33 Cannon Rd

Wilton, CT 06897

$1,850,000
Last Sold Price
6
Beds
7,068 Sq. Ft.
$262 / Sq. Ft.
7,068
Sq. Ft.
$262
per Sq. Ft.
Closed 12/1/25
Closed 12/1/25
a view of building with large windows and a big yard

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,...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.

Listing Agent

  1. AJ Letterman

    AJ Letterman

    Listing Agent

    Compass

    ajletterman@compass.com

    P: (203)-218-0604

    CallTextEmail

Property Details for 33 Cannon Road

Basement Description
Full, Interior Access, Partially Finished, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
10-03-2025
Garages Number
5
Neighborhood
Cannondale
Style
Antique
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 12/02/2025 02:00 AM

Property Details for 33 Cannon Road

StatusClosed
MLS #24129806
Days on Market49
Taxes$19,271 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1800
Lot Size1.75 AC / 76,230 SF
CountyFairfield County
Buyer's Agent Compensation2.25%

Location

Sold By Houlihan Lawrence, Molly H Fewster

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Building Information for 33 Cannon Road

Stories-Year Built1800Building Size-Lot Size1.75 AC / 76,230 SF

Payment Calculator

$10,747 per month

30 year fixed, 6.28% Interest

Principal and Interest

$9,142

Property Taxes

$1,606

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 33 Cannon Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Pimpewaug to Cannon or Danbury to Cannon
  • Elementary School: Miller-Driscoll
  • High School: Wilton
  • Latitude: 41.215777
  • Longitude: -73.425237
  • Middle Jr High School: Middlebrook
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,271
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Allowance, Cook Top, Wall Oven, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Steam
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level, Upper Level
  • Laundry Room Location: laundry in primary closet & lower level
  • Rooms Total: 13
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Other
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Level: Other
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Level: Lower
  • Room Type: Office
Room 5
  • Listing Key: 3FDE1715100A56ACE0631A01100AAEF2
  • Room Entry Order: 13
  • Room Level: Lower
  • Room Type: Media Room
Room 6
  • Room Entry Order: 14
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 7
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Family Room
Room 8
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Dining Room
Room 9
  • Listing Key: 3FDE1715100A56ACE0631A01100AAEF2
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Kitchen
Room 10
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 11
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 13
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 14
  • Room Entry Order: 9
  • Room Level: Other
  • Room Type: Den
Property
Property and Assessments
  • Construction Description: Frame, Brick
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1800
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 1860
  • Living Area SQFT Per Public Records: 5208
Lot Information
  • Lot Description: Level Lot, Cleared, Professionally Landscaped
  • Parcel Number: 1923813
  • Sq Ft Est Heated Above Grade: 5208.0
  • Sq Ft Total: 7068.0
  • Zoning: R-2
Utilities
  • Energy Features: Passive Solar
  • Heat Fuel Type: Oil, Solar
  • Hot Water Description: Other
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 33 Cannon Road

DateEvent & SourcePriceAppreciation
Jul 24, 2024

Closed (Public Record)

Public Record #1537818753

$1,550,000

+4.8% / yr

Jun 1, 1993

Closed (Public Record)

Public Record #91323517

$365,000—
DateEvent & SourcePrice
07/24/2024

Closed (Public Record)

Public Record #1537818753

$1,550,000

+4.8% / yr

06/01/1993

Closed (Public Record)

Public Record #91323517

$365,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 33 Cannon Road

Taxable ValueLand$286,650Additions$502,810Total$789,460
Tax Record2024$19,271 ($1,606 / month)
Home Facts
Beds6Baths5Total Finished SqFt5,208 SqFtAbove Grade Finished SqFt5,208 SqFtUnfinished Basement SqFt1,860 SqFtStories3Lot Size76,230 SqFtStyleSingle Family ResidenceYear Built1800ZoningR-2CountyFAIRFIELDAPNWILT M:0034 B:030 L:00Fireplace TypeHas Fireplace

Schools near 33 Cannon Road

This home is within Wilton School District.
Rating
School
Type
Grades
Distance
Miller-Driscoll School
Public - PK to 2
Cider Mill School
Public - 3 to 5
Middlebrook School
Public - 6 to 8
Wilton High School
Public - 9 to 12
Rating
School
Distance
Miller-Driscoll School
PublicPK to 2

Cider Mill School
Public3 to 5

Middlebrook School
Public6 to 8

Wilton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.