Location: Winter Garden
Do Not Show Listings
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$996,975102 Days on yellowkey MLS ID: O6397262
REDUCED by $25 (0.0%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 1984Monthly Fee: $71 Tax: $10,303 (2025)Community: Country LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,303
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
6258 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$434,490Listed 07/21/2026 3:17PM MLS ID: O6426984
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $152 Tax: $892 (2025)Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$892
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This Farm-House townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Burlap cabinetry, a decorative tile backsplash, Lagoon quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
721 S WOODLAND ST, WINTER GARDEN, FL 34787
$450,00026 Days on yellowkey MLS ID: O6419636
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1034 Built: 1955 Tax: $508 (2025)Community: Borders & Woosley SubSingle Family
Taxes:$508
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christopher Bessette (407-292-5400)
17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$566,880Listed 07/21/2026 2:32PM MLS ID: G5115376
0 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$708,745Listed 07/21/2026 1:44PM MLS ID: G5115369
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
455 WESTPOINT GARDEN CIR, WINTER GARDEN, FL 34787
$330,00012 Days on yellowkey MLS ID: O6423147
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1588 Built: 2006Monthly Fee: $123 Tax: $4,229 (2025)Community: Westpoint TownhomesTownhouse
Taxes:$4,229
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful End-Unit Townhome in the Heart of Winter Garden! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom end-unit townhome, offering the perfect combination of comfort, functionality, and location. The open-concept layout creates a bright and inviting living space, while the kitchen features solid wood cabinetry, a spacious countertop, and a full appliance package, making meal preparation and entertaining effortless. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary suite with a private full bathroom, plus an additional full bath to serve the remaining bedrooms. A convenient half bath is located on the first floor for guests. This home also includes an attached one-car garage and a large screened-in rear lanai, perfect for enjoying Florida's outdoor lifestyle year-round. As shown in the photo, the covered and screened patio provides an ideal space for relaxing, dining outdoors, or entertaining while overlooking the backyard. Located in the Westpoint Townhomes community, the HOA helps maintain the neighborhood and offers a low-maintenance lifestyle. The property is just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village at Fowler Groves, Publix, ALDI, restaurants, shopping, medical facilities, and provides easy access to SR-429, Florida's Turnpike, and Highway 50, making commuting throughout Central Florida convenient. The home is also zoned for Tildenville Elementary, Lakeview Middle, and West Orange High Schoo
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Elisa Seixas, Pa (321-663-0519)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00049 Days on yellowkey MLS ID: S5151179
2 Days Off yellowkey (back on 7/21/2026)
REDUCED by $30,000 (3.3%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Elementary School: Water Spring Elementary
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$975,00054 Days on yellowkey MLS ID: O6411926
REDUCED by $25,000 (2.5%) on 06/24/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Remarks: Under contract-accepting backup offers. Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$479,900327 Days on yellowkey MLS ID: S5133690
REDUCED by $20,000 (4.0%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
Elementary School: Maxey Elem
High School: Ocoee High
Remarks: Golf cart district * motivated seller * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden. It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
15935 GRAFTON WAY, WINTER GARDEN, FL 34787
$510,00094 Days on yellowkey MLS ID: O6400426
REDUCED by $10,000 (1.9%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1833 Built: 2023Monthly Fee: $330 Tax: $6,255 (2025)Community: Encore At OvationTownhouse
Taxes:$6,255
Remarks: Beautifully maintained and fully furnished townhome in the highly desirable Encore at Ovation community. This home is in impeccable condition and comes completely decorated and equipped, offering a true turnkey opportunity. Every detail has been thoughtfully prepared, making it move-in ready with everything needed for comfortable living or immediate use. Ideal for homeowners or investors seeking a hassle-free property in a prime location close to major attractions, dining, and shopping. Schedule your private tour today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Andressa Baptista Steidl De Oliveira (321-806-0905)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,599,000262 Days on yellowkey MLS ID: O6357233
REDUCED by $46,000 (2.8%) on 07/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Elementary School: Tildenville Elem
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!! A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price. The price can be reduced by $37K if the buyer assumes a solar panel loan at 3.49%. Experience the ultimate LAKEFRONT living with this stunning, COMPLETELY REMODELED HOUSE ($400K investment) on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, open-concept living, designer lighting and upgraded finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, PANORAMIC WINDOWS. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, a wine fridge and a modern backsplash. Entertain effortlessly in the expansive high-ceiling dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The spacious master suite on the ground floor is a serene retreat with a high ceiling, two walk-in closets, an oversized bathroom with two sinks, Jacuzzi and a massage shower and a private screened patio. Two additional bedrooms on the ground floor boast lake views, California closets and high ceilings. A second-floor oversized loft offers a full bathroom, a walk-in closet, separate HVAC and noise-reducing flooring and window treatment —perfect for another master bedroom or entertainment room. Two Florida rooms on both floors provide stunning panoramic lake views. A dedicated office/den on the ground floor is ideal for work or study. All bathrooms have windows and exhaust. Enjoy 90 feet of open-view waterfront—perfect for skiing, boating, fishing, or relaxing. The oversized COVERED BOAT DOCK has electric BOAT LIFT, lighting, WATER, and a Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a NEW PUMP, NEW POOL FILTER, a REFENCED PRIVATE YARD, fruit trees & mature, landscaped greenery. Additional highlights include NEW WINDOWS, HVAC, SOLAR PANELS, SMART THERMOSTAT, upgraded irrigation and landscaping, a TWO-CAR GARAGE with a lot of built-in storage and an OVERSIZED DRIVEWAY to park multiple boats or vehicles. Located in a quiet, family-friendly GATED COMMUNITY with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL and high-rated elementary and middle SCHOOLS NEARBY. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the farmer's market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways. There are 6 highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,160,000244 Days on yellowkey MLS ID: O6361968
