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Overview

3 bd2 ba1,467 sqftTownhouse
TypeTownhouse
HOA$85/mo
Built1980
Lot4,533 sqft
Living area1,467 sqft
Price / sqft$204

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

About this home

High CeilingsWalk-in Closet(s)PlaygroundConvection OvenDishwasherElectric Water HeaterMicrowaveRefrigerator

2275 Island Run is a 1980-built home in Windward Square Sec 3, Winter Park. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,467 square feet of living space. Listed at $299,990 (about $204/sqft), 34 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $85 monthly.

From the listing

Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! 10K seller contribution for the floor. The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living. Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts. Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!

The essentials

Built
1980
Price / sqft
$204
On market
34 days
Annual tax
$4,730
HOA
$85/mo
Flood zone
X · Low risk
Lot
4,533 sqft
Type
Townhouse

At a glance

Townhouse
Built 1980
4,533 sqft lot
Lot size
1,467 sqft
Living area

Payment

Est. monthly payment
$2,194/mo
Down payment (20%)
$59,998
Property taxes
$394/mo
HOA
$85/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
1980
Lot
4,533 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
34
High Ceilings
Walk-in Closet(s)
Playground
Convection Oven
Dishwasher
Electric Water Heater
Microwave
Refrigerator
Flood Zone X
Annual Tax (2025)
$4,730
Parcel #
34-21-30-525-0000-3030

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
Windward Square Sec 3
County
Seminole
MLS Area
32792 - Winter Park/Aloma
Lot Size
4,533 sqft
HOA
$85/mo
winter park

Price history

Date
Event
Price
9/7/2026
Listed for sale
Source: Stellar MLS #O6439848
$299,990
$204/sqft

Neighborhood

2275 Island Run
Winter Park, FL, 32792 · 32792 - Winter Park/Aloma

Market insights

Offer Insights

Choose an offer strength

List price: $299,990
$297,500 – $299,990
99.5% – 100% of listTops out right at the list price
80% of listList price
30 of the last 43 townhouse or villa closings in 32792 landed at this number or higher (70%). The median one sat 24 days before it went under contract, and this one is on day 34.

Sample: 43 closed townhouse or villa sales in 32792 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$2,194/mo
Principal & interest$1,565
Property taxes$394
Insurance$150
HOA$85
Down payment20% · $59,998
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%. HOA is the fee reported on the listing. 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

$299,990

$204 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,467 sq ft

Time on market

34 days

Year built

1980

Monthly payment

About $2,194/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,730 annual tax bill, insurance, and the $85/mo HOA fee.

HOA fee

$85/mo

Managed by winter park.

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?

Have another question?

Brokered byU KEY REALTYListing agent: Yukey HooListing data from Stellar MLS, MLS# O6439848.

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