Location: Winter Garden
Do Not Show Listings
5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$589,90070 Days on yellowkey MLS ID: O6380252
0 Days Off yellowkey (back on 5/7/2026)
REDUCED by $25,000 (4.1%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2270 Built: 2021Monthly Fee: $115 Tax: $8,949 (2024)Community: Wincey Grvs Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,949
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Opportunity to secure a nearly new home in the highly desirable Wincey Groves community while planning ahead. Built in 2021, this well-maintained 4-bedroom, 3-bath residence offers a functional open-concept layout, modern finishes, and a comfortable living environment in one of Winter Garden’s fastest-growing areas. The main living space is bright and inviting, seamlessly connecting the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The kitchen features ample counter space, quality appliances, and a central island that serves as the heart of the home. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bath, while additional bedrooms provide flexibility for family, guests, or a home office. The home also features a private fenced backyard, offering space for outdoor enjoyment, relaxation, or future customization. With a lease in place through April 2026, this property is well-suited for buyers planning a future move, relocation, or those looking to secure a home in a high-demand area ahead of time. Located just minutes from Highway 429, Hamlin Town Center, shopping, dining, parks, and top-rated schools, the home offers both convenience and long-term value in the heart of Winter Garden.
Listing is courtesy of: AREATE REALTY (321-775-5827)
Listing Agent: Li Xu (321-775-5827)
3407 CURRENT AVE, WINTER GARDEN, FL 34787
$669,00024 Days on yellowkey MLS ID: O6400102
REDUCED by $30,000 (4.3%) on 05/07/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3747 Built: 2020Monthly Fee: $152 Tax: $10,520 (2025)Community: Lakeview PreserveSingle Family
Taxes:$10,520
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2025
Middle School: Windy Hill Middle
Remarks: Five bedrooms, four and a half baths, and a three-car split garage inside a gated waterfront community on Johns Lake. This 2020-built home in Lakeview Preserve is built around space and flexibility. The kitchen anchors the main living area with stainless appliances, a large center island, and an open sightline into the family room and dining space. A downstairs primary suite sits privately off the family room with a spacious walk-in closet and an oversized ensuite bath. On the opposite end of the first floor, a guest bedroom with its own private ensuite makes the layout ideal for multigenerational living or overnight guests. The true split floor plan keeps everyone's space their own. Upstairs holds three more bedrooms, including a second primary with a walk-in closet and private ensuite bath. The remaining two bedrooms share a guest bathroom. Lakeview Preserve is a gated community on Johns Lake with a resort-style pool, fitness center, cabana, playground, splash pad, and a private community dock with a kayak launch. Conservation areas run throughout the neighborhood. You're minutes from Hamlin Town Center, the 429, AdventHealth Horizon West, and Stoneybrook West Village, with Historic Downtown Winter Garden and the West Orange Trail about eight miles away. Disney is a fifteen-minute drive. Rare to find this much square footage, this many ensuites, and gated lake access all in one address.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
15056 GROVESIDE RD, WINTER GARDEN, FL 34787
$505,97593 Days on yellowkey MLS ID: O6380756
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2025Monthly Fee: $247 Tax: $1,375 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,375
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Under Construction. Ready in July! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with a dedicated study/office with large storage closet. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$499,90056 Days on yellowkey MLS ID: O6391117
REDUCED by $5,100 (1.0%) on 05/04/2026
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)
15039 GROVESIDE RD, WINTER GARDEN, FL 34787
$490,38030 Days on yellowkey MLS ID: O6398354
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,375 (2025)Community: Parkview At HamlinTownhouse
Remarks: Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
14501 GROVE RESORT AVE #2334, WINTER GARDEN, FL 34787
$289,500248 Days on yellowkey MLS ID: O6340736
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $5,997 (2025)Community: Grove Resort And SpaCondo
Taxes:$5,997
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor plan boasts an open-concept living area filled with natural light, a modern kitchen with stainless steel appliances, sleek countertops, and the convenience of in-unit laundry. Step out onto the extended screened balcony to enjoy tranquil resort and conservation views—an ideal space for morning coffee or evening relaxation. As an owner, you and your guests will experience resort living at its finest. The Surfari Water Park features a thrilling lazy river, water slides, and the FlowRider surf simulator. Multiple heated pools, hot tubs, and private cabanas create endless opportunities for relaxation, while children will love the splash zones, game arcade, and dedicated play areas. Beyond the water attractions, the resort offers on-site restaurants and bars, a grocery café, full-service spa, fitness center, mini-golf, boat rentals, and 24-hour concierge services—all within a secure, award-winning community. This unit is part of the professionally managed hotel rental program, offering truly hands-free ownership. With full-service management covering marketing, bookings, housekeeping, and maintenance, owners can enjoy strong cash-flow potential while eliminating the stress of day-to-day operations. Whether you’re looking for a private getaway near Orlando’s top attractions or a proven income-producing property, this Grove Resort condo presents an unmatched opportunity. Experience luxury, convenience, and investment potential in one of Central Florida’s premier resort communities. Schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787
