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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36 Baldwin Street Winchester MA 01890

Price$749,900

Est. Mortgage: $/month

MLS Number 72457869

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1990
  • Full Bath 2

Ready to call Winchester home? This wonderful home sits on a quiet dead-end street with close proximity to all of Winchester's amenities. Located just one mile to the highly acclaimed school district and close to downtown, commuter rail and Middlesex Fells Reservation. This charming oversized split-entry provides more than enough space to roam. The main level offers a wide-open floor plan with island kitchen and spacious dining/living combination leading to a grand level backyard with deck and paver patio to relax in the summer. This classic layout offers a perfect lower level entertaining area with an expansive living room equipped with bar. Take this opportunity to establish your family in one of the most sought-after communities in the Boston area and create the home of your dreams.

Listed by Matthew Mantalos and Sharmili Das of Bloc, LLC

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Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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55 Johnson Road Winchester MA 01890

Price$1,365,000

Est. Mortgage: $/month

MLS Number 72457850

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1957
  • Full Bath 2

Location, location, location! This well maintained center entranced colonial is a short walk to Vinson Owen Elementary School. Beautiful situated on a corner lot with loads of sunlight beaming through! Pride of ownership! This home is known around town for its pristine landscaping! Enjoy the backyard patio while listening to the peaceful sounds from the waterfall. Screened in porch for those warm summer nights. Charming custom built ins and fireplace living room add loads of character. Four good sized sun filled bedrooms with hardwood floors. Step down master suite with walk in closets. Large lower level family room with fireplace. Two car garage with breezeway access into the house. Updates include roof, heating system, windows, oil tank, refrigerator, granite countertops. A/C unit with Allergen Filtration system. Easy access to major highways, town train and 8 miles to Boston! You don't want to miss this one! Call for your private showing today!

Listed by Sharyn Cavarretta of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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 Lagrange Street Winchester MA 01890

Price$1,750,000

Est. Mortgage: $/month

Open House

MLS Number 72456623

  • Single Family
  • Next Open House: Sun 24th 11:30 am - 1:00 pm
  • Garage 1
  • Parking Spaces 3
  • Year Built 1900

Perfect location in sought after Winchester Flats neighborhood situated on a quiet street. The home is located ½ mile from the local schools, shopping area, and commuter train stop. This beautiful “gut” renovation down to the frame was completed in 2018 and includes four finished living levels and attached garage. The finished basement is ready for a home theater or pool table. The main level features a large formal dining room with fireplace, sun drenched living room with fireplace, designer kitchen with Wolf, Subzero and Bosch appliances, honed marble counters and beautiful cabinetry, a mudroom and ½ bath. The 2nd floor includes a huge master suite, three additional large bedrooms and a full bathroom. The entire 3rd level is an open cozy bonus room with full bathroom. The home features completely new electric, plumbing, HVAC, insulation, roof, cedar siding and windows. This is a perfect opportunity to live in the Flats and be very near the vibrant town center. Visit www.8Lagrange.com

Listed by Quinn Simpson and Grant Simpson of Doors Residential

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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94 Church Street Winchester MA 01890

Price$2,549,000

Est. Mortgage: $/month

Open House

MLS Number 72456588

  • Single Family
  • Next Open House: Sun 24th 12:30 pm - 2:00 pm
  • Garage 4
  • Parking Spaces 6
  • Year Built 1895

This grand Queen Anne Victorian has been completely renovated, restored & expanded with the utmost attention to detail. Enter through the vestibule and into the beautiful foyer bound by restored oak paneling and wooodwork.The 1st floor boasts gourmet eat-in kitchen complete w/ high-end appliances, built-in desk area, breakfast nook,walk-in storage & butler's pantry; formal dining & living rooms with FP & mahogany woodwork, family room with custom built-ins, laundry area, half bath and oversized media/game room or 2nd FR! The 2 room master suite features a FP sitting room, make-up area, 2 walk-in closets and full bath; 2add'l beds & 1 full marble bath complete the 2nd floor.Third floor makes for an ideal in-law/au-pair w/ 2 beds, full bath, bonus room and ample storage. LL direct entry from 2 car garage to mudroom, gym, workshop and unfinished space perfect for home theater/wine cellar.Beautifully landscaped front/rear yards feat. firepit, bluestone patio/walkway & add'l detached garage

