Location: Winter Garden
Do Not Show Listings
359 DOUGLAS WAY #54, WINTER GARDEN, FL 34787
$229,0004 Days on yellowkey MLS ID: O6420014
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Monthly Fee: $424 Tax: $3,311 (2025)Community: Townhomes Winter GardenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,311
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Short Sale. Don't miss this beautifully updated 2-bedroom, 2-bathroom townhouse offering the perfect blend of comfort, convenience, and unbeatable location. Tucked away in a quiet community, this home is just minutes from all the charm and excitement of downtown Winter Garden, known for its boutique shopping, top-rated restaurants, farmers market, splash pad, and the scenic West Orange Trail. Inside, you'll find a thoughtfully updated interior offering easy, low-maintenance living. Perfect for first-time buyers, downsizers, or investors looking for a move-in ready property in one of Central Florida's most sought-after towns. With its prime location close to shopping, dining, parks, and major roadways, this townhouse offers an unbeatable opportunity to enjoy the best of downtown Winter Garden living without the downtown price tag. Schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Denise Pellegrino (352-978-9720)
14257 LAGOON COVE LN, WINTER GARDEN, FL 34787
$510,000167 Days on yellowkey MLS ID: O6375296
REDUCED by $30,000 (5.6%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2007Monthly Fee: $123 Tax: $8,178 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$8,178
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$559,000172 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)
15725 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$704,9003 Days on yellowkey MLS ID: O6420557
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 2018Monthly Fee: $177 Tax: $9,439 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$9,439
Remarks: This beautifully maintained 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of style, comfort, and functionality. From the charming covered front porch and brick paver driveway to the impressive 10-foot ceilings, 8-foot doors, and crown molding throughout, every detail has been thoughtfully designed. The open-concept floor plan is centered around a stunning gourmet kitchen featuring a massive 12-foot granite island, 42" cabinetry, gas range, walk-in pantry, and abundant prep and storage space, making it the ideal home for entertaining and everyday living. The spacious living room is filled with natural light from oversized triple sliding glass doors that seamlessly connect the indoor and outdoor living spaces. The private primary suite offers a large walk-in closet, dual vanities, and an oversized walk-in shower, while the secondary bedrooms share a convenient Jack-and-Jill bathroom. The dedicated office with provides the perfect work-from-home space. Step outside to your backyard retreat featuring a covered lanai with brick pavers, outdoor cabinetry, refrigerator, TV area, ceiling fan, and gas hookup—perfect for year-round Florida living. Additional upgrades include a tankless gas water heater, smart thermostat, smart garage door openers, and a vinyl privacy fence. Located in the highly desirable Highlands at Summerlake community, residents enjoy resort-style amenities including a pool, tennis courts, dog park, playgrounds, sports fields, and picnic areas, all just minutes from Disney, Hamlin Town Center, shopping, dining, and top-rated schools.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lily Lassalle (407-747-1751)
12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,190,00063 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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$525,0007 Days on yellowkey MLS ID: O6420711
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2039 Built: 2017Monthly Fee: $164 Tax: $7,337 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$7,337
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully updated 3-bedroom single-family home in the watermark community of Winter Garden! This move-in ready residence features freshly painted interior walls throughout the entire home and brand new flooring on the entire second floor, including the staircase. The spacious upstairs living area is flooded with natural light and provides an open, airy feel for relaxing or entertaining. Strategically located in Horizon West area, this home provides an unbeatable combination of convenience and lifestyle: Just 0.2 miles from highly-rated Panther Lake Elementary School (8/10) 3.1 miles from Hamlin Middle School (9/10) Directly across the street from Starbucks, 7-Eleven, Walgreens, and a variety of restaurants. Only 15 minutes to Disney Magic Kingdom.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787
$575,000Listed 07/06/2026 10:02AM MLS ID: S5152652
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2148 Built: 2025Monthly Fee: $96 Tax: $2,290 (2025)Community: Osprey RanchSpa: NoSingle Family
Taxes:$2,290
Remarks: BEST PRICE IN FLAMINGO CROSSING AREA IN WINTER GARDEN, THE SELLER WILL CONTRIBUTE UP TO $ 8000 TOWARD CLOSING COST OR BUYER RATE ON FINANCING. This is an amazing Bungalow style house with 4 bedrooms and 3 bathrooms, on second floor there are 3 bedrooms, two bathrooms and area that maybe use has work-office place or Tv place, on main floor there are a guest suite, bathroom and amazing open concept Kitchen, walking closet and spacious dining and living area that face a nice open space area with a lanai completely fenced...this house is located on the very beautiful Osprey Ranch Community and few feet away from the Community Pool and social areas..
