Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,149,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,012 Sq. Ft.
  • 2 Car Garage
  • Updated 40 minutes ago
See This Home
Save This Home
See This Home
Save This Home
Private Litchfield County Retreat on Nearly 10 Acres Tucked among the picturesque hills of Litchfield County, along the desirable Woodbury/Roxbury line, this distinctive Colonial-Contemporary residence offers an exceptional combination of privacy, natural beauty, and modern comfort on nearly 10 acres. Surrounded by mature trees, lush landscaping, and vibrant plantings, the property enjoys a peaceful, secluded setting with the gentle sounds of Transylvania Brook flowing just beyond the backyard. A long, paved, beautifully illuminated driveway leads to the home, where an impressive double-door entrance welcomes you into a spacious foyer featuring a unique indoor water feature. The thoughtfully designed interior offers three generously sized bedrooms, two-and-a-half beautifully renovated bathrooms with luxurious Italian marble tile, and recessed lighting throughout. The inviting lower-level family room opens through French doors to an expansive stone patio and a heated, inground Gunite swimming pool, creating an ideal setting for relaxing or entertaining. A bright four-season sunroom captures sweeping views of the surrounding landscape, while a dedicated office provides a comfortable and private work-from-home space. The spacious primary suite is a true retreat, featuring a walk-in closet, Jacuzzi tub, private balcony overlooking the pool, and a versatile bonus room that can be customized as a reading room, home gym, nursery, or additional living space. Additional fe

Full Property Details for 24 Roxbury Rd

General

  • Price: $1,149,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24209744
  • Updated: Today (10/2/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Wall Oven, Refrigerator, Dishwasher, Disposal

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Full, 22 x 11, Upper
  • Full Bath: Full Bath, Stall Shower, Tile Floor, 11 x 5, Upper
  • Partial Bath: Tile Floor, 5 x 6, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Skylight, Balcony/Deck, Walk-In Closet, Wall/Wall Car, 20 x 18, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 15 x 17, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, 17 x 14, Upper

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Fireplace, Wall/Wall Carpet, 24 x 12, Main
  • Family Room: Family Room - French Doors, Patio/Terrace, Tile Floor, 22 x 17, Lower
  • Kitchen: Kitchen - Eating Space, Island, Hardwood Floor, 13 x 13, Main
  • Dining Room: Dining Room - 2 Story Window(s), Hardwood Floor, 15 x 12, Main
  • Den: Den - Wall/Wall Carpet, 14 x 17, Upper
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Terrace, Lighting, French Doors, Patio, Balcony, Shed, Deck, Garden Area, Stone Wall
  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Attached Garage, Driveway

Location

  • County: Litchfield
  • Neighborhood: Transylvania
  • Driving Directions: Please Use this Address for GPS - 4 Transylvania Rd, Roxbury, CT. Once there drive down the long Driveway until you reach the Home.

School Information

  • Elementary School: Mitchell
  • Middle School: Woodbury
  • Intermediate School: Per Board of Ed
  • High School: Nonnewaug

Community

  • Community Name: Transylvania

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, 100 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Storage, Concrete Floor
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 4,012
  • Above Ground: 4,012 Sq. Ft.
  • Year Built: 1987

Lot Features

  • Lot Size (Acres): 9.97
  • Driveway/Sidewalk: Private, Paved
  • Zoning: OS80
  • Lot Description: Fence - Partial, Secluded, Interior Lot, Lightly Wooded, Level Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: View, Access

Financial Considerations

  • Assessment Amount: $476,210
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 934808

Listed by Houlihan Lawrence, Neumann | Kelley Properties Team at Houlihan Lawrence, Shaylene Neumann and Houlihan Lawrence, Neumann | Kelley Properties Team at Houlihan Lawrence, Joseph Kelley

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 24 Roxbury Rd —

  • Shaylene Neumann

    Houlihan Lawrence

  • Joseph Kelley

    Houlihan Lawrence

Agent Contact: (203) 948-4655 Office Contact: (203) 746-6565

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 24 Roxbury Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2026
Listed
$1,149,000
50.92%
MLS
4/01/2025
Sold
$761,310
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 24 Roxbury Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,248
2%
$476,210
—
2023
$11,034
4%
$476,210
31%
2023
$10,601
—
$364,780
—
2022
$10,641
—
$364,780
—
2021
$10,641
—
$364,780
—
2020
$10,641
—
$364,780
—
2019
$10,641
-9%
$364,780
-17%
2018
$11,697
-2%
$440,070
—
2017
$11,952
3%
$440,070
—
2016
$11,569
1%
$440,070
—
2015
$11,473
1%
$440,070
—
2014
$11,305
5%
$440,070
-4%
2011
$10,758
—
$459,750
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 24 Roxbury Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Houlihan Lawrence, Neumann | Kelley Properties Team at Houlihan Lawrence, Shaylene Neumann and Houlihan Lawrence, Neumann | Kelley Properties Team at Houlihan Lawrence, Joseph Kelley

