Location: Winter Garden
Do Not Show Listings
8060 BOWERY DR, WINTER GARDEN, FL 34787
$640,00013 Days on yellowkey MLS ID: O6421395
REDUCED by $10,000 (1.5%) on 07/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3013 Built: 2017Monthly Fee: $190 Tax: $7,459 (2026)Community: Lake Hancock PreserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,459
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Priced to Sell! Welcome to this elegant 5-bedroom, 3-bathroom home with a 2-car garage, located in the highly sought-after Horizon West/Hamlin area. Designed with both style and functionality in mind, this home features 9'4" ceilings, Low-E energy-efficient windows, 42-inch cabinetry, granite countertops, an open-concept great room with sliding glass doors leading to an extended covered patio, and a spacious primary suite with a garden tub, separate shower, and oversized walk-in closet. Unwind on the extended covered patio and enjoy nightly views of the Disney fireworks, creating a truly magical setting right from the comfort of your own backyard. Residents also enjoy a putting green, tot lot, gazebo, and the convenience of lawn care included through the HOA. Conveniently located just minutes from Hamlin Town Center, you'll have easy access to premier shopping, dining, entertainment, top-rated schools, and everyday conveniences. Plus, you're only a short drive from Disney, Downtown Winter Garden, Winter Garden Village, Orange County National Golf Center, and major roadways including SR-429, SR-535, and I-4, making commuting throughout Central Florida quick and convenient.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Camilo Rojas (407-455-1512)
14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787
$775,00028 Days on yellowkey MLS ID: O6419534
REDUCED by $13,000 (1.6%) on 07/18/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3448 Built: 2013Monthly Fee: $252 Tax: $9,452 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$9,452
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Virtually Staged. ... Summerlake Community ... This 5 bedroom 3.5 bath 2 car garage is seeing the water view from the front entrance. It has a large kitchen integrated with dining room and living room. Lots of windows and the view.... Newly painted inside and outside... The upstairs offers a lot of spaces for playroom and study room. The house is zoomed for Summerlake Elementary School, Hamlin Middle School, and Horizon High School. Don't forget, it is just minutes away from Hwy 429 and the shopping area in Hamlin. The community offers heated zero entry pool, Yes, heated pool. Tennis courts, Zip liner, gym, dog parks, and more.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
14123 FRASIER ST, WINTER GARDEN, FL 34787
$550,00029 Days on yellowkey MLS ID: S5151909
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2082 Built: 2024Monthly Fee: $108 Tax: $8,152 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,152
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon West area of Winter Garden! Nestled in one of Central Florida’s most sought-after communities, this beautiful two-story residence offers spacious open-concept living, soaring ceilings, and an abundance of natural light throughout. Designed for modern living, the home features expansive living and dining areas, generously sized bedrooms, and a functional floor plan perfect for entertaining or everyday comfort. Enjoy outdoor living with a semi-private fenced backyard, providing the perfect balance of privacy and open space. Ideally situated just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major highways, this location offers unmatched convenience and lifestyle. Residents also benefit from access to highly rated A+ schools, making this an excellent choice for families. Don’t miss this incredible opportunity to own a beautiful home in one of Winter Garden’s fastest-growing and most desirable neighborhoods. Schedule your private showing today!