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gianni Montano (407-683-5067)
906 ALLENDALE LN, WINTER GARDEN, FL 34787
$1,765,000155 Days on yellowkey MLS ID: G5107489
REDUCED by $20,000 (1.1%) on 04/01/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3784 Built: 2023Monthly Fee: $203 Tax: $17,228 (2024)Community: Oakland Park B-2Spa: NoSingle Family
Taxes:$17,228
Tax Year: 2024
Remarks: Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for entertaining, gas stove, Bosch appliances, pot filler, walk-in pantry, and an appliance garage. The living area flows seamlessly to the outdoors through fully retractable sliding glass doors, complemented by surround sound and custom-tinted windows for comfort and privacy. With 4 bedrooms and 3 full baths—including one with direct patio access—the layout is designed for both convenience and flexibility. One bedroom is located on the main level, while upstairs you’ll find a Jack-and-Jill setup and a spacious primary suite featuring a tray ceiling, spotlight accents, and a spa-inspired bath with walk-in shower, separate soaking tub, and a stunning built-in closet with natural light. An exceptional bonus is the private in-law suite above the garage, complete with its own kitchen, living area, bedroom, and stackable washer/dryer—perfect for guests or multi-generational living. The outdoor oasis is a destination of its own, surrounded by bamboo, olive, lime, and persimmon trees. The covered patio invites year-round enjoyment, and the fully fenced property offers privacy and space to unwind. From your backyard, you can even watch Space Shuttle launches light up the sky. Located in the highly desirable golf cart district, this home places you just a 2-minute walk from the West Orange Trail and only 3 miles from historic Downtown Winter Garden. Unbeatable location, unmatched lifestyle. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Jurgita Blake (407-402-4308)
1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787
$699,000201 Days on yellowkey MLS ID: O6367937
REDUCED by $20,000 (2.8%) on 07/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 2019Monthly Fee: $140 Tax: $5,152 (2024)Community: Roper ReserveSingle Family
Taxes:$5,152
Remarks: Roper Reserve is a cozy gated community with a low HOA and just a few minutes from the bustling Downtown Winter Garden and the Winter Garden Village, that has shops and restaurants. This stunning Delaney model by Richmond American Homes, has been beautifully upgraded and blend's location, lifestyle and comfort. With large rooms and a versatile flex room, there is plenty of room in this home for everyone. The home features a gourmet kitchen with double ovens, gas appliances, and a tankless water heater, dual laundry rooms including one in the primary suite’s custom closet, and smart upgrades like a cyber space that fits a large desk, shelves and is lined with sound dampening tiles, it also includes extra outlets! Perfect working from home and housing electronics charging hub. Enjoy the AC garage, extra-wide brick paver driveway, UV light AC treatment, and beautifully finished bedrooms—one with sound-dampening and specialty lighting. The flex room shines with moody décor and copper ceiling tiles, while outside you’ll find a private pool, screened patio, outdoor kitchen, fruiting banana trees, and no rear neighbors for ultimate privacy. Whole house water softener, automatic window wireless window blinds. The home also features security cameras at various locations outside the home. Fiber Optics internet connection has just been installed into the community, making it very convenient for those working from home or for streaming!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Rosa Aponte (407-375-9350)
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$849,90098 Days on yellowkey MLS ID: G5110319
REDUCED by $43,000 (4.8%) on 04/16/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3954 Built: 2005Monthly Fee: $243 Tax: $5,889 (2025)Community: Stoneybrook West Un 06Spa: YesSingle Family
Taxes:$5,889
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: WOW!!! OVER $40,000 RECENT PRICE REDUCTION!! BRAND NEW AC SYSTEM INSTALLED LAST WEEK (7/2/26) Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Juli Onorata (407-864-7701)
11025 SUSPENSE DR, WINTER GARDEN, FL 34787
$419,90035 Days on yellowkey MLS ID: G5113196
REDUCED by $15,100 (3.5%) on 06/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1636 Built: 2017Monthly Fee: $263 Tax: $5,322 (2025)Community: Storey Grove Ph 1B-1Townhouse
Taxes:$5,322
Remarks: Beautifully maintained and thoughtfully upgraded townhome in the Storey Grove community of Winter Garden. This 3-bedroom, 2.5-bath residence features an open-concept floor plan, quartz countertops, stainless steel appliances, a spacious primary suite, and a private two-car garage. Recent improvements include a whole-home water softener system, whole-home electrical surge protection, and two dedicated electric vehicle charging stations. Residents have access to community amenities including a pool, fitness center, walking trails, playgrounds, and parks. Conveniently located near shopping, dining, entertainment, major roadways, and area attractions.
