The 8 Most Expensive House in Connecticut – A Look at the Numbers

Have you ever wondered which is the most expensive house in Connecticut? With real estate prices skyrocketing, it can be difficult to keep track of the most luxurious and sought-after properties.

In this blog post, we’ll take a look at the 8 most expensive houses in Connecticut and see how the numbers stack up. From opulent waterfront mansions to sprawling estates, these are the most expensive house in Connecticut.

List of The Most Expensive House in Connecticut 

 

8. 591 Riversville Road, Greenwich, CT – $27,5 million

  • Price Est: $27.500.000
  • Year Built: 1775
  • Bedrooms: 7
  • Size: 13,343 sq. ft.

At the very top of the list of most expensive homes in Connecticut stands 591 Riversville Road, Greenwich.

This incredible mansion is currently for sale for an astounding $27,500,000, making it the most expensive home in Connecticut for sale.

This sprawling estate sits on 17.20 acres of prime real estate in the beautiful city of Greenwich.

The 7 bedroom, 9 full bathrooms, and 4 and a half bathroom property features a stately entry foyer, formal living and dining area, library, and state-of-the-art gourmet kitchen with marble countertops.

7. 30 Field Point Drive in Greenwich, CT – $30 Million

  • Price Est: $30.000.000
  • Year Built: 1900
  • Bedrooms: 11
  • Size: 18,068 sq. ft.

One of Connecticut’s most expensive homes is located in the affluent town of Greenwich, CT. 30 Field Point Drive is a 6-acre estate listed for $30 million, making it one of the 8 most expensive homes in the state.

The Georgian house was built in 1900 and has 11 bedrooms and 11 bathrooms spread over 18,068 square feet.

This luxury home offers stunning views of the Long Island Sound and Manhattan skyline, making it one of the most desirable real estate in Connecticut.

On the outside, the estate is surrounded by lush green lawns, manicured gardens, a heated swimming pool, and a terrace, giving the property a resort-like feel.

6. 16 Hurlingham Drive, Greenwich – $32 Million

Most Expensive House in Connecticut

  • Price Est: $32.000.000
  • Year Built: 2021
  • Bedrooms: 6
  • Size: 23,700 sq. ft.

When it comes to Connecticut’s most expensive homes, one of them stands out from the crowd – 16 Hurlingham Drive in Greenwich.

This lavish estate is valued at an astounding $32 million, making it the most expensive home in Connecticut to sell.

It’s also one of the 8 most expensive homes in Connecticut and the most expensive real estate in CT.

Situated in an exclusive gated community on North Street, this stately residence sits on nearly five acres of arable land.

The house has a private setting with two swimming pools, fountains, a pool and spa, tennis courts, and more. Inside you’ll find 6 bedrooms, 7 bathrooms, a formal dining room, a study, a gourmet kitchen, and more.

If you’re looking for the most expensive home in Greenwich Connecticut, 16 Hurlingham Drive is a great place to start.

5. 555 Lake Ave., Greenwich – $37 million

  • Price Est: $37.000.000
  • Year Built: 2001
  • Bedrooms: 8
  • Size: 18,954 sq. ft.

Located at 555 Lake Ave. this stunning property has an estimated price tag of a staggering $37 million – making it the most expensive home in Connecticut.

This massive estate covers 8 acres and contains over 18,954 square feet of living space. Inside the house, you will find 8 bedrooms, 12 bathrooms, a gourmet kitchen, an indoor pool, a tennis court, and much more.

The exterior of the house is just as impressive as the interior. The hotel features impeccably landscaped gardens, heated terraces, and a private jetty giving access to the Long Island Sound.

Plus, the estate offers one of the most stunning views in the entire state. Connecticut’s most expensive home isn’t just a luxury residence; it is also an investment opportunity.

4. 7 John St., Greenwich – $39,5 million

Most Expensive House in Connecticut

  • Price Est: $39.500.000
  • Year Built: 1937
  • Bedrooms: 10
  • Size: — sq. ft.

John St. in Greenwich, Connecticut is home to Connecticut’s most expensive home, valued at $39.5 million.

