Winter Garden Single Family Homes For Sale - 534 homes

Remarks: Back on the market—and now even better. 14571 Bahama Swallow Blvd has just returned with a brand new HVAC system, offering added value and peace of mind for the next owner. This 3-bedroom + den single-family home offers a rare combination of space, functionality, and lifestyle—with a large kitchen, side fenced courtyard, and screened lanai for easy indoor-outdoor living. Located in the highly desirable Summerlake community, residents enjoy: Resort-style pool, Fitness center & clubhouse, Sports courts & walking trails, Lifestyle director & year-round events Even better, the HOA includes lawn care, making it a low-maintenance option—often with more space and value than many nearby townhomes. All just minutes from Disney and Hamlin’s shopping, dining, and entertainment. With major systems updated and positioned at a compelling price point, this home presents an opportunity that’s becoming increasingly hard to find in this area. If you’ve been waiting for the right combination of value and lifestyle—this is one to see.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Shelley Dawson (407-492-1900)

Remarks: Experience true lakefront living in the highly sought-after Hickory Hammock community in Winter Garden on the shores of Johns Lake. This stunning 4-bedroom, 3.5-bath home, showcases breathtaking sunset views and a seamless blend of luxury and comfort. Inside, rich wood flooring flows throughout the main living areas and most bedrooms, complemented by custom finishes, accent walls, and an open-concept layout designed for both everyday living and entertaining. The designer kitchen features an oversized island, upgraded cabinetry, stainless steel appliances, and stylish lighting, all overlooking a spacious living area with custom ceiling details and expansive sliding glass doors framing the lake. The primary suite offers a private retreat with a custom feature wall and a spa-inspired bath with dual vanities and a large walk-in shower. Additional highlights include a built-in bar/wine area, spacious laundry room, and a dedicated fitness room with sauna. Step outside to a true resort-style setting featuring an infinity-edge pool and spa overlooking the water, an expansive screened lanai, and a fully equipped outdoor living area with fireplace, TV, spacious seating area, refrigerator, stainless steel grill, and Big Green Egg. Enjoy direct lake access from your private dock complete with boat lift and automatic enclosure, perfect for boating, fishing, and year-round waterfront living. Located in one of Winter Garden’s premier communities with top-rated schools, clubhouse, fitness center, tennis courts, and convenient access to shopping and dining, this exceptional property offers the ultimate Florida lakefront lifestyle.

Listing is courtesy of: FLORIDAY PROPERTIES INC (407-905-8180)

Listing Agent: Chris Kaminski (407-376-5845)

Remarks: Under Construction. Waterleigh presents the Clearden. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to this beautifully appointed home in the highly desirable Lakeshore community in Winter Garden, offering an exceptional combination of space, comfort, and location. Situated in a prime area close to top-rated schools, shopping, dining, and major roads, this residence is ideal for buyers seeking both convenience and an outstanding lifestyle. This spacious home features 5 bedrooms, 4 full bathrooms, and 1 half bath, with a highly functional and attractive floor plan. Upon entry, you are welcomed by a private first-floor suite, perfect for guests, in-laws, or a home office with added privacy. Upstairs, you will find the remaining bedrooms, including the generous primary suite, along with a huge loft that offers endless possibilities for a media room, playroom, second living area, or home workspace. The home also features a formal dining room, while the kitchen, breakfast area, and family room flow seamlessly together in an open-concept layout that is ideal for both everyday living and entertaining. Step outside to enjoy the brand-new outdoor gourmet area, creating the perfect setting for gatherings, weekend barbecues, and relaxed Florida living. Residents of Lakeshore enjoy access to excellent community amenities, including a well-appointed clubhouse, fitness center, and playground, all contributing to a vibrant and welcoming neighborhood atmosphere. This is a rare opportunity to own a spacious, well-located home in one of Winter Garden’s most attractive communities.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Maqueli Gewehr (863-258-5656)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Alison Scorsone (321-689-3554)

Remarks: One or more photo(s) has been virtually staged. Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered front porch and an open-concept first level featuring tile flooring throughout, a chef-inspired kitchen with stainless steel appliances, rich cabinetry, and a breakfast bar. Upstairs, a versatile loft and convenient laundry room connect the primary suite to two generously sized guest bedrooms. Residents enjoy world-class community amenities including a resort-style pool, fitness center, tennis courts, and playground, all while being walking distance to the brand-new "The Mark" shopping center. Perfectly situated for families and commuters alike, zoned for Top Rated Schools, and just minutes from Hamlin Town Center, the 429 expressway, and Disney property. With alley-access parking and easy access to Winter Garden’s unique charm, this home offers the ultimate Horizon West lifestyle. Tour today!

