Single Family Residence at 721 S WOODLAND ST, WINTER GARDEN
Single Family Residence at 721 S WOODLAND ST, WINTER GARDEN, photo 2 of 24
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Single Family Residence at 721 S WOODLAND ST, WINTER GARDEN, photo 4 of 24
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24 photos

$440,000

721 S WOODLAND ST
WINTER GARDEN, FL 34787
Listed by Christopher Bessette · KELLER WILLIAMS CLASSIC
Bedrooms
2
Bathrooms
1
Living area
1,034 sqft
Year built
1955

About this home

Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

Property details

MLS #
MFRO6419636
Property type
Single Family Residence
Subdivision
BORDERS & WOOSLEY SUB
Status
Active
Days on market
28
On market date
June 26, 2026
Stories
N/A
Total bathrooms
1
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.19 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
WILLIAM S MAXEY ELEMENTARY
0.52 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
423
Student:teacher ratio
14.6:1
District
ORANGE
Middle
LAKEVIEW MIDDLE
1.33 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
828
Student:teacher ratio
18.8:1
District
ORANGE
High
ORANGE TECHNICAL COLLEGE WESTSIDE CAMPUS
0.82 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
0
Student:teacher ratio
0.0:1
District
ORANGE

Walkability

Blended score for WINTER GARDEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

88
Highly walkable
out of 100
EPA National Walkability Index
15.8 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores11
Parks3
Schools17
Transit stops12
Pharmacies8

Market position

How this listing compares to current activity in WINTER GARDEN, from live MLS data.

On the market 28 days -- 46 fewer days than WINTER GARDEN's current average of 74 days.
For reference, the median list price across 1,032 active listings in WINTER GARDEN right now is $489,995.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,800/mo
$88,000 down
$352,000 loan
Principal & interest$2,283
Property tax (est.)$367
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated July 24, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.