274 Poverty Hollow Rd, Redding, CT 06896

Off market apr 2024 for $949K

$1,043,064

•

2,779

sq ft

274 Poverty Hollow Rd, Redding, CT 06896

About this home

Enchanting ca 1720 farmhouse on scenic Poverty Hollow Road, set back privately through gated entry on 2 bucolic acres adjoining 4 acres of Redding Land Trust meadows. Expansive detached carriage barn incl. 352 sf post & beam studio w/loft; 34' x13' tractor barn w/loft; plus 2 car garage. This historic home was rebuilt in the 1960s & then expanded significantly by the current owners who have lived there for more than 50 years. In 1975, Thomas King Builder, enlarged the house w/2 additional BRs & full bath upstairs; 6' kitchen extension & breakfast nook addition; plus mud-room/laundry addition w/2 doors to the outside. The resulting country compound includes a total of 4-5 BRs, 3 full baths, & 2 fireplaces. Most inviting great room featuring the LR w/exposed beams, wide board floors, fireplace w/custom wood surround, & adj. library w/built-in book shelves. The first floor also offers the formal DR w/wide board floors; cozy den or guest BR w/exposed beams, wide board floors & adj. full bath; plus the spacious inviting kitchen w/island, sunny breakfast nook, peninsula w/bar overhang, pot rack & two sinks! The gracious foyer w/turned staircase leads to the 2nd floor featuring 4 additional BRs, all with hardwood floors, including the beautiful primary suite w/fireplace, plus 2 more full baths. Spectacular property w/mature flowering trees & gardens, stone walls, screened porch, covered side porch, plus lovely stone terrace. Redding-the "Vermont of CT," yet just 62 miles to Midtown.

Single-familyProperty Type

1720Year Built

2 acresLot Size

$375Est. Price/Sq.Ft.

2 car garageParking

Listed by Laura Ancona • William Pitt Sotheby's Int'l

Bought with Robert Zampa • Compass Connecticut, LLC

Source:Smart MLS #170623605

Redfin Estimate

$1,043,064

$94K since sold in April 2024$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.8% higher than the average sale price ($925K) of 6 comparable homes.

SOLD JUL 17, 2026
$1,450,000
A
4 beds3 baths2,944 sq ft
313 Umpawaug Rd, Redding, CT 06896
SOLD OCT 15, 2026
$695,000
B
4 beds2.5 baths2,302 sq ft
9 Deacon Abbott Ln S, Redding, CT 06896
SOLD JUL 9, 2026
$905,000
C
4 beds3 baths2,436 sq ft
81 Pinetree Rd, Redding, CT 06896
SOLD SEP 24, 2026
$799,000
D
3 beds2.5 baths1,774 sq ft
471 Newtown Tpke, Redding, CT 06896
SOLD SEP 16, 2026
$800,000
E
4 beds2.5 baths2,576 sq ft
429 Rock House Rd, Redding, CT 06896
SOLD OCT 20, 2026
$900,000
F
4 beds3.5 baths3,454 sq ft
28 Winding Brook Ln, Redding, CT 06896

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Earn from this home

Sell

$257,107

Est. take-home

List your home with Redfin and save $10,431

Market trends in 06896, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.3%

0.6% MoM

Median sale price

$967K

$284 MoM

Avg. days on market

41d

8 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 29 HRS AGO
$975,000
4 beds3.5 baths4,325 sq ft
123 Cross Hwy, Redding, CT 06896
$1,500,000
4 beds3 baths3,588 sq ft
Redding, CT 06896
$849,000
4 beds2.5 baths2,930 sq ft
72 Orchard Dr, Redding, CT 06896
3D WALKTHROUGH
$1,395,000
6 beds4 baths4,033 sq ft
12 Werf Dr, Redding, CT 06896
$1,100,000
4 beds2.5 baths2,947 sq ft
77 Wayside Ln, Redding, CT 06896
VIDEO TOUR
$7,400,000
6 beds6 baths9,420 sq ft
63 Turney Rd, Redding, CT 06896
$899,000
5 beds3 baths3,183 sq ft
24 Deer Spring Rd, Redding, CT 06896
See all

Provided by Redfin

Sale history for 274 Poverty Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,343 (+17.5%)

$154,000 + $364,000

$518,000

2022

$12,209 (+1.5%)

$166,300 + $199,900

$366,200

2021

$12,026

$166,300 + $199,900

$366,200

2020

$12,026

$166,300 + $199,900

$366,200

2019

$12,026 (+3.5%)

$166,300 + $199,900

$366,200

2018

$11,616 (−18.0%)

$166,300 + $199,900

$366,200

2017

$14,173 (+1.3%)

$181,900 + $296,600

$478,500

2016

$13,991 (+1.1%)

$181,900 + $296,600

$478,500

2014

$13,833

$181,900 + $296,600

$478,500

Tax history for 274 Poverty Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,343 (+17.5%)

$154,000 + $364,000

$518,000

2022

$12,209 (+1.5%)

$166,300 + $199,900

$366,200

2021

$12,026

$166,300 + $199,900

$366,200

2020

$12,026

$166,300 + $199,900

$366,200

2019

$12,026 (+3.5%)

$166,300 + $199,900

$366,200

2018

$11,616 (−18.0%)

$166,300 + $199,900

$366,200

2017

$14,173 (+1.3%)

$181,900 + $296,600

$478,500

2016

$13,991 (+1.1%)

$181,900 + $296,600

$478,500

2014

$13,833

$181,900 + $296,600

$478,500

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

Public record

Public record
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

270460

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 5, 2023.

Aug 27, 2025 • Active

Heating, ventilation and air conditioning or oil tank installation

HVAC

Mar 14, 2025 • Final

Electrical (& portable generators)

Repair a storm-damaged electrical service riser.

Electrical

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

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

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Info: Main Level
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 9
Basement Description: Full, Unfinished, Storage
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Wood Shingle
Exterior Siding: Clapboard
Exterior Features: Barn, Gutters, Lighting, Patio, Porch, Porch-Screened, Stone Wall

Lot Information
Lot Description: Borders Open Space, Level Lot, Fence - Stone

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: Butter

Property Information
Property Type: Single Family For Sale
Driveway Type: Private, Circular

Financial

Assessments Information
Assessed Value: $518,000

Utilities

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

Location

School Information
Middle Jr High School: John Read
High School: Joel Barlow
Elementary School: Redding

Location Information
State: Connecticut
Directions: Church Hill to left on Poverty Hollow to #274
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 270460

Home facts updated by county records on Jul 5, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

K - 12
Preschool & daycare

Redding Elementary School

Public PreK-4 • Assigned • 2.5mi

9/10

John Read Middle School

Public 5-8 • Assigned • 3.4mi

9/10

Joel Barlow High School

Public 9-12 • Assigned • 1.7mi

9/10

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

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Redding, CT • 06896

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$991,000 – $1.20M

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Home values near 274 Poverty Hollow Rd

Data from public records.

Address	Redfin Estimate
258 Poverty Hollow Rd, Redding, CT 3 Beds \| 2.5 Baths \| 2650 Sq. Ft.	$1,656,944
292 Poverty Hollow Rd, Redding, CT 2 Beds \| 1 Baths \| 1042 Sq. Ft.	$483,444
297 Poverty Hollow Rd, Redding, CT 3 Beds \| 3 Baths \| 2664 Sq. Ft.	$1,367,961
22 Great Meadow Rd, Redding, CT 4 Beds \| 2.5 Baths \| 2092 Sq. Ft.	$769,859
33 Great Meadow Rd, Redding, CT 4 Beds \| 2.5 Baths \| 3347 Sq. Ft.	$1,042,039
27 Great Meadow Rd, Redding, CT 6 Beds \| 5 Baths \| 3987 Sq. Ft.	$1,063,530
24 Old Hattertown Rd, Redding, CT 5 Beds \| 4.5 Baths \| 3550 Sq. Ft.	$827,694

Address	Redfin Estimate
278 Poverty Hollow Rd, Redding, CT 3 Beds \| 2.5 Baths \| 3020 Sq. Ft.	$807,717
252 Poverty Hollow Rd, Redding, CT 3 Beds \| 2 Baths \| 1994 Sq. Ft.	$865,754
291 Poverty Hollow Rd, Redding, CT 3 Beds \| 1.5 Baths \| 1784 Sq. Ft.	$954,227
27 Old Hattertown Rd, Redding, CT 6 Beds \| 7.5 Baths \| 9587 Sq. Ft.	$3,514,289
36 Great Meadow Rd, Redding, CT 4 Beds \| 2.5 Baths \| 3098 Sq. Ft.	$910,479
21 Old Hattertown Rd, Redding, CT 3 Beds \| 2 Baths \| 2376 Sq. Ft.	$838,082
23 Great Meadow Rd, Redding, CT 3 Beds \| 2 Baths \| 1612 Sq. Ft.	$693,454

Address	Redfin Estimate
300 Poverty Hollow Rd, Redding, CT 5 Beds \| 3.5 Baths \| 4338 Sq. Ft.	$1,089,384
280 Poverty Hollow Rd, Redding, CT 6 Beds \| 6 Baths \| 8197 Sq. Ft.	$2,228,608
243 Poverty Hollow Rd, Redding, CT 4 Beds \| 3 Baths \| 3028 Sq. Ft.	$847,909
18 Great Meadow Rd, Redding, CT 3 Beds \| 2 Baths \| 2009 Sq. Ft.	$737,177
15 Old Hattertown Rd, Redding, CT 3 Beds \| 3 Baths \| 2258 Sq. Ft.	$767,765
26 Great Meadow Rd, Redding, CT 3 Beds \| 1 Baths \| 1224 Sq. Ft.	$563,809
28 Great Meadow Rd, Redding, CT 3 Beds \| 3 Baths \| 2219 Sq. Ft.	$632,797

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06896, CT

Sale history for 274 Poverty Hollow Rd

Tax history for 274 Poverty Hollow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06896

Home values near 274 Poverty Hollow Rd

More real estate resources