This circa 1769 Main Street North home is located on beautiful main street Woodbury and includes a barn with attached shed and a private level lawn. It is in the historic district which has 5 churches within one mile on the same side of the road and all access through the town. The sidewalk takes you to antique shops, art gallery, drug store, grocery store, library, grammar and middle schools, activity building, community theater, the Glebe House, veteran's park, the gazebo on the town green and easy access to the tower overlooking the town! Enjoy the LeRoy Anderson museum and the concerts in the town park and churches. Best of all are the terrific renown restaurants and coffee shops. This home has been in the same family for many many years and it includes beautiful wide board floors, 3 bedrooms, large living room with fireplace and a small family room that was once used as a commercial kitchen. The barn has a back shed that holds your car and the barn itself is two story. The New York Times in the Sunday Living In section referred to Woodbury as Peace, Quaint Beauty and a Sense of History, the Reader's Digest called it the best small town in Connecticut and The Connecticut Magazine just featured beautiful historic Woodbury. Located only 1 1/2 hrs to NYC and 1/2 hr to the train. I-84 is just 10 minutes away and hospitals, doctors, gyms, golf, hiking trails and playgrounds are close. This home needs much updating but sits near beautiful homes.
Sold for $310,000
$310,000
57 Main Street North, Woodbury, CT 06798
3beds
1,576sqft
Single Family Residence
Built in 1769
0.5 Acres Lot
$419,200 Zestimate®
$197/sqft
$3,018 Estimated rent
Home value
$419,200
$377,000 - $461,000
$3,018/mo
Zestimate® history
Owner options
List your home for rent
$3,018/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,018/mo
Rent Zestimate®
Refinance and save
$2,126/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$2,126/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Joyce Drakeley 203-449-3568,
Drakeley Real Estate, Inc. 203-263-4336
Bought with:
Mary Ann Bennett, RES.0047517
Drakeley Real Estate, Inc.
Source: Smart MLS,MLS#: 170599263
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Bedroom
- Features: Bookcases, Walk-In Closet(s), Wide Board Floor
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 12 x 11
Bedroom
- Features: Walk-In Closet(s), Wide Board Floor
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 12 x 11
Bedroom
- Features: Bookcases, Wide Board Floor
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 12 x 11
Dining room
- Features: Built-in Features, Wide Board Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Family room
- Features: Tile Floor
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14 x 10
Kitchen
- Features: Vinyl Floor
- Level: Main
- Area: 108 Square Feet
- Dimensions: 9 x 12
Living room
- Features: Beamed Ceilings, Fireplace, Wide Board Floor
- Level: Main
- Area: 275 Square Feet
- Dimensions: 11 x 25
Office
- Features: Bookcases, Vinyl Floor
- Level: Main
- Area: 84 Square Feet
- Dimensions: 7 x 12
Heating
- Forced Air, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Gas Range, Refrigerator, Water Heater
Features
- Basement: Full,Interior Entry
- Attic: Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 1,576
- Total interior livable area: 1,576 sqft
- Finished area above ground: 1,576
Property
Parking
- Total spaces: 1
- Parking features: Barn, Driveway, Paved, Private
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio
- Exterior features: Sidewalk
Lot
- Size: 0.5 Acres
- Features: Level, Few Trees
Details
- Additional structures: Barn(s)
- Parcel number: 936289
- Zoning: msd
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1769
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Basketball Court, Golf, Health Club, Lake, Library, Medical Facilities, Playground, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $197/sqft
- Tax assessed value: $164,070
- Annual tax amount: $4,768
- Date on market: 1/9/2024
Price history
| Date | Event | Price |
|---|---|---|
| 1/8/2024 | Sold | $310,000-2.8%$197/sqft |
Source:  Smart MLS #170599263 Report a problem | ||
| 12/6/2023 | Pending sale | $319,000$202/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 11/5/2023 | Contingent | $319,000$202/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 11/4/2023 | Price change | $319,000-5.9%$202/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 10/28/2023 | Price change | $339,000-2.9%$215/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 10/24/2023 | Price change | $349,000-6.9%$221/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 10/21/2023 | Listed for sale | $375,000$238/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 10/3/2023 | Contingent | $375,000$238/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 9/21/2023 | Listed for sale | $375,000-5.1%$238/sqft |
Source: Smart MLS #170599263 Report a problem | ||
| 1/12/2001 | Sold | $395,000$251/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,279 +1.9% | $223,510 |
| 2024 | $5,179 +8.6% | $223,510 +36.2% |
| 2023 | $4,768 -0.4% | $164,070 |
| 2022 | $4,786 | $164,070 |
| 2021 | $4,786 | $164,070 |
| 2020 | $4,786 | $164,070 |
| 2019 | $4,786 -5.9% | $164,070 -14.3% |
| 2018 | $5,088 -2.2% | $191,440 |
| 2017 | $5,200 +3.3% | $191,440 |
| 2016 | $5,033 +0.8% | $191,440 |
| 2015 | $4,991 +1.5% | $191,440 |
| 2014 | $4,918 -14.5% | $191,440 -22.1% |
| 2013 | $5,751 -3.4% | $245,760 |
| 2012 | $5,955 +7.9% | $245,760 |
| 2011 | $5,520 +4.9% | $245,760 +0.2% |
| 2010 | $5,263 +1.5% | $245,360 |
| 2009 | $5,184 +12.7% | $245,360 +29.9% |
| 2008 | $4,599 +1.6% | $188,880 |
| 2007 | $4,526 +5.1% | $188,880 |
| 2006 | $4,305 +6.4% | $188,880 |
| 2005 | $4,046 | $188,880 |
| 2004 | $4,046 +43.4% | $188,880 +82.5% |
| 2003 | $2,821 -19.2% | $103,510 -42.3% |
| 1997 | $3,490 | $179,430 |
Find assessor info on the county website
Neighborhood: Woodbury Center
Nearby homes
- $682,4004 bd2 ba2.6k sqft63 Main St N, Woodbury, CT 06798Off Market
- $552,8004 bd3 ba2.3k sqft51 Main St N, Woodbury, CT 06798Off Market
- $400,0002 bd1 ba1k sqft77 Main St N, Woodbury, CT 06798Sold
- $537,4604 bd2 ba2.3k sqft45 Main St N, Woodbury, CT 06798Off Market
- $628,7002 bd1 ba2.9k sqft35 Main St N, Woodbury, CT 06798Off Market
- $584,2004 bd3 ba2.2k sqft5 Meadown Cres Ln, Woodbury, CT 06798Off Market
- $570,0006 bd3 ba3.1k sqft66 Main St N, Woodbury, CT 06798Off Market
- $690,400-- bd-- ba-- sqft82 Main St N, Woodbury, CT 06798Off Market
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 0.5 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Elementary: Mitchell
- Middle: Woodbury
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$419,200
2% more
+$8,384
With Zillow Showcase(estimated)
$427,584
- Connecticut
- Litchfield County
- Woodbury
- 06798
- Woodbury Center
- 57 Main Street North
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Woodbury Topics
