14 OAKWOOD DR
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
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: Windham School District
Neighborhood · ZIP 06280These 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
14 Oakwood Dr 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 66% of homes in Southeastern Connecticut County
- Costs less per square foot than 86% of homes in Southeastern Connecticut County
- Bigger than 65% of homes in Windham 06280
- Has a smaller lot than 86% of homes in Windham 06280
- Older than 69% of homes in Windham 06280
What homes are worth in Windham 06280
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 51% of homes in Windham 06280.
How it measures up in Windham 06280
The dot is this home. The mark in the middle is the typical home in Windham 06280.
Pricier than 51% of homes nearby
Pricier than 25% of homes nearby
Bigger than 65% of homes nearby
Bigger than 14% of homes nearby
Newer than 31% of homes nearby
| Measure | This home | Windham 06280 | Southeastern Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $357,691 | 51% of homes | 34% of homes |
| Price per ft²pricier than | $207 | 25% of homes | 14% of homes |
| Living areabigger than | 1,728 ft² | 65% of homes | 61% of homes |
| Lot sizebigger than | 0.54 ac | 14% of homes | 51% of homes |
| Year builtnewer than | 1960 | 31% of homes | 41% of homes |
About 14 Oakwood Dr
How much is 14 Oakwood Dr, Windham, CT worth?
The TopHap Estimate for 14 Oakwood Dr, Windham, CT is $357,691 as of Sep 24, 2026. The likely range is $331,140 to $384,242. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Oakwood Dr, Windham, CT last sell?
14 Oakwood Dr, Windham, CT last sold on Mar 10, 2025 for $325,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 14 Oakwood Dr, Windham, CT?
14 Oakwood Dr, Windham, CT has 3 bedrooms, 1.5 bathrooms, 1,728 square feet of living space and a 0.54-acre lot.
When was 14 Oakwood Dr, Windham, CT built?
14 Oakwood Dr, Windham, CT was built in 1960, making it 66 years old. It is a cape cod home. The building has 1 story.
What schools serve 14 Oakwood Dr, Windham, CT?
14 Oakwood Dr, Windham, CT is assigned to Windham Center School (elementary), rated D-; Windham High School (high), rated F; Windham Middle School (middle), rated D+. All sit in Windham School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 14 Oakwood Dr, Windham, CT compare to other homes in Windham 06280?
Among the 1,190 homes in Windham 06280, it is worth more than 51% of them ($357,691 against a typical $357,234), its price per square foot is higher than 25% of them ($207 against a typical $237), it is bigger than 65% of them (1,728 ft² against a typical 1,458 ft²), its lot is bigger than 14% of them (0.54 ac against a typical 1.29 ac) and it is newer than 31% of them (1960 against a typical 1969). Measured against all of Southeastern Connecticut County, it is worth more than 34% 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 14 Oakwood Dr, Windham, CT?
The 2025 property tax bill for 14 Oakwood Dr, Windham, CT was $5,928. The county assessed it at $198,590.
More homes on Oakwood Dr
- 19 Oakwood Dr$461K4 bd · 2.5 ba · 2,288 ft² · Sold $435K · Oct 2025
- 225 Oakwood Dr$343K3 bd · 1.5 ba · 1,144 ft² · Sold $303K · Oct 2024
- 241 Oakwood Dr$284K3 bd · 1 ba · 1,092 ft² · Sold $245K · Jun 2024
- 5 Oakwood Dr$307K3 bd · 1 ba · 960 ft² · Sold $275K · May 2024
- 38 Oakwood Dr$377K4 bd · 2 ba · 1,763 ft² · Sold $272K · Jul 2022
- 244 Oakwood Dr$313K3 bd · 1.5 ba · 1,144 ft² · Sold $183K · Jan 2022
- 236 Oakwood Dr$476K3 bd · 2.5 ba · 2,378 ft² · Sold $355K · Nov 2021
- 121 Oakwood Dr$268K3 bd · 1 ba · 1,040 ft² · Sold $190K · Aug 2021
- 51 Oakwood Dr$287K3 bd · 1 ba · 1,056 ft² · Sold $165K · Jun 2020
- 8 Oakwood Dr$323K3 bd · 2 ba · 1,440 ft² · Sold $220K · Feb 2020
- 112 Oakwood Dr$379K3 bd · 2 ba · 1,776 ft² · Sold $208K · Jun 2018
- 220 Oakwood Dr1.07 ac · Sold $260K · Mar 2018
Closest homes
- 20 Oakwood Dr$365K151 ft · 3 bd · 1 ba · 1,344 ft² · Sold Jan 1900
- 8 Oakwood Dr$323K155 ft · 3 bd · 2 ba · 1,440 ft² · Sold $220K · Feb 2020
- 11 Oakwood Dr$367K217 ft · 3 bd · 1.5 ba · 1,202 ft² · Sold $266K · Oct 2005
- 32 Oakwood Dr$402K283 ft · 3 bd · 1.5 ba · 1,651 ft² · Sold $178K · Sep 2012
- 5 Oakwood Dr$307K315 ft · 3 bd · 1 ba · 960 ft² · Sold $275K · May 2024
- 25 Oakwood Dr$383K392 ft · 3 bd · 1.5 ba · 1,940 ft² · Sold $115K · Mar 1996
- 36 Oakwood Dr404 ft · 0.2 ac · Sold $500 · Aug 2014
- 35 Oakwood Dr$300K448 ft · 3 bd · 1 ba · 1,196 ft² · Sold $130K · Mar 2003
More homes in Windham 06280
- 237a Bricktop Rd$354K0.65 ac · Sold $400K · Oct 2026
- 6 Autumn Rdg$500K1 bd · 1.5 ba · 2,428 ft² · Sold $500K · Sep 2026
- 63 Beacon Rd$390K4 bd · 1 ba · 1,100 ft² · Sold $390K · Sep 2026
- 394 Jerusalem Rd$368K5 bd · 3.5 ba · 2,836 ft² · Sold $368K · Sep 2026
- 33 Jennings Ln$434K3 bd · 1 ba · 1,040 ft² · Sold $432K · Aug 2026
- 26 Plains Rd$191K4 bd · 1.5 ba · 2,758 ft² · Sold $190K · Aug 2026
- 105 Bricktop Rd$390K3 bd · 2 ba · 2,034 ft² · Sold $388K · Aug 2026
- 156 Bricktop Rd$310K3 bd · 2 ba · 1,440 ft² · Sold $330K · Aug 2026
- 37 Tuckie Rd$475K3 bd · 2.5 ba · 2,136 ft² · Sold $470K · Jul 2026
- 29 Shetucket Dr$369K3 bd · 2 ba · 1,405 ft² · Sold $365K · Jul 2026
- 123 Brooklyn Tpke$394K3 bd · 2.5 ba · 1,248 ft² · Sold $395K · Jul 2026
- 242 Back Rd$343K3 bd · 2 ba · 1,400 ft² · Sold $350K · Jul 2026
Assigned schools
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