Location: Winter Garden
Do Not Show Listings
8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787
$795,00071 Days on yellowkey MLS ID: O6408155
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3174 Built: 2017Monthly Fee: $599 Tax: $8,079 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,079
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Luxury living in the ENZO Model townhome located in Lakeshore Preserve, a Toll Brothers community surrounded by million-dollar homes in Winter Garden. This spacious executive style townhome offers 5 bedrooms, 4 bathrooms, and over 3,100 square feet of living space, including a private 1-bedroom apartment with kitchenette above the garage and its own private entrance perfect for guests, multigenerational living, or a student retreat. Built in 2017, this home features an open concept layout, Wolf gas cooktop, two gas tankless water heaters, whole home water softener, and two A/C systems with Nest thermostats. Recent updates include luxury vinyl flooring throughout the downstairs, all new carpet installed upstairs and in all bedrooms, and plantation shutters, adding both style and functionality. The home has also been upgraded with over $20,000 in custom closet systems, providing exceptional storage, organization, and convenience throughout. Enjoy the extended wrap around front porch, private courtyard, and even views of Disney fireworks and space launches from the front of the home. Lakeshore Preserve offers resort style amenities including a lakefront clubhouse, fitness center, pool, lake access, kayak launch, volleyball court, firepit, and dog park. Conveniently located near Disney, Hamlin shopping and dining, Flamingo Crossings, Orlando Health, and top rated schools. HOA includes exterior maintenance, cable, internet, and community amenities. A rare opportunity to own a luxury townhome in one of Winter Garden’s most desirable communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Phil Mariani (407-257-3609)
16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$470,50064 Days on yellowkey MLS ID: O6409798
1 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1817 Built: 2025Monthly Fee: $205 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
14099 LOCHEND WAY, WINTER GARDEN, FL 34787
$479,90084 Days on yellowkey MLS ID: O6404015
REDUCED by $10,000 (2.0%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1720 Built: 2024Monthly Fee: $150 Tax: $6,752 (2025)Community: Westhaven/OvationTownhouse
Taxes:$6,752
Remarks: Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
17013 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$455,75268 Days on yellowkey MLS ID: G5112484
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage 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 Sage floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Image
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7280 WINDY WILLOW ST, WINTER GARDEN, FL 34787
$493,58370 Days on yellowkey MLS ID: G5112439
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage 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 Sage floor plan offers modern living tailored to meet everyday needs with style and functionality.
17007 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$491,49070 Days on yellowkey MLS ID: G5112438
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1764 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Porter 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 Porter floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Images
7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$465,000139 Days on yellowkey MLS ID: O6388545
REDUCED by $2,990 (0.6%) on 04/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1845 Built: 2024Monthly Fee: $180 Tax: $1,742 (2024)Community: MezzanoTownhouse
Taxes:$1,742
Tax Year: 2024
Remarks: Attention investors!! Welcome to this beautiful townhome like new and rented until April 2027!!! Is located in the desirable Mezzano community in Winter Garden. This well-maintained property features a modern open-concept layout with spacious living and dining areas, perfect for both relaxing and entertaining. The main level includes a versatile flex space that can be used as a home office, study, guest space, or playroom, providing extra functionality. The kitchen offers contemporary cabinetry, quality appliances, and ample counter space.Residents enjoy a low-maintenance lifestyle with convenient access to shopping, dining, major highways, and top-rated schools. The community is ideally located just minutes from Winter Garden Village, downtown Winter Garden, and other popular Central Florida attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers comfort, convenience, and a great location in one of Winter Garden’s growing communities. Schedule your private showing today and experience everything this home has. Priced to sell!!!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Andrea Dale Gonzalez (407-984-1426)
17736 PORTER RD, WINTER GARDEN, FL 34787
$451,54279 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
Elementary School: Water Spring Elementary
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.
17025 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$456,55479 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.
12780 SUNSET WALK DR, WINTER GARDEN, FL 34787
$465,000104 Days on yellowkey MLS ID: O6398355
1 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1760 Built: 2026Monthly Fee: $150 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion Fall 2026. Our Kellogg Townhome features a covered entry that leads to an open and expansive living space, L shape cabinet kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
15140 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$410,00081 Days on yellowkey MLS ID: S5149180
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Monthly Fee: $200 Tax: $5,304 (2025)Community: Osprey Ranch Ph ITownhouse
Taxes:$5,304
Remarks: Stunning 3-bedroom, 2.5-bath townhome in the highly desirable Winter Garden area! This home offers a bright and inviting atmosphere with a sought-after south-facing exposure, filling the space with natural light all day long. Featuring a modern open layout, spacious living areas, and all bedrooms privately located upstairs, it’s designed for both comfort and functionality. Perfectly located just minutes from shopping, dining, and major highways, this property is ideal for homeowners and investors alike. Don’t miss the opportunity to own a beautiful home in one of Central Florida’s fastest-growing communities!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jenny Caso (407-694-9682)
5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$488,000114 Days on yellowkey MLS ID: S5146601
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2012Monthly Fee: $264 Tax: $5,449 (2025)Community: Signature Lakes Ph 02 A B H I JTownhouse
Taxes:$5,449
Remarks: Beautiful 4-bedroom, 2.5-bathroom townhouse located in the desirable Winter Garden area. The primary bedroom is conveniently located downstairs, offering comfort and privacy, while upstairs you’ll find additional spacious bedrooms. This home features a modern layout perfect for everyday living and entertaining, along with a cozy patio, a 2-car garage, and ample natural light throughout. The community also offers great amenities including a pool and clubhouse, tennis court and more ...Located in a quiet community, close to everything you need. Perfect for living or investing.Ideally located near Publix, Walmart, major expressways, and just minutes from Winter Garden Village, Walt Disney World Resort, cinemas, restaurants, and more. All appliances and the pergola on the patio are included.
Listing is courtesy of: MD3 HOMES LLC (407-557-8810)
Listing Agent: Monica Duran (407-702-5796)
64 N PARK AVE, WINTER GARDEN, FL 34787
$1,095,000150 Days on yellowkey MLS ID: O6385285
REDUCED by $54,000 (4.7%) on 04/22/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2225 Built: 2023Monthly Fee: $325 Tax: $15,104 (2025)Community: 30 North ParkTownhouse
Taxes:$15,104
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
1224 PRIORY CIR, WINTER GARDEN, FL 34787
$365,000340 Days on yellowkey MLS ID: O6336777
1 Days Off yellowkey (back on 2/23/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2010 Built: 2009Monthly Fee: $368 Tax: $5,363 (2024)Community: Stoneybrook West ITownhouse
Taxes:$5,363
Remarks: Welcome to this beautiful townhome in the highly sought-after community of Westbrook at Stoneybrook West in Winter Garden—now FHA-eligible! This 3-bedroom, 2.5-bath residence combines an open-concept design with thoughtful details and an unbeatable location. Inside, the bright and spacious layout features warm finishes, generous storage, and a covered lanai—perfect for relaxing. Upstairs, all bedrooms are conveniently located near the laundry room, making daily living effortless. The community enhances your lifestyle with manicured green spaces, pedestrian-friendly sidewalks, ample parking, a well-maintained saltwater pool, and a playground. Ideally situated, you can walk to Publix, Walgreens, restaurants, and shops, while Winter Garden Village is just a few miles away. For even more charm, nearby Historic Downtown Winter Garden offers some of the area’s finest dining, shopping, and access to the scenic West Orange Trail. A wonderful blend of comfort, convenience, and community—this townhome is ready to welcome you home!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
13953 EASDALE ALY, WINTER GARDEN, FL 34787
$509,900163 Days on yellowkey MLS ID: O6381882
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1770 Built: 2024Monthly Fee: $149 Tax: $5,696 (2025)Community: Westhaven At OvationTownhouse
Taxes:$5,696
Remarks: Welcome to this beautifully upgraded Toll Brothers townhome located in the highly desirable community of Westhaven at Ovation in Winter Garden. Built with the sought-after Kellogg Craftsman floor plan, this residence showcases extensive upgrades and modern finishes throughout. The open-concept floor plan offers a bright and spacious great room seamlessly flowing into the upgraded kitchen featuring quartz countertops, premium cabinetry, designer backsplash, luxury vinyl plank flooring, stainless steel Whirlpool appliances, and an oversized island perfect for entertaining. One of the standout features of this home is the private courtyard space located between the home and the garage, making it a perfect retreat to relax, entertain, or enjoy Florida’s beautiful year-round weather. This outdoor area adds valuable lifestyle flexibility and charm. Upstairs, the spacious primary bedroom offers a beautifully appointed bath with upgraded tile, quartz vanity tops, polished chrome fixtures, and a spacious walk-in shower. This home built in 2024 with two-story, reflects modern design and energy-efficient construction and blends modern elegance with functional living and thoughtfully designed indoor-outdoor flow. Located just minutes from Horizon West, Hamlin Town Center, top-rated schools, shopping, dining, and major highways.The water filtration system and jacuzzi spa are negotiable. This home is a must-see. Schedule your showing today.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Bruna Sereno (407-883-6648)
16209 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$414,995120 Days on yellowkey MLS ID: S5145675
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1568 Built: 2020Monthly Fee: $275 Tax: $6,070 (2025)Community: WaterleighTownhouse
Taxes:$6,070
Remarks: Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of the most exceptional features of this property is the extended driveway with space for up to 6 vehicles, in addition to the 1-car garage — a rare and highly desirable feature among townhomes in Waterleigh, perfect for families and guests. Inside, the home features a bright open-concept layout with a modern kitchen, spacious living and dining areas, and abundant natural light throughout. Upstairs, you’ll find well-sized bedrooms, including a comfortable primary suite with walk-in closet and private bath. Step outside and enjoy the added outdoor space that truly sets this property apart — ideal for relaxing, entertaining, or simply enjoying extra privacy. Waterleigh offers resort-style amenities including multiple pools, clubhouse, fitness areas, parks, walking trails, and top-rated schools nearby, all within one of the fastest-growing areas of Horizon West.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Carlo Ovalles Caicedo (407-692-3706)
5706 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$460,000 MLS ID: O6386620
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1712 Built: 2018Community: Orchard Hills Ph 4Townhouse
Taxes:
Tax Year:
Remarks: Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hills community of Winter Garden. With 1,886 sq ft of living space, this home offers an open layout that flows comfortably between the kitchen, dining, and living areas, making it practical for everyday living. Orchard Hills features amenities including a community pool, fitness center, playgrounds, dog park, and green spaces. The location provides convenient access to major roadways, shopping, dining, and area attractions. Excellent investment opportunity
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Nossa (407-455-9565)
13278 SERENE GLADE RD, WINTER GARDEN, FL 34787
$434,990 MLS ID: G5105229
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1715 Built: 2025Community: Serenade At OvationTownhouse
Remarks: One or more photo(s) has been virtually staged. Under Construction. Sample ImagesPorter Town Home – Stylish Living Beautiful townhome offering 1,715 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and creating a bright, open, and airy atmosphere throughout. Elegant linen cabinets and sleek quartz countertops, perfectly paired with durable, designer-inspired RevWood laminate flooring that flows seamlessly across the first floor. A perfect blend of style, functionality, and modern comfort—ideal for everyday living and effortless entertaining.
Listing Agent: Cindy Sapp (352-516-2843)
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