A truly rare opportunity to own “Dragonfly Farm”, one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 18th century with the construction of the cottage that now serves as the guest house. The main house is perhaps the largest Federal style stone home in the county, it was added to the property in the 19th century. In the 20th century, the house was expanded by owner and archtect Heathcote Woolsey and also owned by the Hammerstein family (of Rogers & Hamerstein fame). The current compound incl the 5 bedroom residence, 2 bedroom guest house, barn, office/gym/game room complex above the 4+ car garage, caretakers house and a stone cabana. Unique features of the main house incl a gracious foyer w/ curving staircase, dining room w/ opposing fireplaces, vaulted kitchen w/ stone walls/opposing fireplaces/hand hewn beams & a stunning solarium/family room. Leisure time will find you enjoying tennis, soccer, basketball, golf chipping, archery & the gunite heated pool.


  • RoomsExercise Room, Foyer, Laundry Room, Solarium, Staff Quarters
  • AppliancesGas Cooktop, Wall Oven, Subzero, Wine Chiller
  • BasementUnfinished
  • A/CCentral Air
  • HeatingHot Air, Oil
  • FireplaceFireplaces: 7
  • Half Baths1


  • GeneralBarn, Cabana, French Doors, Garden Area, Guest House, Stone Wall, Tennis Court, Terrace
  • StyleColonial
  • PoolPool House, Lap Pool, Heated Pool, Safety Fence, Gunite


  • RoofingWood Shingle


  • HOAYes
  • HOA AmenitiesNone
  • CountyLitchfield


  • DrivewayPrivate
  • ZoningRes, 1942515


  • WaterPrivate Well
  • SewerSeptic

Property Features

  • 1942515
  • Barn
  • Cabana
  • Central Air
  • Colonial
  • Exercise Room
  • Fireplaces: 7
  • Foyer
  • French Doors
  • Garden Area
  • Guest House
  • Gunite
  • Heated Pool
  • Hot Air
  • Lap Pool
  • Laundry Room
  • Litchfield
  • Oil
  • Pool House
  • Private
  • Private Well
  • RES
  • Safety Fence
  • Septic
  • Solarium
  • Staff Quarters
  • Stone Wall
  • Tennis Court
  • Terrace
  • Unfinished
  • Wood Shingle

Virtual Tour

Residential Info

Property Details

Location: 27 Macedonia Brook Road, Kent, Connecticut 06757