LPT Realty LPT Realty
  • Home
  • Videos
  • Reviews
  • Buy
    1. Home
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Sold Listings
  • Connect
    1. Contact Us
  • Market Snapshot
  • Blog Posts
    1. Blogs
  • MORE
  • Register
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
77 Properties

77 Properties Available In Winchester

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
MA >Winchester >
Market Insights
12 Olde Lyme Rd, Winchester, MA 01890
1/42 42

$2,400,000

Open Thu 4PM-6PM

Single Family Home

5 Beds 4.5 Baths 4,215 SqFt

12 Olde Lyme Rd, Winchester, MA 01890

Welcome to 12 Olde Lyme Rd, where classic Colonial charm meets modern style + convenience. Nestled at the end of a priva...

Listed by Mary Beth McGillicuddy of Engel & Volkers, South Shore

3 Wood Lane, Winchester, MA 01890
1/37 37

$14,000

New

Single Family Home

5 Beds 5.5 Baths 7,774 SqFt

3 Wood Lane, Winchester, MA 01890

Tucked away on a private cul-de-sac near Winchester Country Club, this beautifully furnished 5-bd 5.5-bath Colonial blen...

Listed by Leigh Ventura of Compass

20 Arthur St #20, Winchester, MA 01890
1/2 2

$674,900

New

Single Family Home

2 Beds 1 Bath 1,084 SqFt

20 Arthur St #20, Winchester, MA 01890

Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See docu...

Listed by Dan O'Connell Sr of LAER Realty Partners

20 Amberwood Dr #0, Winchester, MA 01890
1/34 34

$15,000

New

Single Family Home

6 Beds 7 Baths 8,866 SqFt

20 Amberwood Dr #0, Winchester, MA 01890

Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceili...

Listed by Sino-US Realty Team of Keller Williams Realty

200 Swanton #L22, Winchester, MA 01890
1/10 10

$2,000

New

Condo

1 Bed 1 Bath 700 SqFt

200 Swanton #L22, Winchester, MA 01890

Enjoy this newly renovated one bedroom one bathroom 1st-floor unit in beautiful Winchester... This open floor plan featu...

Listed by Donna Addezio of Media Realty Group Inc.

63 Church Street, Winchester, MA 01890
1/27 27

$1,389,900

Open Thu 4PM-5:30PM

Single Family Home

4 Beds 2.5 Baths 3,157 SqFt

63 Church Street, Winchester, MA 01890

Back Bay meets Winchester in this victorian style attached residence in a premier Flats/ downtown location. This loving...

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

20 Amberwood Dr, Winchester, MA 01890
1/34 34

$15,000

New

Single Family Home

6 Beds 7 Baths 8,866 SqFt

20 Amberwood Dr, Winchester, MA 01890

Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceili...

Listed by Sino-US Realty Team of Keller Williams Realty

22 Grove Place #4, Winchester, MA 01890
1/37 37

$859,000

New

Condo

2 Beds 1 Bath 1,123 SqFt

22 Grove Place #4, Winchester, MA 01890

Looking to downsize or just live more modestly?Welcome to the sought-after White Horse Commons Condominiums, The perfect...

Listed by Kim Covino & Co. Team of Compass

44 Cabot Street, Winchester, MA 01890
1/40 40

$3,399,000

Open Sat 12PM-1PM

Single Family Home

6 Beds 6.5 Baths 6,028 SqFt

44 Cabot Street, Winchester, MA 01890

Welcome to 44 Cabot Street, a newly built home in one of Winchester's most desirable neighborhoods. Offering over 6,000 ...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

7 Wainwright Road #13, Winchester, MA 01890
1/40 40

$1,449,000

New

Condo

3 Beds 4.5 Baths 3,186 SqFt

7 Wainwright Road #13, Winchester, MA 01890

Welcome to The Ledges, Winchester's premier townhouse community! This extraordinary F Style corner unit is truly one of ...

Listed by The Pallotta Group of Advisors Living - Winchester

9 Prospect Street, Winchester, MA 01890
1/41 41

$2,379,000

New

Single Family Home

6 Beds 3.5 Baths 4,667 SqFt

9 Prospect Street, Winchester, MA 01890

Intensely beautiful Colonial Revival! This home that exudes elegance, character, and masterful craftsmanship at every tu...

Listed by The Pallotta Group of Advisors Living - Winchester

21 Fernway, Winchester, MA 01890
1/42 42

$3,349,000

New

Single Family Home

5 Beds 4.5 Baths 5,386 SqFt

21 Fernway, Winchester, MA 01890

Exceptional colonial on Myopia Hill showcasing an expansive rear family room addition, perfectly situated on an idyllic ...

Listed by Kim Covino & Co. Team of Compass

361 Washington St #361, Winchester, MA 01890
1/25 25

$2,700

New

Condo

2 Beds 1 Bath 1,068 SqFt

361 Washington St #361, Winchester, MA 01890

Beautiful 1st floor two bedroom home. Plenty of natural sunlight. Spacious dining room with custom cabinetry, living roo...

