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$475,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 4 Total Beds
  • 2 Car Garage
  • Updated 9 hours ago
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Charming antique two-family property in the heart of Woodbury featuring a main residence plus a separate legal apartment over the detached 2-car garage-ideal for rental income, in-law setup, or owner-occupant flexibility. The main home offers 3 bedrooms, 1 bath, wide board antique flooring, original built-ins, and three fireplaces, including one in the cozy eat-in kitchen. The apartment provides approximately 700 sq ft of additional living space with a full bath and private setting. Set on a beautiful 1.46-acre treed lot with gardens, irrigation, and open space. Convenient in-town location close to shopping, dining, and commuter routes.

Full Property Details for 242 Bacon Pond Rd

General

  • Price: $475,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24162107
  • Updated: Today (4/1/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 3

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Exterior

  • Exterior Features: Porch, Garden Area, Patio

Parking

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

Location

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

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: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Shake
  • Basement Desc.: Crawl Space, Partial
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,836
  • Above Ground: 1,836 Sq. Ft.
  • Year Built: 1782

Unit Information

Unit 1

  • Total Bathrooms: 1
  • Bedrooms: 3

Unit 2

  • Total Bathrooms: 1
  • Bedrooms: 1

Lot Features

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

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.

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Drakeley Real Estate, Inc., Timothy Drakeley

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242 Bacon Pond Road, Woodbury, CT 06798 (MLS# 24162107) is a Multi-Family property with 2 units containing 4 bedrooms and 2 full bathrooms. 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 Multi-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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