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$1,329,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,158 Sq. Ft.
  • 3 Car Garage
  • Updated 4 days ago
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The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

Full Property Details for 286 Black Rock Tpke

General

  • Price: $1,329,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24191583
  • Updated: 7/18/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Full Bath: Upper
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Balcony/Deck, Bedroom Suite, Ceiling Fan, Fireplace, F, 17 x 14, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13 x 11, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 15 x 11, Upper
  • Bedroom 3: Bedroom - Balcony/Deck, Ceiling Fan, Walk-In Closet, Hardwood Floor, 17 x 11, Upper
  • Bedroom 4: Bedroom - Full Bath, Hardwood Floor, 21 x 13, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Beams, Fireplace, Patio/Terrace, Hardwood Floor, 21 x 20, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Balcony/Deck, Wet Bar, Gas Log Fireplace, Hardwood Floor, 20 x 17, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Balcony/Deck, Built-Ins, Fireplace, Island, Pantry, 20 x 17, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Beams, Fireplace, Hardwood Floor, 14 x 11, Main
  • Den: Den - Hardwood Floor, 12 x 9, Main
  • Laundry: Lower Level
  • Other Room 1: Other - Full Bath, Tile Floor, 20 x 17, Lower

Exterior

  • Exterior Features: Barn, Lighting, Patio, Balcony, Shed, Fruit Trees, Porch, Deck, Garden Area
  • Color: Tan

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 8
  • Parking: Barn, Detached Garage, Paved, Off Street Parking, Driveway

Location

  • County: Fairfield
  • Neighborhood: Redding Center
  • Driving Directions: GPS friendly.

School Information

  • Elementary School: Redding
  • Middle School: John Read
  • Intermediate School: Per Board of Ed
  • High School: Joel Barlow

Community

  • Community Name: Redding Center

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Whole House Fan, Zoned
  • Heating Type: Hot Air, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Heated, Storage, Interior Access, Partially Finished, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,158
  • Above Ground: 3,788 Sq. Ft.
  • Below Ground: 370 Sq. Ft.
  • Year Built: 1708

Lot Features

  • Lot Size (Acres): 2.37
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R-2
  • Lot Description: Fence - Wood, Fence - Partial, Fence - Rail, Treed, Dry, Sloping Lot, Professionally Landscaped

Green Features

  • Energy Features: Extra Insulation, Generator Ready, Programmable Thermostat, Storm Doors

Financial Considerations

  • Assessment Amount: $852,700
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Please see inclusion/exclusion form.
  • Property ID: 268852

Listed by Houlihan Lawrence WD, Nora Ryan

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Listing agent

— 286 Black Rock Tpke —

  • Nora Ryan

    Houlihan Lawrence WD

Agent Contact: (203) 410-5939 Office Contact: (203) 787-7800

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 286 Black Rock Tpke

School Districts:Regional High School District 09, Redding School District
NameGradesDistance
Redding Elementary School
33 Lonetown Road, Redding, CT 06896
PK-41.8 mi
John Read Middle School
486 Redding Road, Redding, CT 06896
5-82.7 mi
Joel Barlow High School
100 Black Rock Turnpike, Redding, CT 06896
9-121.6 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 286 Black Rock Tpke Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/18/2026
Listed
$1,329,000
92.89%
MLS
8/16/2018
Sold
$689,000
—
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 286 Black Rock Tpke

Year
Property Taxes
Change
Tax Assessment
Change
2025
$25,189
3%
$852,700
—
2023
$24,490
4%
$852,700
—
2023
$23,611
24%
$852,700
50%
2022
$18,974
—
$569,100
-1%
2021
$18,903
—
$575,600
—
2020
$18,903
—
$575,600
—
2019
$18,903
4%
$575,600
—
2018
$18,258
-4%
$575,600
-10%
2017
$18,930
1%
$639,100
—
2016
$18,687
1%
$639,100
—
2015
$18,476
—
$639,100
—
2014
$18,476
—
$639,100
—
2011
$18,502
—
$639,100
—
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.

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Listed by Houlihan Lawrence WD, Nora Ryan

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286 Black Rock Turnpike, Redding, CT 06896 (MLS# 24191583) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 286 Black Rock Turnpike is currently listed for $1,329,000 and was received on July 18, 2026. Want to learn more about 286 Black Rock Turnpike? 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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