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Homes in Winchester MA

Winchester MA offers excellent access to metropolitan Boston making it a popular place to live. Single family homes are a sound solution to living eight miles from Boston. View frequently updated Winchester MA real estate listings below. You might also be interested in viewing all Arlington Area homes for sale.

Tour Single Family Homes in Winchester MA

Contact Sweeney & O'Connell Real Estate online or call 781.643.7478 with any questions or to schedule a private tour.

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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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38 Englewood Road Winchester MA 01890

Winchester, MA38 Englewood Road

Price$895,000

Est. Mortgage: $/month

Active With Contract

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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3 Indian Hill Road Winchester MA 01890

Winchester, MA3 Indian Hill Road

Price$799,900

Est. Mortgage: $/month

Open House

MLS Number 72605260

  • Single Family
  • Next Open House: Sat 25th 11:30 am - 1:00 pm
  • Garage 1
  • Parking Spaces 2
  • Year Built 1936

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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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$1,574,900

Est. Mortgage: $/month

Price Changed

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

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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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35 Forest Circle Winchester MA 01890

Winchester, MA35 Forest Circle

Price$1,145,000

Est. Mortgage: $/month

MLS Number 72596363

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1952
  • Full Bath 3

Move right into this Highly desirable town of Winchester. This Warm Luxurious Renovated Single-Family Home recently added a 2nd floor. It has a total of 5 Bedrooms, 3 bathrooms and 3 fireplaces to cozy up to on those cold snowy winter nights. The home is situated on a tree lined street in an incredibly friendly and safe neighborhood with beautiful trails and parks nearby. You will be 10 miles from the Heart of Boston and less than a mile from The Gingerbread Construction Co., which has the best over-sized muffins you will ever taste! This home is extremely well constructed from frame to windows/doors to the insulation and more. It comes with a 1 car garage with parking in the driveway and a Beautifully Landscaped yard with several Terraces, a Patio and an outdoor fireplace to enjoy and relax by after a long day at work. This is an Unbelievable House at an Unbelievable Price! We look forward to seeing you there!

Listed by Joanne Vanstry and Jack Lister of Berkshire Hathaway HomeServices Verani 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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7 Forest Circle Winchester MA 01890

Winchester, MA7 Forest Circle, Winchester Highlands

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72591125

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Village Muraco School
  • Year Built 1920

Look no further! This hidden gem could be the perfect home for you! Sited on a large lot off of a small side street and at the end of a tree-lined driveway, this charming house appears! Nicely maintained inside and out, the versatile floor plan is perfect for the buyer who wants privacy and ample space. Whether it is a large family or an individual who needs a separate work area, this home could be the perfect solution. The large master suite has a fabulous bathroom plus laundry facilities This home has what every buyer wants---hardwood floors, high ceilings, a wood-burning fireplace, large country kitchen, ample bedrooms and more! If you enjoy gardening and outdoor living, this beautiful, large lot is the perfect place to have those wonderful flower and vegetable gardens. Don't miss the over-sized two car garage which has room for storage and work space. Located near access roads to Routes 28, 93 and 128, commuting North or South, this home is a great find!

Listed by Nancy O'Herron 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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394 Cambridge Street Winchester MA 01890

Winchester, MA394 Cambridge Street

Price$610,000

Est. Mortgage: $/month

MLS Number 72590876

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Year Built 1963
  • Full Bath 1

Great investment property in a great location! This home under conservatorship and sale is contingent upon third party approval.

Listed by Z. Max Cover of Lanagan & Co

$
$
%
$/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.

Save FavoriteSchedule A VisitAsk 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.