Location: Winter Garden , 34787
Do Not Show Listings
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,650,0007 Days on yellowkey MLS ID: N6144722
Bed: 3 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $17 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2025
Middle School: Windy Hill Middle
Remarks: Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Anthony Laporta (941-615-8474)
8807 EDEN COVE DR, WINTER GARDEN, FL 34787
$699,500141 Days on yellowkey MLS ID: G5107610
2 Days Off yellowkey (back on 6/20/2026)
REDUCED by $25,000 (3.5%) on 05/03/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3278 Built: 2015Monthly Fee: $342 Tax: $11,198 (2025)Community: Marina Bay At WaterlSingle Family
Taxes:$11,198
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. *Back on the market after upgrades* Designed for today’s lifestyle, this spacious residence offers over 3,200 square feet of thoughtfully designed living space — perfect for remote work, entertaining, and everyday comfort. With generous flex areas ideal for dual home offices and a first-floor bedroom with an adjacent full bath, the layout easily accommodates both multigenerational and growing families. New kitchen appliances including cool-to-touch (induction) range. Located on a mature tree-lined street in the highly sought-after Waterleigh community within Horizon West, you are steps away from scenic lakes, walking trails, and resort-style amenities, including multiple clubhouses with fitness centers, sparkling pools, miniature golf, sand volleyball courts, and even a fishing pier. Low HOA fees also include lawn care for added convenience and peace of mind. Enjoy the convenience of walking to supermarkets, banking, and dining at Waterleigh Village. Horizon West is one of West Orange County’s fastest-growing master-planned communities, offering new shopping centers, restaurants, and highly rated local schools. Schedule your private showing today or watch a virtual tour! Photos taken with staging furniture.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Robert Tau (407-655-2003)
7405 DUXBURY LN, WINTER GARDEN, FL 34787
$440,00039 Days on yellowkey MLS ID: O6408343
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2018Monthly Fee: $396 Tax: $6,325 (2025)Community: Lakeview Pointe/Horizon West PTownhouse
Taxes:$6,325
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Fresh updates and a prime Horizon West location make this well-maintained townhome in Lakeview Pointe a standout! Recent improvements include a FRESHLY PAINTED FRONT DOOR (2026), FRESH INTERIOR PAINT on the main floor and upstairs hallway (2025), beautifully UPDATED BATHROOMS (2025), NEW REFRIGERATOR (2025), CUSTOM LEVOLOR BLINDS (2025), REFRESHED LANDSCAPING (2025), professionally CLEANED & SEALED PAVERS (2025), upgraded outlet covers and door handles (2024), EXTERIOR PAINT (2024), and a NEWER A/C (2024). Offering 3 bedrooms (2 are en-suites!), 3 full baths (updated!), and a rear-facing 2-car garage, this thoughtfully designed floor plan features a MAIN FLOOR BEDROOM & FULL BATH – ideal for guests, multi-generational living, or a home office. High ceilings and tile flooring throughout the main living areas create a bright, open feel, while the stylish kitchen is sure to impress with STAINLESS STEEL APPLIANCES, granite countertops, a TILED BACKSPLASH, pantry storage, upgraded pendant and recessed lighting, breakfast bar seating, and a seamless flow into the living and dining spaces. The living area has access to your private vinyl-fenced COURTYARD PATIO, the perfect low-maintenance outdoor retreat. Upstairs, both bedrooms feature private en-suite baths, including a spacious PRIMARY SUITE where you can enjoy POND & TREE-LINE VIEWS – and even catch DISNEY FIREWORKS from your window. A convenient second-floor laundry area adds everyday ease. Located in the highly desirable Lakeview Pointe community of Horizon West, residents enjoy access to a COMMUNITY POOL, splash pad, playground, fitness center, and excellent connectivity to neighboring communities. Zoned for TOP-RATED SCHOOLS and just minutes from Disney parks, world-class golf, shopping, dining, attractions, resort areas, SR 429, and the Florida Turnpike, this home offers the perfect combination of convenience and low-maintenance living. Whether you are looking for a primary residence or a lock-and-leave lifestyle, this beautifully updated townhome checks all the right boxes. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$799,90013 Days on yellowkey MLS ID: O6408908
