Recently Viewed Properties
See This Home
Save This Listing
Close

$2,250,000

  • Sold
  • Closed
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,009 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
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. Offer deadline: All offers must be submitted by Sunday, the 25th, at 4:00 PM.

Full Property Details for 88 Drum Hill Rd

General

  • Sold For: $2,250,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24145307
  • Added to Site: 68 day(s) ago

Interior

  • Number of Rooms: 13
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Cook Top, Counter Grill, Refrigerator, Icemaker, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 5: Bedroom - Full Bath, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Fireplace, Hardwood Floor, Main
  • Kitchen: Kitchen - Hardwood Floor, Main
  • Dining Room: Dining Room - Fireplace, Hardwood Floor, Main
  • Office: Office - Hardwood Floor, Main
  • Den: Den - Fireplace, Hardwood Floor, Main

Additional Information

  • Pool: Yes
  • Pool Description: Heated, In Ground Pool

Exterior

  • Exterior Features: Porch, Deck, Patio
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Rt 33 To Belden Hill To Drum Hill On Right

School Information

  • Elementary School: Cider Mill
  • Middle School: Middlebrook
  • Intermediate School: Cider Mill
  • High School: Wilton

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Baseboard, Heat Pump, Hot Air, Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Clapboard, Cedar
  • Basement Desc.: Partial
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 4,009
  • Above Ground: 4,009 Sq. Ft.
  • Year Built: 1800

Lot Features

  • Lot Size (Acres): 2.01
  • Zoning: R-2
  • Lot Description: Fence - Wood, Fence - Partial, Fence - Stone, Fence - Rail, Some Wetlands, Additional Land Avail., Level Lot

Financial Considerations

  • Assessment Amount: $998,270
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1927071

Meet the listing agent

Meet the listing agent
— 88 Drum Hill Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 88 Drum Hill Rd

School District:Wilton School District
NameGradesDistance
Cider Mill School
240 School Road, Wilton, CT 06897
3-51 mi
Miller-Driscoll School
217 Wolfpit Road, Wilton, CT 06897
PK-21.7 mi
Middlebrook School, Wilton, CT
131 School Road, Wilton, CT 06897
6-80.7 mi
Wilton High School
395 Danbury Road, Wilton, CT 06897
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 88 Drum Hill Rd

Date
Details
Price
Change
Source
3/23/2026
Sold
$2,250,000
12.5%
MLS
1/21/2026
Listed
$1,999,999
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 88 Drum Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

107 Parade Hill Rd, New Canaan, CT 06840 - Photo 1
$2,295,000

107 Parade Hill Rd  New Canaan, CT 06840

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 6
    Total Baths
  • 4,557
    Sq. Ft.
Listed by Compass Connecticut, LLC
0 Mountain Rd, Wilton, CT 06897 - Photo 1
$2,090,000

0 Mountain Rd  Wilton, CT 06897

  • Single Family
  • Active
  • 5
    Beds
  • 7
    Total Baths
  • 5,100
    Sq. Ft.
Listed by Millstone Real Estate Corp
117 Weston Rd, Westport, CT 06880 - Photo 1
$2,250,000

117 Weston Rd  Westport, CT 06880

  • Single Family
  • Active
  • Updated 13 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 5,472
    Sq. Ft.
Listed by Compass Connecticut, LLC
109 Signal Hill Rd, Wilton, CT 06897 - Photo 1
$2,199,000
Open House

109 Signal Hill Rd  Wilton, CT 06897

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 4,800
    Sq. Ft.
Listed by O'Brien Premier Properties

Just Listed near 88 Drum Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

B Bridge Rd, Weston, CT 06883 - Photo 1 Just Listed
$369,000

B Bridge Rd  Weston, CT 06883

  • Lots/Land
  • Active
  • Updated 3 days ago
  • 2
    Acres
Listed by Camelot Real Estate
258 Dans Hwy, New Canaan, CT 06840 - Photo 1 Just Listed
$2,600,000
Open House

258 Dans Hwy  New Canaan, CT 06840

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,598
    Sq. Ft.
Listed by William Raveis Real Estate
84 Parade Hill Rd, New Canaan, CT 06840 - Photo 1 Just Listed
$799,000
Open House

84 Parade Hill Rd  #84  New Canaan, CT 06840

  • Duplex
  • Active
  • Updated 23 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,361
    Sq. Ft.
Listed by William Raveis Real Estate
35 Canoe Hill Rd, New Canaan, CT 06840 - Photo 1 Just Listed
$2,795,000

35 Canoe Hill Rd  New Canaan, CT 06840

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 4,547
    Sq. Ft.
Listed by William Raveis Real Estate

Price Reduced near 88 Drum Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

205 Weston Rd, Weston, CT 06883 - Photo 1 Price Reduced
-$100,000 (-5.71%)
$1,650,000

205 Weston Rd  Weston, CT 06883

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,382
    Sq. Ft.
Listed by Higgins Group Bedford Square
192 Gillies Ln, Norwalk, CT 06854 - Photo 1 Price Reduced
-$16,000 (-2.88%)
$539,000

192 Gillies Ln  #192  Norwalk, CT 06854

  • Apartment
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,662
    Sq. Ft.
Listed by Houlihan Lawrence
16 Sunset Hill Ave, Norwalk, CT 06851 - Photo 1 Price Reduced
-$20,000 (-2.22%)
$879,000

16 Sunset Hill Ave  Norwalk, CT 06851

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,525
    Sq. Ft.
Listed by BHGRE Shore & Country
21 North N Main St, Norwalk, CT 06854 - Photo 1 Price Reduced
-$12,000 (-5.36%)
$212,000

21 North N Main St  Norwalk, CT 06854

  • Commercial
  • Active
Listed by Whitestone Real Estate Group

Recent Sales near 88 Drum Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

87 Catalpa Rd, Wilton, CT 06897 - Photo 1 Sold
$2,220,000

87 Catalpa Rd  Wilton, CT 06897

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 5,153
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Kelly Higgins Team
81 Graenest Ridge Rd, Wilton, CT 06897 - Photo 1 Sold
$2,260,000

81 Graenest Ridge Rd  Wilton, CT 06897

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,775
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Berkshire Hathaway NE Prop.
10 Woods End Dr, Wilton, CT 06897 - Photo 1 Sold
$2,150,000

10 Woods End Dr  Wilton, CT 06897

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 6,448
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Houlihan Lawrence
35 Branch Brook Rd, Wilton, CT 06897 - Photo 1 Sold
$2,111,111

35 Branch Brook Rd  Wilton, CT 06897

  • Single Family
  • Closed
  • 4
    Beds
  • 7
    Total Baths
  • 4,821
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by Compass Connecticut, LLC

88 Drum Hill Road, Wilton, CT 06897 (MLS# 24145307) is a Single Family property that was sold at $2,250,000 on March 23, 2026. This property was listed by Judy Michaelis from our Westport Office.Want to learn more about 88 Drum Hill 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.