Listing is courtesy of: SCATES REALTY & INVESTMENT PRO (352-404-8960)
Listing Agent: Carla Connelly (352-805-8650)
15524 HONEYBELL DR, WINTER GARDEN, FL 34787
$419,00020 Days on yellowkey MLS ID: O6416374
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1902 Built: 2017Monthly Fee: $418 Tax: $3,454 (2025)Community: Hamlin ReserveTownhouse
Taxes:$3,454
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Look no further!!!! This beautifully upgraded 4-bedroom, 3-bathroom townhome offers the perfect blend of luxury, style, and convenience in the highly sought-after Hamlin Reserve community. Thoughtfully enhanced with designer finishes throughout, this spacious residence is truly one of a kind and ready for its next owner. From the moment you enter, you'll appreciate the custom ceramic tile flooring, expanded luxury recessed lighting, and open-concept design that creates a bright and inviting atmosphere. The first floor features a generously sized bedroom and full bath, providing the perfect space for guests, a home office, fitness room, or multigenerational living. At the heart of the home is the spectacular, completely remodeled and expanded chef’s kitchen, renovated in 2024. Designed to impress, it features a massive custom 5' x 8' quartz island, abundant cabinetry, farmhouse sink, wine refrigerator, custom wood range hood, ceiling-height designer backsplash, a large walk-in pantry, and a new range installed in 2024. The kitchen seamlessly flows into the dining and family rooms, creating the ideal setting for entertaining family and friends. Step outside to your private, fully paved courtyard, complete with a dedicated dog run and plenty of space for outdoor dining and relaxation. The courtyard leads directly to the spacious two-car garage, offering both convenience and functionality. A beautifully remodeled open staircase leads to the second floor, where you'll find a desirable split-bedroom layout designed for privacy and comfort. The spacious primary retreat features a private balcony, creating the perfect place to enjoy your morning coffee or unwind at the end of the day. The luxurious en-suite bathroom offers dual vanities, a glass-enclosed shower, and a large walk-in closet. Two additional bedrooms, a full bathroom, and a conveniently located laundry room complete the upper level. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior maintenance, landscaping, and roof care, along with access to outstanding community amenities including a resort-style pool, clubhouse, playground, dog park, and beautifully maintained green spaces. Location is everything, and this home delivers. Situated just a short walk or quick five-minute drive from Hamlin Town Center, you'll enjoy easy access to exceptional shopping, dining, entertainment, and everyday conveniences, including Cinépolis Luxury Cinemas. Nearby attractions include Orlando Health Horizon West Hospital, Orange County National Golf Center, Horizon West Regional Park, and major highways for effortless commuting. Best of all, all Walt Disney World parks are just 15 minutes away. This exceptional townhome offers luxury upgrades, an unbeatable location, and a lifestyle you'll love. Schedule your private showing today—you will not be disappointed!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
14591 BLACK QUILL DR, WINTER GARDEN, FL 34787
$1,335,0007 Days on yellowkey MLS ID: O6420836
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4057 Built: 2016Monthly Fee: $215 Tax: $8,212 (2025)Community: West Lake Hancock EstatesSpa: YesSingle Family
Taxes:$8,212
Remarks: Welcome to this beautifully upgraded luxury home in Hamlin, offering 4 bedrooms, a dedicated theater room, bonus room, resort-style pool and spa, summer kitchen, and putting green. Built in 2016 and meticulously maintained, this exceptional residence sits on one of Overlook at Hamlin’s most desirable homesites, featuring rare elevated conservation and water views that provide privacy and a setting unlike the typical flat Florida lot. Inside, soaring ceilings, abundant natural light, and an open-concept layout create the perfect balance of comfort and sophistication. The fully remodeled chef’s kitchen features quartz countertops, brand-new appliances, an oversized island, built-in microwave, wine refrigerator, and a stunning custom Venetian plaster hood. The spacious primary suite offers custom walk-in closets and a spa-inspired bath with luxury designer touches. Additional highlights include a dedicated movie theater with tiered seating, a large bonus room, custom laundry room, camera security system, designer lighting, and premium finishes throughout. Step outside to your own private backyard retreat featuring a screened-in pool and spa, summer kitchen with fire feature, covered outdoor living space, putting green, and breathtaking conservation views. Living in Overlook at Hamlin means enjoying some of the best amenities in the area, including a clubhouse, fitness center, resort-style pool, playgrounds, golf cart-friendly streets, and private lake access. Just minutes from Hamlin Town Center, you’re surrounded by great restaurants, shopping, and entertainment. With amazing sunsets and a prime location in the heart of Horizon West, this is a rare opportunity to own a luxury pool home in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: TOP TIER RESORT REALTY (407-375-4566)
