Location: Winter Garden , 34787
Do Not Show Listings
16185 TALIESIN ST, WINTER GARDEN, FL 34787
$649,99076 Days on yellowkey MLS ID: O6407177
REDUCED by $10,010 (1.5%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2020Monthly Fee: $127 Tax: $6,048 (2025)Community: HawksmoorSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,048
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Virtually Staged. Beautifully maintained 4-bedroom, 3-bathroom two-story home located in the highly desirable Winter Garden area. Featuring over $58,000 in builder upgrades and premium features, including a premium corner lot, this home offers the perfect blend of comfort, style, and functionality. Fully paid solar panels and a fully owned whole-house water filtration system add even more value and energy efficiency. From the charming front porch and landscaped entry to the thoughtfully designed interior, every detail has been carefully selected. The open-concept first floor features tile flooring throughout the main living areas and is filled with natural light, creating a bright and airy feel. The spacious living and dining areas flow seamlessly into the gourmet kitchen, complete with stainless steel appliances, elegant upgraded cabinetry, quartz countertops, designer backsplash, and generous counter space, making it ideal for everyday living and entertaining. A first-floor bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a private home office. Upstairs, a spacious loft offers a great flex space for a media room, game room, or additional living area. The expansive primary suite serves as a relaxing retreat with a tray ceiling, large walk-in closet, and private bath featuring dual sinks. Additional bedrooms provide comfortable space and ample storage. Additional upgrades include upgraded lighting fixtures, enhanced tile and carpet flooring, 8-foot first-floor doors, added laundry room cabinetry, and an attached two-car garage with epoxy flooring, custom cabinetry, and an additional refrigerator. Residents enjoy access to fantastic community amenities including a clubhouse, resort-style pool, park, playground, and sidewalks throughout the neighborhood. Conveniently located just minutes from Hamlin Town Center, shopping, dining, entertainment, Walt Disney World, and major highways with easy access to Orlando and surrounding areas. This exceptional home combines modern upgrades, energy-efficient features, functional living spaces, and an unbeatable location. Schedule your private showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
914 TROWMAN ALY, WINTER GARDEN, FL 34787
$625,00064 Days on yellowkey MLS ID: O6410871
REDUCED by $24,000 (3.7%) on 07/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1642 Built: 2022Monthly Fee: $356 Tax: $6,421 (2025)Community: Oakland ParkSingle Family
Taxes:$6,421
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Looking for a move-in ready home in Winter Garden with modern upgrades, an ideal location, and a true sense of community? Welcome to this beautifully maintained 3-bedroom, 3-bathroom home in the highly desirable Oakland Park neighborhood. Designed for today's lifestyle, this home features a bright open-concept floor plan, abundant natural light, spacious living areas, and a functional layout that's perfect for both everyday living and entertaining. Premium upgrades include gas appliances, elegant plantation shutters, and stylish finishes throughout, offering a turnkey, low-maintenance home you can enjoy from day one. Located in one of Winter Garden's most sought-after golf cart communities, Oakland Park offers resort-style amenities, scenic trails, parks, green spaces, and top-rated schools, creating the perfect setting for an active, connected lifestyle. Just minutes from Historic Downtown Winter Garden, you'll have easy access to the nationally recognized farmers market, local restaurants, boutique shopping, coffee shops, seasonal festivals, live entertainment, and the West Orange Trail. Whether you're searching for a close knit neighborhood, a home near downtown Winter Garden, or a community with exceptional amenities, this property checks every box. Don't miss this opportunity to own a beautifully upgraded home in one of Central Florida's most desirable communities.
