Homes in ZIP Code 01890

/42
$1,775,000
- 5 Beds
- 3.5 Baths
- 3,150 Sq Ft
19 Pilgrim Dr, Winchester, MA 01890

Your very own private oasis tucked away in a cul-de-sac-like neighborhood just mins. to Winchester Center! Set on a deep, tree-lined lot, this stunning home offers 5 beds, 3.5 baths, & over 3,000 sq. ft. The versatile floor plan offers ground-level entry w/ a 2 car garage, 2 bedrooms (which can also function as work/play space,) & full bath/laundry area. The upper level is the heart of the home –

Gorfinkle Group eXp Realty

19 Pilgrim Dr, Winchester, MA 01890
/13
$2,680 per month
- 2 Beds
- 1 Bath
- 833 Sq Ft
- Condo for Rent
200 Swanton St Unit 239, Winchester, MA 01890

HEAT, HOT WATER, AC and ELECTRIC included. Enjoy scenic pond views from this beautifully updated second-floor condo, perfectly situated overlooking the pond. This two-bedroom unit features an inviting open-concept layout that flows seamlessly onto a spacious private balcony—ideal for relaxing or entertaining outdoors. Generous closet space is found throughout the home, with additional storage

Joan Powell

Advisors Living - Merrimac

(781) 818-0292

200 Swanton St Unit 239, Winchester, MA 01890
/42
$2,350,000 Sold Jun 16, 2025
- 4,212 Sq Ft
- $558/SF
- 15 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1880
19 Yale St, Winchester, MA 01890

Welcome to the Flats, where elegance and charm abound, the neighborhood is the one everyone aspires to. A gorgeous foyer welcomes you and flows easily into the living room and dining room, both impressively lit with natural light. A fireplace and custom built-ins add warmth and charm, beckoning for dinner parties and entertaining. A huge kitchen offers ample counter space, a sweet banquet, custom

Nancy Pallotta Advisors Living - Winchester

19 Yale St, Winchester, MA 01890

/42
Est $2,832,848 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,678 Sq Ft
19 Socrates Way, Winchester, MA 01890

19 Socrates Way, Winchester, MA 01890

/41
$2,250,000
- 5 Beds
- 5 Baths
- 5,000 Sq Ft
1 Fox Hunt Ln, Winchester, MA 01890

Expanded Colonial Ranch offering over 5,000 sq ft of versatile living space, set on a beautifully landscaped 1/2-acre lot on a quiet cul-de-sac near Winchester Country Club. The first floor features a welcoming formal living room just off the entry, a spacious primary suite with two walk-in closets and a private bath, a guest bedroom with en-suite bath, and a third bedroom or home office.

Leigh Ventura Compass

1 Fox Hunt Ln, Winchester, MA 01890
/24

$3,195 - $4,845 per month

Sanctuary Winchester North

1-3 Beds

25-35 River St, Winchester, MA 01890

The Sanctuary at Winchester North is designed for the way you live - casual fireside gatherings in the Den, a game of billiards in the Hive, a meal with friends prepared in the Nest's Chef's Kitchen. Maybe you prefer to make a splash in the pool, or stay on track with personal health goals in the fitness and health facility. With meticulously appointed common spaces designed for work, play, and

25-35 River St, Winchester, MA 01890
/36
$749,900 Sold Jun 13, 2025
- 1,545 Sq Ft
- $485/SF
- 8 Days On Market
- 2 Beds
- 2 Baths
- Built 1999
7 Conant Rd Unit 34, Winchester, MA 01890

Rarely available at The Willows, you enter this unit with ease through your private, attached one car garage or the step-free front entrance—an ideal setup for everyday convenience. This beautifully maintained first-floor unit offers the perfect blend of comfort, style, and accessibility. Inside, you'll find two generously sized bedrooms, including a spacious en-suite with direct access to one of