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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112 Highland Avenue Winchester MA 01890

Price$1,900,000

Est. Mortgage: $/month

MLS Number 72455664

  • Single Family
  • Garage 1
  • Parking Spaces 5
  • Year Built 1890
  • Full Bath 3

This home exudes opulence. The attached Porte Chochere (portico) conveniently located in middle of semi-circle drive, provides overhead coverage, car to door, very nice during inclement weather. Feel the elegance as you enter this exceptionally maintained home, which retains its historic character from the late 19th century. Built in 1890, with 12 rooms covering 4858 sq. ft. of living area, including 6 bedrooms and 3.5 baths, there's plenty of space for your antique furnishings and collections. New roof and outside paint were completed in 2017. Tasteful interior updates include Victorian period wallpaper, adding to its special appeal. Nothing more to do but enjoy! Showings begin on 2/28, M-F, 9:00 to 5:00 - Weekend showings by special appointment, for second viewings only. Basement and garage available for inspection 3/31. (Interior photos coming by 3/1)

Listed by Metrowest Homes Team and Ray Paulk of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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17 East Street Winchester MA 01890

Price$785,000

Est. Mortgage: $/month

MLS Number 72455479

  • Single Family
  • Garage 2
  • Parking Spaces 5
  • Year Built 1955
  • Full Bath 2

Fully remodeled, this 3 BR home w/ 2-car garage offers access to top school district! Easy commute to Boston, only 2 stops to N. Station by commuter rail, easy access to Rt 93/95. This updated home welcomes w/ a sunny breezeway that leads to the bright LR, which flows into the spacious eat-in kitchen w/ Kraft Maid cabinets and Corian CT. It transitions to bright FmRm w/ cathedral ceiling that offers a sunny spot to relax. Large patio door opens to the deck, overlooking the private fenced-in yard. A French door separates the LV area from the 3 generous BRs and a full bath. The finished lower level featuring rec/play rm with custom-built shelves/closets, an office, laundry & storage. This well-maintained home boasts newly painted interior & Pella windows throughout. It is conveniently located w/ in walking dist. to tennis, park, kid's activities, & bike trail to Winchester Ctr. Both Horn Pond & Middlesex Fells, w/ hiking/biking trails are less than a mile away. Ask agent for updates.

Listed by Jorge Andres Zea of Jorge Andres Zea

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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$625,000

Est. Mortgage: $/month

Open House

MLS Number 72455614

  • Single Family
  • Next Open House: Sun 24th 12:00 pm - 2:00 pm
  • Parking Spaces 2
  • Year Built 1916
  • Full Bath 1

Price adjustment! 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, Winchester Center and Hospital. As the seller said " you can commute from here wherever you want to go" Come see!

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: 4.31% last updated on Mar 14, 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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569 Washington Street Winchester MA 01890

Price$874,500

Est. Mortgage: $/month

Active With Contract

MLS Number 72456244

  • Multi-Family 2 Family
  • Year Built 1831
  • Bedrooms 4

Rare multifamily in Winchester! Beautifully maintained 1831 2 family in convenient location near highway and T station. Renovated kitchens and baths, hardwoods, fireplaces and spacious rooms make this elegant home suitable to be owner occupied as it has been for over 20 years. 1 car garage. New roof 2010. electrical service upgraded to 200 amp 2012. 2 new gas boilers 2013. 2 new hot water tanks 2014.All utilities separated. Excellent investment for substantial rental income! All the work has been done to make this a turn key investment property! Opportunities like this do not come along every day - View this money maker today! Open house Saturday 2-4 please park across the street.

