27 Olmstead Rd, Redding, CT 06896
OFF MARKET

27 Olmstead Rd
Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 1,888 sqft (on 0.66 acres)

$730,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $4,844/mo*

$730,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $4,844/mo*
4 Beds
3 Baths
1,888 sqft
(on 0.66 acres)

Home Value

Trulia Estimate
$730K
Since last month
Decreased$12K (-1.6%)
Since last year
Increased$36K (+5.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +69% in the last 10 years
MonthEstimated value
2026
August 2026$728K
July 2026$739K
June 2026$757K
May 2026$757K
April 2026$737K
March 2026$736K
February 2026$704K
January 2026$697K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.38
Single-Family Home
$650,000
01/14/26
4
3
1,917
0.29
Single-Family Home
$850,000
11/19/25
4
2.5
2,635
0.42
Single-Family Home
$950,000
08/03/26
4
2.5
2,329
0.71
Single-Family Home
$599,000
03/17/26
3
2.5
1,622
0.54
Single-Family Home
$1,425,000
05/11/26
4
2.5
3,427
0.89
Single-Family Home
$905,000
04/06/26
4
2.5
1,904
0.76
Single-Family Home
$695,000
07/30/26
4
1.5
1,775
0.79
Single-Family Home
$845,000
10/31/25
3
2.5
1,975
0.88
Single-Family Home
$950,000
12/02/25
4
2.5
2,145
0.49
Single-Family Home
$1,595,000
03/10/26
4
4.5
6,200

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.09
$549,000
2
2
1,125
For Sale
0.11
$727,300
3
2
1,969
Off Market
0.19
$796,500
3
1
1,616
Off Market
0.23
$1,034,900
4
2.5
3,084
Off Market
0.22
$685,400
3
1.5
1,840
Off Market
0.26
$774,900
3
2
1,712
Off Market
0.26
$1,078,300
5
2.5
3,103
Off Market
0.29
$850,000
4
2.5
2,635
Recently Sold
0.34
$1,045,100
3
2.5
3,277
Off Market
0.36
$1,495,000
6
4
4,033
For Sale
0.40
$968,500
2
2.5
2,745
Off Market
0.37
$482,300
1
1
1,080
Off Market

Local Information

  • Map ViewExplore the area around 27 Olmstead Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
0.66 acres
Living Area
1,888 sqft
Price/Sqft
$387
Parking
Garage

About this House

This single-family home is located at 27 Olmstead Rd, Redding, CT. 27 Olmstead Rd is in Redding, CT and in ZIP code 06896. This property has 4 bedrooms, 3 bathrooms and approximately 1,888 sqft of floor space. This property has a lot size of 0.66 acres and was built in 1964.
27 Olmstead Rd, Redding, CT 06896 is a 4 bedroom, 3 bathroom, 1,888 sqft single-family home built in 1964. It is currently off market. The Trulia Estimate is $730,400, with a rent estimate of $4,694/month.

Home Details for 27 Olmstead Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.66 acres

Price and Tax history

YearProperty taxTax assessment
2025
$10,685
$361,700
Home facts updated by county records

Market trends in Redding

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
34
5
MoM
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Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redding

At least 41 Trulia users voted on each feature.
  • 96 % Say there's wildlife

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say it's dog friendly

  • 84 % Say it's quiet

  • 76 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 63 % Say there are community events

  • 59 % Say people would walk alone at night

  • 42 % Say kids play outside

  • 33 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

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Homes for sale near 27 Olmstead Rd

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Off Market Homes Near 27 Olmstead Rd

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Frequently asked questions about 27 Olmstead Rd

  • What is 27 Olmstead Rd estimated to be worth?
    Trulia's estimated value for 27 Olmstead Rd in Redding, CT is $730,400.
  • Is Redding a buyer's or seller's market?
    Redding is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Redding?
    Residents describe Redding, CT as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Redding, CT.
  • What are the closest schools to 27 Olmstead Rd?
    The closest schools to 27 Olmstead Rd in Redding, CT are Joel Barlow High School (rated 7/10), John Read Middle School (Elementary, rated 9/10), Redding Elementary School (Pre-K, rated 8/10).
  • How big is the lot at 27 Olmstead Rd?
    The lot at 27 Olmstead Rd in Redding, CT is about 0.66 acres (28,749 sq ft).
  • Does 27 Olmstead Rd have a garage?
    Yes, 27 Olmstead Rd in Redding, CT has a garage.