REDUCED by $10,000 (0.9%) on 07/21/2026
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
Elementary School: Panther Lake Elementary
Remarks: Seller Motivated , 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)
16082 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$739,90019 Days on yellowkey MLS ID: O6420606
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2017Monthly Fee: $342 Tax: $5,019 (2025)Community: Waterleigh Phase 1CSingle Family
Taxes:$5,019
Remarks: Prepare to be captivated by one of the most unique homes in Marina Bay at Waterleigh! Thoughtfully designed with custom craftsmanship and one-of-a-kind details throughout, this exceptional residence offers character, charm, and functionality around every corner. From the moment you step inside, you'll be welcomed by a whimsical entryway that sets the tone for the incredible features that follow. The dining room showcases a stunning custom window seat with built-in storage, creating the perfect place to relax while adding architectural charm. The inviting living area is highlighted by a beautiful fireplace complete with hidden storage, blending style and practicality. The versatile fourth bedroom features custom built-ins, making it ideal for a home office, guest suite, or creative space, while an additional dedicated storage room provides even more room for organization. Every space has been thoughtfully enhanced with custom upgrades, built-ins, and one-of-a-kind details that truly set this home apart. This home is also loaded with premium energy-efficient upgrades designed for modern living. Equipped with owned solar panels, a whole-home battery backup system, and a Tesla EV charger, you'll enjoy lower energy costs while having the peace of mind of uninterrupted comfort during power outages. Keep your lights on, essential appliances running, and your air conditioning operating even when the grid goes down—providing year-round security, convenience, and comfort for your family. Beyond the home itself, you'll love living in the highly sought-after Marina Bay at Waterleigh, where resort-style living is part of everyday life. Residents enjoy access to multiple clubhouse amenity centers, resort-style pools, state-of-the-art fitness centers, scenic walking and biking trails, playgrounds, dog parks, sports courts, mini golf, picnic areas, and beautiful lakeside gathering spaces. Conveniently located in the heart of Horizon West, you'll have easy access to shopping, dining, top-rated schools, major roadways, and world-famous attractions. **BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 8/31/26!!**
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$549,990139 Days on yellowkey MLS ID: O6387508
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $108 Tax: $6,865 (2024)Community: Storey Grove Ph 2Single Family
Taxes:$6,865
Remarks: Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.
Listing Agent: Rodrigo Khoury Francisco (407-308-6489)
12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,190,00079 Days on yellowkey MLS ID: O6403198
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3693 Built: 2021Monthly Fee: $225 Tax: $12,882 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$12,882
Remarks: Welcome to this stunning 2021-built residence in the highly sought-after Encore at Ovation community in Winter Garden, where modern elegance meets exceptional comfort and thoughtful design. This beautifully upgraded home showcases an open-concept floor plan filled with abundant natural light, soaring ceilings, and exquisite, professionally curated finishes throughout. rom the moment you arrive, you’re greeted by impressive curb appeal, lush landscaping, a charming front porch, and a grand, custom-designed entry hall that sets the tone for the home’s refined interior. Inside, you’ll find designer lighting, including high-end chandeliers and custom pendant fixtures, enhancing both the common and private living spaces. The gourmet kitchen is a true showstopper, featuring next-generation stainless steel appliances, premium cabinetry, stunning stone countertops, a spacious center island, and a large walk-in pantry, perfectly designed for both everyday living and entertaining. The seamless flow into the living and dining areas creates an inviting atmosphere for gatherings of any size. Retreat to the expansive primary suite, where the spa-inspired master bathroom offers a truly luxurious experience with oversized proportions and high-end finishes, complemented by custom-designed closets. Additional bedrooms are generously sized, offering flexibility for guests, a home office, or multi-generational living. This home also features a spacious loft, an oversized laundry room, and beautiful flooring throughout with no carpet, providing both style and easy maintenance. Step outside to your private backyard oasis, designed for unforgettable moments. Enjoy a covered summer kitchen complete with modern features and a cozy fireplace, perfect for barbecues and al fresco dining. The breathtaking pool and spa, enhanced by elegant landscaping and design, create a resort-style ambiance. A fire pit gathering area and outdoor shower complete this exceptional space, your guests may never want to leave. Additional highlights include a Tesla charger, solar panel system for significant energy savings, and a garage equipped with storage racks and ample space. Situated on a premium lot, this home truly offers it all. Ideally located near top-rated schools, shopping, dining, and major highways, and just minutes from Walt Disney World and Orlando’s world-class attractions, this move-in-ready masterpiece delivers the perfect combination of luxury, efficiency, and prime location.
Listing Agent: Any Alves (407-455-0618)
6174 WHISPERING GLEN, WINTER GARDEN, FL 34787
$522,29070 Days on yellowkey MLS ID: O6407807
1 Days Off yellowkey (back on 7/21/2026)
INCREASED by $4,000 (0.8%) on 07/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152 Tax: $1,373 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,373
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow by Pulte, a brand-new home that combines modern design and ultimate comfort. Featuring our Coastal exterior and located on a corner homesite, this home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a vented microwave. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a video doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$559,000188 Days on yellowkey MLS ID: O6373125
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $9,000 (1.6%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Remarks: *** SOLAR PANELS TO BE PAID OFF AT CLOSING *** Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
14778 PEEKSKILL DR, WINTER GARDEN, FL 34787
$420,0009 Days on yellowkey MLS ID: TB8526735
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 2006Monthly Fee: $272 Tax: $3,506 (2025)Community: Signature Lks-Pcl 01BTownhouse
Taxes:$3,506
Remarks: Welcome to this beautifully maintained 3-bedroom, 3-bath townhome located in the highly sought-after Independence community in Winter Garden. Situated on an oversized corner lot, this home offers over 1,800 square feet of thoughtfully designed living space featuring an open floor plan, a formal dining area, and a spacious eat-in kitchen with 42-inch cabinetry, granite countertops, a breakfast bar, and pantry. Upstairs, you'll find generously sized bedrooms, upgraded wood flooring, and a beautifully renovated primary bathroom featuring an oversized walk-in shower. French doors lead to a private lanai and custom patio, creating the perfect space for relaxing or entertaining outdoors. Ideally located just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways, this home combines comfort, style, and convenience in one of Winter Garden's most desirable communities.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Bridd Bone (727-798-1918)
688 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,470,0009 Days on yellowkey MLS ID: R4911647
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4388 Built: 2020Monthly Fee: $298 Tax: $14,229 (2024)Community: Canopy Oaks Ph 1Single Family
Taxes:$14,229
Elementary School: Lake Whitney Elem
Remarks: Under contract-accepting backup offers. Experience refined luxury in this stunning Parade of Homes Award-Winning Delray Model, now professionally designed and extensively renovated with today's most sought-after finishes and truly move-in ready. From the moment you arrive, you'll appreciate the home's impressive Italian-inspired architecture, soaring two-story foyer, elegant balconies, and exceptional craftsmanship. The first floor has been transformed with beautiful wood-look porcelain tile throughout, creating a seamless and sophisticated living space. Fresh interior and exterior paint, professionally redesigned landscaping, and a newly finished outdoor terrace accented with white stone provide outstanding curb appeal and exceptional outdoor living. At the heart of the home is a spectacular chef's kitchen featuring an oversized natural stone island, designer backsplash, 42-inch cabinetry with illuminated upper display cabinets, soft-close drawers and doors, crown molding, under- and over-cabinet lighting, premium KitchenAid appliances, a gas cooktop with pot filler, walk-in pantry, and abundant storage. Entertain with ease while enjoying the custom wine cellar tucked beneath the staircase with wrought-iron gate and wine refrigeration. The luxurious first-floor primary suite has been completely remodeled into a spa-inspired retreat, showcasing a beautifully redesigned bathroom with premium finishes, an oversized walk-in shower, freestanding soaking tub, and spacious walk-in closet. A primary owner suite with its own en-suite bath is also conveniently located on the main level. Upstairs, an expansive gathering room with rich wood flooring, tray ceiling, and built-in workspace opens to an impressive 22-foot balcony. The dedicated theater room features a wet bar and beverage cooler, while three additional en-suite bedrooms—including a second primary suite—offer comfort and privacy for family and guests. The covered lanai seamlessly extends the indoor living space through dramatic three-panel stacking glass doors and is pre-plumbed for a future summer kitchen. The beautifully designed backyard with lash landscaping and privacy bamboo trees are complementing a stylish white stone terrace offering the perfect blend of comfort and sophistication, creating an inviting outdoor retreat for relaxing and entertaining or your own private sanctuary. Located within the exclusive gated community of Canopy Oaks in Winter Garden, this exceptional residence combines timeless architecture with extensive modern upgrades rarely found in today's market. Every detail has been thoughtfully updated, making this a truly one-of-a-kind luxury home ready for its next owner.
Listing is courtesy of: MY HOME INTERNATIONAL REALTY LLC (813-735-0319)
Listing Agent: Zana Dobrilovic (813-735-0319)
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$734,90052 Days on yellowkey MLS ID: O6412179
REDUCED by $5,100 (0.7%) on 07/21/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Taxes:$9,630
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
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