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Jo Holton (307-690-7219)

Remarks: Must see and make your new home today!! Situated in front of a most beautiful, sweeping lakefront view, it's the perfect place to wind down or just relax. It has A+ rated school district. Waterleigh provides a perfect blend of activities, amenities, trails, nature, parks, Tennis, clubhouse pools, fitness, parks, lush landscaping, parks & playgrounds allwing activities for everyone. Beautiful views of spectacular sunsets, & Disney Fireworks at night. You are close to several shopping districts, farmers markets, restaurants, luxury theaters, schools, hospitals, and (of course) at Disney's back door. Inside this beautiful and meticulously maintained home, there is a spacious en suite bedroom downstairs with walk in closet and lake view. A vast great room with large dining area adjacent to an open kitchen plan with plenty of cabinet space and walk in pantry. The appliances, including under counter water purifier and dispenser, are all in excellent condition with a brand new samsung dishwasher. A drop zone from the rear entry attached two car garage (with workbench/countertop). The large pavered screened in lanai is both private and large enough for outdoor sofa and dining al fresco. Upstairs is a bright loft with lake view, and two additional guest bedrooms, one with a beautiful lake view. The master bedroom has a huge double sink vanity, two linen closets, large walk in closet, private privy, and luxury no maintenance shower. This home has it all... except carpets... no carpet anywhere in the home. All flooring is either tile or luxury vinyl plank in a modern birch tone. Weeks and Months Available

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Karan Wienker (310-890-8687)

Remarks: Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Rema Perras (802-233-5292)

Remarks: Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Sharon Brandt (407-310-3623)

Remarks: Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Renee Rodriguez (407-927-2055)

Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: Welcome to Your Florida Retreat! Step into a bright and breezy lifestyle in this seldom-offered home that captures the essence of Florida living year-round. Built in 2023, this well-maintained, energy-conscious single-family residence offers 3 bedrooms, 3 bathrooms, and approximately 1,668 sq ft of thoughtful living space on a 7,468 sq ft lot. Inside, enjoy a generous open-concept floor plan designed for comfort and ease — perfect for morning coffees, island-style dinners, or casual gatherings. The home features new lighting and energy-efficient windows to let in Florida sunshine while helping with energy savings. All bedrooms are upstairs, offering privacy and quiet; the attached garage adds convenience for everyday living. Outside, the property sits in a community that embodies that laid-back, sunny Florida vibe. Located in Winter Garden, FL, you’re just minutes from vibrant shopping, dining and entertainment options — from the historic charm of downtown Winter Garden and its weekend farmers’ market, boutiques, cafés, and arts scene to larger retail centers around Daniels Road and SR-429. For families or anyone valuing convenience, this home is within the public school zone of Water Spring Elementary School (PK-5), Water Spring Middle School-0482 (6-8), and Horizon High School (9-12) — all within a few miles of the home. Whether you’re relocating from out of state and seeking a home that offers easy maintenance, comfort, and solid investment value, or you’re a local buyer drawn to Winter Garden’s charm and amenities — this property combines practicality, modern updates, and that unmistakable Florida lifestyle.

Listing is courtesy of: POWERHOUSE REAL ESTATE NETWORK (305-409-6835)

Listing Agent: Luciana Figueiredo (781-635-2712)

Remarks: Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.

Listing is courtesy of: PARK SQUARE REALTY (844-774-4636)

Listing Agent: Suresh Gupta (844-774-4636)

