Displaying: For Rent
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Winter Garden - 13 properties found
203 S MAIN ST, WINTER GARDEN, FL 34787
$2,75047 Days on yellowkey MLS ID: O6406066
REDUCED by $50 (1.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1753 Built: 1916Community: Annie L Berry SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,650.00 for the first 4 months, $2,800.00 for the remaining 8 months (Average: $2,750.00/mo). AVAILABLE: July 15, 2026
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Jay Myers (407-641-5782)
224 FAULKNER ST, WINTER GARDEN, FL 34787
$2,66526 Days on yellowkey MLS ID: O6411344
REDUCED by $100 (3.6%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1591 Built: 2002Community: Traditions SubSingle Family
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden. As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and flows conveniently into the dining space. The primary suite is privately positioned to the right side of the home and features an ensuite bathroom with dual vanities, a separate shower and toilet area, and a walk-in closet. Two additional bedrooms are generously sized and share a full family bathroom. Additional features include a dedicated laundry room with a washer and dryer, interior access to the two-car garage, and a driveway with ample parking. Outside, the home offers a spacious yard perfect for enjoying Florida living. Conveniently located approximately half a mile from Plant Street, this home offers easy access to downtown Winter Garden's shopping, dining, farmers market, and local events.
Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)
Listing Agent: Anthony O'Reilly Brookes (407-910-1066)
14050 FRASIER ST, WINTER GARDEN, FL 34787
$2,8504 Days on yellowkey MLS ID: O6418453
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1956 Built: 2023Community: Highland RdgSingle Family
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Beautiful 4-bedroom, 2.5-bath home located in the desirable Highland Ridge community! This spacious home features an open floor plan, a versatile loft, modern finishes, and all appliances included. Ideally situated directly across from the community clubhouse and recreational amenities, offering unmatched convenience and great views. Pet-friendly property with owner approval. Excellent location near top-rated schools, shopping, dining, and major highways. One of the best rental values in the area—don't miss this opportunity!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)
12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$3,24948 Days on yellowkey MLS ID: O6405439
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1908 Built: 2024Community: Westhaven At OvationSingle Family
Remarks: MODERN 3BR HOME | FENCED YARD | 4-CAR PARKING | PETS WELCOME. Built in 2025 and immaculately maintained, this single-family home in Westhaven at Ovation is the total package and it's move-in ready. The open-concept main floor is light-filled and spacious, with a modern kitchen, generous counter space, and a layout built for real living. Upstairs, the primary suite delivers a walk-in closet and private en-suite bath, with two additional bedrooms that flex easily as a home office or guest room. Outside is where this home stands apart. The fenced backyard gives you privacy and room to breathe great for pets, kids, or weekend hosting. In the back, an extended driveway parks two vehicles with ease, and the detached 2-car garage adds two more four spots total, a rare find in any community. Pets welcome. Bring the whole family. Located minutes from SR-429, top-rated schools, Hamlin dining and shopping, and all of Central Florida's major attractions.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marisol Goncalvez De Ayala (321-314-3494)
8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787
$2,80014 Days on yellowkey MLS ID: O6415183
REDUCED by $50 (1.8%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1992 Built: 2013Community: Summerlake Pd Ph 1ASingle Family
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: ... Available on July 1, 2026... This rare find beautiful one story house offers 3 bedroom/2 bath/2 car garage... No carpet in the entire house... It features stainless steel appliances, tile flooring, and luxury vinyl plank in all bedrooms. It is located in Summerlake community which offers resort style pool, gym, tennis courts, basketball courts, zip liner, dog park, and many more. Lawn maintenance is included in the monthly rent. The school is zoned for Summerlake Elementary, Hamlin Middle, and Horizon High School. Minimum security deposit is 1.5 times of rent and rental insurance is required before moving in.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$2,8507 Days on yellowkey MLS ID: O6417532
