5 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 34787 Zip Code

A truly rare find in beautiful Downtown Winter Garden's highly coveted Golf Cart District, with NO HOA this exceptional 5-bedroom, 3.5-bath residence offers a once-in-a-lifetime opportunity to own a home where luxury, character, and location come together beautifully. Thoughtfully renovated from top to bottom, this one-of-a kind property combines timeless craftsmanship with modern elegance and resort-style outdoor living. Every inch of this home has been meticulously updated with high-end finished , including a stunning chef's kitchen featuring quartz countertops, a large center island, custom cabinetry with panel-ready appliances, double ovens, a wine refrigerator, a walk-in pantry, and gorgeous copper accents including a double farmhouse sink, matching range hood, pot filler, and faucet. The inviting living spaces showcase custom craftsman trim, elegant wainscoting, oversized baseboards, shiplap ceilings, a beautiful fireplace with a custom stone entertainment wall, a built-in library, designer lighting, and travertine flooring in the kitchen and bathrooms. Step outside into your own private backyard oasis where you'll find a heated, newly resurfaced pool and above-ground spa, a spacious paver pool deck, screened lanai, pergola with a fire pit, raised garden beds, and professionally designed landscaping surrounded by mature hedges, picket fencing, majestic oak trees, crepe myrtles, gardenias, and rose bushes, creating exceptional beauty and privacy. The expansive property also features a detached workshop, and an extra-long spacious driveway with abundant parking for all your toys!!This home offers peace of mind with countless recent upgrades, including a NEW ROOF with metal porch roofing, two NEW HVAC systems a NEW HOTWATER HEATER, NEW POOL PUMP, Ecobee smart thermostats, digital entry, a new pool bath, Centricon termite protection, and in-wall pest control tubing. Perfectly located just a short golf cart ride from Winter Garden's award-winning restaurants, charming boutiques, the famous Farmers Market, and the West Orange Trail, this is more than just a home—it's a lifestyle. Homes of this caliber, with this level of craftsmanship, outdoor amenities, and an unbeatable Downtown Winter Garden location, and NO HOA rarely come to market. Schedule your private showing today to experience everything this extraordinary property offers. If you are lucky enought to purchase this home you are not just getting a home, you're getting a rare opportunity in one of Central Florida's most desirable communities.

1324 Vic Kay Court, Winter Garden

$659,000

5 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 3 SubDv. ⋅ 34787 Zip Code

A RARE FIND IN THE HIGHLY DESIRABLE WINDING BAY COMMUNITY! This beautifully designed home offers the perfect blend of comfort, flexibility, and income potential. One of its most impressive features is the FULLY EQUIPPED PRIVATE ONE-BEDROOM APARTMENT ABOVE THE GARAGE with its own private entrance, spacious living room, full kitchen, private bedroom, walk-in closet, laundry area, and full bathroom. The apartment is CURRENTLY TENANT-OCCUPIED, providing immediate rental income for the next owner while also offering incredible flexibility as a guest suite, multigenerational living space, or a completely private home office. The main residence features 4 spacious bedrooms and 2.5 bathrooms, with the PRIMARY SUITE CONVENIENTLY LOCATED ON THE FIRST FLOOR, offering comfort and privacy. The open-concept floor plan showcases elegant tile flooring throughout the main living areas, premium carpeting upstairs, 8-foot interior doors, upgraded lighting, and abundant natural light that creates a warm and inviting atmosphere. A standout architectural feature is the CHARMING SECOND-FLOOR FRONT PORCH, the perfect place to enjoy your morning coffee, unwind in the evenings, or simply relax while taking in the peaceful neighborhood views. Residents of Winding Bay enjoy resort-style amenities, including a community pool, splash pad, playground, and dog park, all with a low HOA fee. Ideally located just minutes from SR-429, approximately 10 minutes from Walt Disney World, and close to Horizon West Town Center, shopping, dining, and Orlando International Airport, this home is also zoned for highly rated schools. Whether you're looking for a primary residence with built-in rental income, a home designed for multigenerational living, or the convenience of a private apartment for guests or a dedicated workspace, this exceptional property truly offers the best of Central Florida living.

