Recently Viewed Properties
See This Home
Save This Listing
Close

$699,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,872 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
Classic 1930s Colonial set along Main Street in Woodbury, offering the timeless character and craftsmanship of the era. Thoughtfully set back from the road on an expansive lawn, the home features hardwood floors throughout, high ceilings, detailed moldings, interior French doors, charming built-ins, a generous foyer, and a graceful central staircase. The front-to-back living room is anchored by a brick fireplace and opens to a spacious covered porch, creating an inviting setting for everyday living and entertaining. The kitchen and both bathrooms have been updated, blending modern convenience with the home's original character. A beautiful 34' x 27' post-and-beam barn provides exceptional space for a workshop, studio, storage, or other uses. Located within Woodbury's Main Street Design District, the property also offers the flexibility to combine residential living with a business use, subject to applicable regulations. A distinctive property with room to live, work, and enjoy the best of classic Woodbury.

Full Property Details for 126 Main St N

General

  • Price: $699,000
  • Taxes: (July 2026-June 2027)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24194243
  • Updated: 8/16/2026
  • Added to Site: 7 day(s) ago
  • Expected Market Date: 8/28/2026

Interior

  • Number of Rooms: 7
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Gas Log Fireplace, Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Granite Counters, Eating Space, Main
  • Dining Room: Dining Room - Built-In Hutch, Built-Ins, Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Sidewalk, Barn, Garden Area, Patio
  • Color: White

Parking

  • Garage Spaces: 2
  • Parking: Barn

Location

  • County: Litchfield
  • Neighborhood: North Woodbury
  • Driving Directions: Route 6 N, 126 Main St N is on your left across from San Remo

School Information

  • Elementary School: Mitchell
  • Intermediate School: Per Board of Ed
  • High School: Nonnewaug

Community

  • Community Name: North Woodbury

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Gas In Street
  • Heating Fuel: Gas In Street
  • Water Heater: Tankless Hotwater

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water In Street, Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,872
  • Above Ground: 1,872 Sq. Ft.
  • Year Built: 1932

Lot Features

  • Lot Size (Acres): 1.15
  • Zoning: MSD
  • Lot Description: City Views, Level Lot, Open Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $271,880
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 935531

Listed by Drakeley Real Estate, Inc., Timothy Drakeley

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 126 Main St N —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 510-9184 Office Contact: (203) 263-4336

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 126 Main St N

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-50.6 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-80.6 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-120.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 126 Main St N Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$699,000
102.61%
MLS
3/05/2008
Sold
$345,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 126 Main St N

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,422
2%
$271,880
—
2023
$6,299
2%
$271,880
27%
2023
$6,203
—
$213,450
—
2022
$6,226
—
$213,450
—
2021
$6,226
—
$213,450
—
2020
$6,226
—
$213,450
—
2019
$6,226
—
$213,450
-9%
2018
$6,214
-2%
$233,780
—
2017
$6,349
3%
$233,780
—
2016
$6,146
1%
$233,780
—
2015
$6,095
1%
$233,780
—
2014
$6,006
10%
$233,780
—
2011
$5,473
—
$233,910
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 126 Main St N

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Drakeley Real Estate, Inc., Timothy Drakeley

Similar Properties near 126 Main St N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

153 Old Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$50,100 (-6.68%)
$699,900

153 Old Sherman Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,658
    Sq. Ft.
Listed by Heather Weber (203) 232-5483
39 Hard Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$695,000
Open House

39 Hard Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,970
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
16 Cedar Grove Rd, Southbury, CT 06488 - Photo 1
$744,900

16 Cedar Grove Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 8 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,966
    Sq. Ft.
Listed by William Raveis Real Estate
168 N Farm Rd, Middlebury, CT 06762 - Photo 1
$699,900

168 N Farm Rd  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 11 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,302
    Sq. Ft.
Listed by Showcase Realty, Inc.

Just Listed near 126 Main St N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

800 Fish Rock Rd, Southbury, CT 06488 - Photo 1 Just Listed
$672,900
Open House

800 Fish Rock Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,992
    Sq. Ft.
Listed by Shawna Mucherino (203) 560-6313
485 Heritage Vlg, Southbury, CT 06488 - Photo 1 Just Listed
$229,900
Open House

485 Heritage Vlg  #A  Southbury, CT 06488

  • Condo
  • Active
  • Updated 2 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 928
    Sq. Ft.
Listed by Pamela Dostilio (860) 585-9381
131 Pepper Tree Hill Ln, Southbury, CT 06488 - Photo 1 Just Listed
$579,900

131 Pepper Tree Hill Ln  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,106
    Sq. Ft.
Listed by Sue Varrone (203) 767-6216
976 Old Waterbury Rd, Southbury, CT 06488 - Photo 1 Just Listed
$549,900

976 Old Waterbury Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 10 hours ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,682
    Sq. Ft.
Listed by William Raveis Real Estate

Price Reduced near 126 Main St N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

24 Yale Ave, Middlebury, CT 06762 - Photo 1 Price Reduced
-$25,100 (-6.69%)
$349,900

24 Yale Ave  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,469
    Sq. Ft.
Listed by Ken Viele (203) 605-4251
80 Pine Hollow Dr, Middlebury, CT 06762 - Photo 1 Price Reduced
-$15,000 (-2.03%)
$724,900
Open House

80 Pine Hollow Dr  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,806
    Sq. Ft.
Listed by Keller Williams Realty
411 Heritage Vlg, Southbury, CT 06488 - Photo 1 Price Reduced
-$20,000 (-4.26%)
$449,000

411 Heritage Vlg  #B  Southbury, CT 06488

  • Townhouse
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,398
    Sq. Ft.
Listed by William Raveis Real Estate
598 Heritage Vlg, Southbury, CT 06488 - Photo 1 Price Reduced
-$10,000 (-2.79%)
$349,000

598 Heritage Vlg  #A  Southbury, CT 06488

  • Condo
  • Active
  • Updated 8 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,398
    Sq. Ft.
Listed by William Raveis Real Estate

Recent Sales near 126 Main St N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

13 Park Ln, Woodbury, CT 06798 - Photo 1 Sold
$650,000

13 Park Ln  Woodbury, CT 06798

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,264
    Sq. Ft.
Listed and Sold by RE/MAX Right Choice
54 School St, Woodbury, CT 06798 - Photo 1 Sold
$625,000

54 School St  Woodbury, CT 06798

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,148
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Compass Connecticut, LLC
289 Main St S, Woodbury, CT 06798 - Photo 1 Sold
$732,200

289 Main St S  Woodbury, CT 06798

  • Commercial
  • Closed
Listed by Klemm Real Estate Inc
Sold by Klemm Real Estate Inc
74 Middle Quarter Rd, Woodbury, CT 06798 - Photo 1 Sold
$665,000

74 Middle Quarter Rd  Woodbury, CT 06798

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,874
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by Houlihan Lawrence

126 Main Street North, Woodbury, CT 06798 (MLS# 24194243) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 126 Main Street North is currently listed for $699,000 and was received on August 14, 2026. Want to learn more about 126 Main Street North? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

Tour this property