Off Market Dec 2020 for $540K

$865,609

Est. refi paymentEst. refi $3,841/mo

•

3,716

sq ft

38 Hoop Pole Hill Rd, Chester, CT 06412

About this home

Stunning, like new, unique home, in charming Chester! The uniqueness extends from the outside to the inside, two "eyebrow" windows, two stone fireplaces, stone front walk & rear patio, two car garage, and a deck. Large custom kitchen with leather-ed granite counters and a beautiful back splash. Natural light shines through the home highlighting the wide board hardwood flooring and spacious hallways with a first floor master suite. Two more bedrooms fill out the upstairs and the home continues into the fully finished basement with a wet bar and a 1/2 bath! You can tell when an owner has loved their home by the care they put into it, well maintained and move in ready. Beautiful 2.73 Acre wooded lot. Enjoy the character and elegance in this comfortable home with many custom features! Be sure to view the 3D virtual tour! Appointments can be made prior to the active status, via showingtime with an agent. Call today!

Fully finished basement with wet bar, walk out sliders, half bath, and plenty of room for storage! Full home generator hook up. Access to walking and hiking trails across the road. WiFi is great here, one of the owners works from home, there is ample room for more than one office in this home. As a Chester resident you also get to enjoy Cedar Lake private access during the summer months. Come make this lovely home in Chester your new oasis!

Single-familyProperty Type

2010Year Built

2.73 acresLot Size

$233Est. Price/Sq.Ft.

2 car garageParking

Listed by Rachel Welch • William Raveis Real Estate

Bought with Gigi Giordano • Compass Connecticut, LLC

Bought with Mick Marsden • Compass Connecticut, LLC

Source:Smart MLS #170340824

Redfin Estimate

$865,609

$326K since sold in December 2020$36K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.5% higher than the average sale price ($663K) of 6 comparable homes.

SOLD AUG 21, 2026
$460,000
A
3 beds2.5 baths2,068 sq ft
42 Straits Rd, Chester, CT 06412
SOLD JUL 29, 2026
$730,000
B
3 beds2.5 baths2,848 sq ft
56 Shailer Pond Rd, Deep River, CT 06417
SOLD JUL 13, 2026
$750,000
C
3 beds3 baths2,231 sq ft
51 Witch Hazel Dr, Deep River, CT 06417
SOLD AUG 21, 2026
$775,000
D
3 beds3 baths2,887 sq ft
9 Brooks Ln, Ivoryton, CT 06442
SOLD JUL 27, 2026
$515,000
E
3 beds3 baths2,971 sq ft
12 Meadow Ln, Chester, CT 06412
SOLD FEB 20, 2026
$750,000
F
3 beds2.5 baths2,888 sq ft
9 Hickory Hill Dr, Chester, CT 06412

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$430,838

Est. take-home

List your home with Redfin and save $8,656

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,763/mo

Redfin rental estimate

List your home for rent

Market trends in 06412, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.3%

3.4% MoM

Median sale price

$565K

$9K MoM

Avg. days on market

33d

9 days MoM

Recently sold homes

0 MoM

New listings for sale

NEW 1 HR AGO
$599,900
2 beds2.5 baths2,521 sq ft
112 Oakwood Trl #112, Chester, CT 06412
$499,900
3 beds2 baths1,774 sq ft
55 Wig Hill Rd, Chester, CT 06412
$2,995,000
4 beds5 baths4,926 sq ft
288 Middlesex Ave, Chester, CT 06412
$284,900
3 beds1 bath1,217 sq ft
92 Water St, Chester, CT 06412
$269,900
1 bed1 bath1,034 sq ft
90 Water St, Chester, CT 06412
See all

Provided by Redfin

Sale history for 38 Hoop Pole Hill Rd

Date

Event

Price

Smart MLS #170340824

Dec 1, 2020

Sold

$540,000

$145/sq ft

Oct 7, 2020

Contingent

—

Oct 7, 2020

Listed

$529,000

$142/sq ft

Oct 4, 2020

Coming Soon

$529,000

$142/sq ft

Smart MLS #G10029085

May 29, 2015

Sold

$525,000

$141/sq ft

Mar 20, 2015

Listed

$599,900

$161/sq ft

Beautiful home with many custom features and luxurious finishes. 3 bedrooms, 2 full & 2 1/2 baths, 1st floor master suite w/tile shower and granite, spacious open floor plan, custom kitchen with granite and stainless appliances. 1st floor laundry area. Finished 980sf walk out lower level with wet bar, 1/2 bath and stone fireplace. Model home available for viewing. Custom homes available by request.

