Neil Charles Real Estate

05/24/2026

05/24/2026

Great Elm offers all the pleasures of a grand country estate — without the responsibilities traditionally associated with estate ownership. Historic architecture, modern comforts, beautifully maintained grounds, and resort-style amenities come together in a rare turnkey lifestyle designed for effortless weekends or full-time living.
This is a truly exceptional opportunity to own and shape one of Sharon’s most significant historic properties. Beautifully restored and remarkably flexible, the South Wing of 1 Great Elm can be enjoyed as one grand residence for gracious entertaining and everyday living, reconfigured into two substantial homes — living in one while using the other for guests, extended family, rental income, or sale — or expanded through acquisition of the North Wing to create an extraordinary 13,000+ sq ft estate or family compound.
What makes the offering even more compelling is the ease with which a property of this scale and significance can be enjoyed. Unlike a traditional country estate, the grounds and amenities are professionally maintained year-round, allowing owners to experience the beauty, history, and architectural character of a remarkable property without the demands of managing it.
Just moments from the center of Sharon village, Great Elm represents a rare convergence of historic significance, flexibility, modern comfort, and turnke estate living in the heart of Litchfield County. Offered at $3,999,000.
Contact me for more information [email protected].

05/22/2026

Historic Character. Modern Comfort. Exceptional Country Living.

Live, work, and unwind is surrounded by the unspoiled natural beauty that defines Litchfield County. Set on 6.29 acres of professionally landscaped grounds, this exceptional property is truly one of a kind.

Meticulously restored and thoughtfully expanded, the 1790, 4,025 sq ft residence seamlessly blends historic elegance with modern comfort. The home offers four spacious bedrooms and three full bathrooms, showcasing original wide-plank floors (some an extraordinary 22 inches wide), 6 classic fireplaces, custom built-ins, detailed moldings, and rich period charm throughout.

Designed for both gracious entertaining and everyday living, the generous floor plan includes a formal dining room, cozy den, charming library, sun-filled great room, and a welcoming family room. A main-level room currently used as a family room easily converts to a first-floor primary suite, offering flexibility for today’s lifestyle.

Outside, enjoy an inviting in-ground pool, a three-car garage, and the privacy that comes from bordering state and conservation land. Extensive recent upgrades ensure effortless living, including a brand-new septic system, new kitchen and bathrooms, whole-house generator, spray foam insulation, chimney caps, LeafFilter gutters, lightning protection, a newer roof, and significant landscaping and hardscaping improvements.

Ideally located just minutes from Salisbury, Lakeville, Falls Village, Sharon, Canaan, Cornwall, and Goshen, CT—as well as Great Barrington, MA, and Millerton, NY—this property offers the perfect balance of being rural and convenient to what you need. Just two hours from New York City, with hiking, lakes, rivers, and skiing only 15 minutes away, this exceptional home is a haven for nature lovers, weekend adventurers, and those seeking extraordinary value in one of New England’s most sought-after destinations.

Offered at $1,350,000
To schedule a private showing, contact [email protected]

05/09/2026

This charming, renovated home in the heart of Millbrook Village has it all; a charming 3 bedroom, 2 bath home and a 1 bedroom, 1 bath guest house, offering 3068 sq ft of living space. But that’s not all, the fenced in yard with two stone patios is the perfect place to entertain or relax. The two car garage with a gym, is the icing on the cake. All of this just steps away from all the village’s shops, restaurants and galleries. New Improved Price $1,395,000. Contact [email protected].

04/26/2026

Looking for a place to enjoy your weekends or live in full time? This fantastic property offers so many options. The large 1 bedroom guest house make a great office and living space for guests, or a fantastic income producing option. It is all in move-in condition, impeccably maintained, very charming and conveniently located in the heart of Millbrook Village and all that The Hudson Valley has to offer! Asking $1,500,000.

04/17/2026

Open House
Sunday April 19, 11:00am-1:00pm 3311 Franklin Avenue, Millbrook, NY -

03/20/2026

New to Market! 3311 Franklin Avenue, Millbrook, NY

Don’t miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on a spacious 0.21-acre lot in the heart of the charming Village of Millbrook. Perfectly positioned just steps from shops, restaurants, and local galleries, this 2,132+ sq. ft. residence blends historic character with modern comfort.
Originally built in 1910, the home welcomes you with a picturesque wraparound porch showcasing original architectural details. A second, more intimate garden porch offers a quiet place for outdoor dining and relaxation, along with a convenient side entrance.
Inside, the home features three spacious bedrooms and two full baths, including a main-level bedroom and bath. Original hardwood floors, intricate moldings, high ceilings, and wide openings between rooms create a light-filled, open layout that feels both gracious and inviting.
The elegant dining room and eat-in kitchen provide flexible dining options, while the double living room—anchored by a cozy gas fireplace—offers an ideal setting for both relaxed evenings and entertaining.
Outside, the private fenced backyard features two bluestone patios, perfect for outdoor dining, lounging, and gatherings.
A unique feature of the property is the 1,750 sq. ft. detached garage, which includes a home gym and a charming one-bedroom, one-bath guest apartment above—ideal for guests, extended family, a private office, or a potential income-producing rental.
Asking $1,500,000
contact [email protected]

03/17/2026

Broker Open House. Wednesday March 18, 12:00-2:00pm. 3311 Franklin Avenue, Millbrook, NY. Asking $1,500,000 contact [email protected].

03/12/2026

Brand New Listing -OPEN HOUSE 3311 Franklin Avenue, Millbrook, NY Saturday March 14 from 12:00-2:00pm Main house and guest house will be available for viewing. If you can’t make the open house and would like to set up a private viewing contact [email protected]. Asking $1,500,000.