Melanie Lentini Leading Edge Real Estate

7 Conant Rd Unit 34, Winchester, MA 01890

/19
Est $758,599 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,421 Sq Ft
7 Conant Rd Unit 41, Winchester, MA 01890

7 Conant Rd Unit 41, Winchester, MA 01890

/42
$2,599,000
- 6 Beds
- 4.5 Baths
- 5,824 Sq Ft
107 Cambridge St, Winchester, MA 01890

Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern updates. Rich with sumptuous period details and soaring 9' ceilings, the inviting first floor features a grand marble foyer with custom built-ins and a sweeping staircase. The formal living room offers a stately fireplace, while the chef’s kitchen—complete with expansive quartz

Maija Sawyer Puleo William Raveis R.E. & Home Services

107 Cambridge St, Winchester, MA 01890
/13
$3,000 per month
- 2 Beds
- 1 Bath
- 1,024 Sq Ft
- Apartment for Rent
247 Washington St Unit 13, Winchester, MA 01890

Tucked away in the rear of the complex and facing a peaceful courtyard, this sparkling clean 2-bedroom, 1-bath unit offers the perfect blend of comfort, convenience, and charm. Accessible via a quiet side street, this home is ideal for anyone looking for tranquility without sacrificing location. Open-concept first floor with a working fireplace. Bonus loft space for a home office. Private

Brooke Zarbano Regatta Realty

247 Washington St Unit 13, Winchester, MA 01890
/40
$3,025,000 Sold Jun 13, 2025
- 5,198 Sq Ft
- $582/SF
- 50 Days On Market
- 6 Beds
- 5 Baths
- Built 1910
21 Sheffield W, Winchester, MA 01890

Experience the perfect blend of timeless elegance & modern luxury in this stunning 5-6-bedroom home, set on one of the town’s most picturesque streets. The stunning state of art chef’s kitchen was just completed & seamlessly connects to a butler’s pantry w/ wet bar & wine chiller, leading to an elegant dining room w/ fireplace. The oversized family room is bathed in natural light w/walls of

Kim Covino Compass

21 Sheffield W, Winchester, MA 01890

/41
Est $1,212,479 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,696 Sq Ft
28 Garfield Ave, Winchester, MA 01890

28 Garfield Ave, Winchester, MA 01890

/32
$1,299,000 Open Sat 11AM - 12PM
- 3 Beds
- 3.5 Baths
- 2,136 Sq Ft
162 Swanton St Unit 162, Winchester, MA 01890

Opportunity to own the last available end unit! Welcome to 162 Swanton Street, the final new construction townhome by Ron Roy in the heart of Winchester. This home blends modern design with exceptional craftsmanship. The open-concept first floor features hardwood floors, a cozy fireplace, and a chef-inspired kitchen with stainless steel appliances, a large island, and adjacent mudroom with half

Monte Marrocco Coldwell Banker Realty - Lexington

162 Swanton St Unit 162, Winchester, MA 01890
/20

$2,650 - $4,998 per month

Sanctuary Winchester West

Studio-3 Beds

416 Cambridge St, Winchester, MA 01890

The Sanctuary at Winchester West makes living your best life as easy as walking through your front door. Contemporary design and state-of-the-art amenities offer modern luxury at your fingertips. With shopping and a Whole Foods right next door, this community provides convenience at every turn.

416 Cambridge St, Winchester, MA 01890
/37
$1,535,000 Sold Jun 12, 2025
- 2,525 Sq Ft
- $608/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1965
65 Thornberry Rd, Winchester, MA 01890

Beautifully updated 4-bed, 2.5-bath ranch on a landscaped half-acre lot with attached 2-car garage. Enjoy single-level living with an open floor plan, cathedral-ceiling kitchen with granite counters, island seating, and stainless appliances. Living and dining areas flow seamlessly; cozy family room with fireplace. Sunroom with wall of windows overlooks the expansive backyard. Primary suite

