Is a car needed in Plainfield, CT?

As of early 2026, 94% of users say car is needed

Is parking easy in Plainfield, CT?

As of early 2026, 85% of users say parking is easy

Are yards well-kept in Plainfield, CT?

As of early 2026, 82% of users say yards are well-kept

Is Plainfield, CT dog-friendly?

As of early 2026, 77% of users say it's dog friendly

Does Plainfield, CT show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Do kids play outside in Plainfield, CT?

As of early 2026, 68% of users say kids play outside

Is there wildlife in Plainfield, CT?

As of early 2026, 66% of users say there's wildlife

Are neighbors friendly in Plainfield, CT?

As of early 2026, 57% of users say neighbors are friendly

Would people walk alone at night in Plainfield, CT?

As of early 2026, 54% of users say people would walk alone at night

Is Plainfield, CT quiet?

As of early 2026, 49% of users say it's quiet

Does Plainfield, CT have sidewalks?

As of early 2026, 47% of users say there are sidewalks

Do residents of Plainfield, CT plan to stay at least 5 years?

As of early 2026, 46% of users say they plan to stay for at least 5 years

Is Plainfield, CT walkable to restaurants?

As of early 2026, 44% of users say it's walkable to restaurants

Are the streets well-lit in Plainfield, CT?

As of early 2026, 34% of users say streets are well-lit

Is Plainfield, CT walkable to grocery stores?

As of early 2026, 25% of users say it's walkable to grocery stores

Are there community events in Plainfield, CT?

As of early 2026, 12% of users say there are community events

OFF MARKET

39 N Chestnut St
Plainfield, CT 06374

Studio
3,212 sqft

$388,200

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $2,612/mo*

Refinance Your Home

$388,200

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $2,612/mo*

Refinance Your Home

Studio

3,212 sqft

Local Information

Map ViewExplore the area around 39 N Chestnut St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Multi-Family

Year Built

1860

Living Area

3,212 sqft

Price/Sqft

$121

About this House

This multi-family home is located at 39 N Chestnut St, Plainfield, CT. 39 N Chestnut St is in Plainfield, CT and in ZIP code 06374. This property has approximately 3,212 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1860.

39 N Chestnut St, Plainfield, CT 06374 is a studio, 3,212 sqft multi-family built in 1860. It last sold for $280,000 on Jul 18, 2022. It is currently off market. The Trulia Estimate is $388,200, with a rent estimate of $1,291/month.

Home Details for 39 N Chestnut St

Interior Features
Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2
Interior Details Attic

Exterior Features
Exterior Home Features Roof: Other
Parking & Garage Parking Spaces: 2

Property Information
Year Built Year Built: 1860
Property Type / Style Property Type: Multi FamilyArchitecture: Other

Lot Information
Lot Area: 10454 sqft

Price History for 39 N Chestnut St

Date	Price	Event	Source
07/18/2022	$280,000	Sold	Smart MLS #170479510
Recording Date 07/18/2022 County Transfer Tax N/A Total Transfer Tax N/A
04/20/2022	$299,000	Contingent	Smart MLS #170479510

04/13/2022	$299,000	Listed For Sale	Smart MLS #170479510

02/06/2015	$26,000	Sold	Smart MLS #E10006895
Recording Date 02/06/2015 County Transfer Tax N/A Total Transfer Tax N/A
11/29/2014	$49,900	Listed For Sale	Agent Provided

04/21/1999	$119,000	Sold	Smart MLS #E84230
Recording Date 04/21/1999 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Plainfield

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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Comparable Sales for 39 N Chestnut St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
30 South Walnut Street, Wauregan, CT	0.18	Multi-Family Home	$355,000	07/06/26	6	2	2,279
158 South Walnut Street, Plainfield, CT	0.48	Multi-Family Home	$345,000	12/19/25	8	3.5	2,468
365-367 Putnam Road, Danielson, CT	0.23	Multi-Family Home	$460,000	04/17/26	8	3	4,272
641 Wauregan Road, Brooklyn, CT	0.45	Multi-Family Home	$415,000	06/30/26	7	3	2,992
10-12 Black Hill Rd, Plainfield, CT	1.84	Multi-Family Home	$215,000	10/14/25	4	3	2,700
10 Black Hill Road, Plainfield, CT	1.84	Multi-Family Home	$215,000	10/10/25	4	2	2,700
392 Moosup Pond Road, Moosup, CT	2.14	Multi-Family Home	$399,900	10/24/25	6	2	3,004
185-187 Main Street, Moosup, CT	2.67	Multi-Family Home	$335,000	07/30/26	6	2	3,211
42 Church Street, Voluntown, CT	2.60	Multi-Family Home	$300,000	02/02/26	6	4	2,245
41-43 Milner Avenue, Moosup, CT	2.51	Multi-Family Home	$310,000	04/17/26	3	2	1,647

