Location: Winter Garden
Do Not Show Listings
6168 GLORY BOWER DR, WINTER GARDEN, FL 34787
$2,80037 Days on yellowkey MLS ID: O6395736
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Community: Hamilton GardensSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: This wonderful property is available ASAP. Finished to a high standard with tile throughout the down stairs, Gourmet kitchen with Double oven, gas range top and double oven and an office which could be used for a 4th bedroom. The master and 2 other bedrooms are upstairs along with the laundry room complete with washer and dryer. The second floor also benefits from a loft area. The attached 2 car garage is accessed from the rear alleyway and Hamilton Gardens benefits from a community pool and playground and close proximity to the 429 and new stores at Hamlin town center.
Listing is courtesy of: WENDY MORRIS REALTY (407-575-5392)
Listing Agent: Wendy Morris (407-575-5392)
6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$5,00037 Days on yellowkey MLS ID: O6395397
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2019Community: Hamlin ReserveSingle Family
Remarks: Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also includes a versatile den/office, powder room, and an additional flex space ideal for a wine cellar or extra storage. Upstairs, the home offers a generous primary suite with walk-in closet and en-suite bath, a private guest suite, and two additional bedrooms sharing a full bathroom. There is also a laundry room with utility sink and a small nook perfect for a study area or second office. Enjoy outdoor living with a covered lanai and a large backyard with no rear neighbors. Additional features include a 2-car garage and ample storage throughout. Prime location near shopping, dining, lakefront activities, top-rated schools, major highways, and just minutes from Disney and Winter Garden Village.
Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)
Listing Agent: Denise Batista (407-802-7310)
1018 SPRING LANDING DR, WINTER GARDEN, FL 34787
$2,70079 Days on yellowkey MLS ID: O6383916
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1538 Built: 1990Community: Crown Point SpgsSingle Family
Remarks: Beautifully updated home in Winter Garden! This open floor plan 3 bedroom/2 bath home has newer flooring, kitchen cabinets/counters, bath vanities and more. The home also features a den/office/play room with the French doors, screened lanai and partially fenced backyard. Lawncare included. Located in the heart of Winter Garden just minutes to Downtown Winter Garden, West Orange Trail and easy access to 429 highway. Available for occupancy mid April. Contact today for a viewing!
Listing is courtesy of: BLUE CANVAS REALTY LLC (407-501-5590)
Listing Agent: Akiko Hunt (407-501-5590)
10284 ATWATER BAY DR, WINTER GARDEN, FL 34787
$3,25086 Days on yellowkey MLS ID: O6382148
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2300 Built: 2018Single Family
Remarks: 4 Bedroom, 3 Baths Single Family Home For Rent in Waterleigh Subdivision in Winter Garden, FL 34787; Range, Refrigerator, D/W, Disposal, Central Heat and A/C.
Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)
Listing Agent: Rick Sein (407-716-0459)
15221 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$2,80039 Days on yellowkey MLS ID: S5146801
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1844 Built: 2018Community: Hickory Hammock Ph 2BTownhouse
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: Hamlin Middle
Remarks: Elegant Townhome in Gated Winter Garden Community – Resort-Style Living Awaits. Welcome to your next home in the charming and sought- after community of Hickory Hammock at Johns Lake, nestled in the heart of Winter Garden. This beautifully maintained townhome offers the perfect blend of comfort, convenience, and natural beauty — all within a secure, gated neighborhood just minutes from Plant Street’s historic charm and the shops and restaurants of Fowler’s Grove. Enjoy seamless access to major highways including 429, 408, and the Florida Turnpike, making commuting to Disney World, Universal Studios, or downtown Orlando effortless. A Lifestyle Surrounded by Nature and Resort-Style Amenities Hickory Hammock is known for its peaceful setting surrounded by three scenic lakes — the expansive Johns Lake, Lake Burnett, and Lake Claire. Enjoy daily strolls along the wooded nature trails and spot native wildlife like ospreys, bald eagles, and sandhill cranes. Residents have access to top-tier amenities, including: A resort-style zero-entry pool. Clubhouse with fitness center. Tennis and sand volleyball courts. Dog park, playgrounds, and scenic walking trails. A lakeside community pier perfect for relaxing or fishing. Inside the Townhome As you arrive, you’ll be welcomed by a charming paver driveway and an elegant foyer leading to a spacious open-concept living and dining area. The modern kitchen is fully equipped with granite countertops, stainless steel appliances, and ample cabinet space — a perfect setup for both casual meals and entertaining. Step outside to your private covered patio, which overlooks a peaceful green space with community benches — ideal for enjoying Florida’s sunshine or sipping your morning coffee. Upstairs Retreat The primary suite is a tranquil escape, featuring a luxurious ensuite bathroom, oversized shower, dual vanities, and a generous walk-in closet. Two additional bedrooms share a stylish full bathroom, and a conveniently located upstairs laundry area makes daily living a breeze. This home is move-in ready, thoughtfully cared for, and designed to accommodate a variety of lifestyles. The community of Hickory Hammock has three lakes: Johns Lake and Lake Burnett and Lake Clair. Don’t miss this opportunity to experience the best of Winter Garden living. Schedule your private showing today — this exceptional rental won’t last long!
