Winchester, MA Homes

/9
$2,899,000 Pending
- 6 Beds
- 7.5 Baths
- 5,658 Sq Ft
5 Clearwater Rd, Winchester, MA 01890

Welcome to a rare opportunity to select the final finishes in your dream home right within Winchester’s most coveted neighborhoods. 5 Clearwater presents a luxurious canvas for your vision, offering 6 bedrooms, 7.5 baths, and 5,658 sq. ft. of meticulously planned living space. The spectacular floor plan seamlessly combines modern sophistication with timeless elegance, offering the perfect

Monte Marrocco Coldwell Banker Realty - Lexington

5 Clearwater Rd, Winchester, MA 01890
/42
$1,910,000 Sold Nov 04, 2024
- 5,287 Sq Ft
- $361/SF
- 9 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1977
5 Thoreau Cir, Winchester, MA 01890

Welcome to this custom-built oversized ranch, cherished & meticulously maintained by the current owners. This idyllic property is situated on a large lot at the end of a cul-de-sac, abutting peaceful conservation land. The main level features grand scale rooms including a spacious eat in kitchen, 2 beautiful living rooms w/ wood burning fireplaces, a stunning dining room for holidays & dinner

Kim Covino Compass

5 Thoreau Cir, Winchester, MA 01890

/41
Est $2,903,940 Not Listed For Sale
- 5 Beds
- 7 Baths
- 5,830 Sq Ft
108 Arlington St, Winchester, MA 01890

108 Arlington St, Winchester, MA 01890

/7
$3,450,000 Pending
- 5 Beds
- 4.5 Baths
- 4,800 Sq Ft
58 Wedgemere Ave, Winchester, MA 01890

Experience the timeless charm of this stunning English Tudor in Winchester’s coveted Flats neighborhood. Set on an oversized lot with mature landscaping, this home is undergoing a full renovation and expansion by Mark Stephen Development, blending classic elegance with modern luxury. The reimagined design features two fireplaces, an expansive family room, living room, dining room, first- and

Mark Donnellan Advisors Living - Winchester

58 Wedgemere Ave, Winchester, MA 01890
/40
$1,500,000 Sold Nov 01, 2024
- 2,874 Sq Ft
- $522/SF
- 6 Days On Market
- 2 Beds
- 3 Baths
- Built 1952
57 Hutchinson Rd, Winchester, MA 01890

Calling all nature enthusiasts! This property is perfect for you, whether you're a passionate gardener or a devoted golfer. From the front yard, you'll relish a stunning view of the thirteenth fairway at Winchester Country Club. The backyard features mature plantings, vibrant perennials, a charming koi pond, and a relaxing patio. This single-story home is designed for easy living, with a

Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

57 Hutchinson Rd, Winchester, MA 01890

/42
Est $2,183,464 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

/22
$4,200,000 Pending
- 6 Beds
- 5.5 Baths
- 5,208 Sq Ft
3 Foxcroft Rd, Winchester, MA 01890

Nearing completion! Welcome to this exquisite 6-bedroom, 5-1/2 bath residence nestled in one of Winchesters most prestigious neighborhoods. This completely rebuilt, expanded & tastefully renovated home is one of a kind, offering a perfect blend of elegance & modern sophistication for a lifestyle of luxury & comfort. Step inside to discover a beautifully designed interior that exudes charm & style

Kim Covino Compass

3 Foxcroft Rd, Winchester, MA 01890
/35
$670,000 Sold Oct 31, 2024
- 968 Sq Ft
- $692/SF
- 11 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1963
5 Charles Rd Unit 5, Winchester, MA 01890

Presenting a 2- Bedrooms unit with 2.5 Baths with partially finished lower level at The Residences at Winchester. This unit has oversized back yard and hardwood floors on upper two floors. First floor feature living room-Dining Room and kitchen with half bath. Second floor has two Bedrooms and full bath. Lower level has a office / play room with a bath. Freshly painted interior and Refinished

