Displaying: For Rent
Location: Winter Garden
Property Type(s): Townhomes
Price: $2,000 to $2,499
Do Not Show Listings
Winter Garden - 17 properties found
13170 BOUNTY AVE, WINTER GARDEN, FL 34787
$2,49022 Days on yellowkey MLS ID: O6398807
REDUCED by $60 (2.4%) on 05/02/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2022Community: WaterleighSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: Horizon High School
Tax Year:
Middle School: Water Spring Middle
Remarks: ..... Move in ready ..... Welcome to this bright and spacious 3-bedroom/2.5-bathroom/1 car garage townhome located in the desirable Waterleigh community! This home features ceramic tile flooring throughout the first floor, white kitchen cabinet with granite countertops, stainless steel appliances, and a large walk-in pantry. The open-concept layout includes a spacious living area and a half bath on the main level. All three bedrooms are located upstairs. ... Washer and dryer are included... ... Waterleigh offers resort-style amenities including multiple community pools, fitness center, clubhouse, scenic walking trails, volleyball courts, and playgrounds. Landscaping is maintained by the HOA. Conveniently located near major theme parks, shopping, dining, supermarkets, and hospitals. It is zoned for Horizon High School, Water Spring Middle School, and Atwater Bay Elementary School.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
1570 SCARLET OAK LOOP #C, WINTER GARDEN, FL 34787
$2,4008 Days on yellowkey MLS ID: O6402586
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 2011Community: Tucker Oaks Bldg 66Townhouse
High School: None
Middle School: None
Remarks: Beautiful 3 Bedroom, 2.5 Bath Townhouse for Rent in Winter Garden, FL 34787. 2 car garage end unit, a private patio with views of a conservation area and a pond! The large living room/dining room combo is perfect for entertaining, all bedrooms are upstairs. Gated community offers a pool, cabana, basketball court, picnic area with barbecue option and 2 playgrounds areas. .
Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)
Listing Agent: Rick Sein (407-716-0459)
8019 JEREMY JOSEPH ALY #8019, WINTER GARDEN, FL 34787
$2,49590 Days on yellowkey MLS ID: O6379718
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1691 Built: 2017Community: SummerlakeTownhouse
Remarks: 3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.
14443 PRUNNINGWOOD PL, WINTER GARDEN, FL 34787
$2,2005 Days on yellowkey MLS ID: A4692044
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1228 Built: 2005Community: Independence, Signature LakesSpa: NoTownhouse
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Beautiful 2-bedroom, 2.5-bath townhome in the heart of Winter Garden! This well-maintained home features a bright and functional layout, with en-suite bathrooms in both bedrooms for added comfort and privacy. Conveniently located near shopping, dining, and major highways, offering both convenience and a great lifestyle. Move-in ready and a must-see!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Pupo, Llc (239-823-0667)
6919 PASTURELANDS PL, WINTER GARDEN, FL 34787
$2,10060 Days on yellowkey MLS ID: O6387726
1 Days Off yellowkey (back on 4/30/2026)
INCREASED by $100 (5.0%) on 04/27/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1209 Built: 2006Community: Signature Lakes - Parcel 1CSpa: NoTownhouse
Remarks: Move-In Ready & Pet-Friendly! Charming 2-Bedroom, 2.5-Bath Townhome Minutes from Disney Step onto the inviting brick-paved entrance and discover this beautifully updated townhome featuring fresh interior paint and new carpets. The open-concept living and dining area flows seamlessly to the kitchen, which is fully equipped with all appliances and ready for move-in. The spacious master suite offers a generous walk-in closet, while the master bath features a tiled walk-in shower and dual sinks for modern comfort. Carpeted living areas and tile in wet spaces provide both style and easy maintenance. Enjoy a private, fenced-in courtyard with direct access to the garage, offering added privacy and convenience. Residents of this community have access to a wide range of amenities, including pools, a fitness center, tennis and basketball courts, and scenic walking and biking trails. Located just minutes from Walt Disney World Resort, Lake Hancock, the Golden Bear Club, plus numerous restaurants and shopping destinations. Front yard lawn care is included, while the back yard remains your private oasis. Washer and dryer are included as a convenience. Don’t miss this incredible opportunity to live near the magic — schedule your showing today!
