Location: Winter Garden
Do Not Show Listings
7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$465,000137 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,742
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
8801 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$899,00072 Days on yellowkey MLS ID: O6406952
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2671 Built: 2018Monthly Fee: $600 Tax: $7,107 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$7,107
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Prepare to see the most decked out and finely finished townhome in Central Florida! This Toll Brothers end unit has been completely customized with over $140,000 in structural upgrades and $270,000 in design upgrades--that's right, more than $400k in upgrades, and the original sale was more than DOUBLE the price of many of the other townhomes in the community. Facing the lush landscape of the courtyard and adjacent to wide open space, this Cicero model includes a 778 square foot fully private courtyard, screen enclosed and with a full summer kitchen, gas fire pit, and pet friendly astroturf, all within a privacy wall. Upon entry you are greeted by an open concept great room with 10-foot ceilings that lead to the well-appointed Chef's kitchen with center island, with select exotic granite slab countertops and 42” upper cabinets. The private main-floor master suite features a soaking tub, a separate shower and a large walk-in closet. The back hallway, complete with tech center and upper cabinets can serve as a downstairs office. Downstairs also includes a convenient powder bath. French doors off of the kitchen open to the large courtyard. Upstairs features two additional bedrooms, a full bath and loft with breakfast bar and private balcony that overlooks the courtyard. Serving up gourmet finishes with upgraded everything, including plantation shutters, security system, upgraded lighting, electrical features, dimmers, audio system, and beverage refrigerators abound... The home also has a full one-bedroom guest apartment with its own kitchenette and living area over the garage that is connected to the patio courtyard and accessed via a private entrance. Lakeshore is ideally located in the Horizon West corridor only minutes from Disney, Hamlin, and enjoys immediate highway access. The amenities of Lakeshore on serene Panther Lake are second to none, with a lakeside clubhouse, kayaking and paddleboarding, a playground, world-class fitness center, resort-style pool and sensational lake and golf views–a Florida lake lifestyle like no other, for those seeking the best of the best with no sacrifice in convenience.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
17736 PORTER RD, WINTER GARDEN, FL 34787
$451,54277 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
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.
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
$456,55477 Days on yellowkey MLS ID: G5112007
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1697 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
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
$465,000102 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
$410,00079 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
$488,000112 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)
15659 JUNGLE ALY, WINTER GARDEN, FL 34787
$435,000123 Days on yellowkey MLS ID: S5143684
INCREASED by $75,000 (20.8%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1732 Built: 2021Monthly Fee: $203 Tax: $6,265 (2024)Community: Winding Bay Ph 2Townhouse
Taxes:$6,265
Remarks: Seller motivated. Beautifully maintained town home 3 bed and 3 bath in the desirable Horizon West area of Winter Garden! This charming alley-facing property features an open-concept floor plan with spacious living and dining areas, a modern kitchen with solid surface countertops, stainless steel appliances, and a large island perfect for entertaining. Upstairs offers generously sized bedrooms, including a private primary suite with walk-in closet and an-suite bath. Enjoy low-maintenance outdoor living with a private patio and rear-entry garage. Conveniently located near top-rated schools, shopping, dining, and major roadways. A fantastic opportunity to own in one of Central Florida’s most sought-after communities! Offers may be entered ONLINE through Tuesday, April 14, 2026 at 3:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Dinorah Navarro (407-625-7522)
64 N PARK AVE, WINTER GARDEN, FL 34787
$1,095,000148 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
$365,000338 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
$509,900161 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
$414,995118 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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