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12922 Canopy Woods Way, Winter Garden
$1,525,000
5 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code
EXQUISITE MODEL SHOW HOME | 5 BEDROOMS | 4.5 BATHROOMS | TWO PRIMARY SUITES | POOL | 3-CAR GARAGE | GATED COMMUNITY Welcome to an exceptional residence where timeless Mediterranean architecture meets refined Florida living. Located within the exclusive gated community of Canopy Oaks, an intimate enclave of only 49 residences, this stunning former model show home represents the finest in architectural design, craftsmanship, and luxurious indoor-outdoor living. From the impressive grand entrance, this residence immediately makes a statement. The thoughtfully designed floor plan features 5 bedrooms, 4.5 full bathrooms, a private first-floor primary suite with wet bar, and a spectacular second-floor primary retreat, offering an unparalleled level of flexibility and privacy. The heart of the home is an impressive chef's kitchen, beautifully appointed with premium KitchenAid appliances, a 5-burner natural gas cooktop, abundant cabinetry, generous workspace, and an oversized walk-in pantry. The kitchen opens seamlessly to the expansive living, dining and custom wine cellar, creating an ideal setting for intimate dinners or entertaining. The first floor also features a dedicated den/office, elegant dining area, wine cellar, laundry room, and convenient half-bath powder room. A beautiful wood staircase leads to the second level, where luxury and entertainment continue. The expansive gathering room provides an inviting space for family and guests, while the fully equipped theater room creates an exceptional private cinema experience, complete with its own private beverage station. The upstairs primary suite is a private sanctuary, featuring a beautiful garden tub, private balcony, and its own refreshment bar—an indulgent retreat designed for comfort and relaxation. Three additional upstairs bedrooms provide generous accommodations, including one bedroom with its own adjacent full bathroom and two bedrooms connected by a convenient Jack-and-Jill bath. The home's extraordinary outdoor living spaces are equally impressive. The expansive screened-in lanai features custom wood ceilings, creating a beautiful extension of the interior living space. Beyond the lanai, a sparkling private pool is surrounded by elegant travertine decking and complemented by a spectacular custom summer kitchen, creating the ultimate setting for Florida entertaining, dining, and relaxation. Additional features include a Rampart security system, Generac Generator, Central vacuum, exceptional storage, and the quality and attention to detail expected of a showcase model residence. The Canopy Oaks models were recognized with three awards in the Parade of Homes, highlighting the exceptional design and craftsmanship found throughout this exclusive community. Perfectly positioned just minutes from Winter Garden Village and Historic Downtown Winter Garden, this home also offers convenient access to the Florida Turnpike, SR 429, and SR 408, providing an easy connection throughout Central Florida. 12922 Canopy Woods Way is more than a home—it is a statement of refined living. With its timeless Mediterranean architecture, two extraordinary primary suites, resort-style pool and outdoor living, premium entertaining spaces, and exclusive gated setting, this is a truly remarkable opportunity to own one of Winter Garden's exceptional residences. Call today to schedule your showing and experience its distinctive luxury and elegance firsthand.

12922 Canopy Woods Way, Winter Garden

14253 Country Estate Drive, Winter Garden
$1,675,000
5 Beds ⋅ 5 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code
Lakefront living with room to spread out. Welcome to 14253 Country Estate Drive. Set on nearly three acres along Black Lake, this two-story brick pool home pairs timeless character with expansive water views in an established community of custom homes. Mature oaks frame the circular driveway, creating a welcoming arrival to a residence offering approximately 5,504 square feet, five bedrooms, four full baths, and one half bath. Lake views greet you from the foyer and draw you into the soaring great room, where a wood-burning stone fireplace, tall windows, and French doors create an inviting setting for everyday living and entertaining. The spacious kitchen features a generous center island, extensive cabinetry, and adjoining casual dining, while a separate formal dining room provides space for larger gatherings. The main-floor primary suite offers its own screened lanai, a quiet place to start the day overlooking the grounds. An office with a closet provides flexibility for a potential fifth bedroom, and two upstairs bonus rooms offer additional space for recreation, hobbies, or working from home. Outside, the pool, lanai, and expansive backyard make the waterfront setting the centerpiece of the home. Enjoy afternoons by the water, outdoor dining, or time on Black Lake boating, fishing, paddleboarding, and jet skiing. A side-entry three-car garage completes the property. Conveniently located near the shopping and dining at Winter Garden Village at Fowler Groves, with access to SR 429, SR 408, and Florida’s Turnpike, this home brings together spacious interiors, generous grounds, and the Florida lakefront lifestyle.

14253 Country Estate Drive, Winter Garden

15579 Hamlin Blossom Avenue, Winter Garden
$995,000
5 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 2a SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautiful two-story residence in Hickory Hammock at Johns Lake, a gated community in Winter Garden offering an exceptional blend of comfort, space, and Florida lifestyle. Featuring 5 bedrooms, 4 full bathrooms, a spacious loft, and a versatile game room, this home offers approximately 3,585 square feet of living space designed to accommodate a variety of needs. The thoughtfully designed interior features an open-concept living area, an oversized kitchen with a large T-shaped island, 42-inch upgraded cabinetry, built-in double wall ovens, a cooktop, and elegant solid-surface countertops. The spacious layout provides multiple areas for entertaining, relaxing, and spending time together. Step outside to enjoy your private pool and spa, creating the perfect setting for outdoor gatherings and year-round Florida enjoyment. The fenced backyard adds privacy and functionality to the outdoor space. Residents of Hickory Hammock enjoy an impressive selection of community amenities, including a resort-style zero-entry pool, clubhouse, fitness center, tennis courts, sand volleyball court, playgrounds, dog park, walking trails, and community access to the beautiful Johns Lake area. Conveniently located near Winter Garden Village, Hamlin Town Center, shopping, dining, entertainment, major roadways, and the attractions of Central Florida, this property offers an excellent opportunity to enjoy the Winter Garden lifestyle. Whether you are looking for a spacious primary residence or an investment opportunity, this home is worth exploring! Schedule your showing today

