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902 Johns Point Drive, Winter Garden
$1,749,000
4 Beds ⋅ 4 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code
Seller financing available! Discover an extraordinary waterfront retreat where luxury, privacy, and breathtaking lake views come together in perfect harmony. This exceptional 4-bedroom, 4-bath custom residence offers over 4,000 square feet of thoughtfully designed living space on the shores of highly sought-after Johns Lake, delivering an unparalleled Florida lifestyle. Designed with both elegance and functionality in mind, the custom-built home features a desirable split-floor plan that provides ultimate privacy. The expansive primary suite occupies its own private wing, creating a true owner's retreat complete with serene lake views, generous sized closets, and a spa-inspired ensuite bath featuring a luxurious steam shower for the ultimate relaxation experience. The additional bedrooms are thoughtfully positioned on the opposite side of the home, offering comfort and privacy for family and guests. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, and panoramic water views. Recent updates enhance both style and value, including fresh interior paint throughout and brand-new waterproof luxury laminate flooring with a lifetime warranty installed throughout the entire home. These elegant upgrades provide a seamless, modern aesthetic while offering exceptional durability for years to come. Designed for today's lifestyle, the home also features a spacious executive office, ideal for remote work or a private study, along with a highly desirable game room that offers endless possibilities for recreation, media, or entertaining. The heart of the home is a spacious chef's kitchen that opens effortlessly to the main living spaces, allowing you to enjoy lake views while cooking, dining, or entertaining. Expansive windows and glass doors flood the home with natural light while framing the stunning waterfront scenery and creating a seamless connection between indoor and outdoor living. Step outside to your private resort-style oasis featuring a sparkling pool, spa, covered lanai, and private boat dock. Enjoy direct access to Johns Lake, one of Central Florida's premier recreational lakes, offering endless opportunities for boating, fishing, jet skiing, paddleboarding, wakeboarding, and unforgettable sunset cruises right from your backyard. Whether relaxing poolside, entertaining guests, or enjoying a quiet evening overlooking the water, every day feels like a vacation. What's more you have easy access to Florida's turnpike and 429 for seamless access to downtown Orlando, area theme parks, and Orlando International Airport!! Schedule for showing today.

902 Johns Point Drive, Winter Garden

8266 Purple Sandpiper Avenue, Winter Garden
$618,000
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 4b SubDv. ⋅ 34787 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8266 Purple Sandpiper Avenue in Winter Garden. This 4 bedroom, 3 bath home features a comfortable layout and plenty of space to fit different lifestyles. Inside you'll find an open living area that brings the kitchen, dining, and family room together making it easy to spend time with family or entertain guests. The kitchen overlooks the main living space, giving the home an open and connected feel. The home also features new flooring, newly added custom closet built-ins that provide both style and extra organization, fully paid-off solar panels for energy efficiency and long-term savings and a dedicated EV charging outlet in the garage for added convenience. With 4 bedrooms and 3 full bathrooms, this home offers flexibility for guests, a home office, or a growing household. The outdoor spaces are just as inviting. The covered front porch creates a welcoming first impression, while the screened back patio offers a great spot to enjoy morning coffee, outdoor meals, or relaxing in the shade. The community offers a wide range of amenities as well, including a pool, clubhouse, fitness center, playground, tennis court, and lake access. These features give residents convenient options for recreation, exercise, and time outdoors close to home. Located in Winter Garden, the home is set within a sought-after Central Florida area known for its growing mix of shopping, dining, parks, trails, and community conveniences. Residents enjoy access to nearby schools, local retail, major roadways, and popular destinations throughout Winter Garden and the greater Orlando area.

8266 Purple Sandpiper Avenue, Winter Garden

1979 Standing Rock Circle, Winter Garden
$490,000
3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 2 SubDv. ⋅ 34787 Zip Code
BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.

