Location: Winter Garden
Do Not Show Listings
1005 CHASE DR, WINTER GARDEN, FL 34787
$600,00027 Days on yellowkey MLS ID: O6411451
REDUCED by $15,000 (2.4%) on 06/18/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,087
Elementary School: Dillard Street Elem
High School: Ocoee High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Virtually Staged. This 4-bed, 2.5-bath home in Winter Garden's Golf Cart District is fully renovated and ready to go. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. The second you step inside, those double-height ceilings grab your attention and the natural light does the rest. The kitchen flows right into the living space so the home feels connected and easy. Stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that actually works. The primary suite is its own retreat. Two walk-in closets, a glass walk-in shower, and a soaking tub that makes it hard to leave. The three additional bedrooms are spacious and flexible for whatever you need. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac in the Island Pointe community. HOA is only $68/month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden. Dillard Street Elementary school zone.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
15149 CANOE PL, WINTER GARDEN, FL 34787
$798,89122 Days on yellowkey MLS ID: O6412776
REDUCED by $1 (0.0%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Elementary School: None
High School: None
Middle School: None
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
1019 PORTMOOR WAY, WINTER GARDEN, FL 34787
$595,00013 Days on yellowkey MLS ID: O6414940
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2401 Built: 2001Monthly Fee: $243 Tax: $646 (2025)Community: Stoneybrook West Unit 1Spa: NoSingle Family
Taxes:$646
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787
$520,0002 Days on yellowkey MLS ID: O6416462
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2017Monthly Fee: $195 Tax: $6,636 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 &Single Family
Taxes:$6,636
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES basic CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valerie Winch (518-339-2940)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,059,00079 Days on yellowkey MLS ID: O6394977
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
Remarks: One or more photo(s) has been virtually staged. POOL HOME | PRIMARY SUITE ON MAIN FLOOR | PRIVATE OFFICE | THEATER ROOM | LOFT | 3-CAR GARAGE Welcome to this exceptional pool home in Cypress Reserve, offering over 4,100 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 bathrooms, a private office, spacious loft, dedicated theater room, and a 3-car garage. Combining luxury, flexibility, and everyday comfort, this beautifully maintained residence delivers the lifestyle today's buyers are searching for. From the moment you step inside, soaring 20-foot ceilings, dramatic windows, and abundant natural light create an impressive first impression. A grand staircase and second-story balcony overlook the main living area, adding architectural elegance and an open, airy feel throughout the home. Just off the entry, formal living and dining spaces provide the perfect setting for entertaining, while the private office with French doors offers an ideal work-from-home setup. At the heart of the home is a beautifully appointed gourmet kitchen designed for gathering and entertaining. Features include a gas cooktop, built-in convection oven and microwave, pot filler, designer backsplash, oversized center island, and extensive cabinetry for exceptional storage. The kitchen seamlessly opens to the family room and overlooks the backyard oasis beyond. The first-floor primary suite is a true retreat, featuring tray ceilings, a spacious sitting area perfect for a home gym, reading nook, or secondary office, and a custom oversized walk-in closet. The luxurious primary bath offers dual vanities, a soaking tub, abundant cabinetry, and a large walk-in shower complete with a rain shower head. Upstairs, you'll find an expansive loft, a dedicated media/theater room, and three additional bedrooms. A Jack-and-Jill bedroom layout with walk-in closets provides both privacy and functionality, while the flexible floor plan offers the potential to convert the loft or theater room into a fifth bedroom if desired. Step outside and discover your own private backyard retreat. The screened, heated saltwater pool features a sun shelf and is surrounded by an expansive paver patio, creating the perfect setting for entertaining, weekend gatherings, or relaxing Florida evenings. With HOA green space behind the property, you'll enjoy enhanced privacy and a more open backyard view. Additional upgrades include 8-foot doors throughout, high ceilings, a tankless water heater, oversized under-stair storage, a spacious laundry room with utility sink and storage cabinetry, and beautiful low-maintenance landscaping. Located within walking distance of highly rated SunRidge Elementary and Middle School, this home offers easy access to downtown Winter Garden, Winter Garden Village, SR-429, Florida's Turnpike, I-4, Downtown Orlando, Orlando International Airport, and Walt Disney World. Outdoor enthusiasts will appreciate the nearby West Orange Trail and Tucker Ranch Recreation & Nature Complex with hundreds of acres of trails, parks, and recreational opportunities. Residents of Cypress Reserve enjoy a community pool, playground, and low HOA fees. If you've been searching for a spacious, move-in-ready pool home with a first-floor primary suite, office, theater room, loft, and 3-car garage, this exceptional home checks every box. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,000116 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,00060 Days on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Remarks: Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,093,000139 Days on yellowkey MLS ID: O6379346
REDUCED by $12,000 (1.1%) on 06/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$9,571
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!