15579 Hamlin Blossom Avenue, Winter Garden

1414 Portmoor Way, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West 44/134 SubDv. ⋅ 34787 Zip Code
Video is virtually staged. Enjoy the best of both worlds in this beautiful pool home overlooking the Stoneybrook West Golf Course, where peaceful surroundings, beautiful views, and an abundance of community amenities create the perfect lifestyle. With NO REAR NEIGHBORS and a location OVERLOOKING THE GOLF COURSE on quiet Portmoor Way, you can relax while having plenty of opportunities to stay active, socialize, and connect with neighbors. The curb appeal is welcoming as is the spacious foyer, tall ceilings, and WOOD FLOORS. The well-appointed kitchen features QUARTZ countertops, tile backsplash, stainless steel appliances, and a WALK-IN PANTRY. Enjoy the breakfast nook that opens to the family room, creating a comfortable gathering space with beautiful views of the SCREENED-IN POOL and golf course. The spacious primary suite is conveniently located downstairs and offers a large walk-in closet, an updated vanity with double sinks, a garden tub, separate shower, and linen closet. Upstairs, you'll find AIRY LOFT, laundry room with cabinet storage, three additional bedrooms, and a hall bathroom with double sinks. Additional interior highlights include a formal dining room, a PRIVATE OFFICE with stylish barn doors, and an attractive staircase with iron railing and an accent wall. The home also offers valuable updates, including a NEW ROOF (2022), AC (2019), upgraded light fixtures, tile flooring in the garage, and rain gutters. One of the greatest benefits of living in Stoneybrook West is the incredible lifestyle included with your HOA! SPECTRUM CABLE AND INTERET ARE INCLUDED IN THE HOA DUES. Spend sunny afternoons at the Olympic-sized COMMUNITY POOL and splash pad, meet neighbors at the clubhouse and FITNESS CENTER, or enjoy friendly competition on the BASKETBALL, PICKELBALL, VOLLEYBALL and TENNIS courts. For those who love the water and outdoors, the community also offers a BOAT RAMP, limited BOAT STORAGE, and a FISHING pier. Stoneybrook West is conveniently located near highly regarded schools, restaurants, shopping, major roadways including the 429, Turnpike and 408, historic downtown Winter Garden, and Central Florida's world-famous theme parks.

1414 Portmoor Way, Winter Garden

557 Lake Cove Pointe Circle, Winter Garden
$2,249,999
5 Beds ⋅ 5 Baths ⋅ Lake Cove Pointe Ph 02 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Some homes are updated. Other are completely reimagined. Welcome to an extraordinary lakefront retreat in the highly sought-after golf cart district of historic Downtown Winter Garden where an extensive, designer-led transformation has brought fresh style, thoughtful functionality and an entirely new feel to this exceptional property. Offering 5 bedrooms, 4.5 bathrooms, a dedicated office, and a theater/loft area, this home delivers the space and flexibility to fit the way you live. The interior has been gutted and beautifully redesigned with light, bright airy living spaces and curated finishes that make an impression from the moment you walk through the door. The stunning kitchen is a true centerpiece: open, inviting and designed to bring everyone together, whether it's a relaxed weeknight dinner or a house full of guests. Beautifully renovated bathrooms carry the designer aesthetic throughout, creating a cohesive balance of comfort and sophistication. Every gathering space feels connected, yet the layout still provides plenty of places to find a little privacy. Two primary suites give this floor plan rare versatility for multigenerational living, visiting family or simply having room to spread out. The first-floor primary suite offers privacy and convenience, while the upstairs primary retreat features its own balcony overlooking the lake. Imagine starting the day with coffee and a waterfront views or watching the sunset from your private escape. the upstairs suite also has its own laundry and a separate custom laundry room with double washers and dryers keeps busy households running smoothly. Outside is where this home truly becomes a lifestyle. Your private waterfront setting features a swimming pool, poolside cabana, boathouse, dock and direct access to the lake. Spend your afternoons boating or fishing, host unforgettable gatherings by the pool and end the day relaxing by the water. Newly added electric service at the dock adds convenience for evenings spent enjoying the lakefront atmosphere. Whether you love being on the water or simply love looking out over it, the outdoor spaces invite you to slow down and enjoy where you live. There's room here for quiet mornings, lively weekends, and all the moments in between. The improvements extend well beyond the finishes. An upgraded 400-amp electrical service supports modern living, while the whole-home generator and solar panels offer added practicality and peace of mind. This thoughtful combination of beauty and meaningful infrastructure upgrades makes the renovation as functional as it is striking. And the location? It's one of Winter Garden's most loved. Hop in the golf cart and head downtown, then come home to your own peaceful lakefront haven. Few settings offer this kind of everyday convenience while still feeling like a private getaway. Extensively transformed, exceptionally located and ready for its next chapter, this is a rare chance to have the designer finished home you've been dreaming of without giving up the waterfront lifestyle that makes Winter Garden so special. From mornings on the balcony to evenings on the dock, every day here offers another reason to stay a little longer.

557 Lake Cove Pointe Circle, Winter Garden

1370 Portmoor Way, Winter Garden
$755,000
5 Beds ⋅ 4 Baths ⋅ Stoneybrook West 44/134 SubDv. ⋅ 34787 Zip Code
Nestled within the highly desirable golf course community of Stoneybrook West in Winter Garden, this beautifully renovated 5-bedroom, 4-bathroom residence offers a perfect blend of modern finishes, spacious living areas, and exceptional Florida living. Thoughtfully updated throughout, the home features a newer roof and HVAC system, fresh interior paint, new custom kitchen and bathroom cabinetry, luxury vinyl plank flooring, new bedroom carpeting, updated lighting and ceiling fans, and a newly re-screened enclosure. At the heart of the home, the stunning remodeled kitchen showcases custom cabinetry, all new stainless steel appliances, elegant quartz countertops, designer lighting, and an oversized breakfast bar ideal for gathering and entertaining. A charming breakfast nook provides the perfect spot for casual dining while enjoying picturesque views of the golf course. The inviting living spaces are enhanced by a beautiful double-sided fireplace, creating warmth and character throughout the home. A versatile downstairs flex room and bathroom offer endless possibilities for a home office, in-law suite, or playroom. Upstairs, a loft at the top of the stairs provides additional living space for relaxing, working, or entertaining. The private primary suite serves as a peaceful retreat, featuring a generous layout, a luxurious ensuite bathroom with an oversized walk-in shower, and a private balcony overlooking the golf course—an ideal place to enjoy your morning coffee or unwind at the end of the day. Four additional bedrooms provide flexibility for family, guests, or additional workspace. The thoughtfully designed outdoor living area includes a screened pool with spa, new pool equipment and a convenient fourth bathroom with a shower accessible from the pool area, making entertaining and enjoying Florida's year-round sunshine effortless. Beyond the home, Stoneybrook West offers an exceptional lifestyle with resort-style community amenities. The HOA includes access to the Olympic-sized community pool, splash pad, clubhouse with fitness center, basketball courts, tennis courts, and pickleball courts. Residents can also enjoy the community boat ramp, and fishing pier, providing even more opportunities for outdoor recreation and relaxation. Newer Roof and HVAC. Ideally located near excellent schools, shopping, restaurants, and everyday conveniences, Stoneybrook West is guard gated and offers easy access to the 429, Florida Turnpike, and 408, as well as historic downtown Winter Garden and Central Florida's world-famous theme parks. With its extensive renovations, golf course views, private pool, and outstanding community amenities, this exceptional home offers the perfect combination of comfort, style, and location. Schedule your showing today!

