27 Tower Ln, Chilmark, MA 02535
Property image
Property image
OFF MARKET

$1,999,400

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,188 sqft (on 1.30 acres)

27 Tower Ln, Chilmark, MA 02535

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Home Value

Trulia Estimate
$2M
Since last month
Increased$86K (+4.5%)
Since last year
Decreased$117K (-5.6%)
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 +138% in the last 10 years
MonthEstimated value
2026
August 2026$1.98M
July 2026$1.9M
June 2026$2.07M
May 2026$2M
April 2026$1.94M
March 2026$2.01M
February 2026$2.04M
January 2026$1.96M
2025
2023
2022
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
6 Tabor Hls, Chilmark, MA
0.36
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
3 Fulling Mill Rd, Chilmark, MA
0.83
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
9 Beetlebung Grove Way, Chilmark, MA
0.87
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
15 Old Farm Rd, Chilmark, MA
1.05
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
31 N Slope Ln, Chilmark, MA
1.16
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
60 Meeting House Rd, Chilmark, MA
0.80
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
18 Homeward Way, Chilmark, MA
1.33
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
31 North Rd, Chilmark, MA
2.09
Single-Family Home
$1,000,000
06/03/26
2
1
576
25 Osprey Ln, Chilmark, MA
1.60
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
49 Gosnolds Way, Chilmark, MA
1.51
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
34 Ebens Lane, Chilmark, MA 02535
0.10
$2,725,000
-
-
-
For Sale
34 Ebens Ln #&-31, Chilmark, MA 02535
0.10
-
-
-
-
Off Market
31 Tower Ln #34, Chilmark, MA 02535
0.10
$2,725,000
-
-
-
For Sale
174 Middle Road, Chilmark, MA 02535
0.28
$1,695,000
3
3
3,702
For Sale
6 Tabor Hls, Chilmark, MA 02535
0.36
$2,100,000
4
3
2,544
Recently Sold
96 Hammett Ln, Chilmark, MA 02535
0.56
$3,795,000
3
3.5
3,426
For Sale
Cencelle, Chilmark, MA 02535
0.58
$1,275,000
-
-
-
For Sale
59 Tabor House Road, Chilmark, MA 02535
0.64
-
-
-
-
Off Market
27 Clambelly Rd, Chilmark, MA 02535
0.75
$3,295,000
3
3
2,500
For Sale
44 Cencelle St, Chilmark, MA 02535
0.73
$4,975,000
4
3
3,432
For Sale
60 Meeting House Rd, Chilmark, MA 02535
0.80
$6,100,000
6
7
5,660
Recently Sold
51 Blueberry Ridge Ln, Chilmark, MA 02535
0.81
$2,488,600
6
3.5
2,229
Off Market

Local Information

  • Map ViewExplore the area around 27 Tower Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
1.3 acres
Living Area
1,188 sqft
Price/Sqft
$1,683

About this House

Large estate in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you.
27 Tower Ln, Chilmark, MA 02535 is a 2 bedroom, 1 bathroom, 1,188 sqft single-family home built in 1987. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,999,400, with a rent estimate of $3,693/month.

Home Details for 27 Tower Ln

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Number of Rooms: 9Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodPatio
Pool
Pool
Parking & Garage
Parking Spaces: 10

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.30 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jan 5, 2021
Source: Agent Provided
ListingRemoved
$3,600,000
Sep 9, 2020
Source: Agent Provided
Listed For Sale
$3,600,000
May 13, 2020
Source: Agent Provided
ListingRemoved
$2,950,000
Oct 3, 2019
Source: Agent Provided
Listed For Sale
$2,950,000

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 27 Tower Ln

  • What is 27 Tower Ln estimated to be worth?
    Trulia's estimated value for 27 Tower Ln in Chilmark, MA is $1,999,400.
  • 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 27 Tower Ln?
    The closest schools to 27 Tower Ln 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 27 Tower Ln have a pool?
    Yes, 27 Tower Ln in Chilmark, MA has a pool.
  • Does 27 Tower Ln have laundry facilities?
    Yes, 27 Tower Ln in Chilmark, MA has in-unit laundry.
  • How big is the lot at 27 Tower Ln?
    The lot at 27 Tower Ln in Chilmark, MA is about 1.3 acres.

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