Off Market Apr 2025 for $769K

$845,800

•

4,012

sq ft

24 Roxbury Rd, Woodbury, CT 06798

About this home

Located in The Beautiful Hills of Litchfield County on the Woodbury / Roxbury Line! Lots of Privacy Awaits You in this Beautiful Colonial/Contemporary on 9.97 Acres of Serenity w/ Mature Trees, Plantings, Lush Greenery & the Peaceful Sounds of Transylvania Brook that Flows Behind the Home. Inground Heated Gunite Swimming Pool w/ Beautiful Stonework, Fenced in Yard & 3 Good Size Sheds. Very Unique Home w/ Double Door Entry that Leads you into a Spacious Foyer w/ an Indoor Water Feature, 3 Generous Size Bedrooms, Remodeled 2.5 Baths, w/ Italian Marble Tile, Recessed Lighting throughout Home, Lower Level Family Room w/ French Doors leading out to Patio & Swimming Pool, Office Space, 4 Season Sunroom w/ French Door & Plenty of Windows, 2 Car Garage, Lots of Storage, Huge Unfinished Basement, C/AIR & Whole House Generator. Primary Bedroom Suite Features a Separate Room that can be used as You Choose w/ Lots of Windows, Jacuzzi Tub, Walk in Closet & Balcony Overlooking Swimming Pool. Long Paved & Lighted Private Driveway Leads You to an Oasis. A Nature Lovers Dream! This Home is a Must See!

Mailing Address for this Home is 4 Transylvania Road Roxbury, CT due to Part of the Property being in the Town of Roxbury. ** Please Make sure to Use 4 Transylvania Rd Roxbury, CT for GPS Directions to Access the Home on 24 Roxbury Road Woodbury, CT. Also Available to Purchase Separate from Home Sale is 9.27 Acres Adjacent to this Property. Please Refer to MLS 24018558.

Single-familyProperty Type

1987Year Built

9.97 acresLot Size

$211Est. Price/Sq.Ft.

2 car garageParking

Listed by Debbie Kranidis • Preston Gray Real Estate

Bought with Shaylene Neumann • Houlihan Lawrence

Bought with Joseph Kelley • Houlihan Lawrence

Source:Smart MLS #24017605

Redfin Estimate

$845,800

$77K since sold in April 2025$5,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.6% lower than the average sale price ($1.00M) of 5 comparable homes.

SOLD OCT 17, 2025
$1,200,000
A
3 beds2.5 baths3,920 sq ft
53 Transylvania Rd, Roxbury, CT 06783
SOLD JUL 28, 2026
$775,000
B
4 beds2.5 baths3,431 sq ft
68 Cedar Grove Rd, Southbury, CT 06488
SOLD JUL 31, 2026
$1,275,000
C
4 beds3.5 baths3,480 sq ft
46 Grassy Hill Rd, Woodbury, CT 06798
SOLD JAN 23, 2026
$895,000
D
4 beds3 baths3,624 sq ft
67 Transylvania Rd, Roxbury, CT 06783
SOLD MAY 11, 2026
$865,000
E
4 beds2.5 baths3,640 sq ft
85 Pleasant Dr, Southbury, CT 06488

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Earn from this home

Sell

$195,166

Est. take-home

List your home with Redfin and save $8,458

Rent

$3,466/mo

Redfin rental estimate

List your home for rent

Market trends in 06783, CT

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

98.6%

1.8% MoM

Median sale price

$1.0M

$293K MoM

Avg. days on market

126d

26 days MoM

Recently sold homes

2 MoM

New listings for sale

COMING SOON
$1,200,000
4 beds4 baths3,968 sq ft
90 Sage Rd, Woodbury, CT 06798
COMING SOON
$549,900
2 beds2.5 baths1,796 sq ft
25 Woodbury Hl #25, Woodbury, CT 06798
COMING SOON
$589,000
3 beds2.5 baths2,066 sq ft
323 Upper Grassy Hill Rd, Woodbury, CT 06798
OPEN SUN, 11AM TO 1PM
$875,000
5 beds3.5 baths4,180 sq ft
132 Good Hill Rd, Woodbury, CT 06798
$309,000
3 beds2.5 baths1,467 sq ft
8 Woods Way #8, Woodbury, CT 06798
$299,900
2 beds2 baths1,182 sq ft
47 Woods Way #47, Woodbury, CT 06798
$1,600,000
4 beds2.5 baths3,122 sq ft
138 Minortown Rd, Woodbury, CT 06798
COMING SOON
$699,000
4 beds1.5 baths1,872 sq ft
126 Main St N, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 24 Roxbury Rd

Date

Event

Price

Smart MLS #24132695

Dec 19, 2025

Listing Removed

—

Nov 13, 2025

Price Changed

$1,149,000

$286/sq ft

Oct 26, 2025

Price Changed

$1,195,000

$298/sq ft

Oct 9, 2025

Listed

$1,275,000

$318/sq ft

Smart MLS #24124627

Oct 9, 2025

Listing Removed

—

Sep 13, 2025

Listed

$1,275,000

$318/sq ft

Sep 11, 2025

Coming Soon

Smart MLS #24017605

Apr 1, 2025

Pending

—

Apr 1, 2025

Sold

$769,000

$192/sq ft

Mar 12, 2025

Contingent

—

Mar 11, 2025

Price Changed

$744,900

$186/sq ft

Mar 11, 2025

Relisted

—

Dec 24, 2024

Contingent

—

Dec 17, 2024

Price Changed

$839,000

$209/sq ft

Nov 21, 2024

Price Changed

$895,000

$223/sq ft

Oct 10, 2024

Price Changed

$995,000

$248/sq ft

Jul 27, 2024

Price Changed

$1,080,000

$269/sq ft

Jun 13, 2024

Price Changed

$1,149,000

$286/sq ft

May 23, 2024

Listed

$1,249,000

$311/sq ft

Tax history for 24 Roxbury Rd

*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

9.97 Acres

Year renovated

—

Sq. Ft.

