2 WINDWARD AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Middletown School District
Neighborhood · ZIP 06457These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
2 Windward Ave measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 96% of homes in Lower Connecticut River Valley County
- Costs less per square foot than 74% of homes in Lower Connecticut River Valley County
- Smaller than 92% of homes in Middletown 06457
- Has a smaller lot than 97% of homes in Middletown 06457
- Older than 92% of homes in Lower Connecticut River Valley County
What homes are worth in Middletown 06457
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 7% of homes in Middletown 06457.
How it measures up in Middletown 06457
The dot is this home. The mark in the middle is the typical home in Middletown 06457.
Pricier than 7% of homes nearby
Pricier than 45% of homes nearby
Bigger than 8% of homes nearby
Bigger than 3% of homes nearby
Newer than 11% of homes nearby
| Measure | This home | Middletown 06457 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $222,517 | 7% of homes | 4% of homes |
| Price per ft²pricier than | $245 | 45% of homes | 26% of homes |
| Living areabigger than | 907 ft² | 8% of homes | 8% of homes |
| Lot sizebigger than | 3,049 ft² | 3% of homes | 3% of homes |
| Year builtnewer than | 1900 | 11% of homes | 8% of homes |
About 2 Windward Ave
How much is 2 Windward Ave, Middletown, CT worth?
The TopHap Estimate for 2 Windward Ave, Middletown, CT is $222,517 as of Aug 30, 2026. The likely range is $199,518 to $245,516. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2 Windward Ave, Middletown, CT last sell?
2 Windward Ave, Middletown, CT last sold on Aug 18, 2010 for $30,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 2 Windward Ave, Middletown, CT?
2 Windward Ave, Middletown, CT has 3 bedrooms, 1 bathrooms, 907 square feet of living space and a 0.07-acre lot.
When was 2 Windward Ave, Middletown, CT built?
2 Windward Ave, Middletown, CT was built in 1900, making it 126 years old. It is a conventional home. The building has 2 stories.
What schools serve 2 Windward Ave, Middletown, CT?
2 Windward Ave, Middletown, CT is assigned to Macdonough School (elementary), rated C; Middletown High School (high), rated C-; Beman Middle School (middle), rated C. All sit in Middletown School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2 Windward Ave, Middletown, CT compare to other homes in Middletown 06457?
Among the 12,599 homes in Middletown 06457, it is worth more than 7% of them ($222,517 against a typical $371,893), its price per square foot is higher than 45% of them ($245 against a typical $251), it is bigger than 8% of them (907 ft² against a typical 1,480 ft²), its lot is bigger than 3% of them (3,049 ft² against a typical 0.36 ac) and it is newer than 11% of them (1900 against a typical 1971). Measured against all of Lower Connecticut River Valley County, it is worth more than 4% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 2 Windward Ave, Middletown, CT?
The 2024 property tax bill for 2 Windward Ave, Middletown, CT was $3,950. The county assessed it at $101,530.
More homes on Windward Ave
Closest homes
- 4 Windward Ave41 ft · 5 bd · 2.5 ba · 1,960 ft² · Sold $125K · Feb 2021
- Liberty St78 ft · 3,920 ft² · Sold Jan 1900
- Windward Ave83 ft · 3,920 ft² · Sold Jan 1900
- Pearl St77 ft · 1,307 ft² · Sold Jan 1900
- 92 Liberty St83 ft · 4 bd · 2.5 ba · 1,944 ft² · Sold $160K · Jul 2020
- 185 Pearl St120 ft · 4 bd · 2 ba · 1,850 ft² · Sold $115K · Nov 2015
- 104 Liberty St128 ft · 3 bd · 3 ba · 1,231 ft² · Sold $195K · Jan 2022
- 93 Grand St$213K141 ft · 2 bd · 1 ba · 647 ft² · Sold $195K · Jul 2024
More homes in Middletown 06457
- 85 Ten Acre Rd$440K3 bd · 2.5 ba · 2,016 ft² · Sold $400K · Sep 2026
- 60 Pearl St5 bd · 3 ba · 2,980 ft² · Sold $425K · Sep 2026
- 476 Country Club Rd$574K4 bd · 1.5 ba · 2,838 ft² · Sold $685K · Aug 2026
- 1020 Bartholomew Rd$525K3 bd · 2.5 ba · 1,952 ft² · Sold $500K · Aug 2026
- 222 Carriage Crossing Ln$188K1 bd · 1 ba · 670 ft² · Sold $185K · Aug 2026
- 265 Briarwood Ln$560K3 bd · 2.5 ba · 2,024 ft² · Sold $576K · Aug 2026
- 364 Coleman Rd$525K3 bd · 1.5 ba · 1,421 ft² · Sold $525K · Aug 2026
- 417 Mile Ln$412K3 bd · 2 ba · 1,440 ft² · Sold $412K · Aug 2026
- 1221 Washington St$185K1 bd · 1 ba · 845 ft² · Sold $185K · Aug 2026
- 198 Carriage Crossing Ln$203K1 bd · 1 ba · 760 ft² · Sold $200K · Aug 2026
- 34 Franklin St$335K3 bd · 1 ba · 966 ft² · Sold $335K · Aug 2026
- 65 Deerfield Ave$292K2 bd · 1 ba · 912 ft² · Sold $293K · Aug 2026
Assigned schools
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