Location: Winter Garden
Do Not Show Listings
11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,99028 Days on yellowkey MLS ID: O6419923
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $15,000 (1.6%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $208 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a 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)
20 E DIVISION ST, WINTER GARDEN, FL 34787
$1,080,00048 Days on yellowkey MLS ID: O6413659
REDUCED by $40,000 (3.6%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2729 Built: 1959 Tax: $7,197 (2025)Community: Winter Garden Shores First AddSpa: NoSingle Family
Taxes:$7,197
Remarks: Appraisal in hand! Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Liz Boyce (407-784-4919)
16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787
$525,090Listed 07/22/2026 11:18PM MLS ID: O6427521
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$0
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Under Construction. 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 Benton bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787
$537,2901 Day on yellowkey MLS ID: O6427359
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1896 Built: 2026Monthly Fee: $152 Tax: $1,372 (2025)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: 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 Haddock bungalow, a brand-new home that combines modern design and ultimate comfort, featuring 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Tilden white cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, a loft, and a laundry closet. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor enjoy wood-look luxury vinyl plank flooring, while tile flooring spans the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and additional LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787
$936,0631 Day on yellowkey MLS ID: O6427362
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2974 Built: 2026Monthly Fee: $426Community: Esplanade At Mckinnon GrovesSingle Family
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Gourmet Kitchen | 3-Car Garage | Dedicated Home Office. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Bradley at 11341 Bourbon Rose Circle in Esplanade at McKinnon Groves! This thoughtfully designed home features a spacious open-concept layout with a bright great room, dining area, and gourmet kitchen at the heart of the home, creating the perfect space for entertaining and everyday living. The private primary suite offers a relaxing retreat with an elegant bathroom and generous walk-in closet, while three secondary bedroom suites provide comfort and privacy for guests. A versatile flex room adds extra space for a home office, hobby room, or lounge, and the covered lanai extends living outdoors for seamless indoor-outdoor enjoyment. A three-car garage and laundry room complete the home. Additional Highlights include: Tray ceiling package, shower in place of tub in bath three and four, pool pre-wire, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#O6427362 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787
$570,0001 Day on yellowkey MLS ID: O6427350
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2025Monthly Fee: $210 Tax: $2,525 (2025)Community: Hamlin PointeSingle Family
Taxes:$2,525
Remarks: Welcome to this beautiful like-new residence in the highly desirable Hamlin Pointe community, located in the heart of Hamlin/Horizon West, one of the fastest-growing and most sought-after areas in Central Florida. Thoughtfully designed for modern living, this home offers 4 bedrooms, 3 full bathrooms, and a spacious loft, providing flexibility for families of all sizes. The first-floor bedroom is ideal for guests, multigenerational living, or a private home office. Upstairs, you'll find the remaining bedrooms, including the spacious primary suite featuring abundant natural light, a large walk-in closet, and a private en-suite bathroom. A charming covered front porch welcomes you into a bright, open-concept floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The contemporary kitchen is beautifully appointed with wood cabinetry, a large center island, breakfast bar, and a complete stainless steel appliance package, combining style, elegance, and functionality. The location is simply exceptional. Just minutes from Hamlin Town Center, you'll enjoy an outstanding selection of restaurants, cafés, shopping, grocery stores, fitness centers, and entertainment, including Cinépolis Luxury Cinemas. The home is also conveniently located near Orlando Health Horizon West Hospital, the new OCOM campus, top-rated schools, SR-429, Walt Disney World, Orange County National Golf Center, and the future Surf Park, making daily commuting and recreation effortless. This move-in-ready home combines modern design, an unbeatable location, and exceptional value in one of Winter Garden's most desirable communities. Don't miss this incredible opportunity to make this exceptional property your new home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jardel Pizzolato Bittencourt (407-234-4953)
215 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$1,099,0001 Day on yellowkey MLS ID: S5154193
INCREASED by $1,097,901 (99900.0%) on 07/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2652 Built: 2020 Tax: $12,866 (2026)Community: Downtown Winter GardenSpa: NoSingle Family
Taxes:$12,866
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2026
Middle School: Lakeview Middle
