Displaying: For Rent
Location: Winter Garden
Property Type(s): Single Family
Price: $2,500 to $3,499
Do Not Show Listings
Winter Garden - 59 properties found
8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$3,19520 Days on yellowkey MLS ID: O6399522
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2199 Built: 2017Community: Summerlake Pd Ph 3BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year:
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Gorgeous two story home in beautiful Summerlake community in Winter Garden. This 3 BED, 2.5 BATH home features an open floor plan, separate formal dining and kitchen dining areas. Luxurious kitchen and master bathroom. The kitchen features 42 inch upgraded cabinets, granite counter tops, upgraded stainless steel appliances and breakfast seating area. It is an extra large corner lot already fenced, extended brick driveway and walkway around the garage. Laundry room is located upstairs for additional convenience. Covered front and back porches in addition to the landscaped yard make it easy to enjoy the natural Florida surroundings. Community amenities include a resort style pool, fitness center, clubhouse, dog park, soccer fields, basketball and tennis courts. Minutes from the New Hamlin Town Center (includes Publix, Walmart, Starbucks, gyms, Chase Bank, luxury cinema etc.), Winter Garden Village (includes Target, BestBuy, Bed bath and beyond etc.) and Disney. Easy access to major express ways like 429. Close to Downtown Windermere. Great location and excellent schools!
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Raul Aleman (407-605-2595)
14340 BRAEMAR ST, WINTER GARDEN, FL 34787
$3,400167 Days on yellowkey MLS ID: O6359366
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2023Community: Highland RdgSingle Family
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to your new home in the desirable Highland Ridge community! This beautifully built 4-bedroom, 2-bath residence by Meritage Homes offers the perfect blend of comfort, efficiency, and style. Step inside to find an open-concept layout filled with natural light and thoughtfully designed living spaces. The spacious kitchen features modern cabinetry, sleek countertops, and energy-efficient appliances—perfect for both everyday meals and entertaining. The living and dining areas flow effortlessly, creating a welcoming space for gatherings or cozy nights in. The primary suite is a private retreat with a walk-in closet and a well-appointed en suite bath. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of in-home laundry, ample storage, and a two-car garage. Built with Meritage Homes’ commitment to energy efficiency, this home helps you save on utilities without sacrificing comfort. Located just minutes from shopping, dining, major highways, and world-famous attractions, Highland Ridge offers the best of Central Florida living in a quiet, friendly neighborhood.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$3,00021 Days on yellowkey MLS ID: S5147791
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2018Community: Waterleigh Ph 2ASingle Family
Elementary School: None
High School: None
Middle School: None
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
$2,60074 Days on yellowkey MLS ID: O6384252
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1588 Built: 2024Community: Encore At OvationSingle Family
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)
8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$2,80035 Days on yellowkey MLS ID: O6395115
0 Days Off yellowkey (back on 4/13/2026)
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)
1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787
$2,500222 Days on yellowkey MLS ID: S5135433
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 575 Built: 1989Single Family
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: ***Move in now and enjoy $450 OFF your first month’s rent —limited-time offer!*** Step into this beautifully renovated 1-bedroom, 1-bath apartment designed with comfort and style in mind. Featuring tiles throughout floors, stainless steel appliances, and a modern open layout, this space is perfect for anyone seeking a private and low-maintenance home. The kitchen includes a stove top, dishwasher, full-size stainless-steel refrigerator, and in-unit washer and dryer for ultimate convenience. The unit is fully fenced, offering private parking. Whether you're a working professional, student, or someone looking to downsize, this apartment provides the perfect blend of function and style. Highlights: 1 Bedroom / 1 Bathroom; Marble Tile Flooring Throughout; Stainless Steel Appliances; Dishwasher & Stove Top; In-Unit Washer & Dryer; Private, Fenced-In Parking; Modern, Low-Maintenance Design; Quiet, Private Entrance. Move-in ready and located in a quiet neighborhood, this unit won't last long! *** ELECTRICITY INCLUDED IN THE RENT! *** SECTION 8 IS NOT ACCEPTED. All Innovation Property Management residents are enrolled in the Resident Benefits Package (RBP) for $45.00/month which includes liability insurance, HVAC air filter delivery (for applicable properties), on-demand pest control, and much more! More details upon application. Price may be reduced depending on tenant’s desire to add pest control and/or provide proof of adequate insurance coverage. HOW TO APPLY: 1. Visit the website of Innovation Property Management, Inc. 2. Click "Rentals" at the top of the page. 3. Find the rental unit you are interested in on the list and click "Apply Now”.