Listing Agent: Deep Mehta, Pa (407-702-7029)
5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787
$530,00084 Days on yellowkey MLS ID: O6395452
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $10,000 (1.9%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2524 Built: 2016Monthly Fee: $195 Tax: $9,031 (2025)Community: Signature LakesSingle Family
Taxes:$9,031
Remarks: Under contract-accepting backup offers. Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Llin Lu, Pa (954-907-3868)
16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$668,00026 Days on yellowkey MLS ID: O6411737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2024Monthly Fee: $22,874 Tax: $9,784 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,784
Elementary School: Water Spring Elementary
Remarks: Discover exceptional comfort, versatility, and privacy in this beautiful home located in the highly sought-after Harvest at Ovation community in Winter Garden. Situated on a premium homesite backing to a scenic conservation area with no direct rear neighbors, this residence offers peaceful natural views and added privacy. Inside, a bright open-concept floor plan features soaring ceilings, abundant natural light, and thoughtfully designed living spaces. The main level includes a private guest bedroom and full bathroom, while the spacious living area flows seamlessly into the well-appointed kitchen featuring quartz countertops, custom cabinetry, stainless steel appliances, and a large center island. Upstairs, the primary suite provides a relaxing retreat with a spacious walk-in closet and well-appointed en-suite bathroom, along with additional bedrooms, a full bathroom, and a conveniently located laundry room. One of the home's most distinctive features is the private suite above the detached garage, complete with its own separate entrance and full bathroom, offering exceptional flexibility for guests, a home office, media room, fitness area, or other lifestyle needs. This versatile space may also present potential income-producing opportunities, subject to buyer verification of all applicable regulations and restrictions. Enjoy outdoor living on the covered lanai overlooking the conservation area. Residents of Harvest at Ovation enjoy access to resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, dog park, and beautifully maintained common areas. Conveniently located near Horizon West, Hamlin Town Center, shopping, dining, entertainment, major roadways, and area attractions, this home offers an outstanding combination of location, functionality, and lifestyle. Schedule your private showing today and discover all the exceptional features that make this property truly special.
Listing Agent: Jennifer Olmeda (407-547-9242)
15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787
$595,00016 Days on yellowkey MLS ID: O6414996
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $8,683 (2025)Community: Osprey Ranch Ph 1Single Family
Taxes:$8,683
Remarks: Welcome to 15143 Blue Peacock Lane in Winter Garden’s Osprey Ranch, a beautifully finished two-story home offering a bright open concept layout, updated finishes, and easy indoor-outdoor living. The main level features light wood-look flooring, recessed lighting, and a spacious living and dining area that flows seamlessly into the chef’s kitchen. Designed with both everyday function and entertaining in mind, the kitchen showcases white cabinetry, stone counters, a large center island, tile backsplash, stainless steel appliances, a gas cooktop, wall oven, and modern pendant lighting. Sliding glass doors open to a covered rear patio and fenced backyard, creating a comfortable extension of the living space. Upstairs, the primary suite offers soft carpet, a tray ceiling, ceiling fan, walk-in closet, and a spa-inspired en suite bath with dual sinks, a large glass-enclosed shower, private water closet, and modern finishes. Additional bedrooms feature carpet and natural light, while the upstairs bonus/flex area provides useful extra space for work, play, or relaxation. Osprey Ranch offers attractive community amenities, including a resort-style pool, clubhouse area, playground, open green space, and walking areas, all in a convenient Winter Garden location near shopping, dining, and everyday conveniences.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Jorge Martinez, Jr (407-513-2366)
1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787
$515,00042 Days on yellowkey MLS ID: O6407306
REDUCED by $20,000 (3.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2022Monthly Fee: $215 Tax: $7,429 (2025)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,429
Elementary School: Hamlin Elementary