1979 Standing Rock Circle, Winter Garden

14501 Grove Resort Avenue Unit 2315, Winter Garden
$150,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Welcome to this move-in ready condo-hotel residence at The Grove Resort, a world-class, family-friendly destination offering the perfect blend of vacation lifestyle and hands-off investment potential. This bright, modern condo features an open concept layout with natural light, a comfortable living and dining area, and a well-appointed kitchen with warm wood cabinetry, stainless steel appliances, quartz counters, and a breakfast bar. Sliding glass doors open to a private balcony with elevated resort views, creating an easy indoor-outdoor living feel. The spacious primary suite includes a ceiling fan, large window, and en suite bath with dual sinks and a tub/shower combination and a walk in closet, while the secondary bedroom and full guest bath with walk in closet provide flexible accommodations for owners and guests. In-unit laundry adds convenience, and professional on-site hotel management helps handle bookings, guest services, and maintenance. The Grove Resort offers exceptional amenities including Surfari Water Park with a FlowRider surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, private cabanas, multiple resort pools, hot tubs, a 20-acre activity lake, private dock, on-site dining, bars, market, arcade, game room, full-service spa, fitness center, and shuttle transportation to Disney World, Universal Studios, and SeaWorld. A strong option for a personal vacation retreat, short-term rental, or income-producing investment near Orlando’s world-famous attractions.

14501 Grove Resort Avenue Unit 2315, Winter Garden

5460 Bowman Drive, Winter Garden
$550,000
3 Beds ⋅ 4 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code
**Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.

5460 Bowman Drive, Winter Garden

4896 Palmetto Park Drive, Winter Garden
$673,900
5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 2 SubDv. ⋅ 34787 Zip Code
Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!

4896 Palmetto Park Drive, Winter Garden

7078 Twilight Bay Drive, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code
Welcome to Your Horizon West Sanctuary: The Madison at Mezzano. Experience the perfect blend of sofisticated design and functionality with this stunning Madison floor plan by Park Square Homes. Nestled in the highly sought-after, boutique community of Mezzano. This 2,032 sq. ft. townhome perfectly balances modern elegance with the convenience of a single-family home layout. The Highlights You’ll Love: • Rare First-Floor Suite: This layout features a full bedroom and bathroom on the main level, perfect for guests, a quiet home office, or multi-generational living. • Epicurian Kitchen: The heart of the home boasts a massive island overlooking a sun-drenched, 21-foot gathering room. It’s the ultimate setup for hosting Friday night dinner parties or Sunday football. • A Masterful Retreat: The second-floor primary suite is a true escape, featuring a massive walk-in closet with custom shelving, and a spa-inspired ensuite. • Flex Space Galore: In addition to the three bedrooms, the second-story loft offers a secondary living zone—ideal for a media room, play area, or tech hub. • Outdoor Living & Curb Appeal: Enjoy morning coffee on your charming covered front porch or retreat to the private rear courtyard and soak in the included hot tub at the end of a long day at work. The courtyard leads to your oversized 2-car garage that features storage racks for a more organized home. Why Mezzano? Location is everything. Located in the heart of Horizon West, you are minutes from the upscale shopping and dining at Hamlin, top-rated schools, and the magic of Walt Disney World. Mezzano offers a tight-knit community feel with modern amenities, all while being surrounded by the best of Winter Garden.  Don't wait for a new build! Experience the scale of a 2,000+ sq. ft. home with the low-maintenance lifestyle you’ve been dreaming of. Schedule your private showing today!

7078 Twilight Bay Drive, Winter Garden

16826 Broadwater Avenue, Winter Garden
$1,335,000
6 Beds ⋅ 6 Baths ⋅ Waterside/Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code
Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!

