Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 3000 to 3499
Do Not Show Listings
Winter Garden - 81 properties found
17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$939,8805 Days on yellowkey MLS ID: G5111738
0 Days Off yellowkey (back on 4/29/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3409 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Everly floorplan offers 2,807 square feet of spacious, thoughtfully designed living across two stories in main home and 602 sqft apt. This home features 4 bedrooms, 3.5 bathrooms, and a 2-car garage, providing ample room for families and entertaining. The first floor showcases an open-concept layout with a large family room, casual dining area, and a well-appointed kitchen with an optional gourmet configuration. A private primary suite is conveniently located on the main level, offering a walk-in closet and luxurious bath. Upstairs, three additional bedrooms, multiple bathrooms, and a spacious loft provide flexible living space. A covered lanai extends the home outdoors, creating the perfect blend of comfort, style, and functionality. The Garage apt offers a private entrance. Sample Images
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$745,000184 Days on yellowkey MLS ID: O6356579
REDUCED by $30,000 (3.9%) on 04/29/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3468 Built: 2016Monthly Fee: $166 Tax: $5,745 (2023)Community: Bradford Crk Ph IiSingle Family
Taxes:$5,745
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2023
Middle School: SunRidge Middle
Remarks: This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures both privacy and functionality. Step into the expansive great room, complemented by a kitchen that will well exceed your expectations. Boasting wood look plank tile flooring, soft-close cabinetry, and Bosch stainless steel appliances, this culinary haven includes a massive quartz island perfect for both meal preparation and dining. Indulge in the elegant dining room adorned with a coffered ceiling, welcoming family and friends for memorable festive gatherings. The primary suite is an oversized sanctuary with coffered ceilings, custom California Closets, a luxurious newly installed Jacuzzi tub, and a rejuvenating shower. The 2nd bedroom is an oversized private bedroom suite with a full bath which is ideal for second primary bedroom, fitness room or playroom. The strategically located middle 3rd bedroom, featuring French doors, is an ideal space for a home office. The private 4th bedroom is en-suite and completes the first floor. The upstairs bonus room, complete with a powder room, offers versatility for home theater entertainment, game room or relaxation. Just a few minutes' walk to Winter Garden Village for shopping, dining and numerous events throughout the year, major commuter routes close by, walking, biking, and jogging trails. Just under a mile from downtown Historic Winter Garden, where the ever-popular Farmer's Market takes place every Saturday and of course, the well-known West Orange Trail that runs down the middle of the town. Bring your most discerning buyer – this home is a true delight that surpasses expectations!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787
$684,99039 Days on yellowkey MLS ID: O6393877
REDUCED by $5,000 (0.7%) on 04/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3460 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
16331 TALIESIN ST, WINTER GARDEN, FL 34787
$815,00064 Days on yellowkey MLS ID: O6385168
REDUCED by $14,000 (1.7%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2020Monthly Fee: $115 Tax: $7,882 (2025)Community: Hawksmoor Ph 4Spa: YesSingle Family
Taxes:$7,882
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. PRICE REDUCED - This stunning home is beautifully situated in the heart of Horizon West and Winter Garden, Florida, just minutes from Walt Disney World Resort. The charming and picturesque community offers a welcoming neighborhood feel with wonderful amenities, including abundant green space, a large playground, fitness center, clubhouse, and community pool. With scenic streets perfect for walking, biking, and evening strolls, this is truly a place where you can relax, connect, and enjoy the best of Florida living. From the moment you arrive, you’ll feel right at home. The inviting foyer features warm and cozy shiplap details that set the tone for the thoughtful design throughout. Just off the entry is a private first-floor office with French doors, along with a secondary connecting door to the main living area, making it ideal for working from home, quiet study, or a peaceful retreat. Beautiful porcelain