of the home, the kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized island with seating for four. It flows seamlessly into the dining area and spacious living room, creating a welcoming space for everything from weeknight dinners to holiday gatherings. French doors off the foyer lead to a dedicated office, providing flexibility for working from home, a playroom, hobby space, or a quiet retreat. Tucked away on the first floor, the private primary suite features dual vanities, a soaking tub, glass-enclosed shower, and a generous walk-in closet. Upstairs, the expansive bonus room offers endless possibilities as a media room, game room, playroom, or second living area. The additional bedrooms provide comfortable accommodations for family and guests, giving everyone space to spread out. Step outside to the covered brick-paver lanai overlooking the fully fenced backyard, where there's plenty of room for outdoor entertaining, pets, play, gardening, or even a future pool. Whether you're enjoying a quiet morning or hosting friends for a weekend barbecue, the outdoor space is ready to fit your lifestyle. Life in Lakeview Preserve is about more than just the home. Set along the shores of Johns Lake, this gated community embraces an active Florida lifestyle with amenities designed for all ages. Residents enjoy a resort-style pool, splash pad, fitness center, clubhouse and community cabana, playground, community dock, and kayak launch with direct access to Johns Lake for boating, fishing, and paddling. Conservation areas woven throughout the neighborhood enhance the natural beauty, creating a peaceful setting while keeping you close to everything Winter Garden has to offer. Conveniently located just minutes from SR 429, Winter Garden Village, historic Downtown Winter Garden, shopping, dining, parks, and everyday conveniences, this home offers the ideal balance of space, convenience, and community. Whether you're looking for room to grow, space to entertain, or a neighborhood built around an active Florida lifestyle, this home offers the flexibility to fit your lifestyle while creating lasting memories.

3247 Buoy Circle, Winter Garden

$335,000
3 Beds 3 Baths Tucker Oaks SubDv. 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained end-unit townhome located in the desirable gated community of Tucker Oaks in Winter Garden, offering extra privacy, abundant natural light, and a premium pond-view lot with additional backyard space. Conveniently situated right next to the community amenities, this home combines comfort, style, and an exceptional location. Step inside to an inviting open-concept floor plan featuring a spacious living room, dining area, and kitchen that flow seamlessly together, making it perfect for both everyday living and entertaining. The kitchen is beautifully appointed with tall cabinetry, granite countertops, stainless steel appliances, and a large walk-in pantry, while a versatile flex room offers the perfect space for a home office, formal dining room, playroom, or additional living area. A beautifully renovated half bathroom and an indoor laundry room add convenience to the first floor. Upstairs, you'll find like-new carpet (2020) throughout, two spacious guest bedrooms, a full guest bathroom, and a relaxing primary suite featuring an elegant tray ceiling and tranquil pond views. The en-suite bathroom offers a double-sink vanity, a garden tub/shower combination, and a generous walk-in closet. Additional features include a new air conditioning system (2026), new roof (2024), new water heater (2024) and a large garage with tall ceilings, providing excellent storage space. Enjoy peaceful mornings overlooking the pond and all the benefits of living in a gated community with nearby amenities including a pool and dog park. This move-in-ready home offers the perfect combination of thoughtful upgrades, functional living space, and an unbeatable location.

1668 Scarlet Oak Loop Unit C, Winter Garden

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