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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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4 Bellevue Avenue Winchester MA 01890

MLS Number 72881799

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.41

Spacious, updated custom colonial/contemporary in the coveted Muraco school district is a must see. Located in a wonderful family neighborhood with convenient access to Boston. This home feels like a retreat, settled back from the road with loads of indoor/outdoor living on this oversized lot. The first floor features an open concept living space with a large entranceway with storage and closet, a cozy sitting room with fireplace, dining room, spacious living room and a second, bright family living space for kids or office.The kitchen is a chef's dream with custom cherry cabinetry, Sub-Zero fridge, and Wolf range and large island for breakfast or study time. Second floor has four bedrooms with towering ceilings and plenty of closet space. Master bedroom leads to ensuite with bath, shower and closet. Laundry area is off the hall. Wrap around deck provides extra outdoor living space. Two car, two story garage and garden storage shed round out this inviting, family property.

Listed by Carolyn Vernaglia and Dana Diamond of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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260 Forest Street Winchester MA 01890

Winchester, MA260 Forest Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 72882881

  • Single Family Detached
  • Bathroom 3
  • Rooms 15
  • Bedrooms 5
  • Acreage 0.42

This spacious Winchester single-family is available now! On the main floor, you will find a kitchen with granite countertops and stainless appliances, a dining room, a living room with fireplace, and a half bath - Truly a great space for entertaining. On the second floor, there is a master suite, three additional bedrooms, and a full bath. Large mudroom area off of the two-car garage which leads to the fifth bedroom, a laundry room, and stairway to the finished basement space. No Showings until open house. OFFERS DUE TUESDAY 9/14 BY 5PM

Listed by Mark Gullifer of Cameron Real Estate Group - Framingham

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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254 Main Street Winchester MA 01890

Winchester, MA254 Main Street

Price$1,689,000

Est. Mortgage: $/month

MLS Number 72873085

  • Single Family Detached
  • Village Downtown location
  • Bedrooms 4
  • Bathroom 3
  • Rooms 10

Must see this stunning and very spacious home! Set on an oversized lot with great rear yard just outside the vibrant town center; this sprawling 10 room, 4 bedroom 2.5 bath home w/ 3 car garage will exceed your expectations! Recently renovated and expanded this great home has the look and feel of a colonial from the exterior yet offers a stunning redesigned open concept kitchen w/ great room addition on the rear w/soaring ceilings, amazing space and contemporary flair! The high end kitchen is the heart of the home with wonderful flow for entertaining, island seating and adjacent wine bar. Great room off kitchen with breathtaking space, vaulted ceilings, double gas fireplaces and sliders to spacious deck overlooking the rear yard. Pantry storage, mudroom & laundry all just off the kitchen. Formal dining, living room w/fplc. & sunroom/family room complete this floor. The second features 4 bedrooms, a grand master w/ vaulted ceilings & private bath plus 3 add'l bedrooms and full bath.

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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9 Trinity Road Winchester MA 01890

Winchester, MA9 Trinity Road

Price$1,139,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72868665

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.38

Welcome to Winchester! This mid-century Ranch single family home is ready to move-in. Gleaming hardwood floors throughout. A modern eat-in kitchen featuring stainless steel appliances & commercial hood. The dining room is perfect for entertaining & opens to the sunken living room w/ fireplace. A separate office/family room has new carpeting w/ plenty of natural sunlight. Master bedroom is spacious & has an en-suite bathroom. Two additional large bedrooms & full bathroom complete the main living area. A partially finished newly carpeted basement has a wonderful media room w/ fireplace, laundry room, half bath & plenty of storages! Exterior features includes an oversized enclosed heated patio with skylights and sliders for outdoor access. Nice sized lot with a storage shed and a one car garage. This home has much potential for expansion. Located on a quiet cul-de-sac, Vinson Own school district, and near Winchester Golf Club, Mystic Lakes. Wright-Locke Farm, Whipple Hill & so much more!

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

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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282 High Street Winchester MA 01890

Winchester, MA282 High Street

Price$3,300,000

Est. Mortgage: $/month

MLS Number 72867636

  • Single Family Detached
  • Bathroom 5
  • Rooms 16
  • Bedrooms 6
  • Acreage 0.56

Stunning family compound setting built with pride & quality offered for first time.Once in a generation opportunity.Uniquely generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and 66" of refrigeration.Grand formal dining room,serving pantry,dinette,and fabulous living room make up the first floor common areas.Add a main level bedroom,seperate full and half baths,and large office complete the primary level.Upstairs,open primary suite complete with stone fireplace,ensuite bath,and dressing room.Three additional bedrooms,big full bath,and laundry on second level.Full,finished walkout basement with kitchen,living area,brick oven,fireplace,dinette,and additional 6th bedroom and bathroom ideally suited for in-law,au pair,or multigenerational suite.Rare,attached 4 bay garage.

