Location: Winter Garden
Do Not Show Listings
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,450,0004 Days on yellowkey MLS ID: V4948569
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,199
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience. This impressive two-story home features 7 spacious bedrooms and 4 beautifully appointed bathrooms, thoughtfully designed to accommodate multi-generational living. A luxurious owner’s suite and guest bedroom on the main floor provide flexibility and privacy, while five additional bedrooms are situated upstairs on either side of a generous game room and private home theater, creating the ultimate setting for entertainment and relaxation. At the heart of the home lies a chef-inspired gourmet kitchen, complete with a breakfast bar, and café dining area, all seamlessly flowing into the expansive family room and overlooking the covered lanai. Elegant upgraded tile plank flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms and bonus spaces. Formal living and dining rooms, provide both sophistication and functionality. Step outside to your private backyard oasis, where a gorgeous in-ground swimming pool, summer kitchen, and oversized covered lanai create the perfect environment for year-round entertaining. The fully fenced yard ensures privacy and ample space for outdoor enjoyment. Car enthusiasts and active families will appreciate the three-car tandem garage with an additional single-car bay, ideal for extra parking, storage, or a golf cart. Modern smart home technology enhances convenience and security, while the home’s energy-efficient construction promotes a healthier, quieter lifestyle and significant savings on utility costs. Residents also enjoy access to exceptional community amenities, including a dock on Lake Apopka, scenic parks, and walking trails, all contributing to the vibrant and active Winter Garden lifestyle.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,9005 Days on yellowkey MLS ID: O6399975
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Thomas Moffett (407-375-6498)
16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$479,90011 Days on yellowkey MLS ID: O6397513
REDUCED by $10,100 (2.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2021Monthly Fee: $284 Tax: $6,711 (2025)Community: HawksmoorTownhouse
Taxes:$6,711
Elementary School: Water Spring Elementary
High School: Windermere High School
Remarks: Built in 2021 and located in the desirable Hawksmoor community in Horizon West, this three bedroom, two and a half bath townhome offers a modern layout with thoughtful upgrades throughout. The open concept main living area flows seamlessly into a stylish kitchen featuring quartz countertops and contemporary finishes, while upgraded interior details and custom wallpaper add character and warmth. All bedrooms are positioned upstairs for privacy, including a spacious primary suite with a private bath. Step outside to a private patio courtyard with turf, perfect for low maintenance outdoor living, along with a two car garage with convenient alley access. Additional highlights include a whole house water softener system and newer construction peace of mind. Residents enjoy access to a community pool, fitness center, park, and clubhouse, all within Horizon West near new shopping, restaurants, parks, and everyday conveniences with easy access to major roadways, Winter Garden Village, and the growing Hamlin area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Roberto Aponte, Pa (407-724-3730)
15594 SHOREBIRD LN, WINTER GARDEN, FL 34787
$1,258,00015 Days on yellowkey MLS ID: S5147208
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
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. 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)
936 KYLEE ALY, WINTER GARDEN, FL 34787
$675,00026 Days on yellowkey MLS ID: O6393910
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2022Monthly Fee: $356 Tax: $6,058 (2025)Community: Oakland ParkSingle Family
Taxes:$6,058
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Legacy Middle
Remarks: Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.
