Recently Viewed Properties
See This Home
Save This Listing
Close

$1,900

  • Sold
  • Closed
  • Multi-Family
  • 1 Total Beds
See This Home
Save This Home
See This Home
Save This Home
Charming In-Town Apartment in a Classic Vintage Home Nestled in the heart of Woodbury, this delightful second-floor apartment offers both comfort and character, just moments from all the town's shops, restaurants, and amenities. Set within a beautifully maintained vintage home, the residence features wideboard hardwood floors throughout and a cozy living room complete with a wood-burning fireplace. The apartment includes a generously sized bedroom, a separate study perfect for remote work or reading, and a charming eat-in kitchen with exposed beams and a vaulted ceiling that adds warmth and visual appeal. Enjoy outdoor living with a private screened porch ideal for summer evenings, a secluded back deck, and convenient level parking just outside. A rare opportunity for in-town living with classic charm and peaceful outdoor spaces.

Full Property Details for 100 Main St N #B

General

  • Rent: $1,900
  • Status: Closed
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24114253
  • Added to Site: 178 day(s) ago

Rental Information

  • Rental Type: Yearly Unfurnished
  • Lease Terms: Per Month

Interior

  • Number of Rooms: 4
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Refrigerator, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1
  • Primary Bedroom: Primary Bedroom - Wide Board Floor, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Wide Board Floor, Upper
  • Eat In Kitchen: Eat-In Kitchen - Vaulted Ceiling, Wide Board Floor, Upper
  • Study: Wide Board Floor, Upper
  • Laundry: Main Level

Exterior

  • Exterior Features: Breezeway, Porch, Deck, Covered Deck
  • Color: red

Parking

  • Total Spaces: 2
  • Parking: None, Paved

Location

  • County: Litchfield
  • Driving Directions: From the Route 6 & Route 47 intersection, go North on Route 6 towards Watertown. 100 Main Street North is on the right.

School Information

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

Community

  • Pet Restrictions: maybe

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Heat Pump, Other, Natural Gas, Other
  • Heating Fuel: Natural Gas, Other
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Other

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished
  • Attic: Yes
  • Unit on End: Yes
  • Square Feet: 800
  • Above Ground: 800 Sq. Ft.
  • Year Built: 1750

Lot Features

  • Lot Size (Acres): 0.4
  • Zoning: MSD
  • Lot Description: Level Lot

Financial Considerations

  • Tenant Pays: All Utilities, Cable TV, Electricity, Liability Insurance

Disclosures and Reports

  • Property ID: 999999999

Listed and Sold by Drakeley Real Estate, Inc., Timothy Drakeley

Listing agent

— 100 Main St N #B —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

Schools serving 100 Main St N #B

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-50.5 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-55.9 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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 100 Main St N #B

Date
Details
Price
Change
Source
8/21/2025
Sold
$1,900
—
MLS
8/12/2025
Price Reduced
$1,900
-5%
MLS
8/03/2025
Price Reduced
$2,000
-9.09%
MLS
7/24/2025
Listed
$2,200
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold by Drakeley Real Estate, Inc., Timothy Drakeley

Just Listed near 100 Main St N #B

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

55 Country Woods Ln, Southbury, CT 06488 - Photo 1 Just Listed
$1,150,000

55 Country Woods Ln  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 5,236
    Sq. Ft.
Listed by William Raveis Real Estate
761 Heritage Vlg, Southbury, CT 06488 - Photo 1 Just Listed
$339,900

761 Heritage Vlg  #D  Southbury, CT 06488

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,063
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
9 Gettysburg Rd, Southbury, CT 06488 - Photo 1 Just Listed
$630,000

9 Gettysburg Rd  #9  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,094
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
61 Sandy Hill Rd, Middlebury, CT 06762 - Photo 1 Just Listed
$529,900

61 Sandy Hill Rd  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,811
    Sq. Ft.
Listed by William Raveis Real Estate

Price Reduced near 100 Main St N #B

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

216 Hulls Hill Rd, Southbury, CT 06488 - Photo 1 Price Reduced
-$40,000 (-5.52%)
$685,000

216 Hulls Hill Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 5 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,610
    Sq. Ft.
Listed by Property Choices Real Estate
1008 Heritage Vlg, Southbury, CT 06488 - Photo 1 Price Reduced
-$3,900 (-1%)
$385,000
Open House

1008 Heritage Vlg  #B  Southbury, CT 06488

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,432
    Sq. Ft.
Listed by Dave Jones Realty, LLC
1449 Old Waterbury Rd, Southbury, CT 06488 - Photo 1 Price Reduced
-$10,000 (-7.15%)
$129,900

1449 Old Waterbury Rd  #307  Southbury, CT 06488

  • Commercial
  • Active
Listed by Davis Owen Real Estate
740 Heritage Vlg, Southbury, CT 06488 - Photo 1 Price Reduced
-$6,000 (-1.45%)
$409,000

740 Heritage Vlg  #B  Southbury, CT 06488

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,432
    Sq. Ft.
Listed by William Raveis Real Estate

Recent Sales near 100 Main St N #B

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

53 Main St S, Woodbury, CT 06798 - Photo 1 Sold
$2,000

53 Main St S  #Suite 1  Woodbury, CT 06798

  • Commercial Lease
  • Closed
Listed by Klemm Real Estate Inc
Sold by The Dawn Ciappetta Team of Coldwell Banker Realty
151 Washington Ave, Woodbury, CT 06798 - Photo 1 Sold
$1,800

151 Washington Ave  Woodbury, CT 06798

  • Multi-Family
  • Closed
  • 1
    Total Beds
Listed and Sold by Drakeley Real Estate, Inc.
64 White Deer Rock Rd, Woodbury, CT 06798 - Photo 1 Sold
$2,100

64 White Deer Rock Rd  #5E  Woodbury, CT 06798

  • Apartment
  • Closed
  • Updated 13 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,200
    Sq. Ft.
Listed by Eagle Eye Realty PLLC
Sold by Unrepresented Buyer
65 Hard Hill Rd, Woodbury, CT 06798 - Photo 1 Sold
$1,750

65 Hard Hill Rd  Woodbury, CT 06798

  • Single Family
  • Closed
  • 1
    Bed
  • 1
    Total Bath
  • 900
    Sq. Ft.
Listed and Sold by Berkshire Hathaway NE Prop.

100 Main Street North #B, Woodbury, CT 06798 (MLS# 24114253) is a Multi-Family property that was sold at $1,900 on August 21, 2025. Want to learn more about 100 Main Street North #B? Do you have questions about finding other real estate for sale or rent in Woodbury? You can browse all Woodbury rentals or contact a Coldwell Banker agent to request more information.