Winchester, MA Homes

/40
Est $2,633,240 Not Listed For Sale
- 4 Beds
- 2 Baths
- 3,449 Sq Ft
14 Dartmouth St, Winchester, MA 01890

14 Dartmouth St, Winchester, MA 01890

/35
$1,220,000 Sold Oct 11, 2024
- 2,623 Sq Ft
- $465/SF
- 14 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2024
12 Pine Grove Park, Winchester, MA 01890

Step into this brand-new, luxurious 4-bedroom, 3.5-bathroom townhome, where four levels of sophisticated living await you! An inviting covered porch opens into the grand open floor plan. The elegant living room boasts gleaming hardwood floors and expansive windows that flood the space with natural light. The showstopper kitchen dazzles with gorgeous white cabinetry adorned with exquisite gold

Danielle Storella Berkshire Hathaway HomeServices Commonwealth Real Estate

12 Pine Grove Park, Winchester, MA 01890

/36
Est $3,642,607 Not Listed For Sale
- 6 Beds
- 6 Baths
- 6,073 Sq Ft
25 Dartmouth St, Winchester, MA 01890

25 Dartmouth St, Winchester, MA 01890

/42
$1,600,000 Sold Oct 11, 2024
- 3,691 Sq Ft
- $433/SF
- 20 Days On Market
- 4 Beds
- 2 Baths
- Built 1926
44 Cabot St, Winchester, MA 01890

Nestled in the heart of Winchester, 44 Cabot Street presents an unparalleled opportunity for luxurious suburban living. The interior features hardwood floors, crown moldings, and a family room that is the perfect place to relax and unwind, with a cozy fireplace and abundant natural light streaming in through the oversized windows. Sliding door leads out to the expansive deck, where you can enjoy

Andersen Group Realty Keller Williams Realty Boston Northwest

44 Cabot St, Winchester, MA 01890

/32
Est $1,839,494 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,350 Sq Ft
57 Wildwood St, Winchester, MA 01890

57 Wildwood St, Winchester, MA 01890

/42
$4,500,000 Sold Oct 10, 2024
- 10,146 Sq Ft
- $444/SF
- 102 Days On Market
- 7 Beds
- 8.5 Baths
- Built 2024
3 Myopia Rd, Winchester, MA 01890

Unparalleled masterpiece nestled on prestigious Myopia Hill, just 7 miles from Boston! With its awe inspiring architecture and exquisite design this majestic home is sure to captivate you! From the grandeur of the facade, to the breathtaking all new interior set on meticulously manicured grounds w/ carriage house, this home is like nothing you've ever seen. Boasting 15 oversized rooms spanning

Kim Covino Compass

3 Myopia Rd, Winchester, MA 01890

/42
Est $1,961,230 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,003 Sq Ft
12 Woodside Rd, Winchester, MA 01890

12 Woodside Rd, Winchester, MA 01890

/34
$929,900 Sold Oct 08, 2024
- 1,524 Sq Ft
- $610/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
29 Shepard Ct, Winchester, MA 01890

Introducing this charming, freshly painted, move-in ready Ranch in desirable Winchester! Situated on a quiet cul-de-sac, this property offers 6+ rooms, 3-4 BRs, 2 full baths, and a finished LL space. The main level boasts HW floors, an open layout, and a living room with a cozy gas fireplace and ample natural light. A modern kitchen featuring granite countertops, tiled backsplash, center island,

Jennifer Mason Homesmart Success Realty

29 Shepard Ct, Winchester, MA 01890

/42
Est $1,476,371 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,562 Sq Ft
32 Woodside Rd, Winchester, MA 01890

32 Woodside Rd, Winchester, MA 01890

/2
$930,000 Sold Oct 08, 2024
- 2,280 Sq Ft
- $408/SF
- 33 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
19 Wendell St, Winchester, MA 01890

LOCATION! DEALS! LOCATION! DEALS! OPEN HOUSE SAT&SUN, DON'T MISS IT.This property boasts 8 spacious rooms, including 3 bedrooms and 2 full bathrooms. Situated on a generous 0.24-acre lot (10,300 SqFt), this home offers endless potential for customization and expansion. The expansive yard is perfect for gardening, outdoor activities, or future enhancements. Enjoy the warmth of two fireplaces,

