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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 gem just north of Boston, where charming suburban living meets a vibrant community spirit. This welcoming town boasts a diverse condo market that caters to both luxurious tastes and budget-conscious buyers. Stroll through the tree-lined streets of the historic downtown area, featuring beautiful townhouses and modern developments with upscale amenities, including fitness centers and rooftop terraces showcasing stunning views of the picturesque landscape. The desirable neighborhoods, like Winchester Center and the scenic Fells Reservation, offer residents a perfect blend of tranquility and convenience, with easy access to boutique shops, cafes, and parks. Families particularly enjoy the top-rated schools and close-knit community vibe. Whether you’re in search of a contemporary condo with sophisticated finishes or a quaint unit steeped in character, Winchester’s real estate market presents a delightful opportunity for a vibrant lifestyle nestled against the backdrop of nature and history.

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 gem known for its picturesque landscapes, excellent schools, and strong community spirit. With an array of local shops, historic sites, and beautiful parks, this town seamlessly blends a quaint New England charm with modern amenities, making it a perfect retreat for families and professionals alike.

Frequently Asked Questions About Winchester, MA

What is it like to live in Winchester?

Winchester features a suburban atmosphere with a strong sense of community, characterized by well-maintained homes and access to quality schools. The town offers a variety of parks and recreational facilities, along with convenient access to public transportation via the MBTA commuter rail, connecting residents to Boston and surrounding areas.

Is Winchester expensive?

Winchester's real estate market is considered expensive, with median home prices significantly above the national average. The town is known for its excellent school system, attractive suburban lifestyle, and proximity to Boston, which contribute to its higher living costs.

How much is a condo in Winchester?

The average price of a condo in Winchester ranges from approximately $400,000 to $800,000, depending on the size and location within the town. Factors such as proximity to the town center and school districts significantly influence these prices.

What are the safest neighborhoods in Winchester?

Winchester is known for its low crime rates and family-friendly environment, with neighborhoods such as the Fells and the town center generally regarded as safe. The town offers a strong sense of community along with good schools and access to parks, contributing to its reputation as a secure place to live.
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  1. Home
  2. /Winchester, MA
Nearby Cities
Acton
Arlington
Ayer
Billerica
Byfield
Carlisle
Dedham
Hanson
Hull
Marshfield
Medford
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Needham Heights
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Norwell
Rochester
Shirley
Stoneham
Stow
Weston
Buildings
107 Cross St
115 Washington St
15 Dix Street
171 Swanton St
200 Swanton St
23 Elmwood Ave
36 Elmwood Ave
40 Lake St
6 Stratton Drive
7 Wainwright Rd
7 Wainwright Road
83 Church St
971 Main St
Grave Place
Nine Sixty Three Main Street
The Willows
Wedgewood Place
White Street Condominiums
Winchester Lakeside Condominiu...
Wyman School
Neighborhoods
Back BayBack CentralBrookline Village
Central LynnCentralvilleCoburnvilleEast CambridgeEdgeworthFenway / KenmoreGallows HillHyde ParkIsland HillLeather DistrictLindenMaplewoodThe AcreThe HighlandsTwin CityWabanWest Lynn
ZIP Codes
014600146901775
0180301844019070192902025020810211402119021200212102141023380242102467027380276205501
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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781-488-5245
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Lindsay@TheMarket.Properties
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