Displaying: For Rent
Location: Winter Garden
Property Type(s): Single Family
Beds: 4 to 4
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Winter Garden - 42 properties found
2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$2,49521 Days on yellowkey MLS ID: O6397668
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2006Community: Stone Crk A-1 & A-2Single 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 4 bedroom, 2.5 bathroom home is located on a quiet street in the Stone Creek community near local shops, restaurants, and schools. Features include a spacious floor plan with a large main living area, a lovely eat-in kitchen, a nice primary suite, upstairs loft area, fenced yard, and 2 car garage. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.
Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)
Listing Agent: Matthew Kirsch (407-897-3366)
17865 ADRIFT RD, WINTER GARDEN, FL 34787
$3,300178 Days on yellowkey MLS ID: O6359041
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Community: Waterleigh Ph 4B & 4CSingle Family
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Charming and Comfortable Home for Rent – 4 Bedrooms, Spacious Layout, and Excellent Amenities This beautiful home combines charm, comfort, and practicality, offering an ideal space for modern living. With four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, the clever layout maximizes the functionality of each room. Upon entering, you'll be greeted by a welcoming balcony that invites you to slow down and enjoy the cozy atmosphere of the home. The kitchen is both modern and functional, equipped with all essential appliances and a central island, perfect for quick meals or spending quality time with family. The laundry room is fully equipped and ready for everyday use. Upstairs, a spacious loft provides additional flexibility, offering the potential to be a TV room, office, or leisure space. Three bright and comfortable bedrooms are also located on this level. Sliding doors connect the interior to the private backyard, where a covered balcony offers stunning views. With no neighbors behind, the backyard provides a quiet, private environment that’s perfect for relaxation. The condominium offers a complete range of amenities, including swimming pools, gyms, and leisure areas for the whole family. The location is highly convenient, with supermarkets, schools, and various services nearby, as well as easy access to the region’s main attractions. Don’t miss out on this rare opportunity to enjoy a tranquil lifestyle with excellent quality of life.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
9377 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$3,00076 Days on yellowkey MLS ID: O6382869
INCREASED by $150 (5.3%) on 04/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2015Community: Watermark Ph 1BSingle Family
Remarks: Available February 2026.Welcome to 9377 Meadow Hunt Way, perfectly located in the highly desirable Winter Garden 34787 — one of Central Florida’s most sought-after communities. This home offers the ideal combination of tranquility and convenience. Just minutes from Highway 429 and the Florida Turnpike, the location provides easy access to Downtown Orlando, Disney, Windermere, and Clermont. Whether commuting for work or enjoying weekend outings, everything is within reach. Winter Garden is known for its charming Historic Downtown district, featuring local restaurants, boutique shops, farmers markets, and the popular West Orange Trail — perfect for biking, walking, and outdoor activities. The area also offers top-rated schools, medical facilities, grocery stores, and major retail centers nearby. Residents love the strong sense of community, beautifully maintained neighborhoods, and continued growth that supports long-term property value. The 34787 zip code consistently attracts families, professionals, and investors seeking both lifestyle and appreciation potential. 9377 Meadow Hunt Way is more than just a home — it’s an opportunity to live in one of the most desirable and rapidly growing areas of Central Florida.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Carol Valentino, Llc (407-989-1845)
15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$3,80012 Days on yellowkey MLS ID: O6400523
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2861 Built: 2024Community: Harvest At Ovation 112/64 Lot 142Single Family
Remarks: Nestled in the sought-after Harvest at Ovation community in Horizon West/Winter Garden, this beautifully appointed single-family home offers the perfect combination of comfort, style, and location. Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, the home includes a desirable first-floor suite—ideal for guests or multi-generational living. Enjoy the convenience of being just minutes from Walt Disney World, top-rated schools, shopping, dining, and everyday essentials. With easy access to FL-429 and US-192, as well as close proximity to Horizon West, Winter Garden Village, and Orlando, this home is perfectly positioned in one of Central Florida’s most rapidly growing and desirable areas. Please be aware that the garage apartment is currently rented until August 2026. it will become available after for additional rent. Easy to show on lock box.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
9014 SONOMA COAST DR, WINTER GARDEN, FL 34787
$4,20076 Days on yellowkey MLS ID: O6383077
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3426 Built: 2022Community: Waterleigh Ph 3B 3C & 3DSingle Family
Remarks: This modern, luxury residence offers an exceptional open-concept design featuring five bedrooms and four-and-a-half bathrooms, situated in a highly desirable neighborhood. Located within the Waterleigh community, residents enjoy access to fitness facilities, playgrounds, sports fields, walking and nature trails, and mini golf. The home features a spacious floor plan with a well-appointed kitchen showcasing granite countertops, a large center island, butler’s pantry, walk-in pantry, breakfast bar, and an eat-in dining area overlooking the family room—ideal for entertaining. The covered patio provides a serene waterfront setting, perfect for morning coffee or outdoor relaxation. The second floor includes a versatile loft, primary suite, additional bedrooms, and a laundry room. The primary suite offers dual sinks, a large shower, walk-in closet, and a private water closet. Schedule your private showing today to experience this exceptional lakefront home.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-774-9858)
Listing Agent: Greg Mann (407-435-0826)
WINTER GARDEN, FL 34787
$3,40022 Days on yellowkey MLS ID: O6398448
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2570 Built: 2015Community: Signature LakesSingle Family
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Winter Garden area, mintues to the Horizon West Shopping Center. Closing to Disney Parks, Community amenities including 2 Pools, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, 2 Clubhouse with Fitness, Billiards & arcade, Dog Park, Bike & walking paths. Excellent Shool District. The 429 entrance/exit for an easy commute, Hamlin Shopping Center, Supermarket, and Winter Garden Grove is also nearby. Open Floor Plan. Tenants responsible for Power, Water and Lawn Mowing, Phone, renter insurance. The application Fee is $75 per adult 18 years and older. The application fee is Non-refundable.
