Is there wildlife in Chilmark, MA?

As of early 2026, 100% of users say there's wildlife

Are there community events in Chilmark, MA?

As of early 2026, 100% of users say there are community events

Is a car needed in Chilmark, MA?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Chilmark, MA?

As of early 2026, 100% of users say yards are well-kept

Are neighbors friendly in Chilmark, MA?

As of early 2026, 78% of users say neighbors are friendly

Is Chilmark, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Chilmark, MA?

As of early 2026, 75% of users say people would walk alone at night

Is parking easy in Chilmark, MA?

As of early 2026, 67% of users say parking is easy

Is Chilmark, MA quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Chilmark, MA plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Does Chilmark, MA show holiday spirit?

As of early 2026, 43% of users say there's holiday spirit

Is Chilmark, MA walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

OFF MARKET

$1,992,000

Trulia Estimate

Studio

19A Old Woods Rd, Chilmark, MA 02535

Est. Refi. Payment $11,347/mo*

Refinance Your Home

Home Value

Trulia Estimate

$1.99M

Since last month

$388K (+24.1%)

Since last year

$1M (-34.2%)

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 decreased by -40% in the last 10 years

Month	Estimated value
2026
August 2026	$2M
August 2026	$1.99M
July 2026	$1.61M
June 2026	$1.74M
May 2026	$1.8M
April 2026	$1.96M
March 2026	$2.02M
February 2026	$1.71M
2025
July 2025	$3.03M
June 2025	$3.08M
May 2025	$3.34M

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
10 Mollys Way, Chilmark, MA	0.87	Single-Family Home	$2,550,000	10/02/25	3	2	1,524
20 Eliot Ave, Chilmark, MA	0.99	Single-Family Home	$6,550,000	11/14/25	4	3.5	3,355
21 Eliot Avenue, Chilmark, MA	1.04	Single-Family Home	$5,250,000	09/03/26	4	3	2,746
23 Chockers Ln, Chilmark, MA	1.11	Single-Family Home	$5,750,000	04/10/26	2	1.5	1,446
12 Squibnocket Rd, Chilmark, MA	1.36	Single-Family Home	$5,900,000	10/31/25	6	4.5	3,143
18 Homeward Way, Chilmark, MA	1.65	Single-Family Home	$4,325,000	12/05/25	5	2.5	3,885
94 Menemsha Inn Rd, Chilmark, MA	1.73	Single-Family Home	$8,178,500	10/27/25	6	4.5	4,104
7 Clay Pit Ln, Aquinnah, MA	1.84	Single-Family Home	$6,650,000	03/17/26	5	4.5	5,000
3 Fulling Mill Rd, Chilmark, MA	2.02	Single-Family Home	$1,775,000	11/07/25	3	2	1,728
49 Gosnolds Way, Chilmark, MA	2.03	Single-Family Home	$4,850,000	12/05/25	5	3.5	4,044

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
76 State Rd, Chilmark, MA 02535	0.26	$1,897,700	4	2	3,093	Off Market
83 State Road, Chilmark, MA 02535	0.27	$1,902,900	4	3	2,780	Off Market
10 Rumpus Ridge Rd, Chilmark, MA 02535	0.33	$1,080,100	4	2	1,701	Off Market
8 Rumpus Ridge Rd, Chilmark, MA 02535	0.33	$1,550,000	4	2	1,757	For Sale
32 Stonewall Rd, Chilmark, MA 02535	0.48	-	-	-	-	Off Market
61 Stonewall Road, Chilmark, MA 02535	0.63	$4,950,000	5	4	3,513	For Sale
23 Flanders Ln, Chilmark, MA 02535	0.72	$9,750,000	7	5	3,617	For Sale
15 Marsh Rd, Chilmark, MA 02535	0.77	$1,845,100	2	1.5	800	Off Market
1 Sunset Way, Aquinnah, MA 02535	0.79	$3,762,900	4	4.5	3,900	Off Market
34 Edys Island Way, Chilmark, MA 02535	0.81	$6,250,000	5	2.5	2,269	For Sale
131 State Rd, Chilmark, MA 02535	0.87	$3,950,000	3	2	1,260	For Sale
391 Middle Rd, Chilmark, MA 02535	0.86	$6,359,100	6	4.5	3,859	Off Market

Local Information

Map ViewExplore the area around 19A Old Woods Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

19A Old Woods Rd is in Chilmark, MA and in ZIP code 02535.

