Location: Winter Garden
Do Not Show Listings
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000415 Days on yellowkey MLS ID: O6280496
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,777
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: *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 $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! 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—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000196 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,000120 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Elementary School: Whispering Oak Elem
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$693,27035 Days on yellowkey MLS ID: O6400441
INCREASED by $3,000 (0.4%) on 04/30/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2686 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Stunning new construction by Toll Brothers in desirable Horizon West, Winter Garden, estimated completion early 2027. This bungalow-style home features a covered entry, elegant foyer, and private first-floor guest suite. The open-concept layout offers a spacious dining area, designer kitchen with breakfast bar, and great room with access to a private courtyard, perfect for indoor-outdoor living. Upstairs includes two secondary bedrooms and a luxurious primary suite with walk-in closet and spa-inspired bath featuring dual vanities, separate shower, and private water closet. A standout feature is the detached garage with a private suite above, complete with full bath and loft, ideal for guests, office, or flexible living space.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$547,16036 Days on yellowkey MLS ID: O6400188
INCREASED by $3,000 (0.6%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1908 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2027. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787
$2,150,000190 Days on yellowkey MLS ID: O6360410
112 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4478 Built: 2018Monthly Fee: $743 Tax: $28,879 (2025)Community: Emerald PointeSingle Family
Taxes:$28,879
Remarks: Under contract-accepting backup offers. LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and breathtaking water views, offering the ultimate in Florida living. Privacy and serenity are exceptional with wide lake views from nearly every room and a charming, landscaped park with towering oaks directly across the street. From the moment you enter, a dramatic two-story foyer with upgraded crystal light fixtures and a striking clear view of the lake sets the tone for this modern masterpiece. The formal dining area flows seamlessly into the expansive great room, where an open concept design, stacked stone accent wall, and a rear wall of stackable sliding glass doors creating a true indoor-outdoor living experience. The oversized gourmet kitchen is a chef’s dream, featuring dual islands, pot filler, built-in side-by-side stainless steel refrigerator and freezer, double ovens with convection, built-in microwave, and a dedicated wine and beverage cooler. White shaker cabinetry with illuminated glass inserts, crown molding, quartz countertops, glass tile backsplash, and an oversized walk-in pantry elevate the space. The breakfast nook is perfectly positioned to capture tranquil lake views with every meal. The main level offers a thoughtfully placed half bath for guests, along with a private guest suite featuring sliding doors to the covered lanai and an ensuite bath, ideal for extended stays or multigenerational living. Upstairs, modern glass and stainless-steel railing lead to a spacious bonus room with a full wet bar and additional wine and beverage cooler. This impressive entertaining space opens to a generous balcony with sweeping, unobstructed views of Johns Lake. A convenient laundry room with LG washer and dryer and a second half bath add to the home’s functionality. The primary suite is a serene lakefront retreat, boasting dual walk-in closets, private balcony overlooking Johns Lake, and a spa-inspired ensuite with oversized walk-in shower with rain shower head, garden tub, and dual quartz vanities. Three additional upstairs bedrooms include generous closets, ceiling fans, and either ensuite or Jack-and-Jill baths with tile flooring, quartz counters, and tub/shower combinations; perfect for family or guests. Modern conveniences abound, including a Nest home system, motorized rolling shades, whole-house water filtration with reverse osmosis, and an oversized 3-car garage. The east-facing rear yard offers approximately 102 feet of lake frontage, thoughtfully oriented to avoid the harsh afternoon sun while maximizing shimmering water views throughout the day. Residents of Hickory Hammock enjoy resort-style amenities including a zero-entry pool, clubhouse, fitness center, tennis and volleyball courts, fishing pier, playgrounds, walking trails, and a dog park. Located just minutes from historic Downtown Winter Garden, Winter Garden Village, area attractions, Disney, and Orlando International Airport, this residence perfectly blends contemporary design, lakefront luxury, and everyday convenience. Schedule your private showing today and experience lakefront sophistication at Emerald Point at Hickory Hammock.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
