Location: Winter Garden , 34787
Do Not Show Listings
15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$749,90045 Days on yellowkey MLS ID: O6399241
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2574 Built: 2013Monthly Fee: $114 Tax: $7,534 (2025)Community: Reserve/Carriage Point Ph 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,534
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Kayla Devoogel (407-493-5452)
16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$470,50023 Days on yellowkey MLS ID: O6409798
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $205 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
$1,600,00023 Days on yellowkey MLS ID: O6408089
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4442 Built: 2025Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GrvSingle Family
Taxes:$1,955
Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Daniel Pavel (407-747-3408)
9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$899,00044 Days on yellowkey MLS ID: O6402319
REDUCED by $20,000 (2.2%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2935 Built: 2019Monthly Fee: $164 Tax: $11,696 (2025)Community: WatermarkSpa: NoSingle Family
Taxes:$11,696
Elementary School: Panther Lake Elementary
High School: Horizon High School
Remarks: Former model home now available for sale in the highly desirable Watermark community of Horizon West! This nearly new residence has been lightly used as a second home and remains in pristine condition, offering the perfect blend of luxury, comfort, and convenience—without the wait for new construction. This beautifully upgraded home showcases custom designer finishes throughout, including extensive wood wall paneling, modern vinyl flooring with no carpet, and fully renovated bathrooms that elevate the overall design. The thoughtfully designed layout features a spacious gourmet kitchen with quartz countertops, elegant cabinetry, and a large center island—ideal for entertaining and everyday living. The main level offers a private guest suite, a half bath with direct access to the pool area, and a versatile flex space currently used as a gym, easily adaptable as a formal dining room or home office. An additional open area near the living room provides the perfect setting for a workspace or playroom. Upstairs, the owner’s suite serves as a relaxing retreat, complemented by two additional bedrooms, a shared bathroom, and ample storage space. Step outside to your private outdoor oasis featuring a north-facing pool that allows for natural sunlight throughout the day while maintaining a shaded and comfortable lanai area. The fully fenced backyard provides added privacy—perfect for enjoying Florida living year-round. Located in the heart of Winter Garden, within the sought-after Horizon West area, residents of Watermark enjoy resort-style amenities including a pool, splash pad, playground, tennis courts, recreational center, and outdoor amphitheater. Conveniently situated just minutes from Disney and with easy access to SR-429, offering seamless connectivity throughout Central Florida.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787
$223,500125 Days on yellowkey MLS ID: S5143459
REDUCED by $4,000 (1.8%) on 05/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Monthly Fee: $343 Tax: $2,540 (2024)Community: Southern PinesSpa: YesCondo
Taxes:$2,540
Elementary School: SunRidge Elementary
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small partiescual. Owner financing available, call for details. NEW PRICE!!!!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$850,00067 Days on yellowkey MLS ID: O6392351
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3793 Built: 2018Monthly Fee: $190 Tax: $7,249 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,249
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Amazing & spacious executive home with 5 bedrooms, 4 and a half bathrooms, with no rear neighbors in the beautiful Orchard Park community located in Winter Garden and just minutes from both Hamlin Town Center and Winter Garden Village. Upon entering this immaculate home you will be impressed with its open and spacious floor plan that offers a downstairs guest room and bathroom, Living Room, Dining Room, Family Room and an amazing kitchen with 42" Cabinets, granite counter tops, ss appliances, oversized center island and massive pantry. The first floor offers neutral oversized tile floors, a half bath, a drop zone area located just off the kitchen and garage and sliders from the breakfast area onto the covered screened patio with paver patio extension and fire pit. The upstairs offers an oversized Primary Suite with 5 piece bathroom including double vanities, a guest room with private bath and two additional bedrooms that share a hall bathroom. The large upstairs Laundry Room makes doing laundry convenient. The community offers a Private Community Swimming Pool, Sports field and Playground. Conveniently located near major roadways and shopping and minutes from the Walt Disney World Resort.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Randall Gill (407-756-0071)
4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$729,00043 Days on yellowkey MLS ID: OM723891
REDUCED by $30,000 (4.0%) on 05/21/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2888 Built: 2016Monthly Fee: $188 Tax: $8,086 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$8,086
Remarks: Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Listing is courtesy of: REMAX REALTY ONE (352-795-2441)
Listing Agent: Laura Bush (904-687-5170)
14501 GROVE RESORT AVE #3304, WINTER GARDEN, FL 34787
$205,000205 Days on yellowkey MLS ID: S5138971
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $983 Tax: $6,491 (2024)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$6,491
Remarks: ****Amazing opportunity to purchase a 2-bedroom/2-bathroom vacation condo at the beautiful Grove Resort in Orlando! This fully-furnished condo is very spacious, and has a full kitchen, laundry room, a screened-in balcony, and two bedrooms. There is a sleeper sofa in the living room, so it can sleep six. Buyers must enter into the onsite rental management company, who will do all the bookings, housekeeping, and maintenance for the condo. If owners want to use their condo, simply send an email and block off your desired dates. Owners can use their condo up to 179 nights per year. On site there are plenty amenities, including the Surfari Water Park, with large heated pool, lazy river, water slides, the Flowrider surfing experience, and delicious food and drinks can be purchased from the Longboard Bar and Grill. At the Springs Pools are there are three further pools and a large hot tub! Next to that you can wander down to Lake Austin and do some fishing, or paddle a swan boat! The Valencia Restaurant is a full-service venue where you can eat indoors or outdoors! A spacious 24-hour gym is also located near the Springs Pools. At the Front Desk area you will find the Marketplace, and gift shop, and the concierge who will help you with theme park tickets, restaurant bookings etc. A free daily shuttle to Disney is also available. Call now for more information!!****
Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)
Listing Agent: Lesley O'Neal (407-729-3930)
503 MINNOW CREEK CT, WINTER GARDEN, FL 34787
$674,99099 Days on yellowkey MLS ID: G5109093
2 Days Off yellowkey (back on 3/21/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2663 Built: 2007Monthly Fee: $128 Tax: $3,994 (2024)Community: Johns Lake Pointe A & SSingle Family
Taxes:$3,994
Remarks: Under contract-accepting backup offers. Virtually Staged Photos | The Time is Now to Act! Homes Like This is a rarely available home Nestled in Winter Garden, this exceptional residence captures the essence of classic comfort living with breathtaking evening sunsets and the tranquil sounds of Florida wildlife. Built by a highly respected, quality-focused builder, it stands as a true hidden gem. This expansive 4-bedroom, 3-bathroom, one-story home welcomes you with refined architectural details and custom finishes from the moment you arrive. The entryway impresses with intricate custom trim, opening into bright, open-concept living spaces that frame direct views of the serene rear pond. A private office offers an ideal retreat for working from home or creative pursuits.At the heart of the home, the gourmet kitchen features a generous island, double convection ovens, built-in microwave, and a dedicated wine-and-coffee station with elegant glass-accent cabinetry. A walk-in pantry connects seamlessly to the dining area, creating a perfect setting for both everyday meals and formal gatherings. Tile flooring, soaring 10’8” ceilings, wood-encased windows, crown molding, and abundant natural light enhance every space—including a cozy gas-burning fireplace. Make your private appointment today! The primary suite is tucked privately at the rear with direct access to the pool area. It boasts tray ceilings, a custom-organized walk-in closet, and a spa-caliber bath complete with dual vanities, a soaking garden tub, and an oversized frameless glass shower. Three additional bedrooms are thoughtfully arranged in a split layout for maximum privacy, each with ample closet space and well-appointed baths. Outside, an extended paver patio surrounds the custom pool, offering an impressive outdoor retreat. With no direct rear neighbors and positioned on a premium corner homesite along a quiet cul-de-sac, the property enjoys unmatched privacy and serenity. Residents also enjoy exclusive access to resort-style amenities, including a clubhouse, resort-style pool, fitness center, tennis and pickleball courts, a playground, and a private walking path along Johns Lake.Just minutes from historic Downtown Winter Garden—with its boutique shops, gourmet dining, farmers market, and cultural events—the home is also convenient to Winter Garden Village, top-rated schools, and major highways. You’re only 15 miles from Orlando’s world-famous attractions.This distinguished residence combines custom craftsmanship, luxurious upgrades, and an unbeatable location to deliver one of Central Florida’s finest living experiences.
