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

What is 2 Paddock Cir estimated to be worth?

Trulia's estimated value for 2 Paddock Cir in Chilmark, MA is $1,971,000 .

What is the price history for 2 Paddock Cir?

2 Paddock Cir in Chilmark, MA last sold for $130,000 in May 1996.

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 2 Paddock Cir?

The closest schools to 2 Paddock Cir 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 2 Paddock Cir?

The lot at 2 Paddock Cir in Chilmark, MA is about 4.3 acres .

OFF MARKET

$1,971,000

Trulia Estimate

3 Beds
3 Baths
2,107 sqft (on 4.30 acres)

2 Paddock Cir, Chilmark, MA 02535

Est. Refi. Payment $11,450/mo*

Refinance Your Home

Currently Off Market - Sold May 13, 1996 for $130,000

Home Value

Trulia Estimate

$1.97M

Since last month

$35K (-1.7%)

Since last year

$86K (+4.5%)

Since last sale

$2M (+1,416.2%)

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 increased by +53% in the last 10 years

Month	Estimated value
2026
October 2026	$1.97M
September 2026	$2.01M
August 2026	$1.95M
July 2026	$1.9M
June 2026	$1.96M
May 2026	$1.95M
April 2026	$1.92M
March 2026	$1.92M
February 2026	$1.91M
January 2026	$1.83M
2025
December 2025	$1.9M
November 2025	$1.88M
October 2025	$1.89M
September 2025	$1.84M
August 2025	$1.87M
July 2025	$1.93M
June 2025	$1.94M
May 2025	$1.9M
April 2025	$1.89M
March 2025	$1.87M
February 2025	$1.85M
January 2025	$1.83M
2024
December 2024	$1.76M
November 2024	$1.79M
October 2024	$1.88M
September 2024	$1.88M
August 2024	$1.92M
July 2024	$1.95M
June 2024	$1.95M
May 2024	$1.97M
April 2024	$1.89M
March 2024	$1.89M
February 2024	$1.84M
January 2024	$1.85M
2023
December 2023	$1.79M
November 2023	$1.94M
October 2023	$2M
September 2023	$2.03M
August 2023	$2M
July 2023	$2.02M
June 2023	$1.99M
May 2023	$1.96M
April 2023	$1.9M
March 2023	$1.89M
February 2023	$1.86M
January 2023	$1.83M
2022
December 2022	$1.85M
November 2022	$1.89M
October 2022	$1.91M
September 2022	$1.9M
August 2022	$1.92M
July 2022	$1.96M
June 2022	$1.97M
May 2022	$1.98M
April 2022	$1.96M
March 2022	$1.87M
February 2022	$1.73M
January 2022	$1.69M
2021
December 2021	$1.68M
November 2021	$1.68M
October 2021	$1.67M
September 2021	$1.63M
August 2021	$1.62M
July 2021	$1.61M
June 2021	$1.53M
May 2021	$1.4M
April 2021	$1.38M
March 2021	$1.31M
February 2021	$1.3M
January 2021	$1.3M
2020
December 2020	$1.29M
November 2020	$1.3M
October 2020	$1.3M
September 2020	$1.3M
August 2020	$1.25M
July 2020	$1.25M
June 2020	$1.26M
May 2020	$1.27M
April 2020	$1.26M
March 2020	$1.24M
February 2020	$1.25M
January 2020	$1.24M
2019
December 2019	$1.23M
November 2019	$1.22M
October 2019	$1.23M
September 2019	$1.22M
August 2019	$1.22M
July 2019	$1.21M
June 2019	$1.23M
May 2019	$1.23M
April 2019	$1.23M
March 2019	$1.24M
February 2019	$1.25M
January 2019	$1.24M
2018
December 2018	$1.25M
November 2018	$1.25M
October 2018	$1.24M
September 2018	$1.24M
August 2018	$1.21M
July 2018	$1.2M
June 2018	$1.21M
May 2018	$1.22M
April 2018	$1.19M
March 2018	$1.2M
February 2018	$1.2M
January 2018	$1.16M
2017
December 2017	$1.16M
November 2017	$1.14M
October 2017	$1.16M
September 2017	$1.2M
August 2017	$1.23M
July 2017	$1.22M
June 2017	$1.23M
May 2017	$1.21M
April 2017	$1.28M
March 2017	$1.29M
February 2017	$1.28M
January 2017	$1.28M
2016
December 2016	$1.27M
November 2016	$1.28M
October 2016	$1.29M

