299 Redding Road, Redding, CT 06896
Property image
Property image
FOR SALE
2 ACRES

$859,000

Original price: $879,000
  • 4 Beds
  • 3.5 Baths
  • 3,876 sqft (on 2 acres)

299 Redding Road, Redding, CT 06896

Est. Mortgage $5,899/mo*
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Home Highlights

Single-Family Home
Built in 1979
2 acre lot
$222/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 299 Redding Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Contemporary powder roomStunning waterfall quartz islandSpacious deckTwo-car attached garageWet barHigh-end appliances
Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.
Last check for updates: about 22 hours ago
Listing courtesy of Natalia Rathbauer, (914) 575-7735
William Pitt Sotheby's Int'l, (914) 575-7735
Source: Smart MLS, MLS#24181978

Home Details for 299 Redding Road

Interior Features

Interior Details
Basement: Full,Heated,Cooled,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3876 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Ceiling Fan(s),DuctlessHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Driveway,Paved
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2616 Square FeetFinished Area (below surface): 1260 Square Feet

Days on Market

Days on Market: 70

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 270676

Price & Status

Price
List Price: $859,000Price Per Sqft: $222
Status Change & Dates
Possession Timing: At Closing

Active Status

MLS Status: Active

Location

Direction & Address
City: ReddingCommunity: Georgetown
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Agent Information

Listing Agent
Listing ID: 24181978

Building

Building Area
Building Area: 3876 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 24181978Attic: Partially Finished, Floored, Pull Down StairsAttribution Contact: (914) 575-7735Above Grade Unfinished Area: 2616

Price and Tax history

DateEventPrice
Sep 22, 2026
Source: Smart MLS #24181978
PriceChange
$859,000
Price decreased by 2%
Aug 27, 2026
Source: Smart MLS #24181978
Listed For Sale
$879,000
Aug 12, 2026
Source: Smart MLS #24181978
ListingRemoved
$899,000
Jun 8, 2026
Source: Smart MLS #24181978
Listed For Sale
$899,000
Jun 5, 2026
Source: Smart MLS #24146605
ListingRemoved
$949,000

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."

Market trends in Redding

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
1
MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$857K
Since last month
Increased$20K (+2.4%)
Since last year
Increased$126K (+17.2%)
Since last sale
Increased$417K (+94.7%)
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 +61% in the last 10 years
MonthEstimated value
2026
November 2026$857K
October 2026$834K
September 2026$837K
August 2026$860K
July 2026$886K
June 2026$904K
May 2026$924K
April 2026$918K
March 2026$958K
February 2026$955K
January 2026$959K
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
0.09
Single-Family Home
$939,000
02/17/26
4
3.5
4,641
0.37
Single-Family Home
$940,000
03/30/26
4
3.5
3,578
0.36
Single-Family Home
$797,500
06/18/26
4
3
2,900
0.10
Single-Family Home
$1,475,000
07/31/26
3
3.5
4,943
0.61
Single-Family Home
$500,000
05/13/26
3
2.5
2,500
0.48
Single-Family Home
$725,000
12/03/25
4
2.5
1,678
0.39
Single-Family Home
$750,000
08/07/26
3
1.5
2,265
0.57
Single-Family Home
$579,350
07/24/26
3
2
1,952
1.06
Single-Family Home
$850,000
10/02/26
4
3
3,594

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
0.05
$832,800
3
3
2,128
Off Market
0.07
$824,600
3
3
2,713
Off Market
0.08
$937,200
3
3
2,694
Off Market
0.08
$1,031,500
4
2.5
2,459
Off Market
0.08
-
-
-
-
Off Market
0.09
$939,000
4
3.5
4,641
Recently Sold
0.10
-
-
-
-
Off Market
0.10
$1,475,000
3
3.5
4,943
Recently Sold
0.10
$1,006,000
5
2.5
4,099
Off Market
0.11
$1,809,600
3
3.5
3,726
Off Market
0.13
$966,000
4
3
2,603
Off Market
0.13
$892,400
4
3
3,200
Off Market
0.14
$1,817,400
4
5
5,824
Off Market
0.17
$568,300
3
2
1,685
Off Market
0.17
$3,557,000
5
6
7,879
Off Market
0.17
$856,300
4
3
2,403
Off Market
0.18
$881,700
4
3
2,634
Off Market
0.18
$1,066,600
4
3
2,770
Off Market
0.20
$770,900
3
5
2,072
Off Market
0.22
$810,700
Studio
-
-
Off Market

LGBTQ Local Legal Protections

Natalia Rathbauer, William Pitt Sotheby's Int'l, (914) 575-7735
Agent Phone: (914) 575-7735
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 299 Redding Road

  • What is the estimated monthly payment for 299 Redding Road?
    Based on a $859,000 list price with 20% down at today's rates, the estimated monthly payment for 299 Redding Road is approximately $5,915 (about $4,630 principal & interest, $1,210 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Redding, CT.
  • What are the closest schools to 299 Redding Road?
    The closest schools to 299 Redding Road are Joel Barlow High School (rated 9/10), John Read Middle School (Elementary, rated 9/10), Redding Elementary School (Pre-K, rated 9/10).
  • What is 299 Redding Road estimated to be worth?
    Trulia's estimated value for 299 Redding Road is $856,500.
  • Does 299 Redding Road have air conditioning?
    Yes, 299 Redding Road has air conditioning.
  • Does 299 Redding Road have laundry facilities?
    Yes, 299 Redding Road has in-unit laundry.
299 Redding Road, Redding, CT 06896 is a 4 bedroom, 4 bathroom, 3,876 sqft single-family home built in 1979. This property is currently available for sale and was listed by Smart MLS on Aug 27, 2026. The MLS # for this home is MLS# 24181978.