Winchester Homes for Sale

Winchester, Massachusetts is 8 miles north of Boston. Winchester is child-friendly and home to lakes, parks, and trails. Winchester keeps its public spaces well maintained. Winchester is a family-friendly bedroom community. 

Discover Winchester Real Estate

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200 Swanton, Winchester, MA 01890

Price$325,000

Est. Mortgage: $/month

MLS Number 72189466

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1

All new work in this unit. New kitchen, appliances, floor, lighting and bathroom. Absolutely stunning

Listed by Robert Conte of R. Conte Construction, Inc.

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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287 Highland Avenue, Winchester, MA

Price$879,000

Est. Mortgage: $/month

Open House

MLS Number 72189599

  • Single Family
  • Next Open House: Tue 27th 10:30 am - 11:30 am
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1870

You can have it all with this charming condo that has the feel of a single family home and the sought after walk to town location! Enjoy modern amenities coupled with original woodwork, gleaming hardwood floors, a graceful front porch, and a private, fenced backyard. Bright and inviting entry leading to large living room, dining room and spacious granite and stainless kitchen with gas stove and bar-style seating. The second floor offers three bedrooms with spacious closets, an office nook, and a full bath. The third floor boasts a spacious master suite with full bath. The finished, walk-out basement would be a perfect spot for a playroom or movie area. Replacement windows throughout, high efficiency gas heating and central air conditioning, lots of basement storage. Conveniently located close to downtown Winchester commuter rail, schools, library, restaurants, shopping and the 2,600 acre Middlesex Fells, minutes to downtown Boston on Rt. 93 This is a must see!

Listed by Theuer - Pirani Team of RE/MAX Leading Edge

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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287 Highland Avenue, Winchester, MA 01890
Open House

MLS Number 72189164

  • Condo or Co-op
  • Next Open House: Tue 27th 10:30 am - 11:30 am
  • Bedrooms 4
  • Bathroom 3

You can have it all with this charming condo that has the feel of a single family home and the sought after walk to town location! Enjoy modern amenities coupled with original woodwork, gleaming hardwood floors, a graceful front porch, and a private, fenced backyard. Bright and inviting entry leading to large living room, dining room and spacious granite and stainless kitchen with gas stove and bar-style seating. The second floor offers three bedrooms with spacious closets, an office nook, and a full bath. The third floor boasts a spacious master suite with full bath. The finished, walk-out basement would be a perfect spot for a playroom or movie area. Replacement windows throughout, high efficiency gas heating and central air conditioning, lots of basement storage. Conveniently located close to downtown Winchester commuter rail, schools, library, restaurants, shopping and the 2,600 acre Middlesex Fells, minutes to downtown Boston on Rt. 93 This is a must see!

Listed by Theuer - Pirani Team of RE/MAX Leading Edge

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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13 Russell Road, Winchester, Ma 01890

MLS Number 72188921

  • Rental
  • Date Available 08/01/2017
  • Bathroom 1

Completely renovated 2 bedroom in Winchester. Great school systems, quiet streets, and large driveway.

Listed by Melchiore Angelo of Boston Hub Real Estate

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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 Sawmill Brook Road, Winchester, MA

Price$749,000

Est. Mortgage: $/month

MLS Number 72188372

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1955
  • Parking Spaces 2

A wonderful opportunity in a beautiful location. House is being sold 'AS IS'. Please conduct your due diligence.

Listed by Marjorie Kern of Unlimited Sotheby's International Realty

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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86 Middlesex Street, Winchester, MA

Price$569,000

Est. Mortgage: $/month

MLS Number 72188570

  • Single Family
  • Bathroom 2
  • Bedrooms 2
  • Year Built 1900
  • Parking Spaces 2

Mint Colonial offers the perfect blend of 1900’s charm and classic, designer updates! All the Winchester lifestyle you want in idyllic neighborhood near commuter rail, bike path, town center, tennis & “splash park.” Freshly painted inside and out, refinished oak floors, professional landscaping with irrigation and patio and private, fenced yard. Wireless capable lighting and speakers throughout. Open floor plan with stunning gourmet 2014 Kitchen, classic Dining Room with built-ins, sun-filled Family Room, new Half-Bath and open Office with sliders to peaceful back yard. Upstairs you’ll love the two spacious Bedrooms, new Bath and excellent storage. Light, bright Lower Level workshop and laundry.

Listed by Elizabeth P. Crampton of Coldwell Banker Residential Brokerage - Lexington

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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10 Ginn Road, Winchester, MA

Price$1,749,000

Est. Mortgage: $/month

Open House

MLS Number 72188545

  • Single Family
  • Next Open House: Tue 27th 11:00 am - 12:00 pm
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1955

This is the home you’ve been waiting for!!! Total renovation and expansion just completed on this like new construction 4 bedrooms, 2.5 bath home in the Ambrose school district. First floor includes an open concept floor plan, chef’s kitchen featuring a SS appliance package and Cambria Quartz countertops that opens to a family room with sliding doors out to a private patio with built-in fire pit, fire-placed living room complete the first floor. Upstairs you’ll find 4 generous size bedrooms including a master suite with gorgeous bathroom and walk-in closets, 3 more bedrooms and a large common bathroom. Finished basement, central a/c, 2nd floor laundry room, mudroom, professionally landscaped and irrigation system are just a few more of the amenities this exceptional home has to offer. A quiet tree lined street, just 7 miles north of Boston, steps away from Wedgemere train station and short walk to Winchester’s vibrant downtown, this home and location have it all.

