29 WOODCHESTER DR
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.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Newton School District
Neighborhood · ZIP 02467These 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
29 Woodchester 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 more than 97% of homes in Middlesex County
- Costs more per square foot than 83% of homes in Middlesex County
- Bigger than 91% of homes in Middlesex County
- Older than 79% of homes in Chestnut Hill 02467
What homes are worth in Chestnut Hill 02467
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 75% of homes in Chestnut Hill 02467.
How it measures up in Chestnut Hill 02467
The dot is this home. The mark in the middle is the typical home in Chestnut Hill 02467.
Pricier than 75% of homes nearby
Pricier than 33% of homes nearby
Bigger than 82% of homes nearby
Bigger than 44% of homes nearby
Newer than 21% of homes nearby
| Measure | This home | Newton Corner | Chestnut Hill 02467 | Middlesex County |
|---|---|---|---|---|
| Estimated valuepricier than | $2,276,001 | 80% of homes | 75% of homes | 97% of homes |
| Price per ft²pricier than | $665 | 50% of homes | 33% of homes | 83% of homes |
| Living areabigger than | 3,424 ft² | 79% of homes | 82% of homes | 91% of homes |
| Lot sizebigger than | 0.24 ac | 58% of homes | 44% of homes | 41% of homes |
| Year builtnewer than | 1930 | 63% of homes | 21% of homes | 33% of homes |
About 29 Woodchester Dr
How much is 29 Woodchester Dr, Chestnut Hill, MA worth?
The TopHap Estimate for 29 Woodchester Dr, Chestnut Hill, MA is $2,276,001 as of Sep 24, 2026. The likely range is $2,144,501 to $2,407,501. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 29 Woodchester Dr, Chestnut Hill, MA last sell?
29 Woodchester Dr, Chestnut Hill, MA last sold on Aug 21, 2017 for $1,400,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 29 Woodchester Dr, Chestnut Hill, MA?
29 Woodchester Dr, Chestnut Hill, MA has 3 bedrooms, 4.5 bathrooms, 3,424 square feet of living space and a 0.24-acre lot.
When was 29 Woodchester Dr, Chestnut Hill, MA built?
29 Woodchester Dr, Chestnut Hill, MA was built in 1930, making it 96 years old. It is a tudor home. The building has 3 stories.
What schools serve 29 Woodchester Dr, Chestnut Hill, MA?
29 Woodchester Dr, Chestnut Hill, MA is assigned to Ward Elementary School (elementary), rated A+; Bigelow Middle School (middle), rated A; Newton North High School (high), rated A+. All sit in Newton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 29 Woodchester Dr, Chestnut Hill, MA compare to other homes in Chestnut Hill 02467?
Among the 5,309 homes in Chestnut Hill 02467, it is worth more than 75% of them ($2,276,001 against a typical $1,525,612), its price per square foot is higher than 33% of them ($665 against a typical $749), it is bigger than 82% of them (3,424 ft² against a typical 1,960 ft²), its lot is bigger than 44% of them (0.24 ac against a typical 0.28 ac) and it is newer than 21% of them (1930 against a typical 1955). Measured against all of Middlesex County, it is worth more than 97% 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 29 Woodchester Dr, Chestnut Hill, MA?
The 2025 property tax bill for 29 Woodchester Dr, Chestnut Hill, MA was $20,951. The county assessed it at $2,137,900.