7935 WINTER WREN ST, WINTER GARDEN, FL 34787
$535,000100 Days on yellowkey MLS ID: O6379423
2 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2013Monthly Fee: $252 Tax: $7,834 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$7,834
Elementary School: None
High School: None
Middle School: None
Remarks: One-story three-bedroom, two-bath home in desirable Summerlake featuring a fenced yard with paved patio. Recent upgrades include new landscaping, laminate tile flooring in the primary bedroom, updated kitchen and primary bath countertops, and new stainless appliances including refrigerator, microwave and gas range. Backyard highlights a fully functioning hot tub (included) and enhanced pergola with lighting, drainage system, adjustable top and reinforced concrete base. Lawn care included in HOA with access to resort-style amenities. Convenient to Disney, Winter Garden, shopping, dining and top-rated schools.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Nadielle Mcarthur (862-704-5992)
236 DONALD DR, WINTER GARDEN, FL 34787
$465,00029 Days on yellowkey MLS ID: O6401940
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1930 Tax: $410 (2025)Community: Showalter ParkSingle Family
Taxes:$410
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
521 COPPERDALE AVE, WINTER GARDEN, FL 34787
$525,00025 Days on yellowkey MLS ID: O6402408
1 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2328 Built: 2013Monthly Fee: $72 Tax: $4,040 (2025)Community: Covington ChaseSpa: NoSingle Family
Taxes:$4,040
High School: Ocoee High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fantastic opportunities like this are rare, especially in one of Winter Garden’s most sought-after locations! Perfectly positioned within the Covington Chase community inside the coveted DOWNTOWN WINTER GARDEN GOLF CART DISTRICT, this beautifully maintained 5 BEDROOM, 3 BATHROOM, SINGLE STORY HOME blends lifestyle, space, and value. Ideal for savvy buyers ready to personalize finishes to their own taste. Set on an expansive homesite, the property showcases a SPARKLING 14x28 SALTWATER SPORT STYLE POOL (2020) with a Pebble Tec finish, and fountain—creating a true backyard retreat. The 3 CAR GARAGE offers ample room for vehicles, wall & ceiling mounted storage racks, a mounted tv, and your golf cart, making it easy to enjoy the district’s signature lifestyle. Inside, the thoughtfully designed 3-way split floor plan provides both flexibility and privacy, including a 5th BEDROOM WITH EN-SUITE BATH near the front entry—perfect for MULTIGENERATIONAL LIVING or guests. The spacious primary suite features a private bath behind double doors with garden soaking tub, tiled shower, and generous walk-in closet. The heart of the home is a huge light filled GREAT ROOM room with vaulted ceilings and speaker pre-wiring, seamlessly connecting to the kitchen and extra spacious dining areas. A formal dining room off the foyer could be repurposed as a den if formal isn't your style. The kitchen is well appointed with 42" cabinetry, a large island, OVERSIZED WALK-IN PANTRY, and NEWER RANGE & MICROWAVE (2025) and a whisper quiet Bosch dishwasher. A Samsung Bespoke refrigerator (2025) is also negotiable with the right offer. Recent updates provide peace of mind, including a NEW ROOF (April 2026), 4-ton Trane 2-stage HVAC (2024), FRESH INTERIOR PAINT, NEW CARPET IN 3 BEDROOMS & HALLWAY, and NEW FAUCETS THROUGHOUT. Smoke/CO2 detectors were also replaced for added safety. Outdoors, enjoy Florida living year-round with a VINYL PRIVACY FENCED BACKYARD, screened lanai, and additional open patio with sail shade, simply perfect for entertaining or relaxing poolside. The lanai comes with a mounted tv for watching the Sunday game. The pool area is fully equipped and comes with two deck storage boxes, pool side seating, 3 patio umbrellas, pool maintenance equipment, plus a recently replaced salt cell (2025). Beyond the home, the location truly shines! Residents can walk to the Covington Chase/Park COMMUNITY POOL AND PLAYGROUND for some fun with your neighbors. There's also direct access to the 22 mile WEST ORANGE TRAIL for hiking/biking, or golf carting to Winter Garden's historic PLANT STREET to experience casual and upscale dining/bars, shopping, museums, the Saturday Farmer's Market, festivals, music, and year round special events. Offered at a competitive price, this home presents an exceptional opportunity to own in one of Central Florida’s most desirable communities. Don't sleep on this one!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$939,88024 Days on yellowkey MLS ID: G5111738
