205 Woodland Street, FL
Stellar MLS

$3,750

205 Woodland Street

Winter Garden, FL 34787

Listing updated: May 26, 2026 at 11:37 AM ET

Active
3
Beds
2
Baths
2,502
Sq Ft
0.27
Acres
1961
Built
$2/sqft360° tour
Single Family Residence

Property type

1961

Year built

11,871 sqft

Lot size

$2

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

About this home

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.

Estimated monthly payment

Principal & interest$19
Property taxes$3
Home insurance (est.)$2

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    May 26, 2026
  2. Listed$3,750
    May 26, 2026
  3. Price increased$3,750

Facts & features

Property type
Residential Lease
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Annie L Berry Sub
County
Orange
Year built
1961
Living area
2,502 sq ft
Price/sq ft
$2
Building area
3,023 sq ft (Public Records)
Lot size
11,871 sq ft
Garage
2 spaces
Parcel #
23-22-27-0644-00-050
MLS #
G5112038

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Carpet, Ceramic Tile
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Interior features
Ceiling Fans(s), Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Electric Dryer Hookup, Gas Dryer Hookup, Inside, Washer Hookup
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Other

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
Min lease term
7 Months

Exterior & Construction

Exterior features
Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Storage
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Sewer Connected

Community

Pets allowed
Cats OK, Dogs OK, Monthly Pet Fee, Yes

Schools

ElementaryCDillard Street ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
FoyerFirst8x4
Dining RoomFirst14x12
Living RoomFirst20x16
Florida RoomFirst31x8
KitchenFirst12x21
LaundryFirst10x9
WorkshopFirst8x15
WorkshopFirst8x8
Bedroom 2First11x14
Bedroom 3First10x14
Primary BedroomFirst15x18
Utility RoomFirst5x5
Bathroom 2First7x5
Primary BathroomFirst12x10

Listing Details

Listing date
2026-05-25
On market date
2026-05-26
Original list price
$3,750
Occupant type
Vacant
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Lake and Sumter
Status changed
2026-05-26

Location

Directions

From Colonial drive and Dillard Street, go North on Dillard. Left on Smith Street, Left on Woodland home is on Corner.

Property sale history

Public records

205 S WOODLAND ST, Winter Garden 34787

  • Nov 2025$770,000

2,502 sq ft · Built 1961 · 0.2725 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 26, 2026 at 11:37 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA