Off market nov 2022 for $625K

$666,692

Est. refi paymentEst. refi $3,008/mo

•

3,954

sq ft

44 Old Meadow Rd, Woodbury, CT 06798

About this home

Built in 2006, this home offers over 3900 square feet with a large master bedroom suite on the first floor. Huge open Family room-kitchen with granite counters and island. Many original features still in decent shape. Open from the kitchen is a large Family Room with vaulted ceilings and fireplace with sliders out to a private back deck and grounds. Formal Living room and dining room with a 2nd floor media room & a finished bonus room over the garage. A Luxurious Sub-division of similar style homes. Over 2 and a half acres of mostly level grounds with mature plantings & stone pillars at entrance....Minutes to exit 14, I-84 in Southbury via Route 172. This home has a huge upside of potential. Many possibilities. REO Addendum.

Please see attached REO Addendum.

Single-familyProperty Type

2006Year Built

2.69 acresLot Size

$169Est. Price/Sq.Ft.

3 car garageParking

Listed by CT REO Drakeley • Drakeley Real Estate, Inc.

Bought with Timothy Drakeley • Drakeley Real Estate, Inc.

Source:Smart MLS #170523268

Redfin Estimate

$666,692

$42K since sold in November 2022$10K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.7% lower than the average sale price ($862K) of 6 comparable homes.

SOLD JUL 30, 2026
$885,000
A
4 beds3.5 baths3,784 sq ft
557 Upper Grassy Hill Rd, Woodbury, CT 06798
SOLD AUG 21, 2026
$629,000
B
4 beds2.5 baths2,880 sq ft
18 South St, Woodbury, CT 06798
SOLD JUL 31, 2026
$1,275,000
C
4 beds3.5 baths3,480 sq ft
46 Grassy Hill Rd, Woodbury, CT 06798
BOUGHT WITH REDFIN SEP 11, 2026
$635,000
D
4 beds2.5 baths2,878 sq ft
297 N Poverty Rd, Southbury, CT 06488
SOLD JUN 10, 2026
$950,000
E
4 beds3.5 baths4,861 sq ft
112 Southridge Rd, Southbury, CT 06488
SOLD APR 17, 2026
$800,000
F
4 beds3.5 baths3,756 sq ft
183 Coachmans Dr, Southbury, CT 06488

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Earn from this home

Sell

$162,339

Est. take-home

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Refinance

Est. cash available

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Rent

$3,933/mo

Redfin rental estimate

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Market trends in 06798, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.4%

+0.4% MoM

Median sale price

$537K

$37K MoM

Avg. days on market

51d

9 days MoM

Recently sold homes

8 MoM

New listings for sale

$699,900
3 beds1.5 baths1,960 sq ft
1217 Main St N, Woodbury, CT 06798
COMING SOON
$649,900
4 beds3 baths3,528 sq ft
67 Flanders Rd, Woodbury, CT 06798
$124,900
1 bed1 bath546 sq ft
22 Pilgrim Trl Unit G1, Woodbury, CT 06798
$529,000
3 beds1.5 baths2,120 sq ft
11 Judson Ave, Woodbury, CT 06798
FOR SALE BY OWNER
$135,000
1 bed1 bath— sq ft
31 Pilgrim Trl, Woodbury, CT 06798
$290,000
2 beds1.5 baths1,430 sq ft
74 Washington Rd #40, Woodbury, CT 06798
$2,149,900
5 beds4.5 baths5,973 sq ft
348 Weekeepeemee Rd, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 44 Old Meadow Rd

Date

Event

Price

Smart MLS #170523268

Nov 15, 2022

Sold

$625,011

$158/sq ft

Oct 14, 2022

Pending

—

Oct 6, 2022

Listed

$545,900

$138/sq ft

Smart MLS #170275080

Aug 20, 2020

Listing Removed

—

Jun 29, 2020

Contingent

—

Jun 3, 2020

Price Changed

$499,900

$126/sq ft

Mar 13, 2020

Price Changed

$525,000

$133/sq ft

Feb 24, 2020

Listed

$550,000

$139/sq ft

Smart MLS #170198784

Nov 20, 2019

Listing Removed

—

May 24, 2019

Listed

$599,900

$152/sq ft

Smart MLS #98326552

Apr 4, 2007

Listed

$985,000

$249/sq ft

Smart MLS #W1038999

Apr 2, 2007

Listed

$985,000

$249/sq ft

Smart MLS #98306093

Apr 1, 2007

Listing Removed

—

Oct 16, 2006

Listed

$1,049,900

$266/sq ft

Smart MLS #W1035912

Apr 1, 2007

Listing Removed

—

Oct 1, 2006

Listed

$1,049,900

$266/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,293 (−0.4%)