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2017Single Family
Middle School: Bridgewater Middle
Remarks: Now available this lovely 3 bedroom 2 bath single family home in beautiful Summerlake Groves community in Winter Garden. This spacious home features an open concept and clean design kitchen. Beautiful subway tile backsplash, stainless steal kitchen appliances, granite counter tops in kitchen and master suite. Tile flooring throughout and newer carpet in bedrooms. There's brick pavers on your front porch and backyard lanai. Oversized two car garage driveway. Perfectly located across the street from community pool and recreational area. LAWN CARE & WASHER/DRYER IS INCLUDED!! APPLY TODAY and live in one of Central FL most desired areas, horizon West!!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Andrea Munoz (321-442-7942)
12079 BRACCO STREET, WINTER GARDEN, FL 34787
$2,6008 Days on yellowkey MLS ID: O6417016
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2023Community: Highland RidgeSpa: NoSingle Family
Remarks: Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Winter Garden area! This charming rental property offers a bright and spacious open-concept floor plan, perfect for comfortable living and entertaining. The main floor features a welcoming living space, a fully equipped kitchen, and a convenient half bath for guests. Upstairs, you will find three cozy bedrooms, including a generous primary suite with a private en-suite bathroom. Located in prime Orange County, you are just minutes away from top-rated schools, fantastic shopping, dining, and major highways. Don't miss out on this incredible opportunity—schedule your private tour today!
Listing is courtesy of: BUILD 2 RENT DIRECT, LLC (305-684-2222)
Listing Agent: Marcelo Ortiz (407-627-9027)
11428 GREAT ROCK ST, WINTER GARDEN, FL 34787
$2,85011 Days on yellowkey MLS ID: O6416571
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2023Community: Storey Grove Ph 4Single Family
Remarks: TENANT OCCUPIED – Available August 1, 2026. Welcome to this beautiful 3-bedroom, 2.5-bath home in the sought-after Storey Grove community of Winter Garden. Featuring an open-concept floor plan, 42" cabinets, quartz countertops, and spacious living areas, this home offers both comfort and style. All bedrooms are located upstairs, providing added privacy. Enjoy the fully fenced backyard, perfect for outdoor living and added privacy. Conveniently situated near SR-429, Western Way, and Disney, with easy access to shopping, dining, hospitals, and entertainment. Rent includes access to community amenities. Driving Directions: From Avalon Road, turn onto Water Spring Boulevard, then turn right onto Syings Drive and left onto Great Rock Street.
Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)
Listing Agent: Haicui Yuan (407-435-0482)
4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$3,10015 Days on yellowkey MLS ID: O6414717
REDUCED by $200 (6.1%) on 06/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2023Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Elementary School: Hamlin Elementary
Remarks: Hamlin West – Silverleaf Community. Enjoy living in the desirable Silverleaf Community in Hamlin West! This beautiful single-family home, built in 2023, offers 4 bedrooms, 2.5 bathrooms, and just under 2,000 square feet of thoughtfully designed living space. The open-concept floor plan features durable luxury vinyl plank flooring throughout the first floor, making maintenance simple and convenient. The modern kitchen is equipped with tall upper cabinets, stone countertops, and a spacious breakfast bar, perfect for everyday living and entertaining. Upstairs, you'll find a convenient second-floor laundry room and generously sized bedrooms. The home also includes a two-car rear-entry attached garage with laneway access and a large covered front porch for relaxing outdoors. Ideally located directly across from both the elementary and middle schools, this home offers exceptional convenience. Residents will enjoy easy access to Orlando Health, shopping centers, restaurants, golf courses, Highway 429, and a variety of local entertainment and recreational options. Property Features: 4 Bedrooms, 2.5 Bathrooms, Just under 2,000 sq. ft, built in 2023, Open-concept layout, Stone countertops and breakfast bar, Large upper kitchen cabinets, Luxury vinyl plank flooring on first floor, Second-floor laundry room, Covered front porch, Rear-entry 2-car attached garage. Across from elementary and middle schools. Convenient access to Orlando Health, shopping, dining, golf, and Hwy 429. Community offers pool/cabana, walking trails, pickleball/basketball, park/playground. Landlord Requirements: No pets.
