66 Properties Available In Winchester
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$1,650,000
Single Family Home
82 Hillcrest Parkway, Winchester, MA 01890
Nestled directly across from the breathtaking Middlesex Fells Reservation, this home offers the perfect blend of charm, ...
Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group

$3,799,000
Single Family Home
40 Foxcroft Road, Winchester, MA 01890
An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern lux...
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$3,099,000
Single Family Home
80 Arlington St, Winchester, MA 01890
New roof. New landscaping. New exterior paint. New price! With its coveted setting, elegant bones, and enduring charm, t...
Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

$3,099,000
Single Family Home
44 Cabot Street, Winchester, MA 01890
Welcome to 44 Cabot Street, a newly built home in one of Winchester's most desirable neighborhoods. Offering over 6,000 ...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$1,869,000
Single Family Home
20 Grove Pl, Winchester, MA 01890
From the moment you enter this European-style Victorian, you'll be charmed. The first level features an eat-in kitchen w...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$1,199,900
Single Family Home
102 Hillcrest Pkwy, Winchester, MA 01890
Attention renovators and investors! This Cape-style home in need of significant renovation offers 7 rooms, 4 bedrooms, a...
Listed by Curtis Howe of Howe Realty Group

$1,499,000
Condo
7 Wainwright Rd #118, Winchester, MA 01890
Exceptional 3 Bedroom 3 1/2 Bath Highly Desired End Unit Townhome at The Ledges! Main Level Features include: Inviting S...
Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate

$3,250,000
Single Family Home
8 Priscilla Ln, Winchester, MA 01890
Welcome to 8 Priscilla Ln, Winchester—a brand-new 5 bed, 5.5 bath luxury home designed by Salt & Stone Co where elevated...
Listed by The Pezzano Group of Rise Signature Homes

$385,000
Condo
200 Swanton St #T28, Winchester, MA 01890
Charming 1-bedroom condo for sale at Parkview Condominiums in Winchester! This bright and inviting unit offers an open l...
Listed by Joan Powell of Gibson Sotheby's International Realty

$2,200
Condo
200 Swanton St #T28, Winchester, MA 01890
Bright and sunny 1-bedroom condo in desirable Parkview Condominiums, Winchester! This charming unit features an open liv...
Listed by Joan Powell of Gibson Sotheby's International Realty

$1,890
Condo
200 Swanton St #708, Winchester, MA 01890
Sunny top-level studio apartment available now at desirable Parkview Condominiums in Winchester! This bright and open st...
Listed by Joan Powell of Gibson Sotheby's International Realty

$1,850
Condo
200 Swanton St #640, Winchester, MA 01890
Bright and sunny 6th-floor studio available November 1 at desirable Parkview Condominiums in Winchester! This inviting t...
Listed by Joan Powell of Gibson Sotheby's International Realty

$5,700
Condo
2 Rangeley Road #2, Winchester, MA 01890
Location, Location, Location!! This beautifully updated 2 bedroom 2.5 bath conveniently located in Winchester Center. Re...
Listed by Kim Covino & Co. Team of Compass

$6,900
Condo
846 Main Street #4, Winchester, MA 01890
No equal. Stunning, newer construction luxury Penthouse available for rent. Elevator access steps from private, heated, ...
Listed by Anthony Marino of The Marino Group Collection

$1,425,000
Condo
7 Wainwright Rd #29, Winchester, MA 01890
Welcome to The Ledges, Winchester's premier hilltop community offering refined, resort-style living with modern convenie...
Listed by Joanne Hofmann of Coldwell Banker Realty - Lexington

$2,799,000
Single Family Home
53 Winford Way, Winchester, MA 01890
Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with ev...
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$1,499,000
Single Family Home
53 Bacon Street, Winchester, MA 01890
Location, Location, Location! This beautifully maintained 3-bedroom, 2.5 bath multi-level home perfectly balances conven...
Listed by Taleen Chiofaro of Leading Edge Real Estate

$2,275,000
Single Family Home
15 Wildwood Street, Winchester, MA 01890
Welcome to 15 Wildwood Street — a quintessential Winchester residence offering timeless character, modern amenities & en...
Listed by Kim Covino & Co. Team of Compass

$1,250,000
Single Family Home
50 Lincoln Street, Winchester, MA 01890
This beautiful Victorian home, featuring an inviting front porch, stunning period detail including wainscoting, original...
Listed by Lynne Russo of Better Homes and Gardens Real Estate - The Shanahan Group

$2,050
Condo
200 Swanton #432, Winchester, MA 01890
This beautifully maintained one-bedroom condo at Parkview offers exceptional value in Winchester—one of Massachusetts' m...
Listed by team_hestia of Hestia

$1,199,000
Single Family Home
16 Ridge Street, Winchester, MA 01890
ATTENTION CONTRACTORS/BUILDERS & BUYERS LOOKING TO BUILD EQUITY~whether you do a light update/ expand or completely reno...
Listed by Kim Covino & Co. Team of Compass

$2,125,000
Single Family Home
5 Azalea Road, Winchester, MA 01890
NEW PRICE & UPDATES BEAUTIFULLY REIMAGINED!Welcome home to this stunning brick ranch tucked on a quiet cul-de-sac in Win...
Listed by Anthony Marino of The Marino Group Collection

$2,795,000
Single Family Home
18 Middlesex St, Winchester, MA 01890
A masterpiece of design and craftsmanship. Every detail has been meticulously curated, blending timeless elegance with s...
Listed by Candice Macoul of Luxury Living Real Estate

$3,199,000
Single Family Home
39 Town Way, Winchester, MA 01890
Discover all this gorgeous new construction home in top East Side location will offer! Designed with today's lifestyle i...
Listed by Kim Covino & Co. Team of Compass
