16 Properties Available In Winchester
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- Price-High To Low
- Price-Low To High
- Newest Listings
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$1,899,000
Single Family Home
20 Seneca Road, Winchester, MA 01890
Welcome home to this picture-perfect Colonial, tucked away in a quiet, sought-after neighborhood just steps from Ambrose...
Listed by Stephanie Mcgowan of Better Homes and Gardens Real Estate - The Shanahan Group

$1,825,000
Single Family Home
10 Olde Lyme Road, Winchester, MA 01890
Come see this spacious 5-bedroom home offered at a NEW PRICE of $1,825,000! Located near the end of a quiet cul-de-sa...
Listed by Darryl E. Brian of RE/MAX Bentley's

$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

$1,550,000
Single Family Home
189 Mystic Valley Pkwy, Winchester, MA 01890
Perfectly situated just moments from the vibrant heart of Winchester, this Mansard-roofed beauty offers a harmonious ble...
Listed by Anne Spry of Barrett Sotheby's International Realty

$3,600
Multi-Family, Townhouse
171 Swaton St #16, Winchester, MA 01890
Sunny and Bright Townhouse in a Desirable Location! This well-maintained townhouse offers comfortable living across two ...
Listed by Wei Wang of WW Real Estate LLC

$1,880
Condo
200 Swanton #704, Winchester, MA 01890
Studio Apartment for Rent – Parkview Condominiums, Winchester, MAWelcome to Parkview Condominiums. This spacious studio ...
Listed by Joan Powell of Advisors Living - Merrimac

$1,650
Condo
200 Swanton #502, Winchester, MA 01890
This rental is SHORT TERM and comes fully furnished. Sparkling, recently renovated studio with amazing views of a beauti...
Listed by Susan Murie of Aikenhead Real Estate, Inc.

$3,600
Multi-Family, Townhouse
38 Florence Street #38, Winchester, MA 01890
3-Bed / 2 Full-bath apartment in a desirable Winchester neighborhood for rent. Situated at a quiet street, this three-be...
Listed by WINN Rental Team of WINN Real Estate & Consulting

$1,599,000
Single Family Home
14 Hillside Ave, Winchester, MA 01890
Location, location, location! Rare opportunity to own this stunning Italianate home, in a desirable neighborhood, steps ...
Listed by Seeme Moreira of Coldwell Banker Realty - Lexington

$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

$965,000
Single Family Home
48 Tremont Street, Winchester, MA 01890
Welcome to this well loved 4-bedroom expanded Cape, on quiet cul-de-sac, cared for by the original owners for nearly 65 ...
Listed by Michael Rauseo of Better Homes and Gardens Real Estate - The Shanahan Group

$1,199,000
Single Family Home
10 Allen Rd, Winchester, MA 01890
Located in a very desirable East Hill neighborhood, this one owner Circa 1929 Dutch Colonial offers a wonderful opportun...
Listed by Sally Baldwin of Coldwell Banker Realty - Lexington

$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

$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.