Connecticut’s Massive Mansions Field Guide


CONNECTICUT – Who wants to own a home when you can afford a resort? Why suffer crammed into two or three floors when you can spread out over six?

You can’t take it with you, so might as well spend it on a little more elbow room.

With that in mind — and fresh from the dream of Mega Millions — we dove deep into the new Patch Real Estate listings to find Connecticut’s biggest and most bodacious homes.

These are not necessarily the most expensive homes in the Nutmeg State, but they are are the largest in the array, each holding over 14,000 square feet of living space.

Click on the pictures for same After photos, and complete listings.

544 Oenoke Ridge, New Canaan

All the best-named estates have names (“Wuthering Heights” wouldn’t be so successful if Bronte called it “544 Oenoke Ridge”), and one of Connecticut’s best-named estates is Orchard’s End in New Canaan. At 25,000 square feet, it’s the largest mansion on Patch’s Connecticut listings. At just under $15 million, it’s also one of the best values ​​among overly extravagant homes.

The estate was built in 1929 and designed by New York architect William B. Tubby, whose other named homes include Waveny House in New Canaan, Dunnellen Hall in Greenwich, and William H. Childs House in Brooklyn.

In 2014, the current owners of this 12-bedroom, 16-bathroom mansion hired world-renowned architect Dinyar Wadia for a 3-year, $6 million makeover. The builders have developed a brand new 4-bedroom guest house, as well as a custom-designed 5,000 square foot wellness center, custom pool with spa and new terraces.

57 Mount Tom Road, Salisbury

The same people who brought you the TV series “Happy Days”, “Laverne & Shirley”, “Mork & Mindy”, “Bosom Buddies”, “Full House” and “Perfect Strangers” are also responsible for the second largest house. on the list. This 22,282 square foot palace was the country estate of executive producers Thomas Miller and Robert Boyett, built just 20 years ago in Salisbury. It’s now on the market for $15.7 million.

The house, with its nine bedrooms and 14 bathrooms, sits on over 470 acres and offers magnificent views of the western Berkshire mountain range. There’s also a 1,900 square foot gatehouse, a 15-person spa, a warehouse, an art storage building, and a log cabin that the listing says has “the best views of the lakes.” county twins”.

46C Senff Road, Washington
At just $8.2 million, this 18,811-square-foot Washington home is a bargain, especially considering it sits atop 106 acres. The modern style of the home makes it something of a weirdo on a Big Money Connecticut real estate listing, but all those walls of glass provide stunning views from every room, so why complain?

If the five bedrooms (each with their own wood-burning fireplaces and spa-inspired soaking tubs) aren’t enough, you can split your weekend visitors into a three-bedroom guest house and bunk beds for four in the guest house. grass-roofed tennis court. The indoor activity center with a saltwater pool, hot tub, sauna, showers, squash court, movie theater, family room and games room ensures they’ll have plenty to do. do when they wake up.

30 Field Point Drive, Greenwich

You will pay nearly four times as much for about the same number of homes on the Gold Coast. This 18,068 square foot Greenwich estate is on the market for even $30 million.

The original estate was built in 1900 and expanded over the years, with the largest addition in 1991. This nearly doubled the size of the home, which spans nearly 6.4 acres and has 11 bathrooms and nine full bathrooms. Two 1-acre lots were subdivided to create a compound in addition to the guest house and a cottage flanking the driveway.

97 Pecksland Road, Greenwich
How much of this 17,878 square foot estate on Pecksland Road in Greenwich is left for people, once you remove all space for cars? We are not sure, but it is clear that the original owner did loves his cars. A 3-car garage only hints at a lower level that can accommodate up to 30 cars.

On the main levels, you’ll find multiples of everything: dining rooms, living rooms, guest suites, offices, walk-in closets – and all oversized. There are 10 bedrooms and 19 bathrooms in total, and all for $33.8 million.

640 Sasco Hill Road, Fairfield

Famous Westport architect Roger Ferris designed this Deep home on Saco Hill Road in Fairfield, offering 17,735 square feet of living space over six floors. Residents bustle between “the dizzying space that is the gallery with its mesmerizing marmalade marble floor” and the 75-foot-long Italian marble-lined indoor pool on the lowest level with a glass roof.

Floor-to-ceiling windows offer spectacular views of Southport Village and the harbor, the Fairfield Country Club, Long Island Sound and the Manhattan skyline. In between are 10 bedrooms, 18 bathrooms, multiple living, playing and working areas, all for $17.9 million.

If everything is starting to feel a bit claustrophobic and you need to stretch out a bit, sneak into the guest house with its own living room, kitchen, two bedrooms, two full bathrooms and garage. 2 bays.

15 Dairy Road, Greenwich

Sitting atop one of Greenwich’s highest lots, this 16,359-square-foot home “seamlessly blends modern and traditional aesthetics,” according to the listing. It certainly ticks all the standard boxes for a Gold Coast gated estate: views of Long Island Sound from multiple rooms, over-the-top kitchen, media room, large gym, 4-car garage, and no less than seven bedrooms and 13 spas. .

The price is also in gold: just under $35 million, making it the most expensive mansion on the list.

140 Wallacks Drive, Stamford

If you buy yourself an island, make sure you have enough rooms for all the family and friends who will come over to help you enjoy it. This 13 bed/12 bath property in Stamford on Long Island Sound has you covered.

For just under $8 million, the buyer can enjoy 14,149 square feet of living space designed like an English mansion and sited like a lighthouse. Outdoor facilities include a 200ft jetty with dock, heated saltwater swimming pool, extensive flagstone patios, sandy beaches, stone walkways, koi pond, Lord & Burnham greenhouse, house guest house with 3 bedrooms and a shed with two apartments.


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