253 Bacon Pond Road
Woodbury, CT, 06798 $ 895,000
Bedrooms4 Baths2.1 Sq 2,283 Monthly Estimate*
$ 5,511
for $895,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,283 square foot home was built in 1850 on a lot size of 3.19.
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. The exterior is as enchanting as the interior, offering a large heritage red brick patio that provides the perfect vantage point to overlook the acreage, which gently slopes down to a babbling brook at the property's edge. The outbuilding includes a charming potter's shed equipped with electricity, ideal for gardening, while the barn with original hand-hewn beams, lower-level stalls, and running water is ready for equestrian use or a premier hobby space. Bacon Pond House isn't just a home; it's a piece of history, updated for the way you live today. A 90-minute drive from the bustle of NYC, this property is moments away from the quaint shops, parks, and eateries of historic Woodbury.
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FeaturesGeneralZoning OS60
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.19
Directions GPS
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 2283
DOM 0
Year Built 1850
Style Colonial Antique
Year Built Source Public Records
Energy Features Storm Doors Storm Windows
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InteriorCooling System Window Unit
Total Rooms 10
Basement Description Crawl Space Partial Interior Access Partial With Hatchway
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ExteriorWater Source Private Well
Lot Description Sloping Lot Professionally Landscaped
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* Excluded FeaturesList ByChristian JensenListing Agent
William Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $5,511
- Monthly Property Taxes
- $692
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Woodbury, CT
Average List Price $765,237
Percent of Sale Price 14%
About Woodbury, CT 9,775 Population
6% Since 2002
$ 82,000 Median Income
50.35 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/7/2026 | $895,000 | | Listed Price |