Location: Winter Garden , 34787
Do Not Show Listings
11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787
$429,90068 Days on yellowkey MLS ID: O6380981
REDUCED by $10,000 (2.3%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2020Monthly Fee: $338 Tax: $6,703 (2024)Community: Winding Bay PreserveTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,703
Elementary School: Bay Lake Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, offering the perfect blend of modern comfort, functionality, and location. Designed with an open-concept layout, this home is filled with natural light and features seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. This spacious residence offers 4 bedrooms and 3 full bathrooms, including a well-appointed primary suite with a generous walk-in closet and a private en-suite bathroom, creating a true retreat. The additional bedrooms are thoughtfully designed with ample space and storage, perfect for family, guests, or a home office setup. The kitchen stands out with solid wood cabinetry, stone countertops, and a full appliance package, combining style and functionality in a space built for both cooking and hosting. Additional highlights include a 2-car attached garage, abundant storage, and a well-kept interior that reflects pride of ownership throughout. ?? Prime Location: Conveniently located near major roads, with easy access to shopping, dining, and everyday essentials. Zoned for highly rated schools, making this an excellent option for both homeowners and investors. This is a rare opportunity to own a move-in-ready townhouse in one of Winter Garden’s most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$1,025,00075 Days on yellowkey MLS ID: O6378658
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $271 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Elementary School: Water Spring Elementary
Remarks: Welcome to this stunning Kallan model home, perfectly positioned on a premium lot offering exceptional privacy and peaceful surroundings. Enjoy no front neighbors, a conservation area behind, and mature landscaping that creates true separation and independence from nearby homes an ideal combination for those seeking tranquility and open views. This spacious residence features 5 bedrooms and 5 full bathrooms, with a bright and functional layout designed for both everyday living and entertaining. Step outside to an extended screen-enclosed lanai, creating the perfect indoor-outdoor lifestyle space to relax year-round. Additional upgrades include a fire pit, gutters installed, a water softener system, and solar panels (lease) for enhanced efficiency and long-term value. 5 Swimming pools , A rare opportunity to own a luxury home with premium location, privacy, and comfort in one of Winter Garden’s most desirable areas.**The seller is offering $30,000 toward the buyer’s closing costs or to buy down the interest rate.** Schedule your private showing today!
Listing is courtesy of: ANA PENA REALTY CORP (973-405-3731)
Listing Agent: Jose Leighton Reyes (407-591-2416)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$745,000117 Days on yellowkey MLS ID: S5140531
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area. Seller is offering $10,000 concessions to buyers.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787
$565,000135 Days on yellowkey MLS ID: O6365057
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2018Monthly Fee: $245 Tax: $8,615 (2025)Community: Waterleigh Ph 2ASingle Family
Taxes:$8,615
Tax Year: 2025
Remarks: Priced to sell — don't miss this beautifully maintained 2018-built Clearden model in the highly desirable Waterleigh community. Offering 2,477 sq ft, 4 bedrooms, and 3.5 bathrooms, this home is move-in ready with major updates already done. The open-concept main floor features a chef-ready kitchen with granite countertops, wood cabinetry, and stainless steel appliances, flowing into spacious living and dining areas with soaring ceilings. Tile flooring runs throughout the first floor. A covered paver patio extends the living space outdoors. A first-floor bedroom with en suite bathroom and walk-in closet provides added flexibility. Upstairs, fresh interior paint (2024), new carpet (2024), and a 15x10 loft add comfort and versatility. Two secondary bedrooms share a dual-sink bath. The primary suite features a spa-style bathroom with dual sinks and an oversized walk-in closet. Separate upstairs laundry room included. Additional highlights: freshly painted exterior, energy-efficient dual-pane windows, HOA-maintained landscaping, and a 2-year home warranty conveying at closing. Resort-style community amenities include pools, clubhouse, and parks — all minutes from Walt Disney World. Schedule your showing today.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Jeanine Louis, Llc (407-595-8634)
651 J W JONES RD, WINTER GARDEN, FL 34787
$260,000190 Days on yellowkey MLS ID: G5103151
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1747 Built: 1994 Tax: $3,483 (2024)Community: Troynelle By Lake ApopkaManufactured Home
Taxes:$3,483
Remarks: Welcome Home! Bicyclists and nature lovers will appreciate being just minutes from West Orange Trail. Let the stresses of the day melt away as you step into this beautiful residence in the highly sought-after Winter Garden. Relax on the screened front porch as you soak in the peaceful atmosphere. Inside, the open-concept design makes entertaining effortless, with a spacious living area, a kitchen bar perfect for gatherings. This 3-bedroom, 2-bathroom split floor plan home offers 1,747 sq. ft. of comfort under A/C. Unwind on the screened back porch, where you can enjoy the refreshing breezes. Conveniently located near major highways, including SR-50 and Florida’s Turnpike, you’re just a short drive from Orlando’s world-famous attractions. Enjoy cycling or roller blading about 21 miles through Winter Garden to Apopka. Or check out the rolling hills of Clermont on the South Lake, Lake Minneola Trail. Immerse yourself in the vibrant local scene, the charm of Downtown Winter Garden, where a myriad of events-from the farmer’s market to Light up Winter Garden-await your discovery. Don't miss this chance to call Historic Winter Garden home!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: David Seeley (352-516-4853)
14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787
$214,95031 Days on yellowkey MLS ID: O6388749
REDUCED by $9,950 (4.4%) on 04/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 2009Monthly Fee: $983 Tax: $7,386 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,386
Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.
