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Overview

4 bd2 ba1,685 sqftSingle Family
TypeSingle Family
HOANone listed
Built1925
Lot6,933 sqft
Living area1,685 sqft
Price / sqft$252

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Open FloorplanPrimary Bedroom Main FloorStone CountersWindow TreatmentsLightingRain GuttersSidewalk

215 S Woodland St is a 1925-built home in Fries Survey Of Winter Garden, Winter Garden. Inside you'll find 4 bedrooms, 2 bathrooms, and 1,685 square feet of living space. Listed at $425,000 (about $252/sqft), 9 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

Virtually Staged. LOCATION, LOCATION, LOCATION! Just ONE BLOCK SOUTH OF PLANT STREET in the heart of historic Downtown Winter Garden, this is the kind of opportunity that doesn’t come around every day! With a 6,933-square-foot lot, an existing four-bedroom, two-bathroom home, and a mother-in-law suite, this property offers something increasingly difficult to find: a prime downtown address with incredible possibilities for the future. In real estate, you can change almost anything about a property, but you can never change its location. And this one is exceptional! Situated just steps from the charm, character, and energy of Downtown Winter Garden, you’ll find yourself surrounded by some of Central Florida’s most beloved restaurants, coffee shops, boutiques, breweries, and community gathering spots. Spend your Saturday mornings exploring the award-winning Winter Garden Farmers Market, enjoy an afternoon along the West Orange Trail, or take an evening stroll down Plant Street for dinner and live entertainment. This is the walkable, golf-cart-friendly downtown lifestyle so many buyers dream about! The existing residence offers 1,685 square feet of living space with four bedrooms, two bathrooms, and the added flexibility of a mother-in-law suite. Whether you’re looking for a home with room for extended family, a property to personalize, or a place to establish your roots in one of Central Florida’s most desirable communities, there’s plenty of opportunity to make this address your own. But perhaps the most exciting feature isn’t just what’s standing on the property today. It’s the LAND and the LOCATION! With approximately 6,933 square feet just one block from Plant Street, this parcel presents a compelling opportunity for buyers who recognize the long-term appeal of owning property in the heart of Downtown Winter Garden. Bring your creativity, explore renovation possibilities, or investigate future improvements and redevelopment options, subject to city zoning and approval requirements. As Downtown Winter Garden continues to attract buyers seeking character, convenience, and a true sense of community, opportunities to secure property this close to the center of it all are especially appealing. Whether you’re a homeowner with a vision, an investor seeking a desirable location, or someone who’s always dreamed of living steps from Plant Street, this property deserves your attention. THE LOCATION IS ALREADY PERFECT. THE POSSIBILITIES ARE YOURS TO EXPLORE. Don’t miss your opportunity to own a piece of Downtown Winter Garden!

The essentials

Built
1925
Price / sqft
$252
On market
9 days
Annual tax
$2,702
Flood zone
X · Low risk
Lot
6,933 sqft
Type
Single Family Residence

At a glance

Single family
Built 1925
6,933 sqft lot
Lot size
1,685 sqft
Living area

Payment

Est. monthly payment
$2,655/mo
Down payment (20%)
$85,000
Property taxes
$225/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1925
Lot
6,933 sqft
Cooling
Central Air, Wall/Window Unit(s)
Heating
Electric
Parking
-
Days on Market
9
Ceiling Fans(s)
Open Floorplan
Primary Bedroom Main Floor
Stone Counters
Window Treatments
Lighting
Rain Gutters
Sidewalk
Storage
Dishwasher
Microwave
Range
Elementary
Dillard Street Elem
Middle
Lakeview Middle
High
West Orange High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$2,702
Parcel #
23-22-27-2888-10-037

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Fries Survey Of Winter Garden
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
6,933 sqft
Historic DistrictCity LimitsLandscapedLevelSidewalkPaved

Price history

Date
Event
Price
11/6/2026
Listed for sale
Source: Stellar MLS #O6455445
$425,000
$252/sqft

Neighborhood

215 S Woodland St
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $425,000
$422,500 – $425,000
99.5% – 100% of listTops out right at the list price
80% of listList price
221 of the last 441 home closings in 34787 landed at this number or higher (50%). The median one sat 21 days before it went under contract, and this one is on day 9.

Sample: 441 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$2,654/mo
Principal & interest$2,217
Property taxes$225
Insurance$213
Down payment20% · $85,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$425,000

$252 per sq ft

Beds and baths

4 beds, 2 baths

Size

1,685 sq ft

Time on market

9 days

Year built

1925

Monthly payment

About $2,655/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,702 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byHOMEVEST REALTYListing agent: Erica DiazListing data from Stellar MLS, MLS# O6455445.

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