Homes for Sale Winchester MA

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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14 Harrison Street Winchester MA 01890

Winchester, MA14 Harrison Street

Price$2,200,000

Est. Mortgage: $/month

Open House

MLS Number 72609731

  • Single Family
  • Next Open House: Sat 25th 12:00 pm - 2:00 pm
  • Garage 2
  • Parking Spaces 4
  • Village The Flats

Magnificent Dutch Colonial in highly desirable Winchester Flats neighborhood. Exquisitely renovated and expanded, this exceptional property blends traditional elegance with spectacular modern day features and upgrades. Impressive custom improvements include: three story addition, gourmet eat-in kitchen w/ oversized center island, dry bar, top of the line appliances, quartzite Taj Mahal countertops, walk-in pantry, spacious family rm w/ built-ins and gas fireplace, two car garage built in 2018, mudroom, 1st fl private office, master bedroom suite with generous closets and storage, luxurious marble bathroom with glass shower and soaking tub, full finished third floor, 2nd floor laundry/craft room, upgraded systems and custom storage throughout. Conveniently located a short distance from downtown Winchester shops/restaurants, train to Boston (15min ride to North Station) and elementary/middle/high schools. This is the ideal property to call home. - O.H.s 1/25 & 1/26 from 12-2:00 p.m.

Listed by McGlynn Splaine Team, Michele McGlynn and Jenny Splaine of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 Wainwright Road Winchester MA 01890

MLS Number 72609721

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,613
  • Complex The Ledges

Immaculate move-in ready three-level B style townhouse at “The Ledges.” Open concept living on the first floor is an entertainer's dream: dramatic vaulted ceilings welcome you into a sun-filled living room with gas fireplace. The adjoining dining room features a wet bar and glass slider to a private deck. Enjoy a spacious kitchen with cozy breakfast nook and nearby half bath, plus a large home office with cathedral ceilings and skylight. Laundry is also on first floor. Master bedroom on second floor offers cathedral ceilings, two large closets, and ensuite bath with double sink vanity, shower and soaking tub. An additional bedroom and full bath complete the second floor. The lower level features one bedroom, one full bath, plus a large recreation room with slider and built-ins - a perfect space for hosting guests. Includes attached two-car garage and is conveniently located near major transportation, shopping, and Whole Foods.

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

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%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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15 Canterbury Road Winchester MA 01890

Winchester, MA15 Canterbury Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72609819

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Year Built 1947
  • Full Bath 2

Valentine's Day is just around the corner, are you ready to fall in love? This is FAR from your ordinary Cape. Enter in and immediately admire the expansive dining room. With a wood burning fireplace, shadow boxing, and custom barn door, you'll want to serve a meal to your sweetheart every night in this room! A home office/den with beamed ceiling and access to the 3 season sunroom is found just beyond. Love continues to be in the air as you pass through the formal living room and into the kitchen. Boasting SubZero refrigeration, SS appliances, quartz counters and a beautiful view to your rear yard, you'll be smitten with this home even more. The family room with gas fireplace and marble surround, indirect lighting, and vaulted ceiling make this THE spot to cuddle up on a chilly February night. Three beds are on the 2nd level including the master suite. With marble drenched bath, 2 walk-in closets, AND tall ceilings, you'll be in your own honeymoon suite every night!

Listed by Vita Realty Group and Philip J. Vita of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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38 Englewood Road Winchester MA 01890

Winchester, MA38 Englewood Road

Price$895,000

Est. Mortgage: $/month

MLS Number 72608462

  • Single Family
  • Garage 1
  • Parking Spaces 1
  • Year Built 1940
  • Full Bath 1

Larger than it appears picture perfect classic New England style Cape! First floor boasts an updated ss and granite Kitchen, half bath and a formal Dining Room with beautiful built-ins and a bow window providing pretty views to the private rear yard. A front to back fireplaced Living Room with a French door leads to a bright and pleasant seasonal Sun Room opening to the deck and a grassy level play area. (Rear lot extends up the hill well past the level shed/swing set area). Spacious bedrooms on the 2nd floor are joined by an ample sized center hall with unusually large extra closet and attic storage. The LL offers a newly renovated finished room, perfect as a play/rec rm or exercise space. Gleaming hardwood flrs throughout the main levels and a one car garage add to the many bonuses of this attractive home. All this in a superb location, just 3 blocks to the sought after Muraco Elementary School and the Fells Reservation with its miles of hiking and running trails! Don't wait!

Listed by Don Coughlin of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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Red Coach Lane Winchester MA 01890

Winchester, MARed Coach Lane

Price$499,000

Est. Mortgage: $/month

MLS Number 72606604

  • Land Residential
  • Acreage 0.49

Beautiful Winchester neighborhood. Amazing views from the 21,000 sf plus lot. Trees and nature all around. Lots of ledge and not for the faint of heart. The price reflects the cost of the site work needed to polish this diamond in the rough. Sold as is.

