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

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37 Swanton Street Winchester MA 01890

Winchester, MA37 Swanton Street

Price$719,900

Est. Mortgage: $/month

Open House

MLS Number 72794118

  • Single Family Attached
  • Next Open House: Sun 03/7 11:00 am. to 1:00 pm.
  • Bathroom 2
  • Rooms 6
  • Bedrooms 4

Charming townhouse condo with the feel of a single family (No HOA fees!) - centrally located near all that Winchester has to offer! Walking distance to schools. Private fenced-in backyard patio. Office potential for working from home. High ceilings & numerous upgrades on 3 finished levels from the kitchen & bathroom updates to the newer furnace & AC. The oversized eat-in-kitchen, perfect for entertaining, has granite, Stainless Steel, center island, refinished cabinets, large pantry & new wood-look porcelain tiles & recessed lighting. Bright and airy family room. Notice the beautiful details in the 2nd floor bedrooms with cozy window seats, wide-plank hdwd floors & double closets. Spacious spa-like bath w/jet tub, glass enclosed tiled shower, granite & skylight. Even more space on the 3rd floor w/2 more rooms perfect for office space, exercise room or addl bedrms. Full basement w/W&D & storage. I-93/95 & train to Boston nearby! Move-in ready! All of this & Winchester schools too!

Listed by Kerry Ciapciak of Patriot Property Advisors, LLC - Walpole

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Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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34 Everett Avenue Winchester MA 01890

Winchester, MA34 Everett Avenue

Price$2,599,000

Est. Mortgage: $/month

Open House

MLS Number 72793009

  • Single Family Detached
  • Next Open House: Sun 03/7 12:00 pm. to 3:00 pm.
  • Village Lake
  • Bathroom 4
  • Rooms 11

Old world beauty and detailing are perfectly preserved throughout this home that sits majestically above the upper Mystic Lake on desirable Everett Avenue. Enjoy watching the sunrise every morning over the water from your private deck or sunroom, take in the wildlife, and enjoy a swim or kayak ride at your leisure. This home presents an unbelievable opportunity for equity as it is priced well below neighborhood and appraised value. It's an incredible palette and opportunity; waiting for your own inspiration and design. This house is a beauty as-is, but once you put your personal stamp on it, you'll have one of the most valuable homes in town. You couldn't ask for a better location with your own lake views, and easy access to the commuter rail, schools, town center and parks. 6 bedrooms, 2 home offices and a 2 car garage.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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2 Edgewater Place Winchester MA 01890

Winchester, MA2 Edgewater Place

Price$2,299,000

Est. Mortgage: $/month

MLS Number 72793471

  • Single Family Detached
  • Bathroom 5
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.39

This gorgeous expanded 3 level ranch is sure to impress! This Royal Barry Wills designed home is set just off Everett Ave in a cul-de-sac near Mystic Lakes. Recently renovated by top design/build team offering over the top finishes and every amenity! 4 oversized bedrooms each with gorgeous private baths. The expansive first floor offers state of the art kitchen with custom cabinetry, Thermador appliances, gas range, double fridge & double ovens; inviting family room adj. to kitchen with cathedral ceilings, sliders to deck. Dining offers 2 great areas for entertaining, stunning living room w/fplc, bay window, office/study and sunroom great for gym. Upper floor offers two bedroom suites, custom built ins, lower level offers 2 additional bedrooms, master with fireplace, spa like bath, radiant heat floors, custom walk in closet, laundry, storage. New cedar shake roof, Pella windows, new electrical, heat, A/C, custom closets, control 4 whole house wifi, in wall speakers, alarm & cameras!

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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 Sargent Road Winchester MA 01890

Winchester, MA38 Sargent Road

Price$999,900

Est. Mortgage: $/month

Open House

MLS Number 72793749

  • Single Family Detached
  • Next Open House: Sun 03/7 12:00 pm. to 1:30 pm.
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4

Charming East Side Colonial home offering 8 rooms, 3/4 bedrooms with a great floor plan! Impeccably maintained with hardwood floors throughout, first floor features a sunny living room with picture window and fireplace, formal dining, family room or 4th bedroom, full bath & spacious eat in kitchen with gas cooking overlooking great fenced in rear and side yard. Second floor with oversized front to back master bedroom with space for future master bath, two additional spacious corner bedrooms with ample closets, and full hall bath. Lower level offers laundry, playroom, storage and access to 1 car garage. Updated systems, this home is simply perfect! Top East side location in Lincoln school district, close to the town center, Wedgemere train station, schools, restaurants, shops.. enjoy all Winchester has to offer while living in this wonderful home!