tile with a wood-look finish flows seamlessly through the main living spaces, creating an elegant yet comfortable atmosphere. The gourmet kitchen is the true heart of the home, offering light gray cabinetry, quartz countertops, brushed nickel hardware, and a perfectly coordinated backsplash. Built-in ovens, a cooktop, and a spacious island with pendant lighting make this space as functional as it is welcoming, while the large pantry and above- and below-cabinet lighting add both convenience and warmth. The main living area is designed for gathering and making memories, highlighted by a stunning stone feature wall with an electric fireplace, floating mantle, and mount for a television—creating the perfect focal point. The first floor also features a spacious laundry room, a convenient drop zone with shelves and hooks just inside from the garage, and a stylish powder bath. The primary suite, located on the main level, provides a relaxing escape with a tray ceiling, luxury vinyl plank flooring, and a generous walk-in closet. The spa-like primary bath continues the home’s elegant design with light gray cabinetry, granite countertops, and highly desirable separate vanities and mirrors. Upstairs, a large flex space provides endless possibilities for entertaining, movie nights, or game days with family and friends. Two bedrooms share a Jack and Jill bath with dual sinks and a tub-shower combination, while an additional bedroom and full hallway bath give comfort and privacy for guests or loved ones. Step outside and experience the true showstopper of the home — your private backyard oasis. The beautiful pool and spa feature stunning lighting for evening ambiance, a covered lanai perfect for outdoor dining or relaxing in the shade, and an expansive screened-in deck that provides a generous space for entertaining and lounging. The pool is gas heated for year-round enjoyment, and the privacy fence keeps neighboring homes out of view, creating a peaceful and secluded retreat. Solar panels make the home incredibly energy efficient, and additional upgrades include a water softener system. With all appliances included, this move-in-ready home is a wonderful opportunity to enjoy comfort, style, and convenience in one of Central Florida’s most desirable locations.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787
$879,99039 Days on yellowkey MLS ID: O6393961
REDUCED by $15,000 (1.7%) on 04/29/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3338 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Remarks: .
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$1,025,00091 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
Tax Year: 2024
Remarks: Welcome to the 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)
10224 ATWATER BAY DR, WINTER GARDEN, FL 34787
$799,00022 Days on yellowkey MLS ID: S5147252
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2018Monthly Fee: $230 Tax: $7,456 (2025)Community: Waterleigh Ph 2BSingle Family
Taxes:$7,456
Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787
$795,0007 Days on yellowkey MLS ID: O6402421
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2022Monthly Fee: $160 Tax: $7,294 (2025)Community: Lakeside/HamlinSingle Family
Taxes:$7,294
Remarks: Your dream of homeownership starts here! Nestled in a sought-after community zoned for top-rated schools, this stunning 4-bedroom, 3-bathroom single-family home offers 3,020 square feet of beautifully designed living space — and it checks every box on your wish list. From the moment you step inside, you'll be captivated by the bright, open floor plan that effortlessly connects living, dining, and entertaining spaces. The stunning pocket sliders seamlessly blend indoor and outdoor living — simply open them up and let the Florida lifestyle flow in. The updated kitchen is the true heart of this home, boasting modern finishes, dual ovens, ample storage, and generous counter space that will inspire your inner chef. Step outside and fall in love with your own private retreat — a large, fully fenced backyard with plenty of room to add a pool and create the ultimate outdoor oasis. Whether you're hosting weekend barbecues or letting the children and pets roam freely, this space was made for making memories. Retreat to the expansive primary suite conveniently located upstairs, where space and comfort take center stage. Generous in size and thoughtfully designed, this extended sanctuary features not one, but two walk-in closets — because you deserve a bedroom that truly feels like a getaway. With additional spacious bedrooms, there's room to grow, work from home, or welcome guests with ease. The three full bathrooms mean busy mornings run smoothly for everyone. Location couldn't be better! Enjoy easy access to popular restaurants, shopping, and major highway access — making your daily commute and weekend adventures a breeze. This is the home you've been dreaming of — schedule your private tour today before it's gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kassandra Lopez, Llc (407-902-5817)