Remarks: Welcome to 4642 Prairie Creek St, an exceptional 2021-built residence nestled in the highly desirable Enclave at Hamlin in Winter Garden. Perfectly positioned in one of Central Florida’s fastest-growing and most vibrant areas, this meticulously upgraded two-story home offers approximately 2,149 square feet of refined living space on a 4,250 sq ft lot, combining modern luxury, energy-conscious enhancements, and functional design. This thoughtfully designed floor plan features 4 bedrooms (including a convenient main-floor bedroom ideal for guests, multigenerational living, or a private office), 2.5 bathrooms, and a private rear-load 2-car garage that enhances curb appeal and provides additional driveway functionality. From the moment you enter, you are welcomed by an expansive open-concept layout filled with natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal setting for both everyday living and entertaining. Upgraded flooring throughout, fresh interior paint, and contemporary light fixtures elevate the home’s clean, modern aesthetic. The chef-inspired kitchen serves as the heart of the home, fully enhanced with Level 5 quartz countertops, a spacious island wrapped in custom porcelain tile creating a dramatic focal point, stainless steel appliances, and abundant cabinetry for optimal storage. The layout is designed for both functionality and visual impact, making it perfect for hosting gatherings or enjoying quiet evenings at home. Upstairs, the spacious primary suite offers a private retreat complete with a custom walk-in closet and a beautifully upgraded en-suite bath featuring a quartz countertop. Secondary bedrooms are generously sized, and the second full bath is finished with durable ceramic tile for both style and longevity. The remodeled laundry room adds efficiency and thoughtful design to daily routines. This home stands out with premium system upgrades that add tangible long-term value and comfort, including: Whole-home water filtration and softener system, APCO-X Ultra air purification system (improves indoor air quality and extends HVAC lifespan), Five Arlo security cameras that convey with the home, Pre-wiring for additional coverage and connectivity. The 4,250 sq ft lot provides usable outdoor space for entertaining, storage, and parking flexibility while maintaining low-maintenance appeal. Residents of the Enclave at Hamlin enjoy close proximity to Hamlin Town Center, offering premier shopping, dining, entertainment, and waterfront amenities, along with access to top-rated schools and major roadways for convenient commuting. Blending contemporary finishes, high-end upgrades, smart home enhancements, and an unbeatable location, 4642 Prairie Creek St is truly move-in ready and delivers both immediate comfort and lasting investment value. This is a rare opportunity to own a turn-key home in one of Winter Garden’s most sought-after communities. Schedule your private showing today and experience the lifestyle this exceptional home offers.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Shanta Navarro (407-747-0549)

Remarks: There is a specific frequency to life in Oakland Park that exists nowhere else in Central Florida. It is a rare, rhythmic harmony between the nostalgia of Old Florida and the crisp, clean lines of modern luxury. As you cross into the community, the atmosphere shifts. The air feels lighter, filtered through the canopy of ancient oaks and manicured greenery of a village designed for connection. This is not just a residential development. It is an intentional ecosystem where the 22-mile West Orange Trail serves as the community’s main artery, pumping vitality into every cul-de-sac and alleyway. At 931 Kylee Alley, this lifestyle reaches its peak. On a commanding corner lot, the David Weekley Stoneybrook residence stands as a testament to timeless architecture. One of the greatest luxuries of this exterior is what you do not have to do. In Oakland Park, your time is reclaimed. The homeowners association provides comprehensive landscaping maintenance and care, ensuring your estate remains in a perpetual state of magazine-ready perfection. Imagine the freedom of a Saturday morning where the scent of freshly cut grass is a sensory delight rather than a chore on a list. Going across the threshold, you are greeted by a masterclass in sightlines. Built in 2022, the home possesses a groundedness that only thoughtful design can provide. The soaring ceilings act as a canvas for the Florida sun, which pours through windows dressed in custom plantation shutters. The heart of the home is the gourmet kitchen. The oversized central island is topped with solid-surface counters that feel like cool silk to the touch. It serves as the natural gathering point for evening wine tastings or slow Sunday brunches. The floor plan is a brilliant response to the modern need for connection and solitude. On the main floor, the layout offers a sophisticated executive wing feel. Whether you utilize the first-floor bedroom as a guest en-suite or a high-powered home office, the separation of space ensures privacy. Ascending to the second level, you enter the private quarters. The primary owner’s retreat is a voluminous space anchored by a spa-inspired en suite where stresses of the day dissolve. Life here is defined by proximity to the West Orange Trail. This is your private gateway to the best of Winter Garden. Within minutes, you can cycle toward the historic charm of Plant Street or explore the renowned Saturday Farmers Market. Back within the gates, the amenities rival those of a five-star resort. Three sparkling swimming pools, a social clubhouse, and a dog park ensure every member of the family enjoys a sense of belonging. This is a lock-and-leave lifestyle in its purest form. The Investment Thesis. From an investment perspective, 931 Kylee Alley represents a blue-chip asset. Oakland Park is recognized as one of the stable and appreciating communities in the region. As Winter Garden evolves into a premier luxury destination, the scarcity of newer construction on premium corner lots creates a natural ceiling for appreciation. This is a strategic land-hold in a community where demand consistently outpaces supply. Check out the virtual tour video!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Barbara Vance Pa (407-947-6236)