Listing Agent: Seth Flaugher (407-375-4566)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000297 Days on yellowkey MLS ID: V4944858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $614 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$614
Remarks: Short Sale. ***SHORT SALE. ***ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only. BUYER MUST ASSUME 50K SOLAR PANEL LOAN- BANK WILL NOT CONSIDER ANY OFFERS ASKING FOR BANK TO PAY OFF SOLAR PANELS. OCCUPIED- BY APPOINTMENT ONLY.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (386-761-2172)
Listing Agent: Jennifer Matacale (386-212-9277)
12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$779,99011 Days on yellowkey MLS ID: O6418908
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $169 Tax: $2,512 (2025)Community: Encore At OvationSpa: NoSingle Family
Taxes:$2,512
Remarks: Welcome to 12033 Encore At Ovation Way in Winter Garden, Florida! This new construction home built by M/I Homes offers 2,740 square foot of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The functional floorplan offers versatility for a variety of lifestyles while maintaining a cohesive flow throughout the home. The home's design balances aesthetic appeal with practical functionality, creating spaces that are both beautiful and livable. This beautiful two-story home features an open-concept living space perfect for entertaining and family gatherings, a first-floor bedroom, a versatile loft space, a wrap-around front porch, an extended covered lanai, and a 2-car garage. Located upstairs off the loft, your owner's bedroom provides convenience and privacy with its en-suite bathroom and large walk-in closet. Experience the comfort and style of new construction without the wait. This move-in ready home offers the perfect opportunity to start fresh in a brand new space that hasn't been lived in before. Schedule a viewing today to experience firsthand what makes this Winter Garden home special!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
15075 GROVESIDE RD, WINTER GARDEN, FL 34787
$491,080Listed 07/06/2026 9:53AM MLS ID: O6422529
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1881 Built: 2026Monthly Fee: $247 Tax: $1,210 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,210
Elementary School: Hamlin Elementary
Remarks: Under Construction. 3 Level Townhome with 3 Bedrooms! Ready in August 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms with a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by a Study room. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$729,00043 Days on yellowkey MLS ID: O6410558
REDUCED by $20,000 (2.7%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 2017Monthly Fee: $281 Tax: $10,040 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$10,040
Remarks: Welcome to this stunning modern single-story home featuring a full CRESTRON Whole-Home Smart System, located in the highly sought-after Lakeshore Preserve community in Winter Garden. Built in 2017, this beautifully maintained residence offers approximately 2,092 square feet of living space situated on a 7,719 square foot lot. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout that seamlessly connects the living, dining, and kitchen areas — creating the perfect space for both everyday living and entertaining. The stylish kitchen is equipped with modern appliances, including a built-in oven, cooktop, dishwasher, and disposal, along with solid surface countertops designed for both function and style. Additional upgrades and features include central heating and air conditioning, a tankless water heater, and an attached two-car garage. Residents of Lakeshore Preserve enjoy access to exceptional community amenities such as a clubhouse, resort-style pool, and recreational facilities. Offering a move-in ready lifestyle in one of Winter Garden’s most desirable communities, 15607 Sylvester Palm Drive combines modern comfort, smart-home convenience, and the ease of single-level living.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
20 W CREST AVE, WINTER GARDEN, FL 34787
$2,349,00018 Days on yellowkey MLS ID: O6417710
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4668 Built: 2020 Tax: $13,263 (2026)Community: Boyd-Lutz SubSpa: YesSingle Family
Taxes:$13,263
Elementary School: Dillard Street Elem
Tax Year: 2026
