For sale

$859,000

Est. $5,919/mo —

•

3,876

sq ft

299 Redding Rd, Redding, CT 06896

About this home

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.

Single-familyProperty Type

1979Year Built

2 acresLot Size

$222Price/Sq.Ft.

2 garage spacesParking

Listed by Natalia Rathbauer • William Pitt Sotheby's Int'l

Contact: Agent Attribution Contact: (914) 575-7735 | Office Attribution Contact: (203) 968-1500

Source:Smart MLS #24181978

Payment calculator

$5,919 per month

Principal and interest$4,630

Property taxes

$1,017

HOA dues

Home insurance

$272

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 11AM TO 2PM
$2,100,000
5 beds5 baths5,433 sq ft
35 Easton Heights Ln, Easton, CT 06612
3.63 acre lot • 3 garage spots • Pool
OPEN TODAY, 12PM TO 2PM
$8,740,000
7 beds9.5 baths14,216 sq ft
259 Frogtown Rd, New Canaan, CT 06840
2.25 acre lot • 3 garage spots • Pool
OPEN WED, 12PM TO 1PM
$600,000
3 beds2.5 baths1,739 sq ft
7 The Old Rd, Newtown, CT 06470
1.07 acre lot • 2 garage spots • Built 1934
OPEN SAT, 11AM TO 1PM
$899,000
4 beds3.5 baths4,136 sq ft
25 Maplewood Dr, Danbury, CT 06811
1.01 acre lot • 2 garage spots • Built 1993
OPEN SAT, 11AM TO 2PM
$899,000
3 beds2 baths1,497 sq ft
9 Millspaugh Dr, Fairfield, CT 06824
0.26 acre lot • Garage • Built 1949
OPEN SAT, 12PM TO 2PM
$899,900
4 beds3 baths2,346 sq ft
59 Creeping Hemlock Dr, Norwalk, CT 06851
0.3 acre lot • 2 garage spots • Pool
OPEN SAT, 1PM TO 3PM
$1,159,000
5 beds3.5 baths3,627 sq ft
1148 Rock Rimmon Rd, Stamford, CT 06903
3.26 acre lot • 3 garage spots • Built 1955
OPEN SUN, 12PM TO 2PM
$1,175,000
3 beds3 baths2,695 sq ft
29 Hoyt St, South Salem, NY 10590
0.52 acre lot • 2 garage spots • Built 1972
Listing by Houlihan Lawrence Inc.
OPEN SUN, 1PM TO 3PM
$3,395,000
5 beds6.5 baths4,854 sq ft
12 Bauer Pl, Westport, CT 06880
0.27 acre lot • 2 garage spots • Built 2025
OPEN SUN, 1PM TO 3PM
$1,695,000
3 beds2.5 baths3,649 sq ft
140 Labbance Ln, Fairfield, CT 06824
2.03 acre lot • 2 garage spots • Built 1972

Around this home

Schools

K - 12
Preschool & daycare

John Read Middle School

Public 5-8 • Assigned • 1.7mi

9/10

Joel Barlow High School

Public 9-12 • Assigned • 3.6mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

299 Redding Rd · $859,000

Strong offer

$859K and above

75% chance or better to win

Why $859K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 50 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
8 total rooms
2 fireplaces
Full basement that is partially finished, heated, cooled and has a walk-out
Has attic that is partially finished, floored, with pull-down stairs
Ceiling fans
Split system cooling

Bedrooms
4 bedrooms

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Oven/Range
Microwave
Range hood
Refrigerator
Dishwasher

Laundry & utility
Washer
Dryer
Laundry on main level

Heating & cooling
Hot air heating (oil-fired)
80 gallon hot water tank
Fuel tank located in basement

Sale and tax history for 299 Redding Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24181978

Sep 22, 2026

Price Changed

$859,000

$222/sq ft

Aug 26, 2026

Price Changed

$879,000

$227/sq ft

Aug 26, 2026

Relisted

—

Aug 11, 2026

Listing Removed

—

Jun 8, 2026

Listed

$899,000

$232/sq ft

Smart MLS #24146605

Jun 5, 2026

Listing Removed

—

Jun 5, 2026

Listing Removed

—

Apr 29, 2026

Price Changed

$949,000

$245/sq ft

Mar 24, 2026

Listing Removed

—

Jan 5, 2026

Listed

$979,000

$253/sq ft

Public Records

Sep 26, 2022

Sold

$220,000

$57/sq ft

Smart MLS #170502713

Sep 19, 2022

Sold

$440,000

$114/sq ft

Sep 8, 2022

Pending

—

Aug 9, 2022

Contingent

—

Jul 12, 2022

Price Changed

$449,000

$116/sq ft

Jun 23, 2022

Listed

$499,000

$129/sq ft

Here’s your opportunity to be in beautiful Redding with its award-winning schools and the perfect blank slate to create your dream home! Built by the only owners this home has ever had, this 4 bedroom, 3 bathroom center hall colonial has endless potential, plus an opportunity to expand the living space significantly. Excellent option on the main level for a first floor primary or au pair suite. Upstairs features three bedrooms including the existing primary, a massive walk-in closet and an additional 1100+ square feet of unfinished space that could be used to create additional living on either end of the second floor. With ample living space as it is, this home also has a full, unfinished walk-out basement with ceilings ranging from 8-10 feet and another 2000 square feet of unlimited potential for finishing as well. Sited on two wooded acres, this home is only 3 miles to Georgetown, Caraluzzi’s and Route 7, for an easy commute down county. Redding boasts over 60 miles of hiking trails, two state parks, a town park and the notable Mark Twain Library. Have all of this in the “Vermont of Connecticut” and still be less than 60 miles to Midtown Manhattan!

