Off market aug 2024 for $3.8M

$3,514,289

Est. refi paymentEst. refi $3,320/mo

•

9,587

sq ft

27 Old Hattertown Rd, Redding, CT 06896

About this home

Everything about this sophisticated custom shingle style contemporized colonial has been meticulously designed for the perfect blend of a luxurious and comfortable country lifestyle - The upscale Kit includes a 6-sided windowed breakfast/sunroom mimicking the large octagon EVENT room which incorporates flying buttresses, radiant Brazilian slate flr, tiled FP, party kit, full Ba. French drs lead to the gunite heated pool surrounded by a bluestone patio edged in beautiful professionally landscaped gardens centered by a one-of-a-kind Pergola - two unique Gallerias specially designed for large art connect the main house to the event /party/family rm and on to a private custom designed 1 br/1 bath Guest Suite featuring a ship ceiling & a cozy sitting area w a stunning native stone FP. Step upstairs to the Turret "Room with all around Views" & blt-in seats/beds. This wing also inc an in-law/caretaker 1 br/1 ba apt boasting blt-ins/ full Kit & private Patio. The Sauna, full ba and 2nd W/D are also in this wing. The magnificent flr-to-ceiling transom style windows and French doors open to westerly views staging magnificent sunsets plus overlooking 4 Acres of Land Trust never to be built on - The drive-through 6 stall horse barn w/hay loft was lovingly designed by the owner & could be developed into many other uses: Party Barn/Office/Home Business! The custom horse Arena could also be turned into Tennis/Pickleball Courts! Prepare to be captivated by this spectacular private estate.

Single-familyProperty Type

1997Year Built

12.06 acresLot Size

$367Est. Price/Sq.Ft.

3 car garageParking

Listed by Sharon Hoverman • Coldwell Banker Realty

Listed by Tracey Nagle • Coldwell Banker Realty

Bought with AJ Letterman • Compass Connecticut, LLC

Source:Smart MLS #170624258

Redfin Estimate

$3,514,289

$286K since sold in August 2024$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 177.6% higher than the average sale price ($1.27M) of 6 comparable homes.

SOLD SEP 23, 2026
$1,550,000
A
4 beds4 baths5,385 sq ft
7 Long Meadow Ln, Redding, CT 06896
SOLD NOV 2, 2026
$1,500,000
B
4 beds4.5 baths6,259 sq ft
2 Longwood Dr, Redding, CT 06896
SOLD OCT 21, 2026
$955,000
C
4 beds3.5 baths4,924 sq ft
380 Black Rock Tpke, Redding, CT 06896
SOLD AUG 24, 2026
$860,000
D
5 beds4.5 baths6,052 sq ft
17 Herrmann Ln, Easton, CT 06612
SOLD AUG 20, 2026
$1,080,000
E
5 beds3.5 baths5,512 sq ft
41 Ridge Line Rd, Easton, CT 06612
SOLD AUG 21, 2026
$1,650,000
F
5 beds5.5 baths5,308 sq ft
110 Sport Hill Rd, Redding, CT 06896

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Earn from this home

Sell

$391,484

Est. take-home

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Est. cash available

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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 27 Old Hattertown Rd

Date

Event

Price

Smart MLS #170624258

Aug 14, 2024

Sold

$3,800,000

$396/sq ft

May 3, 2024

Pending

—

Apr 19, 2024

Contingent

—

Feb 27, 2024

Listed

$3,900,000

$407/sq ft

Feb 14, 2024

Coming Soon

$3,900,000

$407/sq ft

Smart MLS #170585950

Feb 13, 2024

Listing Removed

—

Dec 20, 2023

Listing Removed

—

Oct 16, 2023

Price Changed

$4,100,000

$428/sq ft

Aug 14, 2023

Listed

$4,500,000

$469/sq ft

Smart MLS #98524668

Jul 31, 2012

Listing Removed

—

Jan 11, 2012

Listed

$4,500,000

$469/sq ft

Public Records

Mar 6, 1995

Sold

$500,000

$52/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$49,668 (+10.2%)

$181,610 + $1,612,100

$1,793,710

2022

$45,066 (+1.5%)

$185,410 + $1,166,300

$1,351,710

2021

$44,390

$185,410 + $1,166,300

$1,351,710

2020

$44,390

$185,410 + $1,166,300

$1,351,710

2019

$44,390 (+3.5%)

$185,410 + $1,166,300

$1,351,710

2018

$42,876 (−3.0%)

$185,410 + $1,166,300

$1,351,710

2017

$44,205 (+1.3%)

$403,110 + $1,089,300

$1,492,410

2016

$43,638 (+1.1%)

