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. 

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2 Ainsworth Road Winchester MA 01890

Price$999,000

Est. Mortgage: $/month

MLS Number 72535201

  • Single Family
  • Parking Spaces 4
  • Year Built 1937
  • Full Bath 2
  • Bathroom 3

Sunny, updated 3 bed 2.5 bath cape located on a cul-de-sac near Fells Reservation in Winchester Highlands. First floor boasts open chef?s kitchen, dining area with built-ins, and family room with gorgeous vaulted ceilings. Over sized family room with beautiful fireplace and french doors that lead out to a deck overlooking your beautifully landscaped yard. Additional bedroom, separate office and full bath with custom walk in shower located on first floor. Second floor has two bedrooms and a full bath with ceramic tile shower. Large bonus rooms in walk out basement with fireplace and room for exercise equipment or toy room. Walk out of your spacious basement to a serene patio area with built in fireplace for outdoor entertaining. Gas heat, central ac, washer/dryer in basement.

Listed by Keith Shirley And Valerie Post, Gillian Colman and Lindsay Wong of Engel & Volkers Boston

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 Garfield Avenue Winchester MA 01890

Price$749,900

Est. Mortgage: $/month

Open House

MLS Number 72535169

  • Single Family
  • Next Open House: Sun 21st 12:00 pm - 1:30 pm
  • Garage 1
  • Parking Spaces 2
  • Year Built 1940

Take a step inside this charming three bedroom Colonial with abundant light and Nest-controlled central air, perfectly suited for a couple or small family. Walk into the beautiful living room with fireplace, custom built-ins, and recessed lighting. Transition into the dining room and kitchen with stainless steel appliances and marble countertops. The family room has a full bath, cathedral ceilings with skylights, and access to a generous fenced-in patio to complete the first floor. The second floor is home to three bedrooms and full bath. Close to Winchester Center, highway access, parks, The Fells, medical facility and schools. Welcome Home! ~ Showings to start right away! OPEN HOUSE - Sunday, July 21st from 12:00 - 1:30 PM. Sellers to review offers Tuesday July 23rd at 2 PM, seller has right to accept offer prior to deadline. ~

Listed by The Synergy Group, Paul Cirignano and David Proch- Wilson of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 Orient Street Winchester MA 01890

Price$799,000

Est. Mortgage: $/month

MLS Number 72534589

  • Single Family
  • Garage 1
  • Parking Spaces 3
  • Year Built 1925
  • Full Bath 2

The perfect Arts n Crafts bungalow circa 1925, 3 Orient St offers the option of one level living or a spacious 2nd floor Master bedroom. This carefully maintained home features an updated kitchen, 1st floor bath and updated systems as well as beautiful period detail: beamed ceilings, dentil moulding and brick fireplace, built in dining room cabinet and french doors. This sweet home can be used as a 2 or 3 bedroom. The 2nd floor has a large and comfortable bedroom with built-in storage, deep closets and reading nook. The lower level with high ceilings has a finished area currently used as a family room, 2nd bathroom, laundry and storage. Step right out to the beautiful garden or enter directly into the garage from the mudroom. A deck overlooks the delightful perennial garden offering multiple blooms throughout the season. This home is located in the Muraco School District w easy access to the town center.

Listed by Naomi DeLairre and Ides Figueiredo of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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666 Main Winchester MA 01890

Price$618,000

Est. Mortgage: $/month

MLS Number 72533470

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,170
  • Complex Wedgewood

**CLICK THE "V" ON TOP RIGHT FOR 3D TOUR! Welcome to Wedgewood Place, on Wedge Pond in the heart of Winchester Center! Talk about LOCATION...In 2017, Boston Magazine chose Winchester as one of the "Best Places to Live North of Boston!" This Condo has much to offer with it's bright, skylit open floor plan and upgrades consisting of new granite counters throughout the kitchen, breakfast bar and 2 baths, modern clean flooring in kitchen, living/dining room and hallways in addition to newer carpeting in both bedrooms. The living room/dining room has a working wood fireplace and walk out balcony overlooking the beautifully landscaped in-ground pool/common area. The private master bedroom suite offers a large walk in closet and a Roman-tub master bath. Enjoy central air, washer/dryer in unit, covered parking, bicycle storage, additional storage locker. Charming Winchester Center is engaging and ribboned with restaurants, shops, markets, parks and ponds,T /Commuter Rail & more. Move in READY!