Listing Agent: Nelson Cruz Pa (407-901-9939)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$950,00052 Days on yellowkey MLS ID: O6386394
REDUCED by $15,000 (1.6%) on 04/16/2026
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
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)
16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$490,000184 Days on yellowkey MLS ID: O6353551
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2021Monthly Fee: $284 Tax: $5,869 (2024)Community: Hawksmoor Ph 3Townhouse
Taxes:$5,869
Tax Year: 2024
Remarks: Welcome to this stunning corner-unit townhome in the heart of Winter Garden, where natural light, extra space, and thoughtful design come together to create the perfect place to call home! As you step inside, you'll be greeted by a welcoming foyer that leads into an open-concept layout. From there, you’ll approach the beautifully designed modern kitchen and spacious dining area that flows seamlessly into the gathering room, ideal for entertaining or everyday living. On the first floor, you’ll find a versatile fourth bedroom with a closet, offering flexibility for guests, a home office, or a playroom. You’ll also love the spacious breezeway that adds both elegance and function to the layout, while upstairs, bedrooms 2 and 3 are connected by a convenient Jack-and-Jill bathroom. The end-unit location provides added privacy and extra green space; plus, knowing this home has been beautifully maintained with a roof (2021), water heater (2021), and AC unit (2021)—all in excellent condition, gives peace of mind. Beyond the home itself, the community offers an incredible lifestyle with resort-style amenities such as a pool, splash pad, clubhouse, gym, pet-friendly parks, soccer field, playground, scenic walking trails, a covered picnic area, regular social events, and more. Located just minutes from Hamlin Town Center, top-rated schools, shopping, dining, and parks within the vibrant Horizon West community—one of Central Florida’s fastest-growing and most desirable areas—this home truly has it all. Don’t miss your opportunity to own this beautifully maintained, move-in-ready corner-unit townhome. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Erica Jefferson (414-248-9118)
8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$675,0006 Days on yellowkey MLS ID: O6399594
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2015Monthly Fee: $82 Tax: $8,090 (2025)Community: Summerlake GrvsSingle Family
Taxes:$8,090
Elementary School: Summerlake Elementary
Remarks: Welcome to this exquisitely appointed residence, gracefully positioned on a private corner lot with no neighboring home on one side, offering a rare sense of seclusion and tranquility. The outdoor living space is thoughtfully designed, featuring an inviting patio ideal for refined entertaining or quiet relaxation. A freshly painted exterior (2024) enhances the home’s sophisticated curb appeal. Inside, the bespoke kitchen is a true centerpiece, showcasing custom finishes, under-cabinet lighting, a sleek glass tile backsplash, and a suite of recently upgraded appliances including a new dryer, dishwasher, disposal, and range. The formal living room is bathed in natural light from expansive windows and offers exceptional versatility, perfect as an elegant home office or curated hobby space. This residence effortlessly blends timeless style with modern convenience. Residents of Summerlake enjoy access to an array of resort-caliber amenities, including a clubhouse, pool, tennis courts, playground, parks, and scenic walking trails. Ideally situated near top-rated schools, upscale shopping, fine dining, major thoroughfares, and Orlando’s premier attractions, this exceptional home presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$470,00027 Days on yellowkey MLS ID: O6393056
REDUCED by $4,900 (1.0%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $257 Tax: $4,805 (2025)Community: WaterleighSingle Family
Taxes:$4,805
Remarks: **Price Improvement!!** Assumable 2.5% interest rate available for qualified buyers...offering the potential for significantly lower monthly payments compared to current market rates!! Located in the highly desirable Waterleigh community in Winter Garden, this 3-bedroom, 2-bath home offers the lifestyle buyers are searching for...golf cart-friendly streets, a true neighborhood feel, and even views of Disney fireworks. Inside, you’ll find a bright, open-concept layout with a spacious kitchen featuring stainless steel appliances, a walk-in pantry, and a large island that flows seamlessly into the living and dining areas that's perfect for entertaining or everyday living. The owner’s suite offers a private retreat with a walk-in closet and en-suite bath, while two additional bedrooms provide flexibility for guests, family, or a home office. Step outside and enjoy resort-style amenities with a pool and playground directly across the street. Waterleigh also features two schools within the community, adding everyday convenience. Opportunities like this don’t come around often. Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Shaheda Gordon-Jefferson (646-456-7410)
9354 MCLAREN ALY, WINTER GARDEN, FL 34787
$529,50040 Days on yellowkey MLS ID: O6390060
REDUCED by $15,500 (2.8%) on 04/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2020Monthly Fee: $257 Tax: $614 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$614
Remarks: Welcome to resort-style living in the HIGHLY sought-after Waterleigh community in Winter Garden! This beautifully maintained home offers the perfect blend of comfort, upgrades, and an unbeatable location just minutes from world-class attractions and everyday conveniences! Situated on a special lot with an open green area right in front of the home, you’ll enjoy a sense of space that’s perfect for families to play, neighbors to gather, or simply relaxing outdoors while enjoying the peaceful surroundings. Step inside and you’ll immediately notice the beautiful luxury vinyl plank and ceramic tile flooring throughout the home, NO carpet, giving the space a clean, modern feel while also being durable and easy to maintain. The layout is designed with convenience in mind, featuring the primary suite on the first floor, creating a peaceful retreat with privacy and easy access at the end of the day. The laundry room is also located downstairs, making daily routines simple and efficient. Upstairs, you’ll find two additional bedrooms along with a versatile loft space that can easily become a playroom, movie lounge, study area, or even a home office, perfect for growing families or anyone who wants flexible living space! One of the highlights of this home is the extended lanai with a screened birdcage enclosure, creating a comfortable outdoor living area where you can enjoy morning coffee, host weekend barbecues, or unwind in the evenings while enjoying the Florida breeze. Additional thoughtful touches include an upgraded blind for the screened door, and a Murphy bed upstairs that will remain with the home, offering extra convenience for guests or multi-use spaces. Living in Waterleigh means enjoying a lifestyle that truly feels like a year-round vacation. Residents have access to four incredible amenity centers with multiple resort-style pools, fitness centers, tennis courts, pickleball courts, sand volleyball, walking trails, and even mini putt-putt. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. The home is also just a short distance from the Phase 3 amenity center, making it easy to take advantage of everything Waterleigh offers. Families love the location, especially being zoned for highly rated schools including Atwater Bay Elementary School, Water Spring Middle School and Horizon High School. Everyday conveniences are right within the community, including Publix, a nail salon, and dining options like McDonald's and Jersey Mike's! Waterleigh is also a golf-cart-friendly neighborhood. You’ll also appreciate being just minutes from entertainment and shopping like PopStroke, Cinépolis Luxury Cinemas, and TJ Maxx! Residents can even catch glimpses of the fireworks from Walt Disney World Resort lighting up the sky! If you’ve been looking for a home where comfort, community, and lifestyle come together, this is the kind of place where lasting memories are made. Schedule your private showing today!
