Homes in ZIP Code 01890

/41
$1,950,000 Pending
- 4 Beds
- 4.5 Baths
- 3,512 Sq Ft
7 Wainwright Rd Unit 72, Winchester, MA 01890

Extensively renovated and move-in ready, this stunning F-unit townhouse offers 4 bedrooms and 4.5 baths with impeccable detail and modern appeal throughout. The many windows, high ceilings, gleaming hardwood floors, and open design create a warm sun-filled home. You will enjoy the large kitchen and the ability to retreat to the dazzling first-floor primary suite, which provides single floor

Pirani & Wile Group Gibson Sotheby's International Realty

7 Wainwright Rd Unit 72, Winchester, MA 01890
/29
$1,300,000 Sold Jul 30, 2025
- 2,238 Sq Ft
- $581/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1905
49 Lincoln St, Winchester, MA 01890

Enter into the serene in this inviting Colonial, where timeless architecture meets thoughtful updates. High ceilings and sun-splashed, spacious rooms - accented by multiple bay windows and rich wood floors - create a light, airy feel. Featuring a cook’s kitchen with light cherry cabinets, gas cooktop with vented hood, generous storage, and a breakfast nook nestled in a five-window bay overlooking

Vantage Point Team William Raveis R.E. & Home Services

49 Lincoln St, Winchester, MA 01890

/31
Est $1,146,237 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 2,321 Sq Ft
23 New Meadows Rd, Winchester, MA 01890

23 New Meadows Rd, Winchester, MA 01890

/41
$1,125,000 Pending
- 3 Beds
- 2.5 Baths
- 2,648 Sq Ft
89 Main St, Winchester, MA 01890

Welcome to this charming Cape on a spacious corner lot in Winchester. The main level offers hardwood floors, a front-to-back living room with fireplace and built-ins, a dining room with corner hutch, and a half bath. The kitchen features granite counters, stainless steel appliances, abundant cabinetry, and a breakfast island that opens to the cathedral-ceiling family room. A side entry with

Andersen Group Realty Keller Williams Realty Boston Northwest

89 Main St, Winchester, MA 01890
/42
$1,650,000 Sold Jul 30, 2025
- 2,646 Sq Ft
- $624/SF
- 18 Days On Market
- 3 Beds
- 4 Baths
- Built 1957
50 Johnson Rd, Winchester, MA 01890

One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by renowned architect Don Davis. Thoughtfully updated for today’s lifestyle, this architectural gem blends timeless design with modern functionality. The bold exterior opens into a dramatic living room featuring soaring cathedral ceilings, a statement fireplace, and custom built-ins.

Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

50 Johnson Rd, Winchester, MA 01890

/37
Est $1,429,278 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,386 Sq Ft
15 New Meadows Rd, Winchester, MA 01890

15 New Meadows Rd, Winchester, MA 01890

/39
$3,599,000 Pending
- 6 Beds
- 4.5 Baths
- 5,876 Sq Ft
5 Stratford Rd, Winchester, MA 01890

This extraordinary, fully renovated home blends rich architectural detail w/ modern luxury in one of Winchester’s most sought-after neighborhoods. Designed by a shipbuilder, this home offers 5,876 sq ft of elegant living space filled w/ natural light, coffered ceilings, crown moldings, restored hardwood floors & more. The breathtaking chef’s kitchen includes a quartzite island, 8-burner Wolf

Kim Covino Compass

5 Stratford Rd, Winchester, MA 01890
/42
$2,690,000 Sold Jul 30, 2025
- 4,704 Sq Ft
- $572/SF
- 6 Days On Market
- 4 Beds
- 4 Baths
- Built 1954
34 Swan Rd, Winchester, MA 01890

Situated in the prestigious Myopia Hill neighborhood, this exceptional sprawling ranch offers a rare combination of timeless elegance & modern comfort. Set on a lush, private acre, offering nearly 4,500 sq ft of beautifully maintained living space designed for both everyday living & grand-scale entertaining. Exquisite custom woodwork, built-ins & moldings lend sophistication throughout.

Laurie Cappuccio Classified Realty Group

34 Swan Rd, Winchester, MA 01890

/25
Est $1,604,312 Not Listed For Sale
- 3 Beds
- 2 Baths
- 3,139 Sq Ft
11 New Meadows Rd, Winchester, MA 01890

11 New Meadows Rd, Winchester, MA 01890

/32
$715,000 Pending
- 2 Beds
- 2.5 Baths
- 1,596 Sq Ft
171 Swanton St Unit 73, Winchester, MA 01890

Welcome to The Village in Winchester! This picturesque 80-unit condominium community is set along conservation land and the Aberjona River. Unit 73 is a spacious, 2-bedroom, 2.5-bath end-unit townhouse with rare offering of a first floor bonus room; den, home office, bedroom, you decide! The first floor also offers a living room with skylight and fireplace, kitchen, dining room, half bath and

John and Maria Reilly JMR Real Estate Group LLC

171 Swanton St Unit 73, Winchester, MA 01890
/30
$1,207,500 Sold Jul 24, 2025
- 1,573 Sq Ft
- $768/SF
- 20 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1910
18 Brookside Ave, Winchester, MA 01890

Charming, fully renovated colonial in a prime Winchester neighborhood! The sunny front porch welcomes you in, leading to a bright bow front living room w/ high ceilings, that flows into the dining room & beautifully updated kitchen w/ stainless appliances & custom cabinetry w/ generous counter space. Off the kitchen, there’s a half bath and a bonus room—great as an office, playroom, or casual

Kim Covino Compass

18 Brookside Ave, Winchester, MA 01890

/36
Est $1,824,106 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,432 Sq Ft
21 Westland Ave, Winchester, MA 01890

21 Westland Ave, Winchester, MA 01890

/42
$3,750,000 Pending
- 6 Beds
- 3.5 Baths
- 4,484 Sq Ft
9 Lakeview Terrace, Winchester, MA 01890

LAKEFRONT! Nestled on the serene shores of the Mystic Lakes just 7 miles from Boston, close to the center & steps to Wedgemere train station/ 2 stops to North Station! A truly one-of-a-kind opportunity to enjoy peaceful waterfront living so close to Boston! This extraordinary 5-bedroom, 3.5-bath shingle style home offers rare privacy, timeless elegance & sweeping water views from every room!

Kim Covino Compass

9 Lakeview Terrace, Winchester, MA 01890
/39
$950,000 Sold Jul 17, 2025
- 1,540 Sq Ft
- $617/SF
- 10 Days On Market
- 2 Beds
- 2 Baths
- Built 1875
6 Francis Circuit Unit 6, Winchester, MA 01890

Submerge yourself in historic elegance in this meticulously detailed Victorian home, brimming with classic design. Located on one of Winchester’s most serene and desirable cul-de-sacs, this stunning gem overflows with rich architectural details. Inside, you'll find three stately fireplaces, two oversized pocket doors, exquisite antique leaded light fixtures, stained glass, gleaming hardwood

Katherine Waters-Clark Compass

6 Francis Circuit Unit 6, Winchester, MA 01890

/40
Est $1,702,069 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,414 Sq Ft
23 Westland Ave, Winchester, MA 01890

23 Westland Ave, Winchester, MA 01890

/37
$679,900 Pending
- 2 Beds
- 2 Baths
- 1,168 Sq Ft
7 Conant Rd Unit 20, Winchester, MA 01890

Rarely available and beautifully renovated first-floor unit at The Willows designed with everyday functionality in mind. This one-story unit offers stair-free access and living, along with easy accessibility from the adjacent one-car garage with an attic and a tandem parking spot. Upon entry, you’ll find an inviting open concept living and dining area with freshly installed hardwood flooring, a

Brian Woods Woods Properties Inc.

7 Conant Rd Unit 20, Winchester, MA 01890
/34
$680,000 Sold Jul 17, 2025
- 1,160 Sq Ft
- $586/SF
- 18 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
7 Conant Rd Unit 23, Winchester, MA 01890

Fantastic opportunity to own a freshly updated 2 bed 2 bath condo in Winchester—one of Massachusetts’ top-rated school districts. Located in the desirable Lynch Elementary district, which will open a brand-new school building this fall. This move-in ready home has just been freshly painted, with brand-new kitchen appliances and new carpeting throughout. The open-concept living and dining area

Xin Cui Hooli Homes Boston

7 Conant Rd Unit 23, Winchester, MA 01890

/41
Est $2,798,258 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,100 Sq Ft
14 Seneca Rd, Winchester, MA 01890

14 Seneca Rd, Winchester, MA 01890

/40
$1,499,000 Pending
- 3 Beds
- 1.5 Baths
- 2,351 Sq Ft
19 Cox Rd, Winchester, MA 01890

Charming three-bedroom ranch on spectacular 20,000sf west side lot abutting conservation! The updated granite kitchen with newer appliances leads to the open concept dining room overlooking the beautiful, private yard. The spacious living room features a fplc & bay window; a sunroom, 3 spacious bedrooms, 1 bath & garage complete the main level; the lower level offers a large rec/ family room w

