Location: Winter Garden , 34787
Do Not Show Listings
6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$699,7453 Days on yellowkey MLS ID: G5111054
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle 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. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$712,6343 Days on yellowkey MLS ID: G5111051
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.
15142 TEA TREE DR, WINTER GARDEN, FL 34787
$858,1203 Days on yellowkey MLS ID: G5111049
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3498 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.
18191 CIDER MILL LN, WINTER GARDEN, FL 34787
$470,5003 Days on yellowkey MLS ID: O6399312
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $190 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
15359 MARITIME PINE DR, WINTER GARDEN, FL 34787
$828,1054 Days on yellowkey MLS ID: G5110994
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 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!
5685 SURPRISE LILY DR, WINTER GARDEN, FL 34787
$685,000183 Days on yellowkey MLS ID: O6353593
1 Days Off yellowkey (back on 2/4/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 2021Monthly Fee: $80 Tax: $513 (2024)Community: Hamilton Gardens Ph 2A & 2BSingle Family
Taxes:$513
Tax Year: 2024
Remarks: Short Sale. Bank Approved Price! Welcome to this meticulously maintained 5-bedroom, 2.5-bath home in the sought-after Hamilton Gardens Community. Designed for modern living, this home offers an open-concept layout where the kitchen seamlessly flows into the dining area and spacious family room, perfect for both everyday life and entertaining. The modern kitchen is a chef's delight, featuring Stainless Steel Appliances, a Gas Range, Granite Countertops, and a large island. The first floor also includes a formal dining room and Flex Room ideal for a home office, bedroom or den. Upstairs, we have a versatile loft, a spacious primary suite with a huge walk-in closet, dual vanities, a soaking tub, and a separate shower, plus three additional bedrooms bathroom and conveniently located Laundry Room. Enjoy thoughtful upgrades like a Water Softener, Water Treatment System, and Tankless Water Heater for ultimate efficiency. The fully fenced backyard comes equipped with water and gas lines ready for your Outdoor Kitchen. Residents enjoy fantastic community amenities, including a pool, playground, dog park, and soccer field. Located in the desirable Hamlin area of Winter Garden, this home is just minutes from Hamlin Town Center's shopping, dining, and entertainment, top-rated Orange County schools, the 429 Expressway, and a short drive to Walt Disney World and other Orlando attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Kavita Uttamchandani (239-691-2289)
14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787
$749,00025 Days on yellowkey MLS ID: O6392994
REDUCED by $46,000 (5.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2027 Built: 1989Monthly Fee: $322 Tax: $4,924 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,924
Remarks: Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
1035 CHASE DR, WINTER GARDEN, FL 34787
$465,0008 Days on yellowkey MLS ID: O6396474
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 1995Monthly Fee: $44 Tax: $3,337 (2025)Community: Island Pointe SubSpa: NoSingle Family
Taxes:$3,337
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to a home that feels right the moment you arrive. Set beneath the shade of mature oak trees on a 100-foot-wide lot in Winter Garden’s golf cart district, this beautifully maintained single-story home in Island Pointe invites you to slow down, breathe a little deeper, and truly enjoy where you live. The wide, covered front porch stretches across the entire front of the home, creating the perfect place for morning coffee, evening conversations, and everything in between. Step inside and you’re greeted by soaring vaulted ceilings and natural light that pours in from every angle, giving the home an open, airy feel that lives larger than its footprint. The layout flows effortlessly with multiple living and dining spaces designed for both connection and flexibility. At the center of it all is a generously sized kitchen with abundant counter space and a center island that opens seamlessly to the family room. This is where life happens. Holidays, casual dinners, and late-night conversations all find their place here. The split floor plan offers privacy and comfort. The owner’s suite is tucked away and serves as a peaceful retreat with a walk-in closet and a spacious en-suite bath featuring dual sinks, a garden tub, and a separate shower. On the opposite side of the home, two additional bedrooms provide the ideal setup for family, guests, or a home office. This home has been lovingly cared for and offers something buyers are always searching for but rarely find: solid construction with major system updates already done, including a newer roof, updated HVAC, and a brand new water heater. The finishes reflect its original character, giving you the opportunity to modernize at your own pace and build meaningful equity along the way. But what truly sets this home apart is the lifestyle. Located in the highly sought-after Golf Cart District of historic Downtown Winter Garden, you are just minutes from everything that makes this area so special. Hop on your golf cart or bike and head to Plant Street where you’ll find charming boutiques, incredible dining, live music, festivals, and the beloved Saturday Farmers Market. Enjoy local favorites like Crooked Can Brewery and Food Hall and Scoops Ice Cream only a quick ride away. Spend your weekends exploring the West Orange Trail or relaxing at nearby Newton Park, the City Pool, playground, fishing pier, and public boat ramp. Whether it’s a morning ride, an afternoon on the water, or an evening out, everything you need is right at your fingertips. Daily convenience is just as impressive, with multiple grocery options nearby and shopping along Highway 50. You are also close to top-rated schools, Winter Garden Village, AdventHealth, and have easy access to the 429 and Florida Turnpike. All of this, paired with low HOA dues and a welcoming, established neighborhood, makes this home not just a great purchase, but a smart investment in both lifestyle and long-term value. Homes like this do not come around often. A single-story layout, a prime location, strong bones, and the chance to make it truly your own. Come see it in person. Walk the space. Feel the openness. Sit on the front porch and imagine life unfolding here.