The house sits on 22 acres of secluded land and offers 10 bedrooms, 12 bathrooms, a heated pool, and a garage for 4 cars.

This incredible home was built in 1937 and boasts some of Connecticut’s most luxurious properties and is truly a sight to behold.

Connecticut’s most expensive home is certainly an impressive feat and the price tag is a testament to its luxury amenities.

From its beautiful French country-style design to its endless amenities, this property is sure to make any homeowner proud.

3. 18 Close Road in Greenwich – $40 Million

Most Expensive House in Connecticut

  • Price Est: $40.000.000
  • Year Built: 2018
  • Bedrooms: 5
  • Size: 11,079 sq. ft.

At the top of the list of most expensive homes in Connecticut stands 18 Close Road in Greenwich. This impressive estate is currently for sale for a staggering $40 million, making it the most expensive home in Connecticut.

Located in the exclusive Round Hill area, this luxurious property offers stunning waterfront views, beautiful grounds, and a swimming pool with a separate pool house.

It also has an impressive main house that is three stories tall and offers over 11,079 square feet of living space with 5 bedrooms, 8 bathrooms, and a variety of amenities.

This property is considered one of the most desirable pieces of real estate in CT due to its impressive location and stunning surroundings.

2. Thimble Islands Portfolio Home, Branford, CT – $50 million

Most Expensive House in Connecticut

  • Price Est: $50.000.000
  • Year Built: 1900
  • Bedrooms: 10
  • Size: 13,100 sq. ft.

The Thimble Islands Portfolio House, located in Branford, Connecticut, is the most expensive home in Connecticut with a current listing price of $50 million.

This 10-bedroom, the 10-bathroom mansion is 13,100 square feet and offers a private island with 3 private beaches.

It also includes a guest cottage with a wraparound porch and 4 bedrooms, a private artist studio, and a 3,700-square-foot Victorian home. It has a dock large enough to accommodate boats 50 feet.

This luxury residence also includes a four-car garage and a detached guest house with its own entrance, kitchen, and dining area.

The exterior of the estate is just as impressive, featuring lush landscaping, stone terraces, and a tennis court.

The Thimble Islands Portfolio Home has been featured in many publications and news outlets for its staggering price, making it one of the most expensive real estate listings in Connecticut.

Its unique location and facilities make it an attractive option for potential buyers looking for a luxury property in the area.

1. Copper Beech Farm, Greenwich, CT/ 499 Indian field road – $120 Million

Most Expensive House in Connecticut

  • Price Est: $120.000.000
  • Year Built: 1896
  • Bedrooms: 12
  • Size: 15,000 sq. ft.

When it comes to the most expensive real estate in Connecticut, Copper Beech Ranch in Greenwich tops the list. This lavish estate sold for $120 million in 2014, making it the most expensive home in Connecticut ever sold.

The impressive grounds include a private beach on Long Island Sound, an outdoor pool, a greenhouse, and a 50-acre estate with over 15,000 square feet of living space.

Inside you will find 12 bedrooms, 7 full and 2 half bathrooms, a formal living room with two fireplaces, and two grand staircases. The property also has three guest houses, a tennis court, and a four-car garage.

This stately home is located in one of Connecticut’s most desirable locations and features panoramic views of the Long Island Sound.

It’s easy to see why this luxury estate set the record for Connecticut’s most expensive home selling.

 

What is the biggest house in Connecticut? Chase Mansion, Connecticut’s largest single-family residence, is situated on Avon Mountain just off Route 44, close to the West Hartford/Avon border.

Conclusion: House Most Expensive in Connecticut

When it comes to Connecticut’s most expensive home, it’s easy to be left speechless by the amount of wealth and luxury on display.

From gorgeous waterfront homes in Greenwich to luxury properties in Fairfield County, Connecticut is a hub for luxury real estate. Simply put, the state has some of the most expensive real estate in the country.

While many of Connecticut’s most expensive homes are currently off the market, they still provide a fascinating glimpse into the life of luxury.

From multi-million dollar price tags to state-of-the-art amenities and cutting-edge designs, these homes are a testament to homeowner success and a peek into the lifestyles of the rich and famous.

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