242 Bacon Pond Rd

1,836 Sq. Ft.
$259 / Sq. Ft.
1,836
Sq. Ft.
$259
per Sq. Ft.

Description

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...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.
  1. Listed by Timothy Drakeley • Drakeley Real Estate, Inc.
    P: (203)-510-9184 C: (203)-510-9184 tim@drakeley.com

Property Details for 242 Bacon Pond Road

Basement Description
Partial
Direct Waterfront
No
Expected Active Date
04-01-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial, Antique
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 03/24/2026 02:20 AM

Property Details for 242 Bacon Pond Road

StatusComing Soon
MLS #24161544
Days on Market-
Taxes$6,571 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1782
Lot Size1.46 AC / 63,597 SF
CountyLitchfield County

Location

Listing Courtesy of Drakeley Real Estate, Inc., Timothy Drakeley
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Building Information for 242 Bacon Pond Road

Stories-Year Built1782Building Size-Lot Size1.46 AC / 63,597 SF

Payment Calculator

$2,853 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,305

Property Taxes

$548

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 242 Bacon Pond Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: 6 to Park Road to Bacon Pond
  • Elementary School: Mitchell
  • High School: Nonnewaug
  • Latitude: 41.533654
  • Longitude: -73.197786
  • Neighborhood Amenities: Golf Course, Health Club, Library, Park, Playground/Tot Lot, Private School(s), Shopping/Mall, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,571
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Guest House, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Dishwasher
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Built-Ins,Wide Board Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Breakfast Nook,Eating Space,Fireplace,Wide Board Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Wide Board Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 4DB032B7723534C7E0631A01100AD59A
  • Room Entry Order: 5
  • Room Features: Wide Board Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Breakfast Bar,Fireplace,Full Bath,Hardwood Floor
  • Room Level: Other
  • Room Type: Studio Apt
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Shake
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Garage
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1782
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached, Over Garage
  • In Law Apartment: Yes
  • Sq Ft Description: 1st & 2nd Floor
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Dry, Level Lot, Open Lot
  • Parcel Number: 935411
  • Sq Ft Est Heated Above Grade: 1836.0
  • Sq Ft Total: 1836.0
  • Zoning: OS60
Utilities
  • Energy Features: Storm Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Other
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 242 Bacon Pond Road

DateEvent & SourcePriceAppreciation
Jan 30, 2020

Closed (Public Record)

Public Record #662586948

$325,000

+0.1% / yr

Nov 4, 2004

Closed (Public Record)

Public Record #153936389

$320,000
DateEvent & SourcePrice
01/30/2020

Closed (Public Record)

Public Record #662586948

$325,000

+0.1% / yr

11/04/2004

Closed (Public Record)

Public Record #153936389

$320,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 242 Bacon Pond Road

Taxable ValueLand$86,170Additions$192,010Total$278,180
Tax Record2024$6,571 ($548 / month)
Home Facts
Beds0Lot Size63,598 SqFtStyleSingle Family ResidenceZoningOS60CountyLITCHFIELDAPNWOOD M:086 B:033

Schools near 242 Bacon Pond Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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242 Bacon Pond Road is a single family home Coming Soon in Woodbury, CT 06798. This property is currently priced at $475,000. This listing's school district is Regional School District 14. Nearby schools include Bethlehem Elementary School, Mitchell Elementary School and Woodbury Middle School. 242 Bacon Pond Road is a 3-bed, 1-bath, 1,836 sqft single family home built in 1782.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Drakeley Real Estate, Inc., Timothy Drakeley

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.