Displaying: For Sale
Location: Winter Garden
Property Type(s): Townhomes
Beds: 4 to 4
Do Not Show Listings
Winter Garden - 20 properties found
8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787
$639,990248 Days on yellowkey MLS ID: O6337042
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2018Monthly Fee: $600 Tax: $8,886 (2024)Community: Lakeshore Preserve Ph 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,886
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Reduced price! Welcome to this elegant and beautiful townhome, designed by an architect. SELLER JUST REPAINT THE WHOLE INTERIOR HOME! This property is being offered for the first time since its original purchase in 2018. It has an open concept, full of upgrades and details. Wall papers bring a cozy atmosphere and elevate harmony. This home has ceiling speakers, security camera and ring door bell. As you walk in you feel the modern layout with a charming patio to enjoy family, friends and Florida weather. Main level with kitchen, 1/2 bath, living and dining area. At the living area you can enjoy the natural light, lovely crown-molding, blinds for privacy and Wine Refrigerator. Dining area with wall paper and Borserie. An extra graceful environment with wall paper at the 1/2 bath . Sophisticated gourmet kitchen with granite, backsplash, gray color cabinets, double sink and double kitchen island for extra seating. Sliding doors bring extra natural light and take you to back patio, blending space, nature and elegant paver to appreciate life. The upgraded stairs add a refined touch to the second floor with a cozy carpet. A spacious hall with nice double door closet for linens. Second floor Master Bedroom with wall paper at main wall, shade and walk in closet. Master Bathroom with 2 sinks, niche, shower inclosure, shower tiles upgraded to ceiling, private commode, and handheld private bided. Second floor tasteful 2 bedrooms, with wall paper, brand new custom closets, blinds and curtains. Second floor full bathroom with niche, shower enclosure, creme color stylish cabinet, 2 sinks and handheld toilet bidet. Laundry room with granite, cabinet and laundry sink. The surprise is the additional bonus apartment on top of garage with mini kitchen, full bathroom, wall paper at the main wall, blinds and walk in closet. To wrap this masterpiece listing, a 2 car garage with epoxy. This home was a vacation home for sellers, as they never lived, and only used for a few days during the year. Seller is giving a new kitchen refrigerator as credit at closing. Schedule a tour as you will fall in love! There is a you tube link with a video of the property!
Listing is courtesy of: ANA TEIXEIRA REALTY (321-624-4325)
Listing Agent: Ana Paula Teixeira (321-624-4325)
14844 DRIFTWATER DR, WINTER GARDEN, FL 34787
$429,9903 Days on yellowkey MLS ID: O6404258
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1990 Built: 2016Monthly Fee: $414 Tax: $7,051 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$7,051
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained townhome located in one of Winter Garden’s most desirable communities. Featuring 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of thoughtfully designed living space, this home delivers the comfort of a single-family residence with the convenience of low-maintenance living. The main floor offers a bright open layout with elegant tile flooring, a modern kitchen featuring granite countertops and 42" upper cabinets, and a spacious primary suite complete with a walk-in closet and private bathroom. Upstairs, you'll find three additional bedrooms and a flexible loft—perfect for a home office, media room, or play area. Step outside to a covered brick-paver patio and enjoy the expansive green lawn located just behind the home, creating the perfect space for outdoor fun, gatherings, or for kids to safely play. A private breezeway connects the home to a detached 2-car garage. The property is located near beautiful lakes and scenic walking areas, adding to the charm of this vibrant community. Residents also enjoy access to exceptional amenities, including resort-style pools, a clubhouse, fitness center, tennis and basketball courts, playgrounds, walking and biking trails, and a private boat ramp. Zoned for top-rated A-rated public schools, this home is just minutes from Hamlin Town Center, with Publix, Walmart, dining options, the new public library, and a picturesque lakefront park all close by. With its unbeatable location, family-friendly setting, and outstanding lifestyle offerings, this is a place you’ll be proud to call home.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Claudio Maciel (407-561-0108)
8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$630,00014 Days on yellowkey MLS ID: O6400597
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 2018Monthly Fee: $600 Tax: $6,298 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$6,298
Elementary School: None
Remarks: Welcome to this beautifully designed, architect-crafted townhome, freshly repainted throughout and lovingly maintained by its original owners. From the moment you step inside, you’re greeted by a bright, open-concept layout filled with thoughtful upgrades and elegant details. The main level flows effortlessly, featuring a stylish living and dining area bathed in natural light and accented with refined crown molding. At the heart of the home, the gourmet kitchen impresses with granite countertops, a modern backsplash, ample cabinetry, and an oversized island perfect for entertaining. Transom light doors lead to a screened-in, covered patio—your private retreat to relax and enjoy Florida’s year-round sunshine. Upstairs, the spacious primary suite offers a true escape, complete with a luxurious en-suite bathroom featuring dual vanities, a garden tub, a separate glass-enclosed shower, and tasteful finishes throughout. One of the standout features is the bonus apartment—ideal for guests, extended family, or even as an income-producing opportunity. Completing the home is a 2-car garage with a sleek epoxy finish, combining durability with a clean, polished look. This property is just 17 minutes away from Disney. Schedule your showing today.
Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)
Listing Agent: Patrick Cherry (386-205-9438)
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
Taxes:$8,103
Elementary School: Summerlake Elementary
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
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)
11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787
$415,00084 Days on yellowkey MLS ID: O6380981
REDUCED by $14,900 (3.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2020Monthly Fee: $338 Tax: $6,703 (2024)Community: Winding Bay PreserveTownhouse
Taxes:$6,703
Elementary School: Bay Lake Elementary
Remarks: Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, offering the perfect blend of modern comfort, functionality, and location. Designed with an open-concept layout, this home is filled with natural light and features seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. This spacious residence offers 4 bedrooms and 3 full bathrooms, including a well-appointed primary suite with a generous walk-in closet and a private en-suite bathroom, creating a true retreat. The additional bedrooms are thoughtfully designed with ample space and storage, perfect for family, guests, or a home office setup. The kitchen stands out with solid wood cabinetry, stone countertops, and a full appliance package, combining style and functionality in a space built for both cooking and hosting. Additional highlights include a 2-car attached garage, abundant storage, and a well-kept interior that reflects pride of ownership throughout. ?? Prime Location: Conveniently located near major roads, with easy access to shopping, dining, and everyday essentials. Zoned for highly rated schools, making this an excellent option for both homeowners and investors. This is a rare opportunity to own a move-in-ready townhouse in one of Winter Garden’s most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
15381 HONEYBELL DR, WINTER GARDEN, FL 34787
$419,00042 Days on yellowkey MLS ID: O6391881
REDUCED by $7,000 (1.6%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 2016Monthly Fee: $418 Tax: $4,853 (2025)Community: Hamlin ReserveTownhouse
Taxes:$4,853
Remarks: Live in the heart of Hamlin Reserve, this stylish executive townhome sits directly across from the community pool and playground, just a five-minute drive or short distance to Hamlin Town Center for convenient shopping, dining and everyday essentials in Horizon West. Spanning over 2,000 square feet, this four-bedroom, three-bath home with two-car garage and private patio is thoughtfully designed for comfortable, modern living. The main level features an open-concept layout with a guest bedroom and full bath, along with a well-appointed kitchen complete with a large granite island, stainless steel appliances and a spacious pantry, ideal for everyday living and entertaining. A private, partially covered courtyard offers a comfortable outdoor space and leads to an oversized rear-entry two-car garage. The second level features a split floor plan with three bedrooms, two full baths and a laundry room. Relax and unwind in the serene primary suite, complete with a private balcony offering picturesque views of the pool and playground, an ideal vantage point for nightly views of Walt Disney World fireworks. The primary suite also includes an en-suite bath with dual vanities, a glass-enclosed shower and a generously sized walk-in closet. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior care, landscaping, roofing and access to resort-style amenities including a pool, clubhouse, playground, dog park and scenic green spaces, all just near your front door. Positioned near Hamlin Town Center, you’ll experience a vibrant, accessible community with boutique shopping, dining and entertainment, including Cinépolis Luxury Cinemas. With proximity to Orlando Health Horizon West Hospital, Orange County National Golf Center and Horizon West Regional Park, plus easy access to major highways, this home offers a balance of luxury, convenience and lifestyle in one of Central Florida’s sought-after communities. A 2016 roof (HOA maintains), 2016 air conditioner and 2026 water heater.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jj Mackle (321-217-9553)
6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787
$410,000544 Days on yellowkey MLS ID: S5115131
REDUCED by $20,000 (4.7%) on 04/27/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1902 Built: 2018Monthly Fee: $400 Tax: $5,843 (2023)Community: Hamlin ReserveTownhouse
Taxes:$5,843
High School: None
Tax Year: 2023
Middle School: None
Remarks: BEAUTIFUL 4 bedrooms and 3 bathrooms townhouse located in new Winter Garden area, the kitchen is designed with stainless steel appliances ,2 car Garage, near to Publix, Walmart, expressways, very close to Winter Garden Village, Disney, cinemas, restaurants, etc. Community includes pool and club house.
