Winchester MA Real Estate

View the latest real estate listings in Winchester MA below. Give us a call at 781-645-0505 or contact us online for more information or to schedule a private tour.

42 Mayflower Road Winchester MA 01890

Price$1,649,000

Est. Mortgage: $/month

MLS Number 72537821

  • Single Family
  • Rooms 10
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1975

What's on the top of your "must have" list? Perhaps it's a great community? A nice yard? A garage? Or one level living? What if we told you that you could have an AMAZING community, HUGE and LEVEL yard, 6+ CAR GARAGE (yes, you read it right) and a SPRAWLING ranch style home with additional living space in the lower level? You'd probably say "sign me up!" Let us introduce to you 42 Mayflower Road. A property AS HOT AS THE WEATHER! From the moment you enter into the oversized foyer and step down into the sunken fireplaced living room, you'll see why this home is so special. With 2,700+ SF just on the main level, the grand characteristics will never get old. In addition to being a car enthusiast are you a wine enthusiast? The cedar wine closet of your dreams is just off the kitchen. Let's not forget to mention the backyard, a true oasis with covered patio and expansive lawn. You'll feel like you're on vacation everyday! Located just footsteps to Wright-Locke Farm and Mullen Field.

Listed by Philip J. Vita of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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 Chesterford Road East Winchester MA 01890

MLS Number 72537058

  • Rental
  • Parking Spaces 2
  • Date Available 08/01/2019
  • Bathroom 3
  • Bedrooms 3

Beautiful home located on dead end street available Aug 1 for rent - Spacious & renovated 3 bedroom single family with 2.5 baths with attached garage. Newly renovated granite and maple kitchen, master suite with 2 rooms and a private bath and jacuzzi tub. Very private setting with rear patio, expansive yard and beautiful plantings. Complete with all appliances including washer and dryer.

Listed by Kim Covino of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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14 Bradford Road Winchester MA 01890

MLS Number 72536962

  • Rental
  • Parking Spaces 2
  • Year Built 1963
  • Date Available 09/01/2019
  • Bathroom 2

Make this bright, convenient & affordable 3 BR townhouse in a quiet North Winchester neighborhood your new home! Part of a side-by-side duplex, the first level features an open kitchen, dining area, half bath and a large living room, perfect for entertaining. The second level boasts 3 bedrooms with hardwood flooring, ample closet space & full bath. The partially finished basement is perfect for either a family room, office or exercise room, and contains additional storage and a laundry area. Finally, enjoy the New England outdoors in a private, fenced in and professionally managed yard. With easy access to Rte 93/95, bus route (0.5 miles) to the Orange line, commuter rail (1.7 miles) and one of the state's best school systems, you don't want to miss this!

Listed by Angelo Mangino of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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15 GROVE Street Winchester MA 01890

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72536796

  • Single Family
  • Rooms 11
  • Bedrooms 6
  • Bathroom 4
  • Year Built 1853

Majestically sited on a premiere street in Winchester, the striking Wadleigh House artfully blends historic period detail w/modern style. Meticulously restored to the highest standard, each room has been intelligently designed for grand entertaining as well as functional day to day living. The impeccable finishes include a state of the art high efficiency heating & cooling system, 200 amp electrical, new plumbing & so much more. A stylish home luxurious in scale & sensational in detail that exudes elegance & sophistication w/high ceilings ,French door's w/original leaded glass & attractive porches. The gourmet spacious light filled kitchen is the heart of this home w/white cabinetry, walnut hardwood floor, breakfast nook, walk in pantry & direct access to mudroom, attached garage & fenced in yard. Bonus lower-level offers game room, home theater, & walk in vault. Superior location walkable to Wedgemere train station, schools & town center.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

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$
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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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Lot 238 Ridge Street Winchester MA 01890

