59 Side Cut Road

Closed 4/30/25
Closed 4/30/25
Gallery Image 1
Sold
Last Sold Price
$900,000
4 beds3,438 sqft$262/sqft
59 Side Cut Rd, Redding, CT 06896
Single FamilyProperty Type
3.64 acresLot Size
1999Year Built
$262/sq ftPrice per sq ft
2 carsParking Spaces

Description

Nestled on over three and a half acres, this log house is built like no other. Custom built by the owner himself, he spared no expense in the construction of this home. The exterior is a work of art -- beautiful logs interlocking perfectly with with a majestic stone chimney climbing the side of the house. Upon entering the home, turn left from the foyer to find a generous sized great room with fireplace and open floor plan. The kitchen, with top of the line appliances, opens to the dining area. The...Nestled on over three and a half acres, this log house is built like no other. Custom built by the owner himself, he spared no expense in the construction of this home. The exterior is a work of art -- beautiful logs interlocking perfectly with with a majestic stone chimney climbing the side of the house. Upon entering the home, turn left from the foyer to find a generous sized great room with fireplace and open floor plan. The kitchen, with top of the line appliances, opens to the dining area. The main level additionally includes the laundry, powder room and primary suite. Three large bedrooms, a full bathroom and a large storage room can be found upstairs. The basement has a finished living/play area and storage room, an enormous unfinished area for mechanicals, additional storage, and Bilko doors. Above the oversized two car garage is unfinished loft space. The large wrap around porch, made of durable composite material is the perfect place to relax and enjoy the tranquil surroundings. Come take a tour of this true country retreat, set in the town known as "Little Vermont".

Listing Agent

  1. Alexis N Bennett

    Alexis N Bennett

    Listing Agent

    Coldwell Banker Realty

    P: (203) 313-3110

    M: (203) 313-3110

    CallText
Listing closed: 04/30/2025 12:00 AM • Source: SMARTMLS, MLS#: 24038433

Recent comparable sales

Median sold price

$885,000

Avg days on market

32

Sale-to-list ratio

101.7%

Redding, CT

9 comparable properties found

a aerial view of a house with a yard
1

$1,025,000

Sold 06/30/25

4
Bedrooms
3,677
Square Feet
2.82
Acres

11 Limekiln Road, Redding, CT 06896

$980,000 | 23 Mountainview Drive, Redding, CT 06896
2

$980,000

Sold 10/07/25

4
Bedrooms
3,033
Square Feet
2.74
Acres

23 Mountainview Drive, Redding, CT 06896

$1,028,000 | 7 Guardhouse Drive, Redding, CT 06896
3

$1,028,000

Sold 12/12/25

4
Bedrooms
3,698
Square Feet
2
Acres

7 Guardhouse Drive, Redding, CT 06896

$955,000 | 90 Old Stagecoach Road, Redding, CT 06896
4

$955,000

Sold 01/09/26

4
Bedrooms
3,080
Square Feet
2.31
Acres

90 Old Stagecoach Road, Redding, CT 06896

$865,000 | 9 Brick School Drive, Redding, CT 06896
5

$865,000

Sold 08/15/25

4
Bedrooms
3,284
Square Feet
2.72
Acres

9 Brick School Drive, Redding, CT 06896

a front view of a house with garden
6

$800,000

Sold 06/23/26

4
Bedrooms
3,092
Square Feet
2
Acres

148 Old Redding Road, Redding, CT 06896

$875,000 | 49 Lamppost Drive, Redding, CT 06896
7

$875,000

Sold 05/29/25

4
Bedrooms
2,900
Square Feet
2.03
Acres

49 Lamppost Drive, Redding, CT 06896

$885,000 | 76 Pocahontas Road, Redding, CT 06896
8

$885,000

Sold 08/13/26

4
Bedrooms
3,260
Square Feet
2
Acres

76 Pocahontas Road, Redding, CT 06896

$840,000 | 37 Lamppost Drive, Redding, CT 06896
9

$840,000

Sold 07/17/26

4
Bedrooms
2,602
Square Feet
2
Acres

37 Lamppost Drive, Redding, CT 06896

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Coldwell Banker Realty, Alexis N Bennett
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$6,145 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,575