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,799,00036 Days on yellowkey MLS ID: O6389101
Bed: 3 Bath: 3.5 Gar: 6 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $17 Tax: $5,519 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in warmth and architectural character, offering 3 bedrooms, 2.5 bathrooms, a flex room, and a second-floor bonus space. Thoughtfully designed for function and lifestyle, the estate is further enhanced by a detached lakeside retreat—featuring a 4-car garage with 13-foot doors, multiple vehicle lifts, epoxy floors, and an integrated compressor system. An air- conditioned 2nd story storage area is accessed by elevator. The commercial kitchen, comfortable gathering area, and private lounge create a truly unique environment for entertaining and displaying prized possessions. Additional features include a 6-car pavilion and BBQ pergola with a stone fire pit. Structures are versatile - offering endless possibilities for collectors, creatives, or future expansion. The sweeping setting captures serene lake and sunset views, while a whole-property generator and security system provide comfort and peace of mind. With ample room to expand, the existing residence can serve as a guest home while a new primary estate is brought to life. Zoned for horses and ideally located just minutes from Hamlin Town Center, with convenient access to SR-429, Walt Disney World, and downtown Winter Garden, this is a rare opportunity to create a true legacy compound. All TV's included. Furnishings and other items may be available to purchase. See attachments for Feature Sheet.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$847,49081 Days on yellowkey MLS ID: O6382203
2 Days Off yellowkey (back on 4/28/2026)
REDUCED by $5,000 (0.6%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected 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)
13993 TITLE WAY, WINTER GARDEN, FL 34787
$825,000311 Days on yellowkey MLS ID: O6322118
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3072 Built: 2023Monthly Fee: $209 Tax: $9,194 (2024)Community: Storey Grove Ph 4Single Family
Taxes:$9,194
Remarks: Water View, Water View, Water View! Must-See Home with Stunning Backyard Water Views! Immerse yourself in this must-see a stunning two-story home featuring 4 spacious bedrooms, 3 full bathrooms, and 3,072 SqFt, located on a premium lot with no rear neighbors. Enjoy peaceful backyard water views that offer privacy, elegance, and a sophisticated, low-maintenance lifestyle. Please note: a water view does not imply direct access, only a serene visual backdrop. Step into a bright and airy open-concept layout with soaring ceilings, designer lighting, wood-look ceramic tile downstairs, and luxury vinyl upstairs—completely carpet-free. The kitchen is a chef’s dream, showcasing an expansive countertop and high-end stainless steel appliances—perfect for cooking and entertaining. Upstairs, enjoy a versatile loft space—an ideal setting for a media room, playroom, or home office—offering flexible functionality that adapts to your lifestyle. Furnishings to convey are available for purchase as an optional add-on (all indoor furniture, TVs, décor, and appliances, styled with an elegant aesthetic) Outside, your private oasis includes a covered and screened lanai with ceiling fans, plus a beautiful backyard setup featuring a pergola, fire pit, grill, and a comfortable seating area—all designed to showcase the serene water view. Additional highlights include a 2-car garage with built-in overhead shelving, an extended driveway that fits four more vehicles, an automated irrigation system, and HOA-maintained landscaping. Just bring your suitcase, turn the key, and start enjoying your new life! Located in the sought-after Storey Grove community, enjoy resort-style amenities including a clubhouse, fitness center, resort pool, multiple playgrounds, dog parks, and scenic walking trails. Ideally situated near top-rated Horizon West schools (A Schools), the new Publix shopping center, SR429, US?192, and just minutes from Walt Disney World, this beautifully decorated, move-in-ready home in one of Winter Garden’s fastest-growing neighborhoods is truly a rare find—schedule your private tour today!