Hongmei Wang HMW Real Estate, LLC

65 Thornberry Rd, Winchester, MA 01890

/39
Est $2,285,597 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,539 Sq Ft
38 Winthrop Street Extension, Winchester, MA 01890

38 Winthrop Street Extension, Winchester, MA 01890

/40
$2,299,000
- 6 Beds
- 3.5 Baths
- 4,667 Sq Ft
9 Prospect St, Winchester, MA 01890

Step into timeless elegance with this Colonial Revival, a true celebration of classic architecture, refined style, and exceptional craftsmanship. From the moment you arrive, the home's rich character makes a striking first impression, setting the stage for everything that follows. Inside, you’ll discover a harmonious blend of historic charm and modern comfort. Gleaming hardwood floors, intricate

Nancy Pallotta Advisors Living - Winchester

9 Prospect St, Winchester, MA 01890
/35
$7,500 per month
- 3 Beds
- 2.5 Baths
- 2,900 Sq Ft
- Apartment for Rent
846 Main St Unit III, Winchester, MA 01890

No equal. Stunning, newer construction luxury Penthouse available for rent. Elevator access steps from private, heated, two (2) car garage parking completes the 2,900 square feet of open, fabulous, three (3) bedroom, two and half (2-1/2) bath space. Ten (10') foot ceilings throughout this airy, bright, light filled remarkable residence. Exquisite hardwood floors compliment the generous white trim

Anthony Marino The Marino Group Collection

846 Main St Unit III, Winchester, MA 01890
/40
$1,510,000 Sold Jun 09, 2025
- 3,406 Sq Ft
- $443/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1959
7 Hutchinson Rd, Winchester, MA 01890

A great opportunity to reimagine this custom built spacious cape in a sought-after Winchester neighborhood! Set on a generous lot, this unique home has been lovingly maintained and is full of potential; ready for updates & your personal touch! The floor plan provides a flexible layout that’s ideal for easy living with a spacious first-floor bedroom, full bath, an oversized home office or add'l

Kim Covino Compass

7 Hutchinson Rd, Winchester, MA 01890

/33
Est $1,729,035 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,254 Sq Ft
20 Graystone Cir Unit 20, Winchester, MA 01890

20 Graystone Cir Unit 20, Winchester, MA 01890

/29
$1,799,999
- 3 Beds
- 2.5 Baths
- 3,002 Sq Ft
44 Amberwood Dr, Winchester, MA 01890

Incredibly well maintained, nicely updated 3-4 bedroom Colonial in a wonderful neighborhood in desirable VO School district! The first floor has an oversized kitchen w/cherry cabinets, all granite counters & breakfast bar that opens to a great room with FP and a recently added family room w/vaulted ceiling, computer cubby and 10' slider to a deck overlooking a beautiful landscaped yard & 2

Hudson Santana Keller Williams Realty Boston Northwest

44 Amberwood Dr, Winchester, MA 01890
/4
$2,050 per month
- 1 Bed
- 1 Bath
- Condo for Rent
2 Elmwood Ave Unit 2, Winchester, MA 01890

This nice 1 Bed 1 Bath place in the WINCHESTER area is available for Now. Included Features are: Laundry in Common Area, Coin-Op. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties

2 Elmwood Ave Unit 2, Winchester, MA 01890
/41
$2,850,000 Sold Jun 09, 2025
- 4,325 Sq Ft
- $659/SF
- 8 Days On Market
- 4 Beds
- 4 Baths
- Built 1953
45 Brooks St, Winchester, MA 01890

Sprawling expanded cape set on stunning private 1/2 acre lot in coveted Brooks neighborhood! The curb appeal alone will draw you in to this spacious 4300+ sf 4BD 4 BA home offering a classic exterior with a stunning "must see" interior; featuring formal spaces great for entertaining blended w/casual living areas both inside & out w/ walls of floor to ceiling windows capturing the elements of

