Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Winter Garden - 76 properties found
1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$469,00043 Days on yellowkey MLS ID: B4902258
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1990Monthly Fee: $25 Tax: $2,403 (2025)Community: Crown Point SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,403
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome Home!! Nestled beneath the canopy of beautiful mature oak trees on a large corner lot, this exceptional 4-bedroom, 2-bathroom home offers the perfect blend of warmth, space, and classic Florida charm in one of Winter Garden’s most desirable locations. From the moment you arrive, the inviting curb appeal and expansive lot create a welcoming first impression that immediately feels like home. Inside, the thoughtfully designed split floorplan provides both privacy and functionality, featuring a formal living room and elegant formal dining room ideal for entertaining guests or hosting family gatherings. At the heart of the home, the spacious family room showcases a stunning wood-burning fireplace, creating a cozy focal point perfect for relaxing evenings and holiday memories. The seamless flow of the living spaces makes this home ideal for both everyday living and entertaining alike. Step outside to the oversized screened-in rear porch, where you can unwind while overlooking the spacious backyard shaded by majestic oak trees. Whether enjoying your morning coffee, hosting weekend barbecues, or simply appreciating the peaceful outdoor setting, this backyard offers endless possibilities for relaxation and recreation. This home has been meticulously maintained with several important updates already completed, including a roof replaced in 2018 and an HVAC system installed in 2022. Additional features include public water and sewer, an irrigation system to keep the landscaping lush year-round, and gutters with leaf guards for added convenience and low-maintenance living. Best of all, enjoy the benefits of a LOW HOA at only $250 annually. Combining timeless character, generous living spaces, mature landscaping, and major system upgrades, this Winter Garden gem offers an incredible opportunity to enjoy comfortable Florida living just minutes from shopping, dining, entertainment, and major commuter routes.
Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)
Listing Agent: Craig Burke (863-899-5010)
9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787
$435,000261 Days on yellowkey MLS ID: O6349881
REDUCED by $10,000 (2.2%) on 06/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 2018Monthly Fee: $142 Tax: $7,556 (2024)Community: Watermark Ph 2BSingle Family
Taxes:$7,556
Tax Year: 2024
Remarks: Beautiful 4 bedrooms, 2.5 bathrooms, 2 car garage home located in the desirable Watermark community in Winter Garden. Home is perfectly located near the clubhouse (5min walk distance), all tile on the first floor and tray ceiling in the master suite. Watermark has resort-like amenities that includes a pool with splash pad, playground, club house, fitness center, tennis court and nearby attractions such as Orange County National Golf Center and Disney Golf courses. This house was built by Meritage Homes and is well-known for their energy-efficient features, that helps homeowners to live a healthier lifestyle while saving thousands of dollars on utility bills. Winter Garden's unique charm and ambiance offers a wide variety of entertainment, shopping, and dining experiences like the BRAND NEW "THE MARK" which brings Starbucks, 7Eleven, Advent Health, Walgreens and more just a walk distance from the house. A new High School (Horizon West High School) has been added to the zip code and a brand new Elementary School is being built, both within 2 miles from the house.
Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)
Listing Agent: Mengshi Lu (407-800-3900)
708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$745,00043 Days on yellowkey MLS ID: G5112211
3 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 2019Monthly Fee: $280 Tax: $8,412 (2025)Community: Heritage/Plant StreetSingle Family
Taxes:$8,412
Remarks: LOCATED IN THE HIGHLY SOUGHT AFTER GOLF CART DISTRICT OF DOWNTOWN WINTER GARDEN!!! This beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful pond view with no immediate rear neighbors. A dog park is an added community perk and adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Kristi Lowery (407-235-4920)
2227 OAKINGTON ST, WINTER GARDEN, FL 34787
$489,99016 Days on yellowkey MLS ID: O6414707
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2002Monthly Fee: $240 Tax: $5,321 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,321
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated golf community of Stoneybrook West in Winter Garden. This move-in-ready residence features an open and spacious floor plan with separate living and dining areas, high ceilings, abundant natural light, and ceramic tile throughout. The upgraded kitchen offers granite countertops, ample cabinet space, and all appliances are included. The spacious primary suite features a large walk-in closet and an updated bathroom with skylights, dual vanities, a garden tub, and a separate shower. Enjoy outdoor living in the fully fenced backyard with a large patio, perfect for entertaining or relaxing. Recent updates and meticulous care make this home a true standout. Roof replaced in 2021. Property comes with solar panels. Residents enjoy resort-style amenities including a community pool, fitness center, tennis and basketball courts, playgrounds, lake access, fishing pier, boating, and 24-hour guarded gate security. Conveniently located near top-rated schools, shopping, dining, major highways, downtown Winter Garden, and Orlando's world-famous attractions. Don't miss this exceptional opportunity—schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787
$899,00069 Days on yellowkey MLS ID: O6399529
1 Days Off yellowkey (back on 6/7/2026)
INCREASED by $23,000 (2.6%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1943 Built: 2022Monthly Fee: $534 Tax: $10,109 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$10,109
Remarks: Experience the perfect blend of luxury and convenience with the Palmary dream home. Formerly a model home, this stunning one-story residence showcases a thoughtfully designed layout with 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. Enjoy your private outdoor oasis featuring an in-ground pool with a sun shelf and a covered lanai pre-plumbed for an outdoor kitchen. Step inside to the heart of the home, the gourmet kitchen is a standout feature, equipped with 42" Stone Gray cabinetry, quartz countertops, a sophisticated decorative tile backsplash, stainless steel sink, and upgraded faucet. Whirlpool stainless steel appliances, including a refrigerator and natural gas range, complete this culinary haven. The open-concept living area, flooded with natural light from expansive windows and highlighted by tall ceilings and a tray ceiling at the gathering room, creates an airy, welcoming space perfect for relaxing or entertaining. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a frameless glass enclosed walk-in shower with a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. At the front of the home, the two spare bedrooms and bathroom provide ample space for guests or personal use. The practical laundry room, complete with built-in cabinetry, a utility sink trimmed in quartz, and Whirlpool washer and dryer makes everyday tasks a breeze. Designer-curated selections elevate this home with pendant pre-wiring, comfort-height toilets, brushed nickel hardware and plumbing fixtures, Sherwin Williams City Loft interior paint, and wood-look luxury vinyl plank flooring throughout the entire home (except for the bathrooms and laundry rooms which are outfitted with tile). For modern convenience, this home is equipped with a smart thermostat, surround sound pre-wire, security system pre-wire, digital IP camera pre-wire, LED downlights, and additional data ports. Blending luxury, comfort, and cutting-edge connectivity, this home is designed for today’s lifestyle. Schedule an appointment to see it today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,99032 Days on yellowkey MLS ID: O6409937
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2022Monthly Fee: $225 Tax: $7,966 (2025)Community: Encore At OvationSingle Family
Taxes:$7,966
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00077 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
914 TROWMAN ALY, WINTER GARDEN, FL 34787
$649,00028 Days on yellowkey MLS ID: O6410871
REDUCED by $26,000 (3.9%) on 06/02/2026
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