0 Days Off yellowkey (back on 4/29/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3409 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Everly floorplan offers 2,807 square feet of spacious, thoughtfully designed living across two stories in main home and 602 sqft apt. This home features 4 bedrooms, 3.5 bathrooms, and a 2-car garage, providing ample room for families and entertaining. The first floor showcases an open-concept layout with a large family room, casual dining area, and a well-appointed kitchen with an optional gourmet configuration. A private primary suite is conveniently located on the main level, offering a walk-in closet and luxurious bath. Upstairs, three additional bedrooms, multiple bathrooms, and a spacious loft provide flexible living space. A covered lanai extends the home outdoors, creating the perfect blend of comfort, style, and functionality. The Garage apt offers a private entrance. Sample Images
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$550,00024 Days on yellowkey MLS ID: S5148904
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2204 Built: 2020Monthly Fee: $162 Tax: $5,953 (2024)Community: Watermark Ph 4Single Family
Taxes:$5,953
Elementary School: Panther Lake Elementary
Remarks: Welcome to this spectacular home in Winter Garden, offering the perfect blend of style, comfort, and versatility. The second floor features elegant luxury vinyl flooring, along with five spacious bedrooms and a loft that has been converted into an additional bedroom—ideal for large families or extra guest space. On the first floor, the garage has been thoughtfully converted into a private suite with its own separate entrance—perfect for rental income, a home office, or a comfortable mother-in-law suite. With over 6 bedrooms, flexible living spaces, and upgrades throughout, this home offers endless possibilities for both living and investing. Don’t miss the opportunity to own a home that truly adapts to your lifestyle!
Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)
Listing Agent: Angela Mavarez Suarez (407-749-3075)
11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$869,99624 Days on yellowkey MLS ID: O6403252
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$745,000203 Days on yellowkey MLS ID: O6356579
REDUCED by $30,000 (3.9%) on 04/29/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3468 Built: 2016Monthly Fee: $166 Tax: $5,745 (2023)Community: Bradford Crk Ph IiSingle Family
Taxes:$5,745
Elementary School: SunRidge Elementary
Tax Year: 2023
Middle School: SunRidge Middle
Remarks: This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures both privacy and functionality. Step into the expansive great room, complemented by a kitchen that will well exceed your expectations. Boasting wood look plank tile flooring, soft-close cabinetry, and Bosch stainless steel appliances, this culinary haven includes a massive quartz island perfect for both meal preparation and dining. Indulge in the elegant dining room adorned with a coffered ceiling, welcoming family and friends for memorable festive gatherings. The primary suite is an oversized sanctuary with coffered ceilings, custom California Closets, a luxurious newly installed Jacuzzi tub, and a rejuvenating shower. The 2nd bedroom is an oversized private bedroom suite with a full bath which is ideal for second primary bedroom, fitness room or playroom. The strategically located middle 3rd bedroom, featuring French doors, is an ideal space for a home office. The private 4th bedroom is en-suite and completes the first floor. The upstairs bonus room, complete with a powder room, offers versatility for home theater entertainment, game room or relaxation. Just a few minutes' walk to Winter Garden Village for shopping, dining and numerous events throughout the year, major commuter routes close by, walking, biking, and jogging trails. Just under a mile from downtown Historic Winter Garden, where the ever-popular Farmer's Market takes place every Saturday and of course, the well-known West Orange Trail that runs down the middle of the town. Bring your most discerning buyer – this home is a true delight that surpasses expectations!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
723 SUNBURST COVE LN, WINTER GARDEN, FL 34787
$555,00047 Days on yellowkey MLS ID: S5145002
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2189 Built: 2000Monthly Fee: $44 Tax: $4,217 (2025)Community: Orange CoveSingle Family
Taxes:$4,217
Elementary School: Maxey Elem
Remarks: You'll fall in love with this ONE STORY, Beautiful & Comfortable Winter Garden POOL home Featuring 4 Bedrooms, 2.5 Bathrooms, and Approximately 2200 Sf of Living Space! The saltwater pool is fairly new, added in 2020, with Pebbletech surface and screen enclosure, just off the covered Lanai. Inside the fenced back yard is also a large pavers area for relaxing at your firepit. The home has amazing amenities: 18" Ceramic tile floors in the living areas, Laminate Wood flooring in all bedrooms, Mosaic Inlays, and French Doors to the Formal Dining Room (currently used as an office) and also to the Formal Living room or Den. The Gourmet Kitchen is a focal point that includes Custom Fans, Pendant Lighting, and Volume Ceilings and comes complete with All Stainless Steel Appliances (Smart Refrigerator, Under Counter Microwave), a Gas Range, Wall-mount pot filler, Granite Countertops, 42" Wood Cabinets, Huge Center Island, Decorative Backsplash, and Large Eat-in area with Bench Seating. The Family Room open to the Kitchen is accented with Natural Stacked Stone, Wall Sconces, A Napoleon Wall electric Fireplace and more. AT&T is currently installing Fiber in the neighborhood, i.e., bandwidth to get 1G will be low priced and provide amazing internet connections! This great home is located less than a mile from West Orange High School and walking distance to YMCA. Enjoy the nearby Winter Garden Village shopping and restaurants. Easy commute via the Turnpike and Toll Roads to Downtown Orlando, Disney, Universal, and Orlando airport. Call to see it today!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Lois Ann Cox, Pa (407-666-8452)
