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196 Prospect St
38 Whittemore Rd
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Houses for Sale in Chester, MA

12 results

Property at 93 Crane Rd, Chester, MA 01011
1 / 6
Active
New

$129,900

93 Crane Rd, Chester, MA 01011

0 bds
|
1 ba
|
560 sqft
MLS® 73579781Single Family Residence
Coldwell Banker Community REALTORS® - Daniel James Piasecki
Property at 50 Smith, Chester, MA 01011
Active
Price

$40,000

50 Smith, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73563694Residential
Keller Williams Realty - Nicolle Serafino
Property at 28 Hampden St, Chester, MA 01011
1 / 27
Active
Price

$245,000

28 Hampden St, Chester, MA 01011

2 bds
|
1 ba
|
734 sqft
MLS® 73562806Single Family Residence
Berkshire Hathaway HomeServices Realty Professionals - Victoria Minellasena
Property at 166 Route 20, Chester, MA 01011
1 / 12
Active

$100,000

166 Route 20, Chester, MA 01011

2 bds
|
1.5 ba
|
1328 sqft
MLS® 73561688Single Family Residence
Nexthome Elite Realty - Thomas Despard
Property at lot 4 Holcomb Road, Chester, MA 01011
1 / 4
Active Under Contract
Price

$69,000

lot 4 Holcomb Road, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73543999Residential
Hilltown Real Estate by Adams Realty - James Adams

What's actually happening in Chester 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 lot1 Holcomb Road, Chester, MA 01011
1 / 3
Active

$45,000

lot1 Holcomb Road, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73543989Residential
Hilltown Real Estate by Adams Realty - James Adams
Property at lot 2 Holcomb Road, Chester, MA 01011
1 / 4
Active

$45,000

lot 2 Holcomb Road, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73543991Residential
Hilltown Real Estate by Adams Realty - James Adams
Property at lot 3 Holcomb Road, Chester, MA 01011
1 / 5
Active

$60,000

lot 3 Holcomb Road, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73543996Residential
Hilltown Real Estate by Adams Realty - James Adams
Property at 91 Lynes Rd, Chester, MA 01011
1 / 3
Active

$50,000

91 Lynes Rd, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73542747Residential
HB Real Estate, LLC - Cheryl Malandrinos
Property at 95 Lynes Rd, Chester, MA 01011
1 / 4
Active
Price

$40,000

95 Lynes Rd, Chester, MA 01011

0 bds
|
0 ba
|
-- sqft
MLS® 73528786Residential
HB Real Estate, LLC - Cheryl Malandrinos
Property at 1 Crane Rd, Chester, MA 01011
1 / 12
Active
Price

$185,000

1 Crane Rd, Chester, MA 01011

4 bds
|
2 ba
|
2151 sqft
MLS® 73520586Single Family Residence
Gallagher Real Estate - Melissa L. Blondek
Property at 254 Route 20, Chester, MA 01011
1 / 38
Active
Price

$244,900

254 Route 20, Chester, MA 01011

3 bds
|
1.5 ba
|
1968 sqft
MLS® 73428417Single Family Residence
RE/MAX Compass - Dennis Leclair

Brokerage Information

JYL

Maple Park, Newton, MA, USA

(828) 275-7790

Market Area Served

Newton, Boston, Cambridge, Somerville, Medford, 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.

Data last updated: 9/19/2026 at 7:30:00 AM

Jung Yub Lee

I'm Jung Yub Lee, a Newton, MA real estate agent specializing in move-up and family homes across Greater Boston. I serve clients in English & Korean — from first search to closing.

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.