ZhiChao Chen Space Realty

19 Wendell St, Winchester, MA 01890

/32
Est $1,335,136 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,894 Sq Ft
114 Pond St, Winchester, MA 01890

114 Pond St, Winchester, MA 01890

/41
$885,000 Sold Oct 05, 2024
- 1,932 Sq Ft
- $458/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1912
22 Water St, Winchester, MA 01890

Welcome to Winchester! 22 Water Street gives you the chance to customize your dream home in a walkable location close to downtown Winchester and the commuter rail. Enter from the large front porch to the entryway that flows into multiple living and dining spaces that are excellent for hosting family gatherings. The large kitchen and breakfast area flow out into the back deck. A full bath

Kristin Weekley Leading Edge Real Estate

22 Water St, Winchester, MA 01890

/40
Est $1,235,833 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,919 Sq Ft
94 Pond St, Winchester, MA 01890

94 Pond St, Winchester, MA 01890

/41
$2,150,000 Sold Oct 04, 2024
- 4,182 Sq Ft
- $514/SF
- 8 Days On Market
- 5 Beds
- 5 Baths
- Built 1927
24 Calumet Rd, Winchester, MA 01890

Welcome home to elegant living in The Flats at 24 Calumet. Large front-to-back living room opens through a double set of custom French doors to a sun-drenched playroom while a formal dining room and office sit on the opposite side of the gracious foyer. A renovation in 2000 opened the kitchen up to large dining/play space which then leads through sliding doors to the rear deck and generous, level

Kim Covino Compass

24 Calumet Rd, Winchester, MA 01890

/39
Est $1,875,440 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,952 Sq Ft
53 Salisbury St, Winchester, MA 01890

53 Salisbury St, Winchester, MA 01890

/42
$1,740,000 Sold Oct 04, 2024
- 2,635 Sq Ft
- $660/SF
- 8 Days On Market
- 3 Beds
- 3 Baths
- Built 1955
9 Blossom Hill Rd, Winchester, MA 01890

This newly renovated home (2023) has been refreshed with all new electrical, plumbing, HVAC, water heater, and appliances, ensuring modern comfort and efficiency. Beautiful 3/4" oak flooring throughout the main level, including bedrooms, creates a warm and inviting atmosphere. The main bathroom features a Kohler steam shower and dual shower heads. The electric fireplace in the living room is

Andersen Group Realty Keller Williams Realty Boston Northwest

9 Blossom Hill Rd, Winchester, MA 01890

/42
Est $3,343,474 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,550 Sq Ft
47 Wedgemere Ave, Winchester, MA 01890

47 Wedgemere Ave, Winchester, MA 01890

/42
$3,100,000 Sold Oct 03, 2024
- 5,600 Sq Ft
- $554/SF
- 24 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2022
6 Pocahontas Dr, Winchester, MA 01890

Indulge in luxury living at its finest at 6 Pocahontas, Winchester! This exceptional residence, meticulously crafted by its owner, boasts modern sophistication and convenience. Enter & discover top-of-the-line features, including an open & expansive floor plan with elegant 6” white oak flooring throughout & complemented by Canadian fir beams. A gourmet kitchen w/ premium appliances, dual islands,

Monte Marrocco Coldwell Banker Realty - Lexington

6 Pocahontas Dr, Winchester, MA 01890

/37
Est $2,220,963 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,696 Sq Ft
21 Foxcroft Rd, Winchester, MA 01890

21 Foxcroft Rd, Winchester, MA 01890

/42
$2,355,000 Sold Oct 03, 2024
- 4,278 Sq Ft
- $550/SF
- 35 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1992
9 Brooks St, Winchester, MA 01890

Stunning home in wonderful Brooks neighborhood convenient to Commuter Rail, town center, walking trails and Fells. All living space is above grade with huge potential to finish basement as your heart desires. Kitchen, bathrooms RENOVATED by current owners with attention to details. You'll love how the kitchen eating area is the perfect spot to hang out adjacent to the family room with fireplace

Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

9 Brooks St, Winchester, MA 01890

/39
Est $2,116,744 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 4,605 Sq Ft
61 Oxford St, Winchester, MA 01890

61 Oxford St, Winchester, MA 01890

/33
$1,198,000 Sold Oct 02, 2024
- 2,250 Sq Ft
- $532/SF
- 28 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2024
70 Harvard St Unit 70, Winchester, MA 01890

Your wait is over! Brand New Townhouse with a stylish flair has just been completed and is ready for YOU to call it HOME! Located just minutes away from all the amenities in Winchester and major highways. This flexible use floor plan offers an open floor plan on the 1st floor with a spacious well appointed kitchen, dining area, living room, mudroom and half bath. The 2nd floor features the

Bill Copithorne Keller Williams Realty Boston Northwest

70 Harvard St Unit 70, Winchester, MA 01890

/24
Est $2,143,955 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,516 Sq Ft
38 Cabot St, Winchester, MA 01890

38 Cabot St, Winchester, MA 01890

/34
$810,000 Sold Oct 01, 2024
- 1,584 Sq Ft
- $511/SF
- 74 Days On Market
- 2 Beds
- 2 Baths
- Built 2014
897 Main St Unit 1, Winchester, MA 01890

This stunning entry level unit condo offers the open concept living you've been searching for. The thoughtfully designed interior features soaring ceilings and an effortless flow between rooms. The spacious living room with cozy gas fireplace transitions seamlessly into the chef's kitchen - boasting granite countertops, stainless steel appliances including a gas range, stylish vent hood, and a

Andersen Group Realty Keller Williams Realty Boston Northwest

897 Main St Unit 1, Winchester, MA 01890

/42
Est $1,852,533 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,131 Sq Ft
39 Wildwood St, Winchester, MA 01890

39 Wildwood St, Winchester, MA 01890

/40
$1,980,000 Sold Sep 30, 2024
- 6,259 Sq Ft
- $316/SF
- 136 Days On Market
- 6 Beds
- 5 Baths
- Built 1976
280 High St, Winchester, MA 01890

Winchester Estate on Lexington line with your choice of Schools! This Mediterranean inspired home provides the ultimate in large,private,charming space!15 rooms on three living levels.Generous rooms throughout.2 car attached garage with lots of outdoor parking.Large,well appointed 2-tier kitchen ideal for large gatherings and entertaining.Over-sized Dining room with beamed ceiling and connecting

Anthony Marino The Marino Group Collection

280 High St, Winchester, MA 01890

/40
Est $1,564,680 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,307 Sq Ft
6 Ivy Cir, Winchester, MA 01890

6 Ivy Cir, Winchester, MA 01890

/40
$1,771,049 Sold Sep 27, 2024
- 3,158 Sq Ft
- $561/SF
- 7 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1941
49 Westland Ave, Winchester, MA 01890

Curb appeal envelops this charming Colonial w/Dutch Gambrel roof line in desirable West Side neighborhood! About 3 blocks to sought-after Ambrose Elem! The generous 2nd bedrm has potential to convert to two. The foyer showcases a streamlined interior, flanked by a formal living room where you'll enjoy relaxing around a wood burning fireplace, and a dining room w/classic built-in corner cabinet.

Michaela Mahtani Leading Edge Real Estate

49 Westland Ave, Winchester, MA 01890

/40
Est $2,633,376 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,347 Sq Ft
10 Cabot St, Winchester, MA 01890

10 Cabot St, Winchester, MA 01890

/24
$1,075,000 Sold Sep 26, 2024
- 1,788 Sq Ft
- $601/SF
- 69 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1952
253 Pond St, Winchester, MA 01890

Opportunity is Knocking! Attention savvy buyers and investors looking to bring their updates and personal style and make this custom one owner ranch style home their own in the much-anticipated brand new Lynch Elementary School District. You will surely appreciate the large scale of this home with a beautiful fireplace and mantel, hardwood floors and custom moldings throughout. This home flows

Ida Bianco Coldwell Banker Realty - Lexington

253 Pond St, Winchester, MA 01890

/42
Est $4,372,526 Not Listed For Sale
- 7 Beds
- 6 Baths
- 6,681 Sq Ft
29 Wedgemere Ave, Winchester, MA 01890