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72536934

  • Single Family
  • Rooms 12
  • Bedrooms 5
  • Bathroom 5
  • Year Built 2019

To Be Built - Beautiful new construction home located on the West Side of Town and proudly situated on over an acre lot with gorgeous views! 5 bedroom 4.5 bath, 5,820SF custom built colonial with three-car attached garage with side entrance into oversized mudroom. Main level features gourmet kitchen with high-end appliances, oversized island, dining area, adjacent family room with gas FP, custom woodwork, walk-in pantry, study, dining room & formal LR. Second level features a grand master suite, three additional beds, laundry room & finished walk-up 3rd level with guest bedroom & full bath. To be completed for Spring 2020 occupancy, option to customize today! Minutes from Vinson Owen Elementary!

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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22 Gershon Way Winchester MA 01890

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72535655

  • Condo or Co-op
  • Rooms 9
  • Bedrooms 3
  • Year Built 2019

WINCHESTER'S 1ST 55+ LUXURY 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, including Bosch & Sub Zero. Cozy up to the gas fireplace or enjoy entertaining in the dining room featuring coffered ceilings & a slider 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, 2 full baths and an open loft area. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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5-7 Sheridan Circle Winchester MA 01890

Price$799,000

Est. Mortgage: $/month

MLS Number 72536023

  • Multi-Family 2 Family - 2 Units Side by Side
  • Year Built 1912
  • Bedrooms 6

RARE OPPORTUNITY to own this side by side two-family home in Winchester!!! 2 family home with 3 Level living. 3-4 bedrooms and 2 full baths on each side. with potential third floor expansion or condo conversion possibilities!! The Property conveniently located near public transportations , close to major Rt. 93 and 28. Walking distance to schools. Property needs work but with lots of potential! Own as a long term income property OR occupy as owner and have your tenants help with your mortgage!! Find out detail today!

Listed by Alan Tam of Ruyi Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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2 Ainsworth Road Winchester MA 01890

Price$999,000

Est. Mortgage: $/month

MLS Number 72535201

  • Single Family
  • Rooms 9
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1937

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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

MLS Number 72535169

  • Single Family
  • Rooms 7
  • Bedrooms 3
  • Bathroom 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. ~ Central A/C will be cranking!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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

42 Spruce Winchester MA 01890

MLS Number 72534759

  • Rental
  • Parking Spaces 2
  • Year Built 2000
  • Date Available 09/01/2019
  • Bathroom 3

Wonderful opportunity to live in Winchester within walking distance to downtown! This Four bedroom, two and one half bath townhouse was built in 2000. Quality features include a large open family room with gas fireplace. Open kitchen and dining area with bar height countertop. Patio doors to private deck and fenced in yard. The large master bedroom and bathroom suite have cathedral ceilings and skylights. Additional room on first floor with cathedral ceiling and skylight. Hardwood floors and tile floors. Ground level garage. Laundry machines provided in the unit.

Listed by Dylan Archambault of Archambault Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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34 Irving Winchester MA 01890
Active With Contract

MLS Number 72534287

  • Rental
  • Parking Spaces 1
  • Year Built 1880
  • Date Available 09/01/2019
  • Bathroom 1

Sunny first floor in a two family house with 3 rooms and eat-in kitchen. East access to Rt 93 and 95, Great school system in Winchester, close to shopping centers, town center,and fields.

Listed by Weidong Li of United Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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247 Washington Winchester MA 01890

MLS Number 72534659

  • Rental
  • Parking Spaces 1
  • Year Built 1975
  • Date Available 09/01/2019
  • Bathroom 1

Corner 3 Bedroom unit at a best location in town to schools and commute. This townhouse offers 3 bedrooms, newer bathroom, hardwood floors, full basement and a deeded parking. The third level large master bedroom loft features cathedral ceilings and a skylight. Located within walking distance to Winchester Center, train and schools. Great opportunity to move into Winchester and take advantage of the great schools, small community and close proximity to Boston. The location is very convenient and close to schools, shopping and highway access.

Listed by Weidong Li of United Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details