Smart MLS #G666392

Dec 25, 2014

Listing Removed

—

Oct 25, 2013

Listed

$599,900

$161/sq ft

Smart MLS #G629439

Sep 6, 2013

Listing Removed

—

Aug 6, 2012

Listed

$589,900

$159/sq ft

Smart MLS #G599664

Aug 2, 2012

Listing Removed

—

Aug 2, 2002

Listed

$599,900

$161/sq ft

Smart MLS #G543387

Jun 30, 2011

Listing Removed

—

Oct 8, 2009

Listed

$599,900

$161/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,380 (+0.7%)

$71,360 + $244,460

$315,820

2022

$9,317

$71,360 + $244,460

$315,820

2021

$9,317 (+3.1%)

$71,360 + $244,460

$315,820

2020

$9,039 (−0.6%)

$71,360 + $244,460

$315,820

2019

$9,092 (+3.6%)

$71,360 + $244,460

$315,820

2018

$8,776 (+2.8%)

$75,110 + $248,600

$323,710

2017

$8,533 (+3.1%)

$75,110 + $248,600

$323,710

2016

$8,277 (+3.0%)

$75,110 + $248,600

$323,710

2014

$8,034 (−7.4%)

$75,110 + $248,600

$323,710

2011

$8,673

$125,520 + $269,620

$395,140

Tax history for 38 Hoop Pole Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,380 (+0.7%)

$71,360 + $244,460

$315,820

2022

$9,317

$71,360 + $244,460

$315,820

2021

$9,317 (+3.1%)

$71,360 + $244,460

$315,820

2020

$9,039 (−0.6%)

$71,360 + $244,460

$315,820

2019

$9,092 (+3.6%)

$71,360 + $244,460

$315,820

2018

$8,776 (+2.8%)

$75,110 + $248,600

$323,710

2017

$8,533 (+3.1%)

$75,110 + $248,600

$323,710

2016

$8,277 (+3.0%)

$75,110 + $248,600

$323,710

2014

$8,034 (−7.4%)

$75,110 + $248,600

$323,710

2011

$8,673

$125,520 + $269,620

$395,140

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2.73 Acres

Year renovated

2014

Sq. Ft.

2,397

Year built

2010

Style

Single Family Residential

County

Middlesex County

APN

2465597

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 6
Laundry Room Info: Main Level
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 2

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Mud Room, Wine Cellar
Basement Description: Full With Walk-Out, Fully Finished, Heated, Interior Access, Liveable Space, Storage

Exterior

Exterior Features
Roof Information: Fiberglass Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Deck, Gutters, Hot Tub, Shed

Lot Information
Lot Description: Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2397
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $315,820

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Tankless Hotwater
Heat Type: Hot Water
Heat Fuel Type: Propane
Fuel Tank Location: In Ground
Energy Features: Generator Ready

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Park, Stables/Riding
Directions: Exit 6 off of route 9
County: Middlesex

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,397
Stories: 2.0
Lot Size: 2.73 acres
Style: Single Family Residential
Year Built: 2010
Year Renovated: 2014
County: Middlesex County
APN: 2465597

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 1.1mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.1mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.0mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

6/10 Wind Factor

72% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$823,000 – $996,000

Reach more buyers when you sell with Redfin. Save up to $8,656 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

OPEN SUN, 11AM TO 2PM

$234,999

2 beds1.5 baths924 sq ft

41 Woodland Trl, Killingworth, CT 06419

VIDEO TOUR

$5,775,000

4 beds3.5 baths9,852 sq ft

89 River Rd, East Haddam, CT 06423

$449,999

2 beds2 baths1,252 sq ft

46 Main St, Centerbrook, CT 06409

VIDEO TOUR

$1,199,999

9 beds9 baths4,982 sq ft

209 Main St, Deep River, CT 06417

NEW CONSTRUCTION

$959,750

4 beds2.5 baths2,552 sq ft

6 Beechwood Dr, Ivoryton, CT 06442

$289,900

2 beds1.5 baths1,061 sq ft

17&21 Winter Ave, Deep River, CT 06417

New listings for sale in 06412

NEW 1 HR AGO

$599,900

2 beds2.5 baths2,521 sq ft

112 Oakwood Trl #112, Chester, CT 06412

$499,900

3 beds2 baths1,774 sq ft

55 Wig Hill Rd, Chester, CT 06412

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

$284,900

3 beds1 bath1,217 sq ft

92 Water St, Chester, CT 06412

$269,900

1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Home values near 38 Hoop Pole Hill Rd

Data from public records.

Address	Redfin Estimate
36 Hoop Pole Hill Road, Chester, CT 3 Beds \| 3.5 Baths \| 3045 Sq. Ft.	$849,206
43 Hoop Pole Hill Road, Chester, CT 3 Beds \| 2 Baths \| 1960 Sq. Ft.	$533,104

Address	Redfin Estimate
23 Hoop Pole Hill Road, Chester, CT 2 Beds \| 2 Baths \| 2488 Sq. Ft.	$518,951
28 Hoop Pole Hill Road, Chester, CT 4 Beds \| 3.5 Baths \| 3396 Sq. Ft.	$818,170

Address	Redfin Estimate
19 Hoop Pole Hill Road, Chester, CT 4 Beds \| 3.5 Baths \| 2890 Sq. Ft.	$719,874
41 Hoop Pole Hill Road #A, Chester, CT 3 Beds \| 3.5 Baths \| 3032 Sq. Ft.	$1,165,858

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Hartland homes for sale
Granby homes for sale
Canaan homes for sale
Suffield homes for sale
Colebrook homes for sale

Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Chester Property Records
Condos for sale near me	Lexington, MA homes for sale	CT New Listings
Agents near me	Quincy, MA homes for sale	Chester Housing Market

Chicopee homes for sale
Pittsfield homes for sale
Northampton homes for sale

01050 homes for sale
01223 homes for sale
01011 homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 38 Hoop Pole Hill Rd

Tax history for 38 Hoop Pole Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 38 Hoop Pole Hill Rd

More real estate resources