16331 TALIESIN ST, WINTER GARDEN, FL 34787
$815,00083 Days on yellowkey MLS ID: O6385168
REDUCED by $14,000 (1.7%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2020Monthly Fee: $115 Tax: $7,882 (2025)Community: Hawksmoor Ph 4Spa: YesSingle Family
Taxes:$7,882
Remarks: Under contract-accepting backup offers. PRICE REDUCED - This stunning home is beautifully situated in the heart of Horizon West and Winter Garden, Florida, just minutes from Walt Disney World Resort. The charming and picturesque community offers a welcoming neighborhood feel with wonderful amenities, including abundant green space, a large playground, fitness center, clubhouse, and community pool. With scenic streets perfect for walking, biking, and evening strolls, this is truly a place where you can relax, connect, and enjoy the best of Florida living. From the moment you arrive, you’ll feel right at home. The inviting foyer features warm and cozy shiplap details that set the tone for the thoughtful design throughout. Just off the entry is a private first-floor office with French doors, along with a secondary connecting door to the main living area, making it ideal for working from home, quiet study, or a peaceful retreat. Beautiful porcelain tile with a wood-look finish flows seamlessly through the main living spaces, creating an elegant yet comfortable atmosphere. The gourmet kitchen is the true heart of the home, offering light gray cabinetry, quartz countertops, brushed nickel hardware, and a perfectly coordinated backsplash. Built-in ovens, a cooktop, and a spacious island with pendant lighting make this space as functional as it is welcoming, while the large pantry and above- and below-cabinet lighting add both convenience and warmth. The main living area is designed for gathering and making memories, highlighted by a stunning stone feature wall with an electric fireplace, floating mantle, and mount for a television—creating the perfect focal point. The first floor also features a spacious laundry room, a convenient drop zone with shelves and hooks just inside from the garage, and a stylish powder bath. The primary suite, located on the main level, provides a relaxing escape with a tray ceiling, luxury vinyl plank flooring, and a generous walk-in closet. The spa-like primary bath continues the home’s elegant design with light gray cabinetry, granite countertops, and highly desirable separate vanities and mirrors. Upstairs, a large flex space provides endless possibilities for entertaining, movie nights, or game days with family and friends. Two bedrooms share a Jack and Jill bath with dual sinks and a tub-shower combination, while an additional bedroom and full hallway bath give comfort and privacy for guests or loved ones. Step outside and experience the true showstopper of the home — your private backyard oasis. The beautiful pool and spa feature stunning lighting for evening ambiance, a covered lanai perfect for outdoor dining or relaxing in the shade, and an expansive screened-in deck that provides a generous space for entertaining and lounging. The pool is gas heated for year-round enjoyment, and the privacy fence keeps neighboring homes out of view, creating a peaceful and secluded retreat. Solar panels make the home incredibly energy efficient, and additional upgrades include a water softener system. With all appliances included, this move-in-ready home is a wonderful opportunity to enjoy comfort, style, and convenience in one of Central Florida’s most desirable locations.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787
$540,00089 Days on yellowkey MLS ID: O6384745
REDUCED by $19,000 (3.4%) on 04/27/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $7,417 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$7,417
