214 S Woodland Street Winter Garden, FL 34787
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Keller Williams Elite Partners Iii Realty - Contact:  321-527-5111

  214 S Woodland Street Winter Garden, FL 34787

Active (548 Days)
$1,990,000 (USD)
4
BED
2
BATH
2,868
SQFT

Description

Calling all Investors and Developers or anyone looking for a GREAT location to call home.  Located in the heart of Downtown Winter Garden, this property offers a goldmine of opportunity for those looking to develop in the already thriving downtown area.  Zoned R-2, this large and spacious corner lot can be developed by building 6 condo units or 3 Single Family Homes. Property is located within one block of Plant St and one block from Dillard St. Street Renovations are in the works to completely redesign approximately one mile of South Dillard St leading out to Plant St which will add roundabouts and Bicycle lanes, thus revitalizing the entire area around the property.

If development doesn't interest you, this property offers a Charming 1925 4-Bedroom, 2-Bath Home with a historic appeal.  
Step back in time with this well crafted and maintained, 1925-built home, blending historic appeal with modern updates. With 4 spacious bedrooms and 2 bathrooms, this home offers ample space for families or those who love to entertain.  

You'll be greeted by rich hardwood flooring throughout the home, exuding warmth and character along with ceramic marble flooring throughout other parts of the home.

The home retains many original architectural details, complemented by modern amenities for today’s lifestyle. Large windows fill the home with natural light, 37 out of 52 windows have recently been replaced by seller and the roof was replaced in 2019.

*Stunning Pool with Screened-In Outdoor Oasis – Perfect for Entertaining**  

Dive into luxury with this beautiful pool surrounded by a spacious screened-in enclosure, designed for ultimate relaxation and entertainment. The centerpiece of this outdoor retreat is a fully equipped outdoor kitchen, complete with a double sink, refrigerator and ample counter space, making hosting a breeze.  

Adjacent to the outdoor kitchen is a large seating area, perfect for dining, lounging, or gathering with friends and family. Whether you're enjoying a sunny afternoon by the pool or a cozy evening under the stars, this space offers comfort and style year-round.  

Enjoy the perfect blend of indoor-outdoor living in your private paradise—ideal for hosting unforgettable parties and gatherings or relaxing in serene privacy.

Property also offers a 1 bedroom, 1 bath apartment overlooking the pool area which sellers are currently renting out for $1,500.00 monthly.

Don't miss out on this golden opportunity! Call today for more information and to set up a showing.

MLS #:
G5090037
Taxes
$2,450(2023)
Lot Size
0.86 acres
Type
Single-Family Home
Year Built
1925
Views
City
County
Orange County

Listed By

Matthew Yoder, Keller Williams Elite Partners Iii Realty, Contact: 321-527-5111
Source
STELLAR
Last checked Jun 4 2026 at 5:55 PM GMT-0500
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Stone Counters
  • Solid Wood Cabinets
  • Walk-In Closet(s)
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Microwave
  • Appliances: Range
Subdivision
  • Fries Winter Garden
Property Features
  • Foundation: Crawlspace
Heating and Cooling
  • Central
  • Electric
  • Central Air
Pool Information
  • In Ground
Flooring
  • Other
  • Wood
  • Marble
Exterior Features
  • Stucco
  • Frame
  • Roof: Shingle
Utility Information
  • Utilities: Water Connected, Water Source: Public, Bb/Hs Internet Available, Sewer Connected, Underground Utilities
  • Sewer: Public Sewer
School Information
  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High
Stories
  • 1
Living Area
  • 2,868 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Feb 27, 2025
Price Changed
$1,990,000
-10%
-$210,000
Oct 31, 2024
Listed
$2,200,000
-
-
Additional Information: Keller Williams Elite Partners Iii Realty | 321-527-5111
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 6/4/26 10:55
Based on information submitted to the MLS GRID as of 6/4/2026 12:55. 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.