27 HILLTOP DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.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 06256These 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
27 Hilltop 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 88% of homes in Southeastern Connecticut County
- Costs more per square foot than 90% of homes in North Windham 06256
- Smaller than 91% of homes in Southeastern Connecticut County
- Has a smaller lot than 94% of homes in North Windham 06256
- Newer than 85% of homes in Southeastern Connecticut County
What homes are worth in North Windham 06256
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 22% of homes in North Windham 06256.
How it measures up in North Windham 06256
The dot is this home. The mark in the middle is the typical home in North Windham 06256.
Pricier than 22% of homes nearby
Pricier than 90% of homes nearby
Bigger than 25% of homes nearby
Bigger than 6% of homes nearby
Newer than 72% of homes nearby
| Measure | This home | North Windham 06256 | Southeastern Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $277,898 | 22% of homes | 12% of homes |
| Price per ft²pricier than | $301 | 90% of homes | 62% of homes |
| Living areabigger than | 924 ft² | 25% of homes | 9% of homes |
| Lot sizebigger than | 0.26 ac | 6% of homes | 26% of homes |
| Year builtnewer than | 1998 | 72% of homes | 85% of homes |
About 27 Hilltop Dr
How much is 27 Hilltop Dr, North Windham, CT worth?
The TopHap Estimate for 27 Hilltop Dr, North Windham, CT is $277,898 as of Sep 24, 2026. The likely range is $261,906 to $293,890. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Hilltop Dr, North Windham, CT last sell?
27 Hilltop Dr, North Windham, CT last sold on Jul 3, 2018 for $147,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 27 Hilltop Dr, North Windham, CT?
27 Hilltop Dr, North Windham, CT has 2 bedrooms, 1.5 bathrooms, 924 square feet of living space and a 0.26-acre lot.
When was 27 Hilltop Dr, North Windham, CT built?
27 Hilltop Dr, North Windham, CT was built in 1998, making it 28 years old. It is a condo/apartment home. The building has 1 story.
What schools serve 27 Hilltop Dr, North Windham, CT?
27 Hilltop Dr, North Windham, CT is assigned to Charles H. Barrows STEM Academy (elementary), rated C+; 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 27 Hilltop Dr, North Windham, CT compare to other homes in North Windham 06256?
Among the 936 homes in North Windham 06256, it is worth more than 22% of them ($277,898 against a typical $323,293), its price per square foot is higher than 90% of them ($301 against a typical $241), it is bigger than 25% of them (924 ft² against a typical 1,196 ft²), its lot is bigger than 6% of them (0.26 ac against a typical 1.12 ac) and it is newer than 72% of them (1998 against a typical 1987). Measured against all of Southeastern Connecticut County, it is worth more than 12% 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 27 Hilltop Dr, North Windham, CT?
The 2025 property tax bill for 27 Hilltop Dr, North Windham, CT was $4,338. The county assessed it at $145,340.
More homes on Hilltop Dr
- 41 Hilltop Dr$284K2 bd · 2 ba · 924 ft² · Sold $285K · Sep 2026
- 34 Hilltop Dr$309K3 bd · 2.5 ba · 1,362 ft² · Sold $293K · Aug 2025
- 45 Hilltop Dr$295K3 bd · 2 ba · 1,158 ft² · Sold $268K · May 2024
- 43 Hilltop Dr$303K3 bd · 1.5 ba · 1,320 ft² · Sold $250K · Sep 2022
- 15 Hilltop Dr$305K3 bd · 1.5 ba · 1,320 ft² · Sold $250K · Sep 2022
- 37 Hilltop Dr$285K3 bd · 2.5 ba · 1,176 ft² · Sold $225K · Sep 2022
- 46 Hilltop Dr$295K3 bd · 2.5 ba · 1,362 ft² · Sold $214K · Dec 2021
- 32 Hilltop Dr$271K3 bd · 2.5 ba · 1,080 ft² · Sold $178K · Mar 2021
- 35 Hilltop Dr$262K3 bd · 1.5 ba · 1,320 ft² · Sold $228K · Feb 2021
- 14 Hilltop Dr$262K3 bd · 2 ba · 1,078 ft² · Sold $160K · Oct 2019
- 28 Hilltop Dr$286K3 bd · 2 ba · 1,164 ft² · Sold $129K · Sep 2019
- 20 Hilltop Dr$287K2 bd · 2 ba · 1,164 ft² · Sold $145K · Jun 2019
Closest homes
- 29 Hilltop Dr$264K78 ft · 2 bd · 1 ba · 924 ft² · Sold $172K · Jan 2008
- 25 Hilltop Dr$318K79 ft · 3 bd · 1.5 ba · 1,320 ft² · Sold $196K · Apr 2010
- 26 Hilltop Dr$274K172 ft · 3 bd · 2 ba · 1,122 ft² · Sold $206K · Jun 2007
- 31 Hilltop Dr$263K157 ft · 2 bd · 1.5 ba · 924 ft² · Sold $93K · Nov 1998
- 23 Hilltop Dr$274K160 ft · 3 bd · 2 ba · 1,146 ft² · Sold $137K · Apr 2001
- 28 Hilltop Dr$286K201 ft · 3 bd · 2 ba · 1,164 ft² · Sold $129K · Sep 2019
- 24 Hilltop Dr$295K175 ft · 3 bd · 1 ba · 1,362 ft² · Sold $175K · Jul 2008
- 22 Hilltop Dr$276K207 ft · 3 bd · 2 ba · 1,048 ft² · Sold $131K · Feb 1998
More homes in North Windham 06256
- 6 Zoldak Dr$490K3 bd · 2 ba · 2,100 ft² · Sold $520K · Oct 2026
- 19 Zoldak Dr2.77 ac · Sold $470K · Sep 2026
- 7 Woods Way2 bd · 2 ba · 1,044 ft² · Sold $15K · Sep 2026
- 137 Boulevard Rd2 bd · 1.5 ba · 1,204 ft² · Sold $145K · Aug 2026
- 46 Station Rd$278K4 bd · 2 ba · 1,272 ft² · Sold $275K · Jul 2026
- 22 Carriage Ln$366K4 bd · 2 ba · 1,363 ft² · Sold $360K · Jun 2026
- 419 Back Rd$305K3 bd · 2 ba · 1,234 ft² · Sold $300K · Jun 2026
- 54 Bella Vista Dr$351K2 bd · 3 ba · 1,820 ft² · Sold $40K · Jun 2026
- 19 Henry Pl$169K2 bd · 1 ba · 864 ft² · Sold $166K · Jun 2026
- 6 Skyline Dr$276K3 bd · 2 ba · 1,158 ft² · Sold $270K · Apr 2026
- 195 Tuckie Rd$296K3 bd · 1 ba · 1,144 ft² · Sold $288K · Apr 2026
- 586 Back Rd$321K2 bd · 1 ba · 996 ft² · Sold $310K · Feb 2026
Assigned schools
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