Remarks: Welcome to your own piece of Downtown Winter Garden paradise! This beautifully maintained 3-bedroom, 2.5-bathroom residence, built in 2019, offers the perfect blend of modern comfort, thoughtful design, and an unbeatable location just moments from one of Central Florida's most sought-after historic downtowns. Ideally situated just a short stroll from the award-winning Winter Garden Farmers Market, this exceptional home places you in the heart of one of Florida's most vibrant communities. Walk to the renowned Crooked Can Brewing Company, Garden Theatre, boutique shopping, charming cafés, and an outstanding selection of local restaurants, wine bars, and entertainment venues. Whether enjoying a weekend brunch, an evening out, or one of the many community events held throughout the year, everything Downtown Winter Garden has to give is just minutes from your front door. Inside, you'll immediately appreciate the bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen overlooks the living and dining areas, creating a warm, inviting atmosphere where family and guests naturally gather. Featuring modern finishes, generous cabinetry, quality appliances, and ample counter space, the kitchen is ideal for casual meals or hosting dinner parties. The highly desirable first-floor primary suite provides privacy and convenience with an en-suite bathroom and generous closet space. Also on the first floor are the laundry room, convenient half bath, and direct access to the attached two-car garage. Upstairs are two additional well-proportioned bedrooms and a full bathroom, creating the ideal setup for family, guests, or a dedicated home office. A standout feature is the dedicated surround-sound movie theatre, creating the ultimate in-home entertainment experience for movies, sporting events, and family movie nights. Step outside to your own peaceful retreat. The recently created butterfly garden provides a colorful outdoor sanctuary, thoughtfully landscaped to attract butterflies and pollinators while creating the perfect place to relax with your morning coffee or unwind after a busy day. Built in 2019, this home offers the advantages of modern construction, energy-efficient features, and low-maintenance living while combining timeless curb appeal with an exceptional floor plan. Opportunities to own a newer home within minutes of Historic Downtown Winter Garden are rare. Whether you're looking for a primary residence, a lock-and-leave lifestyle, or simply want to enjoy one of Central Florida's most desirable communities, this property delivers an exceptional combination of location, comfort, and lifestyle. Experience everything that makes Winter Garden one of Florida's most celebrated places to live—from its tree-lined streets and award-winning Farmers Market to the renowned West Orange Trail, live entertainment, breweries, dining, shopping, and year-round community events—all just a short walk from your front door. Agent is the Owner.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lloyd Hart (855-450-0442)
17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$566,8802 Days on yellowkey MLS ID: G5115376
0 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,125,0001 Day on yellowkey MLS ID: O6426648
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
Remarks: Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Drew Belani (407-203-9441)
15367 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$925,0001 Day on yellowkey MLS ID: O6426934
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3002 Built: 2017Monthly Fee: $425 Tax: $10,788 (2025)Community: Hamlin ReserveSpa: NoSingle Family
Taxes:$10,788
Elementary School: Keene Crossing Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to this exceptional model home in the highly sought-after Hamlin Reserve, one of Winter Garden’s premier communities. Perfectly positioned on a desirable corner homesite, this beautifully designed two-story residence offers the ideal combination of luxury, functionality, and lifestyle. One of the home’s most valuable features is the private detached apartment above the two-car garage, complete with its own full bathroom. This versatile space is perfect as an in-law suite, private guest quarters, home office, fitness studio, or an ideal retreat for extended family and visitors—allowing everyone to enjoy their own space while preserving the privacy of the main residence. Inside the main home, you’ll find elegant hardwood flooring throughout the main living areas, custom built-in cabinetry in the family room, and a luxurious primary suite designed for comfort and relaxation. The chef-inspired kitchen showcases 42” painted linen upper cabinetry with espresso maple lower cabinets, an oversized quartz island with pendant lighting, designer tile backsplash, quartz countertops, and premium stainless steel gas appliances, creating the perfect space for everyday living and entertaining. Step outside to your private backyard oasis featuring a covered lanai, fenced yard, and sparkling pool—ideal for enjoying Florida’s year-round outdoor lifestyle. Residents of Hamlin Reserve enjoy outstanding community amenities including a private clubhouse, resort-style pool, walking trails, parks, open green spaces, and a dog park. Located in the heart of Winter Garden, consistently recognized as one of the most desirable places to live in the Orlando area, this home offers access to top-rated schools, exceptional restaurants, shopping, entertainment, and the vibrant Hamlin Town Center. Just minutes from Walt Disney World, major highways, and Orlando’s world-class attractions, this location offers the perfect balance of convenience, recreation, and community living. This is more than a home—it’s a lifestyle opportunity. Schedule your private showing today.
Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENT (407-217-7573)
Listing Agent: Oscar Rodriguez (321-297-7264)
15068 LEBEAU LOOP, WINTER GARDEN, FL 34787
$659,0001 Day on yellowkey MLS ID: O6424514
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3266 Built: 2022Monthly Fee: $101 Tax: $10,150 (2025)Community: Winding Bay Ph 3Single Family
Taxes:$10,150
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: A RARE FIND IN THE HIGHLY DESIRABLE WINDING BAY COMMUNITY! This beautifully designed home offers the perfect blend of comfort, flexibility, and income potential. One of its most impressive features is the FULLY EQUIPPED PRIVATE ONE-BEDROOM APARTMENT ABOVE THE GARAGE with its own private entrance, spacious living room, full kitchen, private bedroom, walk-in closet, laundry area, and full bathroom. The apartment is CURRENTLY TENANT-OCCUPIED, providing immediate rental income for the next owner while also offering incredible flexibility as a guest suite, multigenerational living space, or a completely private home office. The main residence features 4 spacious bedrooms and 2.5 bathrooms, with the PRIMARY SUITE CONVENIENTLY LOCATED ON THE FIRST FLOOR, offering comfort and privacy. The open-concept floor plan showcases elegant tile flooring throughout the main living areas, premium carpeting upstairs, 8-foot interior doors, upgraded lighting, and abundant natural light that creates a warm and inviting atmosphere. A standout architectural feature is the CHARMING SECOND-FLOOR FRONT PORCH, the perfect place to enjoy your morning coffee, unwind in the evenings, or simply relax while taking in the peaceful neighborhood views. Residents of Winding Bay enjoy resort-style amenities, including a community pool, splash pad, playground, and dog park, all with a low HOA fee. Ideally located just minutes from SR-429, approximately 10 minutes from Walt Disney World, and close to Horizon West Town Center, shopping, dining, and Orlando International Airport, this home is also zoned for highly rated schools. Whether you're looking for a primary residence with built-in rental income, a home designed for multigenerational living, or the convenience of a private apartment for guests or a dedicated workspace, this exceptional property truly offers the best of Central Florida living.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
15130 OVATION DR, WINTER GARDEN, FL 34787
$821,00050 Days on yellowkey MLS ID: O6413647
REDUCED by $19,000 (2.3%) on 07/23/2026
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4688 Built: 2009Monthly Fee: $167 Tax: $6,472 (2025)Community: Belle Meade Ph 02 HSpa: YesSingle Family
Taxes:$6,472
Remarks: Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
16012 MICELLI DR, WINTER GARDEN, FL 34787
$599,000164 Days on yellowkey MLS ID: TB8472370
REDUCED by $85,000 (12.4%) on 07/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 2021Monthly Fee: $101 Tax: $7,755 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,755
Tax Year: 2024
Remarks: Welcome to this beautifully designed 2021-built 4-bedroom, 3-bathroom plus a bonus room corner-lot home offering space, style, and convenience all in one. From the moment you step inside, you’ll notice the high ceilings, large windows, and abundant natural light that enhance the home’s open and airy feel. The open-concept layout is perfect for modern living, with a spacious kitchen featuring modern appliances, ample counter space, and seamless flow into the living and dining areas — ideal for both everyday life and entertaining. Step outside to a paved backyard retreat, providing a low-maintenance outdoor space perfect for relaxing or gathering with guests. The rear-facing garage adds curb appeal while keeping the front exterior clean and welcoming. Situated on a desirable corner lot, this newer home offers the added benefit of HOA-maintained landscaping, giving you more time to enjoy the community amenities — including a community pool — while keeping monthly costs reasonable in this low-HOA neighborhood. Also included are solar panels, offering energy efficiency and potential long-term savings. Located approximately 3.4 miles (just minutes away) from the world-famous Walt Disney World Resort area, this home combines comfort, efficiency, and an unbeatable Central Florida location close to major attractions, shopping, dining, and entertainment. The area is served by well-rated schools, many graded 7+ out of 10. Don’t miss the opportunity to own a move-in ready, newer-construction home with space, efficiency, and convenience all wrapped into one!
Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)
Listing Agent: Erica Burgos (813-330-8174)
9572 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787
$859,9002 Days on yellowkey MLS ID: O6426624
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2840 Built: 2018Monthly Fee: $245 Tax: $9,486 (2025)Community: Waterleigh Ph 2BSpa: YesSingle Family
Taxes:$9,486
Elementary School: Panther Lake Elementary
Remarks: Welcome to 9572 Waterway Passage in the highly sought-after community of Winter Garden! This beautifully upgraded D.R. Horton Cresswell floor plan offers the perfect blend of modern style, comfort, and energy efficiency. From the moment you arrive, you'll appreciate the thoughtful enhancements that make this home truly stand out. Inside, laminate flooring flows seamlessly throughout the home, creating a clean, cohesive look with easy maintenance. A stunning geometric accent wall adds a designer touch to the loft and staircase, making a striking first impression. The spacious primary suite has been transformed into a luxurious retreat with a fully customized walk-in closet and a beautifully updated en suite bathroom. The guest bathroom has also been tastefully renovated with contemporary finishes. Step outside to your own private backyard oasis. Enjoy Florida living year-round with a sparkling pool and spa, a fully equipped outdoor kitchen, and built-in Bluetooth speakers—perfect for entertaining family and friends. Privacy bushes and low-maintenance artificial turf create a lush, secluded setting, while permanent exterior lighting enhances both curb appeal and year-round ambiance. Additional highlights include owned solar panels that help improve energy efficiency and reduce utility costs, making this home as practical as it is beautiful. Every detail has been carefully curated, offering move-in-ready luxury in one of Winter Garden's most desirable locations. Don't miss the opportunity to make this exceptional home your own!
Listing is courtesy of: FLORIDA REAL ESTATE & LAND CO. (407-425-3553)
Listing Agent: Temika Kindred (321-278-4720)
217 W BAY ST, WINTER GARDEN, FL 34787
$1,349,00075 Days on yellowkey MLS ID: S5149527
REDUCED by $46,000 (3.3%) on 07/21/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2800 Built: 2025 Tax: $5,958 (2025)Community: Cooper & Sewell AddSingle Family
Taxes:$5,958
Remarks: Stunning family home with an option to purchase the fully renovated 3 bed, 2 bath home next door - perfect for inlaws home, investment property, or just extra family space (call agent for details)!! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$2,075,00097 Days on yellowkey MLS ID: O6400010
0 Days Off yellowkey (back on 7/22/2026)
REDUCED by $25,000 (1.2%) on 06/22/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016Monthly Fee: $431 Tax: $28,576 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$28,576
Remarks: Under contract-accepting backup offers. Award-Winning Toll Brothers Model Home on the Lake | Infinity Pool + Designer Estate Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Maranello model sites on a premium lakefront homesite and is designed for both elevated everyday living and effortless entertaining, the home showcases expansive open living areas, designer finishes, and seamless indoor-outdoor flow. Property Highlights & Amenities: * Seller pays $10,000.00 towards buyer's closing costs * Infinity pool with heated spa providing breathtaking water views * Large pocket sliders create a true open-air living experience, connecting the living and dining spaces with the pool, lanai, and lake * Private mother-in-law suite offering a comfortable and private retreat for guests or extended family, ideal for multi-generational living or a quiet home office * Chef’s kitchen with JennAir appliances designed for both everyday living and elevated entertaining * Top rated schools a bike ride from Independence Elementary School and Horizon High School * Outdoor living with a fully equipped kitchen, fireplace, fire pit and TV creating a complete outdoor living space perfect for hosting or relaxing year-round * Private balcony with expansive views of the Lake, pool and community * Butler’s kitchen providing additional prep space, storage, and functionality for seamless entertaining * Spacious loft with built-ins and workspace offering flexible space for work, study, or casual gathering * First-floor primary suite with spa-style bath and walk-in closet creating a private retreat with comfort and