HeaderIcon
  1. Agent Logo

Explore by Metro

  • Atlanta
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Orlando
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
HeaderIcon

Explore by Metro

  • Atlanta
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Orlando
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
Market ReportListingsNeighborhoodsLocation Overview
  1. Home
  2. /Winchester, MA
Winchester

Condos InWinchester, MA

Winchester, MA Condo Market Report (In last 12 months)

Avg. List Price

$931,959

($532/Sqft.)

Year-Over-Year List Price

7.48%Down Arrow

Total Listings

Listed 79

Avg. Days on Market

Up Arrow102

Avg. Sale Price

$957,230

($528/Sqft.)

Year-Over-Year Sale Price

4.90%Up Arrow

Total Sold

Sold91

Avg. HOA Fees/Sqft.

($5/monthly)

Avg. List Price

$931,959

($532/Sqft.)

Year-Over-Year List Price

7.48%Down Arrow

Winchester, MA Condo Market Report

Avg. List Price

$931,959

($532/Sqft.)

Year-Over-Year List Price

7.48%Down Arrow

Total Listings

Listed 79

Avg. Days on Market

Up Arrow102

Avg. Sale Price

$957,230

($528/Sqft.)

Year-Over-Year Sale Price

4.90%Up Arrow

Total Sold

Sold91

Avg. HOA Fees/Sqft.

($5/monthly)

Winchester, MA Condo Market Overview

Welcome to Winchester, a picturesque town that beautifully blends suburban charm with convenient access to urban amenities. This inviting community boasts a diverse condo market, featuring everything from modern developments to historic carriage houses. In the heart of town, you'll find contemporary condos with open layouts and stylish finishes, perfect for buyers seeking a vibrant lifestyle close to shops and cafes. Nature enthusiasts will appreciate the scenic views and proximity to the stunning Fells Reservation, offering numerous trails for hiking and biking. Neighborhoods like Swains Pond and the town center showcase a mix of luxurious options and cozy, budget-friendly residences, appealing to families and young professionals alike. With exemplary schools, community events, and the tranquil character of small-town life, living in Winchester presents an exceptional opportunity to enjoy an idyllic lifestyle amidst lush greenery and rich local culture. Experience the warmth and charm of this lovely town, where your perfect home awaits!

7 Listed For Sale Now

Condos For Sale In Winchester, MA

Popular Condos Neighborhoods in Winchester, MA

Explore Winchester, MA Neighborhoods

Winchester is a charming suburban oasis characterized by its picturesque New England charm and strong sense of community. Known for its top-rated schools, scenic parks, and quaint downtown area filled with boutique shops and cozy cafes, this town offers residents a perfect blend of small-town tranquility and close proximity to Boston's vibrant cultural scene.

Frequently Asked Questions About Winchester, MA

What is it like to live in Winchester?

Kindly reach out to hello@hellocondo.com

Is Winchester expensive?

Kindly reach out to hello@hellocondo.com

How much is a condo in Winchester?

Kindly reach out to hello@hellocondo.com

What are the safest neighborhoods in Winchester?

Winchester is known for its low crime rates, making it one of the safer towns in Massachusetts. Neighborhoods like the Fells and the area near Winchester Town Park are especially noted for their family-friendly environments and strong community involvement.
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Winchester, MA
Nearby Cities
Avon
Ayer
Brighton
Concord
Duxbury
Hopkinton
Hull
Kingston
Lexington
Mattapan
Melrose
Newburyport
Newton Lower Falls
North Billerica
Onset
Reading
Swampscott
Waltham
West Newbury
Wrentham
Buildings
10 Winchester Pl
15 Dix Street
189 Washington St
200 Swanton St
29 Vine St
50 Lake St
6 Stratton Drive
60 Lake St
666 Main St
7 Conant
907 Main St
971 Main St
Grave Place
Highland At Vale
Nine Sixty Three Main Street
The Ledges
The Willows
Waterfield Commons
Wedgewood Place
Wyman School
Neighborhoods
Back BayBay VillageBeverly Cove
Beverly FarmsCambridge HighlandsCottage HillDowntownDowntown MedfordEast CambridgeEast WatertownMaplewood HighlandsMattapanMITPeabody Town CenterSouth StationSpring HillThe BleacheryThe Port / Area FourThompsonvilleWest Newton
ZIP Codes
014320146001776
0182701867018790191501982020620215202180021890220302301023500236702462024820276202770
Community
10-14 Park Vale Avenue Apartments10-32A Glenville Avenue Apartments100 Boatswains Way
100 Captains Row100 Commandants Way100 High Street Condominiums100 Main Street110 1st Avenue12-22A Bellvista Road Apartments1251-1263 Commonwealth Avenue127-139 Glenville Avenue14 Chauncy Street Condominiums15-17 Henley Street Condominiums159-161 Hancock Street Condominiums16 Chauncy Street Condominiums16-22 Beacon Street and 34 Tremont Street17 Gibbs Street18-22 Park Vale Avenue Apartments18-34 Main Street Condominiums180 Bunker Hill Street
HelloCondo Logo
LocationIcon
HelloCondo Is The #1 Condo Search Platform And Real Estate Recommendation Engine. Search, Find And Buy The Perfect Condo And Get Matched With The Best Agents. Finding A Condo Has Never Been So Easy.

HelloCondo is a division of HelloCasa, LLC

FacebookIconInstagramIconXIconRedditIcon
HelloCondo
Find A RealtorTerms of UsePrivacy PolicyCalifornia Privacy NoticeAccessibility PolicyCCPA Notice on CollectionDMCABrowseNYS Standard Operating ProcedureNYS Fair Housing Notice
Contact
LocationIcon
300 Galleria Pkwy SE, Suite 1500,
Atlanta, GA 30339
PhoneICon
(855) 625-0319
EmailIConhello@hellocondo.com
Contact Us
For Sale
Condos for saleTownhomes for sale
AgentIcon
LocationIcon

The Market

Lindsay Higgins

PO Box 290148 Boston, MA 02129

PhoneICon
781-789-2740
EmailICon
Lindsay@TheMarket.Properties
© HelloCondo 2026. All Rights Reserved.