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
14239 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787
$2,30053 Days on yellowkey MLS ID: O6390666
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1266 Built: 2007Community: Signature Lakes, IndependenceSpa: NoTownhouse
Remarks: Independence ** Beautiful location across from a greenspace park area & nice park area at the end of the street ** Newer laminate flooring first floor living/dining area ** All kitchen appliances included ** NEW AC ** Each bedroom is ensuite on on the second floor * Fenced backyard with patio area * 2 car detached garage * Rent includes cable, internet, pest, front lawn service/landscaping provided by the HOA fees and includes all of the Independence community amazing amenities and events! Incredible amenities including 2 community pools, play areas, a lg community park plus other neighborhood green space and play areas thru-out the neighborhood, loads of sidewalks & conservation thru-out the community with fantastic walkability, 2 dog parks, tennis & basketball courts, main clubhouse w arcade, fitness, 2nd clubhouse w fitness & billiards rm, 2 private community boat ramps with docks with lake access to Lake Hancock and Lake Speer, 10' bike/walking path, community events & more ** All rm measurements are approx from builder flr plan ** Renters Insurance required.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Gabriella Philippone (407-902-4237)
216 DEEPCOVE RD, WINTER GARDEN, FL 34787
$2,20018 Days on yellowkey MLS ID: O6399926
REDUCED by $100 (4.3%) on 04/28/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1236 Built: 2005Community: Daniels Landing A-JTownhouse
Elementary School: Maxey Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Beautifully maintained 2-bedroom, 2.5-bath townhome available for rent in a gated Winter Garden community. This home offers a smart, functional layout with an open-concept living and dining area on the main floor—perfect for everyday living and entertaining. A convenient half bath is located downstairs for guests. Upstairs, both bedrooms feature private en-suite bathrooms and spacious walk-in closets, creating two comfortable and well-appointed suites. The laundry room is also located upstairs and includes a linen closet for added storage and convenience. Enjoy your own private, fenced-in patio situated between the home and the rear-loading garage—an ideal space for relaxing outdoors or hosting small gatherings. Residents have access to fantastic community amenities, including a resort-style pool, fitness center, and playground. Rent includes cable, high-speed internet, phone service, and an alarm system, offering exceptional value and a truly move-in-ready experience. Located in highly desirable Winter Garden, this home is just minutes from Historic Downtown Winter Garden, shopping, dining, entertainment, and major roadways, including the Turnpike and SR-429. Easy commute to downtown Orlando and Disney. This townhome offers comfort, privacy, and convenience in a prime location—an excellent rental opportunity.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Olga Recean (253-285-2595)
13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$2,30011 Days on yellowkey MLS ID: S5148507
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2004Community: Daniels Lndg A-JTownhouse
Remarks: Opportunity Awaits in Highly Sought-After Daniels Landing! Welcome to this charming 3-bedroom, 2.5-bath townhome offering comfort, convenience, and an unbeatable location. Perfect for homeowners or investors, this property is nestled in a well-maintained, gated community designed for easy living. Residents of Daniels Landing enjoy resort-style amenities, including a sparkling community pool, clubhouse with fitness center, recreation facility, scenic walking trails, and a playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and the charming shops and restaurants of Downtown Winter Garden. Enjoy quick access to major highways including State Road 429, State Road 408, and Interstate 4, making commuting a breeze. Plus, you're just a short drive to Walt Disney World, making this an ideal location for cast members and area professionals. Don’t miss this exceptional opportunity—schedule your private showing today! This one won’t last long—A MUST SEE!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Mary Clevenger (407-870-8388)
430 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$2,00014 Days on yellowkey MLS ID: O6401124
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 2005Community: Southern Pines CondoTownhouse
Remarks: Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining. The kitchen offers ample cabinet storage and flows seamlessly into the living and dining areas, giving the home a spacious feel. Enjoy the convenience of an in-unit washer and dryer and ground-floor access—no stairs to climb. Step outside and take advantage of resort-style amenities, including: Swimming pool Fully equipped fitness center Tennis courts Indoor basketball court Sand volleyball court Private movie theater Located just minutes from Downtown Winter Garden, you’ll have quick access to popular dining, shopping, local parks, and major highways—making commuting and weekend plans effortless. Highlights: • First-floor unit – easy access • Washer & dryer included • Bright, open living space • Gated, amenity-rich community • Prime location near downtown, shopping & highways This home is ideal for tenants seeking low-maintenance living with resort-style perks in one of Central Florida’s most convenient and growing areas.