INCREASED by $900 (0.1%) on 06/17/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Taxes:$0
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$473,00031 Days on yellowkey MLS ID: O6410109
REDUCED by $7,000 (1.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 1988 Tax: $1,952 (2025)Community: Magnolia Wood Fifth AddSpa: NoSingle Family
Taxes:$1,952
Elementary School: None
High School: None
Middle School: None
Remarks: Ideally located in Winter Garden's Magnolia Wood neighborhood, this single-story block-and-stucco home offers quick access to the SR-429 entrance for an easy commute, with historic Downtown Winter Garden and the West Orange Trail — and its shops, dining, and miles of paved path — within close reach. Set on a landscaped 0.32-acre lot, the home features 3 bedrooms, 2 baths, and 2,187 heated square feet of comfortable living space. Inside, the popular split floor plan places the primary bedroom on the main floor, while vaulted ceilings and an open layout create a bright, airy feel throughout. A wood-burning masonry fireplace anchors the family room, and a Florida room adds flexible space to enjoy year-round. Outdoor living is easy here, with a screened front porch overlooking the garden and a private backyard featuring a workshop and shed, plus an attached 20x24 two-car garage. Situated in Orange County with low annual taxes of approximately $1,952 and in low-risk Flood Zone X, this property also allows leasing with a one-month minimum and no association approval required — offering flexibility for owners and investors alike. Schedule your showing today.
Listing is courtesy of: FLA REAL ESTATE SERVICES (321-436-4911)
Listing Agent: John Tilton (407-955-2759)
217 W BAY ST, WINTER GARDEN, FL 34787
$1,395,00045 Days on yellowkey MLS ID: S5149527
REDUCED by $55,000 (3.8%) on 06/15/2026
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: LOCATION, LOCATION, LOCATION! 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)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$499,00062 Days on yellowkey MLS ID: TB8500322
REDUCED by $40,000 (7.4%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!
Listing Agent: Freddy Escobar (352-217-7815)
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,100,0004 Days on yellowkey MLS ID: O6418541
Bed: 7 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3938 Built: 2022Monthly Fee: $160 Tax: $11,662 (2025)Community: Lakeside/Hamlin 60Spa: NoSingle Family
Taxes:$11,662
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
13086 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$849,0007 Days on yellowkey MLS ID: O6415942
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2835 Built: 2025Monthly Fee: $140 Tax: $2,829 (2025)Community: Harvest/OvationSingle Family
Taxes:$2,829
Elementary School: Water Spring Elementary
Remarks: Heavily upgraded RockWell Faulkner in Harvest at Ovation with rare upstairs primary suite featuring a covered balcony and peaceful water view. East-facing front means soft morning light out front and sunset views from the balcony every evening. 5 bed, 3.5 bath, open-concept main level, gourmet kitchen, and 2-car attached garage. Zoned for top-rated Water Spring schools and Horizon High, just minutes to Disney and Horizon West dining.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Suheil Albaree (407-426-4266)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00023 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$610,00026 Days on yellowkey MLS ID: O6411495
REDUCED by $20,000 (3.2%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2025Monthly Fee: $229 Tax: $1,614 (2025)Community: Harvest/Ovation Ph 2Single Family
Taxes:$1,614
Remarks: Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$515,00040 Days on yellowkey MLS ID: O6407943
REDUCED by $14,000 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
Remarks: Virtually Staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14511 ISLEVIEW DR, WINTER GARDEN, FL 34787
$3,330,00055 Days on yellowkey MLS ID: O6403188
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5290 Built: 2001Monthly Fee: $300 Tax: $32,571 (2025)Community: Isles Lake HancockSingle Family
Taxes:$32,571
Remarks: Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.