215 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$1,099,0007 Days on yellowkey MLS ID: S5154193
INCREASED by $1,097,901 (99900.0%) on 07/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2700 Built: 2020 Tax: $12,866 (2026)Community: Downtown Winter GardenSpa: NoSingle Family
Taxes:$12,866
Elementary School: Dillard Street Elem
Tax Year: 2026
Remarks: Welcome to your own piece of Downtown Winter Garden paradise! This beautifully maintained 3-bedroom, 2.5-bathroom residence, built in 2019, offers the perfect blend of modern comfort, thoughtful design, and an unbeatable location just moments from one of Central Florida's most sought-after historic downtowns. Ideally situated just a short stroll from the award-winning Winter Garden Farmers Market, this exceptional home places you in the heart of one of Florida's most vibrant communities. Walk to the renowned Crooked Can Brewing Company, Garden Theatre, boutique shopping, charming cafés, and an outstanding selection of local restaurants, wine bars, and entertainment venues. Whether enjoying a weekend brunch, an evening out, or one of the many community events held throughout the year, everything Downtown Winter Garden has to give is just minutes from your front door. Inside, you'll immediately appreciate the bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen overlooks the living and dining areas, creating a warm, inviting atmosphere where family and guests naturally gather. Featuring modern finishes, generous cabinetry, quality appliances, and ample counter space, the kitchen is ideal for casual meals or hosting dinner parties. The highly desirable first-floor primary suite provides privacy and convenience with an en-suite bathroom and generous closet space. Also on the first floor are the laundry room, convenient half bath, and direct access to the attached two-car garage. Upstairs are two additional well-proportioned bedrooms and a full bathroom, creating the ideal setup for family, guests, or a dedicated home office. A standout feature is the dedicated surround-sound movie theatre, creating the ultimate in-home entertainment experience for movies, sporting events, and family movie nights. Step outside to your own peaceful retreat. The recently created butterfly garden provides a colorful outdoor sanctuary, thoughtfully landscaped to attract butterflies and pollinators while creating the perfect place to relax with your morning coffee or unwind after a busy day. Built in 2019, this home offers the advantages of modern construction, energy-efficient features, and low-maintenance living while combining timeless curb appeal with an exceptional floor plan. Opportunities to own a newer home within minutes of Historic Downtown Winter Garden are rare. Whether you're looking for a primary residence, a lock-and-leave lifestyle, or simply want to enjoy one of Central Florida's most desirable communities, this property delivers an exceptional combination of location, comfort, and lifestyle. Experience everything that makes Winter Garden one of Florida's most celebrated places to live—from its tree-lined streets and award-winning Farmers Market to the renowned West Orange Trail, live entertainment, breweries, dining, shopping, and year-round community events—all just a short walk from your front door. Agent is the Owner.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lloyd Hart (855-450-0442)
1005 CHASE DR, WINTER GARDEN, FL 34787
$599,99962 Days on yellowkey MLS ID: O6411451
5 Days Off yellowkey (back on 7/28/2026)
REDUCED by $1 (0.0%) on 07/09/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Taxes:$7,087
High School: Ocoee High
Remarks: Under contract-accepting backup offers. Virtually Staged. This is the one in Winter Garden's Golf Cart District. SELLER BONUS: from now until July 31st, the seller will credit up to $5,000 toward a privacy fence on any full-price contract. A fully renovated 4-bed, 2.5-bath home on a corner lot in the golf cart community of Island Pointe, and it is move-in ready. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. Double-height ceilings and natural light greet you at the entry, and the kitchen flows right into the living space so the home feels open and connected. The kitchen has stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that works for everyday life. The primary suite is its own retreat, with two walk-in closets, a glass walk-in shower, and a soaking tub. Three additional bedrooms give you room to grow. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac, all inside the Island Pointe golf cart community. HOA runs $68 a month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
7687 BOWERY DR, WINTER GARDEN, FL 34787
$799,90051 Days on yellowkey MLS ID: O6415123
REDUCED by $90 (0.0%) on 07/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3179 Built: 2020Monthly Fee: $134 Tax: $9,576 (2025)Community: Ravenna Ph 1Single Family
Taxes:$9,576
