Is a car needed in Chester, CT?

As of early 2026, 95% of users say car is needed

Is Chester, CT dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Chester, CT show holiday spirit?

As of early 2026, 93% of users say there's holiday spirit

Are yards well-kept in Chester, CT?

As of early 2026, 93% of users say yards are well-kept

Would people walk alone at night in Chester, CT?

As of early 2026, 84% of users say people would walk alone at night

Is parking easy in Chester, CT?

As of early 2026, 79% of users say parking is easy

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

As of early 2026, 78% of users say they plan to stay for at least 5 years

Is Chester, CT walkable to restaurants?

As of early 2026, 74% of users say it's walkable to restaurants

Is there wildlife in Chester, CT?

As of early 2026, 74% of users say there's wildlife

Is Chester, CT quiet?

As of early 2026, 69% of users say it's quiet

Are neighbors friendly in Chester, CT?

As of early 2026, 63% of users say neighbors are friendly

Does Chester, CT have sidewalks?

As of early 2026, 59% of users say there are sidewalks

Do kids play outside in Chester, CT?

As of early 2026, 52% of users say kids play outside

Are the streets well-lit in Chester, CT?

As of early 2026, 44% of users say streets are well-lit

Are there community events in Chester, CT?

As of early 2026, 37% of users say there are community events

Is Chester, CT walkable to grocery stores?

As of early 2026, 18% of users say it's walkable to grocery stores

OFF MARKET

5 Pineknoll
Chester, CT 06412

6 Beds
4 Baths
4,700 sqft (on 2.64 acres)

$815,800

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $5,548/mo*

Refinance Your Home

$815,800

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $5,548/mo*

Refinance Your Home

6 Beds

4 Baths

4,700 sqft

(on 2.64 acres)

Local Information

Map ViewExplore the area around 5 Pineknoll.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1994

Lot Size

2.64 acres

Living Area

4,700 sqft

Price/Sqft

$174

About this House

For more information on this property, contact William Raveis Real Estate, Mortgage & Insurance at 1-888-699-8876 or contact@raveis.com. Exceptional property with loads of privacy in desirable subdivision! Perfect for large family, has 6 bedrooms, 4 full baths, beautiful family room with cathedral ceilings, lower level finished with 3 rooms, could be great home office. Close to Cedar Lake and state park!

5 Pineknoll, Chester, CT 06412 is a 6 bedroom, 4 bathroom, 4,700 sqft single-family home built in 1994. It last sold for $409,000 on Jun 17, 2008. It is currently off market. The Trulia Estimate is $815,800, with a rent estimate of $5,438/month.

Home Details for 5 Pineknoll

Property Information
Year Built Year Built: 1994
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 2.64 acres

Price History for 5 Pineknoll

Date	Price	Event	Source
11/01/2013	$495,000	ListingRemoved	Agent Provided

08/16/2013	$495,000	PriceChange	Agent Provided
Price Change $34,900 (-7%)
07/10/2013	$529,900	PriceChange	Agent Provided
Price Change $25,100 (-5%)
06/26/2013	$555,000	PriceChange	Agent Provided
Price Change $44,900 (-7%)
06/05/2013	$599,900	PriceChange	Agent Provided
Price Change $30,000 (-5%)
05/08/2013	$629,900	Listed For Sale	Agent Provided

06/17/2008	$409,000	Sold	Smart MLS #M9106557
Recording Date 06/17/2008 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Skip to last item

Results are loading

Skip to first item

Comparable Sales for 5 Pineknoll

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
95 Cedar Swamp Road, Chester, CT	0.95	Single-Family Home	$1,017,000	10/20/25	4	3.5	4,341
13 Cross Road, Chester, CT	0.80	Single-Family Home	$610,000	12/01/25	3	2.5	2,324
275 West Main Street, Chester, CT	0.87	Single-Family Home	$495,000	06/05/26	4	2	1,906
16 Sypher Road, Chester, CT	1.00	Single-Family Home	$616,000	07/14/26	2	2.5	1,726
28 Hoop Pole Hill Road, Chester, CT	1.39	Single-Family Home	$760,000	11/03/25	4	3.5	3,396
56 Shailer Pond Road, Deep River, CT	1.16	Single-Family Home	$730,000	07/29/26	3	2.5	2,848
8 Butter Jones Road, Chester, CT	1.12	Single-Family Home	$715,000	03/06/26	3	2.5	2,139
59-61 Wig Hill Road, Chester, CT	1.45	Single-Family Home	$695,000	07/02/26	5	2.5	3,862
28 South Wig Hill Road, Chester, CT	1.37	Single-Family Home	$580,000	12/10/25	2	3	3,091
24 Lakeview Ave, Chester, CT	0.65	Single-Family Home	$235,000	06/08/26	2	2	1,098

