Amazing opportunity to own this charming 1800's antique Colonial farmhouse, blending timeless character with modern updates, set on a beautiful, level 6.06-acre lot in a peaceful historic district. Offering 2,726 sq ft of living space, this serene property features two horse stalls, perfect for equestrian lovers or those simply seeking open space and quiet countryside living. Inside, you'll find four spacious bedrooms, three full bathrooms, a finished attic, antique hardwood floors, a covered front porch ideal for relaxing, and a screened-in rear porch overlooking the expansive grounds. Major 2023 updates include a new roof, new septic tank (with new leach fields to be installed prior to closing), new furnace, well tank, two new mini-split ductless heating/cooling units, new wood stove, and upgraded 200-amp electrical service and panel. A rare opportunity to enjoy historic charm, natural beauty, and modern comforts all in one special property - perfect for those looking for a private retreat with room to roam.
Single-familyProperty Type
1840Year Built
6.06 acresLot Size
$183Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Oz Pariser• Premier Re Group LLC
Bought with John Fulton• Home Selling Team
Source:Smart MLS #24091493
Redfin Estimate
$499,988
$99K since sold in August 2025$50K since September
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 11.6% lower than the average sale price ($566K) of 6 comparable homes.
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Earn from this home
Sell
$154,204
Est. take-home
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Refinance
$0
Est. cash available
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Rent
$3,745/mo
Redfin rental estimate
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Market trends in 06235, CT
Last updated September 2026
Buyer's Market
Seller's Market
Seller's market
Sale-to-List Price
106.5%
0.8% MoM
Median sale price
$400K
$15K MoM
Avg. days on market
49d
10 days MoM
Recently sold homes
5
1 MoM
Provided by Redfin
Sale history for 5 Chaplin St
Date
Event
Price
Smart MLS #24091493
Aug 22, 2025
Sold
$401,000
$147/sq ft
May 16, 2025
Pending
—
Apr 29, 2025
Listed
$420,000
$154/sq ft
Smart MLS #24082923
Apr 26, 2025
Listing Removed
—
Mar 28, 2025
Listed
$400,000
$147/sq ft
Smart MLS #170424979
Sep 3, 2021
Sold
$275,000
$101/sq ft
Aug 10, 2021
Contingent
—
Aug 2, 2021
Listed
$279,900
$103/sq ft
Amazing 1840 Greek revival home with 6 acres in the charming Chaplin street village. Recently remodeled kitchen with thoughtful consideration of the antique aspects of the home, and many other updates that blend in the the original charm. Chestnut floors, 4 fireplaces 3 and a half baths and as many as 5 bedrooms including a master bedroom suite with a footed tub. French doors open to a flat private backyard. A structurally updated barn (or garage) has three attached chicken coops off the back. Great garden space that has an irrigation system available. Much of the back yard has a perimeter electronic dog fence.
This is a classic Greek revival style home typical of the Chaplin street era as the federal style waned in popularity and the new republic founds its examples of democracy from Greek temples. This homes has that temple form, with Corner pilasters and a Grecian pedimented portico and rectangular shapes in the transom and sidelight windows echoed by the attic window above. After the 1815 church was built up the street, 25 homes incluiding5 Chaplin were built including a dry goods store (next door and owned by the town of Chaplin and formerly the town hall) and a general store. By lucky happenstance, route 195 (formerly on Chaplin street) was straightened and this left he village as a quiet side road since 1929. It is a very close neighborhood and
Public Records
Oct 15, 2007
Sold
$315,000
$116/sq ft
Smart MLS #G462392
Jun 5, 2007
Listed
$319,000
$117/sq ft
Public Records
Mar 18, 1997
Sold
$193,000
$71/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$6,294 (+3.5%)
$26,000 + $151,300
$177,300
2022
$6,082 (+6.1%)
$26,000 + $150,300
$176,300
2021
$5,730
$26,000 + $150,300
$176,300
2020
$5,730
$26,000 + $150,300
$176,300
2019
$5,730 (+0.8%)
$26,000 + $150,300
$176,300
2018
$5,684 (−2.8%)
$23,900 + $151,000
$174,900
2017
$5,850
$23,900 + $143,000
$166,900
2016
$5,850 (−4.0%)
$23,900 + $143,000
$166,900
2014
$6,092 (+3.1%)
$23,900 + $143,000
$166,900
2012
$5,909
$45,000 + $151,000
$196,000
Tax history for 5 Chaplin St
Year
Property tax
Land + Additions
Assessment*
2023
$6,294 (+3.5%)
$26,000 + $151,300
$177,300
2022
$6,082 (+6.1%)
$26,000 + $150,300
$176,300
2021
$5,730
$26,000 + $150,300
$176,300
2020
$5,730
$26,000 + $150,300
$176,300
2019
$5,730 (+0.8%)
$26,000 + $150,300
$176,300
2018
$5,684 (−2.8%)
$23,900 + $151,000
$174,900
2017
$5,850
$23,900 + $143,000
$166,900
2016
$5,850 (−4.0%)
$23,900 + $143,000
$166,900
2014
$6,092 (+3.1%)
$23,900 + $143,000
$166,900
2012
$5,909
$45,000 + $151,000
$196,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.5 Acres
Year renovated
1960
Sq. Ft.
2,726
Year built
1840
Style
Single Family Residential
County
Windham County
APN
1681657
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Nov 29, 2024.
Property details
Parking
Garage Information
Garage & Parking: Barn, Detached Garage, Off Street Parking, Driveway, Unpaved
Garages Number: 2
Parking Information
Parking Total Spaces: 5
Interior
Interior Information
Total Rooms: 9
Laundry Room Location: Main level and basement
Laundry Room Info: Lower Level, Main Level
In-Law Apartment: No
Fireplaces Total: 4
Cooling System: Ductless
Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer