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$475,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1,836 Sq. Ft.
  • 2 Car Garage
  • Updated 8 hours ago
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Charming antique home in the heart of Woodbury with a separate legal 700 sq. ft. apartment over the detached 2-car garage, offering excellent rental income potential. Full of vintage character, this special property features wide board antique flooring, original details, built-ins, and three fireplaces, including one in the cozy eat-in kitchen. Set on a gorgeous long, treed in-town lot, the property also offers lovely grounds, raised garden beds, irrigation, and plenty of space for gardening and outdoor enjoyment. A wonderful commuter location, close to everything Woodbury has to offer.

Full Property Details for 242 Bacon Pond Rd

General

  • Price: $475,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24161544
  • Updated: Today (4/1/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Cook Top, Wall Oven, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Wide Board Floor, Upper
  • Bedroom 1: Bedroom - Wide Board Floor, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Fireplace, Wide Board Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Eating Space, Fireplace, Wide Board Floor, Main
  • Dining Room: Dining Room - Built-Ins, Wide Board Floor, Main
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Porch, Guest House, Patio
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Litchfield
  • Driving Directions: 6 to Park Road to Bacon Pond

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Shake
  • Basement Desc.: Partial
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,836
  • Above Ground: 1,836 Sq. Ft.
  • Year Built: 1782

Lot Features

  • Lot Size (Acres): 1.46
  • Zoning: OS60
  • Lot Description: Dry, Level Lot, Open Lot

Green Features

  • Energy Features: Storm Windows

Financial Considerations

  • Assessment Amount: $278,180
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 935411

Listed by Drakeley Real Estate, Inc., Timothy Drakeley

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Listing agent

— 242 Bacon Pond Rd —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 510-9184 Office Contact: (203) 263-4336

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 242 Bacon Pond Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-51.2 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-81.4 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-121.7 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 242 Bacon Pond Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$475,000
46.15%
MLS
1/30/2020
Sold
$325,000
—
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 242 Bacon Pond Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,571
2%
$278,180
—
2023
$6,445
5%
$278,180
32%
2023
$6,138
—
$211,230
—
2022
$6,162
—
$211,230
—
2021
$6,162
—
$211,230
—
2020
$6,162
—
$211,230
—
2019
$6,162
1%
$211,230
-8%
2018
$6,125
-2%
$230,430
—
2017
$6,258
3%
$230,430
—
2016
$6,058
1%
$230,430
—
2015
$6,007
1%
$230,430
—
2014
$5,920
-8%
$230,430
-17%
2011
$6,468
—
$276,400
—
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 242 Bacon Pond Rd

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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 Drakeley Real Estate, Inc., Timothy Drakeley

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242 Bacon Pond Road, Woodbury, CT 06798 (MLS# 24161544) is a Single Family property with 4 bedrooms and 1 full bathroom. 242 Bacon Pond Road is currently listed for $475,000 and was received on April 01, 2026. Want to learn more about 242 Bacon Pond Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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