Winchester Real Estate

Winchester, Massachusetts is a bedroom community situated 8 miles north of Boston. In addition to having convenient access to the commuter rail which will get you to Boston’s North Station in 20 minutes, Winchester also has easy access to I-93 and I-95 as well as a bus route that connects commuters to the Red Line at Alewife. In addition to the easy commute into the city, Winchester’s picturesque town center with beautiful common is also a reason why so many have fallen in love with the community. Winchester boasts excellent schools including 5 elementary schools, one middle school, and one high school. Winchester is also home to Winchester Hospital which has a full Emergency Room and many first-class facilities.

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12 Cranston Road Winchester MA 01890

Winchester, MA12 Cranston Road

Price$1,029,000

Est. Mortgage: $/month

MLS Number 72641894

  • Single Family
  • Rooms 8
  • Bedrooms 4
  • Full Bath 2
  • Half Bath 1

Located in the desirable East Hill neighborhood, and much sought after Lincoln School district, This beautiful & lovingly cared for home is awaiting its new owners... Featuring 10 rooms, 4 bedrooms, 2 .5 baths with walk out lower level! The first floor offers a spacious living room w/ wood burning fplc, dining room w/old charm & built in's, office/play room, & an updated kitchen w/adjacent sunroom with access to deck overlooking a picturesque, landscaped, & fenced back yard. The second floor offers 4 bedrooms, 3 spacious corner bedrooms, one smaller perfect for a nursery or office, master w/ walk in closet, & walk up attic to an unfinished 3rd floor with great ceiling height & full windows offering great expansion potential, and offering amazing views of sunsets & Boston skyline! Finished walk out lower level w/ private entry & full bath w/potential for media room/ playroom or perfect au-pair /in law-suite! Direct walk out to the backyard, close to town & train to Boston!

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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57 Bacon Street Winchester MA 01890

MLS Number 72641238

  • Rental
  • Bedrooms 3
  • Bathroom 3
  • Parking Spaces 4
  • Pets

AVAILABLE FOR RENT flexible terms, partially furnished if needed / Move right in to this beautifully renovated single family home close to Winchester center and the train to Boston!! 5 min drive to TUFTS university! Amazing large flat fenced rear yard/ Ambrose Elementary School. Sunny three bedroom 2 full 1 half bath home with updated eat in kitchen w/ quartz countertops & skylight, formal dining room, living room with oversized south facing picture window with great views, new baths, gas heat, *central air, master suite with private bath, lower level with family room /stone fireplace, full laundry room including washer and dryer, storage room, and half bath.. direct entry to 2 car under garage. Rear sunroom off sunny kitchen overlooking yard.. great home in a TOP location!

Listed by Ngoc Anh Goldstein and Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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285 Cross Street Winchester MA 01890

MLS Number 72641144

  • Rental
  • Bedrooms 2
  • Bathroom 2
  • Parking Spaces 2
  • Pets

INCLUDES HEAT + HOT WATER. Large 2-level 2-bedroom townhouse in Winchester. The 1st floor boasts hardwood floors throughout, beautiful kitchen w/granite counters & spacious dining area.The 2nd floor features master bedroom w/master bath (stand-up shower) & 2nd full bath with a tub. Additional features: full basement for storage and access to private laundry, small outdoor space for entertaining, and 2-car side-by-side parking. non-aggressive pets are ok. No smoking. First, Security, and broker fee req'd. Broker fee is equal to one month's rent.

Listed by Daniel Delloiacono of Commonwealth Residential Realty, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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534 Washington Street Winchester MA 01890

Winchester, MA534 Washington Street

Price$979,000

Est. Mortgage: $/month

MLS Number 72640875

  • Multi-Family 2 Family - 2 Units Up/Down
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,561

Rarely available in Winchester! This lovely two-family Victorian is conveniently located near all that Winchester has to offer: shops, commuter rail, library, Farmer's Market, Middlesex Fells Reservation, and award-winning Muraco School. Large side yard offers potential expansion opportunity. Ideal for extended family, upper unit features updated eat-in kitchen with granite counters and gas, updated bathroom, central air, and open layout. Three bright and spacious bedrooms with large closets. Fourth bedroom off kitchen is currently used as a den, but could be a playroom or office. Basement level includes a full bath and kitchenette (no stove) that would be ideal for in-laws or au pair with large open family room.The first floor unit offers two large bedrooms, living room, dining room and full bath. Replacement windows and hardwood floors throughout, separate utilities, laundry in basement. Large yard, 2 car garage and storage shed. Could also be a great condo conversion opportunity.

