Residential Property Data Records on Chester St, Winchester, MA

We found 20 addresses on Chester St, Winchester, MA.

1 Chester StWinchester, MA 01890

Estimated Value $1,379,000
Living Area 2,493 SqFt

Beds 3
Baths 2
Year Built 1950

Property Type Single Family
Ownership Type Mixed

APN WINC M:011 B:0121 L:0
Municipality WINCHESTER

School District Winchester School District

10 Chester St #1Winchester, MA 01890

Purchase Price $50,000
Living Area 676 SqFt

Beds 2
Baths 1
Year Built 1910

Property Type Government/Public Use
Ownership Type Corporate

APN WINC M:011 B:0276 L:0
Municipality WINCHESTER

School District Winchester School District

10 Chester St #2Winchester, MA 01890

Estimated Value $369,000
Living Area 1,274 SqFt

Beds 4
Baths 1
Year Built 1910

Property Type Condominium
Ownership Type Individual

APN WINC M:011 B:0277 L:0
Municipality WINCHESTER

School District Winchester School District

14 Chester StWinchester, MA 01890

Estimated Value $1,050,000
Living Area 1,280 SqFt

Beds 3
Baths 1.5
Year Built 1891

Property Type Single Family
Ownership Type Individual

APN WINC M:011 B:0095 L:0
Municipality WINCHESTER

School District Winchester School District

15 Chester StWinchester, MA 01890

Estimated Value $1,527,000
Living Area 2,371 SqFt

Beds 4
Baths 1.5
Year Built 1942

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0120 L:0
Municipality WINCHESTER

School District Winchester School District

18 Chester StWinchester, MA 01890

Estimated Value $1,906,000
Living Area 3,180 SqFt

Beds 3
Baths 3.5
Year Built 1870

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0096 L:0
Municipality WINCHESTER

School District Winchester School District

19 Chester StWinchester, MA 01890

Estimated Value $1,140,000
Living Area 1,696 SqFt

Beds 3
Baths 1.5
Year Built 1991

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0275 L:0
Municipality WINCHESTER

School District Winchester School District

21 Chester StWinchester, MA 01890

Estimated Value $1,189,000
Living Area 1,811 SqFt

Beds 3
Baths 2.5
Year Built 1890

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0119 L:0
Municipality WINCHESTER

School District Winchester School District

22 Chester StWinchester, MA 01890

Estimated Value $1,059,000
Living Area 1,152 SqFt

Beds 3
Baths 3.5
Year Built 1910

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0097 L:0
Municipality WINCHESTER

School District Winchester School District

24 Chester StWinchester, MA 01890

Estimated Value $1,172,000
Living Area 2,829 SqFt

Beds 4
Baths 2.5
Year Built 1910

Property Type Single Family
Ownership Type Individual

APN WINC M:011 B:0098 L:0
Municipality WINCHESTER

School District Winchester School District

31 Chester StWinchester, MA 01890

Estimated Value $1,760,000
Living Area 2,914 SqFt

Beds 4
Baths 4.5
Year Built 1957

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0118 L:0
Municipality WINCHESTER

School District Winchester School District

32 Chester StWinchester, MA 01890

Estimated Value $1,181,000
Living Area 2,462 SqFt

Beds 4
Baths 2.5
Year Built 1929

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0100 L:0
Municipality WINCHESTER