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Janaina De Souza (407-780-7465)
17608 DEER ISLE CIR, WINTER GARDEN, FL 34787
$1,025,000207 Days on yellowkey MLS ID: O6350825
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $25,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3144 Built: 1997Monthly Fee: $207 Tax: $6,334 (2024)Community: Deer Island Ph 02Spa: YesSingle Family
Taxes:$6,334
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Bring your ideas to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of a beautifully updated landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifestyle — complete with resort-style amenities and convenient access to Historic Downtown Winter Garden, as well as Downtown Orlando and major attractions just 30 minutes or less away. Your ideas await as charm and craftsmanship are evident in every detail. Step through the front door into an inviting floor plan that seamlessly blends elegance with functionality. The spacious living room is anchored by a cozy wood-burning fireplace, enhanced by warm canned lighting and plantation shutters that frame every window. Wood flooring flows throughout the main living areas, setting a tone of timeless sophistication. The kitchen features granite countertops, KraftMaid cabinetry, Sub-Zero refrigerator, cooktop, double ovens, and a large pantry. The open design keeps the heart of the home connected to the main living space — ideal for entertaining and family gatherings but separate enough to hide the meal prep! The primary suite is a peaceful retreat, with serene views of the pool, dual walk-in closets, garden tub, separate shower, and a cleverly designed storage area. The home's split-bedroom layout ensures privacy for guests and family alike and are all thoughtfully located on the first floor. Upstairs, two large bonus rooms offer endless possibilities — from a playroom to a home theater — and includes a hidden safe room / office with skylights and easy attic access for extra security and utility. The 3 car garage features extra width for additional storage and Gladiator garage organizational wall units. Step outside into your private backyard paradise, where a sparkling saltwater pool and attached hot tub await, surrounded by pavers and an outdoor grilling station. Whether hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard fenced-in space delivers year-round relaxation. Eight outdoor security cameras offer peace of mind, while a three-car garage and spacious driveway provide ample storage and parking. An in-wall pest control system, central vacuum, built-in wine bar, hidden storage and closet organization are examples of many upgrades throughout the home. This home also boasts a well water system with a full purification setup, and a laundry room inside with washer, dryer and utility sink included. Beyond the home itself and its many additional upgrades, the Deer Island community offers unparalleled amenities, including a community boat ramp for direct access to John’s Lake — perfect for boating, fishing, and water sports — as well as two catch and release fishponds, basketball courts, tennis courts, pickleball facilities and easy access to the West Orange bike trails. With stunning lake views, lush surroundings, and a true sense of privacy, this is a place where families grow, memories are made, and every day feels like a getaway. Don’t miss the opportunity to own this fabulous home, where elegance meets comfort and lifestyle meets location.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Karen Jacobs (407-579-0062)
17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787
$769,00039 Days on yellowkey MLS ID: O6393857
REDUCED by $5,000 (0.6%) on 04/24/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3196 Built: 2018Monthly Fee: $215 Tax: $11,210 (2025)Community: Waterside/Johns Lk-Ph 2BSingle Family
Taxes:$11,210
Remarks: Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Rema Perras (802-233-5292)
12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$882,93242 Days on yellowkey MLS ID: O6392975
1 Days Off yellowkey (back on 4/26/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3101 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Dedicated Study | Game Room | East Facing Lot. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cumberland at 12965 Harvest Rain Avenue in Harvest at Ovation! From the foyer, this new home opens into a bright, open-concept layout where the great room, dining area, and kitchen flow together seamlessly. The kitchen features custom white cabinets, quartz countertops, and luxury vinyl flooring that continues throughout the main living area for a cohesive and stylish feel. Sliding doors at the great room lead out to the extended covered lanai, creating an easy indoor-outdoor connection. Tucked at the back of the home, the primary suite offers a spacious retreat with a walk-in shower and walk-in closet, while a secondary bedroom with a private bathroom, a dedicated study, and a powder room sit just off the foyer. Upstairs, three additional secondary bedrooms, including one with a private bathroom, another full bath, and a generous game room provide plenty of flexible living space. A two-car garage with an extra storage area adds everyday convenience. 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: Gourmet kitchen, study in place of garage storage, deluxe primary bath, pocket slider at great room, extended lanai, shower at upstairs bath 3, and 8' interior doors. Photos are for representative purposes only. MLS# O6392975
