33 Cannon Road, Wilton, CT 06897 - Photo 1

1/1

$1,850,000

Sold
Closed
Single Family
6 Beds
5 Full Baths
2 Partial Baths
7,068 Sq. Ft.

1/1

Property Description

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.

Full Property Details

Full Property Details for 33 Cannon Rd

General

Sold For: $1,850,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24129806
Added to Site: 111 day(s) ago

Interior

Number of Rooms: 13
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Allowance, Cook Top, Wall Oven, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 7
Full Bathrooms: 5
Half Bathrooms: 2

Bedrooms

Total Bedrooms: 6
Primary Suite: Upper
Bedroom 1: Bedroom, Other
Bedroom 2: Bedroom, Other
Bedroom 3: Bedroom, Upper
Bedroom 4: Bedroom, Upper
Bedroom 5: Bedroom, Upper

Other Rooms

Living Room: Living Room, Main
Family Room: Family Room, Main
Kitchen: Kitchen, Main
Dining Room: Dining Room, Main
Office: Office, Lower
Den: Den, Other
Game room: Yes
Game Room: Rec/Play Room, Lower
Rec Room: Lower
Theater/Media: Media Room, Lower
Laundry: Lower Level, Upper Level

Parking

Parking: None

Location

County: Fairfield
Neighborhood: Cannondale
Driving Directions: Pimpewaug to Cannon or Danbury to Cannon

School Information

Elementary School: Miller-Driscoll
Middle School: Middlebrook
High School: Wilton

Community

Community Name: Cannondale

Heating & Cooling

Cooling Type: Central Air
Heating Type: Steam, Oil, Solar
Heating Fuel: Oil, Solar
Water Heater: Other

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Antique
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Full, Interior Access, Partially Finished, Full With Walk-Out
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 7,068
Above Ground: 5,208 Sq. Ft.
Below Ground: 1,860 Sq. Ft.
Year Built: 1800

Lot Features

Lot Size (Acres): 1.75
Zoning: R-2
Lot Description: Level Lot, Cleared, Professionally Landscaped

Green Features

Energy Features: Passive Solar

Financial Considerations

Assessment Amount: $789,460
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 1923813

Listed by Compass Connecticut, LLC, AJ Letterman
Sold by Houlihan Lawrence, Molly Fewster

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Listing agent

— 33 Cannon Rd —

AJ Letterman

Compass Connecticut, LLC

Agent Contact: (203) 218-0604 Office Contact: (203) 343-0141

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NMLS#: 1598647

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Schools

Schools serving 33 Cannon Rd

School District:Wilton School District

Name	Grades	Distance
Cider Mill School 240 School Road, Wilton, CT 06897	3-5	0.9 mi
Miller-Driscoll School 217 Wolfpit Road, Wilton, CT 06897	PK-2	2.8 mi
Middlebrook School, Wilton, CT 131 School Road, Wilton, CT 06897	6-8	1.2 mi
Wilton High School 395 Danbury Road, Wilton, CT 06897	9-12	0.6 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 33 Cannon Rd

Date

Details

Price

Change

Source

12/01/2025

Sold

$1,850,000

-1.07%

MLS

10/03/2025

Listed

$1,869,999

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Bed
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Beds
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$1,694,750

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Single Family
Closed

4
Beds
5
Total Baths
5,368
Sq. Ft.

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Sold by William Raveis Real Estate

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Single Family
Closed

4
Beds
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Total Baths
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Sq. Ft.

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$1,600,000

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Single Family
Closed

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Beds
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Total Baths
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Sq. Ft.

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33 Cannon Road, Wilton, CT 06897 (MLS# 24129806) is a Single Family property that was sold at $1,850,000 on December 01, 2025. Want to learn more about 33 Cannon Road? Do you have questions about finding other Single Family real estate for sale in Wilton? You can browse all Wilton real estate or contact a Coldwell Banker agent to request more information.

33 Cannon Rd Wilton, CT 06897

Full Property Details for 33 Cannon Rd

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Parking

Location

School Information

Community

Heating & Cooling

Utilities

Structural Information

Lot Features

Green Features

Financial Considerations

Disclosures and Reports

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

Schools serving 33 Cannon Rd

Price & Sales History for 33 Cannon Rd

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