Location: Winter Garden , 34787
Do Not Show Listings
8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787
$2,60099 Days on yellowkey MLS ID: O6379515
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Community: Hawksmoor Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year:
Middle School: Bridgewater Middle
Remarks: Spectacular three bedrooms, two bathrooms single family located in the beautiful Hawksmoor community. Generous living space, beautiful bright kitchen with granite countertops and stainless-steel appliances, washer and dryer included.. Private courtyard and 2 car garage. Spacious bedrooms, masters with a walk-in closet, and bathroom with double skins! Property located just minutes from shops, restaurants, and nearby parks! The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
16276 MERRY ALY, WINTER GARDEN, FL 34787
$3,0009 Days on yellowkey MLS ID: O6404597
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2026Community: Silverleaf Oaks At Hamlin Phase 3ATownhouse
Elementary School: None
High School: None
Middle School: None
Remarks: Stunning Corner Unit New Construction Townhouse for Rent in Winter Garden – Spacious, Private, and Move-In Ready Experience modern living in this beautifully designed two-story new construction townhouse located in the highly desirable area of Winter Garden. This spacious home offers 4 bedrooms, 2 full bathrooms, and 1 half bathroom, providing the perfect balance of comfort, style, and functionality for families or anyone seeking extra space. As a corner unit, this property offers added privacy with only one shared wall, allowing for a quieter and more private living experience compared to standard townhomes. Inside, the open floor plan seamlessly connects the expansive living room and dining area, creating a bright and inviting space ideal for both everyday living and entertaining. The kitchen is thoughtfully designed with solid wood cabinets, elegant stone countertops, and included appliances, making it both stylish and practical. A dedicated laundry room comes fully equipped with a washer and dryer for added convenience. The primary suite features a spacious walk-in closet, while the additional bedrooms include built-in closets, ensuring plenty of storage throughout the home. A 2-car attached garage provides secure parking and extra storage space. Ideally located near a main road and close to highly regarded schools, this home offers easy access to everything you need while being situated in a growing and attractive community. This is a rare opportunity to rent a brand new corner unit townhouse in one of Central Florida’s most sought-after areas
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
15190 GROVESIDE RD, WINTER GARDEN, FL 34787
$3,15012 Days on yellowkey MLS ID: O6404084
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1881 Built: 2025Community: Parkview At HamlinTownhouse
Remarks: Elegant Three-Story New Construction Townhouse for Rent in Winter Garden Experience modern living at its finest in this beautiful three-story new construction townhouse located in the highly desirable Winter Garden area. Designed with comfort and style in mind, this spacious home offers four bedrooms and an open-concept layout perfect for today’s lifestyle. The primary suite is a true retreat, featuring a generous walk-in closet and a private bathroom for added comfort. The additional three bedrooms are well-sized and equipped with built-in closets, offering plenty of storage for family or guests. With three full bathrooms and one half bathroom, convenience and functionality are seamlessly built into every level of the home. The main living area showcases an expansive open floorplan, connecting a bright and airy living room with a spacious dining area—ideal for entertaining or relaxing at home. The kitchen is a standout feature, boasting solid wood cabinets, elegant stone countertops, and included appliances, creating a perfect space for cooking and gathering. This home also includes a two-car attached garage, providing both security and ease of access. Situated in a prime location, the property offers quick access to major roads and is close to highly rated schools, making it an excellent choice for families and professionals alike. If you’re looking for a stylish, move-in-ready rental in a vibrant and convenient community, this townhouse is an exceptional opportunity you won’t want to miss.