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
15391 LEBEAU LOOP, WINTER GARDEN, FL 34787
$949,000104 Days on yellowkey MLS ID: O6375228
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3042 Built: 2022Monthly Fee: $101 Tax: $10,724 (2025)Community: Winding Bay Ph 3Spa: NoSingle Family
Taxes:$10,724
Remarks: Experience refined luxury in this stunning Winter Garden residence designed for both elegance and comfort! This open-concept floor plan is beautifully enhanced by crown molding throughout the first floor and abundant natural light. Entering into the foyer you will find a full shiplap wall and a dedicated office with glass French doors that provides a comfortable work-from-home space. The gourmet kitchen is a true showstopper with a large kitchen island, open shelving, and a full wall of backsplash to the ceiling. This kitchen showcases elevated finishes and natural gas cooking, every chef's dream! The first-floor primary suite offers a private retreat, with a rain shower head and freestanding tub in the ensuite bathroom, built-in shelving in the primary closet, and windows overlooking the expansive woods behind the home! The spacious living room and extended outdoor travertine patio both feature surround sound speakers - perfect for indoor/outdoor entertaining! Head outside through the stacking sliding doors with automatic shades and impact glass to find an elevated pool with a large sun deck and water feature, as well as a panoramic screen enclosure overlooking serene, wooded views with NO REAR NEIGHBORS - a private outdoor oasis! Upstairs you will find three secondary bedrooms, one with its own private ensuite, and a spacious loft that offers a flexible living or media space. This home has also been thoughtfully designed with NO CARPET - it features ONLY engineered hardwood throughout and ceramic tile in all bathrooms, delivering timeless style and effortless maintenance in a truly exceptional setting. Every inch of this home has been carefully selected, from the central vacuum to the smart rack in the garage, making this is a truly stunning place to call home. Schedule your private showing today!
Listing Agent: Jasmine Martz (407-756-8344)
14416 TRAVOIS WAY, WINTER GARDEN, FL 34787
$786,86866 Days on yellowkey MLS ID: O6382140
REDUCED by $7,132 (0.9%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3324 Built: 2022Monthly Fee: $70 Tax: $7,567 (2025)Community: Lake Apopka SoundSpa: NoSingle Family
Taxes:$7,567
Remarks: PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$774,00069 Days on yellowkey MLS ID: G5108709
REDUCED by $10,000 (1.3%) on 04/24/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$949,99971 Days on yellowkey MLS ID: O6384645
REDUCED by $25,001 (2.6%) on 04/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2021Monthly Fee: $115 Tax: $8,275 (2024)Community: Wincey Grvs Ph 2Single Family
Taxes:$8,275
Remarks: Welcome to Wincey Groves — a beautiful 5-bedroom, 3.5-bathroom residence that showcases true model-home elegance and elevated Florida living. Built in 2021 and impeccably maintained, this stunning home features premium finishes, thoughtful design, and high-end upgrades throughout. At the heart of the home, the designer gourmet kitchen impresses with stainless steel appliances, an oversized quartz island, granite countertops, and soaring 10-foot ceilings that create an open, light-filled atmosphere. Custom built-in cabinetry and upgraded custom millwork add both functionality and refined style, elevating the home’s overall luxury appeal. The serene primary suite offers a beautiful bay window overlooking the pool, while spacious custom walk-in closets and a versatile fifth bedroom provide flexibility for a private in-law suite or guest retreat. Upstairs, a grand bonus room with wet bar delivers endless possibilities — from an elegant entertainment lounge to a private office or media space. Step outside into your resort-style oasis featuring a heated saltwater pool powered by solar panels, surrounded by lush tropical landscaping on a privately fenced corner lot where you can enjoy nightly Disney fireworks. Designed for modern convenience, this fully integrated smart home includes advanced automation throughout, over $10,000 in motorized electric window treatments, custom window coverings, and a newly upgraded garage with modern finishes. Perfectly located just one mile from Hamlin Town Center — offering upscale shopping, dining, cinema, and entertainment — with top-rated schools nearby and quick access to major highways and all Disney attractions. This exceptional residence blends luxury, technology, and lifestyle — a truly turnkey opportunity you’ll know instantly is THE ONE.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
15306 GILLIGAN CT, WINTER GARDEN, FL 34787
$925,00017 Days on yellowkey MLS ID: O6399653
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3127 Built: 2020Monthly Fee: $102 Tax: $8,308 (2025)Community: Winding Bay Ph 1BSpa: NoSingle Family
Taxes:$8,308
Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$645,900563 Days on yellowkey MLS ID: O6250356
2 Days Off yellowkey (back on 4/23/2026)
REDUCED by $3,900 (0.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,538
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
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