Main Street South

Woodbury | Connecticut

Country Home

Rural Elegance

View Photos Watch Film 360° VTour Open House

Elizabeth Rosa

Presented At

$899,900

Bedrooms

Bathrooms

Living

3,700

SQFT

337 Main Street South, Woodbury, Connecticut, United States. - Photo 1

337 Main Street South, Woodbury, Connecticut, United States. - Photo 2

337 Main Street South, Woodbury, Connecticut, United States. - Photo 3

337 Main Street South, Woodbury, Connecticut, United States. - Photo 4

337 Main Street South, Woodbury, Connecticut, United States. - Photo 5

337 Main Street South, Woodbury, Connecticut, United States. - Photo 6

337 Main Street South, Woodbury, Connecticut, United States. - Photo 7

337 Main Street South, Woodbury, Connecticut, United States. - Photo 8

337 Main Street South, Woodbury, Connecticut, United States. - Photo 9

337 Main Street South, Woodbury, Connecticut, United States. - Photo 10

337 Main Street South, Woodbury, Connecticut, United States. - Photo 11

337 Main Street South, Woodbury, Connecticut, United States. - Photo 12

337 Main Street South, Woodbury, Connecticut, United States. - Photo 13

337 Main Street South, Woodbury, Connecticut, United States. - Photo 14

337 Main Street South, Woodbury, Connecticut, United States. - Photo 15

337 Main Street South, Woodbury, Connecticut, United States. - Photo 16

337 Main Street South, Woodbury, Connecticut, United States. - Photo 17

337 Main Street South, Woodbury, Connecticut, United States. - Photo 18

337 Main Street South, Woodbury, Connecticut, United States. - Photo 19

337 Main Street South, Woodbury, Connecticut, United States. - Photo 20

337 Main Street South, Woodbury, Connecticut, United States. - Photo 21

337 Main Street South, Woodbury, Connecticut, United States. - Photo 22

337 Main Street South, Woodbury, Connecticut, United States. - Photo 23

337 Main Street South, Woodbury, Connecticut, United States. - Photo 24

337 Main Street South, Woodbury, Connecticut, United States. - Photo 25

337 Main Street South, Woodbury, Connecticut, United States. - Photo 26

337 Main Street South, Woodbury, Connecticut, United States. - Photo 27

337 Main Street South, Woodbury, Connecticut, United States. - Photo 28

337 Main Street South, Woodbury, Connecticut, United States. - Photo 29

337 Main Street South, Woodbury, Connecticut, United States. - Photo 30

337 Main Street South, Woodbury, Connecticut, United States. - Photo 31

337 Main Street South, Woodbury, Connecticut, United States. - Photo 32

337 Main Street South, Woodbury, Connecticut, United States. - Photo 33

337 Main Street South, Woodbury, Connecticut, United States. - Photo 34

337 Main Street South, Woodbury, Connecticut, United States. - Photo 35

337 Main Street South, Woodbury, Connecticut, United States. - Photo 36

337 Main Street South, Woodbury, Connecticut, United States. - Photo 37

337 Main Street South, Woodbury, Connecticut, United States. - Photo 38

337 Main Street South, Woodbury, Connecticut, United States. - Photo 39

337 Main Street South, Woodbury, Connecticut, United States. - Photo 40

337

Main Street South

Woodbury | Connecticut

337 Main Street South, Woodbury, Connecticut, United States. , Woodbury , Connecticut

337 Main Street South, Woodbury, CT 06798 MLS#:24078350

A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace is 8 ft wide with oven and crane. Beautiful kitchen with SS, granite, copper apron sink, pantry and raised panels. Walk up attic is finished and is a spacious bedroom with exposed beams. Attached gar is used as playroom. There is a potting shed/workshop, shed and a 1 Br Guest house. Stone patio is accented with an outdoor fireplace and lovely perennail gardens. Once had a successful antique shop here and is perfect for an in-home business or retail space. Guest House is perfect for an in home artist studio or professional use. Once owned by famous people, Oliver Wolcott is one of them. Just a Classic, stunning home. Pride of Ownership here throughout the years. One of the last homes built in the 1600’s here in Woodbury. You will fall in love with this one for sure!

Property

Property Video

PLAY FILM

337

Main Street South

Woodbury | Connecticut

3D Street View Tour

Property Location

337 Main Street South, Woodbury, Connecticut, United States., Woodbury Connecticut

Local Weather & Climate

Woodbury, Connecticut

Current Conditions Updated recently

41 °F

Overcast clouds

Feels Like 34°F

Humidity 88%

Wind 13 mph

Visibility 6.2 mi

Sunrise 11:03 AM

Sunset 10:59 PM

5-Day Forecast

Mon 16 Mar

Rain

High 59°

Low 41°

Tue 17 Mar

Clouds

High 59°

Low 31°

Wed 18 Mar

Clouds

High 37°

Low 24°

Thu 19 Mar

Clouds

High 41°

Low 27°

Fri 20 Mar

Clouds

High 53°

Low 30°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Woodbury?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 337 Main Street South, Woodbury, Connecticut, United States have?

This house at 337 Main Street South, Woodbury, Connecticut, United States features 4 bedrooms with 3,700 square feet of living space.

What is the size of 337 Main Street South, Woodbury, Connecticut, United States?

This property offers 3,700 square feet of living space.

What is the listing price for 337 Main Street South, Woodbury, Connecticut, United States?

This property is listed at $89,990,000, which equals $24322 per square foot.

What type of property is 337 Main Street South, Woodbury, Connecticut, United States?

This is a house located in Woodbury, Connecticut. The property is situated in an established neighborhood with convenient access to local amenities and services.