258 Poverty Hollow Rd, Redding, CT 06896

Off market apr 2024 for $1.6M

$1,656,944

Est. refi paymentEst. refi $8,581/mo

•

2,650

sq ft

258 Poverty Hollow Rd, Redding, CT 06896

About this home

"Spring Hill"- Delightful, whimsical and enchanting 1929 Arts & Crafts style English cottage situated privately on 4.8 bucolic acres with gated entry to adjoining 4 acres of Redding Land Trust meadows. This storied home was built by celebrated artist Lizabeth Clifton Hunter (note her watercolor at the foot of the stairs). Sublime attention to detail abounds inside and out of this truly one-of-a-kind country estate. The exquisitely landscaped grounds feature peaceful outdoor enclaves including stone patios, balconies, the stunning pool grotto with dramatic stone face backdrop, and "Palais Poulet”: the playful hillside chicken coop compound. It's impossible to know where to feast your eyes in the exceptional main home showcasing hand hewn exposed beams, vaulted ceilings, built-ins, 3 fireplaces, and true artistry throughout the 2-story sunken living room, both formal dining and casual breakfast rooms, wet bar, dazzling gallery, and 3 welcoming bedroom suites. The compound also offers the detached 3-car garage with potting shed and regal clock tower. Of note: wood roof; leaded glass windows; radiant heated kitchen and breakfast room floors; heated outdoor steps to the driveway; copper leaders/gutters; generator; electric deer fence and cattle guard; plus top location on scenic road across from protected Aspetuck River land, yet just 65 miles to Midtown. Negotiable option to purchase furnishings and accessories.

Single-familyProperty Type

1929Year Built

4.8 acresLot Size

$625Est. Price/Sq.Ft.

3 car garageParking

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

Bought with Margi Esten • Coldwell Banker Realty

Source:Smart MLS #170610422

Redfin Estimate

$1,656,944

$16K since sold in April 2024$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 123.7% higher than the average sale price ($741K) of 6 comparable homes.

SOLD SEP 24, 2026
$799,000
A
3 beds2.5 baths1,774 sq ft
471 Newtown Tpke, Redding, CT 06896
SOLD SEP 16, 2026
$800,000
B
4 beds2.5 baths2,576 sq ft
429 Rock House Rd, Redding, CT 06896
SOLD SEP 11, 2026
$700,000
C
4 beds2.5 baths2,704 sq ft
3 Saddle Ridge Rd, Newtown, CT 06470
SOLD SEP 11, 2026
$725,000
D
3 beds2.5 baths2,111 sq ft
29 Lonetown Rd, Redding, CT 06896
SOLD OCT 15, 2026
$695,000
E
4 beds2.5 baths2,302 sq ft
9 Deacon Abbott Ln S, Redding, CT 06896
SOLD OCT 1, 2026
$725,000
F
4 beds2.5 baths2,606 sq ft
44 Aunt Pattys Ln W, Bethel, CT 06801

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Earn from this home

Sell

$283,751

Est. take-home

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Refinance

Est. cash available

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Rent

$1,470/mo

Redfin rental estimate

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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 258 Poverty Hollow Rd

Date

Event

Price

Smart MLS #170610422

Apr 30, 2024

Sold

$1,672,500

$631/sq ft

Feb 23, 2024

Pending

—

Jan 11, 2024

Contingent

—

Nov 20, 2023

Listed

$1,695,000

$640/sq ft

Nov 15, 2023

Coming Soon

$1,695,000

$640/sq ft

Smart MLS #170345413

Jan 29, 2021

Listing Removed

—

Oct 9, 2020

Listed

$1,645,000

$621/sq ft

Public Records

Sep 16, 2005

Sold

$1,485,000

$560/sq ft

Smart MLS #98241097

Jun 13, 2005

Listed

$1,595,000

$602/sq ft

Public Records

Feb 16, 2001

Sold

$850,000

$321/sq ft

Smart MLS #98074379

Aug 18, 2000

Listing Removed

—

Jun 6, 2000

Listed

$925,000

$349/sq ft

Public Records

May 25, 1994

Sold

$605,000

$228/sq ft

Smart MLS #93726271

Dec 4, 1993

Listed

$685,000

$258/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$17,904 (+18.8%)

$186,300 + $460,300

$646,600

2022

$15,076 (+1.5%)

$198,600 + $253,600

$452,200

2021

$14,850

$198,600 + $253,600

$452,200

2020

$14,850

$198,600 + $253,600

$452,200

2019

$14,850 (+3.5%)

$198,600 + $253,600

$452,200

2018

$14,344 (−8.2%)

$198,600 + $253,600

$452,200

2017

$15,633 (+1.3%)

$255,400 + $272,400

$527,800

2016

$15,433 (+1.3%)

$255,400 + $272,400

$527,800

2014

$15,230

$255,400 + $271,400

$526,800

Tax history for 258 Poverty Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,904 (+18.8%)

$186,300 + $460,300

$646,600

2022

$15,076 (+1.5%)

$198,600 + $253,600

$452,200

2021

$14,850

$198,600 + $253,600

$452,200

2020

$14,850

$198,600 + $253,600

$452,200

2019

$14,850 (+3.5%)

$198,600 + $253,600

$452,200

2018

$14,344 (−8.2%)

$198,600 + $253,600

$452,200

2017

$15,633 (+1.3%)

$255,400 + $272,400

$527,800

2016

$15,433 (+1.3%)

$255,400 + $272,400

$527,800

2014

$15,230

$255,400 + $271,400

$526,800

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

4.8 Acres

Year renovated

—

Sq. Ft.

2,500

Year built

1929

Style

Single Family Residential

County

Fairfield County

APN

270462

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: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Info: Lower Level
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Sitting Room
Room Count: 10
Basement Description: Unfinished, Interior Access

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Wood
Exterior Features: Balcony, French Doors, Lighting, Stone Wall, Terrace

Lot Information
Lot Description: Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2500
Driveway Type: Private, Circular

Financial

Assessments Information
Assessed Value: $646,600

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: Above Ground
Energy Features: Generator

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 #258
County: Fairfield

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 2,500
Stories: 2.0
Lot Size: 4.8 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Fairfield County
APN: 270462

Home facts updated by county records on Jul 13, 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 • 1.5mi

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

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.58M – $1.91M

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Home values near 258 Poverty Hollow Rd

Data from public records.

Address	Redfin Estimate
278 Poverty Hollow Rd, Redding, CT 3 Beds \| 2.5 Baths \| 3020 Sq. Ft.	$807,717
243 Poverty Hollow Rd, Redding, CT 4 Beds \| 3 Baths \| 3028 Sq. Ft.	$847,909
16 Great Meadow Rd, Redding, CT 3 Beds \| 1.5 Baths \| 1521 Sq. Ft.	$607,224
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

Address	Redfin Estimate
274 Poverty Hollow Rd, Redding, CT 4 Beds \| 3 Baths \| 2779 Sq. Ft.	$1,043,064
230 Poverty Hollow Rd, Redding, CT 6 Beds \| 6 Baths \| 6385 Sq. Ft.	$2,919,217
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
32 Great Meadow Rd, Redding, CT 3 Beds \| 1.5 Baths \| 1411 Sq. Ft.	$651,142

Address	Redfin Estimate
252 Poverty Hollow Rd, Redding, CT 3 Beds \| 2 Baths \| 1994 Sq. Ft.	$865,754
12 Great Meadow Rd, Redding, CT 4 Beds \| 1.5 Baths \| 2144 Sq. Ft.	$773,730
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

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

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