Location: Winter Garden
Do Not Show Listings
13019 SERENE GLADE RD, WINTER GARDEN, FL 34787
$549,99042 Days on yellowkey MLS ID: G5113698
REDUCED by $20,000 (3.5%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2026Monthly Fee: $121Community: Serenade At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5320 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$695,9909 Days on yellowkey MLS ID: O6424081
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3366 Built: 2024Monthly Fee: $176 Tax: $10,233 (2025)Community: Lakeside/HamlinSingle Family
Taxes:$10,233
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Welcome to Hamlin Reserve in the heart of Horizon West! Built in 2024, this beautifully designed two-story home offers 5 bedrooms, 3 full bathrooms, 1 half bathroom, and over 3,300 square feet of thoughtfully designed living space. Step inside to a bright and inviting open-concept floor plan filled with natural light. The spacious kitchen seamlessly connects to the dining and living areas, creating the perfect space for everyday living, entertaining, and making lasting memories with family and friends. The first floor features the private primary suite, complete with its own en-suite bathroom, offering comfort and convenience. A separate half bathroom on the main level provides additional functionality for guests and entertaining. Upstairs, three additional bedrooms and a full bathroom provide plenty of space for family, guests, a home office, or a flexible living arrangement. Adding exceptional versatility to the home, the private in-law suite above the 2-car garage offers a separate living area complete with its own living room, kitchen, bedroom, and full bathroom. This independent space is ideal for extended family, guests, a private retreat, or additional accommodations. The home is equipped with solar panels, providing enhanced energy efficiency and helping reduce monthly electricity costs. Ideally located just minutes from Hamlin Town Center, residents enjoy easy access to shopping, dining, entertainment, parks, scenic lakes, walking trails, and top-rated schools. The home also offers convenient access to SR-429, Walt Disney World, and historic downtown Winter Garden. Combining modern design, flexible living spaces, energy-efficient features, and a prime Horizon West location, this exceptional Hamlin Reserve home offers a wonderful opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Juliana Garcia Moraes (407-721-2442)
1642 CHANDELLE LN, WINTER GARDEN, FL 34787
$689,90023 Days on yellowkey MLS ID: G5114093
REDUCED by $20,000 (2.8%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2918 Built: 2006Monthly Fee: $167 Tax: $8,474 (2025)Community: Belle Meade-Ph I B D & GSpa: NoSingle Family
Taxes:$8,474
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-story home in the highly sought-after gated community of Belle Meade — zoned for Whispering Oak Elementary (10/10 GreatSchools rating, top 5% of all schools in Florida), SunRidge Middle, and West Orange High School. With 2,918 square feet of thoughtfully designed living space, a 3-car garage, and a fenced corner lot spanning 0.27 acres, this home offers the space, privacy, and top-tier school access today's families are searching for. Major systems have already been taken care of for you — enjoy true peace of mind with a brand new roof (February 2024), backed by a CertainTeed SureStart warranty that's fully transferable to the new owner, and a brand new Trane 5-ton AC system (2025) with a 10-year warranty through 2035. No surprise repairs, no looming replacements — just move in and relax. Inside, soaring cathedral and vaulted ceilings, tray ceilings, crown molding, and wood flooring create an elegant, open feel throughout. A separate laundry room adds everyday convenience, and the fifth bedroom functions as a versatile den/utility space — ideal for a home office, playroom, or guest suite. The primary suite is a true retreat, featuring dual walk-in closets, dual vanities, a spa-style soaking tub, a separate standing shower, and a private water closet. Step outside to your fully screened and covered patio — perfect for entertaining or simply enjoying Florida's year-round sunshine, rain or shine — overlooking the private, fenced backyard. Belle Meade is a secure, gated community known for its lush landscaping, sidewalks, welcoming neighbors, and an on-site dog park. You're just minutes from Winter Garden Village at Fowler Groves — Central Florida's premier outdoor shopping and dining destination — and a short drive from historic Downtown Winter Garden's Plant Street, home to the award-winning Saturday Farmers Market, Crooked Can Brewing Company, and some of the area's best restaurants. Lake Apopka and several highly rated golf courses, including West Orange Country Club and Orange County National Golf Center (home to PGA Tour and LIV Golf events), are also just minutes away. Commuters and theme park lovers alike will appreciate the unbeatable location: Walt Disney World is approximately 15–25 minutes away via SR 429, with Universal Studios and SeaWorld each roughly 20–30 minutes via the Florida Turnpike. Downtown Orlando is approximately 20–25 minutes away via SR 408 or SR 50, and Orlando International Airport is about 30–35 minutes via the Turnpike. This is a rare opportunity to own a move-in ready home with major systems already updated, zoned for one of Florida's top-rated elementary schools, in one of Winter Garden's most desirable gated communities. Schedule your private showing today!