More homes on Woodchester Dr
- 104 Woodchester Dr$2.5M4 bd · 3.5 ba · 2,904 ft² · Sold $2.5M · Dec 2025
- 146 Woodchester Dr$2.6M4 bd · 3.5 ba · 3,328 ft² · Sold $2.6M · Nov 2025
- 21 Woodchester Dr$2.7M3 bd · 3 ba · 2,870 ft² · Sold $2.6M · Jun 2025
- 61 Woodchester Dr$1.9M4 bd · 3 ba · 3,001 ft² · Sold $2M · Feb 2025
- 40 Woodchester Dr$2.5M6 bd · 4.5 ba · 3,626 ft² · Sold $2.4M · Aug 2024
- 95 Woodchester Dr$1.6M3 bd · 3 ba · 2,114 ft² · Sold $1.7M · Jul 2023
- 20 Woodchester Dr$4.2M5 bd · 6 ba · 5,277 ft² · Sold $3.9M · Apr 2022
- 75 Woodchester Dr$2.3M4 bd · 2.5 ba · 3,384 ft² · Sold $1.8M · Dec 2021
- 6 Woodchester Dr$5.2M5 bd · 7.5 ba · 5,343 ft² · Sold $4.7M · Jan 2019
- 108 Woodchester Dr$4.5M5 bd · 5.5 ba · 4,874 ft² · Sold $3.4M · Jun 2018
- 153 Woodchester Dr$1.8M4 bd · 3.5 ba · 2,968 ft² · Sold $1.4M · Jun 2018
- 49 Woodchester Dr$2M4 bd · 2.5 ba · 3,250 ft² · Sold Jul 2016
Closest homes
- 37 Woodchester Dr$2.1M79 ft · 4 bd · 2.5 ba · 3,159 ft² · Sold $340K · May 1991
- 21 Woodchester Dr$2.7M85 ft · 3 bd · 3 ba · 2,870 ft² · Sold $2.6M · Jun 2025
- 87 Woodlawn Dr$1.8M113 ft · 4 bd · 3.5 ba · 3,184 ft² · Sold May 2018
- 43 Woodchester Dr$1.8M159 ft · 4 bd · 3.5 ba · 2,836 ft² · Sold $380K · Mar 1991
- 81 Woodlawn Dr$1.1M132 ft · 3 bd · 2.5 ba · 1,600 ft² · Sold Jan 1900
- 93 Woodlawn Dr$1.7M179 ft · 2 bd · 2.5 ba · 2,274 ft² · Sold $926K · Jan 2020
- 40 Woodchester Dr$2.5M192 ft · 6 bd · 4.5 ba · 3,626 ft² · Sold $2.4M · Aug 2024
- 75 Woodlawn Dr$1.6M187 ft · 4 bd · 2.5 ba · 2,350 ft² · Sold Jan 1900
More homes in Chestnut Hill 02467
- 85 Gate House Rd$4M5 bd · 6 ba · 5,140 ft² · Sold $3.9M · Sep 2026
- 30 Hackensack Rd$1M3 bd · 1.5 ba · 1,350 ft² · Sold $760K · Sep 2026
- 630 Hammond St$999K2 bd · 2 ba · 1,200 ft² · Sold $975K · Sep 2026
- 142 Beverly Rd$2.3M4 bd · 2.5 ba · 2,636 ft² · Sold $1.9M · Sep 2026
- 59 Denny Rd$3.2M5 bd · 4 ba · 3,596 ft² · Sold $2M · Sep 2026
- 520 Clinton Rd$2.4M4 bd · 3.5 ba · 1,860 ft² · Sold $2.4M · Aug 2026
- 62 Beacon St$2.7M6 bd · 4.5 ba · 3,415 ft² · Sold $875K · Aug 2026
- 119 Harwich Rd$3.3M4 bd · 3.5 ba · 4,466 ft² · Sold $3.3M · Aug 2026
- 11 Country Rd$1.2M3 bd · 1 ba · 1,350 ft² · Sold $1.2M · Aug 2026
- 124 Chestnut Hill Rd$5.8M5 bd · 7.5 ba · 6,359 ft² · Sold $5.8M · Aug 2026
- 37 Chestnut Hill Ter$1.9M3 bd · 2 ba · 1,724 ft² · Sold $1.9M · Aug 2026
- 250 Hammond Pond Pkwy$464K1 bd · 1.5 ba · 854 ft² · Sold $465K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 29 Woodchester Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map