16826 Broadwater Avenue, Winter Garden

675 E Plant Street, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ Heritage At Plant Street SubDv. ⋅ 34787 Zip Code
Experience the Best of Downtown Winter Garden Living!!! Perfectly positioned in the highly sought-after Heritage at Plant Street, this exceptional corner-unit townhome offers the ultimate blend of luxury, convenience, and low-maintenance living—all within Winter Garden's coveted Golf Cart District and with direct access to the acclaimed West Orange Trail. Built in 2018 by M/I Homes and lovingly maintained by its original owners, this beautifully upgraded 3-bedroom, 2.5-bath residence with a 2-car epoxy-finished garage showcases thoughtful design, premium finishes, and one of the community's most desirable locations. The HOA covers exterior maintenance—including the roof and landscaping—so you can enjoy a carefree lifestyle. The coveted corner location offers abundant natural light, added privacy, a grassy side yard perfect for pets or play, and guest parking just steps from the front door. Inside, the popular Windham II floor plan features soaring ceilings, an open layout, and a bright flex room ideal for a home office, playroom, or second living area. The designer kitchen impresses with GE Profile slate appliances, a natural gas cooktop, stacked convection wall oven and microwave, 42-inch cabinetry, Silestone countertops, tile backsplash, under-cabinet LED lighting, and an oversized island with breakfast seating. It opens seamlessly to the dining area and great room, where corner windows fill the space with natural light. Large-format ceramic tile runs throughout the first floor. A spacious laundry room with a full-size washer and gas dryer, plus oversized under-stair storage, adds everyday convenience. Upstairs, the private owner's suite features a walk-in closet and an elegant bath with a dual Silestone vanity and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a stylish full bath with coordinating finishes. French doors with built-in blinds lead to your private screened brick-paver courtyard with covered and open seating areas overlooking the grassy side yard. The rear-entry garage includes screened sliders that create a refreshing cross breeze into the courtyard. Additional upgrades include ENERGY STAR® Low-E windows, energy-efficient HVAC, whole-home water softener and conditioner, under-sink instant hot water, premium whisper-quiet ceiling fans with remotes, faux wood blinds, and a timeless neutral interior palette. The townhome was used as a second/vacation home so can be sold fully furnished!!! Residents enjoy a community pool and dog park, all just minutes from the award-winning restaurants, boutiques, breweries, farmers market, and year-round events of historic Downtown Winter Garden. Rarely does a corner-unit home of this caliber become available. Enjoy designer upgrades, abundant natural light, and true lock-and-leave convenience in one of Central Florida's most desirable downtown communities. Hop on your golf cart, explore the West Orange Trail, and experience the vibrant Winter Garden lifestyle.

675 E Plant Street, Winter Garden

18422 Oliver Twist Way, Winter Garden
$809,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
PREMIUM LOT with CONSERVATION VIEWS! Enjoy this popular TORREY Floor Plan with 5 Bedrooms, 4.5 Baths, Large LOFT with CUSTOM Built-In Fireplace, Oversized Covered Patio with Electronic RETRACTABLE Screens and a FENCED YARD next to EXTRA GREEN SPACE and surrounded by OVER 7 ACRES of Conservation just minutes from DISNEY! GREAT VALUE - Listed over $50,000 LESS than they purchased for PLUS they have added Over $40,000 in UPGRADES! The Beveled Glass Front Door Welcomes you into a Home filled with ALL THE BEST UPGRADES! Wood Plank Porcelain Tile Floors, FLEX Space that can be a Dining Room or Office. CUSTOM Painted Interior Doors with Matte Black Hardware. The GOURMET Kitchen features White 42” CABINETS with Crown Molding, QUARTZ COUNTERS, Upgraded Tile BACKSPLASH, Large ISLAND and SS APPLIANCES including a 5 Burner Cooktop with Vent Hood and Built-In Oven and Microwave Combination. Plus a Butler Pantry with EXTRA CABINETRY and a Large Pantry provide Lots of STORAGE! Sliders from the Family Room open to the Covered Patio with Ceiling Fans, Retractable Screens that also BLOCK UV Rays and Extended Paver Patio great for Container Gardening or a Fire Pit! This PRIVATE Backyard is where you will want to have your Morning Coffee or Host Evening Get Togethers! The First Floor includes Bedroom 5 with Tile Floors located next to FULL Bath 4. A convenient Powder Bath completes the 1st Floor. Wood Stairs with White Risers lead to the LOFT with CUSTOM Built-In Cabinetry with Stacked Stone Wall, Wood Mantel, Abundant Shelving and Stylish ELECTRIC FIREPLACE! The Primary Bedroom has a Tray Ceiling and Opens to a Bath with Upgraded Cabinets, Long Counter with DOUBLE SINKS, Garden Tub, Shower with Shampoo Niche, SEAMLESS Shower Door, and Upgraded Tile to the Ceiling. The WALK-IN Closet is over 12 Feet Long! In this Split Plan, Bedrooms 2 and 3 share Bath 2. Bedroom 4 has an Ensuite PRIVATE Bath 3 with Upgraded SHOWER instead of a tub. The Laundry Room is Pre-Plumbed for a Utility Sink and Includes the Washer and Dryer. Great Features Include: Upgraded Porcelain WOOD PLANK TILE throughout First Floor and Baths, Ceiling Fans, Wood Stairs with WROUGHT IRON Spindles, GUTTERS and a Whole House Water FILTRATION System. This Energy Efficient ALL BLOCK Home saves $$ on Utility Bills with Double Pane “Lo E” Windows, Reclaimed Water for Irrigation and R-30 Insulation and 15 Seer Carrier AC Unit. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis, Pickleball and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Water Spring Elementary and Water Spring Middle Schools are in walking distance and zoned for the NEW Horizon High School! Easy Access to 429, 417 and 408!