Listed by Zuqian Jin of Hestia

18 Hemingway St., , Winchester, MA 01890
1/32 32

$1,359,900

New

Single Family Home

5 Beds 3.5 Baths 2,137 SqFt

18 Hemingway St., , Winchester, MA 01890

This COMPLETEDLY GUTTED AND REBUILT IN 2015 5B3.5B colonia-preserving a portion of original foundation, is located in a ...

Listed by Julia and Joanne (Guozhen) Team of Keller Williams Realty-Merrimack

19 Sussex Rd, Winchester, MA 01890
1/26 26

$2,249,900

New

Single Family Home

4 Beds 3.5 Baths 4,023 SqFt

19 Sussex Rd, Winchester, MA 01890

Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant ...

Listed by Ida M. Bianco of Coldwell Banker Realty - Lexington

50 Johnson Road, Winchester, MA 01890
1/42 42

$1,699,000

New

Single Family Home

3 Beds 3 Baths 2,646 SqFt

50 Johnson Road, Winchester, MA 01890

One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by re...

Listed by Robert Ellington of Better Homes and Gardens Real Estate - The Shanahan Group

17 Irving Street #3, Winchester, MA 01890
1/12 12

$3,200

New

Condo

3 Beds 2 Baths 1,300 SqFt

17 Irving Street #3, Winchester, MA 01890

Great opportunity to live close to Winchester Center.Available June 1st this 2nd floor unit features a large deck before...

Listed by Robin Griffiths of J. Mulkerin Realty

571 Washington St, Winchester, MA 01890
1/34 34

$1,100,000

New

Single Family Home

3 Beds 1 Bath 1,425 SqFt

571 Washington St, Winchester, MA 01890

Welcome to this beautifully maintained 3-bedroom home just moments from vibrant Winchester Center. Ideal for commuters w...

Listed by Wilson Group of Keller Williams Realty

27 Elm St, Winchester, MA 01890
1/16 16

$499,000

New

Single Family Home

2 Beds 1.5 Baths 1,007 SqFt

27 Elm St, Winchester, MA 01890

Attention investors, contractors, and handy owner occupants looking to build sweat equity! This single family home is in...

Listed by Paul Shao of RE/MAX Executive Realty

40 Foxcroft Rd, Winchester, MA 01890
1/5 5

$3,999,000

New

Single Family Home

6 Beds 4.5 Baths 6,367 SqFt

40 Foxcroft Rd, Winchester, MA 01890

An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern lux...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

115 Washington Street #2B, Winchester, MA 01890
1/14 14

$3,250

New

Condo

2 Beds 1 Bath 1,057 SqFt

115 Washington Street #2B, Winchester, MA 01890

Stunning recently removated unit in the heart of Winchester with easy access to Boston and the surroundings. Convenientl...

Listed by Vijoy Abraham of Abraham Realty

72 Holland #72, Winchester, MA 01890
1/18 18

$7,500

New

Multi-Family, Townhouse

4 Beds 2.5 Baths 2,800 SqFt

72 Holland #72, Winchester, MA 01890

Welcome to your dream home in the heart of Winchester! This beautifully built 2021 townhouse offers the perfect blend of...

Listed by Team ZNZ of Phoenix Real Estate Partners, LLC

80 Arlington Street, Winchester, MA 01890
1/42 42

$3,675,000

Active

Single Family Home

5 Beds 3.5 Baths 5,632 SqFt

80 Arlington Street, Winchester, MA 01890

This stunning Royal Barry Wills colonial estate, with 11 rooms, 5 bedrooms and 3.5 baths, is nestled alongside the 4th g...

Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

72 Swanton Street #Bays Rear, Winchester, MA 01890
1/4 4

$1,750

Active

Commercial

0.41 Acres Lot

72 Swanton Street #Bays Rear, Winchester, MA 01890

Available July 1st------2 GARAGE BAYS OPEN FLOOR PLAN and 2 regular doors .. Commercial/Flex space available for lease...

Listed by John E. Magazzu of RE/MAX Renaissance Inc.

  • 1
  • 2
  • 3
  • 4

explore listings in Winchester

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Videos
      Reviews
      Buy
      1. Home
      2. Featured Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Sold Listings
      Connect
      1. Contact Us
      Market Snapshot
      Blog Posts
      1. Blogs
default

The Locals Group Brokered by LPT Realty

Lori Lincoln

+1(508) 878-0917 lori@thinklorilincoln.com

Get My App

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Videos
      Reviews
      Buy
      1. Home
      2. Featured Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Sold Listings
      Connect
      1. Contact Us
      Market Snapshot
      Blog Posts
      1. Blogs
default

The Locals Group Brokered by LPT Realty

Lori Lincoln

+1(508) 878-0917 lori@thinklorilincoln.com

Get My App

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility