253 Bacon Pond Rd

Woodbury, CT 06798

$895,000
Price
4
Beds
2,283 Sq. Ft.
$392 / Sq. Ft.
2,283
Sq. Ft.
$392
per Sq. Ft.
Get preapproved with Rocket Mortgage1
New flowerbeds and walkway.
Welcome!
Gorgeous patio.
Original woodwork and working fireplace.
Hand hewn beams.
Newer propane stove.
Open Kitchen
Sitting room
Spacious landing.
Primary bedroom
Primary Bath
Finished Attic.
Enjoy the outdoors.
Professionally landscaped.
Large barn with stables below.
Potting shed.
Big yard, possible pool site.

Description

Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with...Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.
  1. Listed by Christian Jensen • William Pitt Sotheby's Int'l
    P: (212)-604-9432 C: (212)-604-9432 cjensen@wpsir.com

Property Details for 253 Bacon Pond Road

Basement Description
Crawl Space, Partial, Interior Access, Partial With Hatchway
Direct Waterfront
Yes
Expected Active Date
05-14-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial, Antique
Garage Parking Info
Barn, Driveway
Swimming Pool
No
LISTING UPDATED: 06/28/2026 09:40 PM

Property Details for 253 Bacon Pond Road

StatusActive
MLS #24172742
Days on Market51
Taxes$8,308 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1850
Lot Size3.19 AC / 138,956 SF
CountyLitchfield County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Christian Jensen
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Building Information for 253 Bacon Pond Road

Stories-Year Built1850Building Size-Lot Size3.19 AC / 138,956 SF

Payment Calculator

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$5,152 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,460

Property Taxes

$692

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 253 Bacon Pond Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Mitchell
  • High School: Nonnewaug
  • Latitude: 41.532831
  • Longitude: -73.198367
  • Middle Jr High School: Woodbury
  • Neighborhood Amenities: Library, Medical Facilities, Park, Private School(s), Public Pool, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,308
Interior and Exterior Features
Exterior Features
  • Exterior Features: Barn, Gutters, Garden Area, Lighting, Stable, Patio
  • Waterfront Description: Brook
Interior Features
  • Appliances Included: Gas Range
  • Attic Description: Finished, Walk-up
  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Cable - Available, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Half Bath Laundry Combo off Kitchen
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 2
  • Room Entry Order: 10
  • Room Features: Tub w/Shower
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 2
  • Room Features: Beams,Fireplace,Wide Board Floor
  • Room Length: 25.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 4
  • Room Entry Order: 3
  • Room Features: Beams,Hardwood Floor
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 8.0
Room 5
  • Listing Key: 51056C5D71B7BA8CE063E201100A996B
  • Room Entry Order: 4
  • Room Features: Wide Board Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 10.0
Room 6
  • Room Entry Order: 5
  • Room Features: Book Shelves,Wide Board Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Library
  • Room Width: 10.0
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath,Stall Shower,Wide Board Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 10.0
Room 8
  • Room Entry Order: 7
  • Room Features: Wide Board Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Room 9
  • Listing Key: 51056C5D71B7BA8CE063E201100A996B
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Property
Property and Assessments
  • Color: Barn Red
  • Construction Description: Frame
  • Driveway Type: Gravel
  • Exterior Siding: Clapboard
  • Foundation Type: Block, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2283
Lot Information
  • Lot Description: Sloping Lot, Professionally Landscaped
  • Parcel Number: 935398
  • Sq Ft Est Heated Above Grade: 2283.0
  • Sq Ft Total: 2283.0
  • Zoning: OS60
Utilities
  • Energy Features: Storm Doors, Storm Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 253 Bacon Pond Road

DateEvent & SourcePriceAppreciation
Apr 26, 2024

Closed (Public Record)

Public Record #1531658301

$545,000—
DateEvent & SourcePrice
04/26/2024

Closed (Public Record)

Public Record #1531658301

$545,000

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

Public Records for 253 Bacon Pond Road

Taxable ValueLand$74,270Additions$277,480Total$351,750
Tax Record2024$8,308 ($692 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,283 SqFtAbove Grade Finished SqFt2,283 SqFtUnfinished Basement SqFt624 SqFtStories2Lot Size138,956 SqFtStyleSingle Family ResidenceYear Built1850Year Renovated1993ZoningOS60CountyNAUGATUCK VALLEYAPNWOOD M:086 B:020Fireplace TypeHas Fireplace

Schools near 253 Bacon Pond Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Bethlehem Elementary School
Public - PK to 5
Mitchell Elementary School
Public - PK to 5
Woodbury Middle School
Public - 6 to 8
Nonnewaug High School
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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More information about 253 Bacon Pond Road, Woodbury, CT 06798

253 Bacon Pond Road is a single family home for sale in Woodbury, CT 06798. This property was listed for sale on May 5, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $895,000. It has been on the market for a total of 51 days and was last sold on April 26, 2024. This listing's school district is Regional School District 14. Nearby schools include Bethlehem Elementary School, Mitchell Elementary School and Woodbury Middle School. 253 Bacon Pond Road is a 4-bed, 3-bath, 2,283 sqft single family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 William Pitt Sotheby's Int'l, Christian Jensen

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.