Listing is courtesy of: LEVO REAL ESTATE LLC (407-744-1009)
Listing Agent: Yornelly Sanchez Manrique (407-820-1109)
1105 LINCOLN TER, WINTER GARDEN, FL 34787
$255,00036 Days on yellowkey MLS ID: O6416937
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 814 Built: 1961 Tax: $1,586 (2025)Community: Bay St ParkSingle Family
Taxes:$1,586
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: This beautifully updated 3 bedroom, 1 bathroom home offers modern comfort at an unbeatable value. With 814 sq ft of living space, it features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with a new fridge, and brand new remodeled bathrooms—giving you peace of mind and a move-in ready lifestyle. Located in the heart of Winter Garden, this home is close to shops, dining, and entertainment, all while being tucked into a welcoming neighborhood. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this gem checks all the boxes. Don’t miss this rare opportunity to own a beautifully renovated home in one of Central Florida’s most sought-after communities—for less than $300K! **All measurements must be verified by the buyer.** FHA buyers are welcome!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Christopher Sukhram (407-558-8460)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$999,000107 Days on yellowkey MLS ID: O6394977
REDUCED by $35,000 (3.4%) on 07/17/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. POOL HOME | PRIMARY SUITE ON MAIN FLOOR | PRIVATE OFFICE | THEATER ROOM | LOFT | 3-CAR GARAGE Welcome to this exceptional pool home in Cypress Reserve, offering over 4,100 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 bathrooms, a private office, spacious loft, dedicated theater room, and a 3-car garage. Combining luxury, flexibility, and everyday comfort, this beautifully maintained residence delivers the lifestyle today's buyers are searching for. From the moment you step inside, soaring 20-foot ceilings, dramatic windows, and abundant natural light create an impressive first impression. A grand staircase and second-story balcony overlook the main living area, adding architectural elegance and an open, airy feel throughout the home. Just off the entry, formal living and dining spaces provide the perfect setting for entertaining, while the private office with French doors offers an ideal work-from-home setup. At the heart of the home is a beautifully appointed gourmet kitchen designed for gathering and entertaining. Features include a gas cooktop, built-in convection oven and microwave, pot filler, designer backsplash, oversized center island, and extensive cabinetry for exceptional storage. The kitchen seamlessly opens to the family room and overlooks the backyard oasis beyond. The first-floor primary suite is a true retreat, featuring tray ceilings, a spacious sitting area perfect for a home gym, reading nook, or secondary office, and a custom oversized walk-in closet. The luxurious primary bath offers dual vanities, a soaking tub, abundant cabinetry, and a large walk-in shower complete with a rain shower head. Upstairs, you'll find an expansive loft, a dedicated media/theater room, and three additional bedrooms. A Jack-and-Jill bedroom layout with walk-in closets provides both privacy and functionality, while the flexible floor plan offers the potential to convert the loft or theater room into a fifth bedroom if desired. Step outside and discover your own private backyard retreat. The screened, heated saltwater pool features a sun shelf and is surrounded by an expansive paver patio, creating the perfect setting for entertaining, weekend gatherings, or relaxing Florida evenings. With HOA green space behind the property, you'll enjoy enhanced privacy and a more open backyard view. Additional upgrades include 8-foot doors throughout, high ceilings, a tankless water heater, oversized under-stair storage, a spacious laundry room with utility sink and storage cabinetry, and beautiful low-maintenance landscaping. Located within walking distance of highly rated SunRidge Elementary and Middle School, this home offers easy access to downtown Winter Garden, Winter Garden Village, SR-429, Florida's Turnpike, I-4, Downtown Orlando, Orlando International Airport, and Walt Disney World. Outdoor enthusiasts will appreciate the nearby West Orange Trail and Tucker Ranch Recreation & Nature Complex with hundreds of acres of trails, parks, and recreational opportunities. Residents of Cypress Reserve enjoy a community pool, playground, and low HOA fees. If you've been searching for a spacious, move-in-ready pool home with a first-floor primary suite, office, theater room, loft, and 3-car garage, this exceptional home checks every box. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787
$2,999,990301 Days on yellowkey MLS ID: O6346469
REDUCED by $333,389 (10.0%) on 04/14/2026
Bed: 6 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 6442 Built: 2025Monthly Fee: $112 Tax: $6,673 (2024)Community: Shorefront CoveSingle Family
Taxes:$6,673
Tax Year: 2024
Remarks: Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.
