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17 Properties

17 Properties Available In Winchester

Name: Open House - 12PM-1PM
Start: 2025-10-26T12:30:00.000Z
End: 2025-10-26T13:30:00.000Z
Location: 40 Foxcroft Road, Winchester, MA 01890

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$3,799,000

Open Sun 12:30PM-1:30PM

Single Family Home

6 Beds 4.5 Baths 6,367 SqFt

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

Open Sun 1PM-2PM

Single Family Home

6 Beds 6.5 Baths 6,028 SqFt

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

382 S. Border Road, Winchester, MA 01890

$2,599,000

Active Under Contract

Single Family Home

6 Beds 5.5 Baths 4,563 SqFt

382 S. Border Road, Winchester, MA 01890

NEW HIGH-END CONSTRUCTION - 13 Rms - 6 BD's - 5.5 BA's You will be captivated by the grand entrance - attention to deta...

Listed by Lucille Murray of Gibson Sotheby's International Realty

$1,399,000

Active Under Contract

Single Family Home

4 Beds 2.5 Baths 2,865 SqFt

4 Sargent Rd, Winchester, MA 01890

Welcome to the Winchester Highlands! This inviting 4-bedroom, 2.5-bath home blends comfort and character in the desirabl...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$2,349,000

Active

Single Family Home

6 Beds 4.5 Baths 4,200 SqFt

14 Grant Rd, Winchester, MA 01890

Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester'...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$1,299,000

Pending

Single Family Home

3 Beds 1.5 Baths 1,492 SqFt

40 Sargent Road, Winchester, MA 01890

Nestled in Winchester's coveted Lincoln School district, this classic Colonial offers timeless charm, modern comfort, an...

Listed by Vita Realty Group of Compass

10 Winchester Pl #301, Winchester, MA 01890

$1,075,000

Pending

Condo

2 Beds 2 Baths 1,531 SqFt

10 Winchester Pl #301, Winchester, MA 01890

Elegant and expansive condo with soaring ceilings in the sought-after Winchester Place, just moments from the vibrant to...

Listed by Anne Spry of Barrett Sotheby's International Realty

$1,399,000

Pending

Condo

3 Beds 4.5 Baths 2,722 SqFt

6 Wyman Court #6, Winchester, MA 01890

Another Tree Top Group masterpiece –Welcome to 6 Wyman Court! New full gut renovation townhome with 2,722 sq. ft., 3 bed...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$1,125,000

Pending

Single Family Home

3 Beds 2.5 Baths 2,648 SqFt

89 Main St, Winchester, MA 01890

Welcome to this charming Cape on a spacious corner lot in Winchester. The main level offers hardwood floors, a front-to-...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$1,399,000

Active Under Contract

Condo

4 Beds 4.5 Baths 2,500 SqFt

4 Wyman Court #4, Winchester, MA 01890

Another Tree Top Group masterpiece –Welcome to 4 Wyman Court! New full gut renovation townhome with 2,500 sq. ft., 4 bed...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$2,999,999

Pending

Single Family Home

5 Beds 4.5 Baths 5,716 SqFt

6 Abby Road, Winchester, MA 01890

Here's a rare opportunity to own a spectacular new construction home by a premier local builder on a BRAND-NEW road. Thi...

Listed by Vita Realty Group of Compass

$1,999,000

Pending

Single Family Home

4 Beds 3.5 Baths 4,731 SqFt

6 Samoset Rd, Winchester, MA 01890

Step into comfort and sophistication in this beautifully curated Colonial, where thoughtful design meets everyday luxury...

Listed by Anne Spry of Barrett Sotheby's International Realty

$2,190,000

Active Under Contract

Single Family Home

6 Beds 4 Baths 4,385 SqFt

5 Bacon St, Winchester, MA 01890

This stunning Victorian home, in the style of Painted Ladies w/ soaring ceilings & hardwood floors, is in a prime neighb...

Listed by Anne Spry of Barrett Sotheby's International Realty

$2,190,000

Active Under Contract

Multi-Family

6 Beds 4 Baths 4,385 SqFt

5 Bacon St, Winchester, MA 01890

This stunning Victorian home, in the style of Painted Ladies w/ soaring ceilings & hardwood floors, is in a prime neighb...

Listed by Anne Spry of Barrett Sotheby's International Realty

$6,950

Active

Single Family Home

4 Beds 3.5 Baths 3,500 SqFt

10 Farrow Street, Winchester, MA 01890

Single Family Home Rental in Winchester. NO BROKERS FEE. Available 11/1 or 11/15. Completely rebuilt from ground up in 2...

Listed by Collin Bray of Century 21 Cityside

$1,869,000

Price Dropped by $10K

Single Family Home

5 Beds 3.5 Baths 3,294 SqFt

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

$2,799,000

Active Under Contract

Single Family Home

7 Beds 5.5 Baths 5,864 SqFt

10 Sheffield Road, Winchester, MA 01890

This stunning Colonial Revival home, is just moments from the train station, town center, and Ambrose School. The kitche...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

17 Properties Available In Winchester

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