Listing Agent: Fernanda Negromonte (407-592-1744)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$675,00083 Days on yellowkey MLS ID: O6395287
REDUCED by $14,999 (2.2%) on 06/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Elementary School: Lake Whitney Elem
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,139,000103 Days on yellowkey MLS ID: O6389100
REDUCED by $11,000 (1.0%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Remarks: Virtually Staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$535,000120 Days on yellowkey MLS ID: O6384246
REDUCED by $25,000 (4.5%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Tax Year: 2024
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
1156 CIVITAS WAY, WINTER GARDEN, FL 34787
$1,249,000118 Days on yellowkey MLS ID: O6385496
REDUCED by $19,000 (1.5%) on 06/02/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2710 Built: 2022Monthly Fee: $208 Tax: $11,208 (2024)Community: Oakland Parkb-1Single Family
Taxes:$11,208
Remarks: Prive Improvement!! Experience luxury in this immaculate 2022 custom RCB home, featuring high-end upgrades and a versatile floor plan. The main-level flex suite with a massive closet is perfect as an office, 4th bedroom, or playroom. The living area features a dramatic two-story fireplace and open staircase flowing into a chef’s kitchen with upgraded GE Cafe Appliances. The oversized 3-car garage includes a dedicated, climate-controlled room for a gym or studio. The expansive backyard is a future oasis with a custom pool design already completed and ready to build. Barely lived in and thoughtfully designed, this home combines sophisticated design with unmatched adaptability. Located near the scenic West Orange Trail and minutes from historic downtown Winter Garden's acclaimed restaurants, boutique shops, and cultural venues, this home offers the perfect balance of serene outdoor living and convenient community access. The neighborhood is known for its resort-style amenities, including community pools and walking trails, plus easy access to the 429 and Florida Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$580,000139 Days on yellowkey MLS ID: O6379203
REDUCED by $19,900 (3.3%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Remarks: Virtually Staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$749,500113 Days on yellowkey MLS ID: O6386488
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $5,500 (0.7%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,669
Remarks: Under contract-accepting backup offers. BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features CUSTOM WOOD SHELVING in the pantry, replacing the original wire shelving to provide enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. This home has also recently received BRAND NEW EXTERIOR PAINT on the entire property, making it truly look and feel like a brand-new home. Additional exterior upgrades include updated carriage lights and freshly painted metal garage door trim, enhancing the home’s curb appeal even further. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald’s, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$649,9005 Days on yellowkey MLS ID: O6417701
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2017Monthly Fee: $342 Tax: $6,366 (2025)Community: Waterleigh Ph 1CSpa: NoSingle Family
Taxes:$6,366
Remarks: Welcome to your private oasis in the highly desirable community of Waterleigh! This rare gem stands out as one of the few homes in the neighborhood to feature its very own private, heated saltwater pool, complete with a spacious covered patio, an impressive newly screened lanai, and the ultimate privacy of no rear neighbors. Boasting one of the most sought-after single-story designs, this open and light-filled home welcomes you with sophisticated new wainscoting architectural details and brand-new, upgraded flooring throughout all four bedrooms. The heart of the home is an incredible gourmet kitchen featuring a massive quartz island illuminated by high-end glass pendant lighting, premium appliances, custom cabinetry, and a stunning backsplash that flows seamlessly into the spacious living and dining areas. Unwind in a luxurious primary suite showcasing elegant tray ceilings and a grand walk-in closet outfitted with a brand-new custom organization system. The upgraded primary bath offers a spa-like experience with granite counters, double sinks, a large shower, and an oversized soaking tub. Every detail has been meticulously enhanced, including a fully renovated laundry room, a pristine epoxy-finished garage floor, sealed and cleaned outdoor pavers, and a freshly repainted exterior. The home is also equipped with permanent outdoor Govee smart lights, allowing you to easily customize your exterior illumination for holidays or everyday ambiance. Located just 15 minutes from Walt Disney World, you can even enjoy the magic of the nightly Disney fireworks right from your own home. Waterleigh offers an unmatched, low-maintenance resort lifestyle where the HOA includes all lawn care, giving you more time to enjoy the two community clubhouses, resort pools, fitness centers, garden, mini-golf, volleyball, and scenic lake viewing docks. Schedule your tour today to experience this highly upgraded, move-in-ready masterpiece!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Stephanie Nelson (321-536-0729)
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