Listing is courtesy of: GENSTONE REALTY (407-237-0905)
Listing Agent: Shaunda Hall (407-625-4044)
14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787
$189,95031 Days on yellowkey MLS ID: O6388585
REDUCED by $9,950 (5.0%) on 04/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $677 Tax: $6,279 (2025)Community: Grove Resort & Spa Hotel CondominiumCondo
Taxes:$6,279
Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with peaceful courtyard view—perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.
431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$319,9008 Days on yellowkey MLS ID: O6397663
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 2005Monthly Fee: $576 Tax: $4,273 (2025)Community: Southern Pines CondoCondo
Taxes:$4,273
Remarks: Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1325 FETTLER WAY, WINTER GARDEN, FL 34787
$289,9008 Days on yellowkey MLS ID: O6393936
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2004Monthly Fee: $61 Tax: $3,653 (2025)Community: Westside Twnhms-Ph 05 A B & CTownhouse
Taxes:$3,653
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: RENOVATED 3 Bed/2 bath PRIMARY SUITE DOWNSTAIRS, PRIVATE FENCED YARD, AND LOW HOA — ideal for low maintenance living in sought after WINTER GARDEN - near 429 & WINTER GARDEN VILLAGE *** Welcome to 1325 Fettler Way, a beautifully updated 3-bedroom, 2-bathroom townhome offering approximately 1,464 sq ft of thoughtfully designed living space with a rare PRIMARY SUITE ON FIRST FLOOR—perfect for buyers seeking convenience, flexibility, and modern comfort in one of Winter Garden’s most desirable locations. *** This move-in-ready home features a clean, modern design with NEW LUXURY VINYL plank flooring (2022), FRESH modern interior PAINT, updated light fixtures, and 5-inch baseboards that elevate the entire space. *** FURNITURE AN BE INCLUDED*** The OPEN-CONCEPT living and dining area flows seamlessly into the kitchen, complete with a GAS STOVE, FARMHOUSE sink, pull-down faucet, and ample workspace—ideal for cooking, entertaining, and everyday living.***Designed for both comfort and functionality, the home includes SPACIOUS bedrooms with WALK-IN CLOSETS, an UPSTAIRS interior LAUNDRY room, and UV light AIR PURIFICATION system for enhanced air quality and efficiency. Major updates include a NEW ROOF (2024) and well-maintained systems, offering peace of mind for years to come.***Step outside to your LARGE ENCLOSED PATIO and private FENCED YARD, creating the perfect outdoor space for pets, gardening, relaxing, or entertaining. With two dedicated parking spaces that can accommodate up to FOUR vehicles , this property offers flexibility rarely found in townhome living. This home is ideal for a variety of buyers—perfect for first-time homebuyers, downsizers, or those seeking low-maintenance living with a primary bedroom downstairs. It’s also a great fit for seasonal residents or anyone looking for a lock-and-leave lifestyle with minimal upkeep and strong location value.***Located JUST MINUTES from SR-429 and SR-408, commuting is effortless with quick access to West Orlando, major employment centers, and Disney-area attractions. Enjoy being close to WINTER GARDEN VILLAGE at Fowler Groves for shopping, dining, and entertainment, as well as the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its farmers market, local boutiques, restaurants, and access to the WEST ORANGE TRAIL for biking and outdoor recreation.***With LOW HOA and NO CDD, modern upgrades, and a highly functional layout, this is a rare opportunity to own a move-in-ready townhome in a prime Winter Garden location.*** Schedule your private showing today and experience the lifestyle this home has to offer—Live here. Bloom here.