Listed by Theuer, Pirani & Wile and Peter Pirani of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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18 Myrtle Street Winchester MA 01890

Winchester, MA18 Myrtle Street

Price$669,000

Est. Mortgage: $/month

MLS Number 72640580

  • Single Family
  • Rooms 6
  • Bedrooms 2
  • Full Bath 1
  • Square Feet 1,100

Welcome to Winchester! Picture perfect home with a large spacious feel, located downtown on desirable Myrtle St! Lincoln School neighborhood, shops, commuter rail & The Fells all at the end of the street! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+-SF of living space. This home is truly a must see

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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18 Myrtle Street Winchester MA 01890

MLS Number 72640574

  • Condo or Co-op
  • Bedrooms 2
  • Square Feet 1,100

Welcome to Winchester! Picture perfect home in ideal Lincoln School neighborhood, located minutes from the center of town, commuter rail & The Fells! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+SF of living space. This home is truly a must see!!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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15 White Street Winchester MA 01890

Winchester, MA15 White Street

Price$750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72640104

  • Single Family
  • Rooms 12
  • Bedrooms 4
  • Full Bath 3
  • Half Bath 1

Rare opportunity to make this property your dream home & become part of the Winchester community. Situated on a corner lot - this home offers a tremendous amount of space. At nearly 2,800 sf, this 4 bed, 3.5 bath home is ready for your updates. The main level boasts an open concept floor plan w/ spacious sun filled kitchen & dining, cathedral ceilings & fireplaced living room. Three beds, including a master suite w/ half bath, additional full bath & mudroom complete this level. A second generously sized master suite retreat can be found on the second floor. Some updates already in place include; replacement windows, central A/C & FHA by gas heating.The versatile lower level is perfect for an in-law or au pair set up & includes; a large entertainment room, kitchenette (no stove), bonus room, oversized laundry room & large walk-in storage space. Enjoy the private fenced in backyard w/ storage shed. Easy access to Route 93 & 95, restaurants, shops, commuter rail & public transportation

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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14 Olive Street Winchester MA 01890

Winchester, MA14 Olive Street

Price$824,900

Est. Mortgage: $/month

MLS Number 72639065

  • Single Family
  • Rooms 8
  • Bedrooms 3
  • Full Bath 3
  • Square Feet 2,265

Move in ready, spacious 2,265 sf, sun-lit Colonial in top Muraco school neighborhood! Three levels plus a finished lower level offer an ideal home for families and entertainers. 1st floor boasts beautiful hardwood floors, living room & open concept kitchen-dining area. A large kitchen features island seating and a convenient countertop range. In the adjacent dining space, sunlight streams in through windowed walls & skylight above; exterior access to a backyard oasis, where an in-ground pool & freestanding pergola offers an inviting space for relaxation. 2nd floor features 2 bedrooms and an updated full bath. 3rd level boasts a master bedroom, double closets & ensuite full bath. Finished lower level in-law space complete with a kitchen, dining area, family room & full bath. Driveway for 6+ cars. High ceilings. Gas Heat and central air conditioning. Convenient to Winchester center, top tier schools and transportation.

Listed by Andersen Group Realty and Marie Montieth of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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54 Wedgemere Avenue Winchester MA 01890

