42 WINCHESTER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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: Dennis-Yarmouth School District
Neighborhood · ZIP 02660These 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
42 Winchester 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.
- Costs less per square foot than 90% of homes in South Dennis 02660
- Bigger than 74% of homes in South Dennis 02660
- Has a smaller lot than 81% of homes in Barnstable County
- Older than 74% of homes in South Dennis 02660
What homes are worth in South Dennis 02660
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 54% of homes in South Dennis 02660.
How it measures up in South Dennis 02660
The dot is this home. The mark in the middle is the typical home in South Dennis 02660.
Pricier than 54% of homes nearby
Pricier than 10% of homes nearby
Bigger than 74% of homes nearby
Bigger than 34% of homes nearby
Newer than 26% of homes nearby
| Measure | This home | South Dennis 02660 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $677,279 | 54% of homes | 40% of homes |
| Price per ft²pricier than | $362 | 10% of homes | 13% of homes |
| Living areabigger than | 1,872 ft² | 74% of homes | 65% of homes |
| Lot sizebigger than | 0.23 ac | 34% of homes | 19% of homes |
| Year builtnewer than | 1967 | 26% of homes | 32% of homes |
About 42 Winchester Dr
How much is 42 Winchester Dr, South Dennis, MA worth?
The TopHap Estimate for 42 Winchester Dr, South Dennis, MA is $677,279 as of Oct 21, 2026. The likely range is $640,544 to $714,014. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 42 Winchester Dr, South Dennis, MA last sell?
42 Winchester Dr, South Dennis, MA last sold on Apr 29, 2005 for $390,900, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 42 Winchester Dr, South Dennis, MA?
42 Winchester Dr, South Dennis, MA has 4 bedrooms, 2.5 bathrooms, 1,872 square feet of living space and a 0.23-acre lot.
When was 42 Winchester Dr, South Dennis, MA built?
42 Winchester Dr, South Dennis, MA was built in 1967, making it 59 years old. It is a split level home. The building has 1 story.
What schools serve 42 Winchester Dr, South Dennis, MA?
42 Winchester Dr, South Dennis, MA is assigned to Ezra H. Baker Innovation School (elementary), rated B-; Dennis Yarmouth Regional High School (high), rated D+; Mattacheese Middle School (middle), rated C-. All sit in Dennis-Yarmouth School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 42 Winchester Dr, South Dennis, MA compare to other homes in South Dennis 02660?
Among the 4,468 homes in South Dennis 02660, it is worth more than 54% of them ($677,279 against a typical $642,126), its price per square foot is higher than 10% of them ($362 against a typical $486), it is bigger than 74% of them (1,872 ft² against a typical 1,396 ft²), its lot is bigger than 34% of them (0.23 ac against a typical 0.31 ac) and it is newer than 26% of them (1967 against a typical 1975). Measured against all of Barnstable County, it is worth more than 40% 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 42 Winchester Dr, South Dennis, MA?
The 2025 property tax bill for 42 Winchester Dr, South Dennis, MA was $2,649. The county assessed it at $611,800.
More homes on Winchester Dr
- 27 Winchester Dr$516K2 bd · 1 ba · 1,106 ft² · Sold $485K · Jun 2023
- 41 Winchester Dr$527K3 bd · 1 ba · 1,080 ft² · Sold $526K · May 2023
- 46 Winchester Dr$683K3 bd · 1.5 ba · 1,958 ft² · Sold $250K · Jan 2023
- 53 Winchester Dr$565K2 bd · 2 ba · 1,125 ft² · Sold $550K · Mar 2022
- 16 Winchester Dr$465K2 bd · 1.5 ba · 960 ft² · Sold $360K · Feb 2021
- 61 Winchester Dr$506K2 bd · 1.5 ba · 1,029 ft² · Sold $400K · Dec 2020
- 52 Winchester Dr$633K2 bd · 1 ba · 1,344 ft² · Sold Feb 2018
- 15 Winchester Dr$569K3 bd · 2.5 ba · 1,836 ft² · Sold $300K · Mar 2017
- 66 Winchester Dr$638K3 bd · 2 ba · 1,575 ft² · Sold $257K · Jun 2014
- 65 Winchester Dr$459K3 bd · 1.5 ba · 960 ft² · Sold $218K · Jun 2013
- 56 Winchester Dr$574K2 bd · 1.5 ba · 1,224 ft² · Sold $305K · Apr 2006
- 30 Winchester Dr$443K2 bd · 1 ba · 864 ft² · Sold $270K · Jul 2004
Closest homes
- 196 Baxter St90 ft · 2 bd · 2 ba · 1,092 ft² · Sold $80K · Mar 2018
- 34 Winchester Dr$646K125 ft · 3 bd · 2 ba · 2,160 ft² · Sold Jan 1900
- 46 Winchester Dr$683K110 ft · 3 bd · 1.5 ba · 1,958 ft² · Sold $250K · Jan 2023
- 41 Winchester Dr$527K158 ft · 3 bd · 1 ba · 1,080 ft² · Sold $526K · May 2023
- 35 Winchester Dr$567K143 ft · 3 bd · 1.5 ba · 1,205 ft² · Sold Jan 1900
- 52 Winchester Dr$633K206 ft · 2 bd · 1 ba · 1,344 ft² · Sold Feb 2018
- 206 Baxter St$553K227 ft · 3 bd · 2 ba · 1,728 ft² · Sold Jan 1900
- 47 Winchester Dr$531K225 ft · 3 bd · 1.5 ba · 1,152 ft² · Sold $170K · Jan 2003
More homes in South Dennis 02660
- 11 Hazelwood Rd$450K2 bd · 1 ba · 840 ft² · Sold $450K · Oct 2026
- 61 Pilot Dr$565K2 bd · 1 ba · 1,032 ft² · Sold $565K · Oct 2026
- 52 Thayer St$679K2 bd · 2 ba · 1,040 ft² · Sold $679K · Oct 2026
- 47 Follins Bay Rd$696K4 bd · 2 ba · 1,400 ft² · Sold $695K · Sep 2026
- 50 Dunstable Cross Rd$682K3 bd · 2.5 ba · 1,221 ft² · Sold $681K · Sep 2026
- 7 Openfield Rd$754K3 bd · 2 ba · 1,280 ft² · Sold $753K · Sep 2026
- 12 Tuckoosa Rd$925K3 bd · 2 ba · 2,496 ft² · Sold $905K · Sep 2026
- 248 Sea St0.69 ac · Sold $1.4M · Sep 2026
- 318 Airline Rd$602K2 bd · 1 ba · 1,176 ft² · Sold $600K · Sep 2026
- 41 Farm Ln$1.3M4 bd · 3.5 ba · 2,807 ft² · Sold $1.2M · Sep 2026
- 47 Hazelwood Rd$300K2 bd · 1 ba · 744 ft² · Sold $306K · Aug 2026
- 92 Cove Rd0.19 ac · Sold $150K · Aug 2026
Assigned schools
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