Rajive Dogra Coldwell Banker Realty - Lexington

5 Charles Rd Unit 5, Winchester, MA 01890

/40
Est $1,813,623 Not Listed For Sale
- 4 Beds
- 2 Baths
- 3,205 Sq Ft
8 Sachem Rd, Winchester, MA 01890

8 Sachem Rd, 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
/19
$277,000 Sold Oct 31, 2024
- 450 Sq Ft
- $616/SF
- 13 Days On Market
- 1 Bath
- Built 1966
200 Swanton St Unit T8, Winchester, MA 01890

A rare opportunity to own in a prime Winchester location! Desirable private/direct-entry terrace level Studio condo at the Parkview Condominiums. This updated sun flied unit offers convenient walk-out access with a private covered patio, perfect for enjoying the outdoors & offers direct views into the duck pond, waterways & courtyard gardens. This unit is larger than many offering ample space for

Kim Covino Compass

200 Swanton St Unit T8, Winchester, MA 01890

/25
Est $1,803,480 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 2,682 Sq Ft
1 Indian Hill Rd, Winchester, MA 01890

1 Indian Hill 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
/22
$360,000 Sold Oct 31, 2024
- 606 Sq Ft
- $594/SF
- 20 Days On Market
- 1 Bed
- 1 Bath
- Built 1966
200 Swanton St Unit 422, Winchester, MA 01890

An excellent opportunity for investors or owner-occupants to own a property in picturesque Winchester! Located just a short stroll from Winchester Center's restaurants, shops, and parks, this spacious and sunlit one-bedroom unit at Parkview Condominiums offers stunning views of gardens, ponds, and wildlife from your living room or private balcony. Enjoy the convenience of ample parking, including

Jack Bruneau Coldwell Banker Realty - Newton

200 Swanton St Unit 422, Winchester, MA 01890

/40
Est $1,521,700 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 2,071 Sq Ft
10 Westland Ave, Winchester, MA 01890

10 Westland Ave, 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
/37
$1,421,000 Sold Oct 30, 2024
- 2,793 Sq Ft
- $509/SF
- 6 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1958
4 Albamont Rd, Winchester, MA 01890

Beautiful and spacious 5 bedroom, 2.5 bathroom contemporary Cape in one of Winchester’s nicest west side neighborhoods, situated on lovely landscaped grounds. A well cared-for home with so many updates! Newer quartz countertop kitchen with island and stainless steel appliances, beautiful hardwood floors throughout, bright living room with fireplace, dining room with built-in corner cabinet,

The Ridick Revis Group Compass

4 Albamont Rd, Winchester, MA 01890

/42
Est $2,114,606 Not Listed For Sale
- 7 Beds
- 3 Baths
- 4,090 Sq Ft
5 Swan Rd, Winchester, MA 01890

5 Swan Rd, Winchester, MA 01890

/42
$2,400,000 Sold Oct 28, 2024
- 4,138 Sq Ft
- $580/SF
- 5 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1962
5 Pilgrim Dr, Winchester, MA 01890

Welcome to your dream home, nestled in a tranquil cul-de-sac! This property combines luxury and functionality, featuring multiple living areas perfect for entertaining. At the heart of the home is a gourmet kitchen with a Wolf cooktop, dual ovens, two Sub Zero refrigerators, and butler's pantry with a wine cooler—ideal for culinary enthusiasts. The family room boasts cathedral ceilings with a

Andersen Group Realty Keller Williams Realty Boston Northwest

5 Pilgrim Dr, Winchester, MA 01890

/41
Est $1,315,207 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,092 Sq Ft
32 Cambridge St, Winchester, MA 01890

32 Cambridge St, Winchester, MA 01890

/42
$3,005,000 Sold Oct 25, 2024
- 5,896 Sq Ft
- $510/SF
- 8 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2024
15 W Chardon Rd, Winchester, MA 01890