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: BUYER INCENTIVES: Offering $10,000 in "Cash Flex" incentives to be used toward a price reduction, buyer closing costs, or an interest rate buy-down with a full-price offer! PLUS, get an additional $5,000 lender contribution toward a rate buy-down when using the seller’s preferred lender—that’s up to $15,000 in total savings! Welcome to the pinnacle of luxury at 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This single-story masterpiece offers a rare combination of upscale lifestyle flexibility and long-term value, situated on an expansive 0.48-acre premium lot—one of the largest in the entire community! With NO REAR NEIGHBORS, a serene conservation backdrop, and nightly views of spectacular theme park fireworks right from your own property, this home is a true sanctuary. Grand 8-foot double front doors welcome you into a masterfully crafted, light-filled layout boasting 5 bedrooms, 4 full bathrooms, and over 3,170 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ultimate ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five. It comes fully equipped with 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious primary suite serves as a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the layout features a Jack-and-Jill bathroom between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a multi-generational retreat or a private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your massive backyard looking out directly over a protected conservation area, providing unparalleled privacy and beautiful natural views. The neighborhood offers premium community amenities including a pool and playground, all with low HOA fees and NO CDD! PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center shopping, dining, and major transport corridors (429, 408, and Florida’s Turnpike). Enjoy a swift, seamless commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
14784 FIELD DAISY DR, WINTER GARDEN, FL 34787
$635,69975 Days on yellowkey MLS ID: O6408277
REDUCED by $54,301 (7.9%) on 07/21/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2841 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Covered Extended Lanai | Secondary Bedroom with an Attached Bath | North Facing Lot | Game Room. New Construction - August Completion! Welcome to the Baldwin at 14784 Field Daisy Drive in Harvest at Ovation! This new bungalow-style home welcomes you with a charming entry that flows past a main level guest bedroom with a private bath and into a spacious, open great room. The kitchen overlooks the main living area and connects to a casual dining space, creating an easy setting for everyday living and gathering. At the back of the home, an extended lanai offers a sunny outdoor retreat perfect for relaxing under the Florida sky. Upstairs, the primary suite provides a private escape with a dual-sink vanity, walk-in shower, and a relaxing atmosphere, while two additional bedrooms, a full bathroom, and a conveniently located laundry room share the level and overlook the open living space below. A game room with a full bath above the two-car garage adds flexible space for entertaining, hobbies, or overnight guests. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: wet bar in game room and custom 42" cabinets throughout. Photos are for representative purposes only. MLS#O6408277
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
14780 FIELD DAISY DR, WINTER GARDEN, FL 34787
$653,118134 Days on yellowkey MLS ID: O6391463
INCREASED by $10,118 (1.6%) on 07/21/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2441 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Premium Location | Game Room. New Construction - August Completion! Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath is in place of the flex room, creating a convenient option for guests or work-from-home needs. At the back of the home, the covered extended lanai provides a sunny space for outdoor revitalization. Upstairs, the exceptional primary suite features a dual-sink vanity and walk-in shower, with the laundry room and secondary bedrooms nearby. The spacious game room over the garage includes its own full bath and wet bar, creating an ideal space for casual gatherings. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: game room over garage with full bath and wet bar, first floor bedroom with full bath in place of flex room, covered extended lanai, 8' interior doors throughout. Photos are for representative purposes only. MLS#O6391463
15514 CAMPDEN ST, WINTER GARDEN, FL 34787
$375,0006 Days on yellowkey MLS ID: O6425709
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1917 Built: 2011Monthly Fee: $369 Tax: $3,518 (2025)Community: Stoneybrook West ITownhouse
Taxes:$3,518
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: You will find comfort, convenience and flexibility with this lovely well maintained 3 bedroom 2 1/2 bath townhome located in Stoneybrook West. With Ceramic tile in the kitchen and bathrooms, the owner replaced all carpet with laminate wood flooring. The en suite primary bathroom was beautifully updated in 2025 with attention to upgrades like a double vanity quartz countertop and soft closed drawers. The Primary suite has two walk in closets and new energy efficient windows. The second bedroom boasts a walk in closet as well. From the cozy screened back patio, it’s a quick walk to the community playground and pool. This quiet family friendly community is within walking distance of all your shopping needs and also just a short drive to Winter Garden Village and charming Historic Downtown Winter Garden. There you’ll find the West Orange Trail for biking, running or a simple stroll after dining at some of the area’s finest restaurants. Adding to your peace of mind, the roof was replaced in 2023 along with repainting of the exterior of the properties in the community. The HVAC was replaced in April 2021. The exterior was upgraded to a 3 ton in August 2019 and maintained annually. Schedule your showing and make this turnkey townhouse your home.