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $171,000
2 bd
1.5 ba
840 sqft
32 North Walnut Street #32,
Danielson, CT 06239
Signature Properties of NewEng
OFF MARKET
Est. $334,100
5 bd
2 ba
2,279 sqft
6 North Walnut Street,
Plainfield, CT 06374
Vylla Home (CT) LLC
OFF MARKET
Est. $427,000
3 bd
2 ba
1,643 sqft
30 Fountain Street,
Wauregan, CT 06387
Bond Brokerage
OFF MARKET
Est. $385,600
3 ba
18 South Walnut Street,
Wauregan, CT 06387
RE/MAX Renaissance
SOLD
JUL 6, 2026
$355,000
6 bd
2 ba
2,279 sqft
30 South Walnut Street,
Wauregan, CT 06387
HERE Realty
OFF MARKET
Est. $429,800
4 bd
2 ba
1,485 sqft
13 Fountain Street,
Plainfield, CT 06374
RE/MAX Preferred
SOLD
APR 17, 2026
$460,000
8 bd
3 ba
4,272 sqft
365-367 Putnam Road,
Danielson, CT 06239
Houlihan Lawrence
OFF MARKET
Est. $327,900
7 bd
3 ba
2,779 sqft
54 South Chestnut Street,
Danielson, CT 06239
RE/MAX One
OFF MARKET
Est. $299,200
6 bd
2 ba
2,414 sqft
78 South Walnut Street,
Wauregan, CT 06387
Johnston & Associates Real Estate, LLC
OFF MARKET
6 bd
2.5 ba
2,331 sqft
90 South Walnut Street,
Wauregan, CT 06387
Signature Properties of NewEng
OFF MARKET
Est. $403,700
3 bd
2.5 ba
1,519 sqft
671 Wauregan Road,
Brooklyn, CT 06234
Brunet and Company Real Estate
OFF MARKET
Est. $346,700
6 bd
2 ba
2,464 sqft
665 Wauregan Rd,
Brooklyn, CT 06234
PVD Properties

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Additional Cost

Assigned Schools

These are the assigned schools for 39 N Chestnut St.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Plainfield

At least 54 Trulia users voted on each feature.

94 % Say car is needed
85 % Say parking is easy
82 % Say yards are well-kept
77 % Say it's dog friendly
71 % Say there's holiday spirit
68 % Say kids play outside
66 % Say there's wildlife
57 % Say neighbors are friendly
54 % Say people would walk alone at night
49 % Say it's quiet
47 % Say there are sidewalks
46 % Say they plan to stay for at least 5 years
44 % Say it's walkable to restaurants
34 % Say streets are well-lit
25 % Say it's walkable to grocery stores
12 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Danielle R.
Resident
5y ago
"Town hall events. Touch a truck. Walk for life. Music in the park. Halloween. Santa rides through the neighborhoods. "
1
Flag
Crystal H.
Resident
6y ago
"The area I live in is nice. we are close to shopping areas. the neighbors are friendly. it is a close knit community. there is a park 5 minuets down the road. the schools are great too. "
0
Flag
Lorelle.brown1969
Resident
6y ago
"I drive 8 minutes to work. My husband travels to RI Mainly back roads, some highway. 5 minutes from highway."
0
Flag
Olivia M.
Resident
7y ago
"My neighborhood is next to a lot of stores and places to eat. They are within walking distance. My neighborhood is about two minutes away from the highway. "
2
Flag
Giana.ratte
Resident
7y ago
"Once you get out of the center of moosup it’s nice. Cumbies dunkin pizza places smoke shops etc. are close which is cool. Neighbors aren’t all that “neighborly”, some nicer than others. Safe area though, definitely don’t hate living here. "
0
Flag
Jacklyn S.
Resident
7y ago
"They have parades and celebrate holidays. Ice cream trucks visit and plenary of things to do nearby. Close to city’s and much more!"
0
Flag
Marsantai
Resident
8y ago
"I’ve lived in this area for 3 years. It is definitely not as good a place as other places. Lots of noise,arguments and cars that don’t stop at stop signs. "
0
Flag
piglet23 1.
11y ago
"I use to live on packerville Rd in Plainfield for 15 years an I have to say that this is a very good area to raise kids the schools are good. Well good now the high school the old high school wasn't the best but now seeing that they built a new school "
0
Flag
raugmon1
13y ago
"beautiful quiet family neighborhood. great for families with children and pets. homes and neighborhood built with care. Easy access to 395 and area stores and medical offices, while still maintaining country atmosphere. forest surrounds neighborhood. Been here 11 years and still love it."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
36 Vina Ln #f320a52c6,
Brooklyn, CT 06234
APPLY INSTANTLY
$1,675/mo
Total price
2 bd
1 ba
59 Anderson Rd #6,
Brooklyn, CT 06234
APPLY INSTANTLY
$1,600/mo
Total price
2 bd
1 ba
69 Franklin Dr #3,
Brooklyn, CT 06234
APPLY INSTANTLY
PET FRIENDLY
$2,500/mo
Total price
3 bd
2 ba
Address Not Disclosed,
Moosup, CT 06354
APPLY INSTANTLY
PET FRIENDLY
$1,550/mo
Fees may apply
1 bd
1 ba
37-39 E Main St #41,
Plainfield, CT 06374
$1,800/mo
Fees may apply
2 bd
1 ba
52 Carol Ave #C,
Danielson, CT 06239
PET FRIENDLY
FURNISHED
$775/mo
Fees may apply
1 bd
1 ba
39 Prospect St #F,
Moosup, CT 06354
$1,800/mo
Fees may apply
2 bd
1 ba
52 Carol Ave #B,
Danielson, CT 06239
See more homes for rent in
Plainfield
Take a look

