Experience the epitome of luxury and versatility with this breathtaking 85+ acre estate nestled in the scenic Litchfield Hills of Salisbury, CT. Boasting a magnificent 1880 Manor House with stunning distant views, this property offers a picturesque pond and 11 well-appointed buildings catering to a multitude of purposes. The expansive grounds feature 70+ acres in the Southern Berkshires and 15+ abutting acres in Salisbury, with walking trails throughout and access to the Appalachian Trail.

The property is a destination Educational Center offering endless possibilities. Key features include a two-story Manor House living room, an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, and a huge Dining Hall with Commercial Kitchen accommodating over 56 guests. With its prime location connecting the Litchfield Hills to the Berkshires, this estate is the perfect blend of sophistication and natural beauty.

Don’t miss this magnificent opportunity to own a luxury estate with breathtaking scenery. Schedule a private tour to experience the unparalleled amenities spanning over 85 acres, from the historic Manor House to the miles of walking trails with mountain vistas. This is a property of incredible versatility for personal or professional use in one of Connecticut’s most sought-after areas.

Property Features

  • 11 additional buildings
  • 1880 Manor House
  • 85+ acre estate
  • Accommodations for 56+ Guests
  • Commercial Kitchen
  • Direct access to Appalachian Trail
  • Educational Center
  • Huge Dining Hall
  • Pondside Cottage
  • Stunning distant views
  • Walking trails
  • Waterfront

    Residential Info

    MAIN RESIDENCE: The Manor House

    FIRST FLOOR
    Entrance:
    Living Room:   two-story room with 3 balconies, carved fireplace
    Dining Room:  fireplace
    Kitchen: divided into several cooking areas, dining area, pantry, back staircase to Rear Second Floor and door to Basement
    Half Bath
    Library:  floor-to-ceiling bookshelves, mini-split AC
    Private Office
    Sitting Areas
    View-facing Office/Enclosed Porch
    Portico and Open Porches

    FRONT SECOND FLOOR:
    Master Bedroom Suite:
    Master Bath
    Bedroom:  fireplace, Porch
    Bedroom/Study
    Bedroom
    Full Bath
    Bedroom
    Full Hall Bath

    REAR SECOND FLOOR:
    Bedroom/Office
    Bedroom/Office
    Bedroom/Office
    Bedroom/Office
    Full Hall Bath

    THIRD FLOOR:
    Bedroom
    Bedroom
    Bedroom/Gym
    Full Hall Bath

    Year Built:  1880
    Square Footage:  4,294 sq. ft. (Town)
    Total Rooms:  18;            BRs:  11   BAs:  5 Half BAs: 1
    Basement:     full, concrete floor, direct outside access
    Foundation:   fieldstone
    Attic:   mostly finished
    Laundry Location:  Basement
    Floors:  hardwood, carpet
    Exterior: fieldstone and shake
    Roof:   235 lb asphalt shingle
    Insulation: partial
    Heat:  hot water and radiant (Buderus boiler) and hot air by separate furnace
    Oil Tanks: Basement
    Air-Conditioning:  mini-split in Office
    Hot water: tankless

    OPTION HOUSE

    FIRST FLOOR:
    3 Garage Bays
    Entrance Lobby
    2 Bathrooms w/ showers

    SECOND FLOOR:
    Large Meeting Room / Classroom: carpet, cathedral ceiling, stained glass window excluded

    Year Built:  1983
    Square Footage:  1,968 sq ft (Appraisal)
    Total Rooms:  2;      BRs:  0;   BAs:  2;   Half BAs: 0
    Basement:     no
    Foundation:   poured concrete
    Attic:   none
    Laundry Location:  n/a
    Floors:  ceramic tile, carpet
    Exterior: ¾” vertical board
    Roof:   235 lb asphalt shingle
    Heat:  propane fired hot air
    Air-Conditioning: central air throughout most of building
    Hot water: electric hot water heater

    LIGHT HOUSE

    FIRST FLOOR
    Bedroom/Sitting Room/Office Suite w/ Kitchenette & Full Bath: spiral staircase to Second Floor South
    2 Additional Bedrooms/Offices
    Staircase to:

