242 Bacon Pond Road, Woodbury, CT 06798 - Photo 1

1/1

$513,000

Sold
Closed
Multi-Family
4 Total Beds
2 Car Garage

1/1

Property Description

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

Full Property Details for 242 Bacon Pond Rd

General

Sold For: $513,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Multi-Family
Source: SMARTMLS
MLS ID: 24162107
Added to Site: 111 day(s) ago

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
Sold by Berkshire Hathaway NE Prop., Kathy Hamilton

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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

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Schools

Schools serving 242 Bacon Pond Rd

School District:Regional School District 14

Name	Grades	Distance
Mitchell Elementary School 14 School Street, Woodbury, CT 06798	PK-5	1.2 mi
Woodbury Middle School 67 Washington Avenue, Woodbury, CT 06798	6-8	1.4 mi
Nonnewaug High School 5 Minortown Road, Woodbury, CT 06798	9-12	1.7 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

Date

Details

Price

Change

Source

6/22/2026

Sold

$513,000

8%

MLS

4/01/2026

Listed

$475,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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242 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1

Sold

$513,000