Listing is courtesy of: PARK SQUARE REALTY (844-774-4636)
Listing Agent: Suresh Gupta (844-774-4636)
17798 ADRIFT RD, WINTER GARDEN, FL 34787
$799,00055 Days on yellowkey MLS ID: O6409173
REDUCED by $8,000 (1.0%) on 07/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 2023Monthly Fee: $214 Tax: $11,089 (2025)Community: Waterleigh Ph 4B & 4CSpa: NoSingle Family
Taxes:$11,089
Remarks: $10,000 CREDIT TOWARDS BUYERS CLOSING COSTS OR INTEREST RATE BUY DOWN AT CLOSING WITH AN ACCEPTED CONTRACT. Welcome to resort luxury in Waterleigh, a vibrant Horizon West community where every day feels like a getaway. Set along the sparkling shores of Hickorynut Lake and surrounded by lush natural beauty, Waterleigh offers an unmatched blend of modern comfort, thoughtful design, and exceptional amenities — with the added delight of nightly Walt Disney World fireworks visible throughout the neighborhood. The community is thoughtfully built around conservation areas and incorporates water-conservation initiatives. This rare, all concrete block 4BD/3.5BA Sea Cliff floor plan home (3,334 SF) sits on a premium pond view lot, offering both serenity and stunning views. A charming front porch welcomes you inside to a thoughtful layout featuring a formal dining room, downstairs laundry, and a chef’s kitchen complete with stainless steel appliances, abundant cabinetry, a spacious eat-in area, and a custom Closet Factory pantry. The home is enhanced with double pane Low-E windows, R-30 attic insulation, and R-13 exterior wall insulation for improved energy efficiency. It also functions as a smart home, offering integrated convenience and modern connectivity throughout. Termite bond with Massey Services is transferable to the new owner (see attachments). The 1st floor primary retreat is a true highlight, featuring French doors leading to a spa-inspired bath with a soaking tub, dual vanities, a separate water closet, and a 3/8” frameless glass shower. Upstairs, a versatile tech-ready Family Room/Loft with hardwired Ethernet provides the perfect space for a media room, play area, or home office. This entire second floor offers a premium, carpet-free environment, featuring continuous, top-quality Luxury Vinyl Plank flooring with whisper-quiet padding. Three additional bedrooms all include walk-in closets. Two share a full bath with a dual-sink vanity, while the third enjoys its own private ensuite, elevated with floor-to-ceiling tile and Ultra Clear glass for a boutique hotel feel. Upgrades abound throughout the home, including custom tile baseboards, enhanced storage, and a 2-car garage with polyaspartic floors. Additional modern conveniences include a security system with cameras for added peace of mind. The expansive backyard and tranquil pond view create an inviting outdoor setting ideal for relaxing, entertaining, or simply enjoying the natural surroundings. Life is effortless with HOA-included lawn care, giving you more time to enjoy Waterleigh’s impressive collection of resort-style amenities: multiple pools, clubhouses, fitness centers, mini golf, sports fields, dog parks, community gardens, and miles of scenic walking trails. This home offers close proximity to the Phase 4 clubhouse, pool, gym, and playground, as well as Water Spring K-8 and Horizon High School. Ideally located near the on-site Publix, Hamlin Town Center, major roadways, and world-class entertainment — all just minutes from the theme parks. Beautifully appointed with modern design, refined finishes, and curated living spaces, this exceptional residence is ready to enjoy from day one. Skip the wait for new construction and move into a home that already offers the features buyers value most. 3,300+ SF of living space, a pond-view homesite on a $55,000 lot premium, and $25k in custom luxury upgrades, this remarkable Waterleigh property offers a rare opportunity.
Listing is courtesy of: ROYALTY R E BOUTIQUE INC (407-658-0601)
Listing Agent: Domenique Lombardo (407-474-7000)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$319,90070 Days on yellowkey MLS ID: O6407632
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $20,000 (5.9%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Remarks: Under contract-accepting backup offers. *** $20k PRICE IMPROVEMENT*** Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
15217 FARM STAND CT, WINTER GARDEN, FL 34787
$2,325,0007 Days on yellowkey MLS ID: O6422464
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4219 Built: 2023Monthly Fee: $320 Tax: $28,641 (2025)Community: Oakland HillsSingle Family
Taxes:$28,641
Elementary School: Tildenville Elem
Remarks: Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$490,00061 Days on yellowkey MLS ID: O6410108
REDUCED by $15,000 (3.0%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787
$488,00056 Days on yellowkey MLS ID: GC540630
2 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2016Monthly Fee: $164 Tax: $5,965 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$5,965
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!