15068 Lebeau Loop, Winter Garden

$859,900

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code

Welcome to 9572 Waterway Passage in the highly sought-after community of Winter Garden! This beautifully move-in ready upgraded D.R. Horton Cresswell floor plan offers the perfect blend of modern style, comfort, and energy efficiency. From the moment you arrive, you'll appreciate the thoughtful enhancements that make this home truly stand out. Inside, laminate flooring flows seamlessly throughout the home, creating a clean, cohesive look with easy maintenance. A stunning geometric accent wall adds a designer touch to the loft and staircase, making a striking first impression. The spacious primary suite has been transformed into a luxurious retreat with a fully customized walk-in closet and a beautifully updated en suite bathroom. The guest bathroom has also been tastefully renovated with contemporary finishes. Step outside to your own private backyard oasis. Enjoy Florida living year-round with a sparkling pool and spa, a fully equipped outdoor kitchen, and built-in Bluetooth speakers—perfect for entertaining family and friends. Privacy bushes and low-maintenance artificial turf create a lush, secluded setting, while permanent exterior lighting enhances both curb appeal and year-round ambiance. Additional highlights include owned solar panels that help improve energy efficiency and reduce utility costs, making this home as practical as it is beautiful. Every detail has been carefully curated, offering move-in-ready luxury in one of Winter Garden's most desirable locations. Don't miss the opportunity to make this exceptional home your own!

9572 Waterway Passage Drive, Winter Garden

$750,000

4 Beds ⋅ 4 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code

Virtually Staged. CUSTOM, Like-New HOME with a large fenced-in yard in the heart of WinterGarden’s highly sought after Hamlin/Horizon West area. This home features the most desired floor plan built by the custom builder - Ashton Woods homes. It features 4 Bedrooms, 3.5 Baths, office, formal dining/flex space, 2 story impressive great room that you must see in person, a wrap-around full lanai with nice private backyard views. On the main level is the office with french doors, flex space/dining room, a Grand Gourmet Kitchen with butlers pantry that has every upgrade imaginable: custom cabinets, Stainless appliances, quartz counters, custom tile backsplash, whole home water filtration, and wood plank floors. The open layout kitchen with dine-in island flows into the expansive 2 story great room which has nice views of the expansive backyard. You can enjoy the perfect space to spend time with family and friends under the expanded, extended screened, wrap around Lanai with plenty of space to enjoy time with friends and family. Upstairs you’ll find the 3 secondary bedrooms and baths. The large primary suite features plenty of windows, dual vanities, a frameless glass shower with designer tile work, and large walk in closets. Other notable features include: large fenced yard, whole home water filtration, and more. Located in a highly desired community with resort style pool and splash pad, plenty of amenities, parks, walking trails, lakes and more. This sought-after Horizon West community is part of one of the fastest growing communities in the country with shopping, restaurants, movie theater, high rated schools, parks and a hospital all a short distance to the home. The community has easy access to FL-429, FL turnpike and Disney is only 15 minutes away! Downtown Orlando is 25 minutes so a quick commute to about anywhere you would want to go.