13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787
$2,1595 Days on yellowkey MLS ID: O6406385
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1236 Built: 2005Community: Daniels Lndg A-JTownhouse
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to this charming 2-bedroom, 2.5-bath townhome in the gated Daniels Landing community of Winter Garden! Both bedrooms feature private en-suite bathrooms and walk-in closets. Enjoy a private courtyard, attached two car garage, and all major appliances included. Community amenities include a pool, clubhouse, playground, and walking trails. Basic internet and cable are included in the rent! Located minutes from Historic Downtown Winter Garden, Highway 50, SR-429, and the Florida Turnpike, with easy access to top-rated Orange County schools. Shopping, dining, and entertainment are all right at your doorstep. This one will not last — schedule your showing today! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
7972 MINUTEMAN LOOP, WINTER GARDEN, FL 34787
$2,9503 Days on yellowkey MLS ID: O6406618
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1977 Built: 2016Single Family
Remarks: Welcome to your dream rental in the heart of Winter Garden! This stunning 4-bedroom, 2-bathroom home in the sought-after West Lake Hancock Estates offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept layout filled with natural light, featuring a spacious living area that's perfect for entertaining or relaxing with family. The modern kitchen boasts granite countertops, stainless steel appliances, and a large island; ideal for hosting or meal prepping with ease. Retreat to the serene primary suite complete with a walk-in closet and an en-suite bath featuring dual sinks, a soaking tub, and a separate shower. The additional bedrooms provide versatility for a growing family, home office, or guest space. Enjoy Florida living at its finest in the beautifully landscaped backyard or take a short walk to enjoy the scenic lake views and walking trails nearby. Zoned for top-rated schools and just minutes from Hamlin Town Center, Disney attractions, shopping, dining, and major highways; this location can't be beat! With a two-car garage, smart home features, and access to a welcoming community, this home truly has it all. Don’t miss the opportunity to make this exceptional home your next rental; schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Chan Budhoo (407-663-9782)
16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$3,2001 Day on yellowkey MLS ID: S5149719
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2024Community: Waterleigh Ph 4B & 4CSingle Family
Remarks: For Lease – Fully Furnished Home in Waterleigh Beautifully furnished 3-bedroom, 2-bathroom home located in the highly sought-after resort-style community of Waterleigh in Winter Garden. This charming home features an open-concept floor plan, a modern kitchen with stainless steel appliances, a large center island, a walk-in pantry, and a spacious covered lanai—perfect for relaxing or entertaining. The home also offers a stylish brick paver driveway for added curb appeal. Conveniently located, the middle school is directly across the street, the elementary school is diagonally across, and the community clubhouse is right next door, offering easy access to: Resort-style pools Fitness centers Tennis courts Walking trails and green spaces Clubhouse amenities All are located just minutes from Walt Disney World Resort, shopping, dining, and major highways. Schedule your private showing today! ???
Listing is courtesy of: MELIN REALTY LLC (407-683-8713)
Listing Agent: Sheyla Fernandez Cardenas (407-675-0355)
14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787
$3,2002 Days on yellowkey MLS ID: O6406661
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2394 Built: 2014Community: Summerlake Pd Ph 1B RepSingle Family
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Available on Jun 1, 2026... This one story single family home is located in the desirable Summerlake community. It offers 3 bedroom/2 bath/1 office/2 car garage. The rent includes lawn maintenance. The community offer resort style pool, gym, basketball court, tennis court, walking/biking trail, zip liner, dog parks, and many more. Washer and Dryer are provided for convenient but they will not be replaced or repaired if they stop working.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
11007 BOOKMARK LN, WINTER GARDEN, FL 34787
$2,500112 Days on yellowkey MLS ID: O6375276
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $50 (2.0%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1599 Built: 2019Community: Storey GroveTownhouse
Remarks: Welcome to this stunning townhouse situated in the coveted Storey Grove community within the Horizon West district of Winter Garden, this residence offers 3 bedrooms and 2.5 bathrooms. The well-appointed kitchen showcases Stainless Steel Appliances, Granite Countertops, and an attractive island. With its lofty ceilings and an open floor-plan, the home exudes a sense of spaciousness. Step outdoors to your own private, fenced-in patio, accompanied by a 2-car garage. This rental includes a host of convenient amenities such as a washer and dryer, lawn maintenance, ring doorbell and a water softener.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Luis Talavera (863-368-7289)
15155 CANOE PL, WINTER GARDEN, FL 34787
$6,00045 Days on yellowkey MLS ID: O6394636
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4045 Built: 2019Community: Lakeshore Preserve Ph 2Spa: YesSingle Family
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Location, location, location. This luxury FULLY FURNISHED HOME is located in one of the most sought-after subdivisions of Winter Garden, Lakeshore Preserve. It has a relaxing pool and spa/jacuzzi, over 4,000 sqft, 5 bedrooms, 4.5 bathrooms, bonus room upstairs, and 2 car garage. Rare double master bedrooms one on the first level and another on the second floor. The kitchen is a chef's delight with a fully gas cooktop, an oversized island, and plenty of cabinet space. Upstairs you will find the upstairs owner's retreat along with 3 additional large bedrooms and the huge bonus room. Fully fenced in backyard, tile Roof, 2 AC Units, sliding glass doors, move in ready. Lakeshore neighborhood is a luxurious resort style community with many amenities including a clubhouse with pool, fitness center, multiple playgrounds, sand volleyball courts, kayak access and a dog park. The home is close to shopping and dining, and about 10 minutes drive to the Walt Disney World attraction area. Make yours this gorgeous, sophisticated, and professionally decorated home!!!