Listed by Dawn Szczygiel of 1 Worcester Homes

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$
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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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8-10 Winter Street Winchester MA 01890

Price$1,299,999

Est. Mortgage: $/month

MLS Number 72453632

  • Multi-Family Duplex
  • Year Built 1881
  • Bedrooms 6

OUTSTANDING DUPLEX IN WINCHESTER!!! Two-Family DUPLEX Style Home on EXTRA LARGE LOT with TWO driveways.THIS HOME HAS BEEN COMPLETELY RENOVATED , EVERYTHING IS BRAND NEW ! Close to Winchester's FINEST Restaurants and Shops, Commuter Rail, MBTA & Newly Renovated Winchester High School. EASY access to 93, 95 & Route 3. Each unit has three bedrooms with 2 1/2 baths. New cabinets with granite countertops, all newer windows, flooring, roof, heating & electric ! Each side has private patio in the back. HUGE driveway with parking for at least 10 CARS. QUIET STREET & NEIGHBORHOOD. Close to brand new Tri-town bike path and highly sought after schools. Perfect investment for owner occupant or investor! Easy conversion to condo. Lots of privacy.

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

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$
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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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7 Wainwright Road Winchester MA 01890

MLS Number 72445578

  • Condo or Co-op
  • Garage 2
  • Half Bath 1
  • Bathroom 3
  • Year Built 1994

This is the Ledges unit you have been waiting for! Sitting at the top of the hill this light filled unit has sweeping sunset views to the west from a deck that spans the entire width of the condo. Step inside and see how the owner has meticulously maintained and decorated this home.There are many custom additions unique to this condo and this includes discreet handicap accessibility such as extra wide doors; a closet storage unit over the garage, custom lighting system; custom kitchen pantry; built in shelves and cabinets in both dining room and family room. Large basement enables easy conversion to living space, with walk out slider, large windows and plumbing set up for a bathroom.Master bedroom suite is on the first level with plentiful storage and closet space and access to the rear deck.Modern kitchen overlooks fireplace family room. The second floor has two large bedrooms and full bath in addition to storage closet and hall study. Hardwood floors throughout. Move right in!

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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 High Street Winchester MA 01890

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72444043

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Half Bath 1
  • Year Built 1957

Sophistication meets charm in this colonial dream home in the heart of Winchester. Gorgeous stonework frames the entrance, welcoming you into an entryway with soaring ceilings and dazzling chandelier. Flow easily through the first floor into a formal dining room and family room, which features oversized windows and a double-facing stone fireplace. Gourmet kitchen complete with beautiful granite countertops, stainless steel appliances and breakfast nook with gas fireplace. First floor includes bedroom with ensuite bathroom, perfect as in-law or au pair suite. Second floor master bedroom is the ultimate retreat with French doors, luxurious ensuite with soaking tub and glass shower and walk-in closet with space for large wardrobes. Additional highlights: attached 3 car garage, ample off-street parking, partially finished lower level and backyard with 2 decks, patio and storage shed. Make this dream home yours today!

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: 4.31% last updated on Mar 14, 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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30 AMBERWOOD Drive Winchester MA 01890

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72436873

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Half Bath 1
  • Year Built 1979

Sprawling brick style home on The West Side of Winchester walking distance from the Vinson Owen Elementary School! A very special home offering superb curb appeal; an open airy floor plan & lush professional landscaped grounds on a half acre corner lot. A few of the best features of this 4000 sq ft home are 2 master suites; multi car attached garages; updated eat in kitchen adjacent to family room; finished lower level perfect for gym, home office or additional family room & fenced in rear yard with heated pool, stone patio, wood deck & 6 person outdoor hot tub. Amenities include 3 zone gas heat; central air; steam shower; 2 fireplaces & generous storage including outdoor shed. This is the home you will never want to leave.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 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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