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Nikhil Vashist (352-901-3786)
14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$484,90022 Days on yellowkey MLS ID: O6421797
REDUCED by $8,000 (1.6%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 2012Monthly Fee: $242 Tax: $8,151 (2025)Community: Summerlake Pd Ph 01BSpa: NoSingle Family
Taxes:$8,151
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. This 3-bedroom, 2-bathroom home features open concept design that connects the main spaces into one flowing layout. The primary suite is located upstairs, and a loft bonus room provides flexible space for a home office or guest retreat. The property combines practical design with convenient access to shopping, dining, and recreation throughout the Winter Garden area. The gourmet kitchen showcases stainless steel appliances and a custom tile backsplash, with solid surface countertops providing durable workspace. Luxury vinyl plank flooring runs through the formal dining area and open-concept great room, while ceramic tile anchors the foyer entryway and kitchen. The primary bedroom features carpet, as do the upstairs bedrooms, loft area, and second floor hallway. Sliding glass patio doors open the interior spaces to outdoor areas, bringing in natural light and creating visual connection to the exterior. The primary bathroom includes dual sinks for convenience, with ceramic tile flooring throughout. A laundry room with storage keeps essentials organized and accessible. The covered lanai extends outdoor enjoyment with shade and shelter, while the fenced backyard provides privacy and security. A covered front porch welcomes visitors at the entry. The architectural shingle roof protects the home, and a smart thermostat manages energy efficiency. The secluded patio offers a quiet retreat, and on clear evenings, you can catch distant Disney fireworks from the property. The community resort-style pool provides year-round recreation and social opportunities for residents. Hamlin Town Center shopping is nearby for everyday needs, while Horizon West Town Center offers expanded retail and dining options. Cinepolis Luxury Cinemas and Publix Super Market are within convenient reach. Golf enthusiasts will appreciate proximity to Orange County National Golf Center. Contact us to schedule a showing and explore this home's location and lifestyle benefits. Seller will entrain offers 5 days after list date.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$549,90071 Days on yellowkey MLS ID: O6408082
REDUCED by $15,100 (2.7%) on 07/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Monthly Fee: $253 Tax: $8,397 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,397
Remarks: Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
11031 JACKSON CV, WINTER GARDEN, FL 34787
$715,0008 Days on yellowkey MLS ID: O6425544
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $300 Tax: $10,935 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,935
Remarks: Virtually Staged. Experience the highly sought-after KENTON FLOOR PLAN in the award-winning WATERLEIGH community, just MINUTES FROM DISNEY! Ideally situated on a QUIET CUL-DE-SAC with NO THROUGH TRAFFIC, this beautifully upgraded 4 BEDROOM, 3 BATHROOM home offers WOOD-LOOK TILE throughout the main living areas and LUXURY VINYL PLANK upstairs. Enjoy the unique opportunity to WATCH ROCKET LAUNCHES from your own backyard. A welcoming foyer with TRAY CEILING opens to a versatile FLEX ROOM, perfect for a home office or formal dining room. The OPEN-CONCEPT design centers around a stunning GOURMET KITCHEN featuring 42" UPGRADED SHAKER CABINETS WITH CROWN MOLDING, QUARTZ COUNTERTOPS, UPGRADED TILE BACKSPLASH, 7' ISLAND, STAINLESS STEEL APPLIANCES, VENT HOOD, WALL OVEN & MICROWAVE COMBO, 5-BURNER COOKTOP, OVERSIZED SINGLE-BASIN SINK, WALK-IN PANTRY, plus a built-in COFFEE BAR/DROP ZONE. The spacious family room overlooks