Sold
Last Sold Price
4 beds4,998 sqft$170/sqft
27 Redding Rd, Wilton, CT 06897
Single FamilyProperty Type
1.81 acresLot Size
1969Year Built
$170/sq ftPrice per sq ft
3 carsParking Spaces

Description

Georgetown's iconic "Villa Caroline", a former carriage barn converted in 1969 to a residence by the late fashion designer Rolan S. Mattson, named in honor of his beloved friend Olive Caroline "Carrie" Kennel Miller, the original owner of the historic larger surrounding estate. This storied home is set back privately on 1.8 acres & comprises the inspired 4,998 sf main residence with 1,305 sf in the walk-out lower level 1 BR accessory apartment with private entrance; detached 3 car garage; heated...Georgetown's iconic "Villa Caroline", a former carriage barn converted in 1969 to a residence by the late fashion designer Rolan S. Mattson, named in honor of his beloved friend Olive Caroline "Carrie" Kennel Miller, the original owner of the historic larger surrounding estate. This storied home is set back privately on 1.8 acres & comprises the inspired 4,998 sf main residence with 1,305 sf in the walk-out lower level 1 BR accessory apartment with private entrance; detached 3 car garage; heated gunite pool & pool cabana; fruit trees, vegetable gardens, & whimsical potting sheds; plus inquire for options to purchase additional 1.2 acre parcels (#19) & 2nd private residence with detached studio/garage (#29) for a true family compound. This home delights at every turn with materials reclaimed from local historic churches including the stunning stained glass in the entry parlor. Spread out in the inviting 24' x 26' great room featuring sunny kitchen w/center island, granite counters & stainless steel appliances, open to the family room w/fireplace and & adjoining wrap around patio. There are 5 more fireplaces including the living room w/French doors to a private office; the MBR suite; 2 in the lower apartment including both the bedroom & kitchen; plus one on the front stone patio. Total 4 bedrooms, 3/1 baths & additional sleeping loft; hardwood floors; central air; & so many delightful outdoor rooms/gardens; just steps to Georgetown shops, restaurants & only 55 miles to Midtown!
  • Listed by: Laura Ancona 203.733.7053 lancona@wpsir.com • William Pitt Sotheby's Int'l
Listing closed: 06/06/2022 12:00 AM • Source: SMARTMLS, MLS#: 170436571

