Location: Winter Garden
Do Not Show Listings
12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787
$684,99090 Days on yellowkey MLS ID: O6393877
4 Days Off yellowkey (back on 5/26/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under contract-accepting backup offers. Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,90070 Days on yellowkey MLS ID: O6396640
1 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Accepting Backup Offers! Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
1157 VINSETTA CIR, WINTER GARDEN, FL 34787
$800,00040 Days on yellowkey MLS ID: O6403597
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3598 Built: 2014Monthly Fee: $112 Tax: $6,599 (2025)Community: Avalon Reserve Village 1Single Family
Taxes:$6,599
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Located in the heart of desirable Winter Garden, this beautiful and spacious two-story home in the intimate community of Avalon Reserve offers the perfect blend of location, functionality, and Florida lifestyle living. Ideally situated just 10 minutes from Downtown Historic Winter Garden and its popular Farmers Market, as well as only 10 minutes to Winter Garden Village, you’ll enjoy convenient access to shopping, dining, entertainment, and major roadways including the 429 and Florida Turnpike. Everyday conveniences such as Publix and Walgreens are located right near the entrance to the community, making daily living effortless. This five-bedroom home has been thoughtfully updated and offers an inviting layout with exceptional living space throughout. As you enter the home, you are welcomed by formal living and private office spaces positioned on either side of the foyer, creating flexibility for entertaining, gatherings, or even a private home office setup. Updated LVP wood plank flooring flows throughout the downstairs living areas, adding warmth and durability. The beautifully updated kitchen, remodeled in 2021, features gorgeous white cabinetry, a light complementary backsplash, contrasting island, gas cooking, a spacious everyday dining area, and an oversized island perfect for hosting family and friends. The kitchen opens seamlessly to the expansive two-story gathering room filled with natural light and overlooking the stunning screened pool area through large sliding glass doors. The primary suite is conveniently located on the first floor and offers a spacious retreat complete with a large en-suite bath featuring separate vanities, a garden tub, separate shower, and an oversized walk-in closet. Upstairs, a versatile loft area includes a built-in homework or craft station complete with counter space and upper cabinetry, creating a highly functional flex area for today’s busy lifestyle. Four additional upstairs bedrooms are generously sized with ample storage, and the upstairs features carpet throughout for added comfort. Situated on a corner homesite within this charming 46-home community, the property enjoys a peaceful setting surrounded by a large pond with a beautiful fountain that illuminates at night. The community playground is conveniently located directly across the street, offering easy access to outdoor fun. Additional highlights include a three-car tandem garage with epoxy floors, mounted storage shelving, and a flexible third bay perfect for a workshop, gym, storage, or hobby space. The widened driveway provides additional parking and added convenience for multiple vehicles. Step outside to your private Florida oasis featuring a heated salt-water pool and spa, a large covered lanai ideal for entertaining or relaxing poolside, and still enough green space for pets or play. The pool area is screened in and complete with an outdoor shower. Whether enjoying peaceful evenings by the water or hosting gatherings with family and friends, this backyard perfectly captures the beauty and lifestyle of living in the Sunshine State. Home also has a whole house backup generator inlet for you ready for your own generator. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
12529 DALLINGTON TER, WINTER GARDEN, FL 34787
$869,99065 Days on yellowkey MLS ID: O6400678
REDUCED by $15,000 (1.7%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2006Monthly Fee: $130 Tax: $6,735 (2025)Community: Foxcrest A-N & PSpa: YesSingle Family
Taxes:$6,735
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$517,00076 Days on yellowkey MLS ID: O6397229
REDUCED by $3,000 (0.6%) on 05/24/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2016Monthly Fee: $332 Tax: $7,677 (2025)Community: WaterleighSingle Family
Taxes:$7,677
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,399,900121 Days on yellowkey MLS ID: S5144064
REDUCED by $60,000 (4.1%) on 05/23/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Tax Year: 2024
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$519,900188 Days on yellowkey MLS ID: O6368387
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2012Monthly Fee: $251 Tax: $7,507 (2024)Community: Summerlake Pd Ph 01ASingle Family
