HeaderIcon
  1. Agent Logo

Explore By City

    • Condos for sale in Atlanta
    • Townhomes for sale in Atlanta
    • Condos for sale in Boston
    • Townhomes for sale in Boston
    • Condos for sale in Bronx
    • Townhomes for sale in Bronx
    • Condos for sale in Brooklyn
    • Townhomes for sale in Brooklyn
    • Condos for sale in Chicago
    • Townhomes for sale in Chicago
    • Condos for sale in Los Angeles
    • Townhomes for sale in Los Angeles
    • Condos for sale in Manhattan
    • Townhomes for sale in Manhattan
    • Condos for sale in Miami
    • Townhomes for sale in Miami
    • Condos for sale in Nashville
    • Townhomes for sale in Nashville
    • Condos for sale in Orlando
    • Townhomes for sale in Orlando
    • Condos for sale in Queens
    • Townhomes for sale in Queens
    • Condos for sale in San Diego
    • Townhomes for sale in San Diego
    • Condos for sale in San Jose
    • Townhomes for sale in San Jose
    • Condos for sale in Tampa
    • Townhomes for sale in Tampa
HeaderIcon

Explore By City

    • Condos for sale in Atlanta
    • Townhomes for sale in Atlanta
    • Condos for sale in Boston
    • Townhomes for sale in Boston
    • Condos for sale in Bronx
    • Townhomes for sale in Bronx
    • Condos for sale in Brooklyn
    • Townhomes for sale in Brooklyn
    • Condos for sale in Chicago
    • Townhomes for sale in Chicago
    • Condos for sale in Los Angeles
    • Townhomes for sale in Los Angeles
    • Condos for sale in Manhattan
    • Townhomes for sale in Manhattan
    • Condos for sale in Miami
    • Townhomes for sale in Miami
    • Condos for sale in Nashville
    • Townhomes for sale in Nashville
    • Condos for sale in Orlando
    • Townhomes for sale in Orlando
    • Condos for sale in Queens
    • Townhomes for sale in Queens
    • Condos for sale in San Diego
    • Townhomes for sale in San Diego
    • Condos for sale in San Jose
    • Townhomes for sale in San Jose
    • Condos for sale in Tampa
    • Townhomes for sale in Tampa
leftArrowBack to Search
OverviewAmenities & PoliciesMarket ReportNeighborhood
Add to favoritesAdd to favorites (hover)
Save

  1. Home/
  2. Brookline, MA/
  3. Condo@20 Winchester St

Condo@20 Winchester St

20 Winchester, Brookline, MA, 02446

0 Units for Sale

Front view of a three-story brick building with symmetrical windows and an arched entrance.View Listing
MLS ID #70379163
Front view of a three-story brick building with symmetrical windows and an arched entrance.View ListingMLS ID #70379163
Front view of a multi-story brick building with arched entryway.View ListingMLS ID #30783475
Placeholder
Placeholder
YearBuilt

Year Built

1895

Stories

# Stories

1

#TotalUnits

# Total Units

20
UnitSizeRange

Unit Size Range

1,296-1,367 sqft

UnitDemand

Unit Demand

Stories

Medium

UnitAvailability

Unit Availability

Stories

Low


About Condo@20 Winchester St

Located at 20 Winchester, Brookline, MA 02446, this single-story condominium was built in 1895 and offers 2 and 3-bedroom configurations. The structure retains the classic charm of its construction era while providing modern urban living amenities. Residents benefit from the convenience of hot water as a standard feature in all units. The building's advantageous position provides easy access to public transportation routes, facilitating seamless commutes and exploration of the surrounding areas. A nearby park offers green space for outdoor activities and relaxation, enhancing the residential experience by integrating nature within an urban environment. While the historical architecture reflects the property's rich past, the location in Brookline ensures a blend of heritage and accessibility, making it a unique residential option. This combination of architectural history and urban amenities forms an appealing living space for potential homeowners searching for a two or three-bedroom condo in a well-positioned neighborhood. The property holds potential for those seeking the balance of a quaint living environment and the conveniences of urban life.

Front view of a three-story brick building with symmetrical windows and an arched entrance.View Listing
MLS ID #70379163
Front view of a three-story brick building with symmetrical windows and an arched entrance.View ListingMLS ID #70379163
Front view of a multi-story brick building with arched entryway.View ListingMLS ID #30783475
Placeholder
Placeholder

Amenities

This condo offers several key amenities that will make your life easier and more enjoyable. For starters, hot water is included, ensuring comfort during those chilly Massachusetts winters. Additionally, you'll appreciate the easy access to public transportation—perfect for commuting to work or exploring beautiful Brookline. If you're a nature lover, you’ll love having a park nearby to relax, jog, or enjoy a sunny day with friends or family.

