Price Reduced 9.88%

$1,149,000 ($286.39 per sqft)

Est. Mortgage $5,511/mo *

Quick Pre-Approval

Listing courtesy of Shaylene Neumann (203) 948-4655, Houlihan Lawrence (203) 746-6565


Price History

$1,275,000
10/9/2025

$1,195,000
10/26/2025

$1,149,000
11/13/2025


24 Roxbury Road, Woodbury, (Transylvania), CT, 06798

24 Roxbury Road, Woodbury, (Transylvania), CT, 06798

10 rooms

3 beds

2 Full / 1 Half baths

1987

Colonial

4,012 sqft

Tucked away in the picturesque hills of Litchfield County, right on the desirable Woodbury/Roxbury line, this stunning Colonial-Contemporary residence offers an unparalleled blend of privacy, natural beauty, and modern comfort on nearly 10 acres of pristine land. Surrounded by mature trees, vibrant plantings, and lush greenery, the property is enhanced by the gentle sounds of Transylvania Brook flowing just beyond the backyard, creating a truly tranquil and secluded setting. A long, paved, and beautifully lighted driveway welcomes you to this distinctive home, where a grand double-door entry opens to a spacious foyer complete with a unique indoor water feature. Inside, the home features three generously sized bedrooms, two and a half fully renovated bathrooms with luxurious Italian marble tile, and recessed lighting throughout. The thoughtfully designed layout includes a cozy lower-level family room with French doors that lead out to an expansive stone patio and a heated inground Gunite swimming pool, perfect for relaxing or entertaining. A bright four-season sunroom offers sweeping views of the surrounding landscape, while a dedicated office provides an ideal space for working from home. The impressive primary suite is a retreat in itself, featuring a walk-in closet, Jacuzzi tub, private balcony overlooking the pool, and a bonus room that can be customized to suit your needs, whether as a reading nook, home gym, or nursery. Additional highlights include a fenced-in yard, outdoor sheds, central air, a whole-house generator, an oversized two-car garage, and a large unfinished basement with endless potential. Whether you're looking for a full-time residence or a weekend escape, this home offers the perfect balance of elegance, comfort, and natural serenity. A rare find and a must-see for anyone seeking peaceful country living with modern amenities. *** Please Use this Address for GPS *** 4 Transylvania Rd Roxbury, CT (Mailing Address)


Status:

Active

Town:

Woodbury

Type:

Single-family residential

Laundry Remarks:

Main Level

Zoning:

OS80

Garage:

2-car Attached Garage, Driveway

Heating:

Hot Air

Cooling:

Central Air

Basement:

Full, Unfinished, Storage, Concrete Floor

Parking:

6-car

Acreage:

9.97

Est. Taxes:

$11,248

Assessment

$476,210

Lot Description:

Fence - Partial,Secluded,Interior Lot,Lightly Wooded,Level Lot,Professionally Landscaped

Elementary School:

Per Board of Ed

Middle School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

59

Appliances:

Oven/Range, Wall Oven, Refrigerator, Dishwasher, Disposal

Pool:

Gunite, Heated, In Ground Pool

MLS #:

24132695


Community Info

School Info

Walk Score

Mass Transit

Yelp


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