the covered lanai and backyard. A FIRST-FLOOR BEDROOM & FULL BATH provide the perfect guest or multigenerational suite. Upstairs, the PRIMARY SUITE features a TRAY CEILING, spa-inspired bath with GARDEN TUB, GLASS-ENCLOSED SHOWER, DUAL QUARTZ VANITIES, and an OVERSIZED WALK-IN CLOSET. A large LOFT offers the perfect space for a media room or playroom. Bedrooms 3 and 4 share a bath with DOUBLE SINKS, while the oversized laundry room includes a UTILITY SINK, WASHER & DRYER. Additional upgrades include BLOCK-ON-BLOCK CONSTRUCTION, WHOLE-HOUSE WATER FILTRATION, REVERSE OSMOSIS SYSTEM, UPGRADED LIGHTING & FANS, VIDEO DOORBELL, LOW-E DOUBLE-PANE WINDOWS, R-30 INSULATION, and RECLAIMED WATER IRRIGATION for outstanding energy efficiency. Enjoy MAINTENANCE-FREE LIVING with lawn care included and access to 4 RESORT-STYLE POOLS, 3 CLUBHOUSES, FITNESS CENTERS, TENNIS COURTS, FISHING PIER, PLAYGROUNDS, PARKS, WALKING TRAILS, and more. WATER SPRING ELEMENTARY and WATER SPRING MIDDLE SCHOOL are just a SHORT WALK AWAY, making everyday routines incredibly convenient. Zoned for HORIZON HIGH SCHOOL and ideally located near shopping, dining, Disney, and with easy access to 429, 417 & 408, this home offers the perfect blend of luxury, convenience, and lifestyle.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$443,00062 Days on yellowkey MLS ID: O6410109
REDUCED by $20,000 (4.3%) on 07/17/2026
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
Remarks: Just minutes from downtown Winter Garden's Plant Street district, this Magnolia Wood home puts the Saturday farmers market, the local brewery and restaurant scene, the downtown splash pad, and direct access to the 22-mile West Orange Trail all within easy reach — with quick SR-429 access for an easy commute. And because there's no HOA, there are no monthly dues, no rental restrictions (one-month minimum lease, no association approval required), and no association rules limiting your boat, trailer, or toys — savings and flexibility that can add up to thousands per year compared to many nearby communities. Set on a landscaped 0.32-acre lot, this single-story block-and-stucco home offers 3 bedrooms, 2 baths, and 2,187 heated square feet. The split floor plan places the primary suite on the main floor, while vaulted ceilings and an open layout keep it bright and airy. A wood-burning masonry fireplace anchors the family room, a Florida room adds flexible year-round space, and outside you'll find a screened front porch, a private backyard with workshop and shed, and an attached 20x24 two-car garage. Low annual taxes (approx. $1,952) and low-risk Flood Zone X. Flexible for owner-occupants 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)
15411 GILLIGAN CT, WINTER GARDEN, FL 34787
$559,90030 Days on yellowkey MLS ID: O6418437
REDUCED by $10,000 (1.8%) on 07/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2021Monthly Fee: $104 Tax: $6,721 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$6,721
Remarks: Welcome to 15411 Gilligan Court, a beautifully maintained 2021 home in the sought-after Winding Bay community of Winter Garden! Offering 4 bedrooms, 2.5 bathrooms, and nearly 2,200 square feet of thoughtfully designed living space, this home packs an incredible amount of functionality and flexibility into its footprint. One of the most desirable features is the first-floor bedroom, making it a great option for guests, a private home office, gym, playroom, or flex space to suit your needs. Upstairs, you'll find the primary suite and remaining bedrooms conveniently located together, along with a versatile loft that can be used as a second living area, media room, homework station, or play space. The upgraded kitchen is the heart of the home, featuring modern finishes, ample cabinet space, and an open-concept layout perfect for everyday living and entertaining. Throughout the home you'll find tile and waterproof wood