Listing is courtesy of: ORLANDO SUNSHINE REALTY (407-666-7448)
Listing Agent: Annie Kwan (321-948-0882)
17727 SHARP PUMMELO ALY, WINTER GARDEN, FL 34787
$3,25087 Days on yellowkey MLS ID: O6380310
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 2026Community: Northlake At OvationSingle Family
Remarks: This stunning new home features premium upgrades throughout. The first floor boasts 8-foot exterior and interior doors, a gourmet kitchen, and a private bedroom with a full bathroom featuring an upgraded walk-in shower. The kitchen, family room, and dining area flow seamlessly together and open onto an extended lanai. Upstairs, you'll find the remaining bedrooms, including a primary suite with a walk-in closet, plus a convenient utility sink with stacked laundry. This home is conveniently located near the 429, Disney, and the new Flamingo Crossings shopping center.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
15192 CHAPTER WAY, WINTER GARDEN, FL 34787
$2,85062 Days on yellowkey MLS ID: O6387353
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2486 Built: 2019Community: Storey Grove Ph 1B-4Single Family
Remarks: Awesome House for Rent In Winter Garden Introducing a truly remarkable home with the best floor plan in the community. This house boasts an exceptional layout, featuring two master bathrooms—one conveniently located on the first floor, and another on the second floor. This unique design provides flexibility and convenience for residents.
Listing is courtesy of: INTOP PROPERTY MANAGEMENT (321-754-5599)
Listing Agent: Jaime Hernandez (407-947-4756)
14155 LAKEVIEW PARK RD, WINTER GARDEN, FL 34787
$3,20039 Days on yellowkey MLS ID: O6393788
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2017Community: Lakeview Pointe/Horizon West PSingle Family
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: This exceptional 4-bedroom, 3-bathroom residence in Lakeview Pointe offers modern elegance and functionality. The property features a spacious layout, high-end finishes, and 2-car garage. Residents enjoy premium amenities, including a community pool, state-of-the-art gym, scenic trails, and playgrounds. Strategically located, the home is just 20 minutes from Walt Disney World and major theme parks. Proximity to Flamingo Crossings, Winter Garden Village, and the Orange County National Golf Center ensures top-tier shopping and recreation. Additionally, the charm of historic Downtown Winter Garden and Newton Park are only a short drive away. This home combines prestige and comfort in one of Florida's most desirable and high-growth areas. It is the perfect opportunity for those seeking a vibrant, secure, and well-connected community. Enjoy the best of suburban tranquility with world-class entertainment right at your doorstep. This property represents the peak of convenience lifestyle in Winter Garden.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)
5378 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$3,50034 Days on yellowkey MLS ID: O6394700
2 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2022Community: Lakeside/HamlinSingle Family
Elementary School: Hamlin Elementary
Remarks: Welcome to this beautiful home in the highly desirable Lakeside at Hamlin community in Winter Garden. This modern residence features energy-saving solar panels that significantly reduce monthly electricity costs, giving you more savings each month. The home offers an open floor plan with spacious living areas, comfortable bedrooms, and upgraded finishes throughout. The HOA includes high-speed fiber internet, and lawn maintenance is covered by the owner, adding convenience and value to your rental experience. Ideally located near Hamlin Town Center, shopping, dining, and major roadways, this property combines comfort, efficiency, and an excellent lifestyle. Some appliances will be replaced for the new tenant; details on which items will be provided at the time of application. Schedule your showing today!
