MLS Search Results - Better Homes and Gardens | The Shanahan Group

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Browse Real Estate For Sale in the Winchester Area of MA

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Recently Updated
New Listing
21 High Street Milton MA 02186

$2,700

Milton, MA

21 High Street, Unit 21

  • 2 Beds
  • 1 Bath
  • 950 SqFt
  • 1 Day on Market
MLS#: 73526873
New Listing

$2,500

Milton, MA

50 Central Avenue, Unit 2

  • 2 Beds
  • 1 Bath
  • 1,100 SqFt
  • 2 Days on Market
MLS#: 73526078

$3,195

Milton, MA

234 Brook Road, Unit 1

  • 3 Beds
  • 1 Bath
  • 1,200 SqFt
  • 108 Days on Market
MLS#: 73476490
Open House

$1,075,000

Milton, MA

25 Waldeck Road

NEXT OPEN HOUSE:

Sat 5/30 11:00 AM to 1:00 PM

  • 3 Beds
  • 2 Baths
  • 0.12 Acres
  • 1,994 SqFt
  • 4 Days on Market
MLS#: 73524024
Open House

$1,895,000

Milton, MA

268 Highland Street

NEXT OPEN HOUSE:

Sat 5/30 11:30 AM to 1:00 PM

  • 3 Beds
  • 3 Baths
  • 1.4 Acre
  • 2,987 SqFt
  • 4 Days on Market
MLS#: 73523755
New Listing

$2,600

Milton, MA

10 Breck Street, Unit 1

  • 2 Beds
  • 1 Bath
  • 1,100 SqFt
  • 1 Day on Market
MLS#: 73526399
Open House

$2,575,000

Milton, MA

7 Phyllis Lane

NEXT OPEN HOUSE:

Sat 5/30 12:00 PM to 1:00 PM

  • 5 Beds
  • 5 Baths
  • 0.28 Acres
  • 4,217 SqFt
  • 2 Days on Market
MLS#: 73525582
New Listing

$5,000

Milton, MA

208 Brush Hill Road

  • 4 Beds
  • 3 Baths
  • 1,778 SqFt
  • 17 Days on Market
MLS#: 73517375
Open House

$3,299,000

Milton, MA

85 Old Farm Road

NEXT OPEN HOUSE:

Sun 5/31 11:00 AM to 1:00 PM

  • 5 Beds
  • 4 Baths
  • 0.95 Acres
  • 5,233 SqFt
  • 3 Days on Market
MLS#: 73524569
Open House

$2,590,000

Milton, MA

Milton Hill

196 Canton Avenue

NEXT OPEN HOUSE:

Sat 5/30 11:00 AM to 1:00 PM

  • 4 Beds
  • 4 Baths
  • 0.25 Acres
  • 3,450 SqFt
  • 3 Days on Market
MLS#: 73525151
New Listing

$2,650

Milton, MA

25 Tucker Street, Unit 1

  • 2 Beds
  • 1 Bath
  • 1,200 SqFt
  • 3 Days on Market
MLS#: 73524643
Open House

$849,000

Milton, MA

45 Adanac Road

NEXT OPEN HOUSE:

Sat 5/30 10:00 AM to 12:30 PM

  • 4 Beds
  • 2 Baths
  • 0.19 Acres
  • 1,641 SqFt
  • 17 Days on Market
MLS#: 73518466

Real estate in the Winchester area offers a mix of charming traditional homes, modern properties, and everything in between. View available listings in Winchester, Arlington, Medford, Woburn, Reading, and surrounding towns.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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 or leasing 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 or leasing. MLSPIN 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.

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate | The Shanahan Group are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Better Homes and Gardens Real Estate | The Shanahan Group shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 30, 2026 6:21 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Better Homes and Gardens Real Estate | The Shanahan Group has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.