Kim Covino Compass

19 Cox Rd, Winchester, MA 01890
/32
$1,280,000 Sold Jul 16, 2025
- 2,137 Sq Ft
- $599/SF
- 21 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2015
18 Hemingway St, Winchester, MA 01890

This COMPLETEDLY GUTTED AND REBUILT IN 2015 5B3.5B colonia-preserving a portion of original foundation, is located in a quiet neighborhood yet just minutes to Town Center, Elementary & High School, Town beach, Horn Pond, Fells Reservation, commuter rail station/Bus 134 to Wellington T. The architect-designed home features hardwood flooring throughout, high ceiling & abundant natural light. 1st

Julia Xie Keller Williams Realty-Merrimack

18 Hemingway St, Winchester, MA 01890

/40
Est $1,873,456 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,158 Sq Ft
49 Westland Ave, Winchester, MA 01890

49 Westland Ave, Winchester, MA 01890

/40
$1,600,000 Pending
- 5 Beds
- 2 Baths
- 2,331 Sq Ft
149 Horn Pond Brook Rd, Winchester, MA 01890

Picture perfect cape style home across from the Lynch Elementary School. This beautiful home on a corner lot checks all the boxes with 4/5 bedrooms on 2 floors and 2 full baths. Extra bonus space in lower level for home office or gym. Huge, beautiful yard that is perfect for outdoor recreation. Pretty eat in kitchen has direct entry to deck. This custom built home has been lovingly maintained

Nancy McLaughlin Redfin Corp.

149 Horn Pond Brook Rd, Winchester, MA 01890
/25
$1,226,000 Sold Jul 15, 2025
- 2,534 Sq Ft
- $484/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1980
8 Ware Rd, Winchester, MA 01890

Tucked into the desirable Winchester Highlands and abutting the Middlesex Fells, 8 Ware Road offers space, comfort, and a flexible footprint. This well-maintained ranch features 3 bedrooms on the main level, including a primary suite with full bath, plus a finished basement with a spacious family room, walk-out sliding patio door, large flex space, & bonus 4th bedroom. The kitchen includes modern

Alex Navarro Coldwell Banker Realty - Beverly

8 Ware Rd, Winchester, MA 01890

/42
Est $2,802,164 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,315 Sq Ft
6 Agawam Rd, Winchester, MA 01890

6 Agawam Rd, Winchester, MA 01890

/35
$1,060,000 Pending
- 5 Beds
- 2.5 Baths
- 2,849 Sq Ft
62 Richardson St, Winchester, MA 01890

Stunning Two-Family home in idyllic Winchester - Ideal for multi-generational living, investors or buyers looking for a top rated School District. This home is perfectly situated on a large corner lot. Venture into Unit 1 through the all seasons porch. The kitchen offers ample cabinet space, center island, & breakfast nook. Two bedrooms on level 1, both w/ ample closet storage. Full bath w/

Frank Ventresca Strategy Street

62 Richardson St, Winchester, MA 01890
/32
$1,115,000 Sold Jul 15, 2025
- 1,978 Sq Ft
- $564/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1951
48 Winford Way, Winchester, MA 01890

Welcome to 48 Winford Way, a three bed, two bath Cape on a lovely level lot with a family room addition and a garage. A perfect starter home or downsizer with a full bath on each floor. Living room with large windows and a fireplace, dining room with an impressive chandelier and built-in china cabinet, eat-in kitchen with quartz countertops, tiled backsplash, and pantry closet. First floor family

Rebecca Brennan Better Homes and Gardens Real Estate - The Shanahan Group

48 Winford Way, Winchester, MA 01890

/39
Est $1,604,351 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,428 Sq Ft
21 Samoset Rd, Winchester, MA 01890

21 Samoset Rd, Winchester, MA 01890

/2
$999,999 Pending
- 2 Beds
- 1 Bath
- 1,666 Sq Ft
26 North Gateway, Winchester, MA 01890

LOCATION, LOCATION, LOCATION This has it.....Current building is a 2 bedroom ranch with lr,dr,k.needing TLC..Great potential for a Complete rebuild and/or restoration All offers must be on attached OFFER TO PURCHASE form and prior to entering property the attached " Hold Harmless" agreement must be signed. All offers must include the OTP, Proof of funds and/or preapproval and copy of

Robert Dell Homes Unlimited

26 North Gateway, Winchester, MA 01890
/32
$1,280,000 Sold Jul 15, 2025
- 2,349 Sq Ft
- $545/SF
- 6 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1948
25 Canterbury Rd, Winchester, MA 01890