Listing Agent: Fanny Stollmeyer (704-905-0698)
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,995,00048 Days on yellowkey MLS ID: O6387876
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Remarks: LUXURY Lakefront Estate – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Situated within the coveted golf cart zone near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. Inside, hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
14501 GROVE RESORT AVE #1114, WINTER GARDEN, FL 34787
$269,5002 Days on yellowkey MLS ID: O6400258
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2016Monthly Fee: $904 Tax: $7,003 (2025)Community: Grove Resort And SpaCondo
Taxes:$7,003
Remarks: Amazing opportunity to own an all-inclusive condominium just minutes from Disney! This spacious 3-bedroom, 3-bath ground-floor unit features one of the largest and most versatile floorplans at The Grove Resort & Waterpark, offering easy access and peaceful conservation views. Designed for comfort and privacy, the layout includes two en-suite bedrooms plus a private third bedroom, ideal for guests or flexible use. The primary suite boasts a private solarium, perfect for relaxing while enjoying serene Florida scenery. The Grove Resort offers a true resort-style experience with exceptional amenities including multiple pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Located just 3 miles from the Western Way entrance to Walt Disney World and minutes from Universal Studios and Orlando’s top attractions, this property combines luxury, convenience, and excellent income potential in one of Orlando’s most sought-after resort communities.
Listing Agent: Alexis Mckenzie (321-438-9670)
604 FOSTER AVE, WINTER GARDEN, FL 34787
$400,00010 Days on yellowkey MLS ID: O6389095
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1275 Built: 1975 Tax: $1,633 (2024)Community: Westchester PlaceSingle Family
Taxes:$1,633
Middle School: Lakeview Middle
Remarks: Situated just two blocks outside the Golf Cart District and directly across from Veterans Memorial Park, this property offers a lifestyle that blends convenience, privacy, and outdoor living. BRAND NEW ROOF JUST INSTALLED! (April 2026, 10-yr warranty) Set on a rare double lot, the home welcomes you with mature landscaping, an orchid tree in the front yard, stylish Bermuda hurricane shutters, and a covered front porch that provides a charming place to relax and enjoy the neighborhood. Inside, the spacious layout features durable porcelain wood-grain tile flooring installed in 2017, a bright living area, and a generous kitchen designed for everyday functionality and gathering. Major updates provide peace of mind, including all new double-pane windows installed in 2021, a water heater replaced in 2020, HVAC from 2019 (installed 2021) under warranty with American Air & Heat, and upgraded WiFi. Outside is where the property truly shines. The fully fenced backyard offers exceptional privacy with mature landscaping, fruit trees including kumquat, green apple, mango, and pineapple, along with bananas, plantains, pecan, and raised herb beds featuring aloe, basil, spearmint, and Italian oregano. Entertain or unwind on the recently resealed paver patio or under the pergola, while the powered shed with custom shelving and ramp provides flexible space for hobbies or storage. Additional features include a large private driveway, gutters, double weather-stripped front doors, and a chicken coop. With extensive updates, functional living space, and a backyard designed for gardening, relaxing, and entertaining, this home offers a unique opportunity to enjoy both comfort and outdoor lifestyle.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Jackie Isham (407-917-8954)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$535,00020 Days on yellowkey MLS ID: O6395079
REDUCED by $10,000 (1.8%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2014Monthly Fee: $252 Tax: $3,824 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$3,824
Remarks: Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,00096 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Taxes:$2,690
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
15183 SERENADE DR, WINTER GARDEN, FL 34787
$789,0009 Days on yellowkey MLS ID: O6398436
1 Days Off yellowkey (back on 4/19/2026)
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4438 Built: 2010Monthly Fee: $167 Tax: $3,859 (2024)Community: Belle Meade Ph 02 HSingle Family
Taxes:$3,859
