$2,795,000
Open Sun 1PM - 2:30PM
- 4 Beds
- 4.5 Baths
- 5,233 Sq Ft
18 Middlesex St, Winchester, MA 01890
Tina Natale Luxury Living Real Estate
9,270
Homes in ZIP Code 01890
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18 Middlesex St, Winchester, MA 01890
-
$3,900 Per Month
- 4 Beds
- 2 Baths
- 1,967 Sq Ft
- Apartment for Rent
10-12 Webster St Unit 1, Winchester, MA 01890
10-12 Webster St Unit 1, Winchester, MA 01890**NOT A SINGLE FAMILY HOME** Amazing 4 bed 2 bath available 2/1/26 located within close proximity of Winchester Center! This spacious apartment takes up the first floor and lower level of a 2 family, but it has a single-family feel to it! Inside on the first floor, you'll find hardwood floors throughout, a living room, a dining room, two spacious bedrooms, and a great eat-in kitchen featuring a
Ryan Kelly Real Broker MA, LLC
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$715,000
Sold Jun 27, 20257 Conant Rd Unit 37, Winchester, MA 01890
- 2 Beds
- 2.5 Baths
- 1,539 Sq Ft
- Built 1999
Last Sold Summary
- 5% Below List Price
- $465/SF
- 33 Days On Market
Current Estimated Value $740,182
Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate
7 Conant Rd Unit 37, Winchester, MA 01890 -
Est $1,279,098
Not Listed For Sale233 High St, Winchester, MA 01890
- 3 Beds
- 2 Baths
- 2,218 Sq Ft
- Built 1952
Last Sold Summary
- 7 Days On Market
-
$3,149,000
Open Sun 12PM - 2PM $101K PRICE DROP- 5 Beds
- 5.5 Baths
- 6,500 Sq Ft
8 Priscilla Ln, Winchester, MA 01890
8 Priscilla Ln, Winchester, MA 01890The Pezzano Group Rise Signature Homes
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$13,000 Per Month
- 6 Beds
- 5.5 Baths
- 6,400 Sq Ft
- House for Rent
52 N Border Rd, Winchester, MA 01890
52 N Border Rd, Winchester, MA 01890Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with
Dylan Archambault Archambault Real Estate
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$1,525,000
Sold Sep 12, 20255 Thornton Rd, Winchester, MA 01890
- 4 Beds
- 3.5 Baths
- 2,755 Sq Ft
- Built 1929
Last Sold Summary
- 12% Below List Price
- $554/SF
- 30 Days On Market
Current Estimated Value $1,825,321
Last Listing Agent Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group
5 Thornton Rd, Winchester, MA 01890 -
Est $1,337,286
Not Listed For Sale134 Johnson Rd, Winchester, MA 01890
- 4 Beds
- 2.5 Baths
- 2,430 Sq Ft
- Built 1977
Last Sold Summary
- 3 Days On Market
-
$3,299,000
Open Sun 1PM - 2:30PM $100K PRICE DROP- 7 Beds
- 7.5 Baths
- 7,226 Sq Ft
1 Plymouth Rd, Winchester, MA 01890
1 Plymouth Rd, Winchester, MA 01890George Sarkis Douglas Elliman Real Estate - The Sarkis Team
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$1,800 Per Month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Condo for Rent
200 Swanton St Unit T34, Winchester, MA 01890
200 Swanton St Unit T34, Winchester, MA 01890Parkview Condominiums 1st flr Studio Suite with UTILITIES INCLUDED! Condo w/Patio view of the Gardens. Laundry room and Pool ; Avail 8/1! Close to Winchester Center and Purple line Train! View our 3D Tour - hardwood floors- PARKING! Patio that overlooks the Garden and the Pool!!! No pets, No smokers. First and Security. Application online.
Kelly Catallo Realty ONE Group Cosmopolitan
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$1,540,000
Sold Jul 11, 202521 Johnson Rd, Winchester, MA 01890
- 4 Beds
- 2.5 Baths
- 2,814 Sq Ft
- Built 1970
Last Sold Summary
- 1% Above List Price
- $547/SF
- 5 Days On Market
Current Estimated Value $1,569,630
Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest
21 Johnson Rd, Winchester, MA 01890 -
Est $1,750,801
Not Listed For Sale7 Wainwright Rd Unit 98, Winchester, MA 01890
- 4 Beds
- 3.5 Baths
- 3,361 Sq Ft
- Built 1995
Last Sold Summary
- 6 Days On Market
-
$1,350,000
Open Sat 1PM - 3PM- 4 Beds
- 3 Baths
- 2,690 Sq Ft
423 Washington St, Winchester, MA 01890
423 Washington St, Winchester, MA 01890Danielle Fleming MA Properties
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$3,400 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
63-65 Harvard St Unit 2, Winchester, MA 01890
63-65 Harvard St Unit 2, Winchester, MA 01890Three bedrooms and an office in this two floor, second floor unit in Winchester. Open kitchen with pantry, spacious living room. Two bedrooms on this main level. Upstairs two more rooms. Two full baths and laundry in the basement. One car garage parking and plenty of space for several cars. Shareable backyard. All of this in the Muraco School District.
