January 29, 2026

In 2025, Litchfield County’s real estate market stayed strong despite rising interest rates and limited inventory. Most buyers were Brooklyn and Manhattan transplants, attracted by more space and fresh air. The county’s top schools, lower taxes, top-notch restaurants, and stunning rural landscapes proved irresistible to buyers. Below is a selection of properties that changed hands.

Klemm Real Estate
Unparalleled custom-built modern Lake Waramaug estate in Washington: five-bedroom main house, two-bedroom guesthouse, large barn, infinity pool, hot tub, outdoor kitchen. One-hundred-foot water frontage, dock, and views. Many amenities. Abuts land trust property and hiking trails. Gated entrance. 31.19± Acres.
Price: $6,400,000
Town: Washington
Listing Agent: Peter Klemm and Carolyn Klemm
Sold By: Peter Klemm

Elyse Harney Real Estate
Set on 3 lush acres in the heart of Salisbury, this impeccably renovated 1840-built home blends historic character with modern luxury. Spread across 4,659 sq. ft., the residence features five bedrooms and five baths, rich wood floors, three wood-burning fireplaces plus decorative hearths, and a gourmet kitchen equipped with a 63-inch AGA five-oven range, Sub-Zero refrigerator, and Miele dishwasher. Outside, enjoy perennial gardens, fruit trees, a bluestone terrace, and a 16-by-45-foot heated gunite pool—perfect for summer gatherings.This house has been published many times over the years. Quintessential Connecticut Living!
Price: $2,755,600
Town: Salisbury
Listing Agent:  Elyse Harney Morris and Liza Reiss
Selling Broker: Elyse Harney Real Estate

Drakeley Real Estate
Custom barn home on 14.56 private acres in Litchfield—first time on the market, and built by GEO Barns of Vermont. Tucked at the end of a quiet, private road of just six homes, this uber-efficient property offers a small carbon footprint and a lifestyle close to the land, complete with raised gardens and a chicken coop. Light-filled interiors feature vaulted wood ceilings, Douglas fir exposed beams, wide oak floors, and handcrafted doors throughout. The main-level primary suite opens to an expansive deck. An open living area centers around a floor-to-ceiling stone gas fireplace, with a crisp white kitchen, custom mudroom, and thoughtful details throughout. A truly special one-of-a-kind home.
Price: $1,150,000
Town: Litchfield 
Selling Broker: Drakeley Real Estate

William Raveis Lifestyles Realty
Litchfield County’s highest residential sale of 2025*. Dragonfly Farm in Kent, one of the most unique estates in New England, 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 five-bedroom residence, two-bedroom guest house, antique barn, office/gym/game room complex above the four-plus car garage, caretaker’s house, and a stone cabana. *Source SMARTMLS
Price: $6,700,000
Town: Kent
Listing Agent: Stacey Matthews

Bain Real Estate
While seemingly the world has lost touch…here is a sanctuary of calm, passion and clarity. This property harkens back to old world principles of honest craftsmanship, respect for the materials. Roadside perspective presumes a 1700’s farmstead, rejuvenated. The reality is a carefully crafted 20 year old colonial Saltbox and large finished barn. Wood-shingled roof; beaded clapboard siding, Hand-tooled pine floors. A brook tumbles through a sweeping pasture all enclosed in dry laid stone walls. Tucked away on 91 serene acres along a quiet dead-end road, this exquisite timber-frame home is a rare blend of historic practicality and modern convenience. A host of modern conveniences like ovens set in New England fieldstone, Vermont farmers sink, Subzero faced cabinetry plus AC and GeoThermal heat
Price: $1,800,000
Town: 
Listing Agent:

William Raveis (Susan O’Dell)
This beautifully designed two-bedroom, three-bath home in Goshen spans 2,177 sq.ft. and offers an expansive 2.45 acres of private space, perfect for those seeking tranquility without sacrificing convenience. Step inside to an open floor plan that radiates brightness, stunning hardwood floors, built-in bookcases, and soaring ceilings. The centerpiece of the living area is a striking floor-to-ceiling fireplace, creating a cozy atmosphere for gatherings. We closed this home just in time for the holidays!
Price: $664,000 
Town: Goshen
Listing Agent: Susan O’Dell

William Pitt KimRon Group
Discover the timeless elegance of 102 North St., a quintessential Litchfield residence that recently achieved a noteworthy sale. This exceptional property, located in the heart of historic Litchfield County, embodies classic New England charm with modern amenities. Having sold on December 16 for an impressive $1,825,000, it stands as a prime example of the enduring strength and desirability of the local luxury real estate market. The home offers serene living and sophisticated architectural details, making it a truly captivating property. Its featured sale marks one of the standout transactions of the 2025 market recap.  
Price: $1,825,000
Town: Litchfield
Selling Broker: Jaime Richichi,  William Pitt Sotheby’s Kent Office

William Pitt Sotheby’s (Julie King)
White Tail Farm is an 86-plus-acre estate offering the best of New England living. Centered around a restored c.1790s farmhouse, the property was substantially renovated and expanded, resulting in a spacious residence that artfully combines historical elements with modern amenities. The property features an in-law and main house, guest house, heated gunite pool, tennis court, sports court, spring-fed pond, three-car garage, and four-stall barn. This Roxbury home was offered at $6,250,000 and was listed by Jeffrey Phillips and Mark Madonna of the Madonna & Phillips Team at William Pitt Sotheby’s International Realty.
Price:$6,250,000
Town: Roxbury
Listing Agent: Jeffrey Phillips and Mark Madonna of the Madonna & Phillips Team at William Pitt Sotheby’s International Realty