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787
$2,500222 Days on yellowkey MLS ID: S5135430
16085 SCARPETTA ST, WINTER GARDEN, FL 34787
$2,85032 Days on yellowkey MLS ID: O6393325
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2023Community: WaterleighSpa: NoSingle Family
Middle School: Bridgewater Middle
Remarks: Stunning Corner-Lot Home in Waterleigh | Horizon West Experience the perfect blend of elegance and comfort in this beautiful Laurel model home, located in the highly sought-after Waterleigh community in Winter Garden. Situated on an expansive corner lot, this residence offers 1,689 sq. ft. of thoughtfully designed living space featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. Home Highlights: Designer Upgrades: Enjoy a modern aesthetic with an extraordinary upgrade package, including laminate flooring and smooth-finish faux wood blinds throughout. Gourmet Kitchen: Equipped with a stainless steel appliance gallery, ivory eased-edge cabinetry, and a vented-out microwave. Owner's Suite: Features a luxurious bathroom with gaily ornamental eased-edge wall tiling. Convenience Included: Full-size washer and dryer are provided for your comfort. Resort-Style Living: Waterleigh offers an unparalleled lifestyle with world-class amenities: 3 resort-style swimming pools & fitness centers. Sport courts (Tennis, Soccer, Beach Volleyball). Dog parks, playgrounds, walking trails, and a fishing pier. Clubhouse with a banquet hall, BBQ outdoor kitchen, and pavilion. Location & Maintenance: Prime Location: Minutes from Disney World, Hamlin Shopping Plaza, Flamingo Crossings, and Winter Garden Village with easy access to Highway 429. Daily Essentials: A brand-new Publix Supermarket is conveniently located at the community entrance. Worry-Free: Full landscaping services are included in the rent, provided by the HOA. Don’t miss this incredible opportunity to live in one of Horizon West’s premier communities. Schedule your showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Luciana Amorim Panajotti (917-853-0353)
10432 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$2,80032 Days on yellowkey MLS ID: O6392435
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1745 Built: 2019Community: WatermarkSingle Family
Remarks: FOR RENT – LIKE NEW! Move-in ready and ideal for those seeking comfort, convenience, and an exceptional lifestyle in one of Winter Garden’s most desirable communities. Beautiful 3-bedroom, 2.5-bath home with a spacious loft and attached 2-car garage, located in the final phase of the highly sought-after Watermark community. This energy-efficient, Energy Star certified property offers excellent insulation, helping to reduce utility costs while maximizing comfort. The home features a functional and well-designed layout, perfect for both everyday living and entertaining. The loft provides additional flexible space ideal for a home office, media room, or play area. Enjoy resort-style living with access to outstanding community amenities, including two tennis courts, clubhouse, fitness center, playground, splash pad, park, scenic lake, outdoor amphitheater, and a resort-style pool. Prime location just minutes from top-rated schools, parks, and Lakeside Village Shopping Center, with Publix conveniently nearby. Property is vacant and ready for immediate occupancy. Don’t miss this opportunity to live in one of Winter Garden’s premier communities—schedule your showing today!
Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)
Listing Agent: Denise Batista (407-802-7310)
8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$3,47535 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
$3,000112 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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Caroline Carneiro De Camargo (407-795-8706)
6168 GLORY BOWER DR, WINTER GARDEN, FL 34787
$2,80033 Days on yellowkey MLS ID: O6395736
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Community: Hamilton GardensSingle Family
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)
1018 SPRING LANDING DR, WINTER GARDEN, FL 34787
$2,70075 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
$3,25082 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
$2,75043 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
$2,80092 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
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
$2,70043 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
$2,80041 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)
15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$3,40088 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!
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.