Listed by Robert Weisenbloom of American STAR Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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50 Myrtle Terrace Winchester MA 01890

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72533412

  • Single Family
  • Parking Spaces 4
  • Year Built 1930
  • Full Bath 3
  • Bathroom 3

Best of both worlds~Close to Winchester Center and The Fells! Beautifully renovated 5 bedroom 3 bath home nestled in great Lincoln School neighborhood, with a dreamy oversized backyard! Lovely sun-filled foyer welcomes you into this gorgeous home with updated eat-in kitchen featuring granite & stainless steel appliances with direct access to exterior deck overlooking private yard. Living room and dining rooms each with oversized bay windows & high ceilings. Enjoy a cozy fire by the wood-burning FP in the living room. The second level offers three corner bedrooms, full bath, office with balcony, and a sitting area with potential to be converted into future master en-suite bathroom. The third floor features two additional beds, ample storage & gorgeous views of town center. Enjoy the luxury of a finished lower level with two rooms, family room, and laundry/partial kitchen area - ideal for au-pair or in-laws! Driveway large enough to accommodate 4+ cars ~ must see this great home!

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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26 Grove Street Winchester MA 01890

MLS Number 72533510

  • Single Family
  • Parking Spaces 5
  • Year Built 1835
  • Full Bath 2
  • Bathroom 2

You will be charmed by this historic light-filled home with an expansive yard. Built in 1835, this four bedroom home has been impeccably maintained---inside and out! With shiny, hardwood floors throughout, updated kitchen and bathrooms, new boiler and water heater, this house is really special!. It has two large living rooms, each with a working Count Rumford fireplace and lots of windows.. These two rooms have vintage details like handcrafted doors and moldings. The main hallway features a two story open staircase which creates an appealing living space in the upper hall. Adjacent to the lovely dining room is the kitchen which opens onto the beautiful brick patio in the sunny back yard. This unique home is located one mile from Winchester Center and is a short distance to the commuter rail bringing passengers to Boston in just 15 minute. The public schools have recently been recognized nation-wide!

Listed by Nancy O'Herron of Coldwell Banker Residential Brokerage - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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21 Shepard Court Winchester MA 01890

Price$509,000

Est. Mortgage: $/month

MLS Number 72532861

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

Winchester... with a Charlestown feel! This quintessential 2+ bedroom/ 4 level single family alternative is located close to McDonald Field, commuter line and minutes from town center! The main level features a newly renovated high end kitchen with eat-in island, quartz countertops, stainless steel appliances and custom cabinetry. Spacious & sunny living room off kitchen with high ceilings, ideal for entertaining. The second level of this Charlestownesque townhouse features two oversized corner bedrooms and full renovated bathroom. Enjoy a two-story master suite with staircase leading up to third-level bonus room - perfect for a home office! The lower level features ample storage and oversized laundry area. Exclusive driveway, private rear yard with garden area & patio. Located on cul-de-sac across from McDonald field. This home is a must see and is offered at a great price! Condo fee is to cover master Insurance policy on house.. no other fee...everything else is separate.

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 Myrtle Street Winchester MA 01890

MLS Number 72532754

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,177

Most desireable neighborhood located in the heart of Winchester center - walk to shops, restaurants, tennis, beach, all schools, and commuter rail to Boston. Directly across from Chefalo Park and the library. Easy access to Rt 93 and Boston. Big-bright-beautiful! Renovated eat in kitchen with granite and stainless, formal dining room, and sitting room plus living room leading to open porch with a view of the park. Laundry room and covered screen porch plus 2 bedrooms, 1 full bath on main level and 3 additional rooms and full bath on upper level includes a 20 ft great room or master bedroom. Plenty of good storage in basement or use your imagination to finish it off. Updated systems, new roof, and exterior freshly painted. Come see all that Winchester has to offer!

