77 Properties Available In Winchester
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$9,800
Single Family Home
31 Coolidge St #0, Winchester, MA 01890
Available now! Welcome to this beautifully renovated and maintained colonial at a very quiet street in a desirable neigh...
Listed by Carlos Xu of Lexwin Realty
$5,500
Multi-Family, Townhouse
48 Spruce #48, Winchester, MA 01890
Walk to town from this completely renovated 4 bedroom, 3.5 bath, 4 level attached home. Excellent finishes and space. B...
Listed by Julia Marino of Archambault Real Estate
$2,950,000
Single Family Home
14 Nassau Drive, Winchester, MA 01890
Stunning Absolutely! Custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a m...
Listed by Weidong Li of WINN Real Estate & Consulting
$2,899,000
Single Family Home
11 Taft Dr, Winchester, MA 01890
Luxury and location converge in this stunning 5-bedroom, 5.5-bathroom home nestled in one of Winchester's most coveted W...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
$9,500
Single Family Home
23 Jefferson Road, Winchester, MA 01890
Stunning 6BR/4.5BA Fully Furnished Home w/ Office, Fireplace & Private Patio – Move-In Ready! Spacious and beautifully a...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
$2,099,000
Single Family Home
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 in...
Listed by Alina Wang Team of Coldwell Banker Realty - Lexington
$4,500
Condo
171 Swanton Street #63, Winchester, MA 01890
Available at "The Village." End unit with three bedrooms/two and a half bathrooms, attached garage, granite kitchen, sky...
Listed by Gary Vrotsos Team of Coldwell Banker Realty - Cambridge
$3,599,000
Single Family Home
27 Everett Ave, Winchester, MA 01890
Completely renovated in 2023/2024! This is one of the most distinguished homes on Everett Avenue, with preeminent sitin...
Listed by The Pallotta Group of Advisors Living - Winchester
$11,000
Single Family Home
34 Glen Road, Winchester, MA 01890
TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot wi...
Listed by Kim Covino & Co. Team of Compass
$2,449,000
Single Family Home
5 Azalea Rd, Winchester, MA 01890
Exceptional Home nestled in one of Winchester's most desirable West Side Neighborhoods and on a Cul de Sac! Open Floor P...
Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate
$3,799,900
Single Family Home
11 Viking Rd, Winchester, MA 01890
Prepare to be captivated by the elegance of 11 Viking Rd. This magnificent home, boasting over 7,000 square feet of luxu...
Listed by The McLaren Team of Compass
$1,295,000
Single Family Home
71 Woodside Rd, Winchester, MA 01890
Nestled in the heart of Winchester, this charming 4-bedroom, 1.5-bathroom single-family home offers 2,202 square feet of...
Listed by Jorge Rodriguez of Carlton's Wharf & Co.
$7,500
Condo
846 Main Street #4, Winchester, MA 01890
Top of the Line! Stunning newer construction luxury Penthouse available for rent. Elevator access steps from private, he...
Listed by Anthony Marino of The Marino Group Collection
$1,150,000
Single Family Home
61 Westland Avenue, Winchester, MA 01890
Welcome to this oversized Cape in a lovely west side neighborhood of Winchester. Opportunity for a little TLC or a sign...
Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate
$6,500
Multi-Family, Townhouse
40 Church #A, Winchester, MA 01890
ONE OF A KIND 4 bed, 3.5 baths, luxury townhouse in the heart of Winchester Center! Don't miss out on this home with bot...
Listed by Sarkis James Kavlakian of Real Estate by Hughes & Assoc. Inc.
$2,650,000
Single Family Home
8 Tanglewood Lane, Winchester, MA 01890
This expansive contemporary residence exudes elegance & sophistication and offers the perfect layout for gatherings & ev...
Listed by Kim Covino & Co. Team of Compass
$2,399,000
Single Family Home
276 High Street, Winchester, MA 01890
This stunning, freshly painted, home is located in a picturesque and unique setting, elevated on a small hill with a pri...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
$3,149,000
Single Family Home
10 Sheffield Road, Winchester, MA 01890
This stunning Colonial Revival home, situated on one of Winchester's most desirable streets, is just moments from the tr...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
$3,698,000
Single Family Home
20 Amberwood Dr, Winchester, MA 01890
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceili...
Listed by Sino-US Realty Team of Keller Williams Realty
$3,989,000
Single Family Home
26 Swan Road, Winchester, MA 01890
Nestled in the heart of Myopia Hill, this custom-built home is sure to impress! Live your best life at 26 Swan Road offe...
Listed by Kim Covino & Co. Team of Compass
$2,890,000
Single Family Home
8 Chestnut St, Winchester, MA 01890
Newly constructed 5,366 sq ft luxury home with attached 2 car garage! Featuring 5 bedrooms, 4 full and 2 half bath, and ...
Listed by The McLaren Team of Compass
$4,500
Single Family Home
17 Russell Rd, Winchester, MA 01890
Single-family home with 3 bedrooms and 1.5 baths. Move in date: 6/1/2025. Tenant pays all utilities (gas, heat, electric...
Listed by Tsz Mui Kwan of Kwan Realty Inc.
$699,900
Condo
7 Conant Rd #20, Winchester, MA 01890
Rarely available and beautifully renovated first-floor unit at The Willows designed with everyday functionality in mind....
Listed by Brian Woods of Woods Properties Inc.
$3,699,000
Single Family Home
54 Johnson Road, Winchester, MA 01890
This newly constructed home faces Old Village Dr. & redefines modern luxury! Designed w/ both elegance & everyday comfor...
Listed by Kim Covino & Co. Team of Compass