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

299 Redding Road
Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,876 sqft (on 2 acres)

$899,000

Est. Mortgage $5,821/mo*

$899,000

Est. Mortgage $5,821/mo*
4 Beds
3.5 Baths
3,876 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace and custom built-ins. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a stunning spa-like bathroom complete with a deep soaking tub and a double sink. Two additional bedrooms on this level provide ample space for family or guests. The newly finished, versatile attic showcases beautiful cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The main level features a first-floor bedroom, ideal for guests or home office, plus a mud room with laundry area. The finished walk-out basement is an entertainer's dream with wet bar, movie theater with built-in speakers, and contemporary powder room. Outside, enjoy a private backyard with spacious deck. Two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in desirable Georgetown neighborhood, offering peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$232
Listed
13 days ago

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: 13

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: $899,000Price Per Sqft: $232
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
Last check for updates: about 5 hours ago
Listing courtesy of Natalia Rathbauer, (914) 575-7735
William Pitt Sotheby's Int'l, (914) 575-7735
Source: Smart MLS, MLS#24181978
Also Listed on Smart MLS.

Market trends in Redding

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
49
20
MoM

Price History for 299 Redding Road

DatePriceEventSource
06/08/2026$899,000Listed For SaleSmart MLS #24181978
06/05/2026$949,000ListingRemovedSmart MLS #24146605
04/29/2026$949,000PriceChange
Smart MLS #24146605
04/13/2026$979,000Listed For SaleSmart MLS #24146605
03/25/2026$979,000ListingRemovedSmart MLS #24146605
01/05/2026$979,000Listed For SaleSmart MLS #24146605
09/19/2022$440,000Sold
Smart MLS #170502713
09/08/2022$449,000ContingentSmart MLS #170502713
07/12/2022$449,000PriceChange
Smart MLS #170502713
06/23/2022$499,000Listed For SaleSmart MLS #170502713

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Property Tax and Assessment

Year2025
Tax$11,326
Assessment$383,400
Home facts updated by county records

Comparable Sales for 299 Redding Road

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
0.33
Single-Family Home
$1,150,000
06/30/25
4
3
3,020
0.43
Single-Family Home
$942,000
07/15/25
4
3
2,619
0.49
Single-Family Home
$1,160,000
09/18/25
4
3.5
3,156
0.61
Single-Family Home
$500,000
05/13/26
3
2.5
2,500
0.45
Single-Family Home
$767,000
11/03/25
4
2.5
2,958
0.48
Single-Family Home
$725,000
12/03/25
4
2.5
1,678

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Assigned Schools

These are the assigned schools for 299 Redding Road.
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."

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.
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 Jun 8, 2026. The MLS # for this home is MLS# 24181978.