This much-admired Chester village charmer has all the detail of its early 19th century heritage, skillfully restored for every comfort! The house echoes the warmth of open hearths, original wide board floors, and soaring beamed ceilings. You enter the Keeping Room on the main floor with its impressive center chimney. The kitchen and dining area provide wonderful utility, nooks, and custom built-in cabinets. The vaulted open floor plan of the dining area is truly unique to this restoration and features a wood burning corner stove and overlooks beautiful Jennings Pond. The second story has a wonderful den with a fireplace and built-ins, and exterior access to the private, upper patio. The second floor also houses the vaulted master suite with a full bath, dressing area, laundry room, a unique balcony, and exterior access to the barn. The third floor is a cozy guest suite with a bedroom, full bath and office area. The entire living space preserves the historic appeal of wide board floors. The Barn has is a wonderful space for a workshop, cottage business, or just dry storage with heat from a wood stove. The exterior clapboard has been freshly painted to a period color scheme. The beautiful hand-cut cedar shake roof with copper ice guards adds character and ensures decades of protection. This embankment design and significant stonework lends itself to private outdoor spaces and tiered secret garden areas. Just a steps to historic village of Chester
Some photos are not reflective of current staging. Buyer did not get there loan, so property back on the market!
Single-familyProperty Type
1820Year Built
0.59 acresLot Size
$281Est. Price/Sq.Ft.
Listed by Angela Ruel• Berkshire Hathaway NE Prop.
Bought with Anthony Revoir• RE/MAX One
Source:Smart MLS #170318900
$536,022
Updated Nov 24, 2025
Based on recent home sales selected by the homeowner.
This Chester village charmer has all the detail of its early 19th century heritage, skillfully restored for every comfort! The house echoes the warmth of open hearths, original wide board floors, and soaring beamed ceilings. You enter the Keeping Room on the main floor with its impressive center chimney. The kitchen and dining area provide wonderful utility, nooks, and custom built-in cabinets. The vaulted open floor plan of the dining area is truly unique to this restoration and features a wood burning corner stove and overlooks beautiful Jennings Pond. The second story has a wonderful den with a fireplace and built-ins, and exterior access to the private, upper patio. The second floor also houses the vaulted master suite with a full bath, dressing area, laundry room, a unique balcony, and exterior access to the barn. The third floor is a cozy guest suite with a bedroom, full bath and office area. The entire living space preserves the historic appeal of wide board floors. The Barn has is a wonderful space for a workshop, cottage business, or just dry storage with heat from a wood stove. The exterior clapboard has been freshly painted to a period color scheme. The beautiful hand-cut cedar shake roof with copper ice guards adds character and ensures decades of protection. This embankment design lends itself to private outdoor spaces and tiered secret garden areas. Just a steps to town.
This Chester village charmer has all the detail of its early 19th century heritage, skillfully restored for every comfort! The house echoes the warmth of open hearths, original wide board floors, and soaring beamed ceilings. You enter the Keeping Room on the main floor with its impressive center chimney. The kitchen and dining area provide wonderful utility, nooks, and custom built-in cabinets. The vaulted open floor plan of the dining area is truly unique to this restoration and features a wood burning corner stove and overlooks Jennings Pond. The second story has a wonderful den with a fireplace and built-ins, and exterior access to the private, upper patio. The second floor also houses the vaulted master suite with a full bath, dressing area, laundry room, a unique balcony, and exterior access to the barn. The third floor is a cozy guest suite with a bedroom, full bath and office area. The entire living space preserves the historic appeal of wide board floors. The Barn has is a wonderful space for a workshop, cottage business, or just dry storage with heat from a wood stove. The exterior clapboard has been freshly painted to a period color scheme. The beautiful hand-cut cedar shake roof with copper ice guards adds character and ensures decades of protection. This embankment design lends itself to private outdoor spaces and tiered secret garden areas. Just a steps to town, shopping, and restaurants.
