33 Cannon Road
Wilton, CT 06897
Cannondale
6 Beds
6 Baths
7,068 sqft (on 1.75 acres)
$1,850,000
Last Sold: Dec 1, 2025
1% below list $1.87M
$262/sqft
Est. Refi. Payment $12,162/mo*
$1,850,000
Last Sold: Dec 1, 2025
1% below list $1.87M
$262/sqft
Est. Refi. Payment $12,162/mo*
6 Beds
6 Baths
7,068 sqft
(on 1.75 acres)
Local Information
- Map ViewExplore the area around 33 Cannon Road.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1800
Lot Size
1.75 acres
Living Area
7,068 sqft
Price/Sqft
$262/sqft
Parking
None
About this House
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.
33 Cannon Road, Wilton, CT 06897 is a 6 bedroom, 7 bathroom, 7,068 sqft single-family home in Cannondale, built in 1800. It last sold for $1,850,000 on Dec 1, 2025 (1% below the $1,869,999 asking price). It is currently off market. The Trulia Estimate is $2,089,100, with a rent estimate of $7,576/month.
Home Details for 33 Cannon Road
|
|---|
Interior Details Basement: Full,Interior Entry,Partially FinishedNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Kitchen, Living Room, Media Room, Office, Rec Play Room |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 7068 Square Feet |
Appliances & Utilities Appliances: Allowance, Cooktop, Oven, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower Level,Upper LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Steam,Oil,SolarHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Steam |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
|
|---|
Exterior Home Features Roof: AsphaltFoundation: Concrete Perimeter, StoneNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageParking: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 5208 Square FeetFinished Area (below surface): 1860 Square Feet |
|
|---|
Year Built Year Built: 1800 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique |
Building Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1923813 |
|
|---|
Price List Price: $1,869,999Price Per Sqft: $262/sqft |
Status Change & Dates Off Market Date: Fri Nov 21 2025Possession Timing: Negotiable |
|
|---|
MLS Status: Closed |
|
|---|
Direction & Address City: WiltonCommunity: Cannondale |
School Information Elementary School: Miller-DriscollJr High / Middle School: MiddlebrookHigh School: Wilton |
|
|---|
Building Area Building Area: 7068 Square Feet |
|
|---|
No HOA |
|
|---|
Lot Area: 1.75 Acres |
|
|---|
BasementMls Number: 24129806Attic: Pull Down StairsAttribution Contact: (203) 218-0604Above Grade Unfinished Area: 5208 |
Last check for updates: about 16 hours ago
Listed by AJ Letterman, (203) 218-0604
Compass Connecticut, LLC, (203) 343-0141
Bought with: Molly H. Fewster, (704) 906-6287, Houlihan Lawrence, (203) 966-3507
Source: Smart MLS, MLS#24129806
Price History for 33 Cannon Road
| Date | Price | Event | Source |
|---|---|---|---|
| 12/01/2025 | $1,850,000 | Sold | Smart MLS #24129806 |
| 11/22/2025 | $1,869,999 | Pending | Smart MLS #24129806 |
| 10/03/2025 | $1,869,999 | Listed For Sale | Smart MLS #24129806 |
| 07/24/2024 | $1,550,000 | Sold | Smart MLS #24006826 |
| 07/04/2024 | $1,639,000 | PendingToActive | William Raveis Real Estate, Mortgage & Insurance #24006826 |
| 06/12/2024 | $1,639,000 | Pending | William Raveis Real Estate, Mortgage & Insurance #24006826 |
| 05/27/2024 | $1,639,000 | PriceChange | Smart MLS #24006826 |
| 05/17/2024 | $1,499,000 | Listed For Sale | Smart MLS #24006826 |
| 06/01/1993 | $365,000 | Sold | N/A |
| 11/10/1988 | $550,000 | Sold | N/A |
Market trends in Wilton
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
7MoM
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,271 |
| Assessment | $789,460 |
Home facts updated by county records
Comparable Sales for 33 Cannon Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.35 | Single-Family Home | $2,454,000 | 07/17/26 | 6 | 5 | 6,713 | |
0.08 | Single-Family Home | $1,030,000 | 07/24/26 | 4 | 3 | 2,872 | |
0.48 | Single-Family Home | $2,975,000 | 08/25/25 | 7 | 5 | 7,269 | |
0.14 | Single-Family Home | $1,125,000 | 11/12/25 | 4 | 2.5 | 2,000 | |
0.73 | Single-Family Home | $1,600,000 | 06/04/26 | 4 | 4.5 | 4,386 | |
0.90 | Single-Family Home | $2,625,000 | 07/07/26 | 5 | 6 | 5,839 | |
0.85 | Single-Family Home | $2,012,500 | 06/10/26 | 5 | 5 | 5,143 | |
0.86 | Single-Family Home | $1,750,000 | 05/29/26 | 4 | 4.5 | 5,588 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDJUL 24, 2026ERA Insite Realty Services
SOLDNOV 12, 2025Compass Connecticut, LLC
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETColdwell Banker Westport
SOLDJUL 17, 2026Berkshire Hathaway NE Prop.