1370 Portmoor Way, Winter Garden

15823 Shorebird Lane, Winter Garden
$924,900
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Discover an exceptional opportunity to enjoy the Florida lifestyle in this beautiful Toll Brothers home in the sought-after Lakeshore Preserve community of Winter Garden. Offering 4 bedrooms, 4 full bathrooms, and 2,768 square feet, this thoughtfully designed residence combines elegant interior spaces with an outdoor living experience designed for entertaining. The heart of the home is its impressive kitchen, featuring an oversized 12-foot island, gas cooktop, convection oven, and stylish finishes. Multiple living spaces and abundant natural light create an inviting atmosphere throughout. The flexible floor plan includes a first-floor bedroom and full bathroom, additional upstairs bedrooms, a private junior suite, and a spacious primary retreat featuring tray ceilings, dual walk-in closets, two vanities, a soaking tub, and a separate walk-in shower. But the real highlight is outside. Enjoy your own private saltwater pool, beautifully appointed paver deck, and summer kitchen with natural gas. Whether hosting friends, enjoying a quiet afternoon by the pool, or making the most of Florida's beautiful weather, this outdoor space makes every day feel like a getaway. Lakeshore Preserve adds even more to the experience with its lakefront clubhouse, resort-style community pool, fitness center, barbecue area, and recreational amenities. Located in Winter Garden, this home offers an appealing combination of space, thoughtful design, outdoor entertaining, and community amenities. Come experience the home and the lifestyle for yourself.

15823 Shorebird Lane, Winter Garden

17224 Old Country Lane, Winter Garden
$1,699,000
6 Beds ⋅ 4 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Some homes are impressive. Others have a way of making you imagine an entirely different life. Behind private electric gates, 2.38 acres of mature trees and open grounds set the stage for a home that has been completely transformed. The owners originally envisioned it as their forever home, and the work reflects that ambition. This wasn’t a matter of replacing finishes or updating a few rooms. The kitchen was relocated, living spaces were expanded, oversized windows were introduced, and the entire home was reconsidered from the ground up. What emerged is a beautifully reimagined residence that feels almost entirely new, with a warmth and character that make it equally inviting. Inside, 3,629 square feet of living space includes six bedrooms and three and a half bathrooms, all on one level. Wood beams, custom cabinetry, ZLINE appliances, a spacious pantry, and carefully selected finishes bring sophistication without sacrificing comfort. A newly created ensuite bedroom adds flexibility, while extensive improvements, including a 2025 roof, updated electrical, new flooring, and windows, speak to the depth of the transformation. The same attention carries outdoors, where a striking covered A-frame porch overlooks a newly built screened pool and spa. Beyond the enclosure, mature trees and expansive grounds offer exceptional privacy, while a separate 1,200-square-foot boat garage with two bay entries provides generous space for watercraft, recreational vehicles, and storage. Together, these outdoor spaces offer a level of versatility rarely found so close to everyday conveniences. And that’s perhaps the most remarkable part. All of this sits just minutes from Hamlin and Horizon West, with easy access to Historic Downtown Winter Garden, the West Orange Trail, and SR 429. No HOA, no need to trade convenience for acreage, and no major transformation left for the next owner to undertake. The owners’ plans ultimately changed. The home they set out to create is complete. And the opportunity to make it your own is now here.

17224 Old Country Lane, Winter Garden

7723 Green Mountain Way, Winter Garden
$2,695,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive indoor-outdoor living. A two-story dock with a boat lift and two Jet Ski lifts, a screened pool and spa, and sweeping lake views define this waterfront setting. Offering 6 bedrooms, 6.5 bathrooms, over 5,100 square feet, a 3-car garage, and two primary suites on separate floors, the flexible layout is ideal for multigenerational living. A paver driveway, tile roof, stone accents, and mature landscaping welcome you home. Inside, engineered hardwood floors lead past a formal dining room on the right, connected to the kitchen through a butler's pantry, and a dedicated office on the left. The impressive two-story living room features decorative wood beams, a cascading chandelier, and a floor-to-ceiling stacked-stone accent wall. Expansive sliding glass doors open to the covered lanai, seamlessly connecting indoor and outdoor living while framing views of the pool and Lake Hancock. An open staircase with wood treads and wrought-iron balusters overlooks the living area. Just off the living room, the first-floor primary suite offers direct lanai access, a walk-in closet, separate vanities, and an oversized tiled shower. The spacious kitchen features a center island, an expansive wraparound peninsula with a farmhouse-style sink, granite countertops, cream-colored cabinetry, stainless steel appliances, a natural gas cooktop with pot filler and vent hood, a built-in microwave and wall oven, decorative tile backsplash, and built-in wine storage. A separate casual dining area overlooks Lake Hancock. Beyond it are a second downstairs bedroom and adjacent full bathroom with pool access. Near the 3-car garage, the laundry room provides a utility sink, cabinetry, and counter space. A half bath completes the first floor. Upstairs, the second primary suite features a tray ceiling, French doors to a private lakeview balcony, two walk-in closets, and an ensuite bath with dual vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms and three full bathrooms, including two ensuite bedrooms, offer flexible accommodations. An expansive bonus room with hardwood flooring, lake-facing windows, and French doors to a separate balcony makes an ideal second living area, game room, or media room. Outdoor living takes center stage on the spacious covered lanai, with separate dining and lounge areas, ceiling fans, and a summer kitchen featuring a stainless steel grill, vent hood, refrigerator, and countertop space. The screened pool and spa, surrounded by an expansive paver deck, overlook Lake Hancock. Beyond the shoreline, the private two-story dock features a shaded lower seating area, boat lift, two Jet Ski lifts, and an open-air upper observation deck with panoramic lake views. From the living room and upstairs balconies to the pool and dock, the water is part of everyday life here. Summerlake community amenities include a pool, fitness center, tennis courts, playgrounds, and walking paths. Convenient to Hamlin Town Center, major highways, and Central Florida's world-famous attractions, this home offers an exceptional Lake Hancock waterfront lifestyle.

7723 Green Mountain Way, Winter Garden

665 Canopy Estates Drive, Winter Garden
$1,499,900
5 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. EXCEPTIONAL LUXURY IN THE HEART OF WINTER GARDEN! Welcome to this stunning 5-bedroom, 4.5-bathroom pool home nestled within Canopy Oaks, an exclusive, Parade of Homes award-winning gated community featuring just 49 residences. This beautifully upgraded Lockhart II model delivers an exceptional blend of elegance, comfort, and sophistication, featuring TWO luxurious primary suites, one on each floor, a 3-car garage, and private front and rear balconies. Step through the magnificent arched double doors into a breathtaking two-story foyer, where timeless architectural details and modern finishes set the tone. The thoughtfully designed interior showcases a versatile office or flex space, an exquisite wine cellar with authentic Chicago brick flooring, and a gourmet kitchen featuring a 5-burner natural gas cooktop and oversized island. A beautiful wooden staircase with custom forged-iron railings leads upstairs to generously sized bedrooms, a spacious primary suite with an impressive walk-in closet, and a dedicated home theater complete with a movie projector. RECENT UPGRADES includes 2025 A/C system, contemporary light fixtures, updated countertops, fresh interior paint, new downstairs flooring, custom closets, and a beautifully remodeled backyard. Step outside into your private retreat, featuring a sparkling pool and an inviting setting for entertaining or unwinding. LOCATION IS EVERYTHING! Just minutes from Winter Garden Village and Historic Downtown Winter Garden, enjoy convenient access to premier shopping, exceptional dining, and entertainment. With easy connections to Florida’s Turnpike, SR 429, SR 408, and Highway 50, the best of Central Florida is within easy reach. Luxury, exclusivity, and an unbeatable location come together in one extraordinary home. Schedule your private showing today!

665 Canopy Estates Drive, Winter Garden

14503 Avenue Of The Rushes, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes SubDv. ⋅ 34787 Zip Code
1st time on the market * Welcome to this beautiful and incredibly maintained home offering 4 bedrooms, 3.5 bathrooms, and approximately 3,315 square feet of living space in the desirable Signature Lakes community of Independence * Built in 2007, this spacious two-story home offers an inviting blend of comfort, style, and room to entertain * Attractive curb appeal, a welcoming covered entry, paver driveway, and tropical landscaping create a memorable first impression * Inside, the generous floor plan provides flexibility for everyday living, entertaining guests, and enjoying the Florida lifestyle * Step outside to the private screened pool area and create your own backyard retreat, perfect for relaxing and enjoying the sunshine year-round * Conveniently located near shopping, dining, major roadways, and the many amenities of Winter Garden, this property offers an excellent opportunity to enjoy the Central Florida lifestyle, with community recreation and outdoor activities. Community amenities include a clubhouse, 2 resort-style swimming pools, fitness facilities, tennis and basketball courts, playgrounds, parks, and community boat ramps and docks providing access to Lake Hancock.

14503 Avenue Of The Rushes, Winter Garden

2139 Tillman Avenue, Winter Garden
$825,000
4 Beds ⋅ 4 Baths ⋅ Bronsons Landing SubDv. ⋅ 34787 Zip Code
STOP YOUR SCROLL!!! It's not everyday a GORGEOUS home inside the beautiful gated community of Bronson's Landing is available but this Pool Home offers SO MUCH! This 4 bedroom PLUS OFFICE and POSSIBLE 5th BEDROOM home has 4 FULL bathrooms with multiple living spaces, multiple dining areas as well as an extra large 3 car garage. At the heart of the home is the spacious kitchen with an island, perfectly positioned between the main living areas and designed for both everyday life and entertaining. You’ll find granite counter tops, a large center island, double ovens, plenty of cabinetry, and a pantry. One of the best features is that the primary suite and three additional bedrooms are all located on the main floor. The primary bedroom feels like its own private retreat on it's own side of the house with two walk-in closets, dual vanities, a soaking tub, and separate shower. Being a split floor plan, 2 bedrooms share a Jack-and-Jill bathroom that makes this home super functional. This home can easily handle generational living. Upstairs, the over-sized bonus room with its own full bathroom gives you even more possibilities. Use it as a game room, movie room, guest suite, home gym, second office, or even a possible 5th bedroom. There is plenty of flexibility to make the space work for your lifestyle. The backyard is where the Florida lifestyle really shines! Step outside to your own private oasis with a screened saltwater pool, covered lanai, paver deck, and convenient pool bath. The home backs to a beautiful tree-lined green space, giving you extra privacy and a peaceful setting with no home directly behind you. Imagine starting the morning with coffee by the pool, spending the afternoon soaking up the Florida sunshine, and ending the evening relaxing under the lanai. And YES! Location matters! Bronson’s Landing is a sought-after gated community in one of Winter Garden’s most desirable areas, with access to highly regarded schools and an amazing Central Florida location. You’re close to Winter Garden Village, shopping, dining, 429, and all the charm of Historic Downtown Winter Garden. ALSO! Walt Disney World is just a short drive away, making spontaneous trips to the parks, dinner at Disney Springs, or a night watching fireworks that much easier! This home gives you the space of a true family home, the privacy of a beautiful gated community, your own Florida pool, and easy access to everything that makes Winter Garden and the Disney area such a MAGICAL place to live. If you’ve been waiting for a home that offers space, flexibility, privacy with a pool, and a fantastic location, THIS IS THE ONE!

2139 Tillman Avenue, Winter Garden

14656 Pylon Court, Winter Garden
$2,300,000
7 Beds ⋅ 7 Baths ⋅ Isles/Lk Hancock Ph Iii SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful lake-view home in the desirable, gated Isles of Lake Hancock community in Horizon West / Winter Garden! This spacious 7-bedroom, 6.5-bathroom home offers approximately 4,634 square feet of living space on an oversized 0.43-acre lot, with beautiful lake views from both the front and back of the property. The first floor features a spacious primary suite with a sitting area and his-and-hers walk-in closets, three additional bedrooms with bathrooms, and a separate office perfect for working from home, and a formal dining area for family meals and entertaining.The split-bedroom floor plan offers added privacy and flexibility. Upstairs, you'll find three more bedrooms, two bathrooms, and a loft area, providing plenty of space for family and guests. The home also offers two separate garage spaces, with one currently enclosed and used as a gym that can be converted back into a garage if desired. Enjoy Florida living with a screened-in pool, summer kitchen, solar panels, and beautiful sunset views over the lake. Residents of this gated community enjoy tennis courts, playground and a private boat ramp. Lake Hancock is a nationally recognized water-skiing destination that hosts world-class tournaments. Located in the sought-after Horizon West / Winter Garden area, the community offers convenient access to Walt Disney World, shopping, dining, upscale golf courses, top-rated schools, and SR-429. With plenty of space, beautiful lake views, and a great location, this home has so much to enjoy. Schedule your private showing today!