Listed by Jonathan Nyberg and Sara Dolan of Old New England Properties

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%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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22 Gershon Way Winchester MA 01890

Winchester, MA22 Gershon Way, Unit 22

Price$1,100,000

Est. Mortgage: $/month

MLS Number 72606766

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). 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. Cozy up to the gas fireplace with a hot cider. 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. A short drive to downtown Winchester and only 7 miles from Boston.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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3 Indian Hill Road Winchester MA 01890

Winchester, MA3 Indian Hill Road

Price$839,900

Est. Mortgage: $/month

MLS Number 72605260

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1936
  • Full Bath 1

This classic cape, a block away from the Ambrose school, awaits its next caregiver. The front to back living room adorned with a fireplace and hardwood floors leads to a covered porch. The dining room with bow window and built in china cabinet leads to the kitchen which has direct entry to the garage and opens to a spacious deck. The first floor family room with closet and built in book cases has versatility to be either a bedroom or office. Second floor with 2 bedrooms and a full bath offers great expansion potential. The lower level with a fireplaced recreation room can easily add to the living space with a little renovation work. The spacious back yard and central air make this a great place to call home.

Listed by Anne Spry and Errico Team of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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8 Gershon Way Winchester MA 01890

Winchester, MA8 Gershon Way, Unit 8

Price$1,375,000

Est. Mortgage: $/month

MLS Number 72604071

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,549

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). 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. Cozy up to the gas fireplace with a hot cider. 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. A short drive to downtown Winchester and only 7 miles from Boston.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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24 Glenwood Avenue Winchester MA 01890

Winchester, MA24 Glenwood Avenue

Price$799,999

Est. Mortgage: $/month

MLS Number 72602971

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1915
  • Full Bath 1

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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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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112 Highland Avenue Winchester MA 01890

Winchester, MA112 Highland Avenue

Price$1,736,800

Est. Mortgage: $/month

MLS Number 72602789

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1890
  • Full Bath 3

Exceptional period detail abounds throughout the interior and exterior of this magnificent home. Inside you will find prominent entry foyer, wainscot, beamed ceilings, fireplaces, fantastic stained glass, multiple window seats, library with floor to ceiling shelves, formal living and dining rooms with fireplaces and pocket doors, a modern kitchen with dining area, granite counters, work island, pantry and sub-zero refrigerator. Bathrooms have soaking tubs plus shower stalls and ample storage space. Wrap around covered porch, fenced yard, gazebo, circular drive and garage are some of the fine exterior features. Situated on a corner lot near Winchester Hospital and Long Pond trails, this wonderful home awaits you! Seller recommends offers be submitted by the buyer's agent using their online offer management system (See Firm Remarks).

Listed by Carol St. Pierre of Tache Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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10 Lawrence Street Winchester MA 01890

Winchester, MA10 Lawrence Street

Price$1,665,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72602146

  • Single Family
  • Garage 1
  • Parking Spaces 3
  • Year Built 1966
  • Full Bath 3

Wonderfully redesigned center entrance colonial in picture perfect setting in the Flats neighborhood! The home is currently about to enjoy the finish stages of redesign and development. Some features include: All new windows, electrical, plumbing, HVAC and fully insulated, New mud room area and 1/2 bath, Open kitchen concept with views of expansive and secluded backyard space right from the brand new island area, Master Suite with walk in closet and gorgeous brand new bath, Bonus basement area with kitchenette and full bath. Completion date roughly end of February. Price reflects $15k allotment for landscaping in the spring. Also, if buyer has interest, detached 2 car garage can be built for additional $100k.

Listed by Mark Donnellan of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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166 Forest Street Winchester MA 01890

Winchester, MA166 Forest Street

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72597519

  • Single Family
  • Garage 1
  • Parking Spaces 8
  • Year Built 2002
  • Full Bath 3

Stunning colonial carefully tucked back on picturesque street with 4 levels of well-planned and meticulously maintained living space. Open concept 1st floor provides a layout conducive for busy families and grand entertainers. Enjoy a bright and sunny living room featuring vaulted ceilings with skylights, gas fireplace & adjacent dining area. This space opens up to a gourmet kitchen with stainless steel appliances, breakfast bar, built-in desk & sliders to your private deck. A formal dining room, family room/playroom & half bath complete the 1st floor. On the 2nd floor find the master bedroom with ensuite bath, 2 additional bedrooms, full bath, laundry, generous closets and sunset views. 3rd floor features 2 bedrooms and 1 full bath. Find peaceful relaxation on the finished lower level, which features a yoga room, large family room & exterior access to the fenced backyard, patio & hot tub. 1 car garage & ample off-street parking. Close to downtown Winchester, transportation & schools.

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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