Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS
Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS, photo 2 of 18
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Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS, photo 4 of 18
Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS, photo 5 of 18
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Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS, photo 7 of 18
Single Family Residence at 221 SHERRY AVE, WINTER SPRINGS, photo 8 of 18
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18 photos

$351,900

221 SHERRY AVE
WINTER SPRINGS, FL 32708
Listed by Rodrigo Chavez · LA ROSA REALTY ORLANDO LLC
Bedrooms
4
Bathrooms
2
Living area
1,700 sqft
Year built
1971

About this home

Beautiful fully renovated property for primary or investor SHOR TERM RENTALS featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.

Property details

MLS
Stellar MLS
MLS #
MFRO6404854
Property type
Single Family Residence
Subdivision
NORTH ORLANDO TOWNSITE FOURTH ADD REPLAT
Status
Active
Days on market
136
On market date
May 7, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.14 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.

Elementary
LAYER ELEMENTARY SCHOOL
0.47 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
579
Student:teacher ratio
15.2:1
District
SEMINOLE
Middle
INDIAN TRAILS MIDDLE SCHOOL
2.45 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,215
Student:teacher ratio
22.9:1
District
SEMINOLE
High
WINTER SPRINGS HIGH SCHOOL
2.11 mi away · Grades 9-12
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
1,990
Student:teacher ratio
19.9:1
District
SEMINOLE

Walkability

Blended score for WINTER SPRINGS'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).

38
Car-dependent
out of 100
EPA National Walkability Index
7.2 / 20 -- Below average walkable
Google Places amenity density
40 / 100
Restaurants & cafes2
Grocery stores1
Parks10
Schools6
Transit stops0
Pharmacies0

Market position

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

On the market 136 days -- 82 more days than WINTER SPRINGS's current average of 54 days.
For reference, the median list price across 210 active listings in WINTER SPRINGS right now is $344,950.

Mortgage calculator

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

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Est. monthly payment
$2,269/mo
$70,380 down
$281,520 loan
Principal & interest$1,826
Property tax (est.)$293
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 20, 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.