Year

Property tax

Land + Additions

Assessment*

2023

$10,497 (+0.6%)

$133,000 + $246,100

$379,100

2022

$10,435 (+1.5%)

$143,600 + $169,400

$313,000

2021

$10,279

$143,600 + $169,400

$313,000

2020

$10,279

$143,600 + $169,400

$313,000

2019

$10,279 (+3.5%)

$143,600 + $169,400

$313,000

2018

$9,928 (+3.1%)

$143,600 + $169,400

$313,000

2017

$9,632 (+1.3%)

$151,600 + $173,600

$325,200

2016

$9,509 (+1.1%)

$151,600 + $173,600

$325,200

2014

$9,402

$151,600 + $173,600

$325,200

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Finished Sq. Ft.

2,482

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,482

Year built

1979

Style

Single Family Residential

County

Fairfield County

APN

270676

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Redding, CT • 06896

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

92/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 30% for direct sun exposure in Redding. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.5 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 299 Redding Rd

$825,440

$34K under list price of $859K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $767K to $940K.

SOLD OCT 2, 2026
$850,000 Last sold price
4 beds3 baths3,594 sq ft
123-A Peaceable St, Redding, CT 06896
$15/sq ft
larger lot
9 years newer
SOLD OCT 20, 2026
$900,000 Last sold price
4 beds3.5 baths3,454 sq ft
28 Winding Brook Ln, Redding, CT 06896
$39/sq ft
8 years older
SOLD MAR 30, 2026
$940,000 Last sold price
4 beds3.5 baths3,578 sq ft
22 Ledgewood Rd, Redding, CT 06896
$41/sq ft
3 years older
SOLD JUL 31, 2026
$900,000 Last sold price
3 beds3 baths2,788 sq ft
33 Topledge Rd, Redding, CT 06896
$101/sq ft
larger lot
8 years newer
SOLD NOV 3, 2025
$767,000 Last sold price
4 beds2.5 baths2,958 sq ft
45 Wayside Ln, Redding, CT 06896
$37/sq ft
larger lot
7 years older
SOLD OCT 15, 2026
$770,000 Last sold price
4 beds3.5 baths3,297 sq ft
49 Blue Spruce Cir, Weston, CT 06883
$12/sq ft
16 years older

Rental earnings

Est. $1,684 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

Ask a question

(475) 405-2745

Early Access listings

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$379,900

2 beds2 baths1,864 sq ft

155 Dockerel Rd, Vernon, CT 06066

Nearby similar homes

$549,000

2 beds1 bath525 sq ft

457 Newtown Tpke, Weston, CT 06883

Modern kitchen • Office nook • Dry basement

$1,049,000

3 beds2.5 baths2,391 sq ft

82 Old Mill Rd, Wilton, CT 06897

Inground pool • Finished basement • 1.08 acre lot

$684,000

3 beds1.5 baths1,518 sq ft

494 Newtown Tpke, Weston, CT 06883

New kitchen • Custom cabinetry • Brick fireplace

$945,000

4 beds3 baths3,300 sq ft

311 Mountain Rd, Wilton, CT 06897

Corner lot • Updated kitchen • Walk-in closet

$1,695,000

5 beds4 baths4,577 sq ft

158 Steep Hill Rd, Weston, CT 06883

Cathedral ceilings • Skylights • Multiple decks

$975,000

3 beds2.5 baths2,125 sq ft

20 Mountain Rd, Wilton, CT 06897

Updated bathrooms • New heating system • Updated electrical

New listings for sale in 06896

NEW 29 HRS AGOVIDEO TOUR

$7,400,000

6 beds6 baths9,420 sq ft

63 Turney Rd, Redding, CT 06896

39.23 acres • Pristine woodlands • Abundant wildlife

COMING SOON

$1,500,000

4 beds3 baths3,588 sq ft

Redding, CT 06896

Gourmet kitchen • Master suite • Dressing room

$899,000

5 beds3 baths3,183 sq ft

24 Deer Spring Rd, Redding, CT 06896

Chef's kitchen • Expansive deck • Primary suite

$629,000

3 beds2 baths1,092 sq ft

3 Long Wall Rd, Redding, CT 06896

Two acres • Classic stone walls • Updated kitchen

VIDEO TOUR

$1,450,000

3 beds2.5 baths5,817 sq ft

260 Umpawaug Rd, Redding, CT 06896

Top-rated schools • Local shopping • 12.04 acre lot

$1,400,000

3 beds3.5 baths2,400 sq ft

76 Peaceable St, Redding, CT 06896

Manicured gardens • Gentle waterfall • Bathing pool pond

$925,000

4 beds2.5 baths2,727 sq ft

126 Picketts Ridge Rd, Redding, CT 06896

Historic colonial • Detached barn garage • Mature trees

Details provided by Smart MLS and may not match the public record. Learn more.

More real estate resources

Cities
Minor Civil Divisions
Zip Codes
Popular Searches

Metuchen homes for sale
Edison homes for sale
New York homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

East Brunswick Township homes for sale
Manalapan Township homes for sale
Monroe Township homes for sale
Scotch Plains Township homes for sale
Brick Township homes for sale

07739 homes for sale
07701 homes for sale
07724 homes for sale
07702 homes for sale
07704 homes for sale

Houses for rent in Red Bank	Agents near me	Summit, NJ homes for sale	Red Bank Housing Market
Houses for sale near me	Jersey City, NJ homes for sale	Ridgewood, NJ homes for sale
Land for sale near me	Montclair, NJ homes for sale	Fort Lee, NJ homes for sale
Open Houses near me	Hoboken, NJ homes for sale	Red Bank Property Records
Condos for sale near me	Princeton, NJ homes for sale	CT New Listings