$675,00032 Days on yellowkey MLS ID: O6397098
1 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 1991 Tax: $2,367 (2025)Community: 0000Spa: YesSingle Family
Taxes:$2,367
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Estefania Ortega (305-905-7670)
15050 GROVESIDE RD, WINTER GARDEN, FL 34787
$492,67080 Days on yellowkey MLS ID: O6384403
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,375 (2026)Community: Parkview At HamlinTownhouse
Tax Year: 2026
Remarks: Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed to your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
12362 BRACCO ST, WINTER GARDEN, FL 34787
$515,00010 Days on yellowkey MLS ID: O6404125
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2023Monthly Fee: $105 Tax: $8,231 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,231
Remarks: Welcome to this exceptional home located in the highly sought-after Highland Ridge community. This beautifully maintained 4-bedroom, 2 full bathroom and 1 half bathroom residence offers generous living space and a unique blend of classic curb appeal with modern interior upgrades. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen is designed for both function and style, showcasing a large island, stainless steel appliances, ample counter space, and a convenient corner pantry. It seamlessly connects to the dining and family areas, creating a welcoming and cohesive living space. Wood-look luxury vinyl plank flooring throughout main living areas on the first floor. Upstairs, you’ll find a spacious loft that can be used as a media room or flexible living area, along with a conveniently located laundry room and four bedrooms. The primary suite offers a well-designed en-suite bathroom and a walk-in closet, while the remaining bedrooms share a full bath. Ideally situated in the vibrant Winter Garden area, Highland Ridge residents enjoy access to a pool, playground, and half basketball court. The community is just minutes from the Hamlin shopping and dining district, with convenient access to major highways. Located less than 15 minutes from Walt Disney World, under 30 minutes from Universal Orlando and Downtown Orlando, and approximately 35 minutes from Orlando International Airport. Several renowned golf courses are also nearby. The property is located at the end of a quiet street with minimal traffic, this home offers exceptional privacy and tranquility, backing onto a natural preserve with no rear neighbors. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer.
Listing is courtesy of: ELITE INTERNATIONAL REALTY INC (305-940-6611)
Listing Agent: Comandante De Abreu Junior (786-818-0909)
13836 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$300,00051 Days on yellowkey MLS ID: O6392319
REDUCED by $5,000 (1.6%) on 04/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1234 Built: 2005Monthly Fee: $320 Tax: $4,243 (2025)Community: Daniels Lndg A-JTownhouse
Taxes:$4,243
Remarks: 2/2.5 townhouse in Daniels Landing in Winter Garden. End unit with 1-car garage and community pool. Built 2005, HOA $320/mo, Flood Zone X. This 2 bedroom, 2.5 bathroom townhouse in Winter Garden offers a functional layout, gated community setting, and an end-unit position that is limited within Daniels Landing. With 1,234 square feet and a two story design, the layout separates living areas from bedrooms, supporting both daily use and privacy. For buyers comparing options in this community, end units provide added separation and natural light compared to interior units, making this a key consideration. The main level includes a living room, kitchen, and dining area with ceramic tile flooring in primary spaces. The kitchen offers solid surface counters, eating space, and included appliances such as range, microwave, dishwasher, and disposal. A first-floor half bathroom adds convenience for guests and everyday use. Upstairs, both bedrooms include walk-in closets and access to full bathrooms. This layout supports flexible use for primary occupancy, shared living, or rental scenarios. Central air, electric heat, and ceiling fans are already in place. The home was built in 2005 with block, stucco, and frame construction on a slab foundation. The oversized 1-car garage provides additional storage capacity that is not always available in similar townhomes. Utilities include public water and sewer, underground utilities, and electric service. Daniels Landing is a gated community with amenities including a pool and playground. The HOA is $320 per month and includes maintenance grounds and recreational facilities. There is no required ownership period before leasing based on available information, with a minimum lease period of 7 months. Buyers should confirm all leasing and HOA details directly with the association. The location provides access to AdventHealth Winter Garden, Winter Garden Village, and Downtown Winter Garden, along with major routes including SR-429, SR-408, and the Florida Turnpike. The property is also positioned near major employment areas including Walt Disney World and Universal Orlando. Additional details include Flood Zone X and a fee simple ownership structure.