Remarks: Welcome to this beautifully designed 2022-built home freshly painted, move in ready and located in the highly sought-after Waterside at Johns Lake community in Winter Garden! Offering 4 bedrooms, 3 full bathrooms, and over 2,030 square feet of thoughtfully designed living space, this move-in ready home combines modern style, functionality, and an unbeatable location. Step inside to an open-concept floorplan featuring a spacious great room, abundant natural light, ceramic tile flooring in the main living areas, and seamless flow between the kitchen, dining, and living spaces — ideal for entertaining and everyday living. The kitchen features solid surface countertops, modern appliances, ample cabinetry, and overlooks the main gathering areas for easy living and hosting. The flexible layout includes a desirable first-floor bedroom and full bath perfect for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers a walk-in closet and relaxing retreat feel, while additional bedrooms provide generous space and versatility. Additional features include central air, public utilities, inside laundry, ceiling fans, walk-in closets, split-bedroom design, and modern finishes throughout. Located in Waterside on Johns Lake, residents enjoy resort-style community amenities including a community pool, playground, walking trails, green spaces, and scenic surroundings. Conveniently located near Downtown Winter Garden, Horizon West, Hamlin, Winter Garden Village, SR-429, Florida Turnpike, Disney, shopping, dining, hospitals, golf, and top-rated schools. Enjoy easy access to everything Central Florida has to offer while living in one of Winter Garden’s fastest-growing and most desirable communities.
Listing Agent: Cassie Lamoureux (407-432-9180)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,170,000216 Days on yellowkey MLS ID: O6361968
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2020Monthly Fee: $159 Tax: $13,997 (2024)Community: Watermark Ph 4Single Family
Taxes:$13,997
Remarks: Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!
Listing Agent: Shi Knoblock (407-719-8651)
869 BENDING OAK TRL, WINTER GARDEN, FL 34787
$520,000226 Days on yellowkey MLS ID: O6358341
REDUCED by $10,000 (1.9%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2012Monthly Fee: $109 Tax: $5,262 (2024)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$5,262
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).
Listing Agent: Xiomara Pratts (407-993-2865)
14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$675,0006 Days on yellowkey MLS ID: O6416033
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2800 Built: 2019Monthly Fee: $180 Tax: $9,815 (2025)Community: Bradford CreekSingle Family
Taxes:$9,815
Elementary School: SunRidge Elementary
Remarks: Virtually Staged. Welcome to luxury living in the exclusive gated community of Bradford Creek in Winter Garden. Built in 2019, this beautifully designed one story residence offers 4 bedrooms, 4 full bathrooms, 2 car garage, high ceilings, and an abundance of natural light. The open floor plan is perfect for everyday living and entertaining, showcasing elegant tile flooring throughout main living areas. The spacious family room flows seamlessly into the gourmet kitchen, which comes with a gas cooktop, premium cabinetry, and generous counter space. A separate formal dining room provides an elegant setting for gatherings and special occasions. Owner's suite features a luxurious spa inspired bathroom, an oversized walk in closet, and the convenience of direct access to the laundry room. All 3 additional bedrooms come with its own private bathrooms. Enjoy Florida outdoor living on the covered lanai overlooking the fenced backyard, with no rear neighbors for added privacy. Additional highlights include a Tesla NEMA 14-50 outlet for convenient EV charging, mature landscaping, and a quiet, beautifully maintained neighborhood atmosphere. Conveniently located just minutes from SR429, this home offers easy access to downtown Winter Garden, Winter Garden Village, Orlando Health facilities, shopping, dining, entertainment, and major commuter routes. Please call today for a private showing!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Priscilla Chan, Pa (407-588-8867)
15878 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787
$910,0005 Days on yellowkey MLS ID: O6418239
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2016Monthly Fee: $235 Tax: $6,920 (2025)Community: Hickory Hammock Ph 1BSingle Family
Taxes:$6,920
Remarks: Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE. Note: Please refer to floorplan at end of photos to illustrate additional bedroom and walk-in closet. These rooms are not shown in virtual walkthrough for home office privacy. Can be toured at showings.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Hardy Edwards (213-924-7010)
15594 SHOREBIRD LN, WINTER GARDEN, FL 34787
$1,219,00079 Days on yellowkey MLS ID: S5147208