Listing is courtesy of: ORLANDO REAL ESTATE LLC (321-217-8572)
Listing Agent: Rodger Marty (321-217-8572)
12012 HOLYSTONE ST, WINTER GARDEN, FL 34787
$2,49592 Days on yellowkey MLS ID: O6379118
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1451 Built: 2022Community: Waterleigh Ph 4ATownhouse
Remarks: Beautiful 3-bedroom, 2.5-bath townhome located in the desirable Waterleigh Community in Winter Garden, FL. This modern home was built in 2022 and offers a comfortable and functional layout perfect for families or professionals. Inside, you’ll find an open design with stylish finishes, plenty of natural light, and a cozy living space that flows into the kitchen. The property includes a 1-car garage and is situated conveniently close to great local schools, shopping, dining, and major roadways for easy commuting. Waterleigh is one of the most attractive communities in the Horizon West area. Residents enjoy top-tier amenities, including: Resort-style pools and multiple clubhouses, Fitness centers, Walking trails and parks, Sports courts (tennis, beach volleyball), Playgrounds, dog park, BBQ areas and more. This vibrant neighborhood combines everyday convenience with a lively, family-friendly atmosphere, making it a great place to live near Disney, Winter Garden’s shops, entertainment, and recreation.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Franca Troisi (321-231-3901)
7054 BROOMSHEDGE TRAIL TRL, WINTER GARDEN, FL 34787
$2,280149 Days on yellowkey MLS ID: S5139900
Bed: 2 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1200 Built: 2012Community: Independence CommunityTownhouse
Middle School: Horizon West Middle School
Remarks: Amazing and very comfortable Townhome with two bedrooms and 2.5 bath , very nice backyard , all appliances includes, excellent community of Independence with many activities including gyms, Pools, Tennis Court, etc garage for two cars covered and another 2 uncovered, rents includes High Speed Internet and huge Cable tv includes Disney Plus and many more, (save like 150$ monthly) , Aprox 2 miles to Walt Disney World, Independence Community with many numbers of activities week by week, 2 Club Houses, 2 Pools, Tennis, Basket, Walking Trails, all of its all of those includes on the rent,
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gianni Montano (407-683-5067)
1009 WESTSIDE DR, WINTER GARDEN, FL 34787
$2,10066 Days on yellowkey MLS ID: O6386529
INCREASED by $1 (0.0%) on 04/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 1986Community: Westside TwnhmsTownhouse
Elementary School: SunRidge Elementary
Remarks: AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts bright, open living spaces with a functional layout ideal for everyday living and entertaining. Screen room is tiled with artificial turf in the fenced backyard. Enjoy a prime location just minutes from Historic Downtown Winter Garden, where you’ll find the popular Plant Street Market, a weekly farmers market, boutique shopping, and local dining. Winter Garden offers a charming small-town atmosphere with convenient access to major highways and top-rated schools. Plus, you’re just a short drive from Walt Disney World and other Central Florida attractions—making this an ideal place to call home.
16288 MERRY ALY, WINTER GARDEN, FL 34787
$2,49940 Days on yellowkey MLS ID: O6393824
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2025Community: Silverleaf Oaks/HamlinTownhouse
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Brand New Townhome in desire Hamlin at Winter Garden. This beautiful townhome is located inside a very well located community, where you can find 2 amazing well grated schools. With everthing near by, just a few minutes from Supermarket, banks, restaurant, move theater and much more!! Be the first to rent this property!!!