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the highly sought-after Oakland Park community, this beautifully maintained 3-bedroom, 3-bath home is the definition of move-in ready living. Featuring desirable upgrades throughout, including gas appliances, elegant plantation shutters, and a turnkey design, this home offers the perfect blend of comfort, style, and convenience. Enjoy open-concept living spaces filled with natural light, spacious bedrooms, and a layout designed for modern living and entertaining. Pride of ownership shines in every detail, making this home truly stand out. Located in a charming golf cart community with resort-style amenities, residents enjoy access to parks, schools, walking trails, and more. Just minutes from vibrant Downtown Winter Garden, you'll love being close to the award-winning farmers market, lively festivals, boutique shopping, dining, and entertainment. This is your opportunity to own a well-maintained, upgraded home in one of Winter Garden's most desirable communities!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
2123 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,00021 Days on yellowkey MLS ID: O6412643
0 Days Off yellowkey (back on 6/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2006Monthly Fee: $46 Tax: $5,857 (2025)Community: Stone Creek Unit 4Single Family
Taxes:$5,857
Remarks: One or more photo(s) has been virtually staged. Welcome to your family's next home in the highly desirable Stone Creek community of Winter Garden. This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, and a versatile upstairs loft, perfect for a home office, playroom, or additional living space. Step inside to an open-concept living and dining area with stylish flooring throughout—no carpet throughout! The thoughtfully designed floor plan offers all four bedrooms upstairs, providing privacy and separation from the main entertaining areas. The spacious primary suite features an en-suite bathroom with dual vanities and a walk-in closet. Conveniently located downstairs, you'll find the laundry room and a half bath for guests. Families will appreciate being zoned for Whispering Oak Elementary School, a National Blue Ribbon School and one of the highest-rated schools in the Orlando area. Enjoy an unbeatable location just minutes from Winter Garden Village, Hamlin Town Center, and historic Downtown Winter Garden, with easy access to State Road 429 and the Florida Turnpike. Plus, Disney World and Orlando's top attractions are only a short drive away. Don't miss this opportunity to own a beautiful home in one of Winter Garden's most sought-after communities.
9468 KOMIKA LN, WINTER GARDEN, FL 34787
$459,90027 Days on yellowkey MLS ID: S5150415
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $300 Tax: $7,605 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$7,605
Remarks: One or more photo(s) has been virtually staged. 9468 Komika Lane is the kind of home that makes people slow down when they drive by. Between the curb appeal, charming front elevation, and rear-entry garage - a feature you rarely find in Florida - this 3-bedroom, 2-bath home stands out from the moment you arrive. Located in Waterleigh, the community offers the kind of amenities people actually use: a swimming pool, clubhouse, fitness center, sports courts, dog park, and playground - creating the feeling of a neighborhood where weekends don’t always require leaving home. Everyday conveniences are close by with Publix near the community entrance, plus shopping, dining, coffee spots, and entertainment around Flamingo Crossings, Hamlin, and Winter Garden Village. And when you want a little extra magic, Walt Disney World is close enough for spontaneous fireworks nights, resort dinners, or quick park days without turning it into an all-day event. *Some marketing images have been AI-assisted and virtually staged to illustrate the property’s potential layout, design, use of space, and possible aesthetic enhancements. Certain photos may include digitally enhanced visualization of furnishings, décor, finishes, landscaping, or cosmetic elements for marketing and illustrative purposes only. Actual property conditions, features, finishes, fixtures, and appearance may vary, and buyers are encouraged to independently inspect the property to verify all present conditions.*
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787
$459,00090 Days on yellowkey MLS ID: O6391856
REDUCED by $8,000 (1.7%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1670 Built: 2016Monthly Fee: $148 Tax: $657 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$657
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE REDUCTION - SELLER SAYS "BRING OFFERS" Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered front porch and an open-concept first level featuring tile flooring throughout, a chef-inspired kitchen with stainless steel appliances, rich cabinetry, and a breakfast bar. Upstairs, a versatile loft and convenient laundry room connect the primary suite to two generously sized guest bedrooms. Residents enjoy world-class community amenities including a resort-style pool, fitness center, tennis courts, and playground, all while being walking distance to the brand-new "The Mark" shopping center. Perfectly situated for families and commuters alike, zoned for Top Rated Schools, and just minutes from Hamlin Town Center, the 429 expressway, and Disney property. With alley-access parking and easy access to Winter Garden’s unique charm, this home offers the ultimate Horizon West lifestyle. Tour today! SOLAR PANELS ARE PAID IN FULL!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Jo Holton (307-690-7219)
