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$165,000 Just Listed

  • For Sale
  • Active
  • Lots/Land
  • 0.14 Acres
  • Updated 2 hours ago
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Prime opportunity in Golf Cart District in Winter Garden! This property is being offered for land value only and presents a rare chance to build your dream home or invest in one of Central Florida's most sought-after locations. Situated just a couple blocks from the vibrant, historic Downtown Winter Garden district, you'll love the charm, community feel, and walkability this area is known for. Or hop on your Golf Cart to enjoy the incredible proximity to boutique shopping, local dining, Saturday Farmer's Market, Plant Street Market, Crooked Can Brewery, Veterans Park and the scenic West Orange Trail. With No HOA, strong growth and redevelopment, and easy access to major roadways, including the Florida Turnpike, 429 and 408, you don't want to miss this opportunity! This is considered a legal non-conforming lot. Contact City of Winter Garden Planning Department for further information and required setbacks. The existing 1940s wood frame structure is uninhabitable and holds no contributory value. Property is being sold as-is for land value only. Cash only.

Full Property Details for 227 W Cypress St

General

  • Price: $165,000
  • Taxes: $2,425 (2025)
  • Status: Active
  • Type: Lots/Land
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6397063
  • Updated: Today (4/8/2026)
  • Added to Site: Today

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: OVERSTREET CRATE
  • Driving Directions: Heading West on Hwy 50, take right onto Park Ave, take right on W Cypress St, Lot is on the left.

Community

  • Community Name: 34787 - Winter Garden/Oakland

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Available, Public, Sewer Connected, Water Connected

Structural Information

  • Current Bldg. Use: Residential

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,006
  • Lot Size: 6006
  • Lot Dimensions: 50 x 120
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Price Per Acre: $1,178,571
  • Tax Amount: $2,425.2
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OVERSTREET CRATE COMPANYS F/9 E 50 FT OF W 282.85 FT OF S 120 FT OF N 540 FT OF BLK 5 IN SEC 23-22- 27 SW1/4
  • Flood Zone Info: X
  • APN: 122227649631022
  • Property ID: 122227649631022
  • Block/Lot/Section: 5

Listed by Hogan Realty Group Inc

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Listing agent

— 227 W Cypress St —

  • Hogan Realty Group Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 227 W Cypress St

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-51.1 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 227 W Cypress St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/08/2026
Listed
$165,000
32%
MLS
10/07/2025
Sold
$125,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 227 W Cypress St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,975
—
$136,208
10%
2024
$1,975
32%
$123,825
8%
2023
$1,497
39%
$114,805
73%
2021
$1,077
-16%
$66,215
-27%
2022
$1,276
18%
$90,296
49%
2021
$1,077
7%
$60,623
-10%
2019
$1,009
17%
$67,502
28%
2018
$865
9%
$52,557
7%
2017
$794
6%
$49,119
6%
2016
$751
4%
$46,353
23%
2015
$724
18%
$37,826
10%
2014
$614
4%
$34,387
3%
2013
$593
—
$33,431
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Hogan Realty Group Inc

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227 W Cypress Street, Winter Garden, FL 34787 (MLS# O6397063) is a Lots/Land property with a lot size of 0.14 acres. 227 W Cypress Street is currently listed for $165,000 and was received on April 08, 2026. Want to learn more about 227 W Cypress Street? Do you have questions about finding other Lots/Land real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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