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
7 Black Point Rd, Chilmark, MA	0.53	Single-Family Home	$3,625,000	10/20/26	4	3.5	3,702
16 South Rd, Chilmark, MA	0.72	Single-Family Home	$2,325,000	10/14/26	4	3	2,350
9 Ridge Hill Rd, Chilmark, MA	0.71	Single-Family Home	$5,800,000	08/27/26	6	6.5	3,608
146 Quansoo Rd, Chilmark, MA	1.18	Single-Family Home	$4,350,000	01/07/26	5	3	3,440
10 Danls Way, West Tisbury, MA	1.32	Single-Family Home	$1,650,000	09/30/26	5	3	2,552
205 South Rd, Chilmark, MA	1.20	Single-Family Home	$4,550,000	10/06/26	4	4.5	6,162
40 Scotchmans Ln, West Tisbury, MA	1.73	Single-Family Home	$1,029,000	07/17/26	4	2	1,564
15 Old Farm Rd, Chilmark, MA	1.91	Single-Family Home	$3,710,000	03/12/26	3	5	3,171
20 Edson Forrest Rd, West Tisbury, MA	2.13	Single-Family Home	$3,800,000	09/28/26	3	4.5	3,314
60 Meeting House Rd, Chilmark, MA	1.57	Single-Family Home	$6,100,000	03/24/26	6	7	5,660

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
18 Post Oak Rd, Chilmark, MA 02535	0.05	$1,758,900	4	3	1,936	Off Market
8 Paddock Cir, Oak Bluffs, MA 02535	0.06	$2,229,300	4	4	3,613	Off Market
10 Paddock Cir, Oak Bluffs, MA 02535	0.10	$1,823,100	4	3	1,785	Off Market
14 Post Oak Rd, Chilmark, MA 02535	0.11	$2,095,000	4	4	2,016	Off Market
27 Oyster Ln, Chilmark, MA 02535	0.12	$2,934,200	4	2	3,009	Off Market
21 Oyster Ln, Chilmark, MA 02535	0.14	$1,742,800	3	3	1,650	Off Market
25 Post Oak Rd, Chilmark, MA 02535	0.15	$2,348,200	6	4	3,266	Off Market
14 Paddock Cir, Chilmark, MA 02535	0.15	$1,970,800	4	3	2,500	Off Market
9 Post Oak Rd, Chilmark, MA 02535	0.15	$1,843,200	4	3	1,970	Off Market
6 Post Oak Rd, Chilmark, MA 02535	0.16	$4,198,300	5	5	4,332	Off Market
26 Oyster Ln, Chilmark, MA 02535	0.16	$1,083,300	-	-	-	Off Market
Oyster Ln, Chilmark, MA 02535	0.16	-	-	-	-	Off Market
18 Paddock Cir, Oak Bluffs, MA 02535	0.17	$2,290,400	4	3	2,760	Off Market
17 Oyster Ln, Chilmark, MA 02535	0.17	$1,816,200	2	2	1,615	Off Market
81 Cobbs Hill Rd, Chilmark, MA 02535	0.18	$4,998,400	5	4	3,620	Off Market
37 Post Oak Rd, Chilmark, MA 02535	0.18	$3,080,200	5	3	3,961	Off Market
20 Quansoo Rd, Chilmark, MA 02535	0.18	$693,200	2	2	1,256	Off Market
28 Oyster Ln, Chilmark, MA 02535	0.19	$1,711,500	3	3	2,208	Off Market
27 Quansoo Rd, Chilmark, MA 02535	0.19	-	-	-	-	Off Market
2 Old Fields Path, Aquinnah, MA 02535	0.19	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 2 Paddock Cir.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1997

4.3 acre lot

2,107 sqft

$935/sqft

About this House

This single-family home is located at 2 Paddock Cir, Chilmark, MA. 2 Paddock Cir is in Chilmark, MA and in ZIP code 02535. This property has 3 bedrooms, 3 bathrooms and approximately 2,107 sqft of floor space. This property has a lot size of 4.30 acres and was built in 1997.

2 Paddock Cir, Chilmark, MA 02535 is a 3 bedroom, 3 bathroom, 2,107 sqft single-family home built in 1997. It last sold for $130,000 on May 13, 1996. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,971,000, with a rent estimate of $6,319/month.

Home Details for 2 Paddock Cir

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 6

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood

Property Information
Year Built Year Built: 1997Year Updated: 1997
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Rental Terms, Policies & Fees
Furnished

Community
Units in Building: 1

Lot Information
Lot Area: 4.30 acres

Price and Tax history

Date	Event	Price
May 13, 1996 Source: N/A	Sold	$130,000

Year	Property tax	Tax assessment
2025	$3,866	$1,718,200

Additional Cost

Market trends in Chilmark

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Sourced by Trulia Market Trends

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

100% say there are community events
78% say neighbors are friendly
43% say there's holiday spirit

Trulia Trick or TreatStart Ghost Hunt

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

Frequently asked questions about 2 Paddock Cir

What is 2 Paddock Cir estimated to be worth?
Trulia's estimated value for 2 Paddock Cir in Chilmark, MA is $1,971,000.
What is the price history for 2 Paddock Cir?
2 Paddock Cir in Chilmark, MA last sold for $130,000 in May 1996.
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 2 Paddock Cir?
The closest schools to 2 Paddock Cir 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 2 Paddock Cir?
The lot at 2 Paddock Cir in Chilmark, MA is about 4.3 acres.

Apartments for Rent

Skip to last item

Results are loading

Skip to first item

Off Market Homes Near 2 Paddock Cir

Skip to last item

SOLD
OCT 14, 2026
$2,325,000
4 bd
3 ba
2,350 sqft
16 South Rd,
Chilmark, MA 02535
Vineyard Village Realty
SOLD
OCT 8, 2026
$1,075,000
3 bd
2 ba
1,800 sqft
52 Oak Knoll Rd,
West Tisbury, MA 02575
Donnelly + Co
SOLD
OCT 2, 2026
$2,185,000
4 bd
4 ba
2,340 sqft
11 Oak Ln,
West Tisbury, MA 02575
Grace Hagerty Real Estate Inc
SOLD
SEP 30, 2026
$1,650,000
5 bd
3 ba
2,552 sqft
10 Danls Way,
West Tisbury, MA 02575
Studio Realty
SOLD
SEP 16, 2026
$2,700,000
4 bd
3 ba
2,346 sqft
6 Trails End,
Chilmark, MA 02535
Russell Maloney Real Estate
SOLD
SEP 10, 2026
$2,100,000
4 bd
3 ba
2,348 sqft
82 Oyster Pond Rd,
Edgartown, MA 02539
Cronigs Real Estate
SOLD
SEP 4, 2026
$1,700,000
3 bd
3 ba
2,293 sqft
10 Trotters Ln,
West Tisbury, MA 02575
Conroy & Company R.E., Inc.
SOLD
AUG 27, 2026
$2,800,000
2 bd
3 ba
2,515 sqft
300 North Rd,
Chilmark, MA 02535
Tea Lane Associates
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
AUG 5, 2026
$2,013,500
4 bd
3.5 ba
2,428 sqft
35 Nats Farm Ln,
West Tisbury, MA 02575
Wallace & Co. Sotheby's
See more homes for sale in
Chilmark
Take a look

Skip to first item

Homes for sale near 2 Paddock Cir

Skip to last item

3.02 ACRES
$1,150,000
2 bd
1 ba
924 sqft
47 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
3.02 ACRES
$1,125,000
2 bd
1 ba
896 sqft
45 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
3.4 ACRES
$6,950,000
5 bd
5.5 ba
3,539 sqft
65 Carls Way,
West Tisbury, MA 02575
Tea Lane Associates
3.2 ACRES
$4,300,000
6 bd
4.5 ba
2,960 sqft
104 Pond View Farm Rd,
West Tisbury, MA 02575
Tea Lane Associates
4.5 ACRES
$2,650,000
4 bd
3 ba
2,967 sqft
11 By The Woods,
Chilmark, MA 02535
Flanders Real Estate
46 ACRES
$16,000,000
2 bd
2 ba
1,041 sqft
36-38 Black Point Rd,
Chilmark, MA 02535
Tea Lane Associates
1.6 ACRES
$1,289,000
2 bd
2 ba
1,996 sqft
29 Scotchmans Lane,
West Tisbury, MA 02575
Island Real Estate
60 ACRES
$32,500,000
8 bd
6 ba
6,841 sqft
146 Quenames Rd,
Chilmark, MA 02535
Grace Hagerty Real Estate Inc
3.1 ACRES
$3,295,000
3 bd
3 ba
2,500 sqft
27 Clambelly Rd,
Chilmark, MA 02535
Flanders Real Estate
4 ACRES
$9,875,000
6 bd
5.5 ba
3,758 sqft
6 Wakeman Rd,
Chilmark, MA 02535
Tea Lane Associates
See more homes for sale in
Chilmark
Take a look