Listing Agent: Jodene Chase (407-616-5634)
15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787
$520,00037 Days on yellowkey MLS ID: O6416462
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2017Monthly Fee: $195 Tax: $6,636 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 &Single Family
Taxes:$6,636
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valerie Winch (518-339-2940)
16822 HOBE SOUND CT, WINTER GARDEN, FL 34787
$599,99020 Days on yellowkey MLS ID: O6423720
2 Days Off yellowkey (back on 7/28/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Waterleigh presents the Clearden. This amazing all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Clearden includes Smart home technology package which allows you to control your home with your smart device while near or away. *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)
12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$658,000111 Days on yellowkey MLS ID: O6397713
REDUCED by $10,000 (1.5%) on 07/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2807 Built: 2023Monthly Fee: $210 Tax: $9,910 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,910
Remarks: Crafted by MI Homes in the exclusive community of Encore at Ovation you will find 12513 Encore At Ovation Way, a gorgeous Wekiva model loaded with upgrades. The impressive floorplan is open and bright featuring neutral tones as the perfect base for your personal touches. The first floor boasts woodgrain tile throughout the main living areas. The kitchen goes well beyond functional with gorgeous upgrades including 42-inch cabinets, several glass front cabinet doors, tile backsplash, stainless steel drop-in farm sink, gas range, stainless steel appliances, frosted glass pantry door, and a huge breakfast bar. The family room, kitchen, dining room, guest bedroom, a full bath and power room are located on the first floor. Climb the beautiful staircase to find the large loft area, two additional bedrooms, a full bath, the laundry room, and the luxurious master suite with a cove ceiling, free standing tub, separate shower, and large walk-in closet. The covered front porch is ideal to relax and enjoy the beautiful pond view across the street, and the covered patio is the perfect place for a quite evening dinner. This home is built with features that meet the Energy Star® 3.1 home building requirements, saving you on the cost of ownership. It’s also backed by M/I Homes' industry leading 10-Year Transferable Warranty. This home has been maintained to perfection and is ready for new owners.
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jin Yao (407-619-9883)
8807 SONOMA COAST DR, WINTER GARDEN, FL 34787
$765,00034 Days on yellowkey MLS ID: O6419920
REDUCED by $15,000 (1.9%) on 07/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2022Monthly Fee: $261 Tax: $9,520 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$9,520
Remarks: Welcome to resort-style living in Waterleigh, one of Horizon West's most sought-after master-planned communities. This stunning 5-bedroom, 4-bathroom home offers the perfect blend of space, serenity, and lifestyle, all anchored by breathtaking pond views right from your own backyard. Step outside to your private patio and take in the tranquil water view, the ideal backdrop for morning coffee, evening entertaining, or simply unwinding after a full day. The spacious backyard offers room to play, relax, and make memories, while the lush, HOA-maintained landscaping keeps everything looking its best year-round, no weekends spent on yard work required. Inside, five generous bedrooms and four full bathrooms provide all the flexibility a growing family, multigenerational household, or work-from-home setup could need. The open-concept design flows effortlessly from the heart of the home out to the patio, making indoor-outdoor living feel completely natural. Beyond your front door, Waterleigh delivers a lifestyle that rivals any resort. Enjoy four community pools, two clubhouses, a state-of-the-art fitness center, beach volleyball courts, a miniature golf course, a dog park, a community garden, fishing piers on the stunning 350-acre Hickorynut Lake, and miles of nature trails all within your neighborhood. On clear evenings, catch Walt Disney World's nightly fireworks right from the community. Location puts everything at your fingertips. Hamlin Town Center is just minutes away with dining, PopStroke's Tiger Woods-designed putting experience, Cinépolis Luxury Cinema, and a Publix literally within the community. Historic Downtown Winter Garden, with its beloved Saturday Farmers Market, Garden Theatre, and Crooked Can Brewing, is a short drive. Orlando Health Horizon West Hospital is 10 minutes away, and SR-429 makes commuting to Orlando, Disney, or the airport effortless. Top-rated Orange County Public Schools serve the community, including Water Spring Elementary, Water Spring Middle, and Horizon High School all within 1.5 miles. No CDD. HOA includes lawn maintenance. This is the one.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Kerstin Crow (615-428-7046)
15316 OAK APPLE CT #B, WINTER GARDEN, FL 34787
