14 Paddock Cir, Chilmark, MA 02535
OFF MARKET

14 Paddock Cir
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 2,500 sqft (on 4.50 acres)

$1,946,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $10,738/mo*
Refinance Your Home

$1,946,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $10,738/mo*
Refinance Your Home
4 Beds
3 Baths
2,500 sqft
(on 4.50 acres)

Home Value

Trulia Estimate
$1.95M
Since last month
Increased$1K (+0.1%)
Since last year
Increased$87K (+4.7%)
Since last sale
Increased$1M (+290%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$1.95M
July 2026$1.95M
June 2026$1.98M
May 2026$1.97M
April 2026$1.96M
March 2026$1.97M
February 2026$1.97M
January 2026$1.89M
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
146 Quansoo Rd, Chilmark, MA
1.11
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
19 S Vine Ln, West Tisbury, MA
1.16
Single-Family Home
$1,325,000
08/29/25
3
2
1,982
40 Scotchmans Ln, West Tisbury, MA
1.71
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
50 Bradley Martin Rd, West Tisbury, MA
1.69
Single-Family Home
$1,925,000
08/28/25
3
2
1,736
140 Pond Rd, West Tisbury, MA
1.81
Single-Family Home
$3,120,000
09/16/25
4
3
3,669
15 Old Farm Rd, Chilmark, MA
2.03
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
24 Alex Way, West Tisbury, MA
2.13
Single-Family Home
$2,175,000
10/10/25
3
2.5
2,879
60 Meeting House Rd, Chilmark, MA
1.72
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
35 Nats Farm Ln, West Tisbury, MA
2.26
Single-Family Home
$2,013,500
08/05/26
4
3.5
2,428
6 Tabor Hls, Chilmark, MA
2.52
Single-Family Home
$2,100,000
11/25/25
4
3
2,544

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
11 Georgianas Way, Chilmark, MA 02535
0.25
-
-
-
-
Off Market
7 Georgianas Way, Chilmark, MA 02535
0.29
$3,028,800
4
3
2,230
Off Market
26 Oyster Ln, Chilmark, MA 02535
0.27
$1,054,800
-
-
-
Off Market
49 Cobbs Hill Rd, Chilmark, MA 02535
0.33
-
-
-
-
Off Market
5 Oyster Ln, Chilmark, MA 02535
0.35
$1,926,600
2
1
1,108
Off Market
45 Quenames Rd, Chilmark, MA 02535
0.44
$1,300,000
2
1
896
For Sale
47 Quenames Rd, Chilmark, MA 02535
0.45
$1,325,000
2
1
924
For Sale
131 Pond View Farm Rd, West Tisbury, MA 02575
0.45
$3,750,000
-
-
-
For Sale
41 Cobbs Hill Road, Chilmark, MA 02535
0.45
-
8
5.5
7,846
Off Market
7 Black Point Rd, Chilmark, MA 02535
0.56
$3,950,000
4
3.5
3,702
For Sale
28 Huntington Way, Chilmark, MA 02535
0.60
$4,751,200
6
3.5
5,224
Off Market
104 Pond View Farm Rd, West Tisbury, MA 02575
0.59
$4,450,000
6
4.5
2,960
For Sale

Local Information

  • Map ViewExplore the area around 14 Paddock Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
4.5 acres
Living Area
2,500 sqft
Price/Sqft
$779

About this House

This single-family home is located at 14 Paddock Cir, Chilmark, MA. 14 Paddock Cir is in Chilmark, MA and in ZIP code 02535. This property has 4 bedrooms, 3 bathrooms and approximately 2,500 sqft of floor space. This property has a lot size of 4.50 acres and was built in 1998.
14 Paddock Cir, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 2,500 sqft single-family home built in 1998. It last sold for $500,000 on Nov 22, 2017. It is currently off market. The Trulia Estimate is $1,946,400, with a rent estimate of $7,910/month.

Home Details for 14 Paddock Cir

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Pantry, Sun RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodSprinkler System
Pool
Pool
Parking & Garage
Parking Spaces: 8Parking: Off Street

Property Information

Year Built
Year Built: 1998Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4.50 acres

Price and Tax history

DateEventPrice
Nov 22, 2017
Source: N/A
Sold
$500,000
Dec 5, 2013
Source: LINK #26011
Sold
$1,237,250
Oct 17, 1997
Source: N/A
Sold
$183,000

Market trends in Chilmark

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
8MoM

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.
  • Elaine V.
    "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!!"
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Frequently asked questions about 14 Paddock Cir

  • What is 14 Paddock Cir estimated to be worth?
    Trulia's estimated value for 14 Paddock Cir in Chilmark, MA is $1,946,400.
  • What is the price history for 14 Paddock Cir?
    14 Paddock Cir in Chilmark, MA last sold for $500,000 in November 2017.
  • 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 14 Paddock Cir?
    The closest schools to 14 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).
  • Does 14 Paddock Cir have air conditioning?
    Yes, 14 Paddock Cir in Chilmark, MA has air conditioning.
  • Does 14 Paddock Cir have a pool?
    Yes, 14 Paddock Cir in Chilmark, MA has a pool.

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