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13706 Werrington Drive, Winter Garden
$715,000
4 Beds ⋅ 4 Baths ⋅ Encore At Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code
***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.

13706 Werrington Drive, Winter Garden

241 N Dillard Street, Winter Garden
$1,499,999
4 Beds ⋅ 3 Baths ⋅ J L Dillard Sub 3 SubDv. ⋅ 34787 Zip Code
Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

241 N Dillard Street, Winter Garden

17552 Lake Star Road, Winter Garden
$999,000
4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette. The chef’s kitchen is a true showstopper with 42-inch shaker cabinets in light tones, gorgeous quartz countertops, a large island ideal for gatherings, and premium stainless steel appliances—including refrigerator, range, dishwasher, microwave, washer, and dryer. The home’s efficient construction ensures comfort and savings, while the spacious lanai invites you to relax and enjoy serene views of the Star Lake and lush conservation area—your private piece of paradise, right in your backyard. Opportunities like this don’t last long in Horizon West! Don’t miss your chance to own this extraordinary single-story lakeside retreat. Schedule your private showing today and make this dream home yours!

17552 Lake Star Road, Winter Garden

10007 Little Alcove Loop, Winter Garden
$960,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
Stunning Emerald serie house, Selden model built in 2018 well maintained, featuring 4 bedrooms, 3.5 bathrooms, and approximately 2,920 sq ft of living space. Situated on a premium corner lot of about 10,585 sq ft, this home offers a 3-car tandem garage, spacious backyard, private wooded views, and a screen-enclosed private pool—perfect for year-round Florida living. The open-concept design includes a formal dining room, elegant foyer with wrought-iron staircase, and a gourmet kitchen with a large island, 42” cabinets with crown molding, granite countertops, stainless steel appliances, and a convenient drop zone from the garage. The owner’s suite boasts a tray ceiling, a spa-like en-suite bathroom with dual sinks, a garden tub, and a spacious walk-in closet. Additional features include a durable concrete tile roof, dual A/C units, and numerous upgrades: exterior lighting, sealed paver driveway and porch, landscape lighting, decorative stonework, epoxy-finished garage floor, and professional landscaping. Lawn care is included with HOA fee. Located in the highly sought-after Waterleigh community in Winter Garden, residents enjoy resort-style amenities: two community clubhouses, 4 resort-style pools, 2 fitness center, beach volleyball, 2 tennis courts, mini-golf, community garden, dog park, fishing pier, and scenic walking/biking trails. The neighborhood is beautifully landscaped with lakes, green spaces, and planned community events. Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, and easy access to SR-429 for a quick commute to Orlando and Walt Disney World. Zoned for top-rated schools: Atwater bay Elementary, Water Spring Middle, and Horizon High School.

10007 Little Alcove Loop, Winter Garden

9493 Emerald Berry Drive, Winter Garden
$989,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Reserve SubDv. ⋅ 34787 Zip Code
We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!

9493 Emerald Berry Drive, Winter Garden

13377 Lake Butler Boulevard, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden

18339 Oliver Twist Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!

18339 Oliver Twist Way, Winter Garden

14902 Arrena Road, Winter Garden
$580,000
4 Beds ⋅ 3 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, .. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find

14902 Arrena Road, Winter Garden

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