Real Estate

CT's Top 10 Most Expensive Homes On the Market

A private island leads the list and the cheapest home is listed at more than $18 million.

GREENWICH, CT — Connecticut is home to some truly magnificent homes, especially if you can afford a $20+ million mortgage.

$120 million can buy a private island while peninsulas go for considerably less. Most of Connecticut's most expensive homes are on Connecticut's gold coast, especially Greenwich.

Below are Connecticut's top 10 most expensive homes by list price on Realtor.com.

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A Private Island, 19 Great Island Rd, Darien

realtor.com
  • 9 beds
  • 6 full, 1 half baths
  • 13,107 square feet
  • 63.5 acres
  • List price: $120 million
This 63-acre island compound has a mile of direct Long Island Sound coastline. The mansion has nine bedrooms, a farmhouse, cottage and guest and caretaker houses.

It also features an 18-stall stable with Grand Prix and Dressage arenas.

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A deep-water dock can accommodate a 100-foot yacht, which is probably something the buyer can afford.

Check out the full listing here.


A Private Peninsula, 21 Vista Dr, Greenwich, CT


realtor.com
  • 8 beds
  • 10 full, 3 half baths
  • 19,773 square feet
  • 5.8 acres
  • List price: $45 million

Indian Harbor Estate sits on a six-acre private peninsula. It has been remodeled by the current owners. Even the guest house has its own luxury suites and indoor pool.

Other amenities include a pool, putting green, tennis court and three fully-equipped staff apartments.

Check out full listing here.


Horse Training And Breeding, 7-11 Old Stagecoach Rd, Ridgefield

realtor.com
  • 87 acres
  • 12,000+ square feet
  • List price: $33 million

This equestrian estate would be a great spot for the breeding and training of horses. It comes with horse trails,, tennis/basketball court and a3.5 acre Grand Prix field. Two barns have more than 40 stalls.

Check out full listing here.


Magnificent Waterfront Estate, 1143-1155 Sasco Hill Rd, Fairfield

  • 10 beds
  • 10 full, five half baths
  • 17,000 square feet
  • 20 acres
  • List price: $29.5 million

This waterfront estate has 1,850 feet of direct water frontage and an Elizabethan Renaissance Manor estate. It also includes a Tudor Gothic Revival brick boat house and a five-bedroom guest house.

Check out the full listing here.


40 Acre Greenwich Estate, 521 Round Hill Rd., Greenwich

realltor.com
  • 521 Round Hill Rd, Greenwich
  • 9 beds
  • 8 full, 4 half baths
  • 17,600 square feet
  • 40 acres
  • List price: $29.995 million

Round Hill Manor sits on 40 acres of beautiful open acres with views of Long Island Sound as it sits at a 500-foot elevation. A master suite features a fireplace, two bay windows, dressing rooms and a new bath. There are also six additional en-suite bedrooms on the floor.

The living room is 42 x 25 feet and has a plaster tracery ceiling, teak floors and three sets of French doors to the outside.

Check out the full listing here.


6 Living Levels With Views Of Southport Harbor, 640 Sasco Hill Rd., Fairfield

  • 10 beds
  • 14 full, 4 half baths
  • 13,566 square feet
  • 2.5 acre lot
  • List price: $28.5 million

This home offers 6 levels of living space with views of Southport Harbor. The entrance features a 2-story limestone portico with a marble floor and wrought iron circular staircase.

The master bedroom has a fireplace, his and hers baths, dressing areas and private studies.

Check out the full listing here.


Premier Greenwich Neighborhood, 130 Field Point Cir., Greenwich

  • 8 beds
  • 6 full, 3 half baths
  • 12,899 square feet
  • 2.4 acres
  • Lice price: $25.9 million

This home sits in Field Point Circle, a premier Greenwich neighborhood. It is part of The Field Point Circle Association which has 27 estate homes and 24 hour security.

It also comes with a private beach and mooring.

Check out the full listing here.


Gold Coast Estate, 114 Beachside Ave. Westport

  • 7 beds
  • 7 full, 2 half baths
  • 8,482 square feet
  • 7.67 acres
  • List price: $22.5 million

This is one of the largest estates on the Westport shoreline with 365 feet of water frontage.

It was built around 1911 and recently renovated to offer the best of old and new.

Check out the full listing here.


Equestrian Training and Breeding Facility, 9 Old Stagecoach Rd., Ridgefield

This property can be bought together as 7-11 Old Stagecoach Rd. with a list price of $33 million or as two separate properties. The whole farm is 87 acres and features a lower barn that has apartments and income potential. One farmhouse dates back to 1780 and now features a saltwater pool, cabana, basketball area and storage garage. It can also be bought as two separate properties for $20.5 million each.

Check out the full listing here.


Peninsula For Sale, 261 Hillspoint Rd., Westport

  • 4 beds
  • 4 full, 3 half baths
  • 5,206 square feet
  • 1.48 acres
  • List price: $20 million

This peninsula offers a great deal of privacy with great water views on Compo Beach. Almost all the rooms exit to decks and balconies.

Check out the full listing here.

Images via realtor.com

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