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  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!

13 Listed For Sale Now

Condos For Sale 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?

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Is Winchester expensive?

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How much is a condo in Winchester?

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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.
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  1. Home
  2. /Winchester, MA
Nearby Cities
Boston
Bridgewater
Cambridge
Carver
Charlestown
Dracut
Franklin
Gloucester
Halifax
Hathorne
Lakeville
Lowell
Medway
Newton Center
Pepperell
Rockport
Rowley
Roxbury Crossing
Walpole
Wareham
Buildings
107 Cross St
107 Cross Street Condo Trust
16 Park Ave
171 Swanton St
200 Swanton St
247 Washington St
30 White St
400 Cross St
6 Stratton Drive
666 Main St
7 Conant
897 Main St
907 Main St
971 Main St
Highland At Vale
Nine Sixty Three Main Street
The Willows
Waterfield Commons
Wedgewood Place
White Street Condominiums
Neighborhoods
Back CentralBell RockBelmont
Bridge Street NeckDowntown BeverlyDowntown MedfordEast SideHighlandsLindenLower HighlandsMITNewton CentreNorthgate / Squire RoadOak GrovePark Avenue and the HillsPrides CrossingRiversideSacred HeartWabanWalnut Hill
ZIP Codes
014320147401775
0182701867018800188901906019070194401949019500201902038020620211602180022220247202738
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
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The Market

Lindsay Higgins

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781-789-2740
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Lindsay@TheMarket.Properties
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