15372 Sugar Citrus Drive, Winter Garden

$859,990

4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional corner-lot home with a premium lot in the highly sought-after Watermark community of Horizon West, Winter Garden! This beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, plus a spacious bonus room that can easily serve as a 5th bedroom, home office, media room, or playroom. Designed for both comfort and entertaining, the open-concept floor plan is filled with abundant natural light and features a stunning gourmet kitchen with an oversized island, perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the covered lanai, creating the ideal indoor-outdoor Florida lifestyle. The luxurious primary suite offers a private screened balcony, providing the perfect place to enjoy your morning coffee or unwind after a long day. Step outside to a generously sized, fully fenced backyard offering exceptional privacy and endless possibilities to design your dream outdoor oasis, whether you envision a custom pool, summer kitchen, or beautiful garden. Additional upgrades include a whole-home water softener system, epoxy flooring in the oversized two-car garage, and numerous thoughtful features throughout the home. Located within walking distance to top-rated schools and just minutes from shopping, dining, entertainment, major highways, Disney theme parks and everything Horizon West and Winter Garden have to offer, Watermark also features outstanding resort-style amenities for residents to enjoy year-round. This is more than just a home—it’s a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.

9953 Summerlake Groves Street, Winter Garden

$815,000

3 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code

WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property, located in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with a large bonus room / half bath as well as an oversized living room. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. SunPower 2KW 6-Panel solar system that is owned outright. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!

14681 Seton Creek Boulevard, Winter Garden

$899,000

5 Beds ⋅ 4 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to 14779 McClane Road! Set behind the gates of Oxford Chase, this one of a kind Mattamy home stands apart from anything else in the community. Five bedrooms, four baths, and 3,118 square feet of genuinely upgraded living on a lot that simply cannot be replicated. At the heart of it is a custom designed kitchen any chef would love to call their own. A dramatic waterfall edge stone island seats four beneath designer glass pendants, surrounded by crisp white cabinetry, a deep stainless farmhouse apron sink, a gas cooktop beneath a vented stainless chimney hood, and a full stainless double wall oven. It opens directly into the great room and flows to a formal dining room crowned by a tray ceiling, bay window, and cascading crystal chandelier. Large stone look tile runs continuously through every common area with no transitions and no compromises. The attention to detail carries throughout. Every bathroom features tile taken floor to ceiling in the shower surrounds, accented by a custom glass mosaic inlay band. The first floor primary offers privacy and generous proportions, while a main floor laundry room adds a deep storage closet, the kind of everyday storage that makes a home genuinely functional. Upstairs is where this floor plan gets extremely special. A spacious loft paired with its own full bathroom creates a genuine second living quarters, not a bonus room with a powder bath down the hall. Aging parents get real independence. Young adults returning home get privacy and dignity. An au pair, a long term guest, or a live in caregiver has a complete suite of their own. It is the kind of true multi generational layout families search for and rarely find. An oversized 3 car garage with an extra deep bay handles the vehicles, the workshop, and everything in between. Step outside and the setting speaks for itself. An oversized covered lanai opens onto a wide, open lawn with no rear neighbors and no homes across the way. The protected retention area means that openness is permanent, not a temporary view waiting to be built out. The yard is already pre wired for a pool, so your private resort is ready whenever you are. A walking trail sits just a short stroll from your door. And nearly every night, you can finish dinner on the lanai and watch Disney's fireworks light up the sky, visible from multiple vantage points throughout the home. The location may be the quietest luxury of all. SunRidge Elementary and SunRidge Middle are an easy walk from your front door. AdventHealth Winter Garden sits roughly five minutes away. Minutes in the other direction, the new $31 million Tucker Ranch wellness complex is bringing a teaching farm, botanical gardens, retreat center, and fitness trail system, joining the existing 200 acre nature preserve on Johns Lake with its kayak launch and miles of trails. Plant Street's restaurants and award winning Farmers Market, Winter Garden Village, and quick access to the 429 are all close at hand, with Orlando International Airport about 30 minutes out. Homes in Oxford Chase rarely come available, and lots like this one almost never do. Seller offering a $1,000 paint allowance and a $500 cleaning allowance to buyer at closing. Schedule your private showing today!