Beth Sager Group Keller Williams Realty Boston Northwest
-
$3,150,000
Sold May 28, 2026257 High St, Winchester, MA 01890
- 5 Beds
- 7 Baths
- 7,101 Sq Ft
- Built 1994
Last Sold Summary
- 3% Below List Price
- $444/SF
- 2 Days On Market
Current Estimated Value $3,191,342
Last Listing Agent Kim Covino Compass
257 High St, Winchester, MA 01890 -
Est $1,794,208
Not Listed For Sale7 Wainwright Rd Unit 37, Winchester, MA 01890
- 2 Beds
- 4 Baths
- 3,655 Sq Ft
- Built 1988
Last Sold Summary
- 6 Days On Market
-
$2,799,000
$51K PRICE DROP- 6 Beds
- 7 Baths
- 6,968 Sq Ft
14 Nassau Dr, Winchester, MA 01890
14 Nassau Dr, Winchester, MA 01890Weidong Li WINN Real Estate & Consulting
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$12,000 Per Month
- 4 Beds
- 3.5 Baths
- 4,300 Sq Ft
- House for Rent
59 Wedgemere Ave, Winchester, MA 01890
59 Wedgemere Ave, Winchester, MA 01890Beautifully maintained home in one of Winchester’s most desirable family neighborhoods, the Flats..This spacious home full of charm offers generous living spaces, with 4-5 bedrooms, 3 full updated baths, eat in kitchen, freshly painted interior, gleaming hardwood floors, and abundant natural light throughout. The first floor features a large living room, formal dining room, kitchen, family room,
Kim Covino Compass
-
$1,850,000
Sold Jan 15, 202677A Brooks St, Winchester, MA 01890
- 6 Beds
- 3.5 Baths
- 4,122 Sq Ft
- Built 1890
Last Sold Summary
- 19% Below List Price
- $449/SF
- 35 Days On Market
Current Estimated Value $1,932,535
Last Listing Agent Anne Spry Barrett Sotheby's International Realty
77A Brooks St, Winchester, MA 01890 -
Est $1,880,528
Not Listed For Sale7 Wainwright Rd Unit 5, Winchester, MA 01890
- 4 Beds
- 3.5 Baths
- 3,901 Sq Ft
- Built 1988
Last Sold Summary
- 7 Days On Market
-
$1,199,000
$51K PRICE DROP Pending- 5 Beds
- 1.5 Baths
- 2,688 Sq Ft
6 Hancock St, Winchester, MA 01890
6 Hancock St, Winchester, MA 01890Pirani & Wile Group Gibson Sotheby's International Realty
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$3,600 Per Month
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
- Apartment for Rent
16 Richardson St Unit 18, Winchester, MA 01890
16 Richardson St Unit 18, Winchester, MA 018903 bedroom 2 bathroom colonial style duplex house in the center of Winchester for rent. Colonial style with spacious living room and kitchen room on the first floor. Second floor master bedroom has an office/exercise room attached. Full basement provides tons of storage spaces. Walking distance to schools, shops, bus stop and commuter rail station. Big backyard provides a great private space for
Weidong Li WINN Real Estate & Consulting
-
$703,000
Sold Jun 16, 2026115 Washington St Unit 2A, Winchester, MA 01890
- 2 Beds
- 1 Bath
- 1,029 Sq Ft
- Built 1988
Last Sold Summary
- 3% Below List Price
- $683/SF
- 36 Days On Market
Current Estimated Value $735,165
Last Listing Agent Kim Covino Compass
115 Washington St Unit 2A, Winchester, MA 01890 -
Est $1,663,489
Not Listed For Sale7 Wainwright Rd Unit 41, Winchester, MA 01890
- 2 Beds
- 4 Baths
- 5,564 Sq Ft
- Built 1988
Last Sold Summary
- 7 Days On Market
-
$2,200,000
Pending- 5 Beds
- 3.5 Baths
- 4,744 Sq Ft
30 Rangeley Rd, Winchester, MA 01890
30 Rangeley Rd, Winchester, MA 01890Kim Covino Compass
-
$11,000 Per Month
- 7 Beds
- 3.5 Baths
- 3,300 Sq Ft
- House for Rent
34 Glen Rd, Winchester, MA 01890
34 Glen Rd, Winchester, MA 01890TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot with oversized new 2 car garage, This 6-7 bedroom 3.5 bath home has been tastefully updated & redesigned offering desirable open concept living w/ central air & all new systems. This home features a welcoming front porch, spacious foyer, beautiful custom chefs kitchen w/
Kim Covino Compass
-
$1,936,000
Sold Jun 23, 20262 Gershon Way Unit 2, Winchester, MA 01890
- 3 Beds
- 2.5 Baths
- 2,306 Sq Ft
- Built 2019
Last Sold Summary
- 2% Above List Price
- $840/SF
- 7 Days On Market
Current Estimated Value $1,899,326
Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington
2 Gershon Way Unit 2, Winchester, MA 01890 -
Est $1,134,694
Not Listed For Sale322 Cambridge St, Winchester, MA 01890
- 4 Beds
- 2 Baths
- 2,172 Sq Ft
- Built 1985
Last Sold Summary
- 6 Days On Market
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$1,699,000
- 4 Beds
- 3 Baths
- 2,707 Sq Ft
11 Carriage Ln, Winchester, MA 01890
11 Carriage Ln, Winchester, MA 01890Kim Covino Compass
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$2,250 Per Month
- 1 Bed
- 1 Bath
- 606 Sq Ft
- Condo for Rent
200 Swanton St Unit 318, Winchester, MA 01890
200 Swanton St Unit 318, Winchester, MA 01890Beautifully renovated oversized one-bedroom condo at Parkview Condominium featuring an open floor plan and private balcony overlooking a serene Japanese garden and duck pond. Spacious primary bedroom offers room for a king-size bed and includes a walk-in closet. Updated kitchen, bathroom, and flooring provide years of low-maintenance living. Amenities include swimming pool, cabana, picnic
Mike Huang Lewis & Joyce Real Estate
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$2,155,000
Sold Oct 21, 20257 Wainwright Rd Unit 13, Winchester, MA 01890
- 3 Beds
- 4.5 Baths
- 3,186 Sq Ft
- Built 1988
Last Sold Summary
- $676/SF
- 1 Day On Market
Current Estimated Value $1,872,868
Last Listing Agent Isabella Bruno William Raveis R.E. & Home Services
7 Wainwright Rd Unit 13, Winchester, MA 01890 -
Est $2,044,096
Not Listed For Sale40 Wainwright Rd, Winchester, MA 01890
- 4 Beds
- 2.5 Baths
- 2,853 Sq Ft
- Built 1992
Last Sold Summary
- 7 Days On Market
-
$1,900,000
Pending- 4 Beds
- 3.5 Baths
- 2,943 Sq Ft
9 Wilson St, Winchester, MA 01890
9 Wilson St, Winchester, MA 01890Elena Langlois Compass
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$3,200 Per Month
- 2 Beds
- 1.5 Baths
- 1,460 Sq Ft
- Condo for Rent
60 Lake St Unit D, Winchester, MA 01890
60 Lake St Unit D, Winchester, MA 01890LOCATION! LOCATION! LOCATION! Here is your opportunity to live in a quiet and beautifully renovated townhouse in the heart of Winchester, MA. Walking distance to all local schools, parks, downtown shops and restaurants, the commuter rail, tennis courts, and right next to Wedge Pond; where you can enjoy year round fun whether it’s swimming in the summer, or ice skating in the winter. The first
Clara Wu United Real Estate, LLC
-
$888,000
Sold Jun 08, 20269 Governors Ave Unit 2, Winchester, MA 01890
- 3 Beds
- 1.5 Baths
- 1,799 Sq Ft
- Built 1903
Last Sold Summary
- 1% Below List Price
- $494/SF
- 6 Days On Market
Current Estimated Value $886,623
Last Listing Agent Philip Vita Compass
9 Governors Ave Unit 2, Winchester, MA 01890 -
Est $2,794,167
Not Listed For Sale19 Socrates Way, Winchester, MA 01890
- 5 Beds
- 6 Baths
- 5,678 Sq Ft
- Built 1994
Last Sold Summary
- 12 Days On Market
-
$2,495,000
Pending- 6 Beds
- 3.5 Baths
- 5,121 Sq Ft
112 Highland Ave, Winchester, MA 01890
112 Highland Ave, Winchester, MA 01890Kim Covino Compass
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$6,000 Per Month
- 3 Beds
- 2 Baths
- 3,500 Sq Ft
- House for Rent
31 Fells Rd, Winchester, MA 01890
31 Fells Rd, Winchester, MA 01890Available SHORT TERM rental through October 2025 with flexible lease options. Prime location on desirable Fells Road with easy access to Middlesex Fells trails and conservation land. This charming home sits on a beautiful lot and offers a spacious first floor featuring a large family room, updated kitchen, and a den or optional first floor bedroom. Enjoy the screened porch overlooking the private
Kim Covino Compass
-
$1,160,000
Sold Aug 14, 2025518 Washington St, Winchester, MA 01890
- 4 Beds
- 2.5 Baths
- 2,302 Sq Ft
- Built 1915
Last Sold Summary
- 3% Below List Price
- $504/SF
- 22 Days On Market
Current Estimated Value $1,221,680
Last Listing Agent Rodrigo Serrano Leading Edge Real Estate
518 Washington St, Winchester, MA 01890 -
Est $2,799,851
Not Listed For Sale40 Amberwood Dr, Winchester, MA 01890
- 6 Beds
- 3.5 Baths
- 5,713 Sq Ft
- Built 1983
Last Sold Summary
- 8 Days On Market
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