Taxes:$7,507
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. 14571 Bahama Swallow Blvd is a turnkey single story home with a brand new HVAC system offering added value and peace of mind for the next owner. This 3-bedroom + den with 2 bath split-plan single-family home offers a rare combination of space, functionality, and lifestyle—with a large kitchen open to the family room. Living space is adjacent to the screened covered lanai with low maintenance fenced and pavered courtyard making for low maintenance indoor-outdoor living. Den can easily be converted to a private 4th bedroom. Located in the highly desirable and established Summerlake community, residents enjoy: Resort-style pool, Fitness center & clubhouse, Sports courts & walking trails, Lifestyle director & year-round events Even better, the HOA includes lawn care, making it a low-maintenance option—often with more space and value than many nearby townhomes. All just minutes from the 429, Disney and Hamlin’s shopping, dining, and entertainment. Zoned for Summerlake elementary conveniently located within the neighborhood. If you’ve been waiting for the right combination of value and lifestyle—this is one to see.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Shelley Dawson (407-492-1900)
13613 LARSEN LN, WINTER GARDEN, FL 34787
$825,00033 Days on yellowkey MLS ID: O6410121
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3812 Built: 2005Monthly Fee: $189 Tax: $10,378 (2025)Community: Lake Forest Sec 10ASingle Family
Taxes:$10,378
Remarks: Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gatherings while the dedicated formal living and dining spaces provide the perfect spot for hosting holiday gatherings and hosting special occasions. In addition to the expansive common areas, this home also features a dedicated study, complete with built-ins making it the perfect spot for those who work from home, a playroom or even a spouse-cave. Retreat to the master suite, an elegant sanctuary featuring dual walk-in closets and a lavish in-suite bathroom with a soaking tub and a separate shower. In addition to the master suite, there are three more generously sized bedrooms, ensuring space for family or visitors. Each of the three bathrooms is beautifully appointed with modern fixtures and finishes. A quick trip upstairs you will find a generous bonus room as well as a 5th bedroom with its own dedicated bathroom, making this the perfect space for growing teenagers, family or guests. Step outside to your own slice of paradise. The screened lanai opens to a private patio area, creating a tranquil space to enjoy Florida living. There is also a vinyl privacy fence and spacious back yard. Close to Winter Garden Village for dining and shopping, and Disney and other major attractions, as well as major highways. Call for your private showing today.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Theresa Choo Sau, Pa (407-443-6901)
9186 BRADLEIGH DR, WINTER GARDEN, FL 34787
$1,099,00039 Days on yellowkey MLS ID: O6408534
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3090 Built: 2019Monthly Fee: $115 Tax: $11,245 (2025)Community: Latham Park SouthSpa: YesSingle Family
Taxes:$11,245
Remarks: Under contract-accepting backup offers. This is more than a house — it’s a place where memories are meant to be made! Located just minutes from the iconic Cinderella Castle at Magic Kingdom in one of Winter Garden’s most desirable areas, this beautiful home offers the perfect mix of comfort, space, and tranquility. With peaceful nature views, NO REAR NEIGHBORS, and room for everyone to gather, it’s the kind of home made for Christmas mornings, birthday celebrations, and quiet evenings with the people you love most. Featuring 4 bedrooms, a private office, 3 full bathrooms, and a half bath, every space was thoughtfully designed to make daily life feel special. A welcoming foyer leads to a dedicated office space, followed by a versatile dining/flex room. The heart of the home is the stunning gourmet kitchen, complete with cooktop, stainless steel appliances and range hood, butler’s pantry, and an open-concept design overlooking the soaring HIGH CEILING family room. Expansive sliding doors frame the breathtaking POOL OASIS with a spa (heated) and oversized L-shaped extended lanai, creating the perfect indoor-outdoor setting for entertaining family and friends year-round. Upstairs, the private owner’s suite occupies its own wing for added tranquility. The spacious laundry room includes pre-plumbing for a utility sink, while the opposite side of the home offers three additional bedrooms — including one en-suite bedroom and two bedrooms connected by a Jack-and-Jill bathroom. This property is thoughtfully upgraded with fully paid SOLAR PANELS for energy efficiency and long-term savings, as well as a whole-home water filtration system. Surrounded by serene conservation, views from the 8-window-family-room with sliding doors, this home offers a rare combination of privacy, warmth, and the magic of living close to Disney. Homes like this rarely become available — don’t miss the opportunity to make this Winter Garden retreat your own.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Andreia Beraldo (804-475-1710)