Listing is courtesy of: LOTUS DOOR REALTY (407-904-5231)
Listing Agent: Jennifer De Vivo (407-921-1310)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$535,00017 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
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
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)
15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787
$1,100,00030 Days on yellowkey MLS ID: O6390971
REDUCED by $50,000 (4.3%) on 03/31/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3556 Built: 2023Monthly Fee: $128 Tax: $10,299 (2025)Community: Johns Lake PointeSingle Family
Taxes:$10,299
Remarks: Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: T.J. O'Donnell (317-246-8190)
813 MARSH REED DR, WINTER GARDEN, FL 34787
$609,000298 Days on yellowkey MLS ID: O6321149
0 Days Off yellowkey (back on 4/18/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3148 Built: 2015Monthly Fee: $128 Tax: $8,220 (2024)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$8,220
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Significant Price Improvement! This spacious residence offers refined finishes and a thoughtfully designed layout, beginning with elegant porcelain tile in the main living areas and luxury vinyl plank flooring in all bedrooms and throughout the upper level. The chef-inspired kitchen serves as the heart of the home, featuring granite and quartz countertops, abundant cabinetry, and a generous walk-in pantry for exceptional storage and functionality. A versatile flex room on the main floor, accented with French doors, provides the ideal space for a guest suite, home office, or private den. The secluded owner’s retreat is a true sanctuary with a split-bedroom layout, expansive walk-in closet, dual granite vanities, and a relaxing garden tub. Upstairs, a spacious loft creates additional living or entertainment space, while a second suite impresses with dual vanities, granite counters, a separate shower and soaking tub, and two oversized walk-in closets. Two additional bedrooms, two full baths, and a conveniently located laundry room complete the upper level. Storage is abundant throughout, including a large under stair closet. Step outside to a serene backyard with tranquil water views from the screened, covered patio. Envision enhancing the space with a privacy fence and mature landscaping to create your own peaceful retreat. With a recent price improvement, this home presents outstanding value, flexibility, and the opportunity to personalize to your taste. Ideally located less than 20 minutes from Disney, Johns Lake Pointe is a beautifully maintained community offering resort-style amenities including a clubhouse with pool and kitchen, fitness center, yoga room, tennis courts, playground, and access to a public boat ramp on the 2,500-acre Johns Lake. Enjoy an exceptional lifestyle in a prime location, priced to allow the next owner to create a private oasis. Don’t miss the opportunity to make this remarkable home your own.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Carla Scherer (407-443-7482)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$498,00036 Days on yellowkey MLS ID: O6389892
REDUCED by $7,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Elementary School: Panther Lake Elementary
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787
$1,199,90044 Days on yellowkey MLS ID: O6385964
INCREASED by $80,900 (7.2%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4001 Built: 2000Monthly Fee: $83 Tax: $5,551 (2024)Community: Courtlea OaksSpa: YesSingle Family
Taxes:$5,551
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,850,00043 Days on yellowkey MLS ID: O6387519
REDUCED by $49,000 (2.6%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $203 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$479,9008 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
High School: Windermere High School
Middle School: Bridgewater Middle
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 Agent: Roberto Aponte, Pa (407-724-3730)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$824,90022 Days on yellowkey MLS ID: O6393190
REDUCED by $100 (0.0%) on 04/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Elementary School: Whispering Oak Elem
Remarks: One or more photo(s) has been virtually staged. Discounted Interest Rates Available Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$975,00085 Days on yellowkey MLS ID: O6376353
1 Days Off yellowkey (back on 4/5/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3557 Built: 2021Monthly Fee: $127 Tax: $9,898 (2024)Community: Hawksmoor Ph 4Single Family
Taxes:$9,898
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Virtually staged. Wake each morning to tranquil lake views and soft natural light that set a serene tone for the day. Built in 2021, this refined residence is positioned on an expansive premium lot within Winter Garden’s sought-after Hawksmoor community, offering the rare luxury of no rear or front neighbors—only open space, conservation views, and uninterrupted privacy. The paved driveway and oversized three-car garage create an impressive arrival and hint at the thoughtfully designed interiors beyond. Inside, soaring ceilings and an open, light-filled layout create an effortless sense of elegance and flow. At the center of the home, the chef-inspired kitchen makes a striking statement with a waterfall island, gleaming quartz countertops, 42-inch cabinetry, and stainless steel appliances—perfectly suited for both intimate mornings and entertaining. From the main living areas, expansive windows frame breathtaking sunset views across the lake and conservation land, seamlessly blending indoor and outdoor living. French doors open to a private office or fifth bedroom featuring a versatile bonus nook—ideal for a home office, creative studio, or serene retreat. Upstairs, a spacious loft provides endless flexibility, whether envisioned as a media lounge, game room, or additional living space. The primary suite is a true sanctuary, highlighted by elegant tray ceilings, dual walk-in closets, and remote-controlled blinds that allow you to reveal the picturesque views at your leisure. Outdoors, the covered lanai invites relaxed evenings and elevated entertaining, all set against the calming backdrop of water and nature. Residents of Hawksmoor enjoy resort-style amenities including a sparkling pool, splash pad, state-of-the-art fitness center, and scenic walking trails. Ideally located just minutes from SR 429, Hamlin Town Center, historic downtown Winter Garden, and world-renowned theme parks, this home offers the perfect balance of privacy, luxury, and convenience
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kristin Duncan (407-274-5911)
161 SUNSET WALK DR, WINTER GARDEN, FL 34787
$529,0251 Day on yellowkey MLS ID: O6400288
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 2026Monthly Fee: $149 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Remarks: Under Construction. The Rinker Elite floorplan at Westhaven at Ovation offers a spacious, thoughtfully designed layout perfect for modern living. Featuring an open concept main living area, this home seamlessly connects the kitchen, dining, and great room, making it ideal for both everyday comfort and entertaining. Generous bedrooms, a versatile loft or flex space, and upscale finishes throughout provide both functionality and style. With attention to detail and energy efficient features, the Rinker Elite delivers a perfect blend of luxury and convenience.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$544,1601 Day on yellowkey MLS ID: O6400188
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1908 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2027. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
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