42 Chestnut Hill Rd, Litchfield, CT 06759
OFF MARKET

42 Chestnut Hill Rd
Litchfield, CT 06759

  • 7 Beds
  • 4 Baths
  • 5,578 sqft (on 13.30 acres)

$1,304,500

Trulia Estimate
as of Aug 28, 2025
Est. Refi. Payment $8,606/mo*

$1,304,500

Trulia Estimate
as of Aug 28, 2025
Est. Refi. Payment $8,606/mo*
7 Beds
4 Baths
5,578 sqft
(on 13.30 acres)

Homes for Sale Near 42 Chestnut Hill Rd

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Local Information

map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 42 Chestnut Hill Rd, Litchfield, CT. 42 Chestnut Hill Rd is in Litchfield, CT and in ZIP code 06759. This property has 7 bedrooms, 4 bathrooms and approximately 5,578 sqft of floor space. This property has a lot size of 13.30 acres and was built in 1929.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 42 Chestnut Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached, Garage Detached
Pool
Pool

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 13.30 acres

Price History for 42 Chestnut Hill Rd

DatePriceEventSource
04/11/1994$412,000Sold
N/A

Property Taxes and Assessment

Year2024
Tax$15,676
Assessment$847,340
Home facts updated by county records

Comparable Sales for 42 Chestnut Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.35
Single-Family Home
$540,000
01/31/25
3
2.5
2,579
0.51
Single-Family Home
$560,000
09/06/24
5
2.5
3,602
0.57
Single-Family Home
$1,320,000
11/07/24
4
3.5
4,346
0.44
Single-Family Home
$500,000
06/30/25
3
1
1,380
0.54
Single-Family Home
$565,000
11/01/24
3
2
1,999
0.80
Single-Family Home
$550,000
01/17/25
3
3
2,538
0.91
Single-Family Home
$1,100,000
01/30/25
3
3.5
3,845
0.42
Single-Family Home
$527,000
07/17/25
2
2
1,272
0.84
Single-Family Home
$1,170,000
09/24/24
5
2.5
3,650
0.74
Single-Family Home
$350,000
12/03/24
4
2
2,384

Assigned Schools

These are the assigned schools for 42 Chestnut Hill Rd.
GreatSchools ratings are based on test scores and additional metrics when available.
Check with the applicable school district prior to making a decision based on these schools. Learn more.

What Locals Say about Litchfield

At least 26 Trulia users voted on each feature.
  • 97%
    Car is needed
  • 92%
    Yards are well-kept
  • 91%
    It's dog friendly
  • 86%
    Parking is easy
  • 76%
    There's holiday spirit
  • 75%
    People would walk alone at night
  • 74%
    There's wildlife
  • 73%
    It's quiet
  • 70%
    They plan to stay for at least 5 years
  • 67%
    Neighbors are friendly
  • 58%
    Kids play outside
  • 54%
    There are community events
  • 46%
    It's walkable to restaurants
  • 38%
    There are sidewalks
  • 34%
    It's walkable to grocery stores
  • 26%
    Streets are well-lit
Learn more about our methodology.
  • Mackr16
    "Very animal friendly as it is a rural community. Plenty of dog owners throughout the borough. Given the White Memorial Nature Preserve and ample public land, great place to be a dog"
  • Alix M.
    "Lots of people have dogs and all the various trails, green spaces, parks and public areas welcome them. Sadly, because a lot of streets are not high traffic, people allow their dogs to poop and don’t pick up (or they think it’s ok because they are walking in front of a farm). There are a couple of funky pet supply stores and almost every store has a dish of water outside. All the FedEx, UPS and USPS carriers have treats and know the dogs. Being an agricultural area, there is an abundance of vets!"
  • Lindsay.murphy108
    "Walk to town. Lots of kids for mine to run around with. Feels safe and friendly. I would recommend to anyone. "
  • Natalie M.
    "It’s a great place to live and I definitely highly recommend it for anyone. But a place, grow old in it, do it here. But only if you have the money to afford it because it’s expensive. But lots of history here so do it"
  • Natalie M.
    "It’s woodsy and quiet. Nobody bother anyone and it’s primarily the safest place you could live. Highly recommend if you can afford it"
  • Elizabeth C.
    "I have lived in this neighborhood for over a year and i love it! It is well kept, the neighborhood is nice, as well as the neighbors."
  • Wildirishrose
    "Lots of character—New England charm. A popular spot for tourists and retirees from NYC. Lots of great restaurants and cafes, low key bars. Shopping but it mostly comes at a premium. A great sense of community especially surrounding holidays and school events."

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Homes for Rent Near 42 Chestnut Hill Rd

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Off Market Homes Near 42 Chestnut Hill Rd

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42 Chestnut Hill Rd, Litchfield, CT 06759 is a 7 bedroom, 4 bathroom, 5,578 sqft single-family home built in 1929. This property is not currently available for sale. 42 Chestnut Hill Rd was last sold on Apr 11, 1994 for $412,000. The current Trulia Estimate for 42 Chestnut Hill Rd is $1,304,500.