    SECOND FLOOR
    Loft Office

    SECOND FLOOR SOUTH
    3 Bedrooms/Offices
    Full Bath

    Year Built:  1983 – renovated 1986
    Square Footage:  2,255 sq ft (Appraisal)
    Total Rooms:  8;      BRs:  2-4;   BAs:  2;   Half BAs: 0
    Basement:     no
    Foundation:   poured concrete
    Laundry Location:  no
    Floors:  ceramic tile, carpet, wood
    Exterior: stone and wood
    Roof:   asphalt shingle
    Heat:  oil-fired boiler 1999
    Air-Conditioning:  no
    Hot water: off boiler
    Septic: pump-up system

    THE COTTAGE

    Originally a Boat House – sits overlooking the Pond; Now used for Guest Services and Spa

    FIRST FLOOR
    Sitting Room: large stone fireplace, dining area
    Kitchen
    Bedroom/Massage Room
    Loft Bedroom

    LOWER LEVEL
    2 Sauna Rooms
    Half Bath
    Shower Room

    Year Built:  probably 1880 – renovated 1983
    Square Footage:  1,160 sq ft (Appraisal)
    Total Rooms:  2;      BRs:  2;   BAs:  1;   Half BAs: 0
    Basement:     no
    Foundation:   poured concrete
    Attic:   none
    Laundry Location:  n/a
    Floors:  wood
    Exterior: fieldstone and vertical board
    Roof:   insulated under asphalt shingle
    Heat:  propane fired hot air – Williamson furnace
    Air-Conditioning: no
    Hot water: electric hot water heater
    Septic: subsurface disposal system

    TAYLOR ROY RESIDENCE

    FIRST FLOOR
    5 Guest Bedrooms w/ en-suite Full Baths: Each with 2 double beds
    Laundry/Housekeeping Room
    Staircases at each end of the building

    SECOND FLOOR
    5 Guest Bedrooms w/ en-suite Full Baths: Each with 2 queen or 2 king beds
    Breezeway to:
    Octagonal Lounge:
    tile floor
    Kitchen
    Shoe Room

    Year Built:  2003
    Square Footage:  7,990 sq ft (Appraisal)
    Total Rooms:  11;      BRs:  10;   BAs:  10;   Half BAs: 0
    Basement:     no
    Foundation:   poured concrete
    Attic:   none
    Laundry Location:  First Floor
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  two oil-fired boilers
    Generator: yes
    Air-Conditioning: central air
    Hot water: 2 hot water heaters
    Septic: septic system

    Mountain House

    FIRST FLOOR
    Large Dining Hall / Conference Center w/ Stage: Soaring cathedral ceiling, buffet line
    106 persons: 15 sq ft per person eating
    227 persons: 7 sq ft per persons in chairs
    Commercial Kitchen
    2 Kitchen Offices & Staff Restroom, Laundry, walk-in freezer
    2 multi-stall Restrooms
    Retail Store and Store Office

    Year Built:  1991
    Square Footage:  4,176 sq ft (Appraisal)
    Total Rooms:  6;   BRs:  0;   BAs:  2 multi-stall;   Half BAs: 1
    Basement:     no
    Foundation:   poured concrete
    Attic:   none
    Laundry Location:  First Floor
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  two oil-fired boilers
    Generator: yes
    Air-Conditioning: central air
    Hot water: 2 hot water heaters
    Septic: septic system

    Hilton Summit House

    Lobby Entrance
    2 Multi-stall Restrooms
    Office (Translator’s Room)
    Janitor’s Room
    Large Conference Room/Auditorium w/ Stage & Screen

    362 persons: 7 sq ft per person in chairs
    840 persons: 3 sq ft per person standing
    Audio Room
    Teacher’s Room w/ Restroom

    Year Built:  2003
    Square Footage:  4,193 sq ft (Appraisal)
    Total Rooms:  6;    BRs:  0;   BAs:  2 multi-stall;   Half BAs: 1
    Basement:     yes, under the entrance area
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  2 oil-fired boilers
    Generator: yes
    Air-Conditioning: central air
    Hot water: hot water heater
    Septic: septic system

