Date
Details
Price
Change
Source
5/26/2026
Listed
$3,750
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,750 Just Listed
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Property Description
One or more photo(s) has been virtually staged. Available June 1st. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2500 sq ft ranch-style home, ideally located within a 5-minute walk to historic downtown Winter Garden in the heart of the Golf Cart District. Situated on a spacious corner lot, this home blends classic charm, thoughtful upgrades, and everyday functionality-perfect for families, snowbirds, or anyone seeking a relaxed yet connected lifestyle. Step inside to an open and airy floor plan featuring wood flooring in the main living areas and tile in the kitchen and bathrooms. The generously sized kitchen serves as the heart of the home, offering abundant counter space, ample storage, and natural light-ideal for cooking, entertaining, or casual dining. The fully fenced backyard provides privacy and space for outdoor living, pets, or play. A rare find, the 2-car garage includes a pass-through rear door that opens to an additional parking pad-perfect for a trailer, golf cart, or extra vehicle. You'll also find a small air-conditioned room inside the garage, ideal for a home office, workout space, hobby room, or climate-controlled storage. Located in one of Winter Garden's most desirable areas, you're just a quick walk from local shops, yoga studios, restaurants, the farmers market, and community events. With no HOA and a layout built for both comfort and convenience, this home offers a unique opportunity to enjoy both peace and a vibrant, walkable lifestyle. Flexible Lease Term. Perfect if you are Building a home in Winter Garden. Yard care included.
Full Property Details
Full Property Details for 205 S Woodland St
General
- Rent: $3,750
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: G5112038
- Updated: 5/26/2026
- Added to Site: 3 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 7 Months
Interior
- Number of Rooms: 14
- Interior Features: Ceiling Fan(s), Open Floorplan, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Inside, Washer Hookup
Additional Information
- Security/Safety: Fire Alarm
Exterior
- Exterior Features: Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Storage
- Deck/Patio: Covered
- Porch/Patio/Deck: Covered
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Other
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: ANNIE L BERRY SUB
- Driving Directions: From Colonial drive and Dillard Street, go North on Dillard. Left on Smith Street, Left on Woodland home is on Corner.
- Direction Faces: West
School Information
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Number of Pets: 2
- Pet Restrictions: Proof of Rabies Vaccine verify all pet restrictions with the City
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Sewer Connected
Structural Information
- Common Walls: Corner Unit
- Windows: Blinds, Window Treatments
- Stories/Levels: One
- Square Feet: 2,502
- Sq. Ft. Source: Public Records
- Year Built: 1961
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Property View: City
- Lot Size (Acres): 0.27
- Lot Size (Sq. Ft.): 11,871
- Lot Size: 11871
- Street/Road Desc.: Asphalt
- Fencing (Description): Fenced, Full Backyard
Financial Considerations
- Lease Price: $3,750
- Application Fee: $55
- Security Deposit: $3,750
Disclosures and Reports
- APN: 232227064400050
- Property ID: 232227064400050
Listed by Lisa Realty Partners
Schools
Schools serving 205 S Woodland St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 0.5 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.2 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 205 S Woodland St
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 2,085Sq. Ft.
Listed by Stockworth Realty Group
- Single Family
- Active
- 3Beds
- 2Total Baths
- 2,300Sq. Ft.
Listed by La Rosa Realty Orlando Llc
- Single Family
- Active
- 3Beds
- 2Total Baths
- 2,501Sq. Ft.
Listed by Reis E Silva Realty Group Llc
- Single Family
- Active
- 3Beds
- 2Total Baths
- 936Sq. Ft.
Listed by Aaa Global Ventures Pa
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- Condo
- Active
- Updated 13 hours ago
- 3Beds
- 3Total Baths
- 1,568Sq. Ft.
Listed by Wra Business & Real Estate
- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,184Sq. Ft.
Listed by Century 21 Myers Rose Realty
- Single Family
- Active
- Updated 13 hours ago
- 3Beds
- 2Total Baths
- 1,568Sq. Ft.
Listed by Asano Real Estate Llc
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 2,103Sq. Ft.
Listed by Sunshine Life Realty Llc
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- Single Family
- Active
- Updated 7 days ago
- 3Beds
- 2Total Baths
- 1,548Sq. Ft.
Listed by Exp Realty Llc
- Townhouse
- Active
- Updated 7 hours ago
- 4Beds
- 3Total Baths
- 1,888Sq. Ft.
Listed by Gilvan Realty Corp.
![[Address not provided], Clermont, FL 34711 - Photo 1](https://m1.cbhomes.com/p/646/O6410527/e9a59f308e82459/s23cc.webp)
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 3,004Sq. Ft.
Listed by Venture Home Realty
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,463Sq. Ft.
Listed by Ms Land & Building Llc
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- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,728Sq. Ft.
Listed and Sold by Cani Property Management
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,078Sq. Ft.
Listed and Sold by Vesti Llc
- Single Family
- Closed
- 5Beds
- 3Total Baths
- 3,436Sq. Ft.
Listed and Sold by Preferred Real Estate Brokers
- Single Family
- Closed
- 5Beds
- 4Total Baths
- 2,631Sq. Ft.
Listed and Sold by Selecta Realty Llc
205 S Woodland Street, Winter Garden, FL 34787 (MLS# G5112038) is a Single Family property with 3 bedrooms and 2 full bathrooms. 205 S Woodland Street is currently listed for rent at $3,750 and was received on May 26, 2026. Want to learn more about 205 S Woodland Street? Do you have questions about finding other real estate for sale or rent in Winter Garden? You can browse all Winter Garden rentals or contact a Coldwell Banker agent to request more information.