2 Pickett Road — Roxbury, Connecticut
Roxbury · Litchfield County · Connecticut

A Private Estate Designed For Modern New England Living

Luxury new construction set on 8.35 private acres in the heart of Roxbury, Connecticut.

5
Bedrooms
5
Bathrooms
3,300
Sq Ft
8.35
Acres
The Estate Film

A cinematic walk through 2 Pickett Road

Light, craft, and Litchfield County landscape — filmed across the home and grounds.

Virtual Tour Disclaimer: Portions of this video and accompanying imagery have been digitally enhanced and/or virtually staged for illustrative purposes only. Buyers should rely on in-person visits and the construction plans and specifications for actual finishes and furnishings.

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2 Pickett Road

Roxbury, Connecticut

Luxury Modern Farmhouse Living in Litchfield County — a rare opportunity to own a newly built custom home in one of New England's most desirable communities.

Property Highlights

Considered in every detail

5
Bedrooms
5
Bathrooms
3,300
Square Feet
2026
New Construction
8.35
Private Acres
New
Construction
Luxury
Finishes Throughout
Outdoor
Living Spaces
Living room with shiplap fireplace wall, wide-plank floors, custom millwork, and glass doors to the surrounding woodland
Luxury Living

The living room

Light-filled and proportioned for entertaining or quiet evenings by the fire. Wide-plank floors, custom millwork, a beautiful shiplap fireplace wall, and walls of glass to the surrounding woodland.

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Formal dining room with wood table, upholstered chairs, statement chandelier, and wainscoting
Dining & Entertaining

A dining room built for gathering

A formal dining room sized for long dinners and holidays — anchored by natural light, statement lighting, and a quiet view of the property.

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Primary bedroom suite with bench at foot of bed, multiple windows, and exterior door
Owner's Retreat

The primary suite

A serene private retreat with vaulted ceilings, treetop views, and a tranquil palette — designed as a sanctuary at the end of the day.

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Full front façade of 2 Pickett Road with covered wraparound porch and landscaping
Outdoor Living

The covered porch

A wraparound covered porch overlooking the eight-acre property — built for summer evenings, fall dinners, and quiet mornings with coffee.

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Lower-level retreat with pool table, lounge seating, bar area, and French doors
Recreation & Family Space

The lower-level retreat

A finished lower level designed for billiards, movie nights, and family gathering — generous, light, and built for how a country home is actually lived in.

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Additional Guest Accommodations

Upper-level guest bedrooms

Vaulted ceilings and treetop views in the secondary bedrooms — refined, restful, and full of natural light for visiting family and weekend guests.

Upper-level guest bedroom with dark bedding, desk area, and sports décor
Guest bedroom one
Upper-level guest bedroom with vaulted ceiling, dark bedding, desk area, and treetop views
Guest bedroom two

Virtually Staged Image – Furniture and décor shown are for illustrative purposes only.

Second-floor bonus room and playroom with cathedral ceiling
Bonus Room · Playroom · Full Bath

A third upper-level bedroom & playroom

A vaulted cathedral-ceiling space designed to flex as a third bedroom, playroom, or family loft — paired with its own dedicated full bathroom finished in marble tile and brushed-brass details.

Second-floor full bathroom with walk-in glass shower, marble tile, and brushed brass fixtures
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Floor Plans

Designed for Luxury Living

First Floor

Main Living Level

Open the architectural plan to view the full layout in detail.

Second Floor

Bedrooms & Retreat

Open the architectural plan to view the full layout in detail.

Lower Level

Recreation Level

Open the architectural plan to view the full layout in detail.

Why Roxbury

A quiet corner of Litchfield County

Roxbury has long drawn writers, artists, and Manhattan families seeking a more considered pace. Rolling countryside, working farms, celebrated restaurants, and the storied villages of Washington, Litchfield, and Kent — all within minutes.

Litchfield County
Connecticut's most coveted enclave
Outdoor Recreation
Hiking, riding, fly fishing
Fine Dining
Community Table, Arethusa, Mayflower
NYC Access
≈ 90 minutes to Manhattan
Westchester
Under an hour
Greater Boston
Just over two hours
Builder Spotlight

Built by Casali Companies

For more than two decades, Casali Companies has built custom Connecticut estates defined by craftsmanship, restraint, and quiet luxury. Every joint, sightline, and finish at 2 Pickett Road carries that signature — a home built to live with for generations.

30+ Years
Of custom building
Local
Connecticut craftsmen
Hand-Selected
Materials & finishes
Private Showings

Schedule your visit

2 Pickett Road is shown by private appointment only. Share a few details and our team will respond within twenty-four hours to arrange your visit to the estate.

Listing Broker
Alan T. O'Doherty, BCL, LL.M
Brokerage
Sotheby's International Realty
Office
9 Maple Street, PO Box 82, Kent, CT 06757
Property Address
2 Pickett Road, Roxbury, CT 06783
Offered At
$1,799,000

Prefer to speak directly? Call Alan T. O'Doherty — (917) 993-3483