Don't miss your opportunity to own on Canterbury Road! This sun-drenched, 4-bedroom home with hardwood flooring offers an open and classic layout. Enjoy the spacious living room with built-ins, four, second floor bedrooms, and an expansive .37 acre lot. The versatile family room provides flexible space for a home office, playroom, or guest space! Imagine evenings on the covered porch or patio,

Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

25 Canterbury Rd, Winchester, MA 01890

/28
Est $1,792,628 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,800 Sq Ft
5 Manomet Rd, Winchester, MA 01890

5 Manomet Rd, Winchester, MA 01890

/2
$389,900
- 2 Beds
- 1 Bath
- 1,084 Sq Ft
20 Arthur St, Winchester, MA 01890

Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show. See attachment for qualification calculations.

Dan O'Connell LAER Realty Partners

20 Arthur St, Winchester, MA 01890
/37
$1,390,000 Sold Jul 15, 2025
- 2,388 Sq Ft
- $582/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1963
26 Ridge St, Winchester, MA 01890

Set on a generous, beautifully landscaped lot, this meticulously maintained home showcases numerous recent upgrades, and offers both comfort and style. The newly renovated kitchen features upscale appliances and custom quartz countertops, perfect for everyday living and entertaining alike.Hardwood floors, two fireplaces, a sunlit living room, and a separate family room create inviting spaces

Dream Team Dreamega International Realty LLC

26 Ridge St, Winchester, MA 01890

/36
Est $2,246,862 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,871 Sq Ft
111 Arlington St, Winchester, MA 01890

111 Arlington St, Winchester, MA 01890

/39
$2,200,000 Sold Jul 14, 2025
- 3,896 Sq Ft
- $565/SF
- 11 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2016
4 Fairfield Place, Winchester, MA 01890

NEWER CONSTRUCTION 4 bed 3.5 bath colonial located in a great neighborhood right outside Winchester center! Enjoy all the area has to offer just outside your door including restaurants, shops, schools, train to Boston, the Tri-Community bike path, Horn Pond, Packer tennis courts & Wedge pond! This warm and welcoming, gently lived in home showcases 3900sf of space on 3 levels with 4 large

Kim Covino Compass

4 Fairfield Place, Winchester, MA 01890

/41
Est $2,728,264 Not Listed For Sale
- 5 Beds
- 7 Baths
- 5,830 Sq Ft
108 Arlington St, Winchester, MA 01890

108 Arlington St, Winchester, MA 01890

/26
$2,160,000 Sold Jul 14, 2025
- 4,023 Sq Ft
- $537/SF
- 37 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1998
19 Sussex Rd, Winchester, MA 01890

Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant well-designed 4-bedroom, 3.5-bathroom colonial home has been meticulously maintained by the original owners and features a spacious layout with ample room for comfortable living. The floorplan is thoughtfully designed, with a nice flow from one room to the next. The family room

Ida Bianco Coldwell Banker Realty - Lexington

19 Sussex Rd, Winchester, MA 01890

/42
Est $2,198,525 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
20 Westland Ave, Winchester, MA 01890

20 Westland Ave, Winchester, MA 01890

/39
$1,400,000 Sold Jul 14, 2025
- 2,282 Sq Ft
- $613/SF
- 38 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2025
20 Fletcher St Unit 20, Winchester, MA 01890

Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downtown Winchester! With its breathtaking design, this residence boasts a thoughtful layout; the open-concept first floor has high ceilings and an abundance of natural light. The thoughtfully selected finishes, tiles, and fixtures add a touch of elegance and sophistication

Kim Covino Compass

20 Fletcher St Unit 20, Winchester, MA 01890

/41
Est $2,239,405 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,925 Sq Ft
6 Cambridge St, Winchester, MA 01890

6 Cambridge St, Winchester, MA 01890

/42
$2,500,000 Sold Jul 14, 2025
- 3,719 Sq Ft
- $672/SF
- 7 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1952
17 Harrison St, Winchester, MA 01890

Classic architecture meets modern luxury in this Royal Barry Wills Colonial on an oversized lot in Winchester’s beautiful Flats neighborhood. This meticulously renovated 5-bedroom home features a chef's kitchen with custom cabinetry, granite surfaces, center island, beverage cooler & built-in china cabinet. Natural light floods the expansive family room, featuring custom built-ins & oversized

Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

17 Harrison St, Winchester, MA 01890

Showing Results 241 - 280, Page 7 of 18

Massachusetts Middlesex County Winchester 01890

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