Remarks: Under contract-accepting backup offers. BEST PRICED CLEARDEN FLOORPLAN WITHIN THE WHOLE COMMUNITY! OWNERS ARE MOTIVATED, BRING AN OFFER!! Welcome to the highly desirable Horizon West community of Waterleigh, where lifestyle, connection, and convenience come together in one of the area’s most vibrant and family-focused neighborhoods. The Clearden model is one of the most sought-after floor plans in the community, offering 4 bedrooms, 3.5 bathrooms, and a highly desirable full guest ensuite on the primary floor with its own private bath, perfect for multigenerational living, visiting in-laws, or out-of-town guests. Designed with families and entertaining in mind, the open-concept layout flows effortlessly throughout the main living areas. The kitchen features sleek stainless steel appliances, generous counter space, and abundant natural light, creating the perfect setting for both everyday living and special gatherings. Upstairs, the spacious loft provides a versatile retreat ideal for a media room, playroom, home office, or additional lounge space. As an added bonus, you can enjoy Disney fireworks right from your home, bringing a touch of magic to your evenings. Location truly sets this home apart. You are walking distance to the Phase 3 amenity center, with the resort-style pool just steps away. Waterleigh residents enjoy exclusive access to multiple pools, tennis courts, pickleball courts, fitness centers, volleyball, mini golf, scenic walking trails, and expansive green spaces. This golf cart-friendly community is filled with events and activities year-round, fostering a strong sense of community and connection for families of all ages. Zoned for A-rated schools, with both Atwater Bay Elementary and Water Spring Middle school conveniently located within the community, daily life is effortless. You’ll also enjoy nearby conveniences including Publix, Jersey Mike’s, a boutique nail salon, and Kiddie Academy, along with fine dining, shopping, and quick access to major highways just minutes from Disney. This is more than a home, it’s a lifestyle opportunity in one of Central Florida’s most dynamic and desirable communities. Don’t miss your chance to own this beautiful move in ready home in Waterleigh. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787
$999,990285 Days on yellowkey MLS ID: S5132434
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2921 Built: 2018Monthly Fee: $250 Tax: $6,381 (2024)Community: Waterleigh Ph 2BSpa: YesSingle Family
Taxes:$6,381
Remarks: 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.
Listing is courtesy of: MBT REALTY LLC (407-283-3351)
Listing Agent: Victor Barroeta (407-818-5286)
17335 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$559,990282 Days on yellowkey MLS ID: O6335800
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2341 Built: 2025Monthly Fee: $172 Tax: $7,430 (2024)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$7,430
Remarks: Under Construction. Discover this stunning new construction home at 17335 Beachgrass Alley in Winter Garden! This beautifully designed home offers 3 bedrooms, 2.5 bathrooms, a second-floor laundry room, a spacious loft, a rear-load 2-car garage, and more. The open-concept living space creates seamless flow between the main living areas, ideal for both daily life and entertaining. The home's design emphasizes functionality and comfort throughout. Located upstairs off the loft, your owner's bedroom provides a private retreat, while the additional bedrooms offer flexibility for family, guests, or home office needs. The bathrooms showcase quality fixtures and finishes that complement the home's overall aesthetic. Winter Garden's desirable location provides excellent access to parks and recreational opportunities. Residents enjoy proximity to various parks, offering outdoor activities and green spaces for relaxation and recreation. This new construction home represents an excellent opportunity to own a quality-built home in one of Winter Garden's most attractive neighborhoods!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
15196 NEWTONIA ST, WINTER GARDEN, FL 34787
$615,00080 Days on yellowkey MLS ID: O6387201
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2018Monthly Fee: $328 Tax: $8,216 (2024)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$8,216
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Experience elevated living in the heart of Winter Garden, in the desirable Horizon West community. This beautifully appointed home offers three bedrooms (Total of 3 beds - being 2 in the main house and the other one in the in law apartment), 3.5 baths, a dedicated office/flex space, and a rare multi-generation home (studio apartment) above the detached two-car garage, ideal for guests, a private office or additional income potential. The open-concept layout features a modern kitchen with gas range, stainless steel appliances, walk-in pantry and generous seating. Soaring ceilings and abundant natural light enhance the spacious living area. Upstairs, the serene primary suite and guest bedroom provide comfort and privacy. A charming private courtyard connects the main home to the garage and studio, creating a setting for relaxing or entertaining. Just a short distance to shops, dining and entertainment, this home offers luxury, flexibility and unbeatable convenience.
Listing Agent: Carolina Medeiros (305-753-1943)
615 SIGLER DR, WINTER GARDEN, FL 34787
$899,84081 Days on yellowkey MLS ID: O6387120
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 2026Monthly Fee: $155 Tax: $99,279 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$99,279
Remarks: Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
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