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88 Old Roxbury Road
Roxbury, Connecticut CT 06783-1809
$2,785,000 Price
4 Bedrooms
3 Full Baths
4 Total Baths
1 Partial Baths
3,623 SqFt
23.940 Acres
170445634 Listing ID
c.1790/1800 Colonial-Federal-style farmhouse located on a whisper-quiet and unpaved scenic country road in one of the most desirable areas of Roxbury. The character-loaded 3-story clapboard house is sited on a perfectly level 23+- acre property that includes a 19th century former smokehouse, and a historically significant English U-shaped barn, open pastures and paddocks, a stream running along the west boundary to the pond, and pine forest to the northeast. The property is accented by fieldstone walls and abuts Roxbury Land Trust, offering privacy within walking distance to nature preserves and trails. Located a mere 90 miles from NYC you will feel a world away in this renovated antique home with its sophisticated feel and a sense of history as you note many lovely period details throughout. These include exposed hand-hewn beams, original hardwood flooring, four wood-burning fireplaces, and oversized 12-over-12 windows that allow natural light to bathe each room. The interior features a central fireplace surrounded by public rooms, including a formal dining room, library/sitting room, and formal living room. The country kitchen, complete with designer appliances and butler’s pantry, is located off the formal dining room in its own wing with cathedral ceiling. The kitchen opens to an informal dining area and keeping room that is flooded with natural light thanks to skylights and five sets of glass sliders that open to the gardens. Though officially a 4 bedroom, two additional rooms on the 3rd floor a perfect for additional guests or office space. The primary bedroom on the second floor is en suite and has its own wood burning fireplace and all amenities. Two nicely scaled additional bedrooms share a full bath, and a flexible office bedroom completes this floor. On the third floor, two additional rooms which share a full bath. Throughout the home are wide board floors, architectural details reflecting the period, and a sense of historic integrity. A 12-by-26-foot guest studio/office, formerly a smokehouse, is a short walk from the main entrance. The 1.5-story structure has 2 rooms with a central brick fireplace, and boasts original finishes such as hardwood flooring, cathedral ceiling, exposed wood beams, and built-in shelving. The building is heated and cooled with split systems. Further to the west is the English barn, a U-shaped structure formed by three wings attached with connecting structures. The exterior has a unified appearance, and construction is post-and-beam framing with primarily fieldstone foundation. Parking for more than 6 cars is possible, plus additional loft and storage space is available. Original horse stables remain and a temperature controlled locked room is included for wine storage or sensitive documents. The three-building complex is a rare combination of tranquility, charm, and open space with plenty of natural light. The land is mostly flat, with two lawn areas leading to a pond. A truly rare & exciting opportunity to own a piece of Roxbury history and one of the original homes in the area. Other features include 3-zone air conditioning, oil heat, cedar shake roofing on all buildings, a split system in the smoke house, a temperature-controlled room in the barn, barn garage doors that are more than 8 feet tall, stream and pond. The deed restricts parcel across the street from building within 4-acre envelope (no one can build in front of this house). Abuts Roxbury Land Trust to the north, a stream to the west, and a mixed wood forest to the east provide complete privacy. Originally 220 acres. Floor plans and survey available upon request.
Schedule Showing Virtual Tour
Status Active
County Litchfield
Year Built 1790
Property Type Single Family
Single Family

Primary Features

County: Litchfield
Half Baths: 1
Property Type: Single Family
Year Built: 1790
Zoning: C


Attic: yes
Attic Description: Walk-up, Finished, Heated
Basement Description: Partial
Cooling System: Central Air
Fireplaces Total: 4
Heated Above Grade SqFt: 3623
Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
Room Count: 8
Rooms Total: 11


Direct Waterfront: yes
Driveway Type: Private, Gravel
Exterior Features: Porch-Heated
Exterior Siding: Clapboard
Foundation Type: Stone
Garage Parking Info: Barn
Lot Description: Farm Land, Open Lot, Cleared, Professionally Landscaped
Number of Garages: 8
Roof Information: Wood Shingle
Sign: no
Water Source: Private Well
Waterfront Description: Pond, View, Walk to Water


Directions: Beacon to Roxbury Rd
Elementary School: Per Board of Ed
High School: Per Board of Ed
Nearby Amenities: Lake, Library, Park, Private School(s), Tennis Courts
Neighborhood: N/A
Parcel Number: 866348
Street Number: 88


Appliances Included: Gas Range, Wall Oven, Subzero, Compactor
Comp Only Manual: no
Construction Description: Frame
Days on Market: 89
Energy Features: Generator
Fuel Tank Location: In Basement
Heat Fuel Type: Oil
Heat Type: Hydro Air, Radiator, Zoned
HOA: no
Hot Water Description: Domestic
Last Change Type: New Listing
New Construction Type: No/Resale
Potential Short Sale: No
Sewage System: Septic
Special Association Assessment: no
Style: Colonial, Antique
Swimming Pool: no
Virtual Showing: no
Virtual Tour: no
Year Built Source: Approximate


Assessed Value: 983580
Bank Owned Property: no
Home Warranty Offered: no
List Price: 2785000
Mil Rate Base: 15.4
Mil Rate Total: 15.4
Original List Price: 2785000
Possession Availability: Immediately
Property Tax: 15147
Tax Year: July 2021-June 2022

Zoning Info

Listing courtesy of Jeffrey Phillips from William Pitt Sotheby's Int'l

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Contact - Listing ID 170445634

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Barbara Sivba

18 Mill Plain Road
Danbury, CT 06811
Phone: 2036674336
Phone Alt: 2039945016

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