Listing is courtesy of: RIO HOMES AND INVESTMENTS LLC (352-409-3855)
Listing Agent: Alreyas Baksh (352-409-3855)
525 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787
$2,55038 Days on yellowkey MLS ID: O6407564
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 1981Single Family
Remarks: Charming 3 bedroom, 2 bath home with spacious backyard, screened in patio, and no rear neighbors. Upon entering you are greeted by a formal dining, large living with fireplace, French doors opening to the peaceful patio. Master bedroom features a walk-in closet, ensuite bath, and access to the patio. Split floorplan with two additional bedrooms and full bath. Minutes from Downtown Winter Garden, farmers market, shopping, local dining, West Orange Trail, local parks, and much more! Don't miss your opportunity to call it home, schedule a private showing today!
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Morgan Horsley (256-283-8747)
5917 GRASSY POINT RD, WINTER GARDEN, FL 34787
$3,00022 Days on yellowkey MLS ID: O6412321
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1974 Built: 2015Community: Signature Lakes Ph 3B-4, 3B-5 &Single Family
Elementary School: Independence Elementary
High School: Windermere High School
Remarks: New Independence Neighborhood, Horizon West, Orange County, Florida. Welcome to the amenity-rich Independence community! This spacious 3-bedroom single-family home offers a cozy living experience within the well-planned Independence neighborhood. Enjoy the comfort of modern amenities and the convenience of an active lifestyle in this master-planned community. The property features a spacious primary suite with dual sinks, a tub, a corner standing shower, and a walk-in closet. Additionally, two bedrooms share a Jack and Jill bathroom, perfect for families or guests. Step outside to the fully screened patio, which was remodeled to provide an enjoyable outdoor living experience without the nuisance of mosquitoes. Ample storage space is available inside your epoxy floor garage with an installed roof rack that is perfect for clean organization. This gem is conveniently located near many shops and restaurants surrounding Disney, Hamlin, and Winter Garden Village. Included: Internet, Cable (3 cable boxes, 1 DVR, HBO), Landscaping Independence Community Amenities: Two Residents Clubs, Two Resort-style pools, arcade & game room, billiards lounge, business center, tennis courts, basketball courts, and much more! Additional Information: **Furniture not included** Easy access to highways and major roads Non-smoking property Application fee: $50 each applicant for background and credit check Due at signing: 1st month and security deposit.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christian Mendez (407-719-2434)
16743 HERONGATE DR, WINTER GARDEN, FL 34787
$2,80075 Days on yellowkey MLS ID: O6397844
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Community: WaterleighSingle Family
Remarks: FURNISHED. Built by DR Horton in 2020 this house offers 3-Bedrooms, 2-bathroom, back patio and 2 car garage. The kitchen offers granite countertops, 42" cabinets and stainless-steel appliances. The house is located on a corner lot. Community amenities include a resort-style Zero-entry pool, a kid's splash pad, sand volleyball court, tennis court, clubhouse, fitness center and playground. ---Application Fee $55.00 Per Adult (18 & Older) [Submit 1 application for each adult, complete all fields applicable, upload picture if and proof of income, avoid print screens.] --- No HOA Approval Required --- Landlord will not accept short-term lease or AirBnB (12 months lease only). --- Renters Insurance required. --- Washer and Dryer included. --- Utilities are not included --- Lawn Care is included. --- Small Dog may be accepted with non-refundable $25 monthly pet fee. --- Zoned for Atwater Bay (Elementary), Water Spring (Middle School) and Horizon (High School).
Listing Agent: Antonio De Oliveira (689-226-1779)
16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$3,00043 Days on yellowkey MLS ID: S5149719
REDUCED by $200 (6.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2024Community: Waterleigh Ph 4B & 4CSingle Family
Remarks: For Lease – Home in Waterleigh Beautifully 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)
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