Listing is courtesy of: ALL CENTRAL FLORIDA REALTY LLC (407-468-9096)
Listing Agent: Neyla Fernandes (407-468-9096)
16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$2,90029 Days on yellowkey MLS ID: S5147791
REDUCED by $100 (3.3%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2018Community: Waterleigh Ph 2ASingle Family
Remarks: Beautiful and freshly painted 2 story Luxury Home in Winter Garden! Over 2,000 SQ. FT, 3 Bedrooms and 2.5 bathrooms. Located in Waterleigh Community the heart of Horizon West. Featuring the Cordale floor plan with amazing curb appeal and open floor plan. Front covered porch, kitchen with rich 42" cabinets, Stainless steel appliances, Granite Counter Tops and large prep island. Downstairs master suite with large walk in shower and closet. Upstairs 2 bedrooms suites and loft/ flex room, 2 car garage in rear and covered lanai make this your dream home. Waterleigh boasts the nicest entrances and clubhouse in the area with resort level amenities including a massive pool with splash zone, numerous gazebos, full state of the art gym, meeting areas, ballroom, tennis courts, playground and large ball fields. Waterleigh is built around several spring fed lakes providing amazing views and wildlife. Conveniently located to 429, all theme parks, downtown Orlando and to the lakeside Hamlin Town Center with many trendy restaurants, movie theater and stores. Top-rated schools are nearby; new elementary school under construction. Pet friendly with $500 non-refundable pet deposit per pet. No aggressive breeds.
Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)
Listing Agent: Kristen Chowdhury (407-721-3829)
12144 STONELEIGH ALY, WINTER GARDEN, FL 34787
$2,60082 Days on yellowkey MLS ID: O6384252
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1588 Built: 2024Community: Encore At OvationSingle Family
Elementary School: Water Spring Elementary
Remarks: Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet and a private en-suite bathroom with dual sinks. Please be aware that pest control ($25) and landscaping ($167) are not included in the rental price. Don’t miss this opportunity, schedule your showing today!
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ricardo Castillo Molina (407-624-9270)
15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,350180 Days on yellowkey MLS ID: O6360807
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Spa: NoTownhouse
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!
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
16917 TESLA ALY, WINTER GARDEN, FL 34787
$2,50053 Days on yellowkey MLS ID: O6392623
REDUCED by $50 (2.0%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2020Community: Waterleigh Ph 3ATownhouse
Remarks: NO CARPETS! Move-in Ready. Beautiful townhome in PERFECT Community - Waterleigh at Horizon West Winter Garden. Rent includes Lawn Care and All 4 Community Amenities Access! All Appliance included. Great school zone. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and additional two outdoor pool amenity, soccer fields, mini golf, dog parks, playground, tennis, volleyball, etc. Only 5 mins to Orange County National Golf Center and SR429. Easy/close to access 535, 545, US192. Publix village just on front of community! Only few minutes to the Hamlin Town Shopping center, Walmart, Publix, Luxury Cinema, Banks, Starbucks, Restaurants, Winter Garden Village. Only short drive to downtown Windermere and Winter Garden. 10+ minutes to Walt Disney World. Schedule a showing TODAY!
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jacky Liu (407-921-5670)
314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787
$1,57049 Days on yellowkey MLS ID: O6393613
REDUCED by $30 (1.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Townhomes Winter GardenHalf Duplex
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A washer and dryer are conveniently located inside the unit for everyday convenience. The community is ideally positioned just off Park Avenue and SR 50 (E Colonial Drive), placing residents within close proximity to a wide selection of shopping centers, grocery stores, restaurants, and daily services. With quick access to the Florida Turnpike, SR 429, SR 408, and US 27, this location provides excellent connectivity to Downtown Orlando, Clermont, and surrounding areas, making it a great option for commuters and those looking to stay close to Winter Garden’s growing amenities and attractions.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Melquisedec Martins (407-952-6948)
17741 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$2,6508 Days on yellowkey MLS ID: O6404413
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1466 Built: 2023Community: Northlake/Ovation Ph 1Townhouse
Remarks: Beautiful townhouse in the heart of Winter Garden Featuring 3 bedrooms and 2.5 bathrooms, with spacious layouts and plenty of natural light. Prime location close to dining, shopping, and more. Move-in ready!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Isabel Azcarate (689-278-7903)
6385 BREEZE FILLED LN, WINTER GARDEN, FL 34787
$2,8503 Days on yellowkey MLS ID: O6405945
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2025Community: Silverleaf Oaks/Hamlin Ph 3ATownhouse
Elementary School: Hamlin Elementary
Remarks: Beautiful 4-Bedroom Townhome in Winter Garden – Move-In Ready! Welcome to this stunning townhome located in the heart of Winter Garden, offering the perfect blend of style, comfort, and convenience. This spacious 4-bedroom, 2.5-bathroom home features an open-concept layout, modern finishes, and abundant natural light throughout. The kitchen boasts sleek cabinetry, stone countertops, and stainless steel appliances, opening seamlessly to the dining and living areas — ideal for entertaining. Upstairs, you’ll find a large primary suite with a walk-in closet and elegant en-suite bath, along with three additional bedrooms and a second full bathroom. Additional highlights, attached garage, and energy-efficient features. Enjoy a low-maintenance lifestyle with the perks of brand-new construction and warranty peace of mind.Conveniently located near top-rated schools, major highways, shopping, dining, and the best of Winter Garden living. Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
165 WINDTREE LN #U, WINTER GARDEN, FL 34787
$1,75054 Days on yellowkey MLS ID: O6392506
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Community: Windtree Gardens Condo Ph 06Condo
Remarks: Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.