18422 Oliver Twist Way, Winter Garden

15326 Johns Lake Pointe Boulevard, Winter Garden
$1,335,000
4 Beds ⋅ 4 Baths ⋅ Johns Lake Pointe SubDv. ⋅ 34787 Zip Code
Welcome to luxury lakefront living on the shores of sought-after Johns Lake. Perfectly positioned with breathtaking west-facing sunset views, this fully upgraded waterfront residence offers the ultimate blend of elegance, comfort, and resort-style outdoor living in one of Winter Garden’s most desirable communities. Featuring nearly 3,500 square feet on 1 floor of thoughtfully designed living space, this exceptional home showcases 4 bedrooms, 3.5 bathrooms, a 3-car garage, premium hardwood flooring, and a gourmet chef’s kitchen with high-end finishes, upgraded cabinetry, and expansive entertaining space. Designed to maximize the waterfront lifestyle, the home seamlessly transitions outdoors to a private backyard retreat complete with a sparkling pool, oversized spa, outdoor kitchen, and stunning panoramic lake views — the perfect setting for sunset entertaining year-round. Additional highlights include a newer roof and HVAC systems (approximately 3 and 5 years old), luxurious updated interiors, spacious living areas. This rare Johns Lake opportunity combines elevated style with effortless move-in-ready convenience. With premium designer furnishings negotiable. Making this a possible true turnkey opportunity. Located within the highly sought-after Johns Lake Pointe community, residents enjoy proximity to historic downtown Winter Garden, top-rated schools, shopping, dining, major highways, and Orlando’s world-class attractions. Experience the best of Central Florida lakefront living in a home where every evening ends with unforgettable sunsets over Johns Lake.

15326 Johns Lake Pointe Boulevard, Winter Garden

6230 Sunny Time Avenue, Winter Garden
$467,690
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, a loft, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant tile flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll also find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6230 Sunny Time Avenue, Winter Garden

9652 Amber Chestnut Way, Winter Garden
$415,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
No Carpet, Resort-Style Amenities, and One of Horizon West's Most Desirable Communities! Located in the sought-after WaterMark community, this move-in-ready 4-bedroom, 2.5-bath townhome offers the perfect blend of style, functionality, and convenience. The open-concept floor plan features tile flooring throughout the main level, luxury vinyl flooring upstairs, abundant natural light, and a flexible downstairs bedroom ideal for guests, a home office, or playroom. The upgraded kitchen showcases granite countertops, an extended tile backsplash, stainless steel appliances, rich cabinetry, and a walk-in pantry. Upstairs, the spacious primary suite features tray ceilings, dual closets, and a large ensuite bath with dual vanities and an oversized walk-in shower. Enjoy outdoor living in the private screened courtyard, along with a refreshed paver driveway and recent interior paint updates. Residents of WaterMark enjoy resort-style amenities including pools, fitness centers, walking trails, playgrounds, dog parks, and a clubhouse. Just minutes from Hamlin Town Center, top-rated schools, Disney, shopping, dining, and major highways, this is Horizon West living at its best.