Listing is courtesy of: CROSS KEYS REALTY, INC. (352-505-5049)
Listing Agent: Morgan Coleman (352-222-9093)
2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,00022 Days on yellowkey MLS ID: O6420951
0 Days Off yellowkey (back on 7/16/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3011 Built: 1999Monthly Fee: $90 Tax: $5,441 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$5,441
Elementary School: Lake Whitney Elem
Remarks: Virtually Staged. Tucked away on a cul-de-sac within the gated community of Wintermere Pointe, this spacious 5-bedroom, 4-bath pool home is situated on an oversized homesite of more than 1/4 acre with a beautiful wooded backdrop. The private backyard provides an inviting setting for outdoor living, featuring a screened pool and patio that create the perfect space for entertaining or simply enjoying the natural surroundings. Designed with one of the community’s most sought-after floor plans, this home offers exceptional flexibility with generous living spaces throughout. The formal living and dining rooms are sized to accommodate large furniture, while the centrally located family room flows seamlessly into the kitchen and outdoor living areas. The home office is thoughtfully positioned adjacent to the primary suite, making it equally suitable as a fifth bedroom, nursery, den, or private workspace. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, abundant cabinet storage, and a full appliance package, including a 5-burner glass cooktop range with a convection oven. The adjacent dinette overlooks the pool and backyard, while replacement sliding glass doors installed in 2017 provide direct access from the living room, dinette, family room, and primary suite to the screened patio and pool. The spacious primary suite features wood flooring, coffered ceilings, double closets, and oversized sliding glass doors that open directly to the pool area. The ensuite bath features dual vanities with stone countertops, a relaxing garden tub, a separate shower, and a private water closet. The secondary bedrooms are generously sized and conveniently located for easy access to the home’s full bathrooms, each enhanced with updated vanities and mirrors. A full bath located just off the family room also serves as an ideal pool bath. Just beyond the kitchen and laundry room, a hallway provides access to the 3-car garage and a wood staircase leading to the expansive bonus room. Complete with a full bath, walk-in closet, and newer windows overlooking the oversized backyard and wooded backdrop, this versatile space is ideal as a guest suite, sixth bedroom, recreation room, media room, home gym, or private retreat. Numerous updates provide added value and peace of mind, including multiple replacement windows (2015), a new roof (2016), replacement sliding glass doors and front entry door (2017), a new paver driveway (2020), a new water heater (2020), and a new HVAC system (2025). Wintermere Pointe is a gated community offering residents a playground and tennis courts. Conveniently located with access to Lake Whitney Elementary, SunRidge Middle School, and West Orange High School, the home also provides easy access to shopping, dining, major roadways, and many of Central Florida’s most popular destinations.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787
$714,999120 Days on yellowkey MLS ID: O6392994
REDUCED by $34,001 (4.5%) on 07/17/2026
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)
17070 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$575,0009 Days on yellowkey MLS ID: O6424329
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2215 Built: 2022Monthly Fee: $291 Tax: $7,640 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$7,640
Remarks: Welcome to this beautiful home located in the desirable Waterleigh community of Winter Garden. This two-story home features 3 bedrooms, 2.5 bathrooms, and an open-concept floor plan designed for comfortable everyday living. The kitchen includes stainless steel appliances, solid surface countertops, and a large center island overlooking the living and dining areas. Upstairs, the spacious primary suite includes a walk-in closet and an en-suite bathroom, while two additional bedrooms and a full bath provide ample space. Enjoy the covered lanai and all that Waterleigh has to provide, including resort-style pools, clubhouses, fitness centers, walking trails, playgrounds, tennis and pickleball courts, beach volleyball, mini golf, dog parks, and more. Conveniently located in Winter Garden with easy access to major roadways, shopping, dining, and area attractions.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787
$1,005,995247 Days on yellowkey MLS ID: G5104655
0 Days Off yellowkey (back on 11/17/2025)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3764 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! DEERFIELD MODEL. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The 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, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. 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)
15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787
$728,0007 Days on yellowkey MLS ID: O6425554
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2017Monthly Fee: $342 Tax: $11,367 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$11,367
Elementary School: Panther Lake Elementary
Remarks: Welcome to this beautifully updated and exceptionally spacious 5-bedroom home located in one of the most desirable sections of Waterleigh’s original phase in Winter Garden. From the moment you enter, you are welcomed by a dedicated formal dining room, creating an inviting space for entertaining and special gatherings. The open-concept kitchen flows seamlessly into the main living area and breakfast nook, offering a bright, functional, and comfortable layout designed for everyday living. The first floor also features a versatile bedroom that can easily be used as a private home office, guest room, playroom, or flex space. Brand-new porcelain tile flooring throughout the main level adds a clean and modern touch, while the elegant wood staircase creates a beautiful transition to the second floor. Upstairs, an impressive oversized loft provides the perfect space for a media room, game room, second family room. The thoughtfully designed upper level includes two spacious en-suite bedrooms, providing privacy and comfort, along with two additional bedrooms that share a well-positioned bathroom. The entire second floor features durable and stylish vinyl flooring. Step outside to the screened-in lanai with finished flooring, an ideal setting for relaxing, dining, and enjoying Florida’s year-round sunshine. The large, fully fenced backyard offers plenty of room for entertaining, pets, play areas, or even the possibility of creating your own private outdoor retreat. Waterleigh is known for its outstanding resort-style amenities, including community pools, fitness centers, clubhouses, a navigable lake, dock, beach volleyball court, playgrounds, walking trails, and beautifully maintained outdoor spaces. Ideally located in Winter Garden, close to shopping, dining, major highways, world-famous attractions, and highly rated schools, this home offers the perfect combination of space, comfort, modern updates, an excellent floor plan, and an exceptional community lifestyle. A wonderful opportunity to own a move-in-ready home in one of the area’s most sought-after communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
15415 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$549,9906 Days on yellowkey MLS ID: O6424833
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,414 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,414
Remarks: Virtually Staged. Imagine living just minutes from one of Central Florida's most sought-after destinations, where your favorite coffee shop, weekend brunch, boutique shopping, fitness studios, entertainment, and everyday conveniences are all just a five-minute drive away. Welcome to Hamlin Reserve, where this beautifully upgraded home offers the perfect balance of comfort, charm, and an unbeatable Horizon West lifestyle. Designed for easy, everyday living, this 3-bedroom, 2-bath residence features nearly 2,000 square feet of bright, open living space with timeless ceramic tile flooring extending throughout the home. The spacious kitchen is the heart of it all, showcasing elegant quartz countertops, abundant cabinetry, a gas range, and an oversized island that's equally suited for casual breakfasts or entertaining guests. The living room feels bright and inviting with automatic window blinds adding both convenience and a clean, modern touch. Just off the main living area, the versatile dining space can easily adapt to your needs as a home office, reading room, playroom, or additional flex space. The primary suite has been thoughtfully updated with a beautifully renovated bathroom, creating a relaxing retreat at the end of the day. Every upgrade throughout the home has been selected with both style and functionality in mind. Step outside and enjoy Florida living the way it was meant to be. The extended screened lanai offers plenty of room for outdoor dining and relaxing, while the built-in gas connection is already in place for your future summer kitchen. Additional features include a gas dryer, gas stove, and a well-maintained, move-in-ready interior that allows you to simply unpack and start enjoying your new home. Life in Hamlin Reserve means more than owning a beautiful home. Residents enjoy a community pool and quick access to SR-429, Walt Disney World, top-rated schools, and the ever-growing Hamlin Town Center. From waterfront dining and live entertainment to grocery stores, medical offices, breweries, parks, and community events, everything that makes Horizon West one of the area's most desirable places to live is just moments away. If you've been searching for a home that combines thoughtful upgrades, undeniable charm, and a location that truly enhances your lifestyle, this is the one you've been waiting for.