Listing Agent: Debora Staben Passos (407-860-7889)
14996 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,45064 Days on yellowkey MLS ID: O6386796
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Community: Osprey Ranch Ph 1Townhouse
Remarks: Beautiful 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story townhouse located in the highly desirable area of Winter Garden. Designed for comfort and modern living, this spacious 3-bedroom home offers the perfect blend of style, functionality, and location — ideal for families and professionals looking for a place to truly feel at home. The thoughtfully designed open floorplan creates a bright and inviting atmosphere, seamlessly connecting the expansive living room and dining room. The layout is perfect for both everyday living and entertaining guests. Large windows allow for plenty of natural light, enhancing the home's warm and welcoming feel. The beautiful kitchen is a standout feature, offering solid wood cabinets, elegant stone countertops, and all appliances included. Whether you're preparing a quick breakfast or hosting a dinner gathering, this kitchen delivers both style and practicality with ample storage and workspace. Upstairs, you will find three generously sized bedrooms. The primary suite features a spacious walk-in closet and a private full bathroom, creating a relaxing retreat at the end of the day. The two additional bedrooms include built-in closets and share a well-appointed full bathroom. A convenient half bathroom is located on the main floor for guests. This home also includes a 2-car attached garage, providing secure parking and additional storage space. Located in a prime area near major roads for easy commuting and close to highly rated schools, this townhouse offers both convenience and quality of life. Enjoy being just minutes away from shopping, dining, parks, and everything Winter Garden has to provide. If you are looking for comfort, space, and an excellent location, this beautiful townhouse is ready to welcome you home. Schedule your showing today and make it yours.
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
15327 OAK APPLE CT #8B, WINTER GARDEN, FL 34787
$2,20041 Days on yellowkey MLS ID: S5146415
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1544 Built: 2008Community: Tucker OaksTownhouse
Remarks: BEAUTIFUL TOWN HOUSE , GATED, IN GOOD CONDITIONS, 3 BED, 2 .5 BATH, 2 CAR GARAGE COVERED PLUS 2 IN DRIVEWAY, EXCELLENT LOCACTIONS IN WINTER GARDEN!!!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Lidia Lo Monaco (407-310-0513)
15146 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,45064 Days on yellowkey MLS ID: O6386816
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1536 Built: 2024Community: Osprey Ranch Ph 1Townhouse
Remarks: Beautiful Corner Unit 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story corner unit townhouse located in the highly desirable area of Winter Garden. As a corner unit, this home offers additional privacy, extra natural light, and an enhanced sense of space — making it an even more attractive and comfortable place to live. Designed for modern living, this spacious 3-bedroom home delivers the perfect combination of style, functionality, and location, ideal for families and professionals alike. The thoughtfully designed open floorplan creates a bright and inviting atmosphere, seamlessly connecting the expansive living room and dining room. The corner positioning allows for more windows and abundant natural light, making the living areas feel even more open and welcoming. This layout is perfect for both everyday living and entertaining guests. The beautiful kitchen is a true highlight, featuring solid wood cabinets, elegant stone countertops, and all appliances included. With generous counter space and ample storage, it is both stylish and practical for cooking and hosting. Upstairs, you will find three generously sized bedrooms. The primary suite offers a spacious walk-in closet and a private full bathroom, creating a relaxing retreat at the end of the day. The two additional bedrooms include built-in closets and share a well-appointed full bathroom. A convenient half bathroom is located on the main floor for guests. This home also includes a 2-car attached garage, providing secure parking and extra storage space. Located in a prime area near major roads for easy commuting and close to highly rated schools, this property combines comfort with convenience. You’ll be just minutes from shopping, dining, parks, and everything Winter Garden has to provide. If you are looking for privacy, natural light, space, and an excellent location, this beautiful corner unit townhouse is ready to welcome you home. Schedule your showing today and secure this exceptional rental opportunity.
15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,350172 Days on yellowkey MLS ID: O6360807
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1536 Built: 2024Townhouse
Remarks: Discover this charming, like-new 3-bedroom semi-detached house, all with walk-in closets and carpeting, located in the heart of Horizon West in Winter Garden. The residence features a welcoming front porch, a modern kitchen with granite countertops and complete appliances, plus a separate, fully equipped laundry room. A garage with an automatic gate provides added convenience. Enjoy the convenience of living in a prime area, close to excellent schools, supermarkets, shopping centers, and various leisure options. Don't miss this opportunity schedule your visit today and transform this beautiful house into your new home!
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