Listing is courtesy of: REALTY ONE SPECIALISTS LLC (407-227-2647)
Listing Agent: Mary Heitz (407-227-2647)
64 N PARK AVE, WINTER GARDEN, FL 34787
$5,99540 Days on yellowkey MLS ID: O6394825
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2225 Built: 2023Townhouse
Elementary School: Tildenville Elem
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)
15155 CANOE PL, WINTER GARDEN, FL 34787
$6,00041 Days on yellowkey MLS ID: O6394636
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4045 Built: 2019Community: Lakeshore Preserve Ph 2Single Family
Elementary School: Panther Lake Elementary
High School: Horizon High School
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)
1323 PRIORY CIR, WINTER GARDEN, FL 34787
$2,95041 Days on yellowkey MLS ID: O6394581
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1840 Built: 2010Community: Stoneybrook West ITownhouse
Middle School: SunRidge Middle
Remarks: Beautiful Fully Furnished end-unit townhome available now — move-in ready. • Premium lot with golf course views and no rear neighbors • End unit with extra privacy • Fully furnished – just bring your suitcase • Spacious layout with modern finishes • Saltwater pool • Playground • Walking distance to Publix, Walgreens & restaurants • Minutes to Fowler’s Grove shopping & dining • Easy access to Highway 429. This home offers the perfect blend of comfort, convenience, and scenic living. All measurements are approximate and should be verified.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Subhas Sawh (407-402-1350)
13251 PONTOON RD, WINTER GARDEN, FL 34787
$2,80042 Days on yellowkey MLS ID: O6394481
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1814 Built: 2023Community: Waterleigh Ph 4ATownhouse
Remarks: Beautifully maintained corner townhome available for rent in the highly desirable Waterleigh community in Winter Garden. This well-maintained and freshly painted home features 3 bedrooms and 2.5 bathrooms with a bright and open floor plan. The spacious kitchen flows into the living and dining areas, creating a comfortable space for everyday living and entertaining. The primary suite offers a private bathroom and generous closet space, while the additional bedrooms are perfect for family, guests, or a home office. Enjoy the charm of the front porch and the privacy of a corner unit. Residents of Waterleigh enjoy resort-style amenities including pools, parks, walking trails, and playgrounds. Conveniently located near shopping, dining, top-rated schools, and major highways. Move-in ready and available now.
Listing is courtesy of: FORTRESS REAL ESTATE TEAM LLC (407-430-2111)
Listing Agent: Lilyan Cavalcante Rocha (407-283-2928)
15327 OAK APPLE CT #8B, WINTER GARDEN, FL 34787
$2,20045 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)
736 HURLEY DR, WINTER GARDEN, FL 34787
$2,70047 Days on yellowkey MLS ID: G5110000
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2289 Built: 1999Community: Orange CoveSingle Family
Remarks: Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance convenience. A formal living room and dining room greet you at the entry, creating the perfect setting for gatherings and special occasions. At the heart of the home, the expansive family room is filled with natural light and features elegant French doors that open to a tiled, screened lanai—ideal for relaxing or enjoying Florida’s beautiful weather year-round. The kitchen is thoughtfully designed with a breakfast nook, breakfast bar, and two generously sized pantries, providing plenty of space for storage and casual dining. The private primary suite offers laminate flooring, a tray ceiling, and an oversized closet, creating a peaceful retreat at the end of the day. This home also features a triple split floor plan, ensuring privacy for everyone. The 4th bedroom includes its own en-suite bath—perfect for guests, in-laws, or a home office setup. Step outside to enjoy the fully fenced yard, offering both privacy and space for pets, play, or future outdoor enhancements.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (352-242-3939)
Listing Agent: Doreen Landi (352-636-0362)
12154 PLUMPTON DR, WINTER GARDEN, FL 34787
$2,80045 Days on yellowkey MLS ID: S5146362
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1688 Built: 2023Community: Encore/Ovation Ph 4BSingle Family
Remarks: Beautiful Home for Rent in Winter Garde Fl. Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need! Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining. Enjoy Florida living at its best in peaceful and family-friendly neighborhood.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Luis Montoya Tua (407-954-1985)
16021 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$3,50046 Days on yellowkey MLS ID: O6393427
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2689 Built: 2025Community: Encore/Ovation Ph 1Single Family