    Connecticut Barn

    FIRST FLOOR
    4 Garage bays
    Maintenance Shop
    2 Storage Rooms

    SECOND FLOOR
    Fitness Center: 14 skylights

    Year Built:  1983 – renovated in 1988
    Square Footage:  4,000 sq ft (Appraisal)
    Total Rooms:  2;    BRs:  0;   BAs:  0;   Half BAs: 0
    Basement:     no
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  propane fired
    Generator:  no
    Air-Conditioning: central air
    Water: no
    Septic: no

    Llama Barn

    FIRST FLOOR
    5 Bedrooms
    2 Full Hall Baths

    SECOND FLOOR
    2 Large Rooms: currently the Property Operations Center

    Year Built:  1985
    Square Footage:  1,536 sq ft (Appraisal)
    Total Rooms:  7;    BRs:  5;   BAs:  2;   Half BAs: 0
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  oil-fired boiler
    Generator: yes
    Air-Conditioning: no
    Hot water: off boiler
    Septic: septic system

    Arbor House

    APARTMENT
    Living Room
    2 Bedrooms
    Kitchen/Dining
    Full Bath
    Balcony

    FIRST FLOOR
    3 Rooms
    Kitchen
    2 Full Baths

    SECOND FLOOR:
    4 Rooms
    2 Full Baths

    Year Built:  1983 (Town)
    Square Footage:  3732 sq ft (Town)
    Total Rooms:  12;    BRs:  9;   BAs:  5;   Half BAs: 0
    Basement:  no
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  oil-fired boiler
    Generator: yes
    Air-Conditioning: no
    Hot water: hot water heater
    Septic: septic system

    Ravine House

    FIRST FLOOR
    Living Room / Meeting Room: carpet
    4 Bedrooms
    2 Full Baths
    1 Half Bath
    Utility Room

    SECOND FLOOR
    4 Bedrooms
    2 Full Baths

    Year Built:  1987 (Town)
    Square Footage:  2,020 sq ft (Town)
    Total Rooms:  9;    BRs:  8;   BAs:  4;   Half BAs: 1
    Basement:  yes
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  oil-fired Weil McLain boiler
    Generator: yes
    Air-Conditioning: no
    Hot water: tankless - off boiler
    Septic: septic system

    Woodland House

    FIRST FLOOR
    Unit1: Living Room, Kitchen, 3 Bedrooms, 2 Full Baths
    Unit 2: Living Room, Kitchen, 3 Bedrooms, 2 Full Bath

    SECOND FLOOR
    Unit 3: Living Room, Kitchen, 2 Bedrooms, 1 Full Bath
    Unit 4: 1 Bedroom, 1 Full Bath
    Unit 5: 1 Bedroom, 1 Full Bath

    Year Built:  1987 (Appraisal)
    Square Footage:  3732 sq ft (Town)
    Total Rooms:  116;    BRs: 10;   BAs:  7;   Half BAs: 0
    Basement:  no
    Foundation:   poured concrete
    Attic:   none
    Floors:  carpet
    Exterior: vertical board
    Roof:   asphalt shingle
    Heat:  oil-fired boiler
    Generator: yes
    Air-Conditioning: no
    Hot water: off boiler
    Septic: septic system

    Property Details

    Location: 2080 South Undermountain Road, Sheffield, MA 01257
    Land Size:  71 acres (Town)
    Map: 001.0  Block: 0001    Lot:  0001.1
    Vol.:  1588           Page:   3
    Zoning:  R1
    Please check Zoning Regulations for permitted uses.

    Location: 564 Undermountain Road, Salisbury, CT  06068
    Land Size:  15.25 acres (Town)
    Map: 22          Lot:  28
    Vol.:  169                    Page:  944
    Survey: #1704             Zoning:  RR1

    Driveway:  crushed stone
    Sewer:   private septic systems
    Water:   Wells
    Generator:  yes, for most areas
    Alarm System:  yes, and visual monitoring in place
    Sheffield, MA Mill Rate: $11.52       Date:  2022
    Sheffield, MA Taxes: $56,483.72        Date:  2022
    Salisbury, CT Mill Rate: $11.            Date:  2022
    Salisbury, CT Taxes: $8,589.92           Date:   2022
    Taxes change; please verify current taxes.
    Listing Agents: Elyse Harney Morris & Juliet W. Moore

    Video

    Address: 564 Undermountain Rd, Salisbury, CT 06068
    2080 S Undermountain Rd, Sheffield, MA 01257