Elegance meets modern luxury in this stunning new construction home located at 15 W Chardon Road, Winchester. Nestled in a sought after neighborhood, this 5/6-bedroom, 5.5-bathroom residence offers a timeless appeal and an array of upscale amenities. The primary suite is a sanctuary of indulgence, featuring an oversized deck, offering a serene retreat for relaxation and enjoyment. For those with

Philip Vita Compass

15 W Chardon Rd, Winchester, MA 01890

/42
Est $1,127,823 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,657 Sq Ft
8 Chesterford Rd E, Winchester, MA 01890

8 Chesterford Rd E, Winchester, MA 01890

/2
$915,000 Sold Oct 24, 2024
- 2,020 Sq Ft
- $453/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1985
49 Edward Dr Unit 49, Winchester, MA 01890

Welcome to this stunning townhouse in Pepper Hill Estates. It features an open floor plan with beautiful hardwood floors and abundant natural light. The kitchen with stainless steel appliances, flows into a spacious living area. With 3 bedrooms plus a guest room/office or playroom, the flexible floor plan caters to your needs.The home also boasts 2 fireplaces, 2.5 bathrooms, and central A/C and

Alina Wang Coldwell Banker Realty - Lexington

49 Edward Dr Unit 49, Winchester, MA 01890

/35
Est $1,913,709 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,846 Sq Ft
12 Ardley Place, Winchester, MA 01890

12 Ardley Place, Winchester, MA 01890

/41
$2,000,000 Sold Oct 22, 2024
- 4,925 Sq Ft
- $406/SF
- 28 Days On Market
- 4 Beds
- 4 Baths
- Built 1999
6 Cambridge St, Winchester, MA 01890

Nestled on Myopia Hill, close to the Winchester Country Club this grand colonial is unparalleled and is an entertainer's dream! Its unique design with large scale rooms caters to both family gatherings and lavish parties. The sun-drenched Great Room, boasting 16ft cathedral ceilings, majestic windows, and a towering stone fireplace is the focal point of this fabulous home w/ French doors leading

Kim Covino Compass

6 Cambridge St, Winchester, MA 01890

/37
Est $1,426,073 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,350 Sq Ft
8 Parker Rd, Winchester, MA 01890

8 Parker Rd, Winchester, MA 01890

/28
$2,357,000 Sold Oct 18, 2024
- 3,679 Sq Ft
- $641/SF
- 3 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2017
57 Winford Way, Winchester, MA 01890

Offer accepted,Open House cancel!Stunning custom-built colonial home from 2017! This property boasts an open floor plan with soaring ceilings, abundant natural light, and hardwood floors paired with recessed lighting throughout. The first floor features a spacious layout centered around a show-stopping kitchen, crafted by Bespoke of Winchester, equipped with BlueStar/Sub-Zero stainless steel

Dan Li Keller Williams Realty

57 Winford Way, Winchester, MA 01890

/39
Est $1,668,226 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,592 Sq Ft
59 Woodside Rd, Winchester, MA 01890

59 Woodside Rd, Winchester, MA 01890

/33
$1,700,000 Sold Oct 18, 2024
- 3,061 Sq Ft
- $555/SF
- 26 Days On Market
- 4 Beds
- 5 Baths
- Built 1937
25 Englewood Rd, Winchester, MA 01890

Exquisitely renovated down to the studs and close to completion w/ over 3,000 sq ft in a great neighborhood! The home offers 4 Bedrooms + Loft, 3 full and 2 half baths w/ designer tile, 6"wide hardwood floors on all 3 living levels. First floor has an open floor plan and great flow for entertaining. Large eat-in Kitchen with island, Quartz counters and SS appliances. Stepdown to a huge living

Lisa Simmons William Raveis R.E. & Home Services

25 Englewood Rd, Winchester, MA 01890

/29
Est $1,054,386 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,630 Sq Ft
7 Brantwood Rd, Winchester, MA 01890

7 Brantwood Rd, Winchester, MA 01890

/12
$1,049,294 Sold Oct 18, 2024
- Land
- 0.86 Acre
- $1,220,109 per Acre
- 125 Days On Market
3 Cambridge St, Winchester, MA 01890