Smart MLS #M9138557
Oct 31, 2013
Listing Removed
—
Jan 24, 2013
Listed
$298,500
$166/sq ft
Smart MLS #M9056395
Jan 15, 2000
Listed
$219,900
$123/sq ft
Public Records
Jun 24, 1997
Sold
$176,000
$98/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$5,713 (+0.7%)
$46,300 + $146,070
$192,370
2022
$5,675
$46,300 + $146,070
$192,370
2021
$5,675 (+3.1%)
$46,300 + $146,070
$192,370
2020
$5,506 (−0.6%)
$46,310 + $146,060
$192,370
2019
$5,538 (+15.1%)
$46,310 + $146,060
$192,370
2018
$4,810 (+2.8%)
$48,870 + $128,550
$177,420
2017
$4,677 (+3.1%)
$48,870 + $128,550
$177,420
2016
$4,537 (+3.0%)
$48,870 + $128,550
$177,420
2014
$4,404 (−14.0%)
$48,870 + $128,550
$177,420
2011
$5,122
$71,000 + $162,360
$233,360
Tax history for 34 W Main St
Year
Property tax
Land + Additions
Assessment*
2023
$5,713 (+0.7%)
$46,300 + $146,070
$192,370
2022
$5,675
$46,300 + $146,070
$192,370
2021
$5,675 (+3.1%)
$46,300 + $146,070
$192,370
2020
$5,506 (−0.6%)
$46,310 + $146,060
$192,370
2019
$5,538 (+15.1%)
$46,310 + $146,060
$192,370
2018
$4,810 (+2.8%)
$48,870 + $128,550
$177,420
2017
$4,677 (+3.1%)
$48,870 + $128,550
$177,420
2016
$4,537 (+3.0%)
$48,870 + $128,550
$177,420
2014
$4,404 (−14.0%)
$48,870 + $128,550
$177,420
2011
$5,122
$71,000 + $162,360
$233,360
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
2
Baths
2
Stories
3
Lot width
—
Lot depth
—
Lot size
0.59 Acres
Year renovated
1996
Sq. Ft.
1,793
Year built
1820
Style
Single Family Residential
County
Middlesex County
APN
941402
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Barn
Interior
Virtual Tour Information
Has Virtual Tour
Interior Information
Total Rooms: 8
Laundry Room Location: no dryer
Laundry Room Info: Upper Level
Interior Features: Open Floor Plan
Fireplaces Total: 3
Cooling System: Wall Unit, Window Unit
Appliances Included: Gas Range, Refrigerator, Dishwasher, Washer
Bathroom Information
# of Baths (Full): 2
Bedroom Information
Beds Total: 2
Room Information
Basement Description: Crawl Space
Has Attic
Attic Description: Walk-up, Finished, Heated
Exterior
Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Wood
Exterior Features: Barn, Fruit Trees, Garden Area, Gutters, Patio, Terrace
Lot Information
Lot Description: Water View, Sloping Lot
Building Information
Foundation Type: Stone
Construction Description: Frame
Color: Green
Property Information
Waterfront Description: Pond, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1793
Financial
Assessments Information
Assessed Value: $192,370
Utilities
Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Propane
Heat Type: Baseboard, Zoned
Heat Fuel Type: Electric, Propane, Wood
Fuel Tank Location: Above Ground
Location
School Information
High School: Valley
Elementary School: Chester
Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Park, Public Rec Facilities
Directions: Exit 6 off Rt 9 right on west main st. Property on left
County: Middlesex
Public facts
Beds: 2
Baths: 2.0
Sq. Ft.: 1,793
Stories: 3.0
Lot Size: 0.59 acres
Style: Single Family Residential
Year Built: 1820
Year Renovated: 1996
County: Middlesex County
APN: 941402
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 1
Around this home
Schools
Chester Elementary School
Public PreK-6 • Assigned • 0.2mi
7/10
John Winthrop Middle School
Public 7-8 • Assigned • 2.5mi
4/10
Valley Regional High School
Public 9-12 • Assigned • 2.1mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 96° expected this year, 16 days in 30 years
6/10 Wind Factor
77% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Chester, CT • 06412
Average low and high temperatures (°F)
34
21
36
22
51
33
60
42
68
51
80
60
83
66
80
59
76
57
65
47
54
38
39
25
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9 hours in
June and 4.5 hours in December, which is comparable to the
U.S. average for solar exposure.
9 hrs
4.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$479,000 – $580,000
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