Last Sold Price
4 beds4,458 sqft$197/sqft
256 Umpawaug Rd, Redding, CT 06896

Description

Opportunity Knocks For New Owner To Bring This Unique Home Back To Its Original Splendor. W/ 9 &10 Ft Ceilings, Fpls, Ambiance Of Yesteryr On 3 Open Acres.2-Car Garage& Newer Carriage House W/Guest Apt & More Room For Car Collection!Opportunity Knocks For New Owner To Bring This Unique Home Back To Its Original Splendor. W/ 9 &10 Ft Ceilings, Fpls, Ambiance Of Yesteryr On 3 Open Acres.2-Car Garage& Newer Carriage House W/Guest Apt & More Room For Car Collection!
LISTING CLOSED: 05/16/2012 12:00 AM

  1. Listed by Helen Whitten • Halstead Property
    P: (203) 221-0666 hwhitten@halstead.com

Property Details for 256 Umpawaug Road

Status
MLS #
98530309
Days on Market
36
Taxes
$30,167 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1914
Lot Size
3.34 AC / 145,490 SF
Basement Description
Full
Direct Waterfront
No
Garages Number
9
Neighborhood
N/A
Style
Antique
Garage Parking Info
Detached Garage
Swimming Pool
No

Recent comparable sales

Median sold price

$975,000

Avg days on market

44

Sale-to-list ratio

102.6%

[Redding, CT]

9 comparable properties found

$975,000 | 45 Great Pasture Road, Redding, CT 06896
1

$975,000

Sold 05/21/26

4
Bedrooms
3,982
Square Feet
1.83
Acres
$1,028,000 | 7 Guardhouse Drive, Redding, CT 06896
2

$1,028,000

Sold 12/12/25

4
Bedrooms
3,698
Square Feet
2
Acres
$1,245,000 | 14 Guardhouse Drive, Redding, CT 06896
3

$1,245,000

Sold 11/05/25

4
Bedrooms
4,020
Square Feet
2
Acres
$865,000 | 9 Brick School Drive, Redding, CT 06896
4

$865,000

Sold 08/15/25

4
Bedrooms
3,284
Square Feet
2.72
Acres
a aerial view of a house with a yard
5

$1,025,000

Sold 06/30/25

4
Bedrooms
3,677
Square Feet
2.82
Acres
$939,000 | 283 Redding Road, Redding, CT 06896
6

$939,000

Sold 02/17/26

4
Bedrooms
4,641
Square Feet
2.47
Acres
$1,075,000 | 18 Limekiln Road, Redding, CT 06896
7

$1,075,000

Sold 09/25/24

4
Bedrooms
3,690
Square Feet
2.28
Acres
$775,000 | 181 Picketts Ridge Road, Redding, CT 06896
8

$775,000

Sold 10/31/25

4
Bedrooms
2,420
Square Feet
2.01
Acres
$775,000 | 131 Simpaug Turnpike, Redding, CT 06896
9

$775,000

Sold 12/20/24

4
Bedrooms
2,113
Square Feet
2
Acres

Location

Add your commute

Building Information for 256 Umpawaug Road

Stories-Year Built1914Building Size-Lot Size3.34 AC / 145,490 SF

Payment Calculator

$6,987 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,473

Property Taxes

$2,514

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 256 Umpawaug Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rte 107 To Umpawaug, House On Right
  • Elementary School: Redding
  • High School: Joel Barlow
  • Latitude: 41.31039
  • Longitude: -73.425095
  • Middle Jr High School: Redding
  • State: Connecticut
HOA and Fees
  • HOA Fee Amount: 0
  • Home Owner's Assocation: No
  • Tax Year: July 2011-June 2012
  • Property Tax: $30,167
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Guest House, Porch
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Dishwasher, Dryer, Oven/Range, Washer
  • Attic Description: Walk-up
  • Cooling System: None
  • Heat Type: Radiator
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Laundry Room Location: 2Nd Floor
  • Room Count: 8
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 2
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 10
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 10
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Sun Room
Room 6
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Sun Room
Room 7
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: DD67919F970C1B70E0531401100A9CF3
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 6
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 12
  • Room Entry Order: 6
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 13
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 14
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 15
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 16
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Property
Property and Assessments
  • Color: Brown
  • Exterior Siding: Cedar, Stone
  • Foundation Type: Stone
  • Gross SQFT Per Public Records: 0
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Sq Ft Source: Public Records
  • Year Built: 1914
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Documents Available: Property Disclosure
  • Lot Description: Level Lot, Sloping Lot, Fence - Stone
  • Parcel Number: 270518
  • Sq Ft Est Heated Above Grade: 4458.0
  • Sq Ft Total: 4458.0
  • Zoning: RES
Utilities
  • Heat Fuel Type: Electric, Oil
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Total Unit Count: 0

Property History for 256 Umpawaug Road

DateEvent & SourcePriceAppreciation
May 16, 2012

Closed (Public Record)

Public Record #330898968

$880,000
DateEvent & SourcePrice
05/16/2012

Closed (Public Record)

Public Record #330898968

$880,000

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

Public Records for 256 Umpawaug Road

Taxable ValueLand$200,300Additions$635,600Total$835,900
Tax Record2025$24,692 ($2,058 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,218 SqFtAbove Grade Finished SqFt5,218 SqFtUnfinished Basement SqFt210 SqFtStories2Lot Size145,490 SqFtStyleSingle Family ResidenceYear Built1956Year Renovated2014ZoningR-2CountyWESTERN CONNECTICUTAPNREDD M:20 L:23

Schools near 256 Umpawaug Road

This home is within Redding School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 256 Umpawaug Road, Redding, CT 06896
$880,000
4
4,458
145,490
$650,000
4
1,918
87,555
3
2.5
4,817
524,462
$999,000
6
9,086
95,396
$725,000
4
3.5
3,940
122,404
$775,000
4
2.5
3,305
96,703

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 Halstead Property, Helen Whitten

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.