4,012

Year built

1987

Style

Single Family Residential

County

Litchfield County

APN

934808

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
Garages Number: 2

Interior

Interior Information
Total Rooms: 10
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Oven/Range, Wall Oven, Refrigerator, Dishwasher, Disposal

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

Bedroom Information
Beds Total: 3

Room Information
Basement Description: Full, Unfinished, Concrete Floor
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Balcony, Shed, Deck, Garden Area, Lighting, Stone Wall, French Doors, Patio

Lot Information
Lot Description: Fence - Partial, Secluded, Treed, Level Lot, Sloping Lot, Cleared

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

Building Information
Foundation Type: Concrete
Construction Description: Frame, Concrete
Color: Gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4012

Financial

Assessments Information
Assessed Value: $476,210

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric, 100 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Generator, Programmable Thermostat, Thermopane Windows

Location

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

Location Information
State: Connecticut
Nearby Amenities: Park, Public Transportation
Directions: *** Please Use this Address for GPS *** 4 Transylvania Rd Roxbury, CT (Mailing Address) Once there drive down the long Driveway until you reach the Home!
County: Litchfield

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 4,012
Stories: 2.0
Lot Size: 9.97 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: —
County: Litchfield County
APN: 934808

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 6

Around this home

Schools
Places
Transit

Booth Free School

Public K-5 • Assigned • 3.7mi

Shepaug Valley School

Public 6-12 • Assigned • 6.3mi

8/10

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 98° expected this year, 15 days in 30 years

5/10 Wind Factor

25% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 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

$804,000 – $973,000

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Nearby similar homes

OPEN SUN, 11AM TO 1PM

$875,000

5 beds3.5 baths4,180 sq ft

132 Good Hill Rd, Woodbury, CT 06798

NEW CONSTRUCTION

$1,125,000

4 beds2.5 baths3,300 sq ft

215 Old Woodbury Rd, Southbury, CT 06488

NEW CONSTRUCTION

$999,900

4 beds2.5 baths3,286 sq ft

84 Lum Lot Rd, Southbury, CT 06488

$1,395,000

5 beds4.5 baths4,884 sq ft

30 Hollow Rd, Woodbury, CT 06798

$725,000

4 beds2.5 baths3,088 sq ft

335 Luna Trl Ext, Southbury, CT 06488

$3,995,000

5 beds5.5 baths7,121 sq ft

47 Squire Rd, Roxbury, CT 06783

New listings for sale in 06798

COMING SOON

$1,200,000

4 beds4 baths3,968 sq ft

90 Sage Rd, Woodbury, CT 06798

COMING SOON

$549,900

2 beds2.5 baths1,796 sq ft

25 Woodbury Hl #25, Woodbury, CT 06798

COMING SOON

$589,000

3 beds2.5 baths2,066 sq ft

323 Upper Grassy Hill Rd, Woodbury, CT 06798

OPEN SUN, 11AM TO 1PM

$875,000

5 beds3.5 baths4,180 sq ft

132 Good Hill Rd, Woodbury, CT 06798

$309,000

3 beds2.5 baths1,467 sq ft

8 Woods Way #8, Woodbury, CT 06798

$299,900

2 beds2 baths1,182 sq ft

47 Woods Way #47, Woodbury, CT 06798

$1,600,000

4 beds2.5 baths3,122 sq ft

138 Minortown Rd, Woodbury, CT 06798

COMING SOON

$699,000

4 beds1.5 baths1,872 sq ft

126 Main St N, Woodbury, CT 06798

Home values near 24 Roxbury Rd

Data from public records.

Address	Redfin Estimate
20 Roxbury Rd, Woodbury, CT 4 Beds \| 2.5 Baths \| 2160 Sq. Ft.	$601,150
610 Upper Grassy Hill Rd, Woodbury, CT 3 Beds \| 2.5 Baths \| 1451 Sq. Ft.	$521,449

Address	Redfin Estimate
16 Roxbury Rd, Woodbury, CT 3 Beds \| 2.5 Baths \| 1829 Sq. Ft.	$576,285
596 Upper Grassy Hill Rd, Woodbury, CT 6 Beds \| 2.5 Baths \| 1690 Sq. Ft.	$511,419

Address	Redfin Estimate
602 Upper Grassy Hill Rd, Woodbury, CT 3 Beds \| 2 Baths \| 1845 Sq. Ft.	$349,704
562 Upper Grassy Hill Rd, Woodbury, CT 4 Beds \| 3.5 Baths \| 6459 Sq. Ft.	$1,758,900

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 06783, CT

Sale history for 24 Roxbury Rd

Tax history for 24 Roxbury Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06798

Home values near 24 Roxbury Rd

More real estate resources