WATERFRONT BUILDABLE LOT! Expansive 37,522 Sqft lot (0.86 acres) on the peaceful upper Mystic Lake, home of the Winchester Boat Club and Medford Boat Club. Build your dream home with serene lake views and the distant Boston Skyline. This sprawling lot is located across the street from the Winchester Country Club, minutes from Shannon Beach and Mystic Lakes State Park. Located in both Winchester

Paul Cirignano The Synergy Group

3 Cambridge St, Winchester, MA 01890

/40
Est $1,743,837 Not Listed For Sale
- 4 Beds
- 2 Baths
- 3,395 Sq Ft
4 Ardley Rd, Winchester, MA 01890

4 Ardley Rd, Winchester, MA 01890

/42
$1,225,000 Sold Oct 15, 2024
- 2,958 Sq Ft
- $414/SF
- 9 Days On Market
- 2 Beds
- 3.5 Baths
- Built 1994
7 Wainwright Rd Unit 97, Winchester, MA 01890

Unbeatable value and exceptional living in The Ledges! Unit #97 is a “B-style” townhouse with a flexible floorplan offering great potential. An entryway w/ soaring ceiling leads to a first floor bonus room which is perfect as a home office or extra bedroom, eat-in kitchen, half bath, laundry area, and open concept dining room/living room w/ gas fireplace & vaulted ceiling. From the dining room

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

7 Wainwright Rd Unit 97, Winchester, MA 01890

/22
Est $1,447,900 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,495 Sq Ft
166 Pond St, Winchester, MA 01890

166 Pond St, Winchester, MA 01890

/30
$1,200,000 Sold Oct 15, 2024
- 2,145 Sq Ft
- $559/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1994
7 Wainwright Rd Unit 94, Winchester, MA 01890

Enjoy the relaxing life style at the Ledges Condominium set atop a quiet natural preserve on the West side of Winchester, close to major highways and shopping. Condo amenities include in-ground swimming pool, club house, and tennis courts. This attractive, well-maintained and laid out "A-style" unit offers three bedrooms, two with private full baths, vaulted ceilings, and walk-in closets.

Joseph Farragher JPF Real Estate Services

7 Wainwright Rd Unit 94, Winchester, MA 01890

/42
Est $2,454,516 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,659 Sq Ft
10 Norfolk Rd, Winchester, MA 01890

10 Norfolk Rd, Winchester, MA 01890

/38
$661,000 Sold Oct 15, 2024
- 1,461 Sq Ft
- $452/SF
- 35 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1976
50 Lake St Unit I, Winchester, MA 01890

Brick townhouse in desireable downtown location situated on Wedge Pond! Watch the swans float by from your patio as you enjoy the tranquil setting and gorgeous view! Recently renovated kitchen with island peninsula; full dining room with bow window, 13 x 18 living room (and master bedroom), 2 Bedrooms; 1.5 Baths; spacious family rm (or home office), extra storage in basement and/attic, in

Diane Plunkett Plunkett Properties

50 Lake St Unit I, Winchester, MA 01890

/42
Est $1,762,184 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,180 Sq Ft
85 Pond St, Winchester, MA 01890

85 Pond St, Winchester, MA 01890

/41
$735,000 Sold Oct 11, 2024
- 1,475 Sq Ft
- $498/SF
- 8 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1985
171 Swanton St Unit 33, Winchester, MA 01890

Discover your dream home in this bright and airy townhome located in the desirable Villages Condominium. A stunning foyer welcomes you, leading to a spacious living room bathed in natural light from the skylight. Relax by the inviting fireplace or entertain guests in this well-lit space. The home features generous walk-in closets, providing ample storage space. A brand new HVAC system with a

Andersen Group Realty Keller Williams Realty Boston Northwest

171 Swanton St Unit 33, Winchester, MA 01890

/41
Est $1,972,492 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,200 Sq Ft
73 Pond St, Winchester, MA 01890

73 Pond St, Winchester, MA 01890

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Massachusetts Winchester

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