Kim Covino Compass

45 Brooks St, Winchester, MA 01890

/23
Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,261 Sq Ft
1 Main St Unit 1, Woburn, MA 01801

1 Main St Unit 1, Woburn, MA 01801

/42
$3,175,000
- 5 Beds
- 4.5 Baths
- 5,386 Sq Ft
21 Fernway, Winchester, MA 01890

Exceptional colonial on Myopia Hill showcasing an expansive rear family room addition, perfectly situated on an idyllic lot surrounded by lush gardens & mature landscape. This stately residence offers a true private oasis just minutes from all conveniences. Rich in finish, elegant in design w/ stunning living areas, large scale rooms & 4 fireplaces creating warm inviting spaces for every day

Kim Covino Compass

21 Fernway, Winchester, MA 01890
/36
$7,000 per month
- 3 Beds
- 2.5 Baths
- 2,900 Sq Ft
- Apartment for Rent
846 Main St Unit IV, Winchester, MA 01890

No equal. Stunning, newer construction luxury Penthouse available for rent. Elevator access steps from private, heated, two (2) car garage parking completes the 2,900 square feet of open, fabulous, three (3) bedroom, two and half (2-1/2) bath space. Ten (10') foot ceilings throughout this airy, bright, light filled remarkable residence. Exquisite hardwood floors compliment the generous white trim

Anthony Marino The Marino Group Collection

846 Main St Unit IV, Winchester, MA 01890
/19
$690,000 Sold Jun 06, 2025
- 1,634 Sq Ft
- $422/SF
- 20 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1999
7 Conant Rd Unit 60, Winchester, MA 01890

OPEN HOUSE Sunday, May 18: 1-3:30PM. Welcome to the highly coveted condominium living in Winchester: the Willows. This unit has over 1,600 sq. ft., with two stories/duplex style condo, 2 beds, and 2.5 baths, making it one of the larger units in the complex. It features many modern amenities such as hardwood floors in the living area, three balconies, in-unit washer/dryer, gas fireplace, and

Irene Novia Loka Matahari Real Estate LLC

7 Conant Rd Unit 60, Winchester, MA 01890

/41
Est $3,002,661 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,662 Sq Ft
15 Vinson Cir, Winchester, MA 01890

15 Vinson Cir, Winchester, MA 01890

/42
$2,899,000
- 7 Beds
- 5.5 Baths
- 5,864 Sq Ft
10 Sheffield Rd, Winchester, MA 01890

This stunning Colonial Revival home, situated on one of Winchester’s most desirable streets, is just moments from the train station, town center, and Ambrose School. The kitchen features radiant floor heating. The first floor includes a chef-designed kitchen, expansive living and family rooms, a formal dining room, a half bath, and a mudroom. On the second floor, you'll find a luxurious master

Andersen Group Realty Keller Williams Realty Boston Northwest

10 Sheffield Rd, Winchester, MA 01890
/10
$2,100 per month
- 1 Bed
- 1 Bath
- Condo for Rent
200 Swanton St, Winchester, MA 01890

This nice 1 Bed 1 Bath place in the WINCHESTER area is available for 09-01-2025. Included Features are: Electric Heat, Gas Hot Water, Extra Storage, Balcony, and Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos,

200 Swanton St, Winchester, MA 01890
/33
$1,650,000 Sold Jun 06, 2025
- 3,338 Sq Ft
- $494/SF
- 7 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1980
34 Coolidge Rd, Winchester, MA 01890

A chance to update and create your personal design that is located in Winchester's sought after Vinson Owen School district. Set on a impressive massive manicured corner lot that has been maintained since it has been custom built by its original owners. Scenic backyard with a patio off the kitchen that spills on a large private backyard that has an inground pool. Set the stage with a large foyer

Pauline Marino Coldwell Banker Realty - Lexington

34 Coolidge Rd, Winchester, MA 01890

/42
Est $2,779,160 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 6,265 Sq Ft
228 Ridge St, Winchester, MA 01890