9652 Amber Chestnut Way, Winter Garden

15031 Purple Martin Street, Winter Garden
$775,000
5 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 3b SubDv. ⋅ 34787 Zip Code
Horizon West is one of Central Florida's most exciting places to call home, located just 8 miles from Walt Disney World and close to everything Orlando has to offer! This spacious 5-bedroom, 3-bath, 3-car tandem garage residence, is ideally situated on an oversized corner lot, offering the perfect blend of space and functionality. Plenty of room for your dream pool and outdoor kitchen. Inside, this 3318 SqFt floorplan offers an abundance of room for living and entertaining. BONUS...there is also a designated office, guest room and full bath downstairs, and a spacious upstairs loft. Recent improvements include brand new kitchen cabinets, new office cabinetry, a new dishwasher, and a new oven installed 2025. The spacious layout, combined with the oversized lot, provides endless potential both inside and out. Residents enjoy access to a variety of community amenities, including a community pool, scenic dock, beautiful lakes throughout the neighborhood, basketball courts, tennis courts, and a large community park/playground. Located within a top-rated school district and just a couple blocks from Summerlake Elementary School, this home is also minutes from some of Horizon West's most popular attractions including PopStroke, Urban Air Adventure Park, Cinepolis Cinemas, along with shopping, dining, entertainment, fitness centers, and everyday conveniences. With its unbeatable location near Walt Disney, and spacious layout, this home is a fantastic opportunity in Horizon West!

15031 Purple Martin Street, Winter Garden

980 Stucki Terrace, Winter Garden
$225,000
3 Beds ⋅ 2 Baths ⋅ Westside Twnhms Ph 02 SubDv. ⋅ 34787 Zip Code
Here is your opportunity to own this affordable corner unit townhome. Charming 3 bedroom, 2 bathroom in Winter Garden with low HOA. Make this your home or add this to your rental investment portfolio. One level townhome with master bedroom with ensuite bathroom at the front of the unit. The two other bedrooms are located at rear of the unit. Bathroom was recently remodeled with floor to ceiling tile stand-up walk-in shower. New lower kitchen cabinets with beautiful countertop. Property is tile throughout. This town home is a corner unit, which gives you additional side yard space and a covered screen in lanai at the back of the unit. Community offers a large swimming pool and clubhouse. Located directly off Hwy 50, close to the Historic downtown Winter Garden and Winter Garden Village with lots of restaurants, boutiques, shopping, farmers market/activities. You also have access to major highways 429/turnpike,408. Schedule your showing today.

980 Stucki Terrace, Winter Garden

11271 Hollow Bay Drive, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 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 the 5th bedroom along with a full bathroom. 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 four 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. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Cresswell 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.*

11271 Hollow Bay Drive, Winter Garden

14187 Jomatt Loop, Winter Garden
$940,000
6 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code
Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

14187 Jomatt Loop, Winter Garden

6221 Argent Wood Drive, Winter Garden
$915,000
5 Beds ⋅ 5 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

6221 Argent Wood Drive, Winter Garden

15162 Canopy Cover Drive, Winter Garden
$830,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Phase 2 SubDv. ⋅ 34787 Zip Code
$20K FOR CLOSING COSTS!! REDUCED PRICE TAKE ADVANTAGE!! HEATED SALT WATER POOL IN A CONSERVATION LOT! This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you.