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Priced below market value and packed with exceptional upgrades, this stunning home in the highly sought-after Belle Meade community is an incredible opportunity. Offering over 4,400 square feet of living space, this spacious 7-bedroom, 4-bathroom residence features oversized bedrooms and soaring ceilings on both levels, creating an open and airy feel throughout. Designed for both comfort and entertaining, the upstairs bonus room includes its own bar, while the air-conditioned sunroom provides the perfect space to relax and enjoy year-round. Step outside to a fully fenced backyard set on more than a quarter acre, complete with two mature mango trees for a true Florida touch. This home also offers outstanding peace of mind with major recent improvements, including a new roof in 2023, new windows, a whole-house water filtration system, and fully paid-off solar panels—an incredible value and long-term savings for the next owner. Families will love the top-rated school zoning for Whispering Oak Elementary, Sunridge Middle, and West Orange High, along with the added convenience of being directly across from Foundation Academy, one of Winter Garden’s premier private schools. For recreation and leisure, West Orange Country Club is just one mile away, offering golf, tennis, and more. Ideally located near Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and New Independence, this home also provides easy access to Disney, Universal, Orlando International Airport, and major highways including the 429, Turnpike, and 408. This is the perfect blend of size, upgrades, location, and value—schedule your private showing today.
Listing is courtesy of: COMPLETE FLORIDA REALTY LLC (407-222-7281)
Listing Agent: Brandt Myers (407-758-7166)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,9006 Days on yellowkey MLS ID: O6396640
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Remarks: Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
711 BURCH AVE, WINTER GARDEN, FL 34787
$400,000274 Days on yellowkey MLS ID: O6328082
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 2003 Tax: $1,837 (2024)Community: BurchshireSingle Family
Taxes:$1,837
Remarks: Welcome to this lovely 3-bedroom, 2-bath home, just minutes from the heart of Downtown Winter Garden. Freshly painted inside and out, with a brand-new kitchen countertop, it feels fresh, modern, and move-in ready. The layout is cozy and practical—perfect for families or anyone looking to enjoy all the charm and convenience of Winter Garden living. One great bonus is the additional room with its own private entrance—perfect for a home office or a guest space. Step outside to your own private backyard retreat. Shops, restaurants, parks, and the West Orange Trail just a short drive away, this home offers the perfect blend of comfort, character, and location in one of Central Florida’s most desirable communities.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Carina Davis (407-242-2925)
16209 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$399,00026 Days on yellowkey MLS ID: O6392111
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2020Monthly Fee: $286 Tax: $5,581 (2025)Community: Hawksmoor-Ph 3Townhouse
Taxes:$5,581
Remarks: Under contract-accepting backup offers. Located in the desirable Hawksmoor community in Winter Garden, this well-designed two-story townhome offers a functional layout paired with clean, move-in ready finishes. The main level features a defined entry leading into a dining space that flows into a spacious kitchen equipped with granite countertops, stainless steel appliances, and an oversized island ideal for everyday use and entertaining. The kitchen opens directly to the gathering room, creating a natural connection between spaces while maintaining distinct areas. Just off the living area, a private paver courtyard provides a low-maintenance outdoor setting, perfect for relaxing evenings or hosting guests. Upstairs, the primary suite features a tray ceiling, generous layout, and a well-appointed en suite bath with dual sinks, granite counters, and a glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or everyday living and share a full bath. Residents of Hawksmoor enjoy access to a clubhouse, community pool, splash pad, fitness center, playground, and a recreational field with full-sized soccer goal posts, enhancing the overall lifestyle experience. Conveniently located near shopping, dining, major roadways, and everything Winter Garden has to offer, this home delivers comfort, convenience, and a strong sense of community.
Listing Agent: Iris Glover (203-461-4236)
373 ERON WAY #47, WINTER GARDEN, FL 34787
$163,999103 Days on yellowkey MLS ID: O6371713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1989Monthly Fee: $424 Tax: $2,015 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,015
Remarks: Short Sale. MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.
Listing Agent: Simi Lakhani (407-408-7393)
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