Nearby homes

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

Skip to last item

OFF MARKET
Est. $653,200
3 bd
2.5 ba
2,607 sqft
7 Pine Knoll,
Chester, CT 06412
Coldwell Banker Realty
OFF MARKET
Est. $572,400
2 bd
2.5 ba
2,200 sqft
29 Winthrop Road,
Chester, CT 06412
PRUDENTIAL CONNECTICUT REALTY
OFF MARKET
0 Winthrop,
Chester, CT 06412
Century 21 Heritage Company
OFF MARKET
Est. $451,800
2 bd
1.5 ba
1,530 sqft
230 West Main Street,
Chester, CT 06412
William Raveis Real Estate
OFF MARKET
Est. $528,200
4 bd
3 ba
1,972 sqft
45 Winthrop Road,
Chester, CT 06412
William Raveis Real Estate
OFF MARKET
Est. $419,200
3 bd
2 ba
1,440 sqft
3 Cross Road,
Chester, CT 06412
RE/MAX One
OFF MARKET
Est. $238,200
2 bd
1 ba
616 sqft
11 Laurel Street,
Chester, CT 06412
Re/Max Valley Shore
SOLD
APR 21, 2026
$220,000
3 bd
1 ba
748 sqft
15 Hazen Street,
Chester, CT 06412
Exceptional Real Estate LLC
SOLD
DEC 1, 2025
$610,000
3 bd
2.5 ba
2,324 sqft
13 Cross Road,
Chester, CT 06412
Century 21 Clemens Group
OFF MARKET
Est. $499,600
4 bd
2.5 ba
2,278 sqft
2 Sypher Road,
Chester, CT 06412
William Pitt Sotheby's Int'l
OFF MARKET
Est. $570,000
3 bd
2.5 ba
2,272 sqft
4 Sypher Road,
Chester, CT 06412
Puorro Realty Group
OFF MARKET
62-2 Wig Hill Road,
Chester, CT 06412
Re/Max Valley Shore

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 5 Pineknoll.

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 Chester

At least 14 Trulia users voted on each feature.

95 % Say car is needed
94 % Say it's dog friendly
93 % Say there's holiday spirit
93 % Say yards are well-kept
84 % Say people would walk alone at night
79 % Say parking is easy
78 % Say they plan to stay for at least 5 years
74 % Say it's walkable to restaurants
74 % Say there's wildlife
69 % Say it's quiet
63 % Say neighbors are friendly
59 % Say there are sidewalks
52 % Say kids play outside
44 % Say streets are well-lit
37 % Say there are community events
18 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Jcollier82816
Resident
2y ago
"Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
0
Flag
Jejoy924
Resident
6y ago
"Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
0
Flag
Lscd1959
Resident
7y ago
"Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
1
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
3 S Wig Hill Rd #f320a52c6,
Chester, CT 06412
Contact for price
1-2 bd
1-2 ba
132 Main St #f320a52c6,
Chester, CT 06412
Contact for price
1-2 bd
1-2 ba
317 W Main St #776f18ccb,
Chester, CT 06412
NEW - 2 DAYS AGO
APPLY INSTANTLY
$2,000/mo
Total price
1 bd
1 ba
68 W Main St #2,
Chester, CT 06412
APPLY INSTANTLY
$2,000/mo
Total price
2 bd
1 ba
Address Not Disclosed,
Deep River, CT 06417
See more homes for rent in
Chester
Take a look

Skip to first item

Homes for sale near 5 Pineknoll

Skip to last item

2.8 ACRES
$1,459,000
5 bd
4 ba
3,978 sqft
23 Welsch Farms Road,
Killingworth, CT 06419
William Raveis Real Estate
33.97 ACRES
$799,900
3 bd
2.5 ba
2,240 sqft
88 Winthrop Road,
Chester, CT 06412
Re/Max Valley Shore
4.4 ACRES
$779,000
3 bd
2.5 ba
2,433 sqft
257 West Elm Street,
Deep River, CT 06417
William Raveis Real Estate
1.47 ACRES
$625,000
4 bd
3 ba
2,560 sqft
38 Main Street,
Deep River, CT 06417
RE/MAX on the Bay
OPEN SUN, 1-3PM
3 ACRES
$850,000
3 bd
3 ba
2,606 sqft
170 Bushy Hill Road,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
3.2 ACRES
$2,200,000
4 bd
3.5 ba
3,957 sqft
47 East Kings Highway,
Chester, CT 06412
Chiarito Real Estate LLC
See more homes for sale in
Chester
Take a look

Skip to first item

Off Market Homes Near 5 Pineknoll

Skip to last item

SOLD
JUL 31, 2026
$775,000
3 bd
2.5 ba
1,654 sqft
550 Route 81,
Killingworth, CT 06419
William Pitt Sotheby's Int'l
SOLD
JUL 31, 2026
$482,000
2 bd
2 ba
1,382 sqft
58 Lynn Road,
Ivoryton, CT 06442
Coldwell Banker Realty
SOLD
JUL 29, 2026
$730,000
3 bd
2.5 ba
2,848 sqft
56 Shailer Pond Road,
Deep River, CT 06417
William Raveis Real Estate
SOLD
JUL 27, 2026
$515,000
3 bd
3 ba
2,971 sqft
12 Meadow Lane,
Chester, CT 06412
Puorro Realty Group
SOLD
JUL 24, 2026
$415,000
4 bd
1.5 ba
1,080 sqft
15 Grove Street,
Deep River, CT 06417
William Raveis Real Estate
SOLD
JUL 24, 2026
$625,000
4 bd
2.5 ba
2,550 sqft
22 Ebony Lane,
Ivoryton, CT 06442
Compass Connecticut, LLC
SOLD
JUL 21, 2026
$580,000
3 bd
2 ba
1,880 sqft
7 Mitchel Terrace,
Ivoryton, CT 06442
Re/Max Valley Shore
SOLD
JUL 14, 2026
$616,000
2 bd
2.5 ba
1,726 sqft
16 Sypher Road,
Chester, CT 06412
Coldwell Banker Realty
SOLD
JUL 13, 2026
$750,000
3 bd
3 ba
2,231 sqft
51 Witch Hazel Drive,
Deep River, CT 06417
William Pitt Sotheby's Int'l
SOLD
JUL 13, 2026
$825,000
3 bd
3 ba
2,350 sqft
193 Main Street,
Ivoryton, CT 06442
William Raveis Real Estate
See more homes for sale in
Chester
Take a look

Skip to first item

5 Pineknoll
Chester, CT 06412

$815,800

$815,800