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Overview

2 bd2 ba1,544 sqftTownhouse
TypeTownhouse
HOA$98.8/mo
Built1980
Lot4,024 sqft
Living area1,544 sqft
Price / sqft$178

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

About this home

Built-in FeaturesClubhousePoolDishwasherDisposalDryerElectric Water HeaterMicrowave

2302 Barbados Dr is a 1980-built home in Windward Square Sec 3, Winter Park. Inside you'll find 2 bedrooms, 2 bathrooms, and 1,544 square feet of living space. Listed at $275,000 (about $178/sqft), 31 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $98.8 monthly.

From the listing

Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms with 1,544 square feet of living space. The home adds fabulous sun room with French doors to a private rear space. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.

The essentials

Built
1980
Price / sqft
$178
On market
31 days
Annual tax
$576
HOA
$98.8/mo
Flood zone
X · Low risk
Lot
4,024 sqft
Type
Townhouse

At a glance

Townhouse
Built 1980
Community pool
Shared amenity
Assigned parking
4,024 sqft lot
Lot size
1,544 sqft
Living area

Payment

Est. monthly payment
$1,718/mo
Down payment (20%)
$55,000
Property taxes
$48/mo
HOA
$98.8/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
1980
Lot
4,024 sqft
Cooling
Central Air
Heating
Electric
Parking
Assigned
Days on Market
31
Built-in Features
Clubhouse
Pool
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Elementary
Eastbrook Elementary
Middle
Tuskawilla Middle
High
Lake Howell High

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

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$576
Parcel #
34-21-30-525-0000-3170

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
4,024 sqft
HOA
$98.8/mo
Nicholas Pacheco

Price history

Date
Event
Price
10/6/2026
Price change
Source: Stellar MLS #O6440892
$275,000-6.8%
$178/sqft
9/11/2026
Listed for sale
Source: Stellar MLS #O6440892
$295,000
$191/sqft

Neighborhood

2302 Barbados Dr
Winter Park, FL, 32792 · 32792 - Winter Park/Aloma

Market insights

Offer Insights

Choose an offer strength

List price: $275,000
$272,500 – $275,000
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 31 after a $20,000 cut.

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

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Calculator

Est. monthly payment
$1,719/mo
Principal & interest$1,434
Property taxes$48
Insurance$138
HOA$99
Down payment20% · $55,000
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%. HOA includes any condo dues 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

$275,000

$178 per sq ft

Beds and baths

2 beds, 2 baths

Size

1,544 sq ft

Time on market

31 days

Year built

1980

Monthly payment

About $1,718/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $576 annual tax bill, insurance, and the $98.8/mo HOA fee.

HOA fee

$98.8/mo

Managed by Nicholas Pacheco.

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 byKELLER WILLIAMS REALTY AT THE PARKSListing agent: George FreeloveListing data from Stellar MLS, MLS# O6440892.

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