77 Properties Available In Winchester
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- Newest Listings
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$2,749,000
Single Family Home
107 Cambridge Street, Winchester, MA 01890
Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern ...
Listed by Maija Sawyer of William Raveis R.E. & Home Services
$1,389,900
Condo
63 Church Street #63, Winchester, MA 01890
Back Bay meets Winchester in this victorian style attached residence in a premier Flats/ downtown location. This lovingl...
Listed by Nancy Ciampa McLaughlin of Redfin Corp.
$4,300
Condo
83 Church #9, Winchester, MA 01890
Much sought after location! Sun filled, 2 bed, 2.5 bath condo in the former Wyman School. This lovely slate roofed, bric...
Listed by Diane Plunkett of Plunkett Properties
$3,895,000
Single Family Home
25 Wedgemere Ave, Winchester, MA 01890
Stately elegance resides on one of the most desirable streets in the “Flats". This sprawling home details fine craftsman...
Listed by Prestige Homes Realty Team of Prestige Homes Real Estate, LLC
$3,199,000
Single Family Home
54 Wedgemere Avenue, Winchester, MA 01890
Experience exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard! Thoughtfully up...
Listed by Kim Covino & Co. Team of Compass
$749,900
Condo
7 Conant Rd #37, Winchester, MA 01890
Welcome to this beautifully updated corner unit townhouse-style condo, offering ample-sized rooms, abundant natural ligh...
Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate
$2,800
Condo
13 Oak Street #1, Winchester, MA 01890
1ST FLOOR! REMODELED 2 Bedroom apartment in 2 family boasts beautifully restored hardwood floors, high celings and great...
Listed by Chuha & Scouten Team of Leading Edge Real Estate
$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
$3,000
Multi-Family, Townhouse
11 Bradford #11, Winchester, MA 01890
Bright & Sunny 3 bedroom, 1.5 bathroom, hardwood floor throughout townhome with 3 level living. it features living room,...
Listed by Wei Wang of WW Real Estate LLC
$1,449,000
Condo
20 Fletcher Street #20, Winchester, MA 01890
Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downt...
Listed by Kim Covino & Co. Team of Compass
$4,300
Multi-Family, Townhouse
67 Church #67, Winchester, MA 01890
Enjoy this beautiful renovated home right outside Winchester center! Direct entry unit completely updated all new with g...
Listed by Kim Covino & Co. Team of Compass
$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
$2,899,000
Single Family Home
11 Fieldstone Drive, Winchester, MA 01890
Stunning 5BD/4.5BA contemporary estate on a private cul-de-sac in Winchester's most coveted neighborhood. Modern design ...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
$1,399,000
Single Family Home
147 Highland Ave, Winchester, MA 01890
Discover this charming renovated 3 bed 2 bath home with close proximity to the Fells trails & Winchester town center inc...
Listed by Kim Covino & Co. Team of Compass
$2,999,999
Single Family Home
Lot 3 Abby Road, Winchester, MA 01890
Welcome to your dream home! This brand-new, meticulously crafted residence offers the perfect blend of luxury & comfort ...
Listed by Vita Realty Group of Compass
$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
$4,950
Single Family Home
137 Ridge St, Winchester, MA 01890
Available 5/1/25! Set in one of Greater Boston's most sought-after communities, this oversized 5-bed, 2-bath Cape offers...
Listed by The Elle Group of Berkshire Hathaway HomeServices Commonwealth Real Estate
$2,599,000
Single Family Home
15 Churchill Road, Winchester, MA 01890
Indulge in modern luxury with this stunning home, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamle...
Listed by Kim Covino & Co. Team of Compass
$1
Commercial
7 Mckay Ave, Winchester, MA 01890
Call List Agent
Listed by Danny Cruz of The Stubblebine Company
$1,499,900
Single Family Home
7 Thornberry Road, Winchester, MA 01890
Renovated Contemporary Split-entry 3 Level home in the highly sought-after Vinson- Owen Elementary and West-side neighbo...
Listed by Salim Chowdhury of TAJ Mahal Realty LLC
$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
$2,680
Condo
200 Swanton St #239, Winchester, MA 01890
Enjoy scenic water views from this beautifully updated second-floor condo, perfectly situated overlooking the pond. This...
Listed by Joan Powell of Advisors Living - Merrimac
$1,499,000
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