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Homes for sale near 39 N Chestnut St

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0.36 ACRES
$339,900
5 bd
2 ba
2,595 sqft
9 Carey Ave,
Central Village, CT 06332
Keller Williams Leading Edge
0.51 ACRES
$359,000
6 bd
2 ba
2,383 sqft
31-33 Brunswick Avenue,
Moosup, CT 06354
RE/MAX Bell Park Realty
NEW
COMING SOON 8/7
0.69 ACRES
$250,000
3 bd
2 ba
1,200 sqft
19 Cady Street,
Killingly, CT 06239
RE/MAX One
0.36 ACRES
$400,000
6 bd
2 ba
2,652 sqft
78 South Main Street,
Brooklyn, CT 06234
Kazantzis Real Estate, LLC
$649,900
6 bd
5 ba
4,134 sqft
9 East Franklin Street,
Killingly, CT 06239
Statewide Premier Prop. LLC
$249,900
4 bd
2 ba
1,536 sqft
63 School Street,
Killingly, CT 06239
Carl Guild & Associates
$450,000
5 bd
3 ba
2,032 sqft
23 Mechanic Street,
Danielson, CT 06239
Derek Greene
$267,000
6 bd
2 ba
2,600 sqft
144 Prospect Ave,
Killingly, CT 06239
Karen Milhem, Media Realty Group Inc.
0.34 ACRES
$459,900
4 bd
2 ba
2,400 sqft
Address Not Disclosed,
Plainfield, CT 06374
Home Pro Real Estate
See more homes for sale in
Plainfield
Take a look

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Off Market Homes Near 39 N Chestnut St

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SOLD
JUL 30, 2026
$380,000
3 bd
1.5 ba
1,224 sqft
24 Joan Street,
Killingly, CT 06239
KW Legacy Partners
SOLD
JUL 30, 2026
$350,000
3 bd
1 ba
1,056 sqft
15 James Junior Avenue,
Killingly, CT 06239
RE/MAX Bell Park Realty
SOLD
JUL 30, 2026
$335,000
6 bd
2 ba
3,211 sqft
185-187 Main Street,
Moosup, CT 06354
RE/MAX Bell Park Realty
SOLD
JUL 28, 2026
$530,000
5 bd
2.5 ba
2,946 sqft
24 Providence Road,
Brooklyn, CT 06234
Kazantzis Real Estate, LLC
SOLD
JUL 27, 2026
$400,000
11 bd
3 ba
3,748 sqft
30 Main Street,
Plainfield, CT 06374
Century 21 Limitless
SOLD
JUL 27, 2026
$400,000
3 bd
2 ba
2,274 sqft
10 Whip Poor Will Drive,
Moosup, CT 06354
RE/MAX Bell Park Realty
SOLD
JUL 24, 2026
$361,000
3 bd
1 ba
1,584 sqft
34 Robert Avenue,
Killingly, CT 06239
First Choice Realty
SOLD
JUL 24, 2026
$265,000
2 bd
2 ba
960 sqft
30 Mortimer Road,
Moosup, CT 06354
The Neighborhood Realty Group
SOLD
JUL 24, 2026
$465,000
3 bd
2 ba
1,837 sqft
430 Green Hollow Road,
Moosup, CT 06354
Kazantzis Real Estate, LLC
SOLD
JUL 22, 2026
$345,000
3 bd
1 ba
1,440 sqft
558 Wauregan Road,
Brooklyn, CT 06234
Kazantzis Real Estate, LLC
See more homes for sale in
Plainfield
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39 N Chestnut St
Plainfield, CT 06374

$388,200

$388,200