Listing is courtesy of: UPWELL REALTY LLC (407-926-9960)
Listing Agent: Kyle Madorin Pa (407-504-9247)
14267 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787
$350,00032 Days on yellowkey MLS ID: O6390455
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1289 Built: 2008Monthly Fee: $139 Tax: $3,450 (2025)Community: Signature Lks-Pcl 01D Ph 01Townhouse
Taxes:$3,450
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Carly Ruecker (727-776-7962)
14423 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,999101 Days on yellowkey MLS ID: O6368408
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3630 Built: 2023Monthly Fee: $217 Tax: $12,742 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,742
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Under contract-accepting backup offers. PRICED TO SELL! Welcome home to this stunning two-story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its abundant shopping, dining, fast-casual options, hospital access, and everyday conveniences—and only a short drive to Walt Disney World Resort, this home offers the perfect blend of luxury, comfort, and location. Built by MI Homes, known for exceptional energy efficiency, this 5-bedroom, 4-bath home showcases sleek, modern upgrades throughout. The pavered driveway and porch set the tone, opening to a thoughtfully designed floor plan that includes a first-floor bedroom with a full bathroom, ideal for guests, multigenerational living, or a private home office. The main living areas feature LVP flooring, striking iron stair railings, and incredible custom trim work along the staircase. The gourmet kitchen will keep even the pickiest of chefs happy, featuring dark cabinetry that beautifully contrasts with a bright white waterfall island, pendant lighting, stainless steel appliances, gas cooking, and stunning upper cabinetry that elevates the space. A built-in pocket office offers the perfect spot for quick correspondence, bill pay, remote work, or a homework station. The family room is anchored by a dramatic wall of custom built-in shelving with accent lighting and a fireplace, creating a warm and inviting focal point for everyday living and entertaining. Upstairs, a spacious loft continues the custom design theme with floating shelves and integrated storage. The expansive upstairs primary suite features LVP flooring, generous space, and access to a private balcony, perfect for morning coffee or evening relaxation. With no rear neighbors, enjoy a private backyard retreat complete with an extended lanai, while the coastal-style balcony off the loft provides even more opportunities for entertaining and unwinding. The intimate gated community is centered around a beautiful pond with a fountain, and just a short walk down the street brings you to the community green space and playground. This stunning home truly offers modern luxury, functional living, privacy, and an unbeatable Winter Garden location. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
13881 EASDALE ALY, WINTER GARDEN, FL 34787
$460,000257 Days on yellowkey MLS ID: O6332674
REDUCED by $10,000 (2.1%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2024Monthly Fee: $165 Tax: $1,535 (2024)Community: Westhaven/OvationTownhouse
Taxes:$1,535
Remarks: Modern end-unit Toll Brothers townhome in the heart of Horizon West—just minutes from Walt Disney World—offering nearly 2,000 sq ft of upgraded, low-maintenance living in one of Winter Garden’s most desirable communities. Built in 2024, this 3-bedroom, 2.5-bath residence delivers the feel of new construction without the wait. As an end unit, it is filled with natural light throughout the day and offers enhanced privacy compared to interior units. The open-concept main level connects the kitchen, dining, and living areas seamlessly—ideal for entertaining or everyday living. Upstairs, the spacious primary suite features a walk-in closet and well-appointed private bath, complemented by two additional bedrooms and a versatile loft space. A rare true two-car garage adds convenience and storage not always found in similar townhomes, while HOA-maintained exterior care supports a true lock-and-leave lifestyle. Located in Westhaven at Ovation, residents enjoy proximity to top-rated schools, major roadways, shopping, dining, and Orlando’s world-class attractions—all just a short drive away.
Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)
Listing Agent: Dawson Spoonley (407-902-3122)
13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$319,50037 Days on yellowkey MLS ID: O6390396
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1293 Built: 2005Monthly Fee: $320 Tax: $3,091 (2025)Community: Daniels Landing A-JTownhouse
Taxes:$3,091
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Don't Miss This Rare End Unit Opportunity in Sought After Daniels Landing! This spacious Bermuda Model Townhome, is the largest 2-bedroom floor plan in the highly desirable gated community of Daniels Landing. This unit is directly located across from the clubhouse and recreation building. It is a beautifully updated end unit that offers abundant natural light thanks to additional windows and features updated luxury vinyl flooring throughout all levels, creating a bright and modern living space. The spacious kitchen includes all new appliances, 42" cabinets and Silestone counters. The kitchen features a cozy breakfast nook that opens to a lovely private fenced brick paver courtyard perfect for relaxing or entertaining. Just beyond the courtyard is a detached oversized 1.5 car garage with automatic opener, attic storage, rear alley access, and additional guest parking. Upstairs, the primary suite features a private en-suite bath and two closets, including a large walk-in, while the second bedroom and full bath provide comfortable space for guests, family, or a home office. Additional highlights include a downstairs laundry room with washer and dryer, beautifully updated powder room, updated lighting, new roof (2025), fresh interior and exterior paint. Enjoy low HOA fees that cover exterior maintenance, roof replacement, landscaping, basic cable, high speed internet, and security monitoring - making this an excellent option for low maintenance primary living or investment potential. Residents of Daniels Landing enjoy resort style amenities, including gated entry, a sparkling community pool, clubhouse with fitness center, recreation facility, walking trails, and playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and Downtown Winter Garden’s shops and restaurants, with quick access to SR-429, SR-408, and I-4. Plus, you’re conveniently close to Disney’s back gate, making this an ideal location for cast members and area professionals. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today! Won't Last Long - A Must See.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gabriel Arroyo (516-661-0075)
1923 JEAN MARIE DR, WINTER GARDEN, FL 34787
$580,00091 Days on yellowkey MLS ID: G5106903
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2916 Built: 2007Monthly Fee: $90 Tax: $4,275 (2024)Community: Carriage Pointe A-I & LSingle Family
Taxes:$4,275
Remarks: GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Steven Boone (352-430-4144)
940 MARSH REED DR, WINTER GARDEN, FL 34787
$799,9905 Days on yellowkey MLS ID: O6397274
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3493 Built: 2015Monthly Fee: $128 Tax: $10,543 (2025)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$10,543
Remarks: One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong impression with its tile roof, enhanced landscaping, and well manicured appearance, setting the tone for what’s inside. The interior opens to a bright, expansive layout with high ceilings, neutral finishes, and multiple living and dining areas designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen, featuring abundant cabinetry, walk-in pantry, granite countertops, stainless steel appliances, extended butler's pantry style prep area, and a large center island that flows seamlessly into the main living area. Natural light fills the space, creating an inviting atmosphere that connects effortlessly to the indoor and outdoor living areas. The first floor dedicated office provides the ideal work-from-home setup or can easily function as a flex space to suit your needs. Upstairs, a spacious loft/bonus area offers additional versatility—perfect for a media room, playroom, or secondary living space. The primary suite is generously sized and features tray ceilings, large windows, and a relaxing, private feel. The en-suite bathroom includes dual vanities, a walk-in shower, walk-in closet, and ample storage, creating a comfortable retreat at the end of the day. Step outside to your private backyard oasis, where the SCREENED-IN POOL and covered lanai deliver the ultimate Florida lifestyle. The pool is equipped with SOLAR HEATING for year-round enjoyment and a NEW POOL PUMP for efficiency. A standout feature is the $7,000 integrated smart exterior lighting system, including the pool enclosure, creating a stunning nighttime ambiance perfect for entertaining. Additional upgrades include a new gutter drainage system and overhead garage storage racks, offering both convenience and functionality. Located in Johns Lake Pointe, residents enjoy access to resort-style amenities including a community pool, fitness center, playground, and sports courts, all while being just minutes from major highways, shopping, dining, Winter Garden's Historic Plant Street, and everything Central Florida has to offer. Only a short drive to Disney! Close to HIGH-RATED SCHOOLS. This is a rare opportunity to own a move-in ready home that combines space, upgrades, and lifestyle in one exceptional package. Call now for your private showing!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$505,00033 Days on yellowkey MLS ID: O6391117
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2017Monthly Fee: $159 Tax: $7,996 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$7,996
Elementary School: Panther Lake Elementary
Remarks: Welcome to 9107 Grand Island Way, a beautiful Corner Lot Home in the heart of Horizon West’s Watermark community! This home is the perfectly balance of comfort, style, and convenience, designed for both everyday living and entertaining. Upon entering the front door, you will see your updated, modern kitchen with granite countertops, modern 42" cabinets and modern pendant lights overlooking your spacious living room. You will space for a nice dining room table to entertain as well as a half bathroom and the entrance to the 2 car garage! Upon walking up the modern staircase, you will find a very nice spaced loft/entertainment room, to where you can have your private second living room, office or movie theater room! The primary bedroom provides a relaxing and spacious space with a nice sized primary bathroom and walk in closet, while the additional bedrooms offer flexibility for family, guests, or a home office. As this is a corner lot, there home is filled with natural light. flowing seamlessly into the kitchen and dining space. One of the most unique aspects of this property is its prime corner location directly across from the vibrant Horizon West Retail Center, placing you just steps from such stores like Starbucks, New York Beer Project, 7-11 and Walgreens and more! Enjoy the rare ability to walk or bike to dining, entertainment, and local hotspots while still enjoying the privacy of a residential neighborhood. Residents of Summerlake enjoy resort-style amenities including a community pool, clubhouse, fitness center, dog parks, playgrounds and more! With easy access to Interstate 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center and Walt Disney World just minutes away, this home offers the perfect balance of lifestyle and location in one of Winter Garden’s most sought-after communities conveniently located in the middle of everything!