School District Winchester School District

36 Chester StWinchester, MA 01890

Estimated Value $2,017,000
Living Area 3,445 SqFt

Beds 5
Baths 3.5
Year Built 2020

Property Type Single Family
Ownership Type Multiple

APN WINC M:011 B:0101 L:0
Municipality WINCHESTER

School District Winchester School District

41 Chester StWinchester, MA 01890

Estimated Value $636,000
Living Area 1,200 SqFt

Beds 3
Baths 1.5
Year Built 1925

Property Type Condominium
Ownership Type Related

APN WINC M:011 B:0302 L:0
Municipality WINCHESTER

School District Winchester School District

43A Chester StWinchester, MA 01890

Estimated Value $1,228,000
Living Area 1,706 SqFt

Beds 4
Baths 2
Year Built 1963

Property Type Single Family
Ownership Type Multiple

APN WINC M:011 B:0264 L:0
Municipality WINCHESTER

School District Winchester School District

43 Chester StWinchester, MA 01890

Estimated Value $768,000
Living Area 1,400 SqFt

Beds 2
Baths 1
Year Built 1925

Property Type Condominium
Ownership Type Related

APN WINC M:011 B:0303 L:0
Municipality WINCHESTER

School District Winchester School District

45 Chester StWinchester, MA 01890

Estimated Value $953,000
Living Area 1,228 SqFt

Beds 2
Baths 1
Year Built 1891

Property Type Single Family
Ownership Type Individual

APN WINC M:011 B:0265 L:0
Subdivision Winchester

School District Winchester School District

55 Chester StWinchester, MA 01890

Estimated Value $1,763,000
Living Area 2,994 SqFt

Beds 10
Baths 4.5
Year Built 1880

Property Type Single Family
Ownership Type Related

APN WINC M:011 B:0116 L:0
Municipality WINCHESTER

School District Winchester School District

73 Chester StWinchester, MA 01890

Estimated Value $1,110,000
Living Area 1,736 SqFt

Beds 3
Baths 1.5
Year Built 1976

Property Type Single Family
Ownership Type Corporate

APN WINC M:011 B:0154 L:0
Municipality WINCHESTER

School District Winchester School District

74 Chester StWinchester, MA 01890

Estimated Value $1,179,000
Living Area 1,880 SqFt

Beds 3
Baths 2.5
Year Built 1978

Property Type Single Family
Ownership Type Multiple

APN WINC M:011 B:0155 L:0
Municipality WINCHESTER

School District Winchester School District

Investment Properties near on Chester St, Winchester, MA

43 Washington StWinchester, MA 01890

Estimated Value $1,171,000
Living Area 1,574 SqFt

Beds 2
Baths 2
Year Built 1810

Property Type Single Family
Ownership Type Individual

APN WINC M:004 B:0141 L:0
Municipality WINCHESTER

School District Winchester School District

317 Cross St #319Winchester, MA 01890

Estimated Value $1,172,000
Living Area 2,700 SqFt

Beds 6
Baths 3
Year Built 1985

Property Type Duplex 2 Units
Ownership Type Corporate

APN WINC M:013 B:0376 L:0
Municipality WINCHESTER

School District Winchester School District

3 Chesterford RdWinchester, MA 01890

Estimated Value $988,000
Living Area 1,436 SqFt

Beds 3
Baths 1.5
Year Built 1928

Property Type Single Family
Ownership Type Multiple

APN WINC M:019 B:0159 L:0
Municipality WINCHESTER

School District Winchester School District

281 Washington St #283Winchester, MA 01890

Estimated Value $1,159,000
Living Area 2,923 SqFt

Beds 7
Baths 2.5
Year Built 1896

Property Type Duplex 2 Units
Ownership Type Mixed

APN WINC M:003 B:0063 L:0
Municipality WINCHESTER

School District Winchester School District

85 Brookside AveWinchester, MA 01890

Estimated Value $1,104,000
Living Area 1,931 SqFt

Beds 5
Baths 2.5
Year Built 1896

Property Type Single Family
Ownership Type Related

APN WINC M:012 B:0144 L:0
Municipality WINCHESTER

School District Winchester School District

175 Forest StWinchester, MA 01890

Estimated Value $1,282,000
Living Area 2,161 SqFt

Beds 3
Baths 2
Year Built 1910

Property Type Single Family
Ownership Type Mixed

APN WINC M:001 B:0236 L:0
Municipality WINCHESTER

School District Winchester School District

10 Ginn RdWinchester, MA 01890

Estimated Value $2,545,000
Living Area 3,979 SqFt

Beds 4
Baths 2.5
Year Built 1955

Property Type Single Family
Ownership Type Multiple

APN WINC M:016 B:0069 L:0
Municipality WINCHESTER

School District Winchester School District

3 Winthrop StWinchester, MA 01890

Estimated Value $1,593,000
Living Area 2,544 SqFt

Beds 4
Baths 2.5
Year Built 1932

Property Type Single Family
Ownership Type Related

APN WINC M:004 B:0142 L:0
Municipality WINCHESTER

School District Winchester School District

46 Fells RdWinchester, MA 01890

Estimated Value $2,141,000
Living Area 4,839 SqFt

Beds 5
Baths 3.5
Year Built 1989

Property Type Single Family
Ownership Type Multiple

APN WINC M:003 B:0260 L:0
Subdivision Plan 6573j

School District Winchester School District

54 Hillcrest PkwyWinchester, MA 01890

Estimated Value $2,054,000
Living Area 2,567 SqFt

Beds 3
Baths 2.5
Year Built 1936

Property Type Single Family
Ownership Type Mixed

APN WINC M:003 B:0262 L:0
Municipality WINCHESTER

School District Winchester School District

4 Highland View AveWinchester, MA 01890

Estimated Value $1,029,000
Living Area 1,656 SqFt

Beds 4
Baths 1.5
Year Built 1956

Property Type Single Family
Ownership Type Related

APN WINC M:013 B:0153 L:0
Municipality WINCHESTER

School District Winchester School District