$93,540 + $329,480

$423,020

2022

$12,339

$93,540 + $329,480

$423,020

2021

$12,339

$93,540 + $329,480

$423,020

2020

$12,339 (−2.1%)

$93,540 + $329,480

$423,020

2019

$12,608 (−7.5%)

$93,540 + $338,670

$432,210

2018

$13,628 (−2.1%)

$107,440 + $405,280

$512,720

2017

$13,925 (+3.3%)

$107,440 + $405,280

$512,720

2016

$13,479 (+2.3%)

$107,440 + $405,280

$512,720

2014

$13,172

$107,440 + $405,280

$512,720

Tax history for 44 Old Meadow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,293 (−0.4%)

$93,540 + $329,480

$423,020

2022

$12,339

$93,540 + $329,480

$423,020

2021

$12,339

$93,540 + $329,480

$423,020

2020

$12,339 (−2.1%)

$93,540 + $329,480

$423,020

2019

$12,608 (−7.5%)

$93,540 + $338,670

$432,210

2018

$13,628 (−2.1%)

$107,440 + $405,280

$512,720

2017

$13,925 (+3.3%)

$107,440 + $405,280

$512,720

2016

$13,479 (+2.3%)

$107,440 + $405,280

$512,720

2014

$13,172

$107,440 + $405,280

$512,720

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.69 Acres

Year renovated

—

Sq. Ft.

3,954

Year built

2006

Style

Single Family Residential

County

Litchfield County

APN

2440479

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 20, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Driveway
Garages Number: 3

Parking Information
Parking Total Spaces: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Location: First Floor
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
In-Law Apartment: No
Wired For Audio
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Refrigerator

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 10
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs, Storage Space

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Deck

Lot Information
Lot Description: On Cul-De-Sac, In Subdivision, Lightly Wooded, Fence - Partial

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3954
Driveway Type: Gravel

Financial

Assessments Information
Assessed Value: $423,020

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane
Heat Type: Hot Air
Heat Fuel Type: Propane
Fuel Tank Location: In Ground
Energy Features: Thermopane Windows

Location

School Information
Middle Jr High School: Woodbury
High School: Nonnewaug
Elementary School: Mitchell

Location Information
Subdivision: Old Meadow
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Private School(s)
Directions: Rt. 6 to Rt. 317 to Transylvania Road to Old Meadow Road. or Rt. 67/Rt. 172 to Transylvania Rd to Old Meadow.
County: Litchfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,954
Stories: 2.0
Lot Size: 2.69 acres
Style: Single Family Residential
Year Built: 2006
Year Renovated: —
County: Litchfield County
APN: 2440479

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Mitchell Elementary School

Public PreK-5 • Assigned • 2.4mi

5/10

Woodbury Middle School

Public 6-8 • Assigned • 2.4mi

6/10

Nonnewaug High School

Public 9-12 • Assigned • 3.5mi

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

5/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Woodbury, CT • 06798

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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$634,000 – $767,000

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Home values near 44 Old Meadow Rd

Data from public records.

Address	Redfin Estimate
20 Old Meadow Road, Woodbury, CT 5 Beds \| 4 Baths \| 4101 Sq. Ft.	$968,503
48 Old Meadow Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3219 Sq. Ft.	$745,936

Address	Redfin Estimate
45 Old Meadow Road, Woodbury, CT 5 Beds \| 4.5 Baths \| 5352 Sq. Ft.	$1,079,048
43 Old Meadow Road, Woodbury, CT 4 Beds \| 4.5 Baths \| 4348 Sq. Ft.	$1,189,509

Address	Redfin Estimate
29 Old Meadow Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3521 Sq. Ft.	$1,097,984
35 Old Meadow Road, Woodbury, CT 4 Beds \| 4.5 Baths \| 4957 Sq. Ft.	$1,249,594

Property information provided by Smart MLS when last listed in 2022. This data may not match . Learn more.

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