OFF MARKETHiggins Group Real Estate
OFF MARKETWilliam Raveis Real Estate
OFF MARKETColdwell Banker/Tilghman&Frost
Assigned Schools
These are the assigned schools for 33 Cannon Road.
- Cider Mill School
- 3-5
- Public
- 831 Students
9/10GreatSchools RatingParent Rating AverageGreat experience with 2 kids so farParent Review7y ago - Middlebrook School
- 6-8
- Public
- 852 Students
10/10GreatSchools RatingParent Rating AverageThe leadership and teachers at Middlebrook are the best I've known. This is so important for this age group. They really handle the challenges of middle school years so well. My children are very different from each other and they helped both of my children find their place and succeed academically. They had great middle school friends and and some of their favorite teachers. Not many can say that about middle school!Parent Review4y ago - Miller-Driscoll School
- PK-2
- Public
- 845 Students
NAGreatSchools RatingParent Rating AverageMy family has had terrible experiences with this school. The teachers cannot be bothered to communicate with parents or care about the kids enrolled. The curriculum is boring and does nothing to challenge the many bright kids at the school. The administrators care even less about the kids than the teachers do. They use screens to babysit the kids a lot. The only bright spot is the pretty building which does not make up for everything else. I actually don’t understand how this is a good school district.Parent Review6mo ago - Wilton High School
- 9-12
- Public
- 1202 Students
10/10GreatSchools RatingParent Rating AverageWe had an amazing experience with the Wilton school system. The AP classes offered helped us to get read for college and the teachers are incredibly helpful and kind. They educate the whole child, and care about the students. In today’s world, this is rare but the educators here are amazing educators and kind people. We moved to Wilton for the school system and it was a great decision.Parent Review1y ago 
Check out schools near 33 Cannon Road.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
PET FRIENDLY
PET FRIENDLY
PET FRIENDLY
PET FRIENDLY
PET FRIENDLY
PET FRIENDLYFURNISHED
NEW - 2 DAYS AGOAPPLY INSTANTLY
See more homes for rent inWilton
Explore by feature - Pet Friendly
SPECIAL OFFERPET FRIENDLY- SPECIAL OFFERPET FRIENDLY
- PET FRIENDLY
- PET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
NEW - 6 MIN AGOAPPLY INSTANTLYPET FRIENDLY
Explore by feature - Garage
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- NEW - 6 MIN AGOAPPLY INSTANTLYPET FRIENDLY
NEW - 1 DAY AGOAPPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
0.66 ACRES
Explore by feature - Air Conditioning
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- PET FRIENDLYFURNISHED
- NEW - 2 DAYS AGOAPPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLY
- NEW - 6 MIN AGOAPPLY INSTANTLYPET FRIENDLY
Explore by feature - Pool
- SPECIAL OFFERPET FRIENDLY
- PET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- NEW - 1 DAY AGOAPPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
Explore by feature - Washer/dryer
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- NEW - 6 MIN AGOAPPLY INSTANTLYPET FRIENDLY
- NEW - 1 DAY AGOAPPLY INSTANTLYPET FRIENDLY
- PET FRIENDLY
Homes for sale near 33 Cannon Road
2.01 ACRESBerkshire Hathaway NE Prop.
2.75 ACRESWilliam Pitt Sotheby's Int'l
OPEN SUN, 12-2PM2.28 ACRESColdwell Banker Realty
2.14 ACRESBerkshire Hathaway NE Prop.
OPEN SUN, 12-2PM2.01 ACRESColdwell Banker Realty
2 ACRESWilliam Raveis Real Estate
NEW CONSTRUCTION2 ACRESUS Asset Realty
2 ACRESWilliam Raveis Real Estate
See more homes for sale inWilton
Off Market Homes Near 33 Cannon Road
SOLDAUG 3, 2026Compass Connecticut, LLC
SOLDJUL 31, 2026Brown Harris Stevens
SOLDJUL 31, 2026Berkshire Hathaway NE Prop.- SOLDJUL 31, 2026Compass Connecticut, LLC
SOLDJUL 30, 2026Brown Harris Stevens
SOLDJUL 30, 2026Brown Harris Stevens
SOLDJUL 30, 2026Compass Connecticut, LLC
SOLDJUL 30, 2026William Raveis Real Estate- SOLDJUL 30, 2026William Raveis Real Estate
SOLDJUL 29, 2026Compass Connecticut, LLC- See more homes for sale inWilton
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.