666 Main St #203Winchester, MA 01890

Estimated Value $768,000
Living Area 1,170 SqFt

Beds 2
Baths 2
Year Built 1982

Property Type Condominium
Ownership Type Related

APN WINC M:009 B:0194 L:0
Subdivision Wedgewood Place

School District Winchester School District

20 Wildwood StWinchester, MA 01890

Estimated Value $2,124,000
Living Area 3,010 SqFt

Beds 5
Baths 3.5
Year Built 1931

Property Type Single Family
Ownership Type Related

APN WINC M:016 B:0153 L:0
Municipality WINCHESTER

School District Winchester School District

157 Highland AveWinchester, MA 01890

Estimated Value $1,885,000
Living Area 3,599 SqFt

Beds 6
Baths 4
Year Built 1914

Property Type Single Family
Ownership Type Multiple

APN WINC M:003 B:0103 L:0
Municipality WINCHESTER

School District Winchester School District

64 Highland Ave #12Winchester, MA 01890

Estimated Value $678,000
Living Area 1,370 SqFt

Beds 2
Baths 2
Year Built 1982

Property Type Condominium
Ownership Type Individual

APN WINC M:002 B:0240 L:0
Municipality WINCHESTER

School District Winchester School District

42 Wildwood StWinchester, MA 01890

Estimated Value $2,661,000
Living Area 4,930 SqFt

Beds 7
Baths 4.5
Year Built 1880

Property Type Single Family
Ownership Type Related

APN WINC M:018 B:0156 L:0
Municipality WINCHESTER

School District Winchester School District

Streets Near Chester St, Winchester, MA

Street

Properties

Avg. Beds

Avg. Baths

Avg. Property Value

Avg. Property Size

Last Sale Date

Border Rd5333$1,614,9782,848 Sq.Ft.7/8/2024Conant Rd7122$759,2681,509 Sq.Ft.3/28/2025Cross St13532$999,1113,228 Sq.Ft.3/24/2025Forest St10132$1,437,7702,513 Sq.Ft.11/18/2024George Rd5632$742,2141,410 Sq.Ft.3/28/2024Highland Ave16743$1,614,1612,912 Sq.Ft.1/2/2025Main St27943$1,375,0134,096 Sq.Ft.3/3/2025Mystic Valley Pkwy5853$1,770,1543,846 Sq.Ft.1/8/2025Swanton St46021$512,9661,279 Sq.Ft.5/20/2025Washington St20542$1,064,3492,675 Sq.Ft.5/2/2025

Additional Questions?

Looking for off-market properties in Winchester, MA?

Traditional methods include networking with contractors, scouting neighborhoods ("driving for dollars"), or purchasing leads from wholesalers can be tedious. PropertyReach streamlines this process with predictive analytics and neighborhood benchmarks, using Winchester, MA property records and MLS failed listings to refine your search. Effortlessly compare properties, access owner contact details, and secure the best off-market deals at the right price.

What is the median home value in Winchester, MA?

The median home value in Winchester, MA is $1,559,500, with an average home value of $1,662,023. The average price per square foot for homes in the area is $315.67.

How Can I Find Pre-foreclosures or Distressed Properties in Winchester, MA?

Foreclosures and distressed properties in Winchester, MA can be found through public records, foreclosure notices, and auction announcements from the county clerk or sheriff’s office. PropertyReach streamlines this by aggregating public and MLS data, making it easier to identify distressed properties and connect with owners directly.

Residential Property Data Records on Chester St, Winchester, MA

We found 20 addresses on Chester St, Winchester, MA.

1 Chester StWinchester, MA 01890

Estimated Value $1,379,000

Living Area 2,493 SqFt

Beds 3

Baths 2

Year Built 1950

Property Type Single Family

Ownership Type Mixed

APN WINC M:011 B:0121 L:0

Municipality WINCHESTER

School District Winchester School District

10 Chester St #1Winchester, MA 01890

Purchase Price $50,000

Living Area 676 SqFt

Beds 2

Baths 1

Year Built 1910

Property Type Government/Public Use

Ownership Type Corporate

APN WINC M:011 B:0276 L:0

Municipality WINCHESTER

School District Winchester School District

10 Chester St #2Winchester, MA 01890

Estimated Value $369,000

Living Area 1,274 SqFt

Beds 4

Baths 1

Year Built 1910

Property Type Condominium

Ownership Type Individual

APN WINC M:011 B:0277 L:0

Municipality WINCHESTER

School District Winchester School District

14 Chester StWinchester, MA 01890

Estimated Value $1,050,000

Living Area 1,280 SqFt

Beds 3

Baths 1.5

Year Built 1891

Property Type Single Family

Ownership Type Individual

APN WINC M:011 B:0095 L:0

Municipality WINCHESTER

School District Winchester School District

15 Chester StWinchester, MA 01890

Estimated Value $1,527,000

Living Area 2,371 SqFt

Beds 4

Baths 1.5

Year Built 1942

Property Type Single Family

Ownership Type Related

APN WINC M:011 B:0120 L:0

Municipality WINCHESTER

School District Winchester School District

18 Chester StWinchester, MA 01890

Estimated Value $1,906,000

Living Area 3,180 SqFt

Beds 3

Baths 3.5

Year Built 1870

Property Type Single Family

Ownership Type Related

APN WINC M:011 B:0096 L:0

Municipality WINCHESTER

School District Winchester School District

19 Chester StWinchester, MA 01890

Estimated Value $1,140,000

Living Area 1,696 SqFt

Beds 3

Baths 1.5

Year Built 1991

Property Type Single Family

Ownership Type Related

APN WINC M:011 B:0275 L:0

Municipality WINCHESTER

School District Winchester School District

21 Chester StWinchester, MA 01890