159 Cross Highway, Redding, CT 06896
SOLD
JUL 13, 2026

159 Cross Highway
Redding, CT 06896

  • 3 Beds
  • 2 Baths
  • 1,671 sqft (on 0.86 acres)

$730,000

Last Sold: Jul 13, 2026
16% over list $629K
$437/sqft
Est. Refi. Payment $4,860/mo*

$730,000

Last Sold: Jul 13, 2026
16% over list $629K
$437/sqft
Est. Refi. Payment $4,860/mo*
3 Beds
2 Baths
1,671 sqft
(on 0.86 acres)

Local Information

  • Map ViewExplore the area around 159 Cross Highway.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.86 acres
Living Area
1,671 sqft
Price/Sqft
$437/sqft
Parking
Open Parking

About this House

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 Heat pump/central air on second floor only. First floor is heated by radiators. Plans for two car garage expansion available. Audio/Video recording device at front and rear door.
159 Cross Highway, Redding, CT 06896 is a 3 bedroom, 2 bathroom, 1,671 sqft single-family home built in 1900. It last sold for $730,000 on Jul 13, 2026 (16% above the $629,000 asking price). It is currently off market. The Trulia Estimate is $730,100, with a rent estimate of $4,224/month.

Home Details for 159 Cross Highway

Interior Features

Interior Details
Basement: Partial,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Den, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1671 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central Air,Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, DeckOther Structures: Shed(s)Exterior: Rain GuttersFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Driveway,Unpaved,Private,Gravel
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1671 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Farm House
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 268864

Price & Status

Price
List Price: $629,000Price Per Sqft: $437/sqft
Status Change & Dates
Off Market Date: Tue Jun 16 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: Cindy Raney & Team

Building

Building Area
Building Area: 1671 Square Feet

Community

Community Features: Golf, Lake, Library, Park, Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 0.86 acres

Miscellaneous

BasementMls Number: 24165406Attic: Access Via HatchAttribution Contact: (203) 606-8536Above Grade Unfinished Area: 1671Activation Date: Fri May 22 2026

Additional Information

GolfLakeLibraryParkStables/RidingTennis Court(s)
Last check for updates: about 20 hours ago
Listed by Bill Whitehead, (203) 606-8536
Berkshire Hathaway NE Prop., (203) 438-9501
John Talley, (203) 947-1057
Berkshire Hathaway NE Prop., (203) 438-9501
Bought with: Chris Ahlgrim, (203) 246-6666, Coldwell Banker Realty, (203) 227-8424
Source: Smart MLS, MLS#24165406

Price History for 159 Cross Highway

DatePriceEventSource
07/13/2026$730,000Sold
Smart MLS #24165406
06/16/2026$629,000PendingSmart MLS #24165406
05/29/2026$629,000ContingentBerkshire Hathaway HomeServices New England Properties #24165406
05/22/2026$629,000Listed For SaleSmart MLS #24165406
12/12/2000$350,000Sold
Smart MLS #98078625
01/28/1998$245,000Sold
Smart MLS #97031195
04/15/1994$260,000Sold
N/A

Market trends in Redding

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
38
11
MoM
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Property Tax and Assessment

Year2025
Tax$8,487
Assessment$287,300
Home facts updated by county records

Comparable Sales for 159 Cross Highway

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Single-Family Home
$740,000
05/11/26
3
2
2,065
0.47
Single-Family Home
$710,000
06/17/26
3
2
1,668
0.63
Single-Family Home
$650,000
01/05/26
2
2
1,618
0.81
Single-Family Home
$650,000
11/20/25
3
2
2,009
0.08
Single-Family Home
$1,600,000
09/26/25
4
3
5,072
0.20
Single-Family Home
$835,000
03/02/26
5
4.5
4,801
0.73
Single-Family Home
$812,500
11/10/25
4
2.5
1,886

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Cross Highway.
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."

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Homes for sale near 159 Cross Highway

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Off Market Homes Near 159 Cross Highway

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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.