2200 ROMANUM DR, WINTER GARDEN, FL 34787
$560,00040 Days on yellowkey MLS ID: O6408190
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2561 Built: 2015Monthly Fee: $211 Tax: $8,843 (2025)Community: Alexander RdgSpa: NoSingle Family
Taxes:$8,843
Remarks: Come see 2200 Romanum Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a functional island, all stainless steel appliances, and an accent backsplash. The primary bedroom includes a walk in closet, while its bathroom provides double sinks and a separate tub and shower. An exterior covered patio extends to a fenced in backyard. This updated property combines modern comfort and outdoor enjoyment. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$650,00062 Days on yellowkey MLS ID: O6401040
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 2018Monthly Fee: $64 Tax: $5,661 (2025)Community: Highlands/Summerlake Grvs Ph 2Spa: NoSingle Family
Taxes:$5,661
Remarks: Under contract-accepting backup offers. Welcome to your beautifully upgraded home in the heart of Winter Garden! This spacious 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and functionality, complete with a versatile flex room ideal for a home office, study, or playroom. From the moment you step inside, you’ll notice the thoughtful upgrades throughout—enhanced cabinetry, a stylish backsplash, upgraded appliances, and modern light fixtures that elevate the living space. The first-floor flooring has been fully updated, and the front door adds a fresh, inviting touch to the home’s curb appeal. Fresh interior paint (2026) keeps everything feeling clean and move-in ready. The kitchen is equipped with a gas range and flows seamlessly into the main living areas, perfect for everyday living and entertaining. Upstairs and throughout, you’ll appreciate the well-designed layout offering both privacy and open gathering spaces. The Harry Potter closet has been repurposed as a reading nook equipped with a chalk board for young ones to stay entertained. Major system updates provide peace of mind, including a newer HVAC system (approx. 8 years), roof (approx. 8 years), water heater, upgraded HVAC blower motor, and garage door opener mechanism. A tankless water heater, Tesla charger, and security system add modern convenience and efficiency. Step outside to enjoy the fenced backyard with a sprinkler system, and a location that’s tucked away—not on a main road—offering added privacy while still being close to everything. The home is also just a short distance from the community playground. The low HOA covers your cable bill and enhances your lifestyle with access to amenities including a pool, dog park, two playgrounds, and clubhouse, all while maintaining the community’s beautifully kept common areas. Perfectly positioned just minutes from world-renowned attractions like Walt Disney World and Universal Orlando, this home offers unbeatable access to the best of Central Florida’s theme parks. Enjoy the convenience of nearby grocery stores, shopping centers, and everyday essentials just minutes from your doorstep, making errands and retail therapy effortlessly accessible. Don’t miss your opportunity to own this well-maintained, thoughtfully upgraded home in one of Winter Garden’s most desirable areas!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Jennifer Micheli (321-229-3704)
15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$749,90056 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
Taxes:$7,534
Elementary School: Hamlin Elementary
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)
325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
$1,600,00034 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
$899,00055 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
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)
13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$850,00078 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)
17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$560,000226 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
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)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,99066 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
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
$529,999149 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)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,90048 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 Agent: Matthew Mckee (407-948-0658)
10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$679,00048 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)
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