14656 Pylon Court, Winter Garden

726 Regina Circle, Oakland
$695,000
5 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code
Welcome to 726 Regina Circle in Oakland, Florida! This spacious two-story home offers five bedrooms, four bathrooms, and an inviting layout designed to accommodate a variety of living needs. The interior features vaulted ceilings, a formal dining area, and comfortable living spaces, including a family room with a fireplace. The kitchen offers granite countertops, a breakfast bar, an island, and ample cabinetry, creating a functional space for everyday living and entertaining. The primary suite features an en-suite bathroom with dual vanities and a separate soaking tub and shower. Step outside to enjoy the private swimming pool and outdoor space, ideal for relaxing or entertaining guests. A two-car garage provides additional parking and storage. Conveniently located in the Oakland and Winter Garden area, the property offers access to nearby shopping, dining, parks, trails, and major roadways. Schedule your private showing and discover the possibilities this home has to offer.

726 Regina Circle, Oakland

816 E Fullers Cross Road, Winter Garden
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Crown Point Town SubDv. ⋅ 34787 Zip Code
Rare gated, custom-built home on an oversized 1.28-acre lot within the Winter Garden golf cart district. This property is a dream for an investor or family planning for a multi-generational property. The primary residence is over 3000 sq. ft with 4 bedrooms, 3.5 bathrooms and a two-car garage. Additionally, it includes a permitted pad for a four-car garage, which currently serves as both a basketball court and an outdoor entertainment area perfect for hosting large gatherings. The original plat had 6 houses, and the current layout would be ideal for adding an ADU. Buyer to contact city for permitting/building regulations. Finding property near downtown Winter Garden or close to the West Orange Trail with space to play a game of soccer, football, or volleyball in the front or back yard is nearly impossible. The property is fully fitted with a saltwater pool, raised bed gardens, tire swing, and other outdoor amenities. It's perfect for the green thumb with a litany of fruiting trees and shrubs. This is a once in a generation opportunity to customize a lot-set home with country-style living adjacent to one of the most desirable downtown districts in Orlando. Roof 2018, AC units 2025 & 2026, Hot Water Heater 2021.

816 E Fullers Cross Road, Winter Garden

725 Tranquil Trail, Winter Garden
$669,000
5 Beds ⋅ 3 Baths ⋅ Black Lake Park Ph 02 SubDv. ⋅ 34787 Zip Code
Enjoy the best of Winter Garden living in this inviting pool home, ideally situated in the desirable gated community. Located in a premier area close to shopping, dining, entertainment, and everyday conveniences, this home combines spacious interiors, welcoming curb appeal, and a backyard made for enjoying the Florida lifestyle. A striking exterior, tropical landscaping, and a covered front entry create a memorable first impression. Inside, abundant natural light, soft interior colors, and attractive flooring lend warmth to the main living spaces. The thoughtfully arranged two-story layout offers room to gather, entertain, and unwind, with a welcoming front living area and an open kitchen, dining, and family room that keep the heart of the home connected. The kitchen is a standout, featuring wood cabinetry, stainless steel appliances, recessed lighting, and a generous contrasting island topped with a light countertop. Ample cabinet storage and expansive work surfaces provide both style and practicality, while the adjoining dining area offers a comfortable setting for everything from casual breakfasts to holiday gatherings. Large windows and sliding glass doors brighten the surrounding living spaces and connect the interior to the backyard. Upstairs, a spacious loft adds valuable flexibility to the floor plan. Create a second lounge, media room, play area, or workspace tailored to your needs. The generously sized primary bedroom provides a relaxing retreat with room for a sitting area, while the additional bedrooms give versatility for guests, hobbies, or working from home. Step outside to discover one of the home’s most appealing features: a private backyard retreat with a swimming pool, raised spa, and an expansive paver deck. Spend sunny afternoons poolside, enjoy outdoor dining, or gather with friends beneath the evening sky. Privacy fencing, surrounding greenery, and lawn space complete this inviting setting, bringing together room for recreation and relaxation. This community enhances the lifestyle with gated entry and community amenities that include a swimming pool, playground, sports courts, and a community boat ramp and dock. Beyond the neighborhood, enjoy convenient access to Winter Garden Village’s shopping and restaurants, historic downtown Winter Garden, and major roadways connecting you to Orlando and Central Florida’s attractions. With its bright living spaces, flexible layout, appealing kitchen, and beautiful poolside setting, this home offers an exceptional combination of comfort and convenience in a sought-after Winter Garden location. Schedule your private showing.

725 Tranquil Trail, Winter Garden

15646 Sweet Lemon Way, Winter Garden
$1,950,000
5 Beds ⋅ 4 Baths ⋅ Highlands/Summerlake Grvs Ph 3 SubDv. ⋅ 34787 Zip Code
LAKEFRONT LUXURY, a PRIVATE POOL, and room to grow in sought-after Winter Garden! PRICED BELOW APPRAISED VALUE! BUILT IN 2021, this beautifully upgraded 5-bedroom, 3.5-bath home sits on an OVERSIZED .37 ACRE CUL-DE-SAC LOT overlooking SKIABLE LAKE HUCKLEBERRY in the Highlands at Summerlake Groves community. Surrounded by WOODED, LAKE, and POND VIEWS with minimal neighbors, this property offers a rare sense of privacy while keeping everyday conveniences close by. Lake Huckleberry is a 150-ACRE SKIABLE LAKE, and the county has approved a private dock to be built, opening the door to enjoying lake life right from your backyard! Beautiful landscaping, a PAVER DRIVEWAY, and inviting curb appeal welcome you home to a light-filled interior where thoughtful design meets comfortable luxury. Large-format MARBLE-LOOK TILE flows diagonally throughout the main living areas, complemented by crown molding, upgraded lighting, and elegant finishes. The OPEN CONCEPT living spaces are designed for effortless entertaining, with wide sliding glass doors connecting the indoors to the COVERED LANAI and SCREENED POOL. At the heart of the home, the UPGRADED GOURMET KITCHEN impresses with timeless cabinetry, glass-front display cabinets, crown molding, elegant countertops, a large ISLAND with seating, decorative tile backsplash, BUILT-IN GAS COOKTOP, stainless steel range hood, and statement pendant lighting. Your MAIN FLOOR PRIMARY SUITE offers a private retreat with a spacious en-suite bath featuring a double vanity and huge glass-enclosed, custom-tiled WALK-IN SHOWER with a built-in bench and rain shower head. Flexible living spaces include a formal dining area, FLEX/FAMILY ROOM, and an additional OFFICE or MAIN FLOOR BEDROOM converted from the original single-car side-load garage, ideal for working from home or creating a space that fits your needs. A PROFESSIONAL-GRADE ARAKNIS ROUTER AND WHOLE-HOME WI-FI SYSTEM keep you connected throughout the home. A custom BUILT-IN MUDROOM/DROP ZONE adds everyday convenience, while decorative iron staircase balusters, wood handrails, crystal-style chandeliers, and window blinds throughout bring character and style. Outside, your backyard feels like a private resort! Relax under the covered lanai, cool off in the sparkling pool with mosaic tile detailing, or entertain on the expansive paver deck, all within a screened enclosure featuring PANORAMIC SCREEN PANELS that showcase the lake and peaceful natural surroundings. A 6-FOOT BLACK ALUMINUM FENCE surrounds the side and rear yards, defining the outdoor space while preserving the open views. Located in the Highlands at Summerlake Groves, this home offers easy access to SR 429, shopping, dining, and all that Winter Garden has to offer, with sought-after A-RATED SCHOOLS – Summerlake Elementary, Hamlin Middle, and Horizon High. BONUS ~ FURNISHINGS ARE NEGOTIABLE! Spacious, beautifully appointed, and perfectly positioned for lakefront living, this is a home that truly offers something special!