laminate flooring, with **no carpet anywhere**, creating a clean, cohesive look that is both stylish and easy to maintain. Step outside to enjoy the screened-in lanai and extended paver patio, creating additional outdoor living space perfect for relaxing, grilling, or entertaining friends and family. Located in one of Horizon West's fastest-growing areas, Winding Bay offers convenient access to Flamingo Crossings, Walt Disney World, major highways, shopping, dining, entertainment, and top-rated schools including Water Spring Elementary, Water Spring Middle, and Horizon High School. If you're looking for a newer home in an exceptional location that offers flexibility, low-maintenance living, and room for everyone, this one is a must-see!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Stephany Cornelius (407-304-7369)
6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$875,00053 Days on yellowkey MLS ID: O6412033
REDUCED by $75,000 (7.9%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3777 Built: 2016Monthly Fee: $195 Tax: $11,678 (2025)Community: Signature Lakes Ph 3B-4 3B-5 & 3Single Family
Taxes:$11,678
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Crystal Taylor (407-607-6585)
16044 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
$1,100,00022 Days on yellowkey MLS ID: O6419284
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3617 Built: 2016Monthly Fee: $235 Tax: $13,692 (2025)Community: Hickory Hammock Ph 1DSingle Family
Taxes:$13,692
Remarks: Welcome to this exceptional pool home in the highly sought-after gated community of Hickory Hammock in Winter Garden. Offering more than 3,600 square feet beautifully designed living space, this impressive five bedroom, four bathroom, 4 car garage residence blends timeless elegance with everyday functionality. From the moment you step inside, you'll be captivated by soaring ceilings, georgous formal dining space, elegant coffered and wainscoting details, custom built-ins, and an abundance of natural light. The open concept floor plan creates an effortless flow, making the home ideal for both intimate gatherings and grand entertaining. At the heart of the home, the gourmet kitchen overlooks the expansive living and dining areas, it features quartz counter tops, abundant cabinetry, generous prep space, and a layout designed for both entertaining and everyday living. A downstairs private home office offers a refined work from home setting, while the expansive upstairs loft is an entertainer's dream, complete with a projector and oversized movie screen, creating the perfect setting for cinematic experiences, game days, or a stylish media lounge. The luxurious primary suite serves as a peaceful retreat with a spacious walk-in closet and spa-inspired ensuite bath. Thoughtfully designed secondary bedrooms and bathrooms provide comfort and privacy for family and guests. Step outside to your own private outdoor oasis where a screened resort-style pool and covered lanai create the ultimate setting for year-round Florida living. Whether hosting guests or enjoying a quiet evening at home, this backyard is designed for relaxation and entertaining. Recent enhancements that showcase true pride of ownership, including a freshly repainted interior, whole home pressure washing, new landscape, and a professionally serviced and cleaned air conditioning system. Residents of the gated community of Hickory Hammock enjoy an exceptional lifestyle with resort-style amenities including a clubhouse, fitness center, community pool, playgrounds, dog park, scenic walking trails, fishing pier, and boat ramp access to the beauty of Johns Lake. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, top rated schools, shopping, dining, SR 429, Walt Disney World, and Orlando's world class attractions, this remarkable home offers the perfect balance of luxury, lifestyle, and convenience. Schedule your showing today!
Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)
Listing Agent: Kaitlin Sidders (407-797-2985)
14511 ISLEVIEW DR, WINTER GARDEN, FL 34787
$3,330,00086 Days on yellowkey MLS ID: O6403188
3 Days Off yellowkey (back on 7/20/2026)
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
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. 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 is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$850,00036 Days on yellowkey MLS ID: O6417386
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2993 Built: 2024Monthly Fee: $140 Tax: $9,934 (2025)Community: Harvest/OvationSpa: NoSingle Family
Taxes:$9,934
Remarks: Prepare to be impressed by this exceptional pool home in the highly sought-after Harvest at Ovation! Offering 4 bedrooms, with a 5th bedroom/office option, 3.5 bathrooms, and nearly 3,000 square feet of thoughtfully designed living space, this stunning two-story residence combines luxurious finishes with incredible indoor and outdoor living. Situated on a corner lot, the home immediately captivates with its beautiful exterior, split two-car garage, and charming front porch, along with a dedicated electric vehicle charger conveniently located in the garage. Inside, you’ll immediately notice the designer touches and high-end finishes throughout. The open-concept layout effortlessly connects the living room, dining area, and kitchen, creating a space that is equally suited for entertaining and everyday living. At the heart of the home, the gourmet kitchen features Samsung appliances, including a Smart Technology refrigerator, gas cooktop, range hood, and a modern tile backsplash. The inviting living room is enhanced by a custom accent wall and expansive three-panel sliding glass doors that fill the space with natural light. The first-floor primary suite is a true retreat, featuring a spa-inspired bathroom with dual vanities, a soaking tub, separate walk-in shower, and a custom walk-in closet. Upstairs features a spacious loft with a built-in desk and shelving, offering versatile additional living space. Two secondary bedrooms are also located on this level, including one with a private en suite bath. The backyard is nothing short of spectacular. A screened lanai overlooks the brand-new inground pool, paver patio, and fenced backyard, creating your own private oasis. Residents enjoy access to community amenities, including a pool and playground. Ideally located near shopping, dining, major highways, Downtown Orlando, Orlando International Airport, and just minutes from Walt Disney World, this remarkable home truly has it all.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: David Bollet (407-927-4595)
9606 WOODCRANE DR, WINTER GARDEN, FL 34787
$525,00063 Days on yellowkey MLS ID: O6410113
2 Days Off yellowkey (back on 7/20/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2101 Built: 2017Monthly Fee: $164 Tax: $5,079 (2025)Community: Watermark Ph 2BSingle Family
Taxes:$5,079
Elementary School: Panther Lake Elementary
Remarks: Under contract-accepting backup offers. Prime corner lot home in the highly sought-after Horizon West community of Watermark in Winter Garden with no front neighbors and peaceful water views. Ideally located just a short walk to the community amenity center and The Mark shopping center featuring Starbucks, New York Beer Project, 7-Eleven, Walgreens, dining, entertainment, and more. Enjoy nightly Disney fireworks views right from the front porch, living room or loft sofa. Conveniently located near State Road 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center, and Walt Disney World. This home offers the perfect blend of lifestyle, convenience, and location in the heart of Horizon West.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
46 W VINING ST, WINTER GARDEN, FL 34787
$544,90067 Days on yellowkey MLS ID: O6408720
REDUCED by $5,000 (0.9%) on 07/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1273 Built: 1938 Tax: $6,287 (2025)Community: Ellman ParkSingle Family
Taxes:$6,287
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Michael Mitchell, Jr (352-768-1712)
17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$485,00053 Days on yellowkey MLS ID: O6411409
REDUCED by $14,999 (3.0%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2017Monthly Fee: $215 Tax: $3,704 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$3,704
Remarks: Motivated sellers! Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$525,00071 Days on yellowkey MLS ID: O6407943
REDUCED by $4,000 (0.8%) 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. New Interior Paint!! New Roof being Installed!! Don't Wait!! 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)
15187 HARROWGATE WAY, WINTER GARDEN, FL 34787
$425,00099 Days on yellowkey MLS ID: TB8497081
REDUCED by $10,000 (2.3%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $46 Tax: $5,808 (2025)Community: Stone CrkSingle Family
Taxes:$5,808
Remarks: Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located near shops, restaurants, and the highly rated Elementary School is located inside the community with walking distance. Also, near Winter Garden village Mall, Stonybrook West Golf Club, Tucker Ranch Wellness Park (in construction) And easy acces to the Highway and Airport.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Maria Howard (410-422-3518)
9611 LOST CREEK DR, WINTER GARDEN, FL 34787
$745,000191 Days on yellowkey MLS ID: O6373845
REDUCED by $20,000 (2.6%) on 07/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $260 Tax: $11,300 (2025)Community: WaterleighSingle Family
Taxes:$11,300
Remarks: No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.