29 Wedgemere Ave, Winchester, MA 01890

/42
$365,000 Sold Sep 19, 2024
- 606 Sq Ft
- $602/SF
- 8 Days On Market
- 1 Bed
- 1 Bath
- Built 1966
200 Swanton St Unit 416, Winchester, MA 01890

Don't miss this bright, move-in one-bedroom Parkview Condominium. Freshly painted and new taupe w-to-w carpeting installed. Your large bedroom is suitable for a king-size bed or twins and includes a walk-in closet. Enjoy the sparkling bath with a new countertop, mirror, and lighting. The living room offers lots of wall space for decorating. Glass sliders lead to a private balcony with

Mary Lou Bigelow Gibson Sotheby's International Realty

200 Swanton St Unit 416, Winchester, MA 01890

/41
Est $2,974,095 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,263 Sq Ft
30 Wedgemere Ave, Winchester, MA 01890

30 Wedgemere Ave, Winchester, MA 01890

/42
$3,000,000 Sold Sep 17, 2024
- 6,805 Sq Ft
- $441/SF
- 6 Days On Market
- 5 Beds
- 6 Baths
- Built 2009
232 High St, Winchester, MA 01890

Welcome to this expansive colonial home, epitomizing elegance and modern living. The grand entrance leads to an open floor concept with luxurious details throughout. The first floor features a spacious living room with an impressive fireplace, an elegant dining room, and a modern kitchen with high-end appliances and an adjacent dining area. A massive family room above the garage includes another

Andersen Group Realty Keller Williams Realty Boston Northwest

232 High St, Winchester, MA 01890

/33
Est $1,679,234 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,938 Sq Ft
133 Cambridge St, Winchester, MA 01890

133 Cambridge St, Winchester, MA 01890

/36
$975,000 Sold Sep 16, 2024
- 2,568 Sq Ft
- $380/SF
- 6 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1987
55 Edward Dr, Winchester, MA 01890

Discover this exquisite condo in the heart of Winchester, where form meets function seamlessly. Nestled in a well-established neighborhood near Whipple Hill’s walking paths & green spaces, this residence is designed for modern living. The spacious first floor features a cozy fireplace family room or office & an inviting kitchen with updated appliances, granite counters, & under-cabinet lighting.

Anne Spry Barrett Sotheby's International Realty

55 Edward Dr, Winchester, MA 01890

/42
Est $1,422,884 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,863 Sq Ft
62 Bacon St, Winchester, MA 01890

62 Bacon St, Winchester, MA 01890

/21
$375,000 Sold Sep 16, 2024
- 606 Sq Ft
- $619/SF
- 4 Days On Market
- 1 Bed
- 1 Bath
- Built 1966
200 Swanton St Unit 327, Winchester, MA 01890

Imagine living in your personal sanctuary! Welcome to your stylish and thoughtfully laid-out kitchen with new quartz countertops, floor-to-ceiling soft-close cabinets, two ShelfGenies, a new, quiet, interior-lighted Midea dishwasher, a new Moen disposal and all new electric work. Flooring throughout is easy-to-care-for oak plank laminate. The bathroom has new plumbing, a stunning marble floor

Judith Pedersen JPedersen

200 Swanton St Unit 327, Winchester, MA 01890

/35
Est $1,385,790 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,430 Sq Ft
97 Cambridge St, Winchester, MA 01890

97 Cambridge St, Winchester, MA 01890

/42
$1,805,000 Sold Sep 13, 2024
- 3,243 Sq Ft
- $557/SF
- 6 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1960
10 Taft Dr, Winchester, MA 01890

Nested in one of Winchester's most desirable Westside neighborhoods, this stunning 5-bedroom colonial perfectly blends space and modern comfort. The luxurious front-to-back living room, featuring a cozy fireplace, flows seamlessly into a formal dinning room with sliding doors that open to a beautiful composite deck. The home has been fully updated, including two central air systems powered by

Cindy Cai Cindy Cai Realty LLC

10 Taft Dr, Winchester, MA 01890

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