$403,110 + $1,089,300

$1,492,410

2014

$43,146

$403,110 + $1,089,300

$1,492,410

Tax history for 27 Old Hattertown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$49,668 (+10.2%)

$181,610 + $1,612,100

$1,793,710

2022

$45,066 (+1.5%)

$185,410 + $1,166,300

$1,351,710

2021

$44,390

$185,410 + $1,166,300

$1,351,710

2020

$44,390

$185,410 + $1,166,300

$1,351,710

2019

$44,390 (+3.5%)

$185,410 + $1,166,300

$1,351,710

2018

$42,876 (−3.0%)

$185,410 + $1,166,300

$1,351,710

2017

$44,205 (+1.3%)

$403,110 + $1,089,300

$1,492,410

2016

$43,638 (+1.1%)

$403,110 + $1,089,300

$1,492,410

2014

$43,146

$403,110 + $1,089,300

$1,492,410

*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

12.06 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

270459

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: 3

Interior

Virtual Tour Information

Interior Information
Total Rooms: 14
Laundry Room Location: Upper level and Guest Quarters area
Interior Features: Auto Garage Door Opener, Central Vacuum, Sauna, Security System
In-Law Apartment: Yes
In-Law Access: Separate Entry
Fireplaces Total: 6
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 7
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room, Sauna, Wine Cellar
Room Count: 15
Basement Description: Full, Unfinished, Concrete Floor, Interior Access
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Cedar
Exterior Features: Barn, French Doors, Garden Area, Gazebo, Paddock, Patio, Porch, Stone Wall, Underground Sprinkler

Lot Information
Lot Description: Interior Lot, Borders Open Space, Level Lot, Sloping Lot, Treed, Fence - Rail

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Safety Fence, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: grey mist

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $1,793,710

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air, Radiant, Zoned
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Generator, Thermopane Windows

Location

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Stables/Riding
Directions: Rte 58 to Church Hill Rd - left onto Poverty Hollow Road - right onto Old Hattertown - #27 on left - enter through white security gates.
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 12.06 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 270459

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

Redding Elementary School

Public PreK-4 • Assigned • 2.6mi

9/10

John Read Middle School

Public 5-8 • Assigned • 3.5mi

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

2/10 Fire Factor

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

4/10 Heat Factor

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

5/10 Wind Factor

26% 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

$3.34M – $4.04M

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New listings for sale in 06896

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3D WALKTHROUGH

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Home values near 27 Old Hattertown Rd

Data from public records.

Address	Redfin Estimate
15 Old Hattertown Road, Redding, CT 3 Beds \| 3 Baths \| 2258 Sq. Ft.	$767,765
258 Poverty Hollow Road, Redding, CT 3 Beds \| 2.5 Baths \| 2650 Sq. Ft.	$1,656,944
292 Poverty Hollow Road, Redding, CT 2 Beds \| 1 Baths \| 1042 Sq. Ft.	$483,444
280 Poverty Hollow Road, Redding, CT 6 Beds \| 6 Baths \| 8197 Sq. Ft.	$2,228,608
243 Poverty Hollow Road, Redding, CT 4 Beds \| 3 Baths \| 3028 Sq. Ft.	$847,909

Address	Redfin Estimate
21 Old Hattertown Road, Redding, CT 3 Beds \| 2 Baths \| 2376 Sq. Ft.	$838,082
278 Poverty Hollow Road, Redding, CT 3 Beds \| 2.5 Baths \| 3020 Sq. Ft.	$807,717
274 Poverty Hollow Road, Redding, CT 4 Beds \| 3 Baths \| 2779 Sq. Ft.	$1,043,064
297 Poverty Hollow Road, Redding, CT 3 Beds \| 3 Baths \| 2664 Sq. Ft.	$1,367,961
32 Great Meadow Road, Redding, CT 3 Beds \| 1.5 Baths \| 1411 Sq. Ft.	$651,142

Address	Redfin Estimate
24 Old Hattertown Road, Redding, CT 5 Beds \| 4.5 Baths \| 3550 Sq. Ft.	$827,694
300 Poverty Hollow Road, Redding, CT 5 Beds \| 3.5 Baths \| 4338 Sq. Ft.	$1,089,384
252 Poverty Hollow Road, Redding, CT 3 Beds \| 2 Baths \| 1994 Sq. Ft.	$865,754
291 Poverty Hollow Road, Redding, CT 3 Beds \| 1.5 Baths \| 1784 Sq. Ft.	$954,227
79 Towns End Road, Newtown, CT 2 Beds \| 2 Baths \| 1550 Sq. Ft.	$583,453

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 27 Old Hattertown Rd

Tax history for 27 Old Hattertown 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 27 Old Hattertown Rd

More real estate resources