SoldDec 1, 2025

Listed by AJ Letterman

, 

Bought with Molly Fewster from Houlihan Lawrence

Source: SmartMLS Connecticut #24129806

33 Cannon Road, Cannondale, CT, 06897

$1,850,000

6
7
7068 sq. ft.
1.75 ac.

SingleFam

•

30+ days on the market

Sold: Dec 1, 2025

What's around 33 Cannon Road

About this property

Step into timeless elegance at 33 Cannon Road, Wilton, where history meets grandeur. Period details of yesterday, modernization and livability of today. The best of both worlds can be yours. This magnificent Greek Revival home, once the renowned Lockwood Brown Academy, showcases its storied past with original period details and exquisite custom millwork. Known affectionately as the "Wilton Hilton," this residence has been renovated extensively by all its stewards while encapsulating antique features, creating a reminiscent experience alongside current amenities. The home features formal living and dining spaces, 6 bedrooms most of which are ensuite, and additional flex spaces for entertainment, fitness, office, visiting guests and beyond spread across 4 finished floors. The expansive and flat grounds provide endless possibilities, whether you envision a pool, pickleball, padel, tennis or sport court, even potential for ADU/barn. Seconds to train, minutes to schools and downtown, this location is central to all that makes Wilton special. A truly unique opportunity where luxury and heritage seamlessly intertwine. This iconic property is ready to welcome your next chapter.

Looking for more information on 33 Cannon Road?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldOct 13, 2026
$1,999,999
1090 Ridgefield Rd
Fairfield County CT 06897
6
5
3
Single-Family
Listing courtesy of Berkshire Hathaway NE Prop. and Century 21 Scala Group
SoldOct 2, 2026
$2,215,000
40 Valeview Rd
Fairfield County CT 06897
6
7
6
Single-Family
Listing courtesy of William Raveis Real Estate and Coldwell Banker Realty
SoldAug 18, 2026
$2,075,000
2 Deerfield Road
Fairfield County CT 06897
6
6
3
Single-Family
Listing courtesy of Compass Connecticut, LLC

Other properties sold by Compass Connecticut, LLC

SoldOct 22, 2026
$505,000
804/104 North Street
Stamford CT 06902
2
2
2
Condo
Listing courtesy of Compass Connecticut, LLC
SoldOct 21, 2026
$1,375,000
70 Chestnut Hill Lane
Stamford CT 06903
4
4
2
Single-Family
Listing courtesy of Compass Connecticut, LLC and William Pitt Sotheby's Int'l
SoldOct 20, 2026
$425,000
E1/12 Camelot Drive
Norwalk CT 06850
2
2
1
Condo
Listing courtesy of Compass Connecticut, LLC and Five Stars Realty

Browse properties sold in nearby areas

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent