88 Drum Hill Rd

Wilton, CT 06897

$1,999,999
Price
6
Beds
4,009 Sq. Ft.
$499 / Sq. Ft.
4,009
Sq. Ft.
$499
per Sq. Ft.
Open: 1/22 11:30AM - 01:00PM
Open: 1/22 11:30AM - 01:00PM

Description

This historic 1800s Colonial at 88 Drum Hill has been thoughtfully expanded and renovated, blending timeless charm with modern luxury. Original features - wide plank floors, multiple fireplaces, high ceilings, and classic moldings - honor the home's heritage, while updates create a fully livable, elegant residence. With 6 bedrooms, 4 full baths, and 1 half bath, this updated historic home offers flexible spaces for entertaining, work-from-home setups, and family gatherings. Set on a beautifully landscaped...This historic 1800s Colonial at 88 Drum Hill has been thoughtfully expanded and renovated, blending timeless charm with modern luxury. Original features - wide plank floors, multiple fireplaces, high ceilings, and classic moldings - honor the home's heritage, while updates create a fully livable, elegant residence. With 6 bedrooms, 4 full baths, and 1 half bath, this updated historic home offers flexible spaces for entertaining, work-from-home setups, and family gatherings. Set on a beautifully landscaped 2-acre property, the home features a stunning in-ground pool, outdoor entertaining areas, and private spaces perfect for relaxation. Unique historic touches, including a sleeping porch, library/study, and charming updated kitchen accents, blend seamlessly with modern comforts, including a chef's kitchen and light-filled living and dining areas. Ideally located minutes from Wilton Center and top schools, this luxury Wilton CT home combines historic integrity, modern updates, and a lifestyle designed for year-round enjoyment - a rare opportunity in Wilton real estate.
  1. Listed by Judy Michaelis • Coldwell Banker Realty
    P: (203)-247-5000 C: (203)-247-5000 judy@judymichaelis.com

Property Details for 88 Drum Hill Road

Basement Description
Partial
Direct Waterfront
No
Expected Active Date
01-21-2026
Garages Number
2
Neighborhood
N/A
Style
Antique
Garage Parking Info
Attached Garage
Swimming Pool
Yes

Open Houses

Thursday, Jan 22nd

11:30 AM - 1:00 PM

Public

Saturday, Jan 24th

1:00 PM - 3:00 PM

Public

LISTING UPDATED: 01/21/2026 05:05 AM

Property Details for 88 Drum Hill Road

StatusActive
MLS #24145307
Days on Market1
Taxes$24,368 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1800
Lot Size2.01 AC / 87,555 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Judy Michaelis
Add your commute

Building Information for 88 Drum Hill Road

Stories-Year Built1800Building Size-Lot Size2.01 AC / 87,555 SF

Payment Calculator

$11,778 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,748

Property Taxes

$2,031

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 88 Drum Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 33 To Belden Hill To Drum Hill On Right
  • Elementary School: Cider Mill
  • High School: Wilton
  • Intermediate School: Cider Mill
  • Latitude: 41.198164
  • Longitude: -73.450221
  • Middle Jr High School: Middlebrook
  • Neighborhood Amenities: Library
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $24,368
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck, Patio
  • Pool Description: Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Counter Grill, Refrigerator, Icemaker, Washer, Dryer
  • Attic Description: Walk-up
  • Cooling System: Central Air, Zoned
  • Heat Type: Baseboard, Heat Pump, Hot Air, Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Rooms Total: 13
Room 1
  • Room Entry Order: 1
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 5
  • Listing Key: 46290D5A8199779BE0631A01100A87A7
  • Room Entry Order: 2
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Room 9
  • Listing Key: 46290D5A8199779BE0631A01100A87A7
  • Room Entry Order: 6
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 10
  • Room Entry Order: 7
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 11
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 12
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Shingle, Clapboard, Cedar
  • Foundation Type: Masonry, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1800
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 4009
Lot Information
  • Lot Description: Fence - Wood, Fence - Partial, Fence - Stone, Fence - Rail, Some Wetlands, Additional Land Avail., Level Lot
  • Parcel Number: 1927071
  • Sq Ft Est Heated Above Grade: 4009.0
  • Sq Ft Total: 4009.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 88 Drum Hill Road

DateEvent & SourcePriceAppreciation
Jul 30, 2007

Closed (Public Record)

Public Record #224465302

$1,440,000

+7.6% / yr

Jan 20, 2000

Closed (Public Record)

Public Record #91320534

$829,000

+420.1% / yr

Sep 30, 1999

Closed (Public Record)

Public Record #91321133

$500,000—
DateEvent & SourcePrice
07/30/2007

Closed (Public Record)

Public Record #224465302

$1,440,000

+7.6% / yr

01/20/2000

Closed (Public Record)

Public Record #91320534

$829,000

+420.1% / yr

09/30/1999

Closed (Public Record)

Public Record #91321133

$500,000

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

Public Records for 88 Drum Hill Road

Taxable ValueLand$306,390Additions$691,880Total$998,270
Tax Record2024$24,368 ($2,031 / month)
Home Facts
Beds6Baths4.5Total Finished SqFt4,009 SqFtAbove Grade Finished SqFt4,009 SqFtUnfinished Basement SqFt1,814 SqFtStories3Lot Size87,556 SqFtStyleSingle Family ResidenceYear Built1800ZoningR-2CountyFAIRFIELDAPNWILT M:0089 B:026 L:00Fireplace TypeHas Fireplace

Schools near 88 Drum Hill 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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More information about 88 Drum Hill Road, Wilton, CT 06897

88 Drum Hill Road is a single family home for sale in Wilton, CT 06897. This property was listed for sale on January 16, 2026 by Coldwell Banker Realty, it's currently listed at $1,999,999. It has been on the market for a total of 1 days and was last sold on July 30, 2007. This listing's school district is Wilton School District. Nearby schools include Miller-Driscoll School, Cider Mill School and Middlebrook School. 88 Drum Hill Road is a 6-bed, 5-bath, 4,009 sqft single family home built in 1800.

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.

Listing Courtesy of Coldwell Banker Realty, Judy Michaelis

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.