ParkingParking
LockerLocker
ConciergeConcierge
ElevatorElevator
Central ACCentral AC
PoolPool
Fitness CenterFitness Center
-
Visitors ParkingVisitors Parking

Building Policies

While specific policies weren't detailed, it’s always a great idea to check in with management about pet rules, community regulations, or anything else that could affect your living experience. Most condo communities aim to foster a harmonious atmosphere, so understanding these policies can help you settle in comfortably.

Pet AllowedPets Allowed
Short-term Rental AllowedShort-term Rental Allowed
BBQ PermittedBBQ Permitted
Sublet AllowedSublet Allowed

Loading...

Condo@20 Winchester St Market Report (last 12 months)

Avg. List Price
$1,095,000 ($802/Sqft.)
Year-Over-Year List Price
0.00%
Total Listings
Listings1
Avg. Days On Market
Calendar0
Avg. Sale Price
$0
Year-Over-Year Sale Price
0.00%
Total Sold
Sold0
Avg. HOA Fees/Sqft
-
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter

Living in Condo@20 Winchester St

Condo Living at 20 WINCHESTER STREET CONDO, located at 20 WINCHESTER, BROOKLINE, MA:

If you’re a first-time buyer looking for a cozy and convenient home, the 20 Winchester Street Condo might be your perfect match. Built in 1895, this single-story building has been beautifully maintained, blending vintage charm with modern comforts. The intimate setting of just 20 units means you’ll be part of a close-knit community, ideal for those who appreciate both camaraderie and privacy in their living space.

Building Features and Unit Availability:

Each unit at 20 Winchester is spacious, with sizes ranging from 1,296 to 1,367 square feet—perfect for either singles or small families looking to start their homeownership journey. Although availability is currently low, the medium demand indicates that homes here are sought-after, making it a smart decision if you find a unit that suits your needs.

Life at 20 WINCHESTER STREET CONDO:

Imagine waking up in a vibrant community with your favorite coffee shop just a stroll away. Life at 20 Winchester is not just about having a roof over your head; it’s about embracing a lifestyle. With a solid mix of young professionals and families, you’ll find kindred spirits as you embark on this new chapter in your life. The cozy atmosphere invites friendly interactions, making it easy to form connections.

  1. Home/
  2. Brookline, MA/
  3. Condo@20 Winchester St
Condo Markets
Avon
Bellingham
Boxborough
Charlestown
Danvers
Dover
East Wareham
Franklin
Hanson
Lawrence
Lincoln
Medfield
Milton
Monponsett
Nahant
Newton Highlands
Roslindale
Waltham
Weston
Westwood
Buildings
1 Chestnut Condominium
1 Chestnut St
1 Louisburg Sq
10 Otis Pl
101 Chestnut St
101 Chestnut Street
101 Mount Vernon
107 Chestnut St
107 Chestnut Street
108 Mount Vernon St
19 Glade Condominiums
24 Commonwealth Ave
24 Commonwealth Ave. 8
Canal Place 3 Condominium
Chatham Arms
Chatham Condo.s Of Watertown
Garrison Place
Jamaicaway Place
The Village At Bedford Woods
Neighborhoods
Babson ParkBall SquareBeacon Hill
BelvidereBrandeisBrickbottomCedarwoodCharlestownCrow PointGallows HillLower BelvidereMaplewoodMelrose HighlandsMid-CambridgeNorth WoburnOak IslandPeabody / Neighborhood NinePrides CrossingRaymond FarmsTen Hills
ZIP Codes
017300173101760
0177001824018640190601922019450195102019020560206202116021190212202136024210249302762
Community
10 Beaufort Road Condominiums10-14 Park Vale Avenue Apartments10-14 Sydney Street Condominiums
10-32A Glenville Avenue Apartments100 Boatswains Way100 Captains Row100 Commandants Way100 High Street Condominiums100 Main Street100 Pond Street100 Riverway101 Prince Street101-107 Winthrop Road103 Alban Street105 Beacon Street105 West 3rd Street107 Chestnut Street108 Mount Vernon Street108 Washington Street109 Beach Street
Popular Searches
Condos in Coolidge Corner
Condos with Pool in Coolidge Corner
Condos with Pets allowed in Coolidge Corner
Condos Near Water in Coolidge Corner
Condos with EV Parking in Coolidge Corner
Condos with Water View in Coolidge Corner
Condos around $200,000 in Coolidge Corner
Condos around $300,000 in Coolidge Corner
Condos around $400,000 in Coolidge Corner
Condos around $500,000 in Coolidge Corner
Condos around $600,000 in Coolidge Corner
Condos around $700,000 in Coolidge Corner
Condos around $800,000 in Coolidge Corner
Condos around $900,000 in Coolidge Corner
Condos around $1,000,000 in Coolidge Corner
Condos over $1,050,000 in Coolidge Corner
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

facebook iconInstagramIconXIconRedditIcon
HelloCondo
Find A RealtorTerms of UsePrivacy PolicyCalifornia Privacy NoticeAccessibility PolicyCCPA Notice on CollectionDMCANYS 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
EmailIConLindsay@TheMarket.Properties

© HelloCondo 2025. All Rights Reserved.