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Kristi Quick (863-559-6104)
17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$560,000215 Days on yellowkey MLS ID: O6357599
REDUCED by $20,000 (3.4%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $271 Tax: $9,199 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,199
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Iluska Kruse (407-925-2221)
14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787
$310,000125 Days on yellowkey MLS ID: O6380808
3 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,516 (2025)Community: Grove Resort And Spa Hotel Condo 1Spa: NoCondo
Taxes:$6,516
Remarks: BEST VIEW IN THE ENTIRE RESORT! A rare opportunity to own a beautifully appointed 5th-floor, 2-bedroom, 2-bath luxury residence in the MAIN BUILDING at The Grove Resort & Water Park—offering breathtaking, UNOBSTRUCTED PANORAMIC VIEWS of LAKE AUSTIN and the SPRING POOLS. This exceptional condo features an open, light-filled floor plan and a private screened balcony, creating the perfect setting to unwind while taking in sunrise reflections over the lake or peaceful poolside evenings. Every detail has been thoughtfully designed for comfort and style, from modern furnishings and designer fixtures to a fully equipped kitchen with quartz countertops, solid wood cabinetry, and stainless steel appliances. A dedicated laundry room with full-size washer and dryer adds everyday convenience. Both bedrooms provide generous space for rest and rejuvenation, along with ample storage throughout the residence—ideal for extended stays or effortless hosting. Enjoy truly hands-free ownership with full onsite professional management, while still retaining the flexibility to personally use your condo for up to 179 days annually. Set within a beautifully maintained guard-gated, 106-acre resort community overlooking the serene 22-acre Lake Austin, The Grove Resort delivers a lifestyle few properties can match. Owners and guests enjoy access to the spectacular Safari Water Park featuring a Flow Rider surf simulator, dual water slides, a 695-foot lazy river, zero-entry pools, oversized hot tubs, and private cabanas. Additional amenities include water sports, fishing, swan paddle boats, a 24-hour fitness center, multiple on-site restaurants with indoor and outdoor dining, Flip Flop’s Family Fun Center, and a full Activity Center—truly something for everyone. Perfectly positioned minutes from Walt Disney World, with daily shuttle service to Disney, Universal Orlando, and SeaWorld, this hotel-condo offers the ultimate blend of vacation luxury and investment opportunity. Best of all, all utilities and resort amenities are included in the association fee, making ownership seamless and stress-free. Experience it for yourself through the immersive 3D walkthrough and discover why this remarkable residence—with the best view in the resort—is your gateway to elevated Orlando resort living.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Edit Gabor (863-397-5981)
5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$599,000187 Days on yellowkey MLS ID: O6365476
REDUCED by $50,000 (7.7%) on 05/21/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2013Monthly Fee: $184 Tax: $8,004 (2025)Community: Signature LakesSingle Family
Taxes:$8,004
Elementary School: Independence Elementary
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.
Listing Agent: Any Alves (407-455-0618)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,99055 Days on yellowkey MLS ID: G5111222
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$529,999138 Days on yellowkey MLS ID: NS1087076
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $38,001 (6.7%) on 05/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in one of Winter Garden’s most desirable communities. This move-in ready residence features a functional open-concept layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen overlooks the main living and dining areas, creating an ideal space for both everyday living and entertaining. The primary suite offers a private retreat with ample closet space and an en-suite bathroom. Enjoy outdoor living without the maintenance—HOA dues include full lawn care, providing a true low-maintenance lifestyle. Community amenities include resort-style pools, fitness centers, and scenic walking trails, enhancing the overall living experience. Conveniently located just minutes from Downtown Winter Garden, with easy access to State Road 429 and Florida Turnpike, as well as nearby shopping, dining, and top-rated schools.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
14099 LOCHEND WAY, WINTER GARDEN, FL 34787
$479,90043 Days on yellowkey MLS ID: O6404015
REDUCED by $10,000 (2.0%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1720 Built: 2024Monthly Fee: $150 Tax: $6,752 (2025)Community: Westhaven/OvationTownhouse
Taxes:$6,752
Remarks: Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,90037 Days on yellowkey MLS ID: O6404632
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3012 Built: 2013Monthly Fee: $208 Tax: $6,263 (2025)Community: Oakland ParkSingle Family
Taxes:$6,263
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$679,00037 Days on yellowkey MLS ID: O6404599
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $10,000 (1.5%) on 05/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $250 Tax: $9,595 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Single Family
Taxes:$9,595
Remarks: Under contract-accepting backup offers. Welcome to the highly sought-after Cresswell model in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 4 full bathrooms, and approximately 2,840 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has . Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
9414 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$867,000256 Days on yellowkey MLS ID: O6348107
72 Days Off yellowkey (back on 5/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2921 Built: 2024Monthly Fee: $86 Tax: $1,802 (2024)Community: Summerlake ReserveSpa: NoSingle Family
Taxes:$1,802
Remarks: Beautiful home offered fully furnished, move-in ready. All furniture and décor are included in the sale. New construction home in Summerlake Reserve, Winter Garden, offering 4 bedrooms, 3.5 baths, a loft, home office with barn doors, and a covered lanai on a private lot with no rear neighbors. The gourmet kitchen includes quartz countertops, soft-close cabinets, built-in oven, cooktop, vent hood, and Butler’s pantry. Interior features luxury vinyl plank flooring, open staircase, tray ceiling, freestanding tub, matte fixtures, pendant lighting, and EV charger. Community has only 41 homes and low HOA. Conveniently located near top-rated schools, dining, and shopping.
14501 GROVE RESORT AVE #2713, WINTER GARDEN, FL 34787
$215,000107 Days on yellowkey MLS ID: O6385857
4 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2018 Tax: $8,069 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,069
Remarks: Under contract-accepting backup offers. Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. Unit 2713 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 8 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Giovanni Sanginesi (407-276-0025)
14501 GROVE RESORT AVE #2714, WINTER GARDEN, FL 34787
$215,000107 Days on yellowkey MLS ID: O6385819
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018 Tax: $8,592 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,592
Remarks: Under contract-accepting backup offers. Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. Unit 2714 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The over-sized primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 6 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.