Cliff Smith

Broker of Record/Founding Member New Canaan

(Licensed as Clifford John Smith)

As a real estate broker and investor Cliff has his finger on the pulse of the Fairfield County market each and every day. Cliff is a full-time agent, who also flips properties as an investor. Such an immersion in the world of real estate has allowed him to understand every crucial detail that goes into buying or selling a home. With this experience and knowledge, his clients walk away feeling confident they received the best deal and were well taken care of.

Additionally, he owned a sports agency where he represented professional basketball players in the NBA, WNBA, Europe, and Asia. Responsible for negotiating lucrative contracts on behalf of his clients and procuring endorsement deals off the court.

His past experiences in these highly intense environments have proven to be helpful in his real estate career. His many successful transactions/investments and satisfied clients are proof.

Cliff's dedication and reputation of tirelessly pursuing what is needed for each client enables him to consistently surpass his clients' expectations.

Cliff's Properties

66 Cherry Valley Road

Back Country, Greenwich, CT

$7,400,000

6 BD, 10 BA, 8,888 SQFT, Single-Family

Listing courtesy of The Agency

10 Dragonwood Lane

Weston, CT

$6,500,000

4 BD, 5 BA, 8,586 SQFT, Single-Family

Listing courtesy of The Agency

10 Dragonwood Lane

Weston, CT

$20,000

4 BD, 5 BA, 8,586 SQFT, Single-Family

Listing courtesy of The Agency

Cliff's Featured Past Transactions

closed

1127 Lake Avenue

Greenwich, CT

$6,500,000

5 BD, 5 BA, 9,967 SQFT, Single-Family

Listing courtesy of The Agency

closed

56 Winfield Lane

New Canaan, CT

$4,650,000

6 BD, 7 BA, 10,092 SQFT, Single-Family

Listing courtesy of The Agency

closed

235 Brushy Ridge Road

New Canaan, CT

$3,000,000

6 BD, 6 BA, 7,906 SQFT, Single-Family

Listing courtesy of The Agency

closed

55 Beacon Hill Lane

New Canaan, CT

$2,449,000

7 BD, 9 BA, 9,909 SQFT, Single-Family

Listing courtesy of The Agency

closed

23 Charter Oak Drive

New Canaan, CT

$2,249,000

5 BD, 7 BA, 6,571 SQFT, Single-Family

Listing courtesy of The Agency

closed

312 Elm Street #28

New Canaan, CT

$1,215,000

3 BD, 3 BA, 2,072 SQFT, Townhouse

Listing courtesy of The Agency

closed

27 Carrona Drive

Greenwich, CT

$1,154,000

4 BD, 3 BA, 2,636 SQFT, Single-Family

Listing courtesy of The Agency

closed

115 Forest Avenue #115

Beach, Fairfield, CT

$1,065,000

4 BD, 3.5 BA, 2,609 SQFT, Single-Family

Listing courtesy of The Agency

closed

123 Richmond Hill Road #8

Orchard Hills, New Canaan, CT

$1,050,000

2 BD, 3 BA, 1,786 SQFT, Apartment

Listing courtesy of The Agency

closed

312 Elm Street #42

New Canaan, CT

$1,025,000

3 BD, 4 BA, 2,220 SQFT, Townhouse

Listing courtesy of The Agency

closed

401 Jelliff Mill Road

Ponus Ridge, New Canaan, CT

$875,000

3 BD, 2 BA, 2,444 SQFT, Single-Family

Listing courtesy of The Agency

closed

13 Spruce Ridge Drive

New Fairfield, CT

$750,000

0 BD, 0 BA, Single-Family

Listing courtesy of The Agency

MLS ID: a0V3q00000xJHLrEAO

closed

131 Washington Street

Norwalk, CT

$350,000

0 BD, 0 BA, Condo

Listing courtesy of The Agency

MLS ID: a0V3q00000xSMJnEAO

closed

30 Twin Pond Lane

New Canaan, CT

Price N/A

6 BD, 8 BA, 7,699 SQFT, Single-Family

Listing courtesy of The Agency

Cliff's Transaction History

Address	Type
56 Winfield Lane New Canaan, CT 06840	Sold
235 Brushy Ridge Road New Canaan, CT 06840	Sold
30 Twin Pond Lane New Canaan, CT 06840	Sold
23 Charter Oak Drive New Canaan, CT 06840	Sold
27 Carrona Drive Greenwich, CT 06878	Sold
312 Elm Street #28 New Canaan, CT 06840	Sold
312 Elm Street #42 New Canaan, CT 06840	Sold

Testimonials

George V.

We hired Cliff, Todd, and The Agency as we were already familiar with the brand and their marketing of high-end real estate. We were not disappointed, and they delivered on their promises. We have a standing offer they have secured, and we look forward to resuming the transaction when able. We highly recommend their outside the box approach.

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