15162 Canopy Cover Drive, Winter Garden

557 W Plant Street, Winter Garden
$1,000,000
34787 Zip Code
Situated just off the lively Plant Street corridor, this renovated professional office building at 557 W. Plant Street offers high visibility and steady daily traffic from both Plant Street and the West Orange Trail, which runs directly behind the property. The location places you within a short walk to Crooked Can, Plant Street Market, City Hall, coffee shops, restaurants, and the weekly downtown market, allowing your business to be part of the everyday rhythm of Winter Garden. The building has been thoughtfully updated with a new roof, new mechanical systems, and new electrical work, providing peace of mind for long-term use. Inside, the layout is warm and functional, offering five private offices, a conference room, a training room, three restrooms, and a kitchen/breakroom, making it well-suited for a variety of professional uses. This is a move-in-ready opportunity to establish your business in one of Winter Garden’s most walkable and desirable locations, surrounded by community activity and local charm.

557 W Plant Street, Winter Garden

6334 Wild Persimmon Way, Winter Garden
$913,313
6 Beds ⋅ 5 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. Welcome to this beautifully designed Tidewater Bonus new-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.

6334 Wild Persimmon Way, Winter Garden

9124 Merlon Drive, Winter Garden
$960,000
5 Beds ⋅ 5 Baths ⋅ Latham Park South SubDv. ⋅ 34787 Zip Code
Welcome to a spacious and beautifully appointed lakeview home in the desirable Latham Park South community of Winter Garden. Offering 5 bedrooms, 4 full bathrooms, 1 half bath, and approximately 3,777 square feet, this impressive residence blends comfort, functionality, and elegant everyday living. The open-concept layout is designed for modern living, featuring a bright main living area, a stylish kitchen with a large center island, stainless steel appliances, and a walk-in pantry. The kitchen flows seamlessly into the dining and family spaces, creating an ideal setting for entertaining or relaxing at home. Enjoy serene lake views from the home and take advantage of Latham Park South’s sought-after Winter Garden location, with access to community amenities and close proximity to Hamlin Town Center, shopping, dining, top-rated area schools, and SR-429. 9124 Merlon Drive is a beautiful opportunity to enjoy space, style, and location in one of Winter Garden’s most desirable areas.

9124 Merlon Drive, Winter Garden

279 Doe Run Drive, Winter Garden
$599,000
3 Beds ⋅ 3 Baths ⋅ Deerfield Place 57/1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Discover your dream home in the heart of vibrant Winter Garden! This charming 3/2.5 with spacious loft offers modern upgrades galore—brand-new roof & carpet (2026), stunning 2025 kitchen remodel, fresh downstairs flooring, new water heater, epoxy garage with ceiling-mounted storage rack, elegant crown molding, 6” baseboards, wooden trim/chairail moldings, wainscoting picture frames, widened driveway, new exterior paint, and huge walk-in master closet. Enjoy a fully fenced backyard oasis with expansive 24x24 pavers on a generous 6,048 sq ft lot (Flood Zone X). Low HOA in this neighborhood. Minutes to downtown, shops, dining & highways—your perfect Central Florida lifestyle awaits! Some photos are virtually staged.

279 Doe Run Drive, Winter Garden

638 English Lake Drive, Winter Garden
$925,000
5 Beds ⋅ 4 Baths ⋅ Westfield Lakes SubDv. ⋅ 34787 Zip Code
WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!

638 English Lake Drive, Winter Garden

16746 Turtle Hatch Drive, Winter Garden
$1,265,000
6 Beds ⋅ 5 Baths ⋅ Waterside/Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code
Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities

16746 Turtle Hatch Drive, Winter Garden

708 Orange Belt Loop, Winter Garden
$735,000
3 Beds ⋅ 2 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code
LOCATED IN THE HIGHLY SOUGHT AFTER GOLF CART DISTRICT OF DOWNTOWN WINTER GARDEN!!! This beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful pond view with no immediate rear neighbors. A dog park is an added community perk and adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.

708 Orange Belt Loop, Winter Garden

897 Landrum Drive, Winter Garden
$895,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

897 Landrum Drive, Winter Garden

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