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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119 Wildwood Street Winchester MA 01890

Winchester, MA119 Wildwood Street

Price$1,025,000

Est. Mortgage: $/month

Open House

MLS Number 72792334

  • Single Family Detached
  • Next Open House: Sun 03/7 12:00 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

Welcome to this meticulously maintained and updated Colonial home. Get ready to be met by gleaming hardwood floors, fresh paint, updated tiled kitchen and baths, 4 plus bedrooms and 3 spacious floors of living. Close to schools, parks, commuter rail and shopping. 4 heating zones, 2 cooling zones and 3 sprinkler system zones make maintaining a gorgeous yard and comfortable easy living possible. The office, or fifth bedroom, on the first floor has access to the heated sunroom/mudroom offering a warm sun filled break between Zoom meetings. This home has been well cared for by the same caring family for over 30 years and it shows as you turn every corner. Cozy up on cold nights next to the fireplace and enjoy entertaining guests in the formal dining room. This home has so much to offer and is just waiting for the next owner to bring in their personal touches. Open Houses Saturday and Sunday 12-2 pm. Please follow state Covid-19 guidelines. Face covers/mask are required

Listed by Jaclyn Wells of EXIT Realty Beatrice Associates

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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197 Mystic Valley Parkway Winchester MA 01890
Open House

MLS Number 72791619

  • Single Family Detached
  • Next Open House: Sun 03/7 11:00 am. to 1:00 pm.
  • Bathroom 3
  • Rooms 12
  • Bedrooms 4

This wonderful four bedroom home is set back from the street and offers easy access to Winchester Center, commuter rail, Lincoln Elementary School, and the Middlesex Fells. The first floor features a comfortable living room with a bay window, fireplace, and an adjoining sunroom. The cozy family room flows into the dining room. A large, light-filled eat-in kitchen opens to the brick patio and small garage. A half bathroom and laundry complete the first level. A beautiful staircase winds to the second floor with its four bedrooms and two full bathrooms. The second floor hallway is a beautiful space that gracefully connects the bedrooms and the stairway to the third level. The finished third floor has two rooms - a perfect get-a-way for family or guests, and room to work or learn from home. Other notable features include central air conditioning and updated systems, hardwood floors, and a spacious basement. Come experience this unique opportunity to live near the heart of Winchester.

Listed by Rob Ramsdell of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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 Watson Place Winchester MA 01890

Winchester, MA11 Watson Place

Price$699,900

Est. Mortgage: $/month

Open House

MLS Number 72791284

  • Single Family Detached
  • Next Open House: Sun 03/7 11:30 am. to 1:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 4

Located on a street less traveled along with few other homes. Through the enclosed front porch and passing the sitting room and the living room, you will be pleased to find a first floor Master suite with a full bathroom. You will notice all the natural woodwork, replacement windows and the crown molding that this home has to offer. Enjoy grilling on the oversized deck with built-in benches during the upcoming Spring and Summer.

Listed by Sal Dipinto and Nancy O'Herron of Coldwell Banker Realty - Winchester

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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376 Highland Avenue Winchester MA 01890

Winchester, MA376 Highland Avenue

Price$969,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72790735

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.17

Charming East Hill Cape conveniently located within walking distance to commuter rail, schools, playground, Fells Reservation, and the beautiful Winchester Center. Gracious front-to-back living room, with abundant natural light, is well appointed with a wood-burning stove to contend with NE winters. The heated sun room functions as a 1st floor home office allowing for easy outdoor access between Zoom meetings. Cooking enthusiasts will be pleased to find gas cooking in the updated kitchen with granite counters, newer stainless steel appliances, recessed lights, & eco-friendly Marmoleum flooring. This lovely home features a large Master Bedroom with walk-in closet, spacious Mud Room, generous Den/Playroom in the lower level, beautiful hardwood floors, custom built-ins, 200-amp electric service, new oil tank, 1-car garage, and much more. Situated on a corner lot with attractive landscaping, patio, stone wall, and fenced yard. Pride of ownership abounds in this well maintained home!

Listed by Seeme Moreira of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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444 S Border Road Winchester MA 01890

Winchester, MA444 S Border Road

Price$1,189,000

Est. Mortgage: $/month

MLS Number 72790199

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.31

A wonderful house inside and out! This home boasts a spacious, open floor plan with vaulted ceilings. There are three generous bedrooms, two baths and three fireplaces. The large kitchen has granite countertops, lots of storage and a Thermador Induction Cooktop with down draft system. The finished basement with 3/4 bath, offers lots of possibilities...playroom, family room, home office. There's so much space, you can have all three! The homeowners throughout their ownership have cultivated gorgeous gardens, installed a new patio, garden wall and outdoor stairs, as well as a sodded lawn on the upper level yard. Feel like you're on vacation in your own backyard! It's just a short walk to Winchester Center with great shops and restaurants, train station and beautiful town common. But the walk is even shorter to the Middlesex Fells Reservation, it's right across the street! Absolutely a must see home!

Listed by John and Maria Reilly and Maria Reilly of JMR Real Estate Group LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* 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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33 Cambridge Street Winchester MA 01890

Winchester, MA33 Cambridge Street

Price$1,225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72787293

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.26

Welcome to this spacious elegant colonial home located between Winchester Boat Club and Winchester Country Club! This home offers magnificent views of Mystic Lake from the fenced in backyard. 5 Bedrooms with 2.5 baths and 2,421 sq. ft. of living space. Welcoming living room with a fireplace and a dining room featuring hardwood floors and custom window treatments. The kitchen has ample storage with a pantry, granite countertops, breakfast bar, updated stainless steel appliances and radiant flooring. Exterior access to the outdoor deck makes this a perfect location for entertaining. 1st floor bedroom with a full bathroom. Upper level has a master bedroom and 3 additional bedrooms with a full bathroom. Lower level is finished with a play area or home office and a family room and 2nd fireplace perfect for a cozy movie night! Updated washer and dryer too! This home has all that you have been looking for!

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: 3.02% last updated on Mar 4, 2021
* 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 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.