Property Taxes

$1,571

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 59 Side Cut Road

Property Details
  • Taxes: $18,849 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Storage, Interior Access, Partially Finished, Full With Hatchway
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: West Redding
  • Style: Cape Cod, Log
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1999
  • Lot Size: 3.64 AC / 158,558 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Redding Road/Route 53 to Side Cut Road.
  • Elementary School: Redding
  • High School: Joel Barlow
  • Latitude: 41.32948
  • Longitude: -73.42369
  • Middle Jr High School: John Read
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $18,849
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Porch, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Combination Liv/Din Rm,Fireplace,Hardwood Floor,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Combination Liv/Din Rm,Wide Board Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Bedroom Suite,Full Bath,Stall Shower,Whirlpool Tub,Walk-In Closet
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 1F24B433BD9C1AE1E0631401100A0CDA
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Brown
  • Construction Description: Log
  • Exterior Siding: Logs
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1999
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Includes first and second floors.
  • Sq Ft Est Heated Below Grade: 556
  • Living Area SQFT Per Public Records: 2664
Lot Information
  • Lot Description: Secluded, Level Lot, Sloping Lot, Professionally Landscaped
  • Parcel Number: 270397
  • Sq Ft Est Heated Above Grade: 2882.0
  • Sq Ft Total: 3438.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 59 Side Cut Road

DateEvent & SourcePriceAppreciation
Apr 30, 2025

Closed (Public Record)

Public Record #1557195665

$900,000—
DateEvent & SourcePrice
04/30/2025

Closed (Public Record)

Public Record #1557195665

$900,000

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

Public Records for 59 Side Cut Road

Taxable ValueLand$173,000Additions$483,300Total$656,300
Tax Record2025$19,387 ($1,616 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,664 SqFtAbove Grade Finished SqFt2,664 SqFtUnfinished Basement SqFt511 SqFtStories2Lot Size158,558 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated1999ZoningR-2CountyWESTERN CONNECTICUTAPNREDD M:6 L:3

Schools near 59 Side Cut Road

This home is within Redding School District.
Rating
School
Type
Grades
Distance
Redding Elementary School
Public - PK to 4
John Read Middle School
Public - 5 to 8
Joel Barlow High School
Public - 9 to 12
Rating
School
Distance
Redding Elementary School
PublicPK to 4

John Read Middle School
Public5 to 8

Joel Barlow 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 06896

$995,000 | 149 Old Redding Road, Redding, CT 06896
1/40
Listed By CompassOpen: 9/6 01:00PM - 03:00PM

$995,000

3
Bedrooms
2,110
Square Feet
1.01
Acres

149 Old Redding Road, Redding, CT 06896

$760,000 | 31 Granite Ridge Road, Redding, CT 06896
1/17
Open: 9/6 01:00PM - 03:00PM

$760,000

4
Bedrooms
2,842
Square Feet
2
Acres

31 Granite Ridge Road, Redding, CT 06896

$1,599,000 | 2 Longwood Drive, Redding, CT 06896
1/26

$1,599,000

4
Bedrooms
6,259
Square Feet
2.72
Acres

2 Longwood Drive, Redding, CT 06896

$900,000 | 15 Fire Hill Lane, Redding, CT 06896
1/37
Listed By Coldwell Banker Realty

$900,000

4
Bedrooms
3,170
Square Feet
2.03
Acres

15 Fire Hill Lane, Redding, CT 06896

$749,900 | 22 Great Pasture Road, Redding, CT 06896
1/23

$749,900

3
Bedrooms
2,140
Square Feet
2.44
Acres

22 Great Pasture Road, Redding, CT 06896

a view of a house with backyard porch and sitting area
1/20

$799,000

3
Bedrooms
1,616
Square Feet
2.68
Acres

6 Great Pond Lane, Redding, CT 06896

$1,100,000 | 123 Cross Highway, Redding, CT 06896
1/38
Listed By Coldwell Banker Realty

$1,100,000

4
Bedrooms
3,525
Square Feet
6.18
Acres

123 Cross Highway, Redding, CT 06896

$529,000 | 19 Olmstead Road, Redding, CT 06896
1/22

$529,000

2
Bedrooms
1,125
Square Feet
0.12
Acres

19 Olmstead Road, Redding, CT 06896

a view of a yard in front of the house
1/40

$1,495,000

6
Bedrooms
4,033
Square Feet
2.42
Acres

12 Werf Drive, Redding, CT 06896

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 59 Side Cut Road, Redding, CT 06896
$900,000
4
3,438
158,558
687 Redding Road, Redding, CT 06896
$552,500
5
2,552
111,078
55 Side Cut Road, Redding, CT 06896
$1
3
2
1,878
780,595
61 A Side Cut Road, Redding, CT 06896
–
–
–
–
162,914
699 Redding Road, Redding, CT 06896
$520,000
–
2
1,208
57,935
63 Side Cut Road, Redding, CT 06896
$645,000
4
3,480
223,898

Explore Nearby Homes

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 Coldwell Banker Realty, Alexis N Bennett

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.