Listing is courtesy of: MD3 HOMES LLC (407-557-8810)
Listing Agent: Monica Duran (407-702-5796)
16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$490,000197 Days on yellowkey MLS ID: O6353551
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2021Monthly Fee: $284 Tax: $5,869 (2024)Community: Hawksmoor Ph 3Townhouse
Taxes:$5,869
Remarks: Welcome to this stunning corner-unit townhome in the heart of Winter Garden, where natural light, extra space, and thoughtful design come together to create the perfect place to call home! As you step inside, you'll be greeted by a welcoming foyer that leads into an open-concept layout. From there, you’ll approach the beautifully designed modern kitchen and spacious dining area that flows seamlessly into the gathering room, ideal for entertaining or everyday living. On the first floor, you’ll find a versatile fourth bedroom with a closet, offering flexibility for guests, a home office, or a playroom. You’ll also love the spacious breezeway that adds both elegance and function to the layout, while upstairs, bedrooms 2 and 3 are connected by a convenient Jack-and-Jill bathroom. The end-unit location provides added privacy and extra green space; plus, knowing this home has been beautifully maintained with a roof (2021), water heater (2021), and AC unit (2021)—all in excellent condition, gives peace of mind. Beyond the home itself, the community offers an incredible lifestyle with resort-style amenities such as a pool, splash pad, clubhouse, gym, pet-friendly parks, soccer field, playground, scenic walking trails, a covered picnic area, regular social events, and more. Located just minutes from Hamlin Town Center, top-rated schools, shopping, dining, and parks within the vibrant Horizon West community—one of Central Florida’s fastest-growing and most desirable areas—this home truly has it all. Don’t miss your opportunity to own this beautifully maintained, move-in-ready corner-unit townhome. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Erica Jefferson (414-248-9118)
7363 MEZZANO LN, WINTER GARDEN, FL 34787
$479,999242 Days on yellowkey MLS ID: O6340083
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2023Monthly Fee: $159 Tax: $6,986 (2025)Community: MezzanoTownhouse
Taxes:$6,986
Remarks: Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting on new construction while still enjoying the benefits of a like-new home.From the moment you arrive, the curb appeal is undeniable. Because this is a corner end unit, you’ll immediately notice the extra privacy, abundance of natural light streaming through the windows, and the rare luxury of a side yard—something only a handful of homes in the neighborhood can offer. Step inside and you’ll find an open concept floor plan designed for both everyday living and effortless entertaining. The main living area flows seamlessly from the kitchen to the family room, creating a warm and inviting atmosphere where everyone can gather.The primary suite downstairs provides comfort and convenience, with generous proportions and plenty of natural light to make it feel like a retreat. The en-suite bathroom features modern finishes, dual vanities, and a spacious walk-in shower—everything you’d want for a restful start and end to your day. Upstairs, additional bedrooms and baths provide the perfect setup for family, guests, or even a home office, ensuring flexibility as your needs change.One of the standout features of this property is the detached garage with an adjoining private patio. Whether you’re sipping coffee in the morning sun, hosting a casual dinner under the stars, or simply enjoying the quiet ambience of your own outdoor escape, this space brings an unmatched charm to the home. And let’s not forget the views—this residence looks directly out at the golf course, offering a peaceful and picturesque backdrop that not many townhomes in the community can boast. Imagine waking up to the sight of manicured greens and relaxing with sunsets over open fairways.As part of this community, you’ll also enjoy the benefits of low-maintenance living, where landscaping and exterior upkeep are handled for you. That means more time to spend enjoying nearby shopping, dining, and entertainment options, plus the community amenities that make life here feel like a getaway. Whether you’re an avid golfer, love to take evening walks, or simply appreciate a neighborhood that feels both welcoming and exclusive, this home checks every box.Opportunities like this don’t come often. With the builder sold out and inventory in this area limited, this townhome represents not only a beautiful living space but also a smart investment in one of the area’s most desirable neighborhoods. Don’t miss your chance to claim a home that combines style, comfort, convenience, and stunning views all in one. Schedule your private tour today and experience firsthand why this townhome stands out from the rest!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
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
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)
5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$488,00033 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.
