44 HILLTOP DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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 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
44 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 90% of homes in Southeastern Connecticut County
- Smaller than 82% of homes in Southeastern Connecticut County
- Has a smaller lot than 98% of homes in North Windham 06256
- Newer than 86% 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 13% 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 13% of homes nearby
Pricier than 62% of homes nearby
Bigger than 37% of homes nearby
Bigger than 2% of homes nearby
Newer than 75% of homes nearby
| Measure | This home | North Windham 06256 | Southeastern Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $262,953 | 13% of homes | 10% of homes |
| Price per ft²pricier than | $249 | 62% of homes | 36% of homes |
| Living areabigger than | 1,054 ft² | 37% of homes | 18% of homes |
| Lot sizebigger than | 0.21 ac | 2% of homes | 18% of homes |
| Year builtnewer than | 1999 | 75% of homes | 86% of homes |
About 44 Hilltop Dr
How much is 44 Hilltop Dr, North Windham, CT worth?
The TopHap Estimate for 44 Hilltop Dr, North Windham, CT is $262,953 as of Aug 30, 2026. The likely range is $236,685 to $289,221. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 44 Hilltop Dr, North Windham, CT last sell?
44 Hilltop Dr, North Windham, CT last sold on Oct 26, 2005 for $180,000, according to the county's recorded deed.
How big is 44 Hilltop Dr, North Windham, CT?
44 Hilltop Dr, North Windham, CT has 3 bedrooms, 2.5 bathrooms, 1,054 square feet of living space and a 0.21-acre lot.
When was 44 Hilltop Dr, North Windham, CT built?
44 Hilltop Dr, North Windham, CT was built in 1999, making it 27 years old. It is a condo/apartment home. The building has 1 story.
What schools serve 44 Hilltop Dr, North Windham, CT?
44 Hilltop Dr, North Windham, CT is assigned to Charles H. Barrows STEM Academy (elementary), rated C+; Windham High School (high), rated D; Windham Middle School (middle), rated C-. All sit in Windham School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 44 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 13% of them ($262,953 against a typical $319,586), its price per square foot is higher than 62% of them ($249 against a typical $234), it is bigger than 37% of them (1,054 ft² against a typical 1,196 ft²), its lot is bigger than 2% of them (0.21 ac against a typical 1.13 ac) and it is newer than 75% of them (1999 against a typical 1987). Measured against all of Southeastern Connecticut County, it is worth more than 10% 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 44 Hilltop Dr, North Windham, CT?
The 2025 property tax bill for 44 Hilltop Dr, North Windham, CT was $4,647. The county assessed it at $155,690.
More homes on Hilltop Dr
- 34 Hilltop Dr$307K3 bd · 2.5 ba · 1,362 ft² · Sold $293K · Aug 2025
- 45 Hilltop Dr$291K3 bd · 2 ba · 1,158 ft² · Sold $268K · May 2024
- 43 Hilltop Dr$301K3 bd · 1.5 ba · 1,320 ft² · Sold $250K · Sep 2022
- 15 Hilltop Dr$302K3 bd · 1.5 ba · 1,320 ft² · Sold $250K · Sep 2022
- 37 Hilltop Dr$275K3 bd · 2.5 ba · 1,176 ft² · Sold $225K · Sep 2022
- 46 Hilltop Dr$312K3 bd · 2.5 ba · 1,362 ft² · Sold $214K · Dec 2021
- 32 Hilltop Dr$264K3 bd · 2.5 ba · 1,080 ft² · Sold $178K · Mar 2021
- 35 Hilltop Dr$286K3 bd · 1.5 ba · 1,320 ft² · Sold $228K · Feb 2021
- 14 Hilltop Dr$252K3 bd · 2 ba · 1,078 ft² · Sold $160K · Oct 2019
- 28 Hilltop Dr$285K3 bd · 2 ba · 1,164 ft² · Sold $129K · Sep 2019
- 20 Hilltop Dr$291K2 bd · 2 ba · 1,164 ft² · Sold $145K · Jun 2019
- 27 Hilltop Dr$248K2 bd · 1.5 ba · 924 ft² · Sold $147K · Jul 2018
Closest homes
- 42 Hilltop Dr$307K75 ft · 3 bd · 2.5 ba · 1,362 ft² · Sold $153K · Sep 2001
- 46 Hilltop Dr$312K74 ft · 3 bd · 2.5 ba · 1,362 ft² · Sold $214K · Dec 2021
- 40 Hilltop Dr$307K152 ft · 3 bd · 2 ba · 1,362 ft² · Sold $129K · Nov 2000
- 4 Skyline Dr$298K130 ft · 3 bd · 1.5 ba · 1,320 ft² · Sold $168K · Jul 2019
- 2 Skyline Dr$295K147 ft · 3 bd · 2 ba · 1,078 ft² · Sold $279K · Jun 2025
- 6 Skyline Dr$274K157 ft · 3 bd · 2 ba · 1,158 ft² · Sold $270K · Apr 2026
- 53 Hilltop Dr$239K206 ft · 2 bd · 1 ba · 924 ft² · Sold $115K · Jan 2001
- 38 Hilltop Dr$280K232 ft · 3 bd · 2 ba · 1,164 ft² · Sold $188K · Oct 2015
More homes in North Windham 06256
- 137 Boulevard Rd2 bd · 1.5 ba · 1,204 ft² · Sold $145K · Aug 2026
- 46 Station Rd$276K4 bd · 2 ba · 1,272 ft² · Sold $275K · Jul 2026
- 22 Carriage Ln$364K4 bd · 2 ba · 1,363 ft² · Sold $360K · Jun 2026
- 419 Back Rd$303K3 bd · 2 ba · 1,234 ft² · Sold $300K · Jun 2026
- 54 Bella Vista Dr$335K2 bd · 3 ba · 1,820 ft² · Sold $40K · Jun 2026
- 19 Henry Pl$168K2 bd · 1 ba · 864 ft² · Sold $166K · Jun 2026
- 6 Skyline Dr$274K3 bd · 2 ba · 1,158 ft² · Sold $270K · Apr 2026
- 195 Tuckie Rd$294K3 bd · 1 ba · 1,144 ft² · Sold $288K · Apr 2026
- 586 Back Rd$319K2 bd · 1 ba · 996 ft² · Sold $310K · Feb 2026
- 261 Beaver Hill Rd$281K4 bd · 2 ba · 1,184 ft² · Sold $270K · Dec 2025
- 670 Boston Post Rd$167K2 bd · 1 ba · 1,146 ft² · Sold $160K · Nov 2025
- 18 Jacqueline Ln3 bd · 2 ba · 1,071 ft² · Sold $22K · Nov 2025
Assigned schools
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