Displaying: For Sale
Location: Winter Garden
Property Type(s): Townhomes
Price: $500,000 to $599,000
Do Not Show Listings
Winter Garden - 9 properties found
8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$549,00012 Days on yellowkey MLS ID: FC317938
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2222 Built: 2018Monthly Fee: $315 Tax: $8,103 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,103
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Wake up to serene pond views and end your evenings watching the magic of fireworks light up the sky — welcome home to 8012 Bluejack Oak. Nestled on a desirable corner lot, this Energy Star Certified townhome offers the perfect blend of comfort, style, and convenience in the sought-after Summerlake community with resort-style amenities. This spacious 4-bedroom, 3.5-bath home was thoughtfully designed for modern living. The heart of the home is a large, open kitchen featuring 42-inch cabinetry, flowing seamlessly into a generous living room — perfect for entertaining. Upstairs, a versatile loft provides additional living space to suit your lifestyle. Retreat to the first-floor primary suite, where a beautifully appointed walk-in shower creates a true spa-like escape. Step outside to your private rear courtyard, ideal for relaxing or hosting guests, with the added convenience of a 2-car garage. Location couldn’t be better — just 10 minutes from Walt Disney World, minutes from the vibrant Hamlin shopping district, and close to the National Golf & Lodge. Whether you’re a theme park enthusiast, an avid golfer, or simply someone who loves a well-connected community, this home checks every box.
Listing is courtesy of: WEICHERT REALTORS HALLMARK (386-445-1200)
Listing Agent: Jainarine Ramnarine (407-965-7409)
161 SUNSET WALK DR, WINTER GARDEN, FL 34787
$529,02517 Days on yellowkey MLS ID: O6400288
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 2026Monthly Fee: $149 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. The Rinker Elite floorplan at Westhaven at Ovation offers a spacious, thoughtfully designed layout perfect for modern living. Featuring an open concept main living area, this home seamlessly connects the kitchen, dining, and great room, making it ideal for both everyday comfort and entertaining. Generous bedrooms, a versatile loft or flex space, and upscale finishes throughout provide both functionality and style. With attention to detail and energy efficient features, the Rinker Elite delivers a perfect blend of luxury and convenience.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
15935 GRAFTON WAY, WINTER GARDEN, FL 34787
$520,00015 Days on yellowkey MLS ID: O6400426
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1833 Built: 2023Monthly Fee: $330 Tax: $6,255 (2025)Community: Encore At OvationTownhouse
Taxes:$6,255
Remarks: Beautifully maintained and fully furnished townhome in the highly desirable Encore at Ovation community. This home is in impeccable condition and comes completely decorated and equipped, offering a true turnkey opportunity. Every detail has been thoughtfully prepared, making it move-in ready with everything needed for comfortable living or immediate use. Ideal for homeowners or investors seeking a hassle-free property in a prime location close to major attractions, dining, and shopping. Schedule your private tour today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Andressa Baptista Steidl De Oliveira (321-806-0905)
9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787
$525,0009 Days on yellowkey MLS ID: O6401827
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1715 Built: 2024Monthly Fee: $292 Tax: $6,402 (2025)Community: Tribute/OvationTownhouse
Taxes:$6,402
Elementary School: None
High School: None
Middle School: None
Remarks: This beautifully maintained two-story townhome located in one of Winter Garden’s most desirable communities. This 3-bedroom, 2.5-bath residence stands out from the rest thanks to its premium corner lot, offering extra space, more natural light, and a level of privacy rarely found in townhome living. Enjoy no rear neighbors, creating a more open and peaceful setting, plus a prime location right next to the community pool, giving you easy access to amenities just steps from your door. Inside, you’ll find a modern open-concept layout designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring upgraded appliances, sleek cabinetry, and generous counter space, seamlessly connecting to the dining and living areas for a clean, functional flow. Upstairs, all bedrooms are thoughtfully positioned for privacy, including a spacious primary suite with a well-appointed bathroom and contemporary finishes that create a relaxing, spa-like feel. Step outside to your private courtyard with upgraded pavers, a perfect space to entertain guests, enjoy Florida evenings, or simply unwind in your own outdoor retreat. The home also includes a 2-car detached garage for added convenience. Beyond the home itself, the location is a major advantage. You’re in a community served by top-rated schools, just minutes from world-renowned theme parks like Walt Disney World, with quick access to major highways, making commuting effortless. Plus, you’re surrounded by a wide selection of shopping, dining, and entertainment options, giving you everything you need within close reach. This property with a premium lot, and a location that combines lifestyle, convenience, and long-term value, this property is a standout opportunity in today’s market.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Daniela Travieso Sozzi (407-756-4131)