15646 Sweet Lemon Way, Winter Garden

234 N Lakeview Avenue, Winter Garden
$2,199,900
5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Apopka, this remarkable property offers a rare opportunity to own a thoughtfully restored home that seamlessly blends timeless architecture with modern luxury. Set on an expansive and highly coveted 0.51-acre lot, The Birdhouse delivers an unrivaled combination of character, sophistication, and downtown living. Originally built in 1920, this meticulously restored home preserves its historic charm through exposed brick walls, wood-beamed ceilings, vintage glass doorknobs, original lighting fixtures, multiple fireplaces, beautifully maintained hardwood floors and more. Natural light pours through original diamond-pane windows into the spacious family room, while the formal living and dining rooms showcase timeless character and thoughtful custom details. The chef's kitchen is a true focal point with a distinctive mix of old-world charm and modern design that combine luxury and function. Features include Cambria Portrush quartz countertops, custom floor-to-ceiling cabinetry, premium ZLINE appliances with an 8 burner gas stove range below exposed brick walls, a statement tile backsplash and custom range hood. Floating wood shelves, an expansive breakfast bar and cozy breakfast nook with built-in seating complete its design. A spacious mudroom and custom laundry room offer extensive cabinetry and counterspace for both storage and everyday convenience and a dedicated home office includes a custom built in desk. Set apart from the living areas and secondary bedrooms, the newly designed primary suite serves as a private sanctuary. Accessed through its own hallway, this spacious retreat features vaulted wood-paneled ceilings, an enormous walk-in closet, and a spa-inspired bath with dual vanities, two private water closets, a large glass-enclosed shower and elevated finishes throughout. Four additional generously sized bedrooms provide exceptional flexibility, including a second primary suite with dual closets and an ensuite bath, an additional ensuite bedroom overlooking the pool, and two bedrooms with a full guest bath positioned in between. The enormous fully fenced backyard is designed for year round enjoyment with a gas-heated saltwater sport pool, outdoor kitchen, expansive brick paved deck, detached covered lanai, and low-maintenance turf. Towering above it all is one of the property's most extraordinary features: a majestic 390-year-old oak tree, recognized as the oldest recorded oak tree in Orange County, providing unparalleled beauty and shade. Equally noteworthy, the home's original exterior waterspout remains in place and fully operational, offering a unique connection to the property's storied past. A double carport includes both a Tesla and golf cart charging station as well as a large storage closet equipped with power and a shop desk. Recent home improvements include a new roof (May 2026), updated PVC plumbing and drain field, new air handler, new tankless hot water heater, new water filtration system and new structural support trusses installed beneath the home to enhance long-term stability and strengthen the property's foundation for generations to come. A rare blend of historic significance, modern luxury, and premier location, The Birdhouse represents one of Downtown Winter Garden's most exceptional residential offerings. Schedule your private viewing today!

234 N Lakeview Avenue, Winter Garden

324 E Fullers Cross Road, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Third Addition SubDv. ⋅ 34787 Zip Code
NEW ROOF completed. Welcome to this inviting 3-bedroom, 2-bath home in the desirable Winter Garden Golf Cart District. Situated on a 0.40 acre, fully fenced lot with a electric gated entrance. This property offers space, privacy, and plenty of opportunities to enjoy the Florida lifestyle. Relax by the private pool, entertain guests on the screened lanai, or enjoy the ample backyard space with gorgeous oak trees. This home features two living spaces, offering ample room and a wood-burning fireplace. An enclosed under-air back porch provides extra space for a den, office, or loft. Two storage sheds with electricity offer convenient room for tools, equipment, and outdoor essentials. Save on irrigation with the dedicated well. Conveniently located near shopping, dining, parks, and major roadways, this home combines outdoor living with everyday convenience in the heart of Winter Garden. Don't miss this opportunity to enjoy the space, features, and location this property has to offer!

324 E Fullers Cross Road, Winter Garden

17839 Gourd Neck Loop, Winter Garden
$925,000
7 Beds ⋅ 4 Baths ⋅ Verde Park Ph 2 SubDv. ⋅ 34787 Zip Code
Elegant pool residence in Winter Garden’s Verde Park, minutes from the Turnpike. This impeccably maintained 7-bedroom, 4-bath home offers 4,704 square feet of refined living space, a 3-car tandem garage, and a 0.24-acre lot with no community homes behind it. Multiple living and entertaining areas and a versatile floor plan offer exceptional flexibility for everyday living and hosting in a sought-after location. Step inside to a formal living room on one side of the entry and a formal dining room on the other. The living room is a flexible space that easily serves as a home office, library, sitting room, or whatever suits your lifestyle. At the heart of the home, the gourmet kitchen showcases quartz countertops, a tile backsplash, stainless steel appliances including a cooktop and double wall oven, crown-molded cabinetry with under-cabinet lighting, and a pantry. It opens to the family room, creating an inviting setting for daily living and entertaining. Tile flooring extends throughout the first floor, and a separate breakfast nook overlooks the pool. The downstairs primary suite is a private retreat with its own French doors to the pool area. The en suite bath features dual vanities, a soaking tub, a walk-in shower, and a generous walk-in closet with custom built-in organizers. An additional first-floor bedroom and adjacent full bath offer a comfortable option for guests, and the bath doubles as a convenient pool bath with direct access to the outdoors. Quartz countertops grace all four bathrooms. Upstairs, an expansive loft provides room for a second family room, game area, or gathering space. A separate media room with double doors is a dedicated space for movie nights, complete with a projection screen and projector that convey. Five additional bedrooms and two full bathrooms complete the second floor, with laminate flooring throughout the loft and bedrooms. Outside, your private backyard retreat features a sparkling 35x12 saltwater pool and a covered paver patio, designed to make the most of Florida living, whether you’re enjoying a quiet afternoon poolside or entertaining friends and family. The location is hard to beat. Just 5 minutes to Florida’s Turnpike, within walking or biking distance of the West Orange Trail, and minutes from shopping including Costco, dining, and Montverde Academy. With its thoughtfully designed floor plan, multiple entertaining areas, and convenient location, this exceptional home is ready to welcome its next owners. Schedule your private showing today.