14451 WINDSOR HALL WAY, WINTER GARDEN, FL 34787
$510,00036 Days on yellowkey MLS ID: O6408731
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 2016Monthly Fee: $192 Tax: $5,900 (2025)Community: Lake Hancock PreserveSpa: NoSingle Family
Taxes:$5,900
Remarks: Move-in ready and ideal for first-time homebuyers, downsizers, or empty nesters seeking low-maintenance living, this beautiful single-family home offers the perfect blend of comfort, convenience, and style. From the moment you arrive, you'll appreciate the welcoming covered front porch overlooking a peaceful pond—an ideal spot to enjoy morning coffee or relax at the end of the day. Inside, soaring ceilings, durable laminate and porcelain tile flooring, and an open-concept layout create a bright and inviting atmosphere. The spacious living room features a decorative fireplace and flows seamlessly into the heart of the home: a well-appointed kitchen with a large island, pendant lighting, walk-in pantry, and plenty of space for casual dining, entertaining guests, or everyday living. Designed for easy living, the open floor plan provides comfortable gathering spaces without the upkeep of a larger home. Best of all, yard maintenance is included through the HOA, allowing you to spend more time enjoying life and less time working outdoors. Whether you're purchasing your first home, looking to simplify your lifestyle, or searching for a move-in-ready retreat, this home offers the convenience and carefree living you've been looking for. Conveniently located near shopping, dining, healthcare, and major roadways, this charming property is ready for its next owner. Don't miss your opportunity to enjoy comfortable, low-maintenance living in a beautiful setting.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Cindy Brads (407-625-7443)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$485,000106 Days on yellowkey MLS ID: O6388993
REDUCED by $5,000 (1.0%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Taxes:$7,647
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! 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)
14645 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$455,00027 Days on yellowkey MLS ID: O6409068
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1703 Built: 2003Monthly Fee: $100 Tax: $3,347 (2025)Community: Emerald Rdg HSingle Family
Taxes:$3,347
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the gated community of Emerald Ridge in sought-after Winter Garden. Situated on an oversized fenced lot, this home features a covered and screened patio perfect for relaxing or entertaining year-round. Conveniently located just minutes from Winter Garden Village, major highways including SR-429 and the Florida Turnpike, approximately 20 minutes to Walt Disney World and 25 minutes to Universal Orlando. Zoned for highly rated schools and close to shopping, dining, and entertainment. Roof replaced in 2018.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Joe Gillespie (407-201-1997)
6174 WHISPERING GLEN, WINTER GARDEN, FL 34787
$518,29041 Days on yellowkey MLS ID: O6407807
REDUCED by $28,000 (5.1%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152 Tax: $1,373 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,373
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow by Pulte, a brand-new home that combines modern design and ultimate comfort. Featuring our Coastal exterior and located on a corner homesite, this home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a vented microwave. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a video doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$499,99922 Days on yellowkey MLS ID: O6411409
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2017Monthly Fee: $215 Tax: $3,704 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$3,704
Remarks: Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$559,99036 Days on yellowkey MLS ID: O6408024
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1983 Built: 2026Monthly Fee: $112 Tax: $6,874 (2025)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$6,874
Remarks: Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$450,00061 Days on yellowkey MLS ID: O6400571
3 Days Off yellowkey (back on 5/29/2026)
REDUCED by $19,000 (4.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
Remarks: Under contract-accepting backup offers. Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Herna Quero (321-305-0916)
516 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$500,00029 Days on yellowkey MLS ID: O6409675
1 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1716 Built: 1955 Tax: $709 (2025)Community: Rep Pt Pleasant Park SubSingle Family
Taxes:$709
Remarks: Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787
$450,00044 Days on yellowkey MLS ID: O6406656
REDUCED by $10,000 (2.2%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2018Monthly Fee: $108 Tax: $3,977 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$3,977
Remarks: Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living space. This home is a perfect blend of style and utility. Included 100-Day Home Warranty with buyer activation
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