Listing is courtesy of: M2M REALTY (407-401-2275)
Listing Agent: Patricia Mendonca Garcia Cunha (321-333-1946)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$765,00021 Days on yellowkey MLS ID: S5152807
0 Days Off yellowkey (back on 7/10/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $8,428 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,428
Remarks: Finding nearly 4,000 sqft of beautifully UPDATED living space on an oversized CORNER LOT is increasingly rare. Add a full-width BALCONY overlooking the GOLF course, extensive RENOVATIONS throughout, and a backyard that extends well beyond the existing fence line, and this home immediately stands out. From the moment you step inside, you'll notice how effortlessly this unfurnished home flows. Whether you're looking for multiple living areas, a dedicated home office, fitness space, media room, or simply room to spread out, this flexible layout adapts to the way you live. At the heart of the home is the beautifully REMODELED KITCHEN, redesigned in 2022 with quartz countertops, an oversized island, abundant cabinetry, and a Samsung Bespoke appliance suite installed in 2024. It creates a natural gathering space before flowing seamlessly into the family room, where the fireplace provides a warm focal point for everyday living and entertaining. Luxury vinyl plank flooring runs throughout the home, while EVERY BATHROOM has been tastefully RENOVATED and FRESH interior PAINT gives the home a bright, contemporary, move-in-ready feel. Upstairs, the expansive LOFT has already been transformed into an impressive HOME CINEMA, complete with in-ceiling surround sound, dedicated audio equipment, a high-performance subwoofer, and discreet in-wall cable management. It also offers exceptional flexibility as an additional living area, games room, or creative workspace. One of the home's most distinctive features is the impressive full-width balcony spanning the rear of the property. Accessible from both the primary suite and the adjoining bedroom or office, it's the kind of OUTDOOR SPACE you'll genuinely use, whether that's enjoying your morning coffee overlooking the golf course, catching the evening breeze, or simply taking a quiet moment at the end of the day. Outside, the sense of space continues. The backyard feels like an extension of the home's living space, with a PRIVATE PUTTING GREEN, artificial turf, upgraded deck, patio lighting, and refreshed landscaping creating an inviting setting for relaxing or entertaining outdoors. The FENCED YARD provides a wonderful private outdoor space, but what many buyers won't immediately realise is that the property extends significantly beyond the current fence line, giving you even more usable land than first meets the eye. Combined with the generous side yard afforded by this oversized corner homesite, the amount of outdoor space is truly impressive. Equally valuable are the updates you may not immediately notice. Major improvements include a NEW ROOF (2022), high-efficiency HVAC system (2022), whole-home SOLAR system (2022), whole-home WATER SOFTENER and filtration system (2025), automatic irrigation system with timer, Alexa-compatible smart home features and an electric vehicle charging station. Set within the GUARD-GATED community of Stoneybrook West, residents enjoy championship golf, a WATERFRONT CLUBHOUSE overlooking Lake, resort-style pool, FITNESS center, TENNIS and BASKETBALL courts, playgrounds, PRIVATE BOAT RAMP with lake access, community boat storage, and 24-hour guarded security. Conveniently positioned near one of the community entrances, the home offers quick access to Winter Garden Village, shopping, dining, schools, and major roadways, combining exceptional convenience with one of Winter Garden's most sought-after lifestyles.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Zoe Attwood (407-516-9009)
15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787
$649,000142 Days on yellowkey MLS ID: O6386748
REDUCED by $10,000 (1.5%) on 07/07/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2834 Built: 2018Monthly Fee: $90 Tax: $6,526 (2025)Community: Summerlake GrvsSingle Family
Taxes:$6,526
Remarks: Virtually Staged. Live the golf course lifestyle in the highly desirable Summerlake Groves community at Orange County National Golf Center and Lodge in beautiful Winter Garden. This thoughtfully designed 2 story home offers 5 bedrooms and 3 bathrooms, with a bright open concept layout that makes everyday living and entertaining effortless. The spacious kitchen flows seamlessly into the living and dining areas, creating a welcoming space filled with natural light. One of the bedrooms has been transformed into an incredible custom style closet, offering the ultimate dream space for storage, organization, and style. Upstairs you will also find a versatile bonus room with its own private bathroom, making it ideal for a guest suite, media room, home office, or additional living space. Disney Firework visible from upstairs. Step outside to the covered lanai, the perfect place to enjoy relaxing mornings or unwind in the evening while taking in the peaceful surroundings. Located in an amenity rich neighborhood just minutes from shopping, dining, and major roadways, this home offers the perfect balance of lifestyle, convenience, and community living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
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