24 Roxbury Road
Woodbury, CT, 06798 $ 1,149,000
Bedrooms3 Baths2.1 Sq 4,012 Monthly Estimate*
$ 7,936
for $1,149,000 with 3 bedrooms and 2 full baths, 1 half bath. This 4,012 square foot home was built in 1987 on a lot size of 9.97.
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 include a fenced yard, outdoor storage sheds, central air conditioning, whole-house generator, oversized two-car garage, and a large unfinished basement offering abundant storage and future possibilities. Whether you're seeking a peaceful full-time residence or a private weekend getaway, this exceptional property offers a wonderful balance of elegance, comfort, and natural serenity in one of Litchfield County's most desirable settings. A rare opportunity to enjoy privacy, beautiful grounds, and modern amenities in a truly tranquil country setting. PLEASE USE 4 TRANSYLVANIA ROAD, ROXBURY, CT (MAILING ADDRESS) FOR GPS DIRECTIONS.
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FeaturesGeneralZoning OS80
Neighborhood Transylvania
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 9.97
Directions Please Use this Address for GPS - 4 Transylvania Rd Roxbury CT. Once there drive down the long Driveway until you reach the Home.
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 4012
DOM 6
Year Built 1987
Style Contemporary
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
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InteriorCooling System Central Air
Total Rooms 10
Basement Description Full Unfinished Storage Concrete Floor
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ExteriorWater Source Private Well
Lot Description Fence - Partial Secluded Interior Lot Lightly Wooded Level Lot Professionally Landscaped
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* Excluded FeaturesList ByShaylene NeumannListing Agent
sneumann@houlihanlawrence.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,936
- Monthly Property Taxes
- $994
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Woodbury, CT
Average List Price $908,315
Percent of Sale Price 21%
About Woodbury, CT 9,775 Population
6% Since 2002
$ 82,000 Median Income
50.35 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/2/2026 | $1,149,000 | | Listed Price |