Gundersheim Group Real Estate
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Somerville, MA
Newton, MA
Brookline, MA
Needham, MA
Wellesley, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
59 Blanchard Rd
14 Thoreau Rd
68 Los Angeles St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and tools
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Boston, MA
Back BayBeacon HillSeaport DistrictSouth EndSouth BostonCharlestownNorth EndFenway-KenmoreDowntownJamaica Plain
Somerville, MA
Newton, MA
Brookline, MA
Needham, MA
Wellesley, MA
View All Neighborhoods →
Featured Properties
59 Blanchard Rd
14 Thoreau Rd
68 Los Angeles St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
About
Meet the Agent
Client Stories
Contact Me

Homes for Sale in Chilmark, MA

12 results

Property at 21 & 25 Fulling Mill Road, Chilmark, MA 02535
1 / 41
Active
Price

$1,995,000

21 & 25 Fulling Mill Road, Chilmark, MA 02535

4 bds
|
3 ba
|
1918 sqft
MLS® 73555055Single Family Residence
Wallace & Co. Sotheby's International Realty - Jessica Holtham
Property at 26 Bijahs Way, Chilmark, MA 02535
1 / 29
Active
Price

$2,195,000

26 Bijahs Way, Chilmark, MA 02535

3 bds
|
2 ba
|
2510 sqft
MLS® 73520138Single Family Residence
Karen M. Overtoom R.E. - Brenda Galligan
Property at 47 Quenames Rd, Chilmark, MA 02535
1 / 8
Active
Price

$1,150,000

47 Quenames Rd, Chilmark, MA 02535

2 bds
|
1 ba
|
924 sqft
MLS® 73471155Single Family Residence
Sandpiper Realty, Inc. - Dawn Bellante
Property at 45 Quenames Rd, Chilmark, MA 02535
1 / 12
Active
Price

$1,125,000

45 Quenames Rd, Chilmark, MA 02535

2 bds
|
1 ba
|
896 sqft
MLS® 73471152Single Family Residence
Sandpiper Realty, Inc. - Dawn Bellante
Property at 43 N Slope Lane, Chilmark, MA 02535
1 / 31
Active

$1,649,900

43 N Slope Lane, Chilmark, MA 02535

3 bds
|
2 ba
|
1540 sqft
MLS® 73573563Single Family Residence
NorthStar Real Estate, LLC - Barbara O Hara

What's actually happening in Chilmark right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 0 North 15 Belhaven Way, Chilmark, MA 02535
1 / 10
Active

$1,325,000

0 North 15 Belhaven Way, Chilmark, MA 02535

0 bds
|
0 ba
|
-- sqft
MLS® 73501793Residential
Donnelly + Co. - Stacy Ickes
Property at 35 South Bowl Rd, Chilmark, MA 02535
1 / 42
Active
Price

$4,995,000

35 South Bowl Rd, Chilmark, MA 02535

3 bds
|
2 ba
|
2710 sqft
MLS® 73531359Single Family Residence
Compass - Tina Miller
Property at 132 South Rd, Chilmark, MA 02535
1 / 34
Active

$1,600,000

132 South Rd, Chilmark, MA 02535

3 bds
|
3 ba
|
2155 sqft
MLS® 73546774Single Family Residence
Compass - Lisa Da Silva
Property at 96 Hammett Ln, Chilmark, MA 02535
1 / 37
Active

$3,795,000

96 Hammett Ln, Chilmark, MA 02535

3 bds
|
3 ba
|
3426 sqft
MLS® 73545525Single Family Residence
Karen M. Overtoom R.E. - Brenda Galligan
Property at 8 Snail Road, Chilmark, MA 02535
1 / 31
Active

$15,400,000

8 Snail Road, Chilmark, MA 02535

6 bds
|
8 ba
|
6967 sqft
MLS® 73538291Single Family Residence
MGS Group Real Estate LTD - Maggie Gold Seelig
Property at 49 Gosnolds Way, Chilmark, MA 02535
1 / 32
Active

$5,200,000

49 Gosnolds Way, Chilmark, MA 02535

5 bds
|
3.5 ba
|
4044 sqft
MLS® 73534187Single Family Residence
Wallace & Co. Sotheby's International Realty - Bonnie Pierce
Property at 18 Point Inner Way, Chilmark, MA 02535
1 / 42
Active

$45,000,000

18 Point Inner Way, Chilmark, MA 02535

7 bds
|
12 ba
|
11200 sqft
MLS® 73523462Single Family Residence
Wallace & Co. Sotheby's International Realty - Alyssa Halisky

Brokerage Information

Gundersheim Group Real Estate

10 Lincoln St, Newton, MA, 02461

(617) 997-8272

Market Area Served

Boston, Somerville, Newton, Brookline, Wellesley, Needham and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Melanie Gundersheim

Buy or sell in Boston, Newton, Needham, Brookline, Wellesley, and Somerville with clear guidance, local insight, and a calm, strategic process.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Plan a Tour
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (617) 997-8272
  • melanie@gundersheimgroup.com

Brokerage

Gundersheim Group Real Estate

© 2026 Melanie Gundersheim. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

Homes for sale in Chilmark, MA: market at a glance

As of October 4, 2026, there are 12 homes for sale in Chilmark, MA, with a median list price of $2,095,000. In July 2026, the median sale price for homes in Chilmark, MA was $2,800,000.

Homes for sale
12
Median list price
$2,095,000
Median sale price (July 2026)
$2,800,000
Median days on market (July 2026)
43 days
  • Chilmark market report
  • Chilmark single-family homes for sale

Homes for sale near Chilmark

  • West Tisbury, MA
  • Tisbury, MA
  • Vineyard Haven, MA
  • Edgartown, MA
  • West Chop, MA
  • Oak Bluffs, MA
  • Woods Hole, MA
  • Falmouth, MA

Common questions about Chilmark, MA real estate

How many homes are for sale in Chilmark, MA?

As of October 4, 2026, there are 12 homes for sale in Chilmark, MA, including 11 single-family homes.

What is the median home price in Chilmark, MA?

The median list price of homes for sale in Chilmark, MA is $2,095,000. Homes that sold in July 2026 had a median sale price of $2,800,000.

How long do homes take to sell in Chilmark, MA?

Homes in Chilmark, MA that sold in July 2026 had a median of 43 days on market. Homes currently for sale show a median of about 42 days on market.