23 Redwing Ln, Chilmark, MA 02535
A Dining Room
A Bedroom 4
OFF MARKET

$2,706,900

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,208 sqft (on 11 acres)

23 Redwing Ln, Chilmark, MA 02535

Est. Refi. Payment $14,990/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.71M
Since last month
Increased$17K (+0.6%)
Since last year
Decreased$104K (-3.7%)
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 +47% in the last 10 years
MonthEstimated value
2026
August 2026$2.71M
July 2026$2.69M
June 2026$2.78M
May 2026$2.85M
April 2026$2.79M
March 2026$2.82M
February 2026$2.76M
January 2026$2.68M
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
25 Osprey Ln, Chilmark, MA
0.49
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
6 Tabor Hls, Chilmark, MA
0.94
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
3 Fulling Mill Rd, Chilmark, MA
0.76
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
60 Meeting House Rd, Chilmark, MA
0.85
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
18 Homeward Way, Chilmark, MA
1.68
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
31 N Slope Ln, Chilmark, MA
1.61
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
9 Beetlebung Grove Way, Chilmark, MA
2.05
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
49 Gosnolds Way, Chilmark, MA
2.16
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044
15 Old Farm Rd, Chilmark, MA
2.08
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
124-116 122 Old Farm Rd, Chilmark, MA
2.76
Single-Family Home
$3,700,000
05/28/26
5
4
3,413

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
8 Wauwompauque Trl, Chilmark, MA 02535
0.18
$5,300,000
5
3.5
2,210
For Sale
10 N Abels Hill Rd, Chilmark, MA 02535
0.21
$1,653,300
4
3
2,850
Off Market
31 Cross Rip Ln, Chilmark, MA 02535
0.21
$1,090,400
1
1
512
Off Market
5 Ocean View Farm Rd, Chilmark, MA 02535
0.24
$2,443,500
3
1.5
1,342
Off Market
27 Ocean View Farm Rd, Chilmark, MA 02535
0.28
$2,958,200
4
3
2,450
Off Market
22 Ocean View Farm Rd #B, Chilmark, MA 02535
0.29
$1,168,300
2
1.5
1,520
Off Market
7 Yardarm Ln, Chilmark, MA 02535
0.33
$2,699,800
2
2.5
1,836
Off Market
6 Wakeman Rd, Chilmark, MA 02535
0.47
$9,875,000
6
5.5
3,758
For Sale
276 South Rd, Chilmark, MA 02535
0.49
$1,931,300
4
2
2,034
Off Market
25 Osprey Ln, Chilmark, MA 02535
0.49
$7,462,500
4
5
3,777
Off Market
260 South Rd, Chilmark, MA 02535
0.57
$4,274,500
6
2.5
2,604
Off Market
21 & 25 Fulling Mill Rd, Chilmark, MA 02535
0.56
$2,250,000
4
3
1,918
For Sale

Local Information

  • Map ViewExplore the area around 23 Redwing 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
1961
Lot Size
11 acres
Living Area
2,208 sqft
Price/Sqft
$1,226

About this House

Martha's Vineyard - Gracious Chilmark home on 11 acres allowing ample room for expansion, additional dwellings or compound. Private tennis court as well as abutting property for sale if additional acreage is needed. Large open living and dining room with vaulted ceilings and a fireplace centering the living room. Screened sitting porch on one side with slate flooring and a patio on the south side with sweet stone walls enclosing the patio. Brokered And Advertised By: Tea Lane Associates Listing Agent: Tea Lane Associates
23 Redwing Ln, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 2,208 sqft single-family home built in 1961. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,706,900, with a rent estimate of $7,290/month.

Home Details for 23 Redwing Ln

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1961Year Updated: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 11.00 acres

Price and Tax history

DateEventPrice
Jul 25, 2014
Source: Agent Provided
ListingRemoved
$1,900,000
Jun 30, 2014
Source: Agent Provided
PriceChange
$1,900,000
Price decreased by 24%
Mar 22, 2014
Source: Agent Provided
PriceChange
$2,495,000
Price decreased by 22%
Feb 10, 2014
Source: Agent Provided
Listed For Sale
$3,200,000

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!!"
    0
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Frequently asked questions about 23 Redwing Ln

  • What is 23 Redwing Ln estimated to be worth?
    Trulia's estimated value for 23 Redwing Ln in Chilmark, MA is $2,706,900.
  • 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 23 Redwing Ln?
    The closest schools to 23 Redwing 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).
  • How big is the lot at 23 Redwing Ln?
    The lot at 23 Redwing Ln in Chilmark, MA is about 11 acres.

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