Listing is courtesy of: FHG REALTY, LLC (407-505-7600)
Listing Agent: Jeff Inman (407-505-7600)
6226 MANUSCRIPT ST, WINTER GARDEN, FL 34787
$627,900161 Days on yellowkey MLS ID: O6359078
REDUCED by $8,000 (1.3%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2849 Built: 2012Monthly Fee: $168 Tax: $7,134 (2024)Community: Signature Lakes Ph 02 A B H I JSingle Family
Taxes:$7,134
Remarks: Family-Friendly Home for Sale in Beautiful Winter Garden! Welcome to your next home in one of the most desirable and family-oriented communities in Central Florida! This charming property is ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Home Highlights: • Gutters and classic brickwork • Cozy screened-in porch — perfect for morning coffee or playtime • Upgraded appliances • New water heater • New garage door Everyday Convenience: Just 1 mile from Walmart and Publix — making errands quick and easy! Family-Favorite Restaurants Nearby: Outback • Bosphorus • Miller’s Ale House • Ford’s Garage • Agave Bandido • McDonald’s • Chick-fil-A • Tijuana Flats • Wendy’s Fun & Entertainment for All Ages: PopStroke Mini Golf • Cinepolis Luxury Cinemas • Urban Air Adventure Park Excellent Schools: • Independence Elementary – 1 mile • Bridgewater Middle – 1 mile • Horizon High – 6 miles This home truly offers everything your family needs — comfort, convenience, and community — all in one perfect location!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fabiana Ferreira (321-401-0191)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$888,80045 Days on yellowkey MLS ID: O6387674
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
626 DUFF DR, WINTER GARDEN, FL 34787
$900,00059 Days on yellowkey MLS ID: O6382820
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3335 Built: 2004Monthly Fee: $185 Tax: $11,715 (2024)Community: Lake Forest Sec 10ASingle Family
Taxes:$11,715
Remarks: One or more photo(s) has been virtually staged. Luxury living in one of Winter Garden’s premier gated communities. This stunning 5-bedroom, 4- bath estate offers 3,398 sq. ft. of thoughtfully designed living space, including a private office and upstairs bonus room—ideal for work, play, or entertaining. Enhanced with over $75,000 in designer upgrades, the home showcases expansive living areas, a gourmet kitchen with premium appliances, and elevated finishes throughout. The owner’s suite is a true retreat, featuring a custom walk-in closet and spa-inspired bathroom, while additional bedrooms provide comfort and privacy for family or guests. Perfectly located just minutes from Winter Garden Village, AdventHealth, top-rated schools, shopping, and dining, this home offers the ideal blend of elegance, convenience, and lifestyle. Seller concessions available. A rare opportunity to own a beautifully upgraded home in a highly sought-after community
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Judith Enelus (407-722-4183)
1710 E BAY ST, WINTER GARDEN, FL 34787
$249,99046 Days on yellowkey MLS ID: O6376343
REDUCED by $5,005 (2.0%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 972 Built: 1957 Tax: $958 (2025)Community: Joe Louis Park First AddSingle Family
Taxes:$958
Remarks: WALK INTO $45,000+ OF INSTANT EQUITY! Appraised at $295,000 but priced for a lightning-fast sale at only $249,995, this fully renovated 3-bedroom, 2-bathroom Winter Garden home is the deal of the year. The seller must close before April 29, 2026, offering you a rare opportunity to secure a move-in-ready luxury property significantly below market value. This home provides total peace of mind with a BRAND NEW ROOF, new HVAC, and complete re-piping, all accented by a designer interior featuring large-format flooring, a gourmet kitchen, and spa-like bathrooms. Outside, the property shines with fresh stucco, a massive driveway, and a private fenced backyard, just minutes from the charm of Historic Plant Street. Best of all, this deal offers total financing flexibility: while the base price is set for a clean sale, the seller is happy to include any amount of closing cost credits or a furniture package by simply adjusting the price above $250,000. Act now to claim this built-in wealth before the deadline passes!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jose Villafana (407-705-8014)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,9004 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Elementary School: Maxey Elem
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
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