33 Cannon Road, Wilton, Connecticut

$1,869,999

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6

Beds

7

Baths

7,068

Square feet

1.75

Acres

About 33 Cannon Road

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.

Features of 33 Cannon Road

MLS® # 24129806
Price $1,869,999
Bedrooms 6
Bathrooms 7.00
Full Baths 5
Half Baths 2
Square Footage 7,068
Acres 1.75
Type Single Family For Sale
Style Antique
Status Active

Community Information

Address 33 Cannon Road
Area Cannondale
City Wilton
County Fairfield
State Connecticut
Zip Code 06897

Amenities

Features Passive Solar
Parking None
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Allowance, Cook Top, Wall Oven, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Heating Steam, Oil, Solar
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Interior Access, Partially Finished, Full With Walk-Out

Exterior

Exterior Clapboard
Lot Description Level Lot, Cleared, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete, Stone

School Information

Elementary Miller-Driscoll
Middle Middlebrook
High Wilton

Additional Information

Date Listed September 29th, 2025
Days on Market 7
Zoning R-2
RE / Bank Owned No

Listing Details

OfficeCompass Connecticut, LLC

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Listing information last updated on October 18th, 2025 at 10:04am EDT.