Remarks: Beautiful home with a stunning contemporary design, premium upgrades, and an unbeatable location just minutes from Disney Parks, top-rated schools, and premier shopping destinations. Property is featured with 4 bedrooms and 3 bathrooms - In law suite on first floor is , modern open floorplan with high ceilings and abundant natural light. Laundry room fully equipped with washer and dryer and a stand alone sink. The community is a resort-style living, families can enjoy top-tier community amenities including pool, fitness center, playground, and a dog park. The house is currently tenant occupied until April 3rd 2026. The house will be ready to show as of April 4th 2026. Be aware there's road constructions around the area.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
13465 SAGESTONE DR, WINTER GARDEN, FL 34787
$2,65046 Days on yellowkey MLS ID: O6393123
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1567 Built: 2023Community: WaterleighTownhouse
Remarks: Discover this beautifully crafted, townhouse located in the highly desirable Waterleigh community of Winter Garden. The thoughtfully designed kitchen, seamlessly connected to a spacious living and dining area, features a granite island, 42-inch cabinetry, stainless steel appliances, and a generously sized pantry. Rent includes maintenance of all common areas, providing added convenience and peace of mind. While all information and measurements are believed to be accurate, prospective tenants and their agents are encouraged to independently verify. Experience comfort, style, and functionality—this exceptional residence is ready to become your next home.
Listing is courtesy of: DOUBLE M GROUP COMPANY (407-777-0070)
Listing Agent: Marcelo Moura (239-628-8008)
15146 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,45068 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.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,350176 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!
15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$3,40092 Days on yellowkey MLS ID: O6371081
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2322 Built: 2024Community: Harvest At OvationSingle Family
Remarks: Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with well-distributed living spaces, abundant natural light, and contemporary finishes throughout. Enjoy an unbeatable location just minutes from Disney, top-rated schools, grocery stores, restaurants, and shopping, with convenient access to FL-429 and US-192, Horizon West, Winter Garden Village, and Orlando. Please be aware that pest control ($25) and landscaping ($167) are not included in the rental price. Schedule your private showing today and make this beautiful townhome your next home!
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ricardo Castillo Molina (407-624-9270)
165 WINDTREE LN #U, WINTER GARDEN, FL 34787
$1,75050 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)
11032 GREAT ROCK ST, WINTER GARDEN, FL 34787
$2,60052 Days on yellowkey MLS ID: O6391704
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1567 Built: 2021Community: Waterleigh Ph 2ETownhouse
Remarks: The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more. Come out and see all of our beautiful decorated models and view the community that is a “must see” in Winter Garden/Horizons West.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Marcos Paulo Nero, Llc (407-923-5128)
5783 CITRUS PARK DR, WINTER GARDEN, FL 34787
$2,95052 Days on yellowkey MLS ID: O6391947
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1846 Built: 2026Community: Parkview/HamlinTownhouse
Remarks: Experience elevated living in this brand-new luxury townhome ideally located in the heart of Hamlin, Winter Garden—one of Central Florida’s rapidly growing communities. This exceptional residence offers 3 spacious bedrooms, 2 full bathrooms, 1 half bath, and a 2-car garage, thoughtfully designed for both comfort and sophistication. The open-concept layout showcases a seamless flow between living, dining, and entertaining spaces, highlighted by a sleek, modern kitchen fully equipped with premium appliances. Natural light fills the home, creating a bright and inviting atmosphere throughout. Upstairs, the primary suite provides a private retreat, while additional bedrooms with flexibility for family, guests, or a refined home office. Designed with today’s lifestyle in mind, this smart home includes washer and dryer, along with internet and cable, delivering convenience and connectivity at every level. Located within a pet-friendly community, this home sits in the highly desirable Parkview at Hamlin. Indulge in a lifestyle of unmatched convenience with immediate access to fine dining, shopping, major supermarkets including Walmart, Publix, top-rated schools, Medical School, AdventHealth Hospital, and Orlando Health Hospital, all just minutes away. Commuting is effortless with quick access to SR-429, placing all of Central Florida within easy reach.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
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