Discover the perfect blend of mid-century character and modern efficiency in the heart of Chester Village. This impeccably maintained home offers a vibrant "walk-to-everything" lifestyle, just steps from award-winning dining, boutiques, and the theater. Officially a 2-bedroom home per town records, the layout offers incredible flexibility. The main level features a stunning den currently utilized as a primary suite. This light-filled space features a private, fully renovated ensuite full bath and a handsome armoire for storage, offering a sophisticated retreat for those seeking first-floor living. Note: This serves as the primary bath for the main level, enhancing the "suite" feel of the space. Upstairs, you will find two additional well-appointed rooms and a second fully renovated full bath, providing ample space for guests or a home office. The home's infrastructure has been flawlessly upgraded, featuring a new 50-year roof, on-demand propane heat/hot water, and an electric heat pump for heating and cooling (A/C on the first floor). The updated eat-in kitchen is a chef's delight, while the professional landscaping and beautiful stone patio create a private oasis for outdoor entertaining. Rarely does a home combine such high-end mechanical peace of mind with the undeniable charm of a downtown location. Turn-key and ready for its next chapter-experience the best of Chester right outside your front door.
Sold for $618,000
$618,000
81 Main Street, Chester, CT 06412
2beds
1,128sqft
Single Family Residence
Built in 1950
6,534 Square Feet Lot
$618,300 Zestimate®
$548/sqft
$2,081 Estimated rent
Home value
$618,300
$587,000 - $649,000
$2,081/mo
Zestimate® history
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$4,266/mo
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Est. payment
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Zillow last checked:
Listing updated:
Listed by:
Susan Woods (203)215-8676,
William Pitt Sotheby's Int'l 203-245-6700
Bought with:
Tina Rupp, RES.0799372
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24172804
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
- Area: 147.29 Square Feet
- Dimensions: 10.3 x 14.3
Bedroom
- Features: Vaulted Ceiling(s), Built-in Features, Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 137.8 Square Feet
- Dimensions: 13 x 10.6
Dining room
- Features: Combination Liv/Din Rm, Hardwood Floor
- Level: Main
- Area: 110 Square Feet
- Dimensions: 11 x 10
Kitchen
- Features: Remodeled, Built-in Features, Quartz Counters, Eating Space, Hardwood Floor
- Level: Main
- Area: 215.6 Square Feet
- Dimensions: 14 x 15.4
Living room
- Features: Combination Liv/Din Rm, Dining Area, Hardwood Floor
- Level: Main
- Area: 152.21 Square Feet
- Dimensions: 11.11 x 13.7
Office
- Features: Vaulted Ceiling(s), Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 130 Square Feet
- Dimensions: 13 x 10
Heating
- Heat Pump, Radiator, Electric, Propane
Cooling
- Heat Pump, Window Unit(s)
Appliances
- Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
- Laundry: Main Level
Features
- Open Floorplan
- Doors: Storm Door(s)
- Windows: Thermopane Windows
- Basement: Crawl Space
- Attic: Storage,Access Via Hatch
- Has fireplace: No
Interior area
- Total structure area: 1,128
- Total interior livable area: 1,128 sqft
- Finished area above ground: 1,128
Property
Features
- Patio & porch: Patio
- Exterior features: Rain Gutters, Garden
Lot
- Size: 6,534 sqft
- Features: Wooded, Level, Landscaped
Details
- Parcel number: 940179
- Zoning: C
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1950
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Doors, Windows
Community & neighborhood
Location
- Region: Chester
Price history
| Date | Event | Price |
|---|---|---|
| 6/11/2026 | Sold | $618,000+12.4%$548/sqft |
Source:  Smart MLS #24172804 Report a problem | ||
| 5/16/2026 | Pending sale | $550,000$488/sqft |
Source: Smart MLS #24172804 Report a problem | ||
| 5/11/2026 | Listed for sale | $550,000+111.5%$488/sqft |
Source: Smart MLS #24172804 Report a problem | ||
| 7/18/2013 | Sold | $260,000-5.5%$230/sqft |
Source: Smart MLS #G647421 Report a problem | ||
| 4/10/2013 | Listed for sale | $275,000+77.4%$244/sqft |
Source: William Raveis Real Estate #G647421 Report a problem | ||
| 3/28/2002 | Sold | $155,000+216.8%$137/sqft |
Source: Smart MLS #M9062507 Report a problem | ||
| 11/22/1994 | Sold | $48,925$43/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,503 +10.8% | $203,210 |
| 2024 | $4,968 +11.6% | $203,210 +35.6% |
| 2023 | $4,450 +0.7% | $149,840 |
| 2022 | $4,420 | $149,840 |
| 2021 | $4,420 +3.1% | $149,840 |
| 2020 | $4,288 -0.6% | $149,840 |
| 2019 | $4,314 -1.2% | $149,840 -6.9% |
| 2018 | $4,365 +2.9% | $161,020 |
| 2017 | $4,244 +4.1% | $161,020 |
| 2015 | $4,077 +2% | $161,020 |
| 2014 | $3,997 -2.1% | $161,020 -13.4% |
| 2013 | $4,082 -2.3% | $185,970 |
| 2012 | $4,179 +1.6% | $185,970 |
| 2011 | $4,112 | $185,970 |
| 2010 | $4,112 -2% | $185,970 -6.4% |
| 2009 | $4,196 +47.2% | $198,790 +66.5% |
| 2008 | $2,850 +3.2% | $119,400 |
| 2007 | $2,761 +3.4% | $119,400 |
| 2006 | $2,671 +1.1% | $119,400 |
| 2005 | $2,641 +1% | $119,400 |
| 2004 | $2,615 -6.5% | $119,400 +17.5% |
| 2003 | $2,797 +21.8% | $101,600 +9.8% |
| 2001 | $2,297 +34.9% | $92,500 +5.1% |
| 1995 | $1,703 | $87,990 |
Find assessor info on the county website
Neighborhood: Chester Center
Nearby schools
GreatSchools rating
- 7/10Chester Elementary SchoolGrades: PK-6Distance: 0.5 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 2.7 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 2.2 mi
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- Connecticut
- Middlesex County
- Chester
- 06412
- Chester Center
- 81 Main Street
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