Listing Agent: Any Alves (407-455-0618)
17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$3,70038 Days on yellowkey MLS ID: O6394144
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2510 Built: 2025Community: Lakestar At OvationSingle Family
Remarks: Be the first to live in this brand new home in Lakestar at Ovation, just 15 minutes from Disney. This spacious 4 bedroom, 3 bath property features an open layout with modern finishes and quartz countertops, an upstairs loft, a covered lanai, and a two car garage. Bright natural light and thoughtful design make this home perfect for comfortable everyday living. Residents enjoy resort style amenities including a community pool, fitness center, and clubhouse. Conveniently located near schools, and less than 5 miles to SR 429 for easy commuting. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Maite Martinez (407-446-1280)
918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787
$3,50047 Days on yellowkey MLS ID: O6391458
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2487 Built: 2001Community: Fullers Crossing Ph 01 44/14Single Family
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: LAWN CARE, PEST CONTROL & HVAC MAINTENANCE INCLUDED!Welcome to the established community of FULLERS CROSSING in Winter Garden! Located within the highly sought after golf cart district and just 10 MINUTES from Downtown Winter Garden, this beautifully maintained 4-bedroom, 2-bath home offers the ultimate lifestyle with easy access to Plant Street, where you can enjoy local favorites like the Crooked Can Brewery Food Hall, the Winter Garden Farmers Market, boutique shopping, dining, and year-round community events. This spacious home features a functional split floorplan offering both privacy and flexibility, along with a dedicated den or study that can easily be used as a 5TH BEDROOM, home office, or flex space. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, custom cabinetry, and ample storage space, all overlooking the main living areas. The primary suite is a true retreat, complete with an oversized walk-in closet and a fully remodeled, spa-like bathroom featuring a custom walk-in shower with five showerheads, creating an oasis experience right at home. This home features no carpet throughout, making for easy maintenance, with wood flooring in all bedrooms for a clean and modern feel. Step outside to enjoy a spacious, fully fenced backyard with no rear neighbors, providing added privacy and the perfect setting for entertaining or relaxing. This home offers the perfect combination of space, location, and low maintenance living. Schedule your private showing today!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Michael Salazar (407-692-5614)
8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$2,80034 Days on yellowkey MLS ID: O6395115
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 2018Community: Summerlake Pd Ph 2C 2D 2ESingle Family
Remarks: Spacious one-story 4 bedroom, 2 bath home in the Summerlake community of Winter Garden. Open concept kitchen with stainless steel appliances and granite countertops. Two car garage, new AC and roof. Nearby A-grade schools, Hamlin Town Center, and just 15 mins. away from Disney. Amenities include community pool, park, tennis court, and recreational facilities. Exterior pest control is included. Lawn care included. Move-in ready.
Listing is courtesy of: ALFANO PROPERTY MANAGEMENT (407-616-5343)
Listing Agent: Rafael Pierluisi (407-221-2185)
8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$3,47534 Days on yellowkey MLS ID: O6395339
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2722 Built: 2015Community: Summerlake GrvsSingle Family
Remarks: Nice 4 bed 3 bath home with a . It yas a nice large fenced in yard. Dogs and cats welcome.
Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)
Listing Agent: Hans Welbergen (407-701-6814)
16053 MICELLI DR, WINTER GARDEN, FL 34787
$3,000111 Days on yellowkey MLS ID: O6373074
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2022Community: Winding Bay Ph 2Single Family
Remarks: Beautiful two-story home located in the desirable Winding Bay community in Winter Garden. This residence offers 4 bedrooms and 3 bathrooms with a spacious and functional layout. The home is partially furnished and has an open-concept floor plan where the living room, dining area, and kitchen flow seamlessly together, providing an ideal space for everyday living and entertaining. The kitchen includes ample cabinetry, a countertop workspace, and all essential appliances. A fully equipped laundry room adds extra convenience. Ideally situated minutes from Disney and close to restaurants, shopping centers, and grocery stores. The community offers excellent amenities, including a swimming pool, playground, and dog park.***HOME HAVE A WATER FILTRATION SYSTEM AND ELECTRIC SOLAR PANELS***
Listing Agent: Caroline Carneiro De Camargo (407-795-8706)
6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$5,00032 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)
10284 ATWATER BAY DR, WINTER GARDEN, FL 34787
$3,25081 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)
14567 CRESTED PLUME DR, WINTER GARDEN, FL 34787
$2,75042 Days on yellowkey MLS ID: O6392349
REDUCED by $100 (3.5%) on 03/31/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2060 Built: 2018Community: WatermarkSingle Family
Elementary School: Panther Lake Elementary
Remarks: Beautiful 4-Bedroom Corner Unit in Prime Community Location! This spacious 4-bedroom, 2.5-bath home is ideally situated on a premium corner lot right next to the community clubhouse. All bedrooms are conveniently located upstairs, along with the laundry area for added ease.The home features a formal dining room and a versatile flex space upstairs, perfect for a home office, playroom, or additional living area. The first floor boasts a clean, modern look with no carpet and plenty of storage throughout. Enjoy access to excellent community amenities and a location with easy access to major roads, shopping, and dining.
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
483 SETTING SUN DR, WINTER GARDEN, FL 34787
$2,80091 Days on yellowkey MLS ID: O6379134
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1960 Built: 2007Community: Black Lake Park Ph 02Single Family
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Still Tenant occupied available April 30th . Beautiful One Story 4/2 Home with a 2 Car Garage in the beautiful Gated Community of B Lake Park - Winter Garden! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located near all major employers, hospital, across the street from the Winter Garden Village . Spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom with bathroom , plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home comes with laundry room (washer and dryer included) and a spacious 2 car garage. Don't miss it. Near restaurants and entertainment with easy access to major highways. Pets allowed according to community guidelines. Trailers- or U Haul type not allowed in this community
Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)
Listing Agent: Daniel Sanchez (407-952-5066)
736 HURLEY DR, WINTER GARDEN, FL 34787
$2,70042 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)
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