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$629,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,671 Sq. Ft.
  • Updated 6 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 5/23 1:00 PM - 3:00 PM

159 Cross Highway,Redding, CT 06896

159 Cross HighwayReddingCT06896

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Join us at 159 Cross Highway on:

  • Open House: 1:00 PM - 3:00 PM

    Sunday 5/24 1:00 PM - 3:00 PM

    159 Cross Highway,Redding, CT 06896
    159 Cross HighwayReddingCT06896
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Charming turn-of-the-century Craftsman farmhouse on one of Redding's most picturesque Scenic Roads - a rare find for those seeking space, character, and a genuine sense of place within reach of the city, but worlds away from it. Featuring authentic period details including crown molding, a bay window, beautiful hardwood floors, and soaring 9-foot ceilings, this three-bedroom, two-bath home balances historic charm with thoughtful modern updates. A newly expanded primary suite and a brand-new full bath on the second floor - complete with new HVAC - make the home as comfortable as it is characterful. Once the original switchboard for Redding Ridge, the property sits on a large, level lot with mature landscaping, spectacular perennial gardens that bloom spring through fall, a deck, brick terrace, and storage shed. The new roof and all-new windows mean the big work is done - just move in. Beyond the property itself, Redding delivers the lifestyle that's increasingly hard to find closer to the city: miles of open space, hiking trails, and beloved local institutions like the Mark Twain Library, New Pond Farm, Huntington State Park, and Putnam Park. It's a town with a strong sense of community, where weekends mean farmers markets and trail walks, not traffic. Additional highlights include an EV charger, generator, and 25 years of careful stewardship. History, updates, and room to grow - all in one of Connecticut's most desired small towns.

Full Property Details for 159 Cross Hwy

General

  • Price: $629,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24165406
  • Updated: Today (5/22/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Cable - Available, Security System
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: 9 ft+ Ceilings, Whirlpool Tub, Tub w/Shower, Tile Floor, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 1: Bedroom - Skylight, Vaulted Ceiling, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Vaulted Ceiling, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, 9 ft+ Ceilings, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Skylight, Cathedral Ceiling, Double-Sink, Eating Space, Hardwo, Main
  • Dining Room: Dining Room - Bay/Bow Window, 9 ft+ Ceilings, Hardwood Floor, Main
  • Den: Den - 9 ft+ Ceilings, Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Porch, Deck, Gutters
  • Color: Sage Green/Gray

Parking

  • Total Spaces: 6
  • Parking: Driveway, Unpaved

Location

  • County: Fairfield
  • Neighborhood: Redding Ridge
  • Driving Directions: GPS Friendly - Corner of Cross Highway & Newtown Turnpike.

School Information

  • Elementary School: Redding
  • Middle School: John Read
  • High School: Joel Barlow

Community

  • Community Name: Redding Ridge

Heating & Cooling

  • Cooling Type: Central Air, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique, Farm House
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Partial, Unfinished
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 1,671
  • Above Ground: 1,671 Sq. Ft.
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.86
  • Driveway/Sidewalk: Private, Unpaved, Gravel
  • Zoning: R-2
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot, Cleared

Green Features

  • Energy Features: Generator, Generator Ready

Financial Considerations

  • Assessment Amount: $287,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 268864

Listed by Berkshire Hathaway NE Prop., Bill Whitehead and Berkshire Hathaway NE Prop., John Talley

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Listing agents

— 159 Cross Hwy —

  • Bill Whitehead

    Berkshire Hathaway NE Prop.

  • John Talley

    Berkshire Hathaway NE Prop.

Agent Contact: (203) 606-8536 Office Contact: (203) 438-9501

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 159 Cross Hwy

School Districts:Regional High School District 09, Redding School District
NameGradesDistance
Redding Elementary School
33 Lonetown Road, Redding, CT 06896
PK-41.5 mi
John Read Middle School
486 Redding Road, Redding, CT 06896
5-82.4 mi
Joel Barlow High School
100 Black Rock Turnpike, Redding, CT 06896
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 159 Cross Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/22/2026
Listed
$629,000
79.71%
MLS
12/13/2000
Sold
$350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 159 Cross Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,487
3%
$287,300
—
2023
$8,251
4%
$287,300
—
2023
$7,955
-3%
$287,300
17%
2022
$8,185
2%
$245,500
—
2021
$8,062
—
$245,500
—
2020
$8,062
—
$245,500
—
2019
$8,062
4%
$245,500
—
2018
$7,787
-1%
$245,500
-7%
2017
$7,858
1%
$265,300
—
2016
$7,757
1%
$265,300
—
2015
$7,670
—
$265,300
—
2014
$7,670
—
$265,300
—
2011
$7,680
—
$265,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 159 Cross Hwy

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Berkshire Hathaway NE Prop., Bill Whitehead and Berkshire Hathaway NE Prop., John Talley

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159 Cross Highway, Redding, CT 06896 (MLS# 24165406) is a Single Family property with 3 bedrooms and 2 full bathrooms. 159 Cross Highway is currently listed for $629,000 and was received on May 22, 2026. Want to learn more about 159 Cross Highway? Do you have questions about finding other Single Family real estate for sale in Redding? You can browse all Redding real estate or contact a Coldwell Banker agent to request more information.

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