Listing is courtesy of: MCGRAW REAL ESTATE SERVICES, L (407-399-4823)
Listing Agent: Mike Mcgraw (407-399-4823)
17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787
$1,999,000193 Days on yellowkey MLS ID: O6354268
15 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 6400 Built: 2002 Tax: $17,256 (2024)Community: Avalon EstatesSpa: YesSingle Family
Taxes:$17,256
Remarks: Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is a dream for entertaining, featuring two expansive islands, generous counter space, and seamless flow into the family room, where a wood-burning fireplace adds warmth and charm. French doors open to the pool area, complete with two oversized covered lanais, creating an ideal setting for relaxing or hosting guests. The downstairs primary suite is both spacious and inviting, featuring a private fireplace, large walk-in closet, and a magazine-worthy en suite bath. A private office sits just off the primary suite, offering a quiet retreat for work or study. Upstairs, you’ll find a large bonus room with kitchenette, three additional bedrooms, and two full bathrooms—perfect for family or guests. Don’t miss the panoramic views through the large windows—on clear nights, you can watch Disney fireworks sparkle in the distance and even catch NASA rocket launches from the east coast. Built with poured concrete tilt-wall construction, this home is as strong and resilient as it is beautiful. The laundry room doubles as a safe room, featuring metal doors, bullet-resistant glass, and reinforced concrete walls and ceiling. Additional highlights include a new roof (2025), an attached three-car garage, plus a detached 2.5-car garage with studio and full bath—ideal for guest quarters, an office, or hobby space. Located just minutes from shopping, dining, and major highways (Florida Turnpike, 429, and 408), this estate is 11 miles from Disney World, 12 miles from Universal Studios, and 23 miles from Orlando International Airport. With its combination of space, craftsmanship, and location, this property also offers excellent potential as a luxury short-term rental. Experience the tranquility and grandeur of Avalon Estates—schedule your private tour today and start creating lifelong memories in your new home.
Listing Agent: Brad Bolton, Llc (407-797-8875)
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$774,00076 Days on yellowkey MLS ID: G5108709
REDUCED by $10,000 (1.3%) on 04/24/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
High School: West Orange High
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
16136 WIND VIEW LN, WINTER GARDEN, FL 34787
$587,900123 Days on yellowkey MLS ID: O6372050
REDUCED by $21,100 (3.5%) on 05/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2291 Built: 2016Monthly Fee: $341 Tax: $92,223 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$92,223
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Beautiful Waterfront 4-3 home in Waterleigh with large green space in front of the home and INCREDIBLE pond and lake views in back. This desirable Calder model is a 1 story home and offers 4 bedroom, 3 baths, plus a den/office with many upgrades and great views. The front drive and walkway are paved and lead up to a large porch with a peaceful view of a wide green space with mature trees. The home is detailed with tall ceilings and 8-foot, 6 panel decor doors throughout, recessed tray ceilings, elegant arches, and a tasteful light beige-colored walls throughout. Décor tile floor through the main home, and beautiful wood floor style plank tile in all bedrooms. The Designer kitchen has moco-colored, tiered, 42-inch cabinets with crown molding and under cabinet lights to accent the tumbled marbled backsplash, café` series kitchen stainless-steel appliances, and accented by gorgeous granite counters. It offers a glass top stove, French door fridge with bottom freezer, large walk-in pantry, and large sink island with breakfast bar, lite with pendant lights overlooking the family and dining area. The family room sliding door leads out to a covered and screened lanai with incredible serene water views. A second patio is outside for the cooler days to soak up the sun. The Primary Bedroom has water views, tray ceiling with fan and recessed lighting. The Primary bathroom has a walk-in shower with glass enclosure, a large 8x9 ft walk-in closet, separate linen closet, separate toilet room and dual sink vanity with extra storage. The floor plan splits the primary bedroom away from the secondary bedrooms for privacy. Two bedrooms share a jack and jill bath with dual sinks and separate toilet and tub room for more efficient use. The 4th bedroom shares a hall bath near the laundry. The laundry room provides a washer and dryer installed and many cabinets and granite counters for storage. The office/den/flex room also faces the back with the awesome water views. All bedrooms, living room, and den/office/flex room all have ceiling fans. Lawn care is included in the HOA fees. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include 3 resort style pools, 2 fitness gyms, club houses, putt-putt golf, dog park, huge sports fields, playground, beach volleyball, Tennis, lake dock and view BBQ/picnic area, with walking paths and exercise stations that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Bryce Rysewyk (407-340-1754)
14416 TRAVOIS WAY, WINTER GARDEN, FL 34787
$786,86873 Days on yellowkey MLS ID: O6382140
REDUCED by $7,132 (0.9%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3324 Built: 2022Monthly Fee: $70 Tax: $7,567 (2025)Community: Lake Apopka SoundSpa: NoSingle Family
Taxes:$7,567
Remarks: PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$969,00062 Days on yellowkey MLS ID: O6388775
REDUCED by $26,000 (2.6%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $208 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Taxes:$9,275
Elementary School: Tildenville Elem
Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,825,00066 Days on yellowkey MLS ID: O6387519
REDUCED by $25,000 (1.4%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $208 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
13728 FOX GLOVE ST, WINTER GARDEN, FL 34787
$739,9005 Days on yellowkey MLS ID: O6405142
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3391 Built: 2004Monthly Fee: $247 Tax: $11,230 (2025)Community: Stoneybrook West Ut 04 48 48Single Family
Taxes:$11,230
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Welcome to 13728 Fox Glove St, a MOVE-IN READY luxury home on the 14th hole in the guard-gated golf community of Stoneybrook West in Winter Garden. This 5-bedroom, 3.5-bath home offers nearly 3,400 sq ft with soaring ceilings, abundant natural light, and an open-concept layout perfect for living and entertaining. Neutral tones create a bright, timeless feel throughout. Enjoy seamless indoor-outdoor living with dual sliding doors leading to an oversized covered lanai, screened pool, and stunning golf course views. Major updates include a NEW ROOF (2025), NEW UPSTAIRS AC (2025), and DOWNSTAIRS AC (2022). Community amenities include 24-hour security, golf, clubhouse, fitness center, resort-style pool, sports courts, playground, fishing pier, and Black Lake access with boat ramp. Convenient to Winter Garden Village, SR-429, and downtown Winter Garden. TOP RATED SCHOOLS! Call today!
