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$125,000
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Property Description
Enjoy close proximity to local shops, dining, the popular West Orange Trail, parks, and community events-all while being nestled in an established neighborhood with ongoing growth and development. With no existing structure, this property provides the flexibility to design and build to suit your goals. Whether you're a builder, investor, or future homeowner, vacant land opportunities like this in Winter Garden are increasingly rare. Owner is currently in the process of submitting plans for a single family home! ?? Location: Winter Garden, FL ?? Address: 441 E Cypress St ?? Property Type: Vacant Lot Contact us today for more details or to schedule a site visit.
Full Property Details
Full Property Details for 441 E Cypress St
General
- Price: $125,000
- Taxes: $1,242 (2024)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: TB8458248
- Updated: 2/26/2026
- Added to Site: 42 day(s) ago
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OVERSTREET CRATE
- Driving Directions: Head south toward W Joiner St ? 131 ft Turn right onto W Joiner St 213 ft Turn left onto S Boyd St ? 0.1 mi Turn left onto W Smith St ? 0.2 mi Turn right at the 3rd cross street onto S Dillard St ? 0.5 mi Turn left onto E Cypress St ? 0.4 mi Turn right to stay on E Cypress St ? Destination will be on the right
Community
- Community Name: 34787 - Winter Garden/Oakland
Utilities
- Sewer: None
- Water: None
- Utility Description: Other
Structural Information
- Current Bldg. Use: Residential
Lot Features
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 9,870
- Lot Size: 9870
- Lot Dimensions: 50 x 140
- Street/Road Desc.: Asphalt, Paved
Financial Considerations
- Price Per Acre: $543,478
- Tax Amount: $1,242.53
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OVERSTREET CRATE COMPANYS F/9 THE E 27 FT OF E 132 FT OF W 264 FT OF N1/2 OF N1/2 OF S1/2 & THE W 43 FT OF E 132 FT OF W396 FT OF N1/2 OF N1/2 OF S1/2 BLK S (LESS RD R/W ON N PER PB 42/148) IN SEC 23-22-27 SE1/4
- Flood Zone Info: X
- APN: 122227649620029
- Property ID: 122227649620029
- Block/Lot/Section: S
Listed by Lokation
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Schools
Schools serving 441 E Cypress St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
William S Maxey Elementary School 1100 East Maple Street, Winter Garden, FL 34787 | PK-5 | 0.7 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.7 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 441 E Cypress St
Date
Details
Price
Change
Source
1/19/2026
Listed
$125,000
108.33%
MLS
2/19/2025
Sold
$60,000
—
Public Record
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
Tax History for 441 E Cypress St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,243
—
$47,158
-63%
2024
$1,243
12%
$128,310
8%
2023
$1,113
-26%
$118,440
71%
2021
$1,497
67%
$69,090
-22%
2022
$895
-40%
$88,830
50%
2021
$1,497
136%
$59,220
8%
2019
$633
33%
$55,000
57%
2018
$476
12%
$35,000
17%
2017
$425
25%
$30,000
50%
2016
$339
-3%
$20,000
—
2015
$348
-2%
$20,000
-1%
2014
$356
1%
$20,195
—
2013
$354
—
$20,195
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 441 E Cypress St
441 E Cypress Street, Winter Garden, FL 34787 (MLS# TB8458248) is a Lots/Land property with a lot size of 0.23 acres. 441 E Cypress Street is currently listed for $125,000 and was received on January 19, 2026. Want to learn more about 441 E 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.