Remarks: Virtually Staged. Step into a home designed for the way you truly want to live. From its elevated concrete construction to its hurricane-rated engineering, this residence offers the rare combination of luxury, security, and effortless comfort. Natural light fills the interior, where level-5 walls, rich wood flooring, crown molding, and custom shutters create a warm, refined atmosphere. The heart of the home is the open living and kitchen area—perfect for gathering, cooking, and connecting. A gas range, pot filler, and handcrafted cabinetry make everyday meals feel elevated. Slide open the dramatic retractable pocket door and the entire space transforms into an indoor-outdoor retreat. The back porch is built for hosting: pecky cypress bar, industrial finishes, automated screens, garage-style doors, mini-split A/C, 1/2 bath, and room for everyone to unwind. The primary suite is a sanctuary of its own, offering a spa-inspired bath with dual shower heads, soaking tub, and digital controls. A custom closet and private concrete safe room add both convenience and peace of mind. With a butler’s kitchen, wine bar, dedicated office, and whole-home CAT-5 wiring, this home is designed for modern living at its finest—where every detail supports a lifestyle of ease, elegance, and connection. Upstairs, the bonus/game room and oversized balcony access create the perfect hangout zone. You won't complain about storage or closet space as most rooms have walk-in closets and the additional closets are oversized as well. Let your imagination run wild because the possibilities are endless with the finished two-story garage loft that is pre-plumbed and air conditioned! Mother-in-law suite, man cave with a golf simulator or a gym, home office or game room. Outside, the home is framed by curated Florida landscaping, gas lanterns, an architectural driveway, and a built-in heated concrete hot tub with Wi-Fi controls—ideal for quiet evenings or weekend entertaining. Fiber-cement siding, Ipe hardwood porch, impact windows, and full foam insulation ensure long-lasting beauty and efficiency. Prime location near Downtown Winter Garden’s brick-lined streets, upscale dining, boutique shopping, award-winning Farmers Market, Plant Street Market, Crooked Can, the West Orange Trail, and the historic Garden Theatre — a truly elevated lifestyle.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Lora King (407-947-7653)
14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$880,00021 Days on yellowkey MLS ID: O6416354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2876 Built: 2017Monthly Fee: $187 Tax: $11,232 (2025)Community: Orchard Hills Ph 3Spa: NoSingle Family
Taxes:$11,232
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Discover Your Dream Home in the Exclusive Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in one of Winter Garden's most sought-after neighborhoods. Featuring 4 spacious bedrooms, 3 full bathrooms, and 1 half bath, this home offers thoughtfully designed living spaces ideal for both everyday living and entertaining. At the heart of the home is a beautifully appointed gourmet kitchen, complete with a large center island, elegant granite countertops, and ample cabinetry. The kitchen seamlessly flows into the expansive open-concept living and dining areas, creating the perfect setting for gatherings with family and friends. A charming front porch welcomes you and provides the perfect place to relax and enjoy Florida’s beautiful weather. Step through the sliding glass doors and discover your own private outdoor retreat. The backyard features a spectacular covered gourmet outdoor living area and a beautiful private pool, offering the ideal space for entertaining, relaxing, and enjoying year-round outdoor living. Living in Orchard Hills means enjoying an exceptional lifestyle with resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, dog park, playgrounds, walking trails, and community events throughout the year. Ideally located, this home is just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, shopping, dining, grocery stores, and major highways, including SR-429. You'll also enjoy convenient access to world-famous attractions such as Walt Disney World and the many entertainment options that make Central Florida such a desirable place to live. This is a rare opportunity to own a beautiful home in one of Winter Garden's premier communities. Schedule your private showing today and experience everything this exceptional home has to offer!
Listing Agent: Erika Castellani (781-502-6199)
15680 ORANGE HARVEST LOOP, WINTER GARDEN, FL 34787
$530,0003 Days on yellowkey MLS ID: O6422130
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2011 Built: 2016Monthly Fee: $365 Tax: $6,270 (2025)Community: Hickory Hammock Ph 1CTownhouse
Taxes:$6,270
Remarks: Bedrooms & bathrooms Bedrooms: 3 Bathrooms: 2.5 Cooling Central Appliances Included: Dishwasher, Dryer, Garbage disposal, Microwave, Range / Oven, Refrigerator, Washer Features Flooring: Tile, Carpet
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Fina Perez (407-780-6680)
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