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tai Phan (877-366-2213)
341 E LAFAYETTE ST, WINTER GARDEN, FL 34787
$179,00014 Days on yellowkey MLS ID: O6423558
1 Days Off yellowkey (back on 7/16/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1106 Built: 1948 Tax: $2,897 (2025)Community: Solomon SubSingle Family
Taxes:$2,897
Remarks: Under contract-accepting backup offers. ATTENTION INVESTORS & BUILDERS! Rare, low-priced opportunity in the highly sought after Walk to Downtown Winter Garden! This is a rare chance to secure a spacious lot with endless possibilities in a premium location with NO HOA, top-rated schools, and city water and sewer connections available. Zoned R-2, this property is a blank canvas perfect for savvy investors or builders. Maximize your investment by exploring options for a duplex, an ADU, or applying to split the lot. The current structure requires a complete remodel or teardown, making it the perfect site for your next project. Cash buyers only. Opportunities at this price point ($179,000) in 34787 do not last. Schedule your showing today!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Nina Nguyen (321-946-1256)
16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$539,79028 Days on yellowkey MLS ID: O6419693
REDUCED by $16,000 (2.9%) on 07/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1896 Built: 2024Monthly Fee: $152 Tax: $1,372 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Remarks: Under Construction. 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! The new construction quick move-in Haddock bungalow features our CO1 exterior, Move-In Ready appliance and window blind package, our Luxe Fresh design package, 3 bedrooms, 2 full bathrooms, a powder room, loft and 2-car detached garage. The first floor is ideal for entertaining, with its combined gathering room, kitchen, café, powder room, and gorgeous Oceanfront wood-look luxury vinyl plank flooring. The kitchen features a center island, storage pantry, stainless steel Whirlpool appliances, white cabinets, a white herringbone tile backsplash and Lyra quartz countertops. The second floor offers privacy and space for everyone with the owner’s suite, two additional bedrooms, the second bathroom, the laundry room and loft. Your owner’s suite features a walk-in closet, en suite bathroom with a private water closet, linen closet, walk-in shower with a frameless glass door, and dual sink quartz-topped white vanity. Professionally curated design selections for this home include our FH1 exterior, Move-In Ready appliance and window blind package and Luxe Fresh design package: upgraded 42" soft close white cabinets, a white herringbone tile kitchen backsplash, Lyra quartz countertops, white Brescia porcelain tile flooring in the wet areas, and soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787
$499,9907 Days on yellowkey MLS ID: O6425157
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 2002Monthly Fee: $44 Tax: $6,178 (2025)Community: Fullers Crossing Ph 02 49 31Spa: NoSingle Family
Taxes:$6,178
High School: Ocoee High
Remarks: Welcome home to this beautiful 4-bedroom, 2-bathroom single-family residence located in the heart of Winter Garden! Spanning 2,199 square feet of living space, this home features a highly desirable split floor plan with soaring volume ceilings that create an open and airy atmosphere. The spacious layout includes a welcoming living area, laminate flooring in the bedrooms, and an attached 2-car garage. Step outside to your private, screened-in patio overlooking an expansive 8.125-square-foot lot, offering plenty of space for outdoor entertaining or relaxation. Nestled in a quiet neighborhood, this property offers unbeatable convenience. Enjoy fast access to SR 429, the Florida Turnpike, and charming historic downtown Winter Garden. Don't miss the opportunity to own a piece of this highly sought-after community—schedule your private tour today!
Listing is courtesy of: ACTION PLUS REALTY SERVICES (407-905-5774)
Listing Agent: Luis Bello (321-436-9099)
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