$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*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1979
2 acre lot
$222/sqft
2 Car Garage
Local Information
-- mins to
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
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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 |
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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 |
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Days on Market: 70 |
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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 |
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Price List Price: $859,000Price Per Sqft: $222 |
Status Change & Dates Possession Timing: At Closing |
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MLS Status: Active |
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Direction & Address City: ReddingCommunity: Georgetown |
School Information Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow |
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Listing Agent Listing ID: 24181978 |
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Building Area Building Area: 3876 Square Feet |
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No HOA |
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Lot Area: 2 Acres |
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BasementMls Number: 24181978Attic: Partially Finished, Floored, Pull Down StairsAttribution Contact: (914) 575-7735Above Grade Unfinished Area: 2616 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
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 |
Apr 29, 2026 Source: Smart MLS #24146605 | PriceChange | $949,000 Price decreased by 3% |
Apr 13, 2026 Source: Smart MLS #24146605 | Listed For Sale | $979,000 |
Mar 25, 2026 Source: Smart MLS #24146605 | ListingRemoved | $979,000 |
Jan 5, 2026 Source: Smart MLS #24146605 | Listed For Sale | $979,000 |
Sep 19, 2022 Source: Smart MLS #170502713 | Sold | $440,000 |
Sep 8, 2022 Source: Smart MLS #170502713 | Contingent | $449,000 |
Jul 12, 2022 Source: Smart MLS #170502713 | PriceChange | $449,000 Price decreased by 10% |
Jun 23, 2022 Source: Smart MLS #170502713 | Listed For Sale | $499,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $11,326 | $383,400 |
Home facts updated by county records
Around this home
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.
Market trends in Redding
Last updated September 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
36
1MoM
Sourced by Trulia Market Trends
Home Value
Trulia Estimate
$857KSince 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
| Month | Estimated 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
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.

