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Properties listed in Winchester

Residential
Active

8 Chestnut St, Winchester MA 01890 – 5...

$ 3,299,000
This iconic vintage farmhouse seamlessly blends historic charm with modern luxury. Spannin ...
5 5 5,366.00 ft2details
Residential
Pending

23 Olde Village Dr, Winchester MA 01890 &#82...

$ 1,879,000
Welcome to this exceptional one floor living ranch-style home, a true haven for both luxur ...
3 3.5 4,997.00 ft2details
Residential Income
Active

67-69 Hemingway St, Winchester MA 01890 &#82...

$ 1,199,000
Exceptional multi-family opportunity with unlimited potential. Developers and contractor o ...
5 3.5 2,918.00 ft2details
Residential
Pending

149 Horn Pond Brook Rd, Winchester MA 01890 ...

$ 1,600,000
Picture perfect cape style home across from the Lynch Elementary School. This beautiful ho ...
5 2 2,331.00 ft2details
Residential
Closed

1 Socrates Way, Winchester MA 01890 – ...

$ 1,799,000
Welcome to your private retreat at Chez Brazo. Nestled on a spacious 1+ acre lot, this pro ...
5 3.5 5,123.00 ft2details
Residential
Active

50 Winford Way, Winchester MA 01890 – ...

$ 2,599,000
Stunning new construction! Energy star rated, high efficiency 5 bed 4.5 bath home perfectl ...
5 4.5 4,270.00 ft2details
Residential
Closed

11 Plymouth Road, Winchester MA 01890 &#8211...

$ 1,949,000
OPEN HOUSE SUNDAY 11/17 11:30-1:00pm. Magnificent Brick Colonial, perfectly situated at th ...
4 3.5 3,611.00 ft2details
Residential
Active

58 Wedgemere Ave, Winchester MA 01890 &#8211...

$ 3,450,000
Experience the timeless charm of this stunning English Tudor in Winchester’s coveted Flats ...
5 4.5 4,800.00 ft2details
Residential
Pending

64 Wildwood St, Winchester MA 01890 – ...

$ 2,985,000
Exquisitely restored brick Colonial situated in the sought-after Flats neighborhood of Win ...
5 4.5 4,400.00 ft2details
Residential
Closed

20 Hancock St # 20, Winchester MA 01890 &#82...

$ 679,900
Welcome to Winchester ! This townhouse with large shared backyard is located on lovely tre ...
3 1.5 1,752.00 ft2details
Residential
Active

5 Alben Street, Winchester MA 01890 – ...

$ 1,650,000
Welcome to this charming Colonial, thoughtfully maintained by its owners! Nestled on a pea ...
4 2.5 3,381.00 ft2details
Residential
Pending

16 Wickham Rd, Winchester MA 01890 – 5...

$ 2,850,000
Tucked away on a quiet sought after neighborhood, just steps away from the Wedgemere Stati ...
5 5 5,850.00 ft2details
Residential
Active

48 Wedgemere Avenue, Winchester MA 01890 &#8...

$ 2,249,000
This elegant 1914 Revival home combines timeless charm w/ exceptional architectural detail ...
5 4.5 4,173.00 ft2details
Residential
Pending

23 Everett Ave, Winchester MA 01890 – ...

$ 3,199,000
Talk about curb appeal! This fabulous Colonial home beckons with an amazing front porch ov ...
6 5 4,714.00 ft2details
Residential
Closed

6 Governors Avenue, Winchester MA 01890 &#82...

$ 1,199,000
Welcome to this impeccably maintained & beautifully updated Colonial on large lot near ...
3 1.5 1,883.00 ft2details
Residential
Active Under Contract

6 Ardley Pl, Winchester MA 01890 – 5 b...

$ 2,300,000
Tucked away on a dead-end street, 6 Ardley Place blends classic character with modern comf ...
5 3.5 3,676.00 ft2details
Residential
Closed

