Location: Winter Garden
Do Not Show Listings
15878 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787
$910,00035 Days on yellowkey MLS ID: O6418239
1 Days Off yellowkey (back on 7/18/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2016Monthly Fee: $235 Tax: $6,920 (2025)Community: Hickory Hammock Ph 1BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,920
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE. Note: Please refer to floorplan at end of photos to illustrate additional bedroom and walk-in closet. These rooms are not shown in virtual walkthrough for home office privacy. Can be toured at showings.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Hardy Edwards (213-924-7010)
9152 SONOMA COAST DR, WINTER GARDEN, FL 34787
$739,0007 Days on yellowkey MLS ID: O6425825
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2840 Built: 2021Monthly Fee: $267 Tax: $11,025 (2025)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$11,025
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest suite with a full bathroom, ideal for multigenerational living, overnight guests, or a home office. The spacious kitchen flows seamlessly into the dining and family room, creating the perfect setting for entertaining and everyday living. Upstairs, you’ll find a versatile loft that can serve as a media room, playroom, or second living area, along with the remaining bedrooms, including the spacious primary suite. Step outside to relax and unwind while enjoying the tranquil pond and conservation views from your backyard. Best of all, the HOA MAINTAINS the LAWN, allowing you to enjoy a low-maintenance lifestyle. Residents enjoy outstanding community amenities, including multiple resort-style swimming pools, a fully equipped fitness center with a play area, tennis courts, and more. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando’s world-famous attractions, this home offers the perfect blend of luxury, comfort, and convenience. Don’t miss this rare opportunity to own a home with stunning water and conservation views in one of Winter Garden’s most desirable communities!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
706 STRIHAL LOOP, WINTER GARDEN, FL 34787
$599,0007 Days on yellowkey MLS ID: O6426152
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $96 Tax: $8,436 (2025)Community: Johns Landing Ph 01 44/47Spa: NoSingle Family
Taxes:$8,436
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
15929 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787
$569,0007 Days on yellowkey MLS ID: S5153663
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2290 Built: 2021Monthly Fee: $255 Tax: $8,804 (2024)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$8,804
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the community pools, and inside are A1+ schools, so don't wait to come see your new home!
Listing is courtesy of: VALSTAR REALTY LLC (407-925-1567)
Listing Agent: Alfonso Rangel (321-315-9071)
13163 LAKESHORE GROVE DR, WINTER GARDEN, FL 34787
$759,9008 Days on yellowkey MLS ID: G5114337
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3249 Built: 2001Monthly Fee: $110 Tax: $4,789 (2025)Community: Wintermere HarborSingle Family
Taxes:$4,789
Middle School: SunRidge Middle
Remarks: Space, privacy, and thoughtful design define this beautifully maintained 5-bedroom, 3-bath residence in the gated community of Wintermere Harbor. With 3,249 square feet of living space, a 0.33-acre lot, private saltwater pool and a three-car garage, this home offers the kind of everyday functionality that's increasingly difficult to find. A grand entry welcomes you into elegant formal living and dining rooms for more formal occasions while the expansive family room and kitchen create a comfortable gathering place at the heart of the home. Whether hosting holiday dinners, celebrating milestones, or enjoying a quiet evening in, the layout adapts effortlessly to every season of life. Positioned on its own side of the home, the primary suite offers a welcome sense of separation from the secondary bedrooms featuring its own private entry/exit to the pool deck. The spacious primary bath is designed for comfort, featuring dual vanities, a relaxing garden tub, a separate shower, and two walk-in closets that provide exceptional storage and organization.The thoughtfully designed layout continues with five generously sized bedrooms and two additional full bathrooms providing flexibility for growing households. Upstairs, a spacious bonus room awaits, adding another layer of possibility as a media lounge, game room, home office, or even a 6th bedroom with the addition of a closet. Beyond the interior, the home's outdoor living space invites you to slow down and stay awhile. A fully fenced backyard offers privacy, room for pets to roam while the screened enclosure surrounds the sparkling saltwater pool, creating a comfortable setting for morning swims, weekend gatherings, or evening entertaining. Located within one of Winter Garden's most established gated communities, Wintermere Harbor offers a peaceful residential setting just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, shopping, dining, golf, and Orlando's celebrated attractions. Some homes simply offer more square footage. Others offer a floor plan that lives beautifully. Schedule your private showing today and discover everything this exceptional Winter Garden home has to offer!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: John Chiumento (850-591-1689)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,046,00023 Days on yellowkey MLS ID: G5114517
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $187 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Elementary School: Hamlin Elementary
Middle School: Bridgewater Middle
Remarks: Back on the market through no fault of the seller! This home successfully passed the buyer’s 4-Point Inspection, Wood-Destroying Organism (WDO) Inspection, and appraisal, demonstrating its excellent condition. The appraisal has already been completed, and the seller has the appraisal and inspections in hand for you peace of mind. Unfortunately, the previous buyer was unable to secure financing, creating a second opportunity for you to own this beautiful home. The seller is highly motivated and welcomes all reasonable offers. This move-in-ready property is ready for its next owner with no inspection surprises from the previous transaction.Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities. Special financing options may be available! Qualified buyers may be able to purchase this home with NO MONEY DOWN or through NO INCOME VERIFICATION loan programs, subject to lender approval, program availability, and borrower qualifications. Don’t miss this incredible opportunity. Schedule your private showing today and ask how this home could be yours with little to no money out of pocket!
Listing Agent: Jay Winston (407-497-1112)
8060 BOWERY DR, WINTER GARDEN, FL 34787
$640,00015 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
Taxes:$7,459
Tax Year: 2026
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
$775,00030 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
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
$550,00031 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
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
$255,00038 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
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
$999,000109 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
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
$2,999,990303 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
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)
15217 FARM STAND CT, WINTER GARDEN, FL 34787
$2,325,0009 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
$490,00063 Days on yellowkey MLS ID: O6410108
0 Days Off yellowkey (back on 7/17/2026)
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
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
$488,00058 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
$750,00024 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
$714,999122 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
$575,00011 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
$1,005,995249 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
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
$728,0009 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.