27 Macedonia Brook Road, Kent (Macedonia), CT, 06757 | $6,495,000

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.


  • Town: Kent
  • Amenities: None
  • Rooms: 12
  • Bedrooms: 5
  • Baths: 4 full / 1 half
  • Style: Colonial
  • Year Built: 1827
  • Garage: 4-car Attached Garage
  • Heating: Hot Air
  • Cooling: Central Air
  • Basement: Unfinished
  • Above Grade Approx. Sq. Feet: 7,632
  • Acreage: 41.33
  • Est. Taxes: $63,730
  • Lot Desc: Additional Land Avail.,Some Wetlands,Water View,Professionally Landscaped
  • Water Front: Yes
  • Elem. School: Per Board of Ed
  • Middle School: Per Board of Ed
  • High School: Per Board of Ed
  • Pool: Pool House,Lap Pool,Heated,Safety Fence,Gunite
  • Appliances: Gas Cooktop,Wall Oven,Subzero,Wine Chiller
  • MLS#: 170577139
  • Days on Market: 306 days
  • Website: https://www.raveis.com
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Room Information

Type DescriptionLevel
Bedroom 1 Full BathUpper
Bedroom 2 Upper
Bedroom 3 Upper
Bedroom 4 Upper
Primary Bedroom 9 ft+ CeilingsMain

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Stacey MatthewsBroker/Owner



Our family of companies offer our clients a new level of full-service real estate. We shall:

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To learn more about our credentials, visit raveis.com today.

Marc LaudicinaVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 5429



Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Michael AlvordInsurance Sales Director, William Raveis Insurance



Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

Ray CashenPresident, William Raveis Attorney Network


For homebuyers and sellers, our Attorney Network:

  • Consult on purchase/sale and financing issues, reviews and prepares the sale agreement, fulfills lender
    requirements, sets up escrows and title insurance, coordinates closing documents
  • Offers one-stop shopping; to satisfy closing, title, and insurance needs in a single consolidated experience
  • Offers access to experienced closing attorneys at competitive rates
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27 Macedonia Brook Road, Kent (Macedonia), CT, 06757


Stacey Matthews


William Raveis Real Estate

Phone: 203.671.9067


Marc Laudicina

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 203.526.7944


NMLS Mortgage Loan Originator ID 5429

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $5,196,000 $5,196,000 $5,196,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.750% 7.125% 7.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 7.683% 7.267% 7.207%
Monthly Tax Payment $5,311 $5,311 $5,311
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $33,701 $35,006 $46,703
Total Monthly Payment $39,137 $40,442 $52,139

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.