16 Ardley Place, Winchester MA 01890 –...

$ 2,799,000
Beautiful & magnificent, this colonial single family offers a perfect blend of timeles ...
5 5 4,324.00 ft2details
Residential
Active Under Contract

3 Foxcroft Road, Winchester MA 01890 –...

$ 4,200,000
Nearing completion! Welcome to this exquisite 6-bedroom, 5-1/2 bath residence nestled in o ...
6 5.5 5,208.00 ft2details
Residential
Pending

60 Edward Drive # 60, Winchester MA 01890 &#...

$ 925,000
Welcome to this move in ready townhouse in Pepper Hill Estates! Enjoy easy living with thi ...
2 2.5 2,418.00 ft2details
Residential
Closed

666 Main St # L3, Winchester MA 01890 &#8211...

$ 699,000
Welcome to 666 Main St Unit L3- Ground level 2 Bedroom Unit with Sliders to Patio overlook ...
2 2 1,160.00 ft2details
Residential
Active

189 Mystic Valley Pkwy, Winchester MA 01890 ...

$ 1,899,900
Nestled in a coveted location just moments from the heart of downtown Winchester, the stun ...
6 2.5 3,543.00 ft2details
Residential
Pending

666 Main Street, Winchester MA 01890 –...

$ 679,000
Welcome to 666 Main Street, Unit LV2, Winchester. This beautiful well maintained 2 bedroom ...
2 2 1,160.00 ft2details
Residential
Active

15 Churchill Road, Winchester MA 01890 &#821...

$ 2,699,000
Indulge in modern luxury with this 2024 masterpiece, set on a double 1/2 acre lot. This 4 ...
4 4.5 5,501.00 ft2details
Residential
Active

7 Wainwright Rd # 8, Winchester MA 01890 &#8...

$ 1,699,000
Welcome to The Ledges! This is a desirable end unit located in a fabulous cul de sac locat ...
3 3.5 3,763.00 ft2details
Residential
Pending

18 Kirk St, Winchester MA 01890 – 4 be...

$ 1,099,900
Back on. market, buyers got cold feet! Welcome to 18 Krik In the beautiful town of Winches ...
4 3 2,653.00 ft2details
Residential
Active

3 Lagrange St, Winchester MA 01890 – 4...

$ 2,699,000
Nestled in a sought-after neighborhood, this stunningly reimagined home combines timeless ...
4 3.5 4,060.00 ft2details
Residential
Closed

48 Water St # 48, Winchester MA 01890 &#8211...

$ 1,450,000
Embrace elegance and convenience with this exquisite townhouse that's been meticulously de ...
4 3.5 2,632.00 ft2details
Residential
Active

54 Johnson Road, Winchester MA 01890 –...

$ 3,999,000
This newly constructed home faces Old Village Dr. & redefines modern luxury! Designed ...
7 7.5 7,982.00 ft2details
Residential
Active

6 Vinson Cir, Winchester MA 01890 – 6 ...

$ 4,199,000
Nestled on a cul-de-sac in Winchester's desirable west side, this brand-new construction r ...
6 7.5 7,500.00 ft2details
Residential
Pending

7 Wainwright Rd # 22, Winchester MA 01890 &#...

$ 1,495,000
Now is the time to make a move! Step into a sophisticated lifestyle as you enter through a ...
2 2.5 3,350.00 ft2details
Residential Income
Pending

62 Richardson St, Winchester MA 01890 &#8211...

$ 1,060,000
Stunning Two-Family home in idyllic Winchester - Ideal for multi-generational living, inve ...
5 2.5 2,849.00 ft2details
Residential
Active

27 Everett Ave, Winchester MA 01890 – ...

$ 3,799,000
This is one of the most notable and distinguished homes on Everett Avenue, with preeminent ...
6 5.5 7,431.00 ft2details
Residential
Active

