Winchester Homes for Sale

Winchester, Massachusetts is a quiet, bedroom community conveniently located just 8 miles north of Boston. Winchester is home to several lakes and parks. Winchester is a family-friendly community that is home to several well-maintained parks, several lakes, and lots of trails.

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Browse all homes for sale in Winchester, Massachusetts below. Contact us to schedule a showing or if you have any questions. Create an account to save your favorite Winchester listings and to receive email notifications when similar properties become available. 

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24 Glenwood Avenue Winchester MA 01890

Winchester, MA24 Glenwood Avenue

Price$739,900

Est. Mortgage: $/month

MLS Number 72602971

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Total Parking Spaces 3
  • Year Built 1915

Opportunity Knocks! Affordable home on dead end street within close commute to Boston. Home requires rehab so bring your ideas and make it your own! All good size rooms. Property has great potential and is easy to show. Sale includes abutting 4,600 sf lot making for a combined lot size of 9916 sq ft. Roof is approx 10 years old. Quick close!. Property is being sold "as is", "where is".

Listed by Team C & C, Cynthia Chenevert and Claire Moore-Rosa of Burns & Egan Realty Group, LLC

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Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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186 Pond Street Winchester MA 01890

Winchester, MA186 Pond Street

Price$735,000

Est. Mortgage: $/month

MLS Number 72589901

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Total Parking Spaces 8
  • MLS Status Active

PRIVATE SHOWINGS AVAILABLE. Great way to break into the expensive Winchester market with this well built three bedroom Colonial single family. Home is located across the street from the highly desirable Lynch Elementary School and a very short walk to the scenic Horn Pond. Property has a very usable 10k lot, has more than ample parking, large two car cinder block garage with high ceiling & automatic doors. Kitchen is updated with stainless steel appliances, granite counters, recessed lighting and maple cabinets. First floor layout is very functional with classic dining room with built-in hutch and wainscoting, living room with fireplace and added alcove area, large comfortable 17x15 family room with fireplace. Recent paint and some electrical work has been done. Other features include all gas for heat, hot water, and cooking, central air conditioning, nice hardwood floors throughout, 1.5 bathrooms, mudroom area, & more! Close to various shopping, commuter rail to Boston and more!!!

Listed by Thomas Scanlan of Middlesex Residential Properties

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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258 Cross Street Winchester MA 01890

Winchester, MA258 Cross Street

Price$699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72585005

  • Single Family
  • Parking Spaces 4
  • Total Parking Spaces 4
  • MLS Status Contingent
  • Year Built 1860

AMAZING PRICE for this home with expansion potential located on the corner of River Street with huge yard, driveway access on the side road...Move right in and enjoy this quaint home with high ceilings and spacious rooms! Situated nicely on a large corner lot with great expansion potential! Sunny kitchen formal dining room, living room with original detail , large master, second floor laundry finished third floor With 2 more rooms - home is in great condition and awaiting its new owners! Easy access to downtown shopping and schools - please call for a private viewing!

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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18 Myrtle Street Winchester MA 01890

Winchester, MA18 Myrtle Street

Price$669,000

Est. Mortgage: $/month

MLS Number 72640580

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1864

Welcome to Winchester! Picture perfect home in ideal Lincoln School neighborhood, located minutes from the center of town, commuter rail & The Fells! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+SF of living space. This home is truly a must see!!

Listed by Kim Covino of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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18 Myrtle Street Winchester MA 01890

MLS Number 72640574

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,100

Welcome to Winchester! Picture perfect home in ideal Lincoln School neighborhood, located minutes from the center of town, commuter rail & The Fells! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+SF of living space. This home is truly a must see!!

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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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
  • MLS Status Active
  • Year Built 1880

"Live-in" As-Is, or REPLACE & BUILD NEW, OR expand the structure--Charming old style Farmhouse. Aluminium siding and with Newpro vinyl windows, screened rear porch. All systems are fully functional and usable. Kitchen is reasonably modern, Low pressure laminate cabinets, no dishwasher, has stove with vented hood. Although the second floor has hardwood flooring, 1'st floor appears to be hardwood 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. SEE MLS # 72617489 ( $ 699,999.00 ) ALSO For Sale -ADJECENT LOT -conforming buildable

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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7 Conant Road Winchester MA 01890

Winchester, MA7 Conant Road, Unit 4

Price$590,000

Est. Mortgage: $/month

MLS Number 72637078

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,159

Great opportunity to live at the Willows in Winchester. This direct entry condo features a living room with gas fireplace and kitchen with Granite counter tops and ample storage. This two bedroom unit has a large master suite with walk in closet and bath and guest bedroom and bath. A large fence eclosed patio and detached garage complete this offering The association amenities include a large heated pool, club house with kitchen and exercise room. Easy commute to route 93 and commuter rail.

Listed by Bette Mae Poduska of Coldwell Banker Residential Brokerage - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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11 Canal Street Winchester MA 01890

Winchester, MA11 Canal Street

Price$499,000

Est. Mortgage: $/month

MLS Number 72611299

  • Single Family
  • Parking Spaces 3
  • Total Parking Spaces 3
  • MLS Status Back on Market
  • Year Built 1926

Attention Contractors and Remodelers, best deal in Winchester small manageable bungalow . A great little house for a quick rehab and flip . This house needs total renovation but has a workable floor plan and salvageable hardwood floors throughout . Full basement and off street parking for 2-3 cars . Newer 100am breaker panel

Listed by The Synergy Group, Louis Cirignano and Paul Cirignano of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

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200 Swanton Street Winchester MA 01890

MLS Number 72636030

  • Condo or Co-op
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 606
  • Complex Parkview Condominium

Look no further! Move right in to this delightful bright freshly painted and carpeted one bedroom home at Parkview Condominium in beautiful Winchester. Relax on your balcony as you enjoy the serene panoramic view of the Japanese garden and pond below. Spend your free time at the in-ground pool with its expansive picnic grounds and cabana. Two convenient laundry rooms serve the building. Each unit has the exclusive use of one unassigned parking space per unit deed, but a second space may be leased for $600 per year. And, Parkview is fortunate to have a large visitor parking lot with separate entrance. Hard to believe that this affordable, beautifully maintained complex is so near Boston and Cambridge! The complex is self managed by a very responsible board and staff. Condo fee including heat and electric has held for 12 years. Excellent reserves in the budget. Close to highway access (I-93 and I-95), bus and commuter train.

Listed by Mary Lou Bigelow of Bowes Real Estate Real Living

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 A VisitAsk A QuestionMore Details

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