Listed by The Buck - Byrne Group, Molly Nolan Byrne and Ronald Buck of RE/MAX Leading Edge

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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171 Swanton Street, Winchester, MA 01890

MLS Number 72188049

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3

Walk to Winchester Center and commuter rail from this renovated TH in the popular community of The Village. First floor has an open floor plan w/oak floors in the LR, DR, hall, and stairs. Galley kitchen has light cabinets, granite counters, ss appliances, cork floor. LR features wood-burning fp, skylit nook, picture windows w/seasonal views of the Aberjona River, and door to private patio. Tiled 1/2 bath, large pantry w/custom shelving, and utility closet w/hot water tank off main hall. Upstairs, the carpeted large master bedroom has both a walk-in and smaller closet and full, tiled bath ensuite w/double sinks. Second bedroom has 2 closets and oak floors which extend into hallway w/linen closets and laundry. Second full, tiled bath w/walk-in shower w/teak seat. Utility closet for HVAC unit. Central air. One carport +1 driveway spot. Locked private storage room behind garage. Enjoy association pool, tennis court, and clubhouse. Lovely path between the TH and river leads to town center.

Listed by Thalia C. Tringo of Thalia Tringo & Associates Real Estate, Inc.

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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14 Fairview Terrace, Winchester, MA

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72188168

  • Single Family
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1900
  • Parking Spaces 5

Walk to Winchester Center and commuter rail near this gorgeous Tudor style home designer by architect Robert Coit. A Juliet Balcony and working fireplace in the master suite and the high-ceilings are only a few of the period details in this home. Come rest in a room with stunning built in window seats, or work comfortably in an office with a full bath. The natural gumwood and detached garage make this a home you can't miss. Located on a quiet cul de sac with a detached garage and within steps of the Lincoln Elementary School the McCall Middle Schools makes this the perfect home for someone looking to be in a wonderful community and school district.

Listed by Jenn Cipolle and Michael A. DeSousa of Credentials Realty

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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15 dix, Winchester, Ma 01890

MLS Number 72187559

  • Rental
  • Date Available 07/01/2017
  • Bathroom 3

BE THE FIRST to live in this brand new condominium! What an opportunity to live in downtown Winchester. This premier unit has a balcony, with two entrances, overlooking Wedge Pond. Open floor plan with gourmet kitchen, Center Island, high end appliances including gas range with grill, and custom cabinetry making entertaining a joy. Spacious living room with gas fireplace and floor to ceiling windows w/access to the balcony area. Welcoming master bedroom with its own balcony entrance to watch the beautiful waterfront sunsets. Both bedrooms have private, beautifully designed bathrooms. Enjoy third room offering flexibility for office, den or 3rd bedroom. Elevator and stair access to all floors including secure underground garage with deeded spaces 8&9 for this unit. Deeded storage unit #11. Walk to Winchester Common and center. Enjoy the Saturday Farmers Market, stores and restaurants and commuter rail.

Listed by Mary Price of Better Homes and Gardens Real Estate - The Shanahan Group

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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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5 Churchill Road, Winchester, MA

Price$1,749,000

Est. Mortgage: $/month

MLS Number 72188192

  • Single Family
  • Bathroom 5
  • Bedrooms 6
  • Year Built 2017
  • Parking Spaces 4

Have you been dreaming of the opportunity to live in a Luxury new construction home in Winchester without a $2M+ price tag?? Even better, a neighborhood you can be proud of?? Perfectly situated on the corner of Churchill Circle, a quiet cul-de-sac, is 5 Churchill Road. The best of ALL worlds! Brand new construction by PREMIER local builder in a highly desirable quaint New England town. The open concept first floor kitchen & family room with fireplace, slider out to the rear patio, & large windows will make you fall in love with this airy space. The second floor master exudes elegance with large walk-in closet & spa-like bathroom. On this level you will also discover a JR suite with bath & 2 additional bedrooms with full bath. A dream location for commuters with easy access to I-93 AND I-95. Construction is underway on this 5-6 bed, 5 bath home. Completion this August, just in time to settle the family & get the children into school. Some opportunity still available for customization.

Listed by Philip J. Vita of RE/MAX Leading Edge

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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

333 Highland Avenue, Winchester, MA

Price$1,479,000

Est. Mortgage: $/month

MLS Number 72187916

  • Single Family
  • Bathroom 5
  • Bedrooms 6
  • Year Built 1922
  • Parking Spaces 5

Looking for that home that has everything you’ve dreamed of and more? This beautiful 6 bedroom move in ready Colonial, is the perfect fit for you! Enter into the grand foyer, with a stunning wood staircase and immaculate 1st floor layout. This home has a room for every occasion! Between the elegant dining room and formal living room, to the inviting and spacious open floor plan; with the kitchen and family room, this home has a modern touch while still maintaining it’s exquisite original design. Just steps up to the 2nd floor, you will find 4 generously sized bedrooms and 3 full baths; inclusive of the master bath which contains heated floors! Up on the 3rd floor, there is an additional 2 bedrooms, one with a full master bath, perfect for an au pair or in-law suite. With a two car garage and a beautiful patio overlooking a grand backyard, this home truly has it all. This ideal location is within walking distance from downtown Winchester, Lincoln Elementary School and the commuter rail!

Listed by The Andersen Team and Sven Andersen of RE/MAX Leading Edge

Barrett Sotheby's International Realty - Concord
33 Walden Street
Concord MA, 01742
Office: 978-369-6453

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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