19A Old Woods Rd, Chilmark, MA 02535 is a studio property. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,992,000, with a rent estimate of $3,267/month.

Price and Tax history

Date	Event	Price
Aug 4, 2025 Source: LINK #43319	ListingRemoved	$3,400,000
May 21, 2025 Source: LINK #43319	Listed For Sale	$3,400,000

Additional Cost

Market trends in Chilmark

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

West Tisbury Elementary School
PK-8
Public
334 Students
Up-Island Regional School District
7/10
GreatSchools Rating
Parent Rating Average
Kids rule the school. No accountability. Bullying is not taken seriously.
Parent Review
2y ago
5 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.

Elaine V.
12y ago
"I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Results are loading

Skip to first item

Off Market Homes Near 19A Old Woods Rd

Skip to last item

SOLD
AUG 27, 2026
$2,800,000
4 bd
3.5 ba
2,515 sqft
300 North Road 18 Belhaven Way,
Chilmark, MA 02535
Wallace & Co. Sotheby's
SOLD
JUL 21, 2026
$2,650,000
4 bd
3 ba
2,758 sqft
382 Lighthouse Rd,
Aquinnah, MA 02535
Conroy & Company R.E., Inc.
SOLD
MAR 24, 2026
$1,470,000
4 bd
2 ba
1,600 sqft
654 Lighthouse Rd,
Aquinnah, MA 02535
Tea Lane Associates
SOLD
JAN 9, 2026
$1,575,000
3 bd
3 ba
2,308 sqft
453 Lighthouse Rd,
Aquinnah, MA 02535
Lamacchia Realty
SOLD
DEC 18, 2025
$2,120,000
3 bd
2.5 ba
1,862 sqft
6 Church St,
Aquinnah, MA 02535
Tea Lane Associates
SOLD
DEC 18, 2025
$1,075,000
1 Crowberry Ln,
Chilmark, MA 02535
Russell Maloney Real Estate
SOLD
NOV 25, 2025
$2,100,000
4 bd
3 ba
2,544 sqft
6 Tabor Hls,
Chilmark, MA 02535
Sandpiper Realty
OFF MARKET
Est. $1,815,300
3 bd
2 ba
1,728 sqft
3 Fulling Mill Rd,
Chilmark, MA 02535
Tea Lane Associates
OFF MARKET
Est. $2,504,300
4 bd
3 ba
2,968 sqft
9 Beetlebung Grove Way,
Chilmark, MA 02535
Donnelly + Co
OFF MARKET
Est. $2,612,100
3 bd
2 ba
1,524 sqft
10 Mollys Way,
Chilmark, MA 02535
Studio Realty
See more homes for sale in
Chilmark
Take a look

Skip to first item

Homes for sale near 19A Old Woods Rd

Skip to last item

0.5 ACRES
$1,550,000
4 bd
2 ba
1,757 sqft
8 Rumpus Ridge Rd,
Chilmark, MA 02535
Flanders Real Estate
4.5 ACRES
$4,950,000
5 bd
4 ba
3,513 sqft
61 Stonewall Road,
Chilmark, MA 02535
Wallace & Co. Sotheby's International Realty
8.7 ACRES
$9,750,000
7 bd
5 ba
3,617 sqft
23 Flanders Ln,
Chilmark, MA 02535
Flanders Real Estate
3.8 ACRES
$6,250,000
5 bd
2.5 ba
2,269 sqft
34 Edys Island Way,
Chilmark, MA 02535
Tea Lane Associates
$3,950,000
3 bd
2 ba
1,260 sqft
131 State Rd,
Chilmark, MA 02535
Feiner Real Estate
1 ACRE
$5,500,000
2 bd
1 ba
808 sqft
17 Chockers Ln,
Chilmark, MA 02535
Flanders Real Estate
4.9 ACRES
$45,000,000
7 bd
12 ba
14,780 sqft
18 Point Inner Way,
Chilmark, MA 02535
Wallace & Co. Sotheby's
3.6 ACRES
$10,950,000
4 bd
3.5 ba
2,050 sqft
16 Shotnaigher Ln,
Chilmark, MA 02535
Conroy & Company R.E., Inc.
2.36 ACRES
$2,250,000
1 bd
1 ba
726 sqft
18 Allen Farm Rd,
Chilmark, MA 02535
Kendall & Kendall
3.5 ACRES
$1,649,000
3 bd
2 ba
1,540 sqft
43 N Slope Lane,
Chilmark, MA 02535
North Star Real Estate, LLC
See more homes for sale in
Chilmark
Take a look