convenience on the main level * Professionally designed model home finishes throughout delivering a cohesive, high-end aesthetic in every space * Furnishings convey, presenting an opportunity to acquire the home’s professionally curated design elements. Enjoy access to Panther Lake’s resort-style community amenities, including a clubhouse with event space for private parties and receptions, fitness center, community pool, playground, walking trails, and a private dock with canoe/kayak storage—perfect for embracing the lakefront lifestyle. A rare opportunity to own a premier waterfront model home with resort-style amenities - this home delivers the perfect blend of privacy, luxury, and convenience. Schedule your private showing today.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$529,90076 Days on yellowkey MLS ID: O6405328
REDUCED by $15,000 (2.8%) on 07/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2517 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Elementary School: Tildenville Elem
Remarks: Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claire Sims, Llc (203-767-8109)
14779 MCCLANE RD, WINTER GARDEN, FL 34787
$899,0005 Days on yellowkey MLS ID: O6426346
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3118 Built: 2018Monthly Fee: $212 Tax: $10,367 (2025)Community: Oxford ChaseSingle Family
Taxes:$10,367
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Virtually Staged. Welcome to 14779 McClane Road! Set behind the gates of Oxford Chase, this one of a kind Mattamy home stands apart from anything else in the community. Five bedrooms, four baths, and 3,118 square feet of genuinely upgraded living on a lot that simply cannot be replicated. At the heart of it is a custom designed kitchen any chef would love to call their own. A dramatic waterfall edge stone island seats four beneath designer glass pendants, surrounded by crisp white cabinetry, a deep stainless farmhouse apron sink, a gas cooktop beneath a vented stainless chimney hood, and a full stainless double wall oven. It opens directly into the great room and flows to a formal dining room crowned by a tray ceiling, bay window, and cascading crystal chandelier. Large stone look tile runs continuously through every common area with no transitions and no compromises. The attention to detail carries throughout. Every bathroom features tile taken floor to ceiling in the shower surrounds, accented by a custom glass mosaic inlay band. The first floor primary offers privacy and generous proportions, while a main floor laundry room adds a deep storage closet, the kind of everyday storage that makes a home genuinely functional. Upstairs is where this floor plan gets extremely special. A spacious loft paired with its own full bathroom creates a genuine second living quarters, not a bonus room with a powder bath down the hall. Aging parents get real independence. Young adults returning home get privacy and dignity. An au pair, a long term guest, or a live in caregiver has a complete suite of their own. It is the kind of true multi generational layout families search for and rarely find. An oversized 3 car garage with an extra deep bay handles the vehicles, the workshop, and everything in between. Step outside and the setting speaks for itself. An oversized covered lanai opens onto a wide, open lawn with no rear neighbors and no homes across the way. The protected retention area means that openness is permanent, not a temporary view waiting to be built out. The yard is already pre wired for a pool, so your private resort is ready whenever you are. A walking trail sits just a short stroll from your door. And nearly every night, you can finish dinner on the lanai and watch Disney's fireworks light up the sky, visible from multiple vantage points throughout the home. The location may be the quietest luxury of all. SunRidge Elementary and SunRidge Middle are an easy walk from your front door. AdventHealth Winter Garden sits roughly five minutes away. Minutes in the other direction, the new $31 million Tucker Ranch wellness complex is bringing a teaching farm, botanical gardens, retreat center, and fitness trail system, joining the existing 200 acre nature preserve on Johns Lake with its kayak launch and miles of trails. Plant Street's restaurants and award winning Farmers Market, Winter Garden Village, and quick access to the 429 are all close at hand, with Orlando International Airport about 30 minutes out. Homes in Oxford Chase rarely come available, and lots like this one almost never do. Seller offering a $1,000 paint allowance and a $500 cleaning allowance to buyer at closing. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ryan Persaud (646-404-3085)