7036 BOLANZO ALY, WINTER GARDEN, FL 34787
$475,00011 Days on yellowkey MLS ID: O6401429
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2024Monthly Fee: $188 Tax: $6,919 (2025)Community: MezzanoTownhouse
Taxes:$6,919
Remarks: Welcome to this beautifully maintained, like new townhome located in the highly desirable Mezzano community in Winter Garden. Offering a thoughtful and versatile layout, this home combines modern features with comfortable living spaces throughout. The first floor features a spacious primary suite filled with natural light, complete with a large walk in closet and a sleek walk in shower in the ensuite bathroom. Just off the primary bedroom, enjoy your private front patio overlooking tranquil wetlands, the perfect spot for morning coffee or unwinding in the evening. A convenient half bath is also located on the main level for guests. The open concept living and dining areas provide flexible space for entertaining or everyday living, enhanced by upgraded lighting beyond the builder standard and elegant 9 foot ceilings that create an airy feel. Upstairs, you will find a generous loft area that can be used as a second living space, office, or playroom, along with a full laundry room for added convenience. The second floor also features a private double master bedroom suite with its own full bathroom, walk in closet, and beautiful views of the community pool and surrounding wetlands. Two additional bedrooms with standard closets and another full bathroom complete the upper level, offering plenty of room for family or guests. Enjoy additional outdoor space with a private rear patio situated between the home and detached garage, along with easy access to scenic walking paths that allow you to explore the community without needing to be on main roads. This home is ideally positioned within a short distance to the community pool and offers unique views of Magic Kingdom and EPCOT fireworks from both the bedroom and alley. Additional highlights include CAT5 wiring throughout, smart switch wiring in the primary bedroom and front exterior lighting, termite coverage for both ground and aerial protection, and a kitchen pot and pan rack that will remain with the home. The accent walls feature peel and stick wallpaper, allowing for easy customization. With abundant space both upstairs and downstairs, scenic surroundings, and a highly functional layout, this home offers a rare opportunity to enjoy comfort, convenience, and a touch of magic in one of Winter Garden’s most sought after communities.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Lindsay Seibert (407-590-8687)
13946 TITLE WAY, WINTER GARDEN, FL 34787
$438,00074 Days on yellowkey MLS ID: O6384098
2 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2023Monthly Fee: $270 Tax: $6,667 (2024)Community: Storey Grove Ph 4Townhouse
Taxes:$6,667
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Like-New Townhome Only TWO years old 2023 at desirable Storey Grove! This exceptional 4-bedroom townhome truly represents the top tier of townhome living. Featuring a primary suite on the first floor, this layout is both rare and highly desirable. Enjoy a fully paved fenced private backyard with no lawn maintenance, perfect for low- maintenance living. The home sits in a prime location with no front neighbors, offering open views and extra privacy, plus convenient side parking. The community offers excellent amenities, and even better—top-rated elementary and middle schools are located within the community! This is Winter Garden’s most sought-after school district, ideal for families. Priced as the best value in the entire community, this 4-bedroom townhome is an opportunity you don’t want to miss! Unbeatable location! Just minutes from Disney, major shopping centers, and dining, with easy access to surrounding highways, making it effortless to get anywhere in Central Florida
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
64 N PARK AVE, WINTER GARDEN, FL 34787
$1,095,00069 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)
68 N PARK AVE, WINTER GARDEN, FL 34787
$1,899,00017 Days on yellowkey MLS ID: O6400066
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3555 Built: 2021Monthly Fee: $325 Tax: $15,594 (2025)Community: 30 North ParkTownhouse
Taxes:$15,594
Remarks: Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features soaring 11-foot ceilings, expansive industrial-style windows, and a chef’s dream kitchen equipped with an oversized quartz island, natural gas appliances, and custom artisan cabinetry. Accessibility is effortless with your own private elevator serving all floors. Retreat to the third-floor master suite, featuring a spa-inspired bath and massive walk-in closet, or host guests in the versatile first-floor bedroom suite. The "wow factor" continues on the 1,200 sq. ft. private rooftop terrace, offering panoramic views of the city skyline—the perfect spot for evening cocktails or watching local fireworks.Location is everything. Leave your car in the 2-car garage and embrace the golf-cart-friendly lifestyle. You are just steps away from: The award-winning Winter Garden Farmers Market, The vibrant Plant Street Market and Crooked Can Brewing Co, The world-class West Orange Trail for biking and running, Boutique shopping, fine dining, and the historic Garden Theatre. Don’t miss this rare opportunity to own a piece of downtown luxury. Schedule your private showing today!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
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
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
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
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)
6982 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$475,00083 Days on yellowkey MLS ID: O6381394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1860 Built: 2024Monthly Fee: $180 Tax: $6,606 (2025)Community: MezzanoTownhouse
Taxes:$6,606
Remarks: Beautiful and well maintained two story townhouse in Winter Garden just 15 minutes from Magic Kingdom, where you can enjoy nightly fireworks views right from your home. Completed in December 2023, this home is just over two years old, meaning major components such as the roof, AC, and systems are all still very new. This bright and inviting property features an open concept layout filled with natural light and thoughtfully designed accent walls that give the home a modern and stylish feel. Most of the home is equipped with smart switches, creating a convenient and modern smart home experience. The flexible floor plan includes a guest bedroom on the first floor, perfect for visitors or a home office, while the spacious primary suite and two additional bedrooms are located upstairs for added privacy. The large two car garage includes a 240V electric vehicle charging outlet and plenty of storage space. Located less than 10 minutes from highly rated schools and only a few minutes from a nearby golf course, this home offers both convenience and lifestyle. Residents enjoy a brand new resort style pool and clubhouse completed this year, providing the perfect place to relax and entertain. This is a rare opportunity to own a bright, modern, and nearly new home in one of Winter Garden’s most desirable and fast growing areas.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Yartemy Pinheiro Llc (508-736-3957)
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