17839 Gourd Neck Loop, Winter Garden

Winter Garden
$1,200,000
5 Beds ⋅ 4 Baths ⋅ Panther View SubDv. ⋅ 34787 Zip Code
Welcome to 14807 Winter Stay Drive, a beautifully upgraded luxury residence located in the heart of Horizon West in Winter Garden. Spanning 3,856 square feet of refined living space on an oversized lot, this 5-bedroom, 4-bathroom home combines upscale comfort, privacy, and resort-style living. The outdoor sanctuary is custom-built for the Florida lifestyle, featuring a fully fenced backyard, a heated saltwater pool and spa, a spacious covered lanai with retractable awnings, and scenic sunset views overlooking the prestigious Orange County National Golf Course. Inside, the open-concept layout flows effortlessly for everyday living and grand entertaining. The gourmet kitchen boasts premium appliances, upgraded finishes, and an expansive quartz center island. The primary suite offers a private retreat with a spa-inspired bathroom, complemented by custom closets and a dedicated drop zone for extra organization. Upstairs, a large bonus room provides flexible space for a home theater, media room, or executive office, while an oversized 3-car garage offers generous vehicle and storage space. Value-adding upgrades include an owned solar panel system to significantly reduce energy costs. Situated just 0.5 miles from The Mark Plaza and minutes from Horizon West Hospital, top-rated dining, and shopping, this home offers fast access to SR 429, Florida’s Turnpike, and Walt Disney World. Schedule your private tour today.

Winter Garden

13541 Parkfield Way, Winter Garden
$1,049,000
5 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code
Extensive custom upgrades, thoughtfully designed living spaces, and panoramic conservation views distinguish this 5-bedroom, 4-bath home in Encore at Ovation. Built by M/I Homes, this ENERGY STAR Certified, 3,688-square-foot home combines open gathering spaces, a flexible first-floor bedroom, customized storage, and outdoor living with a heated pool and spa. The east-facing backyard offers beautiful sunrise views across the pond and conservation landscape. The main level features high ceilings and wood-look ceramic tile flooring. Open to the living room, the kitchen features quartz countertops, solid wood cabinetry, GE Profile and LG stainless steel appliances, under-cabinet lighting, and a stainless steel farmhouse sink. A breakfast nook offers casual dining, while the separate formal dining room connects to the kitchen through a butler's pantry with built-in wine rack. The spacious walk-in pantry has a glass door and custom shelving. Custom built-in cabinetry and shelving with integrated lighting highlight the living room. A first-floor bedroom offers flexibility as a guest room or office, with an adjacent full pool bath providing direct access to the lanai and pool. Upstairs, maple hardwood flooring extends across the second floor and staircase, complemented by metal spindle railings. Double doors open to the primary suite, featuring a tray ceiling with recessed lighting and a private balcony overlooking the pond and conservation views. The ensuite bath offers dual sinks, a dedicated vanity area, glass-enclosed rainfall shower, and separate water closet. The custom walk-in closet includes drawers, shelving, shoe storage, and linen storage. Another bedroom features a private ensuite bathroom and custom closet, making it an ideal option for guests or a potential in-law suite. Two additional bedrooms offer walk-in closets, with a fourth full bathroom accessible from the hallway. The upstairs laundry room includes a sink, cabinetry, and attic access. Outside, the custom heated pool features an integrated spa, sun shelf, and lighting. An expansive screened enclosure, paver deck, and covered lanai provide room for outdoor dining and entertaining against a backdrop of conservation and pond views. Extras include a gas grill hookup, outdoor TV pre-wiring, and a motorized sliding-door shade with remote and app controls. Additional upgrades include modern lighting and ceiling fans, Nest thermostats, a tankless water heater, water softener and purification system, UV air-handler purification, security cameras, Wi-Fi-enabled irrigation, custom window blinds, and custom metal shelving in the garage. Beyond the property itself, Encore at Ovation offers a clubhouse, fitness center, resort-style community pool, playground, bocce ball court, dog park, walking trails with outdoor fitness equipment, and covered picnic areas overlooking ponds. Within the master-planned Horizon West area, residents have access to shopping, dining, entertainment, medical facilities, and nearby A-rated schools. Flamingo Crossings and Hamlin Town Center offer retail and dining options, while Walt Disney World Resort and access to SR 429 add to the location's appeal. With so much to enjoy both at home and throughout the surrounding community, this property offers a lifestyle that extends well beyond its front door. *Aerial photo property lines are an estimate and to be verified by buyer.

13541 Parkfield Way, Winter Garden

14031 Zephermoor Lane, Winter Garden
$800,000
5 Beds ⋅ 3 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Beautifully renovated 5-bedroom, 3-bath pool home located in gated Windward Cay! This move-in-ready 3,007 sq. ft. home has been thoughtfully updated with high-end finishes throughout, including a renovated kitchen and bathrooms and new luxury vinyl flooring. All major mechanicals have been updated, including the roof (2023), both AC units (2024 and 2026), and water heater (2025). When you enter the home, you are greeted by a gorgeous open space with views straight to the pool through a wall of oversized glass sliding doors. To the left and right, you have bonus spaces that can be used as an office, gaming area, or hangout space. To the right is a large dining room, flooded with natural light. At the foot of the staircase, there is a large storage space that is currently being used as a fun play area to spark imagination. Beyond the dining room is the open family room and renovated kitchen, featuring new hardwood cabinets, quartz countertops, plenty of storage, and a large island that keeps you connected to your guests while you watch the big game! Just beyond the family room, you'll find a large bedroom with a Murphy bed and great storage, next to a full bath, giving guests their own private space and access to the pool area! Upstairs, we have the remaining four bedrooms. The carpet, hallways, and stair spindles are all brand new. The spacious primary suite features a spa-like ensuite with a soaking tub and luxurious walk-in shower, along with two large closets and luxury vinyl flooring. Oversized windows bring in excellent natural light, while the high ceilings, crown molding, and tray ceilings add to the home's open and inviting feel. The other bedrooms are spacious and bright, with a large renovated bathroom featuring dual sinks and new finishes. Outside, enjoy the Florida lifestyle with a screened-in heated salt water pool and spa, perfect for relaxing or entertaining. The home also offers a 3-car garage and sits on approximately a quarter-acre lot. This home also features a water softener and central vacuum. Located in the gated community of Windward Cay, this home is close to Winter Garden's shopping, dining, entertainment, and major roadways