15537 MANGO ISLE ST, WINTER GARDEN, FL 34787
$690,00057 Days on yellowkey MLS ID: S5150619
REDUCED by $21,000 (3.0%) on 07/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $267 Tax: $10,430 (2025)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$10,430
Remarks: Welcome to 15537 Mango Isle Street, where modern comfort meets the award-winning lifestyle of Waterleigh in Horizon West. Built in 2021 and impeccably maintained, this spacious 4-bedroom, 3-bath residence offers nearly 2,910 square feet of thoughtfully designed living space filled with natural light. From the moment you enter, you'll appreciate the open-concept layout, elegant finishes, and seamless flow designed for both everyday living and effortless entertaining. The heart of the home is the expansive kitchen featuring a large center island, abundant cabinetry, and direct views of the dining and family rooms, creating the perfect gathering space for family and friends. A first-floor bedroom and full bath provide flexibility for guests, multigenerational living, or a private home office. Upstairs, a generous loft offers endless possibilities as a media room, playroom, fitness area, or second living space. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer comfort and privacy for everyone. Step outside to enjoy the covered lanai and spacious backyard, ideal for outdoor dining, entertaining, or simply enjoying Florida's beautiful weather year-round. Living in Waterleigh means more than owning a home—it's a lifestyle. Residents enjoy multiple resort-style pools, clubhouses, fitness centers, playgrounds, walking trails, dog parks, scenic lakes, and community events throughout the year. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, FL-429, and Walt Disney World, this home offers the perfect balance of convenience, recreation, and luxury living. Experience why Waterleigh remains one of Central Florida's most sought-after communities!
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)
Listing Agent: Nigina Ikromi, Llc (321-370-9696)
13061 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$779,0008 Days on yellowkey MLS ID: O6423162
REDUCED by $20,500 (2.6%) on 07/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2993 Built: 2025Monthly Fee: $124 Tax: $9,772 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,772
Remarks: Better than new and move-in ready! Welcome to this beautifully maintained single-family home in the heart of Winter Garden, offering the perfect blend of modern style, thoughtful upgrades, and an unbeatable location just minutes from Disney, premier shopping, dining, and major roadways. Built recently, this home offers all the benefits of new construction without the wait or uncertainty of builder timelines. Step inside to discover a bright, open-concept floor plan featuring soaring ceilings, abundant natural light, luxury vinyl plank flooring throughout the main living areas, and premium upgraded carpet in the bedrooms and upstairs living spaces. The stunning kitchen is designed for both everyday living and entertaining, showcasing quartz countertops, upgraded appliances, a gas range, custom pantry organization, additional recessed lighting, and a spacious island overlooking the main living area. The first-floor primary suite provides a private retreat with custom-designed closets and the convenience of a laundry room that connects directly to the primary closet. Upstairs, you'll find a versatile loft, an additional flex space perfect for a home office, playroom, or media room, plus easy attic access from both the first and second floors for added storage. Outside, enjoy a fully fenced backyard offering privacy and room to relax, entertain, or play. Additional upgrades include a whole-home water softener system, upgraded blinds throughout, a spacious two-car garage, and numerous thoughtful builder enhancements that make this home truly stand out. Impeccably maintained and showing like a model home, this property is the perfect opportunity to enjoy a nearly new home in one of Central Florida's most desirable communities. Schedule your private showing today and experience everything this exceptional Winter Garden home has to offer!
Listing Agent: Carlos German (888-883-8509)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.