Listing is courtesy of: ZEAL REALTY (407-789-2051)
Listing Agent: Cheryl Good (321-356-7377)
7019 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$2,7504 Days on yellowkey MLS ID: S5149388
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1710 Built: 2024Townhouse
Remarks: LOCATION, LOCATION, LOCATION! Beautiful townhome, 3 bedrooms, 2 ½ bathrooms, two cars garage, located in the highly desired Horizons West area of Winter Garden. The first-floor open plan features ceramic tile throughout, kitchen with 42"cabinets, quartz countertops, stainless steel appliances. All bedrooms, two bathrooms and laudry room on second floor. The primary bedroom comes with a large walking closet, bathroom with double vanities The Mezzano community is a short drive away from downtown Winter Garden, shops, restaurants, close to Orlando and Advance Health and area with great schools.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Arlete Ritt (407-592-9500)
1447 ROXY LN, WINTER GARDEN, FL 34787
$3,1804 Days on yellowkey MLS ID: S5149601
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2492 Built: 2022Community: Waterside/Johns Lake Ph 2CSingle Family
Remarks: Welcome to 1447 Roxy Lane in Winter Garden. This stunning modern 2 story single family home features 4 bedrooms and 3.5 bathrooms, making it the perfect space for comfort and style. The property includes a spacious 2-car garage and, ready for you to move in. With contemporary design and high quality finishes, this home is filled with natural light, creating a warm and inviting atmosphere. Solar panels installed comes with the house, community pool and fitness center. The open spaces and large windows give unobstructed views and the beauty of the surroundings. Rent is $3,180.00 a month. Don't miss the opportunity to live in a place that combines elegance and functionality in a prime location. Make your appointment today! This beautiful 4 bedroom home is available fully furnished for $3,500 monthly. Furniture is optional.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gladys Levy (407-953-9641)
14154 SHOCKLACH DR, WINTER GARDEN, FL 34787
$3,0004 Days on yellowkey MLS ID: O6406481
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2018Community: Latham Park NorthSingle Family
Remarks: Welcome to this beautifully designed two-story, energy-efficient home located in the highly desirable Latham Park community of Winter Garden, Florida. From the inviting covered front porch to the thoughtfully crafted interior, this residence blends elegance with everyday functionality. Step inside to find a dramatic grand staircase and a formal dining room—ideal for hosting memorable gatherings. A convenient butler’s pantry connects the dining space to the gourmet kitchen, which features stainless steel appliances, a gas cooktop, and a large center island perfect for meal prep and casual dining. A cozy breakfast nook opens to the spacious family room, all enhanced by 18x18 tile flooring for a seamless flow. The first floor also includes a guest powder room and additional storage. Upstairs, you'll discover two generously sized secondary bedrooms and a luxurious primary suite with abundant natural light, a walk-in closet, and a spa-like en-suite bath featuring dual vanities and an oversized shower. The upstairs laundry room—complete with Whirlpool washer and dryer—adds convenience to daily living. Enjoy private outdoor space between the rear of the home and the detached two-car garage, ideal for grilling, outdoor dining, and entertaining. A paved walkway connects the home to the garage for easy access. As a resident of Latham Park, you’ll enjoy a vibrant neighborhood with resort-style amenities, including a community pool and beautifully maintained green spaces. Lawn care is included, Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Ron Verzaro, Ii (407-221-5464)
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