Listing is courtesy of: CRYSTAL CLEAR REALTY LLC (904-716-1927)
Listing Agent: Crystal Duckworth (904-716-1927)
16760 HARPER COVE DR, WINTER GARDEN, FL 34787
$700,00012 Days on yellowkey MLS ID: O6403109
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2909 Built: 2019Monthly Fee: $255 Tax: $3,627 (2025)Community: Waterleigh Ph 2C-1Single Family
Taxes:$3,627
Remarks: Built in 2019 and loaded with thoughtful UPGRADES, this spacious 4-bedroom, 3-bath home on a desirable .21 ACRE CORNER LOT in the sought-after Waterleigh community of Winter Garden delivers the perfect combination of space, style, and resort style living! Recent improvements include PERMANENT JELLYFISH HOLIDAY LIGHTING (2025), CUSTOM PRIMARY & GUEST BEDROOM CLOSETS (2020), and LUXURY VINYL PLANK FLOORING along with RAIN GUTTERS completed in (2019). From DISNEY FIREWORKS lighting up the night sky to rocket launch views from the Space Coast, this home offers a uniquely Central Florida backdrop you can enjoy right from your own community. The COVERED FRONT PORCH, paver driveway, and lush landscaping create standout curb appeal, while inside a bright, flowing layout welcomes you home. Stylish WOOD LOOK TILE FLOORING runs throughout the main living areas, complemented by carpet and newer LVP flooring in the bedrooms. A versatile formal living or dining space at the front of the home flows seamlessly into the OPEN CONCEPT kitchen, dining, and family room designed for both entertaining and everyday living. The GOURMET KITCHEN is a true centerpiece featuring rich solid wood cabinetry, sleek stone countertops, BUILT-IN STAINLESS STEEL APPLAINCES, a built-in cooktop, decorative backsplash, pantry storage, and a large ISLAND with pendant lighting and bar seating. The spacious family room is filled with natural light from a wall of windows and opens to a COVERED PAVER LANAI complete with a ceiling fan overlooking the backyard, creating an effortless INDOOR/OUTDOOR lifestyle. Also on the first floor is a convenient mud room/drop zone along with a MAIN FLOOR BEDROOM & FULL BATH, ideal for visitors or multi-generational living. Upstairs, a versatile BONUS/LOFT offers additional living space perfect for a media room, playroom, or home office. Your PRIMARY SUITE serves as a relaxing retreat with elegant tray ceilings, a CUSTOM WALK-IN CLOSET, and a beautifully appointed en-suite bath. Two additional bedrooms upstairs share a third full bath. Residents of Waterleigh enjoy unmatched RESORT STYLE LIVING with access to four COMMUNITY POOLS, clubhouses, a 24-hour fitness center, dog parks, mini golf, pickleball, volleyball courts, playgrounds, and scenic walking trails. Located near TOP-RATED SCHOOLS and just minutes from Hamlin Town Center, Winter Garden Village, Disney, SR-429, and major roadways, this home offers the best of modern lakeside living in one of Winter Garden’s most desirable communities. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
17736 PORTER RD, WINTER GARDEN, FL 34787
$451,5425 Days on yellowkey MLS ID: G5112009
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2026Monthly Fee: $230Community: Serenade At OvationTownhouse
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. PORTER Townhome offers 3 Bedrooms, 3 Baths with a large open first floor. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, bask in the sun-drenched community clubhouse, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17025 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$456,5545 Days on yellowkey MLS ID: G5112007
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1697 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.
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