Recent comparable sales

Median sold price

$1,265,000

Avg days on market

25

Sale-to-list ratio

99.6%

Wilton, CT

9 comparable properties found

$1,830,000 | 78 Pin Oak Lane, Wilton, CT 06897
1

$1,830,000

Sold 04/24/26

4
Bedrooms
4,741
Square Feet
2.3
Acres
a front view of a house with garden
2

$700,000

Sold 12/06/24

4
Bedrooms
2,568
Square Feet
2.04
Acres
$839,000 | 43 Blue Ridge Road, Wilton, CT 06897
3

$839,000

Sold 11/10/25

4
Bedrooms
1,484
Square Feet
1.4
Acres
$975,000 | 259 Thunder Lake Road, Wilton, CT 06897
4

$975,000

Sold 09/19/24

4
Bedrooms
2,656
Square Feet
1.87
Acres
$775,000 | 38 Honey Hill Trail, Wilton, CT 06897
5

$775,000

Sold 11/22/24

4
Bedrooms
2,956
Square Feet
1.1
Acres
$1,265,000 | 13 Indian Hill Road, Wilton, CT 06897
6

$1,265,000

Sold 11/24/25

4
Bedrooms
4,272
Square Feet
1.86
Acres
7

$1,565,816

Sold 09/17/24

4
Bedrooms
3.5
Bathrooms
4,338
Square Feet
1.04
Acres
$1,550,000 | 11 Tall Oaks Road, Wilton, CT 06897
8

$1,550,000

Sold 07/10/25

4
Bedrooms
3,912
Square Feet
1.8
Acres
9

$1,550,000

Sold 07/16/25

4
Bedrooms
3.5
Bathrooms
4,446
Square Feet
2.05
Acres

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Laura Ancona

Sold By Berkshire Hathaway NE Prop., Kim Burke

Add your commute

Payment Calculator

$5,448 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,320

Property Taxes

$1,127

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 27 Redding Road

Property Details
  • Taxes: $13,526 / year
  • MLS Type: Residential
  • Basement Description: Full, Fully Finished, Interior Access, Walk-out, Apartment
  • Direct Waterfront: No
  • Garages Number: 3
  • Neighborhood: Georgetown
  • Style: Colonial
  • Garage Parking Info: Detached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1969
  • Lot Size: 1.81 AC / 78,843 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 7 to Route 107 (Redding Road) to #27 in back (see sign)
  • Elementary School: Miller-Driscoll
  • High School: Wilton
  • Intermediate School: Cider Mill
  • Latitude: 41.25685
  • Longitude: -73.43254
  • Middle Jr High School: Middlebrook
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2021-June 2022
  • Property Tax: $13,526
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Cabana, Fruit Trees, Garden Area, Lighting, Patio, Shed
  • Pool Description: Pool House, In Ground Pool, Heated, Gunite
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up, Finished
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 6
  • Laundry Room Info: Upper Level
  • Room Count: 12
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Fireplace,French Doors,Hardwood Floor
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.5
Room 2
  • Room Entry Order: 10
  • Room Features: Dining Area,Fireplace,Tile Floor
  • Room Length: 24.0
  • Room Level: Lower
  • Room Type: Studio Apt
  • Room Width: 22.5
Room 3
  • Room Entry Order: 11
  • Room Features: Built-Ins,Fireplace,Full Bath,Stone Floor
  • Room Length: 26.5
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 23.0
Room 4
  • Room Entry Order: 12
  • Room Features: Hardwood Floor,On 3rd Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 8.0
Room 5
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 13.5
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.0
Room 6
  • Room Entry Order: 3
  • Room Features: Hardwood Floor,Island,Partial Bath
  • Room Length: 23.5
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.5
Room 7
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Dining Area,Fireplace,Hardwood Floor,Sliders
  • Room Length: 23.5
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 13.0
Room 8
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 23.5
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 9.0
Room 9
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Fireplace,Full Bath,Hardwood Floor
  • Room Length: 23.5
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 19.5
Room 10
  • Room Entry Order: 7
  • Room Features: Hardwood Floor,Vaulted Ceiling
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.5
Room 11
  • Room Entry Order: 8
  • Room Features: On 3rd Floor,Vaulted Ceiling
  • Room Length: 26.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 12
  • Room Entry Order: 9
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 25.5
  • Room Level: Upper
  • Room Type: Family Room
  • Room Width: 21.0
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Non Applicable
  • Gross SQFT Per Public Records: 6762
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1969
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Description: As measured
  • Living Area SQFT Per Public Records: 3621
Lot Information
  • Lot Description: Rear Lot, Cleared, Rolling, Treed
  • Parcel Number: 1922779
  • Sq Ft Est Heated Above Grade: 4998.0
  • Sq Ft Total: 4998.0
  • Zoning: R-1
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected

Property History for 27 Redding Road

DateEvent & SourcePriceAppreciation
Jun 6, 2022

Closed (Public Record)

Public Record #1491812245

$850,000
DateEvent & SourcePrice
06/06/2022

Closed (Public Record)

Public Record #1491812245

$850,000

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

Public Records for 27 Redding Road

Taxable ValueLand$224,000Additions$265,370Total$489,370
Tax Record2023$14,319 ($1,193 / month)
Home Facts
Beds3Baths3Total Finished SqFt3,621 SqFtAbove Grade Finished SqFt3,621 SqFtUnfinished Basement SqFt416 SqFtStories2Lot Size78,844 SqFtStyleSingle Family ResidenceYear Built1800ZoningR-1CountyFAIRFIELDAPNWILT M:0012 B:102 L:00Fireplace TypeHas Fireplace

Schools near 27 Redding Road

This home is within Wilton School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
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.

Neighborhood Map and Transit

Similar Homes

New listings in 06897

$3,250,000 | 347 Nod Hill Road, Wilton, CT 06897
1/39

$3,250,000

4
Bedrooms
6,518
Square Feet
3.7
Acres
$539,900 | 35 Glen Ridge, Unit 35, Wilton, CT 06897
1/29

$539,900

1
Bedrooms
1,129
Square Feet
$3,850,000 | 430 Nod Hill Road, Wilton, CT 06897
1/38

$3,850,000

5
Bedrooms
5,034
Square Feet
6
Acres
a front view of a house with a garden
1/36
Under Contract - Continue To Show

$1,310,000

3
Bedrooms
3,971
Square Feet
$3,800,000 | 24 Graenest Ridge Road, Wilton, CT 06897
1/38
Compass Coming Soon

$3,800,000

3
Bedrooms
4,386
Square Feet
2.32
Acres
$2,499,000 | 77 Old Boston Road, Wilton, CT 06897
1/40

$2,499,000

5
Bedrooms
5,471
Square Feet
2.2
Acres
$799,000 | 39 Lambert Common, Unit 39, Wilton, CT 06897
1/35
Listed By Coldwell Banker Realty

$799,000

2
Bedrooms
1,781
Square Feet
a view of house with yard and green space
1/40
Under Contract - Continue To Show

$2,099,000

6
Bedrooms
5,847
Square Feet
2.27
Acres
$999,000 | 26 Village Court, Unit 26, Wilton, CT 06897
1/39
Listed By CompassUnder Contract - Continue To Show

$999,000

3
Bedrooms
1,984
Square Feet

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 27 Redding Road, Wilton, CT 06897
$850,000
4
4,998
78,843
$850
1
420
88,426
$850,000
3
3.5
3,311
78,844
4
2
1,935
24,394
$187,000
4
2
1,793
8,712
$298,000
3
1.5
1,569
8,712

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Laura Ancona

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.