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242 Bacon Pond Road, Woodbury, CT 06798

Multi-Family For Sale · 2 Family

$475,000
$259/sqft
242 Bacon Pond Road, Woodbury, CT Coming Soon
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4
Bedrooms
2
Bathrooms
1,836
Sq Ft
1.46
Acres
1782
Year Built

About This Home

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.

Listed by Timothy Drakeley (203) 510-9184 with Drakeley Real Estate, Inc. (203) 263-4336

Listing Snapshot

Price $475,000 Days on Market —
Property Tax $6,571/yr Style Units on different Floors
Year Built 1782 Total Sq Ft 1,836
Lot Size 1.46 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 10 Half Baths 0

Key Features

Outdoor
  • Porch
  • Garden Area
  • Patio

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Central Air
Hot Water Other
Water Private Well
Sewer Septic

Schools

Elem Mitchell
High Nonnewaug

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $548/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 28, 2026 Listed $475,000

Frequently Asked Questions

How much does 242 Bacon Pond Road in Woodbury, CT cost?
This property is listed at $475,000, which works out to $259 per square foot.
How many bedrooms does 242 Bacon Pond Road have?
This home has 4 bedrooms and 2 bathrooms.
What is the square footage of 242 Bacon Pond Road?
The home is 1,836 square feet, situated on 1.46 acres.
When was 242 Bacon Pond Road in Woodbury built?
This property was built in 1782.
Is 242 Bacon Pond Road, Woodbury, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 242 Bacon Pond Road, Woodbury in?
This home is served by the Woodbury public school system, with Mitchell as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 242 Bacon Pond Road, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Timothy Drakeley · (203) 510-9184

Drakeley Real Estate, Inc. · (203) 263-4336

MLS# 24162107 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 28, 2026 5:48 PM UTC