Winchester MA Real Estate

The friendly suburban town of Winchester is about 8 miles north of Boston and offers two MBTA Commuter Rail stops and access to Interstate 93. The area is home to a beautiful downtown, outdoor recreational areas, a variety of restaurants, and a great school system that includes Winchester High School, one of Boston’s elite public schools. Explore a variety of listings currently on the market in Winchester, MA. Learn more about the town of Winchester!

Homes for Sale Winchester MA

Questions? Contact Better Homes and Gardens The Shanahan Group at 781-729-9030 or online!

Search By Property Type

Single Family Homes | Condos | Multi-Family Homes
Adult Communities | New Construction

r=51-75
8-10 Winter Street Winchester MA 01890

Winchester, MA8-10 Winter Street

Price$1,200,000

Est. Mortgage: $/month

MLS Number 72625527

  • Multi-Family 2 Family - 2 Units Side by Side
  • Total Parking Spaces 8
  • Bathroom 6
  • MLS Status Active
  • Year Built 1881

OUTSTANDING DUPLEX IN WINCHESTER!!! Two-Family DUPLEX Style Home on EXTRA LARGE LOT with TWO driveways.THIS HOME HAS BEEN COMPLETELY RENOVATED , EVERYTHING IS BRAND NEW ! Close to Winchester's FINEST Restaurants and Shops, Commuter Rail, MBTA & Newly Renovated Winchester High School. EASY access to 93, 95 & Route 3. Each unit has three bedrooms with 2 1/2 baths. New cabinets with granite countertops, all newer windows, flooring, roof, heating & electric ! Each side has private patio in the back. HUGE driveway with parking for at least 10 CARS. QUIET STREET & NEIGHBORHOOD. Close to brand new Tri-town bike path and highly sought after schools. Perfect investment for owner occupant or investor! Easy conversion to condo. Lots of privacy.

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

247 SWANTON Street Winchester MA 01890

Winchester, MA247 SWANTON Street

Price$649,999

Est. Mortgage: $/month

MLS Number 72617486

  • Single Family
  • Parking Spaces 4
  • Total Parking Spaces 4
  • Bathroom 1
  • MLS Status Active

"Live-in" As-Is, or REPLACE & BUILD NEW, OR expand the structure--Charming old style Farmhouse. Newpro vinyl windows, screened rear porch. All systems are fully functional and usable. Kitchen is reasonably modern, Low pressure laminate cabinets, has stove with vented hood. Although the second floor has hardwood flooring, 1'st floor appears to be hardwood under wall to wall. The property has adequate frontage on both White St and Swanton St. Can have either address, but the address has to be consistent with the front entrance. Could replace kitchen window with door to have White Street entrance and address.

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 Elmwood Avenue Winchester MA 01890

MLS Number 72575934

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,072
  • Complex Allegro

Virtual tour available. NEW CONSTRUCTION IN TOWN CENTER! Introducing allegro Winchester: a boutique style building consisting of 11 unique units in an intimate setting off the beaten path yet steps from market shopping & the MBTA Winchester Commuter Rail Station. All residences are one level with designer kitchen; well appointed master suite; multi zone gas heating & cooling; elevator access to garage parking; balcony or patio private outdoor space & additional storage room. Sq foot starts at 1,072 & largest unit is 1,580. Pre construction pricing in effect now!

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 Elmwood Avenue Winchester MA 01890

MLS Number 72575937

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,482
  • Complex Allegro

Virtual tour available! NEW CONSTRUCTION IN TOWN CENTER! Introducing allegro Winchester: a boutique style building consisting of 11 unique units in an intimate setting off the beaten path yet steps from market shopping & the MBTA Winchester Commuter Rail Station. All residences are one level with designer kitchen; well appointed master suite; multi zone gas heating & cooling; elevator access to garage parking; balcony or patio private outdoor space & additional storage room. Sq foot starts at 1,072 & largest unit is 1,580. Pre construction pricing in effect now!

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

11 Gershon Way Winchester MA 01890

Winchester, MA11 Gershon Way, Unit 11

Price$1,450,000

Est. Mortgage: $/month

Open House

MLS Number 72575806

  • Condo or Co-op
  • Next Open House: Tue 07/14 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

WINCHESTER'S 1ST 55+ COMMUNITY! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage***MODEL HOME OPEN DAILY 11-4PM***

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

508 South Border Road Winchester MA 01890

Winchester, MA508 South Border Road

Price$1,649,900

Est. Mortgage: $/month

MLS Number 72483056

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • Bathroom 5

This beautiful new construction, three level Colonial home is a must see and is move in ready! Located across the street from Middlesex Fells Reservation, this is the perfect location for everything Winchester has to offer. This home features gorgeous finishes including eat-in kitchen with new quartz counters, stainless steel appliances and formal dining room. The spacious rooms through-out the home include a finished basement with full size windows, and finished 3rd floor with a 5th bedroom and bonus room! Property will have underground lawn irrigation, to help maintain the exterior of this gorgeous property!

Listed by Gary J. Litchfield and Brittany Gray of Mass. Real Estate Solutions, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.