9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787
$535,00089 Days on yellowkey MLS ID: S5142809
REDUCED by $10,000 (1.8%) on 04/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2018Monthly Fee: $245 Tax: $7,328 (2024)Community: WatermarkTownhouse
Taxes:$7,328
Elementary School: Panther Lake Elementary
Tax Year: 2024
Remarks: Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Marigel Morales (786-403-8101)
7036 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$524,900182 Days on yellowkey MLS ID: S5137842
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2023Monthly Fee: $180 Tax: $750 (2023)Community: MezzanoTownhouse
Taxes:$750
Tax Year: 2023
Middle School: Horizon West Middle School
Remarks: Motivated Seller-Excellent investment opportunity in the exclusive Mezzano community of Winter Garden. This fantastic Stone House–style townhouse, built in 2023, is currently tenant-occupied through February 28, 2027, providing immediate rental income from day one. The residence features a modern 4-bedroom, 3.5-bathroom layout, including a primary suite on the first floor, a junior suite upstairs, and premium finishes throughout. Designed with an open-concept interior and abundant natural light, the property also includes a private patio and an EV charger. Strategically located just minutes from Hamlin Town Center, Flamingo Crossings, and top-rated A+ schools, it offers long-term value in one of Central Florida’s premier growth corridors. Residents enjoy access to a resort-style pool and playground. This is a turn-key asset for any portfolio seeking a high-quality property in a prime location.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carola Garcia De Montenegro (407-616-5098)
6524 PASTURELANDS PL, WINTER GARDEN, FL 34787
$505,000101 Days on yellowkey MLS ID: S5141842
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2005Monthly Fee: $285 Tax: $4,804 (2025)Community: Signature LakesTownhouse
Taxes:$4,804
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: One full year of ***AHS HOME WARRANTY**This townhome is located in a highly desirable community offering exceptional amenities and long-term value. Featuring 4 bedrooms and 3 full bathrooms, this beautifully upgraded residence stands out with a spacious first-floor bedroom and full bath providing convenience, accessibility, and privacy ideal for guests, multigenerational living, or anyone wishing to avoid stairs. From the moment you arrive, the charming front porch invites you to relax while enjoying peaceful water views. Inside, a spacious formal living and dining room combination showcases elegant wall moldings and refined window trim, creating a warm and inviting atmosphere. Waterproof luxury laminate flooring flows throughout the home, offering both durability and modern style. The first-floor bathroom has been fully remodeled and features a walk-in shower with a rain shower head, marble-look tile walls, glass enclosure, modern lighting, new toilet, and tile flooring.The open layout continues into the gourmet kitchen, equipped with high-end stainless steel appliances, including a Viking range and microwave, a newer three-door Bosch refrigerator, and dishwasher. Granite countertops, ample cabinetry, under-stair storage, and space for casual dining make this kitchen perfect for both everyday living and entertaining. A nearby modern laundry room includes LG stainless steel washer and dryer with pedestal bases designed for comfort and ease of use.The staircase makes a striking impression with elegant wood steps and a matching handrail, leading to the second level where French doors open to a generously sized primary suite filled with natural light. The spa-inspired primary bathroom features a walk-in shower, separate soaking tub, and abundant space. Two additional bedrooms and a full bathroom complete the upper floor. Recent updates include fresh interior paint and a new roof installed in 2024.The rear-entry two-car garage is complemented by a patio area that can easily be fenced to create added privacy or a secure outdoor space for pets. The well-managed HOA includes cable, high-speed internet, and ground maintenance, with exterior painting of the townhomes scheduled soon. Residents enjoy an active, welcoming community with walking trails, a swimming pool, fitness center, and park. Ideally located near top-rated schools, shopping, dining, theme parks, and major attractions, this property offers an exceptional opportunity to own or invest in a location that continues to grow in demand. This home must be seen to be fully appreciated. Schedule your private showing today and take the next step toward securing a property that truly delivers on comfort, lifestyle, and value.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Maritza Jimenez (407-579-8972)
15056 GROVESIDE RD, WINTER GARDEN, FL 34787
$505,97586 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
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)
13953 EASDALE ALY, WINTER GARDEN, FL 34787
$509,90082 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)
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