239 Middle Rd
Chilmark, MA 02535
2 Beds
1 Bath
1,228 sqft (on 2 acres)
2 Beds
1 Bath
1,228 sqft
(on 2 acres)
Home Value
Trulia Estimate
$1.32MSince last month
Decreased$30K (-2.2%)Since last year
Increased$78K (+6.3%)Since last sale
Increased$377K (+40.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +67% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.32M |
| July 2026 | $1.31M |
| June 2026 | $1.35M |
| May 2026 | $1.32M |
| April 2026 | $1.3M |
| March 2026 | $1.3M |
| February 2026 | $1.28M |
| January 2026 | $1.29M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.29 | Single-Family Home | $1,775,000 | 11/07/25 | 3 | 2 | 1,728 | |
0.19 | Single-Family Home | $2,100,000 | 11/25/25 | 4 | 3 | 2,544 | |
0.92 | Single-Family Home | $2,475,000 | 09/05/25 | 4 | 3.5 | 2,300 | |
1.29 | Single-Family Home | $2,225,000 | 10/24/25 | 4 | 3 | 2,968 | |
1.12 | Single-Family Home | $7,289,000 | 10/15/25 | 4 | 5 | 3,777 | |
1.05 | Single-Family Home | $4,325,000 | 12/05/25 | 5 | 2.5 | 3,885 | |
0.89 | Single-Family Home | $6,100,000 | 03/24/26 | 6 | 7 | 5,660 | |
1.59 | Single-Family Home | $3,710,000 | 03/12/26 | 3 | 5 | 3,171 | |
1.43 | Single-Family Home | $4,850,000 | 12/05/25 | 5 | 3.5 | 4,044 | |
2.63 | Single-Family Home | $1,000,000 | 06/03/26 | 2 | 1 | 576 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.19 | $2,100,000 | 4 | 3 | 2,544 | Recently Sold | |
0.29 | $4,975,000 | 4 | 3 | 3,432 | For Sale | |
0.29 | $1,775,000 | 3 | 2 | 1,728 | Recently Sold | |
0.44 | $2,250,000 | 4 | 3 | 1,918 | For Sale | |
0.44 | $2,250,000 | 4 | 3 | 1,918 | For Sale | |
0.62 | $1,795,000 | 3 | 3 | 3,702 | For Sale | |
0.64 | $2,725,000 | - | - | - | For Sale | |
0.64 | - | - | - | - | Off Market | |
0.64 | $2,725,000 | - | - | - | For Sale | |
0.63 | $1,083,900 | 1 | 1 | 512 | Off Market | |
0.68 | $2,984,900 | 4 | 3 | 2,450 | Off Market | |
0.71 | - | - | - | - | Off Market |
Local Information
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Home Highlights
Property Type
Single-Family Home
Year Built
1977
Lot Size
2 acres
Living Area
1,228 sqft
Price/Sqft
$1,072
About this House
This single-family home is located at 239 Middle Rd, Chilmark, MA. 239 Middle Rd is in Chilmark, MA and in ZIP code 02535. This property has 2 bedrooms, 1 bathroom and approximately 1,228 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1977.
239 Middle Rd, Chilmark, MA 02535 is a 2 bedroom, 1 bathroom, 1,228 sqft single-family home built in 1977. It last sold for $940,000 on Oct 15, 2021. It is currently off market. The Trulia Estimate is $1,316,500, with a rent estimate of $4,001/month.
Home Details for 239 Middle Rd
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Heating & Cooling Heating: Other, ElectricHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1 |
Interior Details Number of Rooms: 4 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1977Year Updated: 1978 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 2.00 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 15, 2021 Source: LINK #38941 | Sold | $940,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $2,487 | $1,105,500 |
Home facts updated by county records
Market trends in Chilmark
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
39
8MoM
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Around this home
What Locals Say about Chilmark
At least 2 Trulia users voted on each feature.
100 % Say there's wildlife
100 % Say there are community events
100 % Say car is needed
100 % Say yards are well-kept
78 % Say neighbors are friendly
75 % Say it's dog friendly
75 % Say people would walk alone at night
67 % Say parking is easy
67 % Say it's quiet
60 % Say they plan to stay for at least 5 years
43 % Say there's holiday spirit
33 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
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Homes for sale near 239 Middle Rd
3.3 ACRESJessica Holtham, Wallace & Co. Sotheby's International Realty
NEW - 2 DAYS AGO1 ACREIsland Real Estate
See more homes for sale inChilmark
Off Market Homes Near 239 Middle Rd
SOLDJUL 20, 2026
SOLDMAR 24, 2026Tea Lane Associates- See more homes for sale inChilmark
Frequently asked questions about 239 Middle Rd
- What is 239 Middle Rd estimated to be worth?Trulia's estimated value for 239 Middle Rd in Chilmark, MA is $1,316,500.
- What is the price history for 239 Middle Rd?239 Middle Rd in Chilmark, MA last sold for $940,000 in October 2021.
- Is Chilmark a buyer's or seller's market?Chilmark is currently a buyer's market, based on recent for-sale activity.
- What are the closest schools to 239 Middle Rd?The closest schools to 239 Middle Rd in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
- How big is the lot at 239 Middle Rd?The lot at 239 Middle Rd in Chilmark, MA is about 2 acres.