228 Ridge St, Winchester, MA 01890

/40
$2,050,000
- 5 Beds
- 3.5 Baths
- 3,874 Sq Ft
4 Worthen Rd, Winchester, MA 01890

Stunning 5 bed 3.5 bath customized colonial situated on a gorgeous street with 1/2 acre lot! This sun-drenched home is filled w/ natural light & is perfectly designed for both everyday living & entertaining. The first floor features a spacious, updated kitchen w/ an oversized island, dining room w fplc & two beautiful great rooms on either side of the home w/ vaulted ceilings, skylights &

Kim Covino Compass

4 Worthen Rd, Winchester, MA 01890
/17
$3,000 per month
- 2 Beds
- 1 Bath
- 1,068 Sq Ft
- Apartment for Rent
359 Washington St Unit 359, Winchester, MA 01890

This top-floor beautiful home features a spacious living room and dining room with hardwood floors throughout. The kitchen features stainless steel appliances, gas stove, and an abundance of cabinet space. The two bedrooms provide ample closet space and an adjacent full bath. A bonus room can be an office or a guest room. Two baconies, one open, one closed. Access to the shared garage from the

zuqian jin Hestia

359 Washington St Unit 359, Winchester, MA 01890
/38
$1,475,000 Sold Jun 05, 2025
- 2,897 Sq Ft
- $509/SF
- 15 Days On Market
- 4 Beds
- 3 Baths
- Built 1934
195 Mystic Valley Pkwy, Winchester, MA 01890

Lovely brick home just up the road from EVERYTHING!!! Commuter Rail, Library, Schools, Shopping, Restaurants, Town Hall. Less than 9 miles to Boston! So close to the Middlesex Fells and the Tri-Community Greenway. Location, location, location - CHECK! Now the structure...classic brick home built to stand the test of time with BIG IMPROVEMENTS. Grand front to back living room with fireplace leads

Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

195 Mystic Valley Pkwy, Winchester, MA 01890

/40
Est $1,339,673 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,529 Sq Ft
15 Wincrest Dr, Winchester, MA 01890

15 Wincrest Dr, Winchester, MA 01890

/40
$2,099,000
- 6 Beds
- 3.5 Baths
- 4,696 Sq Ft
5 Squire Rd, Winchester, MA 01890

Great value in Town! Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours into the open-concept layout, highlighting a gourmet kitchen with stone countertops, an oversized island, and high-end Viking appliances. The inviting living room, featuring a shiplap fireplace, opens to a spacious composite deck. The primary suite is a private retreat with a

Alina Wang Coldwell Banker Realty - Lexington

5 Squire Rd, Winchester, MA 01890
/7
$2,050 per month
- 1 Bed
- 1 Bath
- Condo for Rent
2 Elmwood Ave Unit 1, Winchester, MA 01890

This nice 1 Bed 1 Bath place in the WINCHESTER area is available for Now. Included Features are: Laundry in Basement.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions

2 Elmwood Ave Unit 1, Winchester, MA 01890
/42
$2,111,000 Sold Jun 05, 2025
- 4,744 Sq Ft
- $445/SF
- 6 Days On Market
- 5 Beds
- 4 Baths
- Built 1922
14 Grove St, Winchester, MA 01890

Located just outside the town center near Brooks neighborhood & the train to Boston! This spacious home has it all! Situated on a lovely level lot w/ 2 car garage & private yard, this updated move in ready home boasts an abundance of space w/ideal layout & large sun drenched eat in kitchen with skylights & bay window, adjacent family room, living room w/ fplc, formal dining, office, laundry & 2

Kim Covino Compass

14 Grove St, Winchester, MA 01890

/33
Est $1,503,133 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,034 Sq Ft
10 Carriage Ln, Winchester, MA 01890

10 Carriage Ln, Winchester, MA 01890

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Massachusetts Winchester 01890

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