14779 Mcclane Road, Winter Garden

$739,000

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

Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest suite with a full bathroom, ideal for multigenerational living, overnight guests, or a home office. The spacious kitchen flows seamlessly into the dining and family room, creating the perfect setting for entertaining and everyday living. Upstairs, you’ll find a versatile loft that can serve as a media room, playroom, or second living area, along with the remaining bedrooms, including the spacious primary suite. Step outside to relax and unwind while enjoying the tranquil pond and conservation views from your backyard. Best of all, the HOA MAINTAINS the LAWN, allowing you to enjoy a low-maintenance lifestyle. Residents enjoy outstanding community amenities, including multiple resort-style swimming pools, a fully equipped fitness center with a play area, tennis courts, and more. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando’s world-famous attractions, this home offers the perfect blend of luxury, comfort, and convenience. Don’t miss this rare opportunity to own a home with stunning water and conservation views in one of Winter Garden’s most desirable communities!

9152 Sonoma Coast Drive, Winter Garden

$599,000

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

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

706 Strihal Loop, Winter Garden

$729,000

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code

Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a versatile flex room can serve as a home office, formal dining room, playroom, hobby space, or additional sitting area based on your needs. Wood-look tile extends across the first floor, where wide archways create an easy flow between the kitchen, casual dining area, and family room. The kitchen is anchored by a large island with seating and features white cabinetry, stainless steel appliances, a blue glass-tile backsplash, generous counter space, a walk-in pantry, and a cabinet-lined serving area. The refrigerator was replaced in July 2024, and the microwave was replaced in November 2023. The first-floor primary suite offers a comfortable retreat with a tray ceiling, multiple windows, and an en suite bath featuring dual vanities, a soaking tub, separate shower, and an exceptionally large walk-in closet. Upstairs, one secondary bedroom includes its own full bath, while two additional bedrooms share another full bathroom with dual sinks. The oversized loft provides adaptable space for media, recreation, work, or hobbies. A dedicated laundry room, powder bath, built-in drop zone cabinetry, and attached two-car garage add everyday convenience. Wi-Fi-enabled features include the refrigerator, washer, dryer, microwave, thermostat, garage door openers, Ring device, and two smoke detectors. The exterior was painted in August 2025, and the covered front porch, covered rear lanai, and grassy backyard provide additional space to relax outdoors. Waterleigh residents have access to amenities throughout every phase of the community, including four resort-style pools, three fitness centers, tennis courts, sand volleyball, mini-golf, multiple playgrounds, pavilions, and walking paths. Lawn maintenance is included with the HOA, allowing more time to enjoy the neighborhood and its convenient Horizon West location near SR-429, shopping, dining, and Central Florida attractions.

9561 Waterway Passage Drive, Winter Garden

$600,000

4 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully appointed 4-bedroom, 3.5-bath home offering over 2,800 square feet of thoughtfully designed living space in the highly desirable Encore at Ovation community of Horizon West. Perfectly positioned on a premium corner lot, this home combines modern style, functional living, and an unbeatable location just 20 minutes from Walt Disney World. Step inside to discover gorgeous flooring throughout, a light and airy open-concept layout, and a timeless palette of neutral colors that complements any décor. The spacious kitchen flows seamlessly into the dining and living areas, creating an ideal space for entertaining and everyday living. A highly sought-after first-floor guest suite provides privacy and flexibility for visitors or multi-generational living. Upstairs, you'll find a generous loft with an open bannister, offering the perfect space for a media room, playroom, or home office. The conveniently located second-floor laundry room makes daily living effortless. The spacious primary suite serves as a relaxing retreat, while the additional bedrooms provide ample room for family and guests. Step outside to enjoy Florida living year-round on the screened-in lanai, ideal for morning coffee, outdoor dining, or unwinding in the evenings. Located in the sought-after Encore at Ovation community, this exceptional home offers easy access to major highways, top-rated schools, and Central Florida's world-famous attractions. With its desirable floor plan, stylish finishes, and prime Horizon West location, this home is one you won't want to miss.

13155 Spring Grove Way, Winter Garden

$569,000

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

Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the community pools, and inside are A1+ schools, so don't wait to come see your new home!

15929 Moonlight Bay Street, Winter Garden

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