Remarks: Gorgeous Brand new 4-bedroom 3.5 bath home across the street from the pool and fitness center, Off Western Way on the west side of Disney. This home has a covered and paved front porch with direct views across the street to the community clubhouse, fitness center, pool and open park. When you want a little more privacy, you can sneak off to the small side covered patio. As you enter into the home, you are greeted by a wide foyer which opens to the main Great room, the stairs, and the first-floor spare 4th bedroom with full private bath. Walk past the partially open staircase with beautiful iron Rail, into the main Great room featuring Family, dining and kitchen. The family room is very large, over 18x16 feet and has a great storage closet under the stairs. The dining room has a window and large slider to the side covered patio and is completely open to the kitchen. The amazing Kitchen has tons of cabinets, counter space, huge pantry, Large flat island with Stone counter bar top, cabinet crowns, all SS appliances and Gas stove. Just past the kitchen is the half bath powder room and drop zone from when you enter into from the rear facing garage. First floor is tile throughout except for bedroom. Upstairs has carpet in all bedrooms and open loft. The Master Bedroom has 2 very large walk-in closets, and nice large bath with two separate vanities with extra cabinet space, a walk-in shower, and private toilet. The Master has more privacy split away from the other bedrooms by the laundry room. Laundry room has extra space for an ironing board, and laundry sink next to the provided washer and dryer. Bedrooms 2, 3 are separated by a full bath with double sinks and shower/tub. Tankless water heater saves in efficiency and constant hot water. This home is in a great and quite community just a few miles off the 429 west of Disney. While this home sits across from the clubhouse and pool area, the community offers other areas of interest to explore and enjoy. A short block away has a fenced dog park and a walking trail around a long pond with Activities such as Corn hole, Bocce Ball courts, and picnic tables. Further inside the community has more open park areas with trails by scenic ponds currently under construction along with the back park which the playground should soon be built. Just a few miles off the major interchange of 429 and Western, just outside Disney West provides fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. The builder states; Water Spring Elementary, Bridgewater Middle, and Windermere Highschool.

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Chun Cai (951-699-4983)

Remarks: Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and dining, and Walt Disney World Resort just minutes away, the location blends Central Florida convenience with the feeling of being tucked into something special. From the moment you step inside, the home invites you to slow down and take it all in. Natural light fills the space, drawing your eye through the open living area to peaceful pond views and the private pool. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be built on, preserving privacy and tranquility. Oversized white tile spans the first floor, creating an open, airy atmosphere that feels clean and welcoming. At the center of the home, the kitchen is designed for real life and real gatherings. White cabinetry, granite countertops, a double oven, and a statement range hood anchor a space that works effortlessly for weeknight dinners or hosting friends. A large walk-in pantry keeps everything organized and within reach. Just beyond, the family room feels warm and grounded, with a stone accent wall, electric fireplace, and custom shelving creating a comfortable place to relax. The first floor offers flexibility to suit your lifestyle. A dedicated den or home office provides a quiet place to focus, while a formal dining room invites shared meals and conversation. A drop zone near the garage keeps daily routines running smoothly. Toward the back of the home, a spacious downstairs bedroom with a full en suite bath offers privacy, ideal for guests or multi-generational living. Upstairs, an open loft serves as a central gathering space for movie nights or game days, enhanced by a stone wall and theater-style seating. The owner’s suite feels like a true retreat with a tray ceiling, spa-inspired bath featuring a rain shower, dual sinks, generous storage, and two oversized walk-in closets. A private balcony overlooks the pond and wooded preserve, offering a peaceful place to enjoy morning coffee or unwind. Three additional upstairs bedrooms provide ample space for family or guests. Two share a hall bath, while one enjoys its own en suite for added comfort and privacy. Outside, the backyard feels like a private Central Florida escape. A resort-style saltwater pool with a lounging platform and in-water loungers overlooks the serene pond, creating an inviting setting for relaxing afternoons or entertaining. The screened enclosure allows for year-round enjoyment, and the community dog park directly across the street adds everyday convenience for pet lovers. With fresh interior paint and plantation shutters throughout, this move-in ready single-family home is ready for its next chapter. Community amenities include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. This is more than a house — it is a place to settle in, build memories, and truly feel at home in Winter Garden.

Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)

Listing Agent: Gretchen Carlson (407-484-0005)