5 Clearwater Rd, Winchester MA 01890 –...

$ 2,899,000
Welcome to a rare opportunity to select the final finishes in your dream home right within ...
6 7.5 5,658.00 ft2details
Residential
Active

7 Conant Rd # 60, Winchester MA 01890 &#8211...

$ 749,000
Welcome to the highly coveted condominium living in Winchester: the Willows. With over 1,6 ...
2 2.5 1,634.00 ft2details
Residential
Pending

20 Bellevue Ave, Winchester MA 01890 –...

$ 2,699,000
Exquisite 6-bed, 6.5-bath residence offers 6,300 sq ft of sophisticated design and luxurio ...
6 6.5 6,300.00 ft2details
Land
Canceled

17 Dix Street, Winchester MA 01890 – ...

$ 2,299,000
Prime Waterfront home in downtown Winchester!! Take advantage of this unique opportunity t ...
Residential
Closed

28 Bellevue Ave, Winchester MA 01890 –...

$ 999,000
Nestled at the end of a peaceful cul-de-sac in Winchester, this charming 3-bedroom, 1.5-ba ...
3 1.5 1,470.00 ft2details
Residential
Pending

26 Adams Rd # 26, Winchester MA 01890 &#8211...

$ 1,450,000
Welcome to this stunning 4-bedroom, 3.5-bath townhouse, thoughtfully designed and built in ...
4 3.5 3,105.00 ft2details
Residential
Active

7 Conant Rd # 24, Winchester MA 01890 &#8211...

$ 699,900
A rare opportunity to live at the Willows in Winchester. Fabulous corner unit on 2nd floor ...
2 2 1,196.00 ft2details
Residential
Active Under Contract

17 Dix Street, Winchester MA 01890 – 5...

$ 2,299,000
Prime Waterfront home in downtown Winchester!! Take advantage of this unique opportunity t ...
5 2 3,059.00 ft2details
Residential
Active

30 Bellevue Ave, Winchester MA 01890 –...

$ 1,198,000
Welcome to this charming home situated on over half an acre of fully fenced land, offering ...
3 1.5 2,052.00 ft2details
Residential
Pending

19 Johnson Road, Winchester MA 01890 –...

$ 1,799,000
A DESIGNER DREAM! Welcome to 19 Johnson Road, a pristine 5-bedroom colonial-style home loc ...
5 3.5 4,318.00 ft2details
Residential
Closed

9 S Gateway, Winchester MA 01890 – 5 b...

$ 2,099,000
Completely renovated colonial style home on a quiet cul-de-sac within walking distance to ...
5 3.5 3,450.00 ft2details
Residential
Active

2 Chestnut St, Winchester MA 01890 – 6...

$ 3,599,000
Welcome to 2 Chestnut Street, an exquisite new construction home in progress by Mark Steph ...
6 5 5,500.00 ft2details
Residential
Pending

9 Robinson Park, Winchester MA 01890 –...

$ 1,725,000
Classic Colonial 4 bedroom 3+1/2 bath on quiet street overlooking the Mystic Lake. Awaits ...
4 3.5 3,224.00 ft2details
Residential
Active Under Contract

299 Cross St # 299, Winchester MA 01890 &#82...

$ 599,000
Welcome to The Residences at Winchester! A perfect move-in ready single-family alternative ...
2 1.5 1,452.00 ft2details
Residential
Active

20 Amberwood Dr, Winchester MA 01890 –...

$ 3,898,000
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. ...
6 7 8,866.00 ft2details
Residential
Active

4 Norwood St, Winchester MA 01890 – 5 ...

$ 3,675,000
Welcome to 4 Norwood St, a stunning custom-built home by Mark Stephen Development. Just a ...
5 4.5 5,250.00 ft2details
Residential
Pending

410 Main St, Winchester MA 01890 – 4 b...

$ 1,545,000
Charming, updated carriage house on a private lot, where form meets function in an in-town ...
4 2.5 2,075.00 ft2details
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