Real Estate

These Are The Most Expensive Homes For Sale In Each CT County

Among the listings: A 1,000+ acre estate, a private peninsula, a private 12-acre pond and an equestrian estate.

GREENWICH, CT — There is no shortage of ultra-luxurious homes in Connecticut with several pushing well into eight-figure territory. Waterfront views, docks, tennis courts and an insane amounts of bathrooms are par for the course for many of these mansions.

Below are the most expensive homes on the market in each Connecticut county listed in Realtor.com during the past year.


Fairfield County: A Private Peninsula

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realtor.com
  • 21 Vista Dr. Greenwich, CT
  • List price: $45 million
  • 19,773 square feet
  • 5.8 acres
  • 8 bedrooms
  • 10 full, 3 half bathrooms

Known as Indian Harbor Estate, this magnificent mansion sits on its own nearly six-acre peninsula on Long Island Sound. It includes a pool, putting green and tennis court. Taking care of this property is a full-time job for several staff members; good thing it comes with three fully-equipped staff apartments.

Check out the full listing here.

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New Haven County: Garage Fits Limo


realtor.com
  • Madison, CT
  • List price: $13.1 million
  • 7,455 square feet
  • 32.1 acres
  • 5 bedrooms
  • 6.5 bathrooms

The Mediterranean-themed home boasts its own mini-oasis in the form of an indoor swimming pool with beautiful high ceilings. It also comes with a garage that can fit a limo.

The owner could move in the entire extended family. The listing is subdivided into five properties.

Check out the full listing here.


New London County: 236 Acre Waterfront Property

realtor.com
  • 37 Lord Hill Lane, Lyme, CT
  • List price: $8.2 million
  • 3,639 square feet
  • 236.74 acres
  • 3 bedrooms
  • 3.5 bathrooms

This listing easily has more than 200 expansive acres. Land extends from the waterfront through wooded hills, fields, trails and tidal marshes; suffice to say it'll offer plenty of privacy.

The home on the property was recently reconstructed from an antique barn with an inground pool nearby.

It is billed as one of the last privately held intact waterfront homes in Connecticut.

Check out the full listing here.


Hartford County: Private 12-acre Swimming Pond


realtor.com
  • 333 Montevideo Road
  • Listing price: $5.9 million
  • 6,964 square feet
  • 116 acres
  • 4 bedrooms
  • 3 full, 2 half bathrooms

12 acres would be a sizable amount of property itself, but that figure only includes the private pond. The pond comes with a boathouse, dock and raft.

The entire property features four homes with an Adirondack-styled main house. Three rented cottages on the property help pay the majority of the estate's property tax.

See the full listing here.


Litchfield County: Almost Its Own Town With 1,000+ Acres

via realtor.com
  • 141 5 1/2 Mile Road Cornwall, CT
  • List price: $15.95 million
  • 24,766 square feet
  • 1,086 acres
  • 5 bedrooms
  • 4 full, 3 half bathrooms
This Mediterranean-themed estate boasts more than 1,000 acres. You read that right; there is a home for sale in Connecticut that includes more than 1,000 acres. To put that into perspective Connecticut's smallest municipality by area is Derby at five square miles or roughly 3,200 acres.

Land includes lush pastures, mature woodland and an apple orchard.

Equally impressive is the fact that this mansion has nearly 25,000 square feet of living space.

It's going to take more than a shovel to plow out this mansion's mile-long driveway during Connecticut's big snowstorms.

Check out the full listing here.


Middlesex County: Waterfront Out The Back Window

via realtor.com
  • 6 Mohegan Ave., Old Saybrook, CT
  • List price: $5.88 million
  • 3,800 square feet
  • 1.3 acres
  • 3 beds
  • 3.5 bathrooms

Few homes in Connecticut can match the views of this Fenwick home. It offers views of Long Island Sound, the Connecticut River and is near the Fenwick Golden Pond and Golf Course.

The beach home was renovated and has never been lived in before.

Check out the full listing here.


Tolland County: 5-Stable Equestrian Estate

via realtor.com
  • 230 Grant Hill Road, Tolland, CT
  • List price: $1.599 million
  • 7,698 square feet
  • 58.82 acres
  • 5 bedrooms
  • 5 full, two half bathrooms

This equestrian estate features room for humans and horses alike. It comes with 11 rooms (for people) and five stable spots on 58 acres.

It also features a tennis court, entire-estate backup generator, and a third-floor bedroom with a mini kitchen.

Check out the full listing here.


Windham County: Expansive Views Of Woodstock

via realtor.com
  • 71 Child Rd. Woodstock, CT
  • List price: $1.875 million
  • 6,684 square feet
  • 11.05 acres
  • 4 beds
  • 3 full, 2 half bathrooms

Last, but not least in our roundup is Connecticut's Quiet Corner with this custom built 2007 home. It features many reclaimed elements included white oak floor boards.

The octagonal Great Room features 24-foot ceilings at its highest point.

It sits on 11 acres with southerly views of Woodstock Valley.

Check out the full listing here.

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