Listed by Anthony Marino of Marino Real Estate Group

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%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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16 Fletcher Street Winchester MA 01890

Winchester, MA16 Fletcher Street

Price$1,199,900

Est. Mortgage: $/month

MLS Number 72865876

  • Single Family Attached
  • Village Flats
  • Rooms 11
  • Bedrooms 3
  • Bathroom 3

If you missed out on the 1st unit the 2nd is now complete & ready for you to move right in & enjoy this stunningly gut renovated townhome located in Winchester's desirable neighborhood, “The Flats”. This 3-bedroom, 2.5 bath unit w/ 2148 sq ft. of living space feels like a single-family home. The 1st floor is light-filled & impressive w/ hardwood floors, custom woodworking & wainscoting finish. The high-end kitchen offers a large seated island, granite counters, gas stove w/ direct vent hood & plenty of cabinets. There are 2 spacious bedrooms, full bath, office & laundry on the 2nd level. Walk-up to the primary bedroom suite on the 3rd floor, your own personal retreat. Stay organized easily w/ 2 custom closets, private full bath w/ luxurious tiled walk-in shower & glass door. The finished basement offers flex space that would be perfect as a family room or playroom & includes additional storage room. Coveted location for commuters, minutes to dining, shopping & top-rated schools.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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350 South Border Road Winchester MA 01890

Winchester, MA350 South Border Road

Price$1,095,000

Est. Mortgage: $/month

MLS Number 72862834

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.35

This beautifully maintained 3 bedroom/2.5 bathroom split-level home it sited on a gorgeous large, flat backyard which includes an expansive two level outdoor deck that is an ideal space for outdoor dining and entertaining. The recently renovated kitchen has a large, granite island coupled with cathedral ceilings that opens up to the living & dining room thats perfect for entertaining. Other features include: beautiful hardwood flooring, skylights, Central A/C, oversized 2 car attached garage, large shed, finished lower level that walks out to a large deck. Lower level can easily add a 4th bedroom with a full bathroom - see floor-plan attached. Located just off 93 and in the heart of the Middlesex Fells Reservation where you can hike, bike, snow shoe or cross-country ski! Enjoy all that Winchester offers, including award-winning schools, quaint Winchester Center with restaurants, shopping, Farmer's Market, and library, and two commuter rail stations.

Listed by The David Green Group and David Green of Coldwell Banker Realty - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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28 Gershon Way Winchester MA 01890

Winchester, MA28 Gershon Way, Unit 28

Price$1,690,000

Est. Mortgage: $/month

Open House

MLS Number 72857591

  • Condo or Co-op
  • Next Open House: Sun 10/24 11:30 am. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

2021 Winner for BEST NEW 55+ COMMUNITY IN THE UNITED STATES. ONLY 2 HOMES REMAIN out of 29! Imagine luxurious finishes throughout: 10'+ ceilings, hardwood floors and plenty of natural light. This open concept plan has a 1st floor master suite with oversized walk-in closets and a great bathroom. The kitchen is adorned with ceiling height cabinets, Quartz countertops & island, a spacious pantry + top of the line SS appliance package. The dining room features a beautiful coffered ceiling. Just beyond, the room opens up to a 22' ceiling in the dramatic living room featuring a floor to ceiling fireplace. Abutting the covered porch, a wall of windows pours sunlight into this home. The 1st floor flex room can be a home office, a library or studio for your beloved hobbies. 1st floor also features a powder rm and laundry. Upstairs you'll find 2 additional spacious EN SUITE bedrooms and a bright open loft. 2 Car garage with electric car charging station.*SALES CENTER OPEN DAILY 11-4

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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968 Main St Multi Winchester MA 01890

Winchester, MA968 Main St Multi

Price$798,000

Est. Mortgage: $/month

MLS Number 72853443

  • Multi-Family 3 Family - 3 Units Up/Down
  • Total Parking Spaces 9
  • Year Built 1922
  • Bathroom 5
  • Full Bath 1

This property is in the General Business District 3 and consists of a 3 unit building (1 residential and 2 business) Landlord supplies domestic hot and cold water, trash removal and landscaping for all 3 units. EACH UNIT HAS OWN HEAT, and A/C unit , and electric meter paid by tenant. Third floor also has vaulted ceiling with 2 sky lites basement has own heater some storage in basement. LOT HAS APPROXIMATELY 60 FT OF FRONTAGE ON MAIN ST AND IS APPROXIMATELY 100 FT ALONG GLENWOOD AVE. SEE PLAN LOTS GLA of building is 2,317 sf. Projected Gross Income (of Main St building) at market rents is $ 50,100/yr. See attached documents for permitted uses and also for special permission uses. all current tenants are TAW one since 1999.

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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309 Washington Street Winchester MA 01890

MLS Number 72842564

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,325

Outstanding townhouse on lovely corner lot steps from Muraco Elementary School! A few features of this 3+ bedroom & 2 bath condo are the fireplaced living that transitions seamlessly to a lovely 3 season porch; renovated eat-in kitchen has spacious pantry & top floor flex space with full bath is ideal for home office/ primary suite/ gym or family room. Amenities include in-unit laundry, hardwood floors & garage parking. Association amenities include a beautiful patio overlooking a tree lined street. Short walk to downtown, library middle & high school. Two blocks from the Middlesex fells.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.