Winchester, MA54 Wedgemere Avenue

Price$2,199,000

Est. Mortgage: $/month

MLS Number 72638671

  • Single Family
  • Rooms 10
  • Bedrooms 6
  • Full Bath 3
  • Half Bath 1

Enjoy life in this gorgeous Wedgemere Avenue home with spectacular backyard retreat! Updated throughout with custom high end finishes, wonderful chefs kitchen with Sub Zero/ Wolf appliances, sunny breakfast/dining area with a wall of windows overlooking expansive back yard featuring gorgeous patio & maintenance free heated POOL with in- floor cleaning system and auto cover! Inviting covered rear porch / outdoor living room complete with flat screen TV just steps from pool and kitchen. Enormous family room with gas fireplace, built in bookshelves & great storage. Stylish formal dining room with custom wainscoting, window buffet & china cabinet, front to back LR w/ fplc; Grand rooms, detailed moldings, new windows, new baths, great master suite with 2 walk in closets, spa like bath with oversized shower and soaking tub. Full third floor with 3 rooms and full bath, updated heating system, central air, new roof. 2 car detached garage with office above completes this great home!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 Conant Road Winchester MA 01890

MLS Number 72636895

  • Rental
  • Bedrooms 2
  • Bathroom 2
  • Parking Spaces 2
  • Pets Yes w/ Restrictions

Rare opportunity to living in this 2br 2ba Winchester "Willows" apartment! This south-facing, spacious corner unit boasts an open floor plan with living room, dining room and updated kitchen with tiled back-splash, granite counter-tops, garbage disposal, light fixtures and stainless steel appliances. Sliding door in the living room with access to the large balcony overlooking the quiet, private fenced back common area. Two large bedrooms including a master suite with master bath and walk-in closet. Gas fireplace, central AC, efficient gas heating, in-unit laundry, and plenty of parking. Enjoy the professionally manged complex amenities: an exterior pool and a luxury clubhouse with a fitness room and a full kitchen, and all that the great Winchester community has to offer! Easy access to highway, hospital, schools, playgrounds, commuter rail to Boston! Perfect Winchester school district! A must see!

Listed by Yuan Guo of Phoenix Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 Wildwood Terrace Winchester MA 01890

Winchester, MA3 Wildwood Terrace

Price$925,000

Est. Mortgage: $/month

MLS Number 72636785

  • Single Family
  • Rooms 7
  • Bedrooms 3
  • Full Bath 1
  • Half Bath 1

Located just a short distance to Winchester Center and around the corner from the town tennis courts and beach, this 3 bedroom home offers an unparalleled location giving you access to everything Winchester offers. On the first floor, find a newly renovated open concept kitchen with quartz countertops and high end appliances and finishes, including a dual-fuel WOLF range. The open living room and dining rooms feature historic details, wide plank floorboards and sliders out to a large back deck making the home ideal for entertaining. Upstairs, find three bedrooms including an oversized master bedroom with walk-in closet. The partially finished basement, with separate heating and cooling, offers a perfect playroom or home office. The unfinished side offers ample storage space. Outside, enjoy an easy-to-maintain fenced yard large enough to play or host a BBQ. Welcome Home!

Listed by Caroline Staudt of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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200 Swanton Street Winchester MA 01890

MLS Number 72636030

  • Condo or Co-op
  • Bedrooms 1
  • Square Feet 606

Look no further! Move right in to this delightful bright freshly painted and carpeted one bedroom home at Parkview Condominium in beautiful Winchester. Relax on your balcony as you enjoy the serene panoramic view of the Japanese garden and pond below. Spend your free time at the in-ground pool with its expansive picnic grounds and cabana. Two convenient laundry rooms serve the building. Each unit has the exclusive use of one unassigned parking space per unit deed, but a second space may be leased for $600 per year. And, Parkview is fortunate to have a large visitor parking lot with separate entrance. Hard to believe that this affordable, beautifully maintained complex is so near Boston and Cambridge! The complex is self managed by a very responsible board and staff. Condo fee including heat and electric has held for 12 years. Excellent reserves in the budget. Close to highway access (I-93 and I-95), bus and commuter train.

Listed by Mary Lou Bigelow of Bowes Real Estate Real Living

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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.

Independently owned and operated for 13 years in Winchester, we are a highly collaborative office of over 20 active agents (and growing), with a dedicated Marketing Team  and Transaction Manager supporting our agents. We have strong connections with buyers and brokers within the Boston Metro North region, and also through the Sotheby's International Realty brand. We are proud to support our communities through sponsorship of events and donations to local charities, foundations, and sports teams. A percentage of every sale made through our office goes to the Winchester Foundation for Educational Excellence (WFEE).

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