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Sold for $6,700,000 on 07/10/25
  • $6,700,000

    27 Macedonia Brook Road, Kent, CT 06757

    5beds
    7,632sqft
    Single Family Residence
    Built in 1827
    41.33 Acres Lot
    $6,722,200 Zestimate®
    $878/sqft
    $58,481 Estimated rent

    What's special

    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 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the 20th century, this main house was expanded by owner and architect Heathcote Woolsey. It was then owned by the Hammerstein family (of Rogers & Hammerstein fame). The current compound includes the 5 bedroom residence, 2 bedroom guest house, antique barn, office/gym/game room complex above the 4+ car garage, caretaker's house and a stone cabana. Unique features of the main house include 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. When you are ready for a break from all that fun, the remnants of the original mill provide a welcome respite w/ a covered perch above the roaring brook (yes fishing!) Distinctive perennial & cutting gardens surround the bldgs & a sunny field across the brook hosts an extensive fenced vegtable garden. Structures are connected by stone terraces, stone walls & covered brick pathways. Macedonia St Park (2300 acres) and Pond Mountain (800 acres) are just up the road w/ miles of spectacular hiking/riding trails which also abut the Appalacian Trail. Kent is one of the most charming historic towns in CT, with chic shops & plentiful fine dining options. Train stop from Grand Central is 10 minutes from house. 1 hr 45 min drive to NYC. Addl land avail. Suitable for horses.

    Zillow last checked: 7 hours ago

    Listing updated: July 10, 2025 at 11:48am

    Listed by:

    Stacey Matthews,

    W. Raveis Lifestyles Realty

    Bought with:

    Diana Bisselle, RES.0799072

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 170577139MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: High Ceilings
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Features: Full Bath
    • Level: Upper
    Bedroom
    • Level: Upper
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Gas Cooktop, Oven, Subzero, Wine Cooler, Electric Water Heater
    Features
    • Entrance Foyer
    • Doors: French Doors
    • Basement: Unfinished
    • Attic: Walk-up,Finished
    • Number of fireplaces: 7
    Interior area
    • Total structure area: 7,632
    • Total interior livable area: 7,632 sqft
    • Finished area above ground: 7,632
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 4
    • Parking features: Attached, Private
    • Attached garage spaces: 4
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Terrace
    • Exterior features: Garden, Stone Wall, Tennis Court(s)
    • Has private pool: Yes
    • Pool features: Lap, Heated, Fenced, Gunite
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Brook
    Lot
    • Size: 41.33 Acres
    • Features: Additional Land Avail., Wetlands, Landscaped
    Details
    • Additional structures: Barn(s), Cabana, Guest House, Pool House
    • Parcel number: 1942515
    • Zoning: Res
    • Other equipment: Generator Ready

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Stone
    • Foundation: Stone
    • Roof: Wood
    Condition
    • New construction: No
    • Year built: 1827

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Community
    • Community features: Golf, Lake, Library, Playground, Private School(s), Stables/Riding
    Location
    • Region: Kent
    • Subdivision: Macedonia
    Services availability