George Cress of Real Broker Email: george@callcress.com Call/Text: 212-203-5251
33 Cannon Road
Wilton, CT 06897
$1,850,000Sold
- 6
- beds
- 6
- baths
- 7,068
- SF
Our Take
33 Cannon Road in Wilton is a Greek Revival home with a history as the Lockwood Brown Academy. Original period details and custom millwork are paired with modernization and current amenities. Formal living and dining spaces accompany six bedrooms, most ensuite, plus flex spaces for entertainment, fitness, office use, and visiting guests across four finished floors. The expansive, flat grounds offer potential for a pool, pickleball, padel, tennis, sport court, or ADU/barn.
Historic Profile
33 Cannon Road was built in 1857 for Benjamin F. Brown’s boarding school. Brown succeeded Aaron B. Lockwood, whose nearby academy had opened in 1851. By 1870, Brown’s household included twelve boys aged eight to nineteen and another teacher, alongside his family.
The substantial three-story building has clapboard siding and a high brick basement with brownstone window lintels. Its formal Greek Revival entrance combines flat pilasters and a lintel with sidelights and a transom. These features distinguish the former school from the smaller domestic buildings around it.
In 1924, a Methodist deaconess association acquired the property, which became known as the Elderly Ladies Home. Dr. Herbert Ingram acquired it in 1937. Now a private residence, the building contributes to the Cannondale Historic District, which entered the National Register of Historic Places in 1992.
Research note: The Wilton Historical Society and National Register nomination date the surviving building to 1857. Other sources give 1800. Separate state and local designations remain unconfirmed.
Property Details
Listing Facts
- Acres
- 1.75
- Year built
- 1800
- Taxes (July 2025-June 2026)
- $19,271 (July 2025-June 2026)
- Price/SF
- $262
- Days on Market
- 49 Days
- MLS number
- 24129806
Highlights
- Greek Revival architecture with original period details
- Custom millwork throughout the historic home
- Formal living and dining spaces
- Six bedrooms, most with ensuite baths
- Flex spaces for fitness, office, and guests
- Four finished floors
- Flat grounds with potential for sports courts
- Potential for an ADU or barn
Read the full listing 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.
Schools
- Elementary
- Miller-Driscoll
- Middle
- Middlebrook
- High
- Wilton
School assignments as reported by SmartMLS.
Price History
| Date | Event | Price |
|---|---|---|
| Sold | $1,850,000 | |
| Listed | $1,869,999 | |
| Sold | $1,550,000 | |
| Listed | $1,499,000 |
Listing Agent
Compass Connecticut, LLC · (203) 343-0141
AJ Letterman · (203) 218-0604
Building permit history
How we compile this →Permit records include solar work at this property.
2017
Bldg Temp Event
Bldg Temp Event
2014
Bldg Minor SolarSolar
Bldg Minor SolarSolar
Solar PermitSolar
Solar PermitSolar
Source detail: Wilton’s municipal records identify permit types, categories and dates, but do not include public work descriptions for these records.
Interpretation note: This matched record set reflects only the municipal data currently imported; it is not a claim that no other work occurred.
How we compile this. The source is Wilton municipal permit records. These records are imported periodically and are not a live feed from the town. A permit’s presence does not, by itself, confirm that work was completed or passed final inspection. Dates shown are issue dates unless identified otherwise. Descriptions may be lightly edited for readability without changing material details. Dollar amounts are town-reported project costs or permit valuations, not estimates of the property’s market value.
Map
33 Cannon Road, Wilton, CT 06897
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SmartMLS · Listing #24129806 · Closed
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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