$335,500111 Days on yellowkey MLS ID: O6397688
REDUCED by $4,000 (1.2%) on 07/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008 Tax: $4,738 (2025)Community: Tucker OaksCondo
Taxes:$4,738
Elementary School: SunRidge Elementary
Remarks: Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Daniel Deluca (407-916-9780)
15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$824,90048 Days on yellowkey MLS ID: O6416065
4 Days Off yellowkey (back on 7/1/2026)
REDUCED by $50,000 (5.7%) on 06/19/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4042 Built: 2016Monthly Fee: $180 Tax: $552 (2024)Community: Signature Lakes Ph 3B-4Single Family
Taxes:$552
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Adam Jackson (407-572-6252)
15161 CANOE PL, WINTER GARDEN, FL 34787
$1,100,000106 Days on yellowkey MLS ID: O6398949
REDUCED by $80,000 (6.8%) on 07/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3816 Built: 2019Monthly Fee: $385 Tax: $13,235 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$13,235
Elementary School: Panther Lake Elementary
Remarks: OVERSIZED CORNER LOT. 3- CAR GARAGE. NEW OUTDOOR GOURMET AREA. FIRST-FLOOR SUITE. HUGE LOFT. 5 BEDROOMS Welcome to this beautifully appointed home in the highly desirable Lakeshore community in Winter Garden, offering an exceptional combination of space, comfort, and location. Situated in a prime area close to top-rated schools, shopping, dining, and major roads, this residence is ideal for buyers seeking both convenience and an outstanding lifestyle. This spacious home features 5 bedrooms, 4 full bathrooms, and 1 half bath, with a highly functional and attractive floor plan. Upon entry, you are welcomed by a private first-floor suite, perfect for guests, in-laws, or a home office with added privacy. Upstairs, you will find the remaining bedrooms, including the generous primary suite, along with a huge loft that offers endless possibilities for a media room, playroom, second living area, or home workspace. The home also features a formal dining room, while the kitchen, breakfast area, and family room flow seamlessly together in an open-concept layout that is ideal for both everyday living and entertaining. Step outside to enjoy the brand-new outdoor gourmet area, creating the perfect setting for gatherings, weekend barbecues, and relaxed Florida living. Residents of Lakeshore enjoy access to excellent community amenities, including a well-appointed clubhouse, fitness center, and playground, all contributing to a vibrant and welcoming neighborhood atmosphere. This is a rare opportunity to own a spacious, well-located home in one of Winter Garden’s most attractive communities. The spacious backyard offers excellent potential for a future pool. Some images have been virtually enhanced to help illustrate the outdoor possibilities. Pool shown in renderings is not currently installed.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$649,900139 Days on yellowkey MLS ID: O6389469
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2021Monthly Fee: $117 Tax: $7,176 (2025)Community: Wincey GrovesSingle Family
Taxes:$7,176
Elementary School: Hamlin Elementary
Remarks: Move-In Ready Home Near Hamlin Town Center with Open Layout and Private Backyard. Built in 2021 and located in the sought-after Wincey Groves community of Winter Garden, this beautifully maintained energy efficient 4-bedroom, 2.5-bath home offers thoughtfully designed living space with modern finishes and a functional open layout. The spacious main living area is filled with natural light and flows seamlessly into the dining space and kitchen, creating an inviting environment for both daily living and entertaining. The Gourmet kitchen upgrade is equipped with premium appliances, ample counter space, and an oversized center island that serves as the heart of the home—perfect for casual meals, gatherings, and hosting friends and family. The primary suite provides a comfortable retreat, featuring two large walk-in closets and a well-appointed en-suite bath. Additional bedrooms are generously sized, offering flexibility for guests, family members, or a dedicated home office. Step outside to enjoy the private fenced backyard with no rear neighbors, providing a peaceful setting for outdoor relaxation. The extensive pavered lanai and trellis area enhances the outdoor lifestyle, making it ideal for entertaining. Other home enhancements include: Custom Shutters, 5 1/4 inch baseboards, Designer lighting, Coffee/Wine Bar, extensive tile plank floors. Conveniently located just minutes from Highway 429, the home offers easy access to the popular Horizon West area. Only 1.3 miles away, Hamlin Town Center features waterfront dining, shopping and family entertainment options. Residents also enjoy proximity to highly rated schools, an extensive network of trails and parks, and nearby world-famous attractions including Walt Disney World. This move-in ready home offers modern construction, privacy, and an exceptional Winter Garden location in one of Central Florida’s most desirable and rapidly growing areas. Make this exceptional home yours today!
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
907 EASLEY AVE, WINTER GARDEN, FL 34787
$859,00078 Days on yellowkey MLS ID: O6406147
REDUCED by $6,000 (0.7%) on 07/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2252 Built: 2017Monthly Fee: $208 Tax: $4,712 (2025)Community: Oakland ParkSingle Family
Taxes:$4,712
Remarks: OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and 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, 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, including access to the 22 mile long WEST ORANGE TRAIL. 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!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787
$539,000187 Days on yellowkey MLS ID: O6370772
REDUCED by $36,000 (6.3%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 2021Monthly Fee: $136 Tax: $8,224 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$8,224
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Built in 2021, this stunning single-family, single-story home is located in the highly sought-after gated community of Lakeview Preserve, in one of Winter Garden's most desirable areas. The property features 3 bedrooms and 2 bathrooms, plus a huge office that can easily be converted into a 4th bedroom, offering rare flexibility and adding immediate value to the home. The open, integrated floor plan creates spacious, light-filled living areas, ideal for everyday living and entertaining. A standout feature of this property is the already-installed solar panel system, which delivers real energy savings and lowers monthly utility costs from day one. Living in Lakeview Preserve means enjoying a full resort-style lifestyle, with a swimming pool, complete fitness center, clubhouse for events, splash pad, lake access with a dedicated kayaking area, and beautiful outdoor green spaces, all within a secure, gated community surrounded by nature. The location is strategic, with easy access to major roadways, top-rated schools, shopping, and dining. A home with this combination of features won't stay on the market long, making it an excellent choice for homeowners and investors seeking long-term value in one of Central Florida's fastest-growing areas.
Listing Agent: Simone De Souza Nunes Silva (689-837-5076)
17854 HITHER HILLS CIR, WINTER GARDEN, FL 34787
$1,100,0002 Days on yellowkey MLS ID: O6428247
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2929 Built: 2023Monthly Fee: $72 Tax: $10,805 (2025)Community: Lake Apopka Sound Ph 1Spa: NoSingle Family
Taxes:$10,805
Remarks: Move in ready home with remarkable sunsets, breathtaking panoramic views of Lake Apopka, and calming bird watching right from the backyard. Highlights of this home from outside to inside are wide paver driveway with parking pad, spacious 3 car garage, covered front and rear porches, fully fenced in backyard, extended rear concrete patio, large flex room, mother in law suite with private entrance and kitchenette, and incredible kitchen to love at the center of an open floorplan. Floorplan: Triple split layout puts the primary suite, the secondary bedrooms, and the mother in law suite each in their own private area of the home. The mother in law suite has its own private exterior entrance, kitchenette, bedroom, and full bath. Large flex room for a home gym, office, studio, gaming room, or playroom. Kitchen: Cabinets to the ceiling, stone counters, beveled subway tile, farmhouse sink, island with seating for four, built-in wall oven and microwave, stainless vented hood, pot filler above the cooktop, spacious pantry, open to the living and dining space. Interior: Tray ceilings in the dining room, living room, and primary suite, wood slat accent wall, crown molding, upgraded lighting, ceiling fans, window treatments installed. Primary suite with walk in closet, corner tub, double sinks, and glass shower. Ceramic tile in main living areas, carpet in secondary bedrooms, inside laundry room. Exterior: Wide paver driveway with large paved parking pad, spacious three car garage, covered front porch, covered rear porch, extended full width concrete patio, fully fenced backyard with gates on both sides, sprinkler system throughout, tile roof. Recreation: Killarney Station trailhead five minutes out with bike rentals, repairs, and supplies center. West Orange Trail runs 20 plus miles into historic downtown Winter Garden. Lake Apopka Wildlife Drive and Lake Louisa State Park both an easy drive. Convenience: Downtown Wintergarden 25 minutes, Costco 8 minutes, Disney 25 minutes, Downtown Orlando 30 minutes, MCO Airport 35 minutes.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Danny Nguyen (407-496-1123)
9103 MORGANA CT, WINTER GARDEN, FL 34787
$1,549,00070 Days on yellowkey MLS ID: O6409652
REDUCED by $50,999 (3.2%) on 07/27/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4376 Built: 2022Monthly Fee: $423 Tax: $15,919 (2025)Community: Avalon CoveSingle Family
Taxes:$15,919
Remarks: Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy nightly views of the Disney fireworks lighting up the sky! The upgraded "picture frame" pool screen design offers an uninterrupted view of the serene pond and the diverse wildlife that visits it! On the main level you will find the PRIMARY SUITE COMPLETE WITH A LUXURIOUS SPA LIKE BATH AND HUGE walk-in closet, a guest bedroom with its own full bath, the glass enclosed wine room and a convenient half bath for guests. The GOURNET KITCHEN flows to the expansive great room where 4 large sliders can open to the covered patio for the "outside inside" living!! Upstairs, in addition to the large loft are 2 bedrooms that share a full bath and another private en-suite bedroom. Recent upgrades include beams on the main level ceiling, beautiful built-in wall unit in the loft, outdoor kitchen and outdoor lighting. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this beautiful home is perfect for that unbeatable central Florida lifestyle!
Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)
Listing Agent: Lesa Dolan (407-925-5786)
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