Similar Properties near 24 Roxbury Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

24 Hickory Ln, Roxbury, CT 06783 - Photo 1
$925,000

24 Hickory Ln  Roxbury, CT 06783

  • Single Family
  • Active
  • Updated 13 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,340
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
22 E Woods Rd, Roxbury, CT 06783 - Photo 1
$1,195,000

22 E Woods Rd  Roxbury, CT 06783

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,476
    Sq. Ft.
Listed by Compass Connecticut, LLC
126 Bucks Hill Rd, Southbury, CT 06488 - Photo 1
$1,099,000

126 Bucks Hill Rd  Southbury, CT 06488

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,404
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
336 South St, Roxbury, CT 06783 - Photo 1
$998,000
Open House

336 South St  Roxbury, CT 06783

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,556
    Sq. Ft.
Listed by Redfin Corporation

Just Listed near 24 Roxbury Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1321 Purchase Brook Rd, Southbury, CT 06488 - Photo 1 Just Listed
$589,000

1321 Purchase Brook Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 23 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,096
    Sq. Ft.
Listed by Alex LaRosa (203) 592-8433
13 Heritage Vlg, Southbury, CT 06488 - Photo 1 Just Listed
$223,000

13 Heritage Vlg  #B  Southbury, CT 06488

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,032
    Sq. Ft.
Listed by Wendy Brazauskas (203) 206-4397
8 Hillside Rd, Southbury, CT 06488 - Photo 1 Just Listed
$409,900

8 Hillside Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 4 hours ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,372
    Sq. Ft.
Listed by Regency Real Estate, LLC
140 Elk Dr, Southbury, CT 06488 - Photo 1 Just Listed
$799,000
Open House

140 Elk Dr  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 22 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,938
    Sq. Ft.
Listed by eXp Realty

Price Reduced near 24 Roxbury Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

131 Pepper Tree Hill Ln, Southbury, CT 06488 - Photo 1 Price Reduced
-$4,900 (-0.85%)
$570,000

131 Pepper Tree Hill Ln  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,106
    Sq. Ft.
Listed by Sue Varrone (203) 767-6216
485 Heritage Vlg, Southbury, CT 06488 - Photo 1 Price Reduced
-$5,000 (-2.22%)
$219,900
Open House

485 Heritage Vlg  #A  Southbury, CT 06488

  • Condo
  • Active
  • Updated 2 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 928
    Sq. Ft.
Listed by Pamela Dostilio (860) 585-9381
261B Heritage Village, Southbury, CT 06488 - Photo 1 Price Reduced
-$6,000 (-2.31%)
$254,000

261B Heritage Village  Southbury, CT 06488

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,032
    Sq. Ft.
Listed by Anne Stark (203) 733-2090
296 Lakemere Dr, Southbury, CT 06488 - Photo 1 Price Reduced
-$46,000 (-8.44%)
$499,000

296 Lakemere Dr  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,316
    Sq. Ft.
Listed by Michael Hvizdo (917) 721-1332

Recent Sales near 24 Roxbury Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

55 Country Woods Ln, Southbury, CT 06488 - Photo 1 Sold
$1,100,000

55 Country Woods Ln  Southbury, CT 06488

  • Single Family
  • Closed
  • 5
    Beds
  • 5
    Total Baths
  • 5,236
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Redfin Corporation
46 Grassy Hill Rd, Woodbury, CT 06798 - Photo 1 Sold
$1,275,000

46 Grassy Hill Rd  Woodbury, CT 06798

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,480
    Sq. Ft.
Listed and Sold by Drakeley Real Estate, Inc.
286 South St, Roxbury, CT 06783 - Photo 1 Sold
$995,000

286 South St  Roxbury, CT 06783

  • Single Family
  • Closed
  • Updated 10 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 2,804
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by William Pitt Sotheby's Int'l
127 Mansion House Rd, Southbury, CT 06488 - Photo 1 Sold
$1,200,000

127 Mansion House Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,626
    Sq. Ft.
Listed by Klemm Real Estate Inc
Sold by Houlihan Lawrence

24 Roxbury Road, Woodbury, CT 06798 (MLS# 24209744) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 24 Roxbury Road is currently listed for $1,149,000 and was received on October 02, 2026. Want to learn more about 24 Roxbury Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

Tour this property