Listed by Diane Plunkett and Sheri O'Connor of Plunkett Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 Woodside Road Winchester MA 01890

Price$1,079,000

Est. Mortgage: $/month

MLS Number 72532169

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Year Built 1928
  • Full Bath 2

Rare opportunity! Classic English colonial nestled within Winchester's Flats neighborhood with beautiful views of Winter Pond and an expansive, private back yard. This lovely home evokes a Tudor styling with so much original character- gumwood beamed ceilings, French doors, custom built-ins, and a fireplaced living room overlooking the scenic pond. In addition to its oversized living & dining rooms, the 1st floor boasts an inviting cherry kitchen with adjacent mudroom, half bath, and a separate office/den. Enjoy indoor/outdoor living from the breezy three-season porch which opens to a patio, detached 2-car garage, and large leafy backyard. Upstairs, you'll find two bedrooms each with water views, full bath, and a master suite with walk-in closet & private bath. The lower level offers pure potential with a large family room, laundry, half bath & addl storage. You're sure to love this convenient location, close to schools, Winchester Ctr, and commuter rail to Boston. Welcome home!

Listed by Louise Coakley of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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45 Cross Street Winchester MA 01890

Price$580,000

Est. Mortgage: $/month

MLS Number 72531019

  • Single Family
  • Parking Spaces 2
  • Year Built 1916
  • Full Bath 1
  • Bathroom 2

Move in before the school year! Here is your chance to live in one of the area's most desirable locations! Whether it be for commuting ease to anywhere, excellent school choice or just the sheer pleasure to live in a wonderful community, you have found it! This sun filled, well updated and maintained 3bedroom Colonial boasts hardwood floors throughout the first floor. The kitchen/dining room area serves as a perfect space to entertain and have those special dinners. Kitchen counter tops are granite and stainless steel appliances surround you! The familyroom and bonus room could serve as an office, bedroom or playroom finish off the floor! Access to the fenced in back yard and patio is a plus! Up the stairs are two more bedrooms, a full bathroom and laundry! All windows (except the two kitchen) have been updated with in the last 10 years! Super close to Muraco Elementary, WHS, Winchester Center and Hospital. Open house Saturday, July 13th 11-1 Come see! Quick closing possible!

Listed by Knox Haschig Real Estate Group and Deborah Austermann of William Raveis R.E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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200 Swanton Winchester MA 01890

Price$389,000

Est. Mortgage: $/month

MLS Number 72529104

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 822

A great opportunity to own in beautiful Winchester, moments away from Winchester Center, restaurants, shops, parks, and much more awaits. Enjoy this generously sized two bedroom unit at the Parkview which was recently remodeled with vinyl floors, newer kitchen, full bath, vinyl flooring in bedrooms, and ample in-unit storage. Enjoy scenic views of the duck pond and Japanese garden from the comfort of your own balcony, just off the kitchen/living room area. Plenty of parking with security card entry system. Large, overnight guest parking area is also located off Swanton Street. Condo fee includes all utilities, including heat, hot water, electricity, in-ground swimming pool, and exterior landscaping and maintenance.

Listed by Johan Lopez of Home Shop Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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58 Nelson Street Winchester MA 01890

Price$829,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72526046

  • Single Family
  • Parking Spaces 2
  • Year Built 1870
  • Full Bath 3
  • Bathroom 3

Looking for a beautiful colonial with modern design on a quiet street, within walking distance to Winchester Center, schools, commuter rail, hiking trails and more? Look no further! The open-concept 1st floor of this home features beautiful walnut hardwood floors; updated kitchen with island, granite countertops, stainless steel appliances & exposed brick detail; sunlit dining room; cozy living room & 1 full bathroom. Upstairs, find 3 large bedrooms (all with closets) and 1 full bathroom, which features a double vanity & tub/shower combo. The finished lower level contains one full bathroom, laundry area & a spacious recreation room perfect for movie nights and weekend hangouts! Relax and unwind on your farmer's porch, and soak up the sunshine with guests and kids in your spacious fenced backyard, which features a pergola-covered stone patio, grill area, shed & sprinkler system. Additional features include central A/C, 2-car paved driveway, new hot water system & Nest thermostats.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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