REDUCED by $39,000 (3.1%) on 04/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3022 Built: 2020Monthly Fee: $360 Tax: $17,905 (2025)Community: Lakeshore Preserve Ph 4Spa: YesSingle Family
Taxes:$17,905
Remarks: Virtually Staged. STUNNING PRICE ADJUSTMENT! NOW OFFERED AT $1,219,000. EXPERIENCE LUXURY IN Winter Garden with this pristine estate. PANORAMIC LAKE VIEWS • DISNEY FIREWORKS • EXPANSIVE SCREENED LANAI • FULLY PAID SOLAR • PRIVATE OUTDOOR RETREAT • RESORT-STYLE LIVING Welcome to a rare lakefront sanctuary model by Toll brothers where luxury, comfort, and lifestyle come together in perfect harmony. Situated on an oversized 0.34-acre lot in the highly sought-after Lakeshore Preserve community, this exceptional 3,022 sq. ft. residence offers breathtaking panoramic views of Panther Lake and a lifestyle that is truly one of a kind. From sunrise reflections on the water to nightly Disney fireworks visible from your own backyard, this home delivers an everyday experience that few properties can match. Interior Living Step through the grand two-story foyer into a light-filled, open-concept design where elegance meets functionality. Main-level primary suite offering privacy, custom closet systems, and serene lake views A beautifully appointed gourmet kitchen and great room, centered around a large island and designed to capture water views 4 bedrooms, 3.5 bathrooms, plus a spacious loft ideal for a media room, office, or flexible living Thoughtful upgrades throughout including plantation shutters, upgraded carpeting, tankless water heater, and foam insulation Outdoor Living. The outdoor space is truly a showpiece. A 1,250 sq. ft. screened lanai—one of the largest in the community— creates a seamless indoor-outdoor lifestyle, featuring multiple lounge areas, a hot tub, and a tranquil fountain. Beyond, the expansive backyard extends toward the lake, complete with a fire pit area perfect for sunset gatherings and evening relaxation under the Disney fireworks. Smart & Efficient Living Fully paid solar panel system for long-term energy savings Advanced foam insulation for year-round comfort Built-in pest control system and upgraded irrigation The Lakeshore Lifestyle Enjoy resort-style amenities including: Clubhouse & social spaces Fitness center and yoga studio Resort-style pool, sand volleyball, playgrounds, dog park Community canoes for lake access Located just minutes from Horizon West, Winter Garden Village, and top-rated schools including Panther Lake Elementary and Horizon High School. Move-in ready and professionally prepared, this is more than a home—it’s a lakefront lifestyle experience designed for both everyday living and unforgettable moments.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Ana Castillo (407-414-2508)
4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$699,00054 Days on yellowkey MLS ID: OM723891
REDUCED by $30,000 (4.1%) on 06/23/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2888 Built: 2016Monthly Fee: $188 Tax: $8,086 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$8,086
Elementary School: Keene Crossing Elementary
Remarks: Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Listing is courtesy of: REMAX REALTY ONE (352-795-2441)
Listing Agent: Laura Bush (904-687-5170)
15537 MANGO ISLE ST, WINTER GARDEN, FL 34787
$711,00028 Days on yellowkey MLS ID: S5150619
REDUCED by $11,000 (1.5%) on 06/15/2026
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)
17056 RED BIRD RD, WINTER GARDEN, FL 34787
$795,0002 Days on yellowkey MLS ID: G5113999
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1981 Tax: $1,474 (2025)Community: N/ASpa: NoSingle Family
Taxes:$1,474
Remarks: Nestled on 2.5 beautiful acres just off Highway 429 in the highly desirable Avalon community of Winter Garden, this charming 3-bedroom, 2-bath home offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees and a peaceful, fenced setting, the property features a spacious Florida Room overlooking the serene backyard, creating the ideal space to relax and enjoy nature. Additional highlights include an oversized garage and a storage shed, providing plenty of room for vehicles, hobbies, and equipment. Located in ever-growing Winter Garden in West Orange County, residents enjoy easy access to the area's vibrant downtown filled with unique local shops, restaurants, walking and biking trails, parks, and year-round recreational activities. This exceptional property offers a rare opportunity to enjoy country-style living while remaining close to Orlando's world-famous attractions, major roadways, both Florida coasts, and everything that makes Central Florida such an outstanding place to live, work, and play.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Betty Hensinger (352-267-5028)
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