Off Market Jun 2023 for $485K

$559,280

Est. refi paymentEst. refi $1,450/mo

•

1,927

sq ft

24 Deep Hollow Rd, Chester, CT 06412

About this home

Minutes from Historic Chester Village!! Come preview this Quintessential Cape with so much to offer! The home boasts a Large Living room with an impressive granite fireplace with wood stove insert for cozy New England winter nights, built in bookcases and eat in Dining area. Charming Kitchen features stainless steel appliances, and Corian counters. Newly refinished wood floors throughout. A Bright airy Sunroom/family room is complimented with an abundance of windows, slate floor, waxy pine pickwick walls and exposed stone creating a quaint space. The Home's sleeping quarters consist of 4 bedrooms. Two bedrooms located on first floor, one of which is being utilized as a spacious laundry room. Upstairs leads to two Bedrooms freshly painted and a Remodeled modern Primary ensuite with walk in closet. The scenic sprawling 1.15-acre lot is landscaped with apple trees, raspberry bushes, mature plantings and further allowing space for gardening and outdoor entertainment on back patio. An adorable "She Shed" is a bonus which can have many uses for outdoor private office, meditation or children's special playroom. Home is in close proximity to Beaches, CT River access, Ferry and local restaurants and boutiques. Generator hook up, Buderus boiler and Hardy board Siding are a plus. Come preview this Charming One of Kind Home as it won't last long!

Single-familyProperty Type

1929Year Built

1.15 acresLot Size

$290Est. Price/Sq.Ft.

2 car garageParking

Listed by Lisa Golebiewski • Coldwell Banker Realty

Bought with Eliesha Johnson • William Raveis Real Estate

Bought with Bill Heenan • William Raveis Real Estate

Source:Smart MLS #170573818

Redfin Estimate

$559,280

$74K since sold in June 2023$3,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.4% higher than the average sale price ($489K) of 5 comparable homes.

SOLD JUN 5, 2026
$495,000
A
4 beds2 baths1,906 sq ft
275 W Main St, Chester, CT 06412
SOLD SEP 24, 2025
$420,000
B
4 beds1.5 baths2,025 sq ft
14 Ferry Rd, Chester, CT 06412
SOLD FEB 26, 2026
$530,000
C
3 beds2.5 baths1,664 sq ft
131 Middlesex Ave, Chester, CT 06412
SOLD JUN 22, 2026
$540,000
D
3 beds1.5 baths1,392 sq ft
177 Union St, Deep River, CT 06417
SOLD AUG 5, 2026
$460,000
E
3 beds2 baths1,800 sq ft
254 Park Rd, Haddam, CT 06438

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Earn from this home

Sell

$159,093

Est. take-home

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Refinance

Est. cash available

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Rent

$2,730/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

103.9%

+2.4% MoM

Median sale price

$556K

$79K MoM

Avg. days on market

24d

11 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 24 HRS AGO
$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 24 Deep Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,895 (+0.7%)

$63,840 + $100,980

$164,820

2022

$4,862

$63,840 + $100,980

$164,820

2021

$4,862 (+3.1%)

$63,840 + $100,980

$164,820

2020

$4,717 (−0.6%)

$63,840 + $100,980

$164,820

2019

$4,745 (+3.0%)

$63,840 + $100,980

$164,820

2018

$4,607 (+2.8%)

$67,200 + $102,740

$169,940

2017

$4,480 (+3.1%)

$67,200 + $102,740

$169,940

2016

$4,345 (+3.0%)

$67,200 + $102,740

$169,940

2014

$4,218 (−7.8%)

$67,200 + $102,740

$169,940

2011

$4,576

$75,460 + $133,020

$208,480

Tax history for 24 Deep Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,895 (+0.7%)

$63,840 + $100,980

$164,820

2022

$4,862

$63,840 + $100,980

$164,820

2021

$4,862 (+3.1%)

$63,840 + $100,980

$164,820

2020

$4,717 (−0.6%)

$63,840 + $100,980

$164,820

2019

$4,745 (+3.0%)

$63,840 + $100,980

$164,820

2018

$4,607 (+2.8%)

$67,200 + $102,740

$169,940

2017

$4,480 (+3.1%)

$67,200 + $102,740

$169,940

2016

$4,345 (+3.0%)

$67,200 + $102,740

$169,940

2014

$4,218 (−7.8%)

$67,200 + $102,740

$169,940

2011

$4,576

$75,460 + $133,020

$208,480

*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

1.15 Acres

Year renovated

1982

Sq. Ft.

1,927

Year built

1929

Style

Single Family Residential

County

Middlesex County

APN

940382

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

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

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 6
Laundry Room Info: Main Level
Fireplaces Total: 1
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 4

Room Information
Room Count: 7
Basement Description: Full
Has Attic
Attic Description: Access Via Hatch, Storage Space

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Wood
Exterior Features: Fruit Trees, Patio, Shed

Lot Information
Lot Description: Level Lot

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1927
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $164,820

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Directions: GPS friendly
County: Middlesex

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,927
Stories: 2.0
Lot Size: 1.15 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: 1982
County: Middlesex County
APN: 940382

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools
Places
Transit

Chester Elementary School

Public PreK-6 • Assigned • 0.6mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 3.1mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.8mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

77% 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

$532,000 – $644,000

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Nearby similar homes

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VIDEO TOUR

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NEW 24 HRS AGO

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New listings for sale in 06412

NEW 24 HRS AGO

$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

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1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Home values near 24 Deep Hollow Rd

Data from public records.

Address	Redfin Estimate
12 Deep Hollow Road, Chester, CT 3 Beds \| 1 Baths \| 912 Sq. Ft.	$344,706
2 Deep Hollow Road, Chester, CT 3 Beds \| 4.5 Baths \| 2910 Sq. Ft.	$1,007,081

Address	Redfin Estimate
25 Deep Hollow Road, Chester, CT 3 Beds \| 2.5 Baths \| 1710 Sq. Ft.	$610,763
15 Deep Hollow Road, Chester, CT 4 Beds \| 1.5 Baths \| 2066 Sq. Ft.	$658,607

Address	Redfin Estimate
32 Deep Hollow Road, Chester, CT 2 Beds \| 2.5 Baths \| 2686 Sq. Ft.	$965,759
17 Deep Hollow Road, Chester, CT 3 Beds \| 2 Baths \| 1471 Sq. Ft.	$374,705

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 24 Deep Hollow Rd

Tax history for 24 Deep Hollow Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 24 Deep Hollow Rd

More real estate resources