14031 Zephermoor Lane, Winter Garden

10048 Beach Port Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
PREMIUM LAKE LOT WITH POOL! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage just minutes from DISNEY! The OUTDOOR LIVING Space is a Showstopper! Generous COVERED Patio – perfect space for Dining and Relaxing! DELUXE SCREENED POOL with Sun Shelf, SALT SYSTEM, LED Lights and DECK JETS! This METICULOUSLY Maintained Home has a GOURMET KITCHEN with 42” Cabinets, Large Island, Upgraded Tile Backsplash, NEW PENDANT LIGHTS, Large FARM SINK, Under Cabinet Lighting, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with CABINETRY VENT HOOD! Large Pantry with CUSTOM SHELVING!! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with French Door to Patio and CUSTOM CLOSET! Bath Features DOUBLE Vanities and OVERSIZED Walk-In DOUBLE SHOWER. FLEX Space can be Dining Room, Office or Living Room. Convenient Remodeled Powder Bath with NEW Vanity, Counter and Mirror and Laundry Room with Cabinetry, Included WASHER and DRYER and Utility Sink complete the First Floor. Main Living Space has Upgraded Rectangular Tile, 8’ Doors and 5 ¼ Molding. Two Story Foyer features Stairs with Wood Railings and Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK-IN Closets! Bedrooms 2 and 3 share Full Bath 2 with Upgraded SHOWER instead of a tub and Bedrooms 4 and 5 share a Jack-and-Jill Bathroom. Numerous Upgrades: GUTTERS, EV NEWER Dishwasher, NEW LED Pool Lights, NEW Solonoid for Pool Salt System, Dedicated GENERATOR Hook Up, Garage with EV Charger, EPOXY FLOOR and Overhead STORAGE RACKS ! ENERGY EFFICIENT Home with LoE Double Pane Windows, 15 Seer AC & Reclaimed Water for Irrigation Saves $$ on Utilities. Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX

10048 Beach Port Drive, Winter Garden

204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

261 Zachary Wade Street, Winter Garden
$1,450,000
4 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet of frontage on Lake Apopka, the fourth-largest lake in Florida, in the gated, golf-cart-friendly community of Lakeview Reserve. Expansive open-water views, streaming natural light and a beautifully reimagined interior create an unforgettable first impression. LOCATION: Just 2 miles to historic Downtown Winter Garden, reachable by golf cart, with Plant Street's restaurants, boutiques, events and the famous Saturday Farmers Market. The West Orange Trail is right outside the community gate, six highly rated golf clubs are within a 5-mile radius, and top-rated elementary and middle schools are less than a mile away. Enjoy easy access to shopping, Florida's Turnpike, downtown Orlando and the theme parks. RENOVATION: An extensive whole-home renovation brings a polished contemporary feel, with large-format porcelain tile, fresh paint and striking new lighting. The living room's panoramic water views anchor an open-concept layout that flows into the oversized dining room and kitchen. The completely renovated kitchen features high-gloss white flat-panel cabinetry, frosted glass accents, quartz countertops, a full-height quartz backsplash, an oversized waterfall island, stainless steel appliances, abundant storage and a built-in bar with wine storage. Every bathroom is beautifully remodeled, and each has a window and exhaust fan. The first floor hosts the primary suite plus two additional bedrooms, all with 11-ft ceilings, and every bedroom in the home enjoys a lake view. The primary suite offers real hardwood floors, two walk-in closets and a private screened porch overlooking the lake. Its spa-inspired bathroom includes dual vessel sinks, a makeup area, jetted soaking tub and glass-enclosed shower with rainfall and body spray fixtures. A first-floor office or den adds a quiet place to work. Upstairs, real hardwood continues to an oversized loft/flex space with full bath, walk-in closet and separate HVAC, ideal for guests or entertainment. Two Florida rooms, one on each floor, each with its own mini-split system, offer year-round panoramic lake views. OUTDOORS: A fenced, private backyard opens to sweeping open-water views. The recently resurfaced saltwater pool (new pump and filter 2026) and freshly repainted pool deck lead to a private covered dock with a 5,000-lb electric boat lift, electricity and water. Spend afternoons swimming, boating or fishing, then watch brilliant Florida sunsets from the dock. An extensive driveway and freshly painted two-car garage with built-in storage add everyday convenience. ENERGY EFFICIENT: This solar-powered home also features all new windows (2024), a new main first-floor AC (2026) and mini-split systems in both Florida rooms. The seller currently pays only an approximately $30 monthly grid fee, compared to a previous $500-$600 monthly electric bill. The seller will pay off the solar loan at closing, OR the purchase price may be reduced if the buyer assumes the existing low-interest solar panel loan. Mornings of sunlight on the lake, afternoons by the pool or on the boat, evenings on the dock beneath a painted Florida sky, with downtown Winter Garden just a golf cart ride away. This is the feeling of being on vacation every day, without ever leaving home.

261 Zachary Wade Street, Winter Garden

1442 Coluso Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Fifth Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring, double-pane windows, a cozy wood-burning fireplace, a 6-year-old AC system, and a spacious Florida room with sliders for enjoying Florida living. The saltwater pool features a 5-year-old pump and heater, while recent exterior paint adds to the home's appeal. Outdoor amenities include an RV-ready setup with RV connection and a dedicated pad for your boat or RV, plus an oversized shed for additional storage. A whole-home generator, approximately 3 years old, with a 500-gallon propane tank provides added peace of mind. The beautifully landscaped property also features an impressive variety of fruit trees, including 5 peach, 2 plum, 2 nectarine, 1 apple, starfruit, small and large banana, pineapple, and lemon trees. Located in a golf cart-friendly community and minutes from Downtown Winter Garden's shopping, dining, and entertainment, this home offers a wonderful blend of convenience, comfort, and Florida lifestyle.

1442 Coluso Drive, Winter Garden

1362 Union Club Drive, Winter Garden
$899,000
3 Beds ⋅ 3 Baths ⋅ Oakland Parka F1 & F2 SubDv. ⋅ 34787 Zip Code
Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

1362 Union Club Drive, Winter Garden

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