Date
Details
Price
Change
Source
7/29/2026
Listed
$600,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/21
$600,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/21
Property Description
Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while the remaining units present an opportunity for renovation and value-add potential. The separate commercial building offers flexibility for a variety of business, office, or retail uses, creating multiple income opportunities on a single property. Properties offering this combination of residential and commercial space in such a prime Woodbury location rarely become available. Whether you're looking to expand your investment portfolio or reimagine a mixed-use property with significant upside, this is an opportunity not to be missed. Property is being sold as-is.
Full Property Details
Full Property Details for 137 & 141 Main Street S
General
- Price: $600,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24195107
- Updated: 8/5/2026
- Added to Site: 13 day(s) ago
Interior
- Number of Rooms: 24
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 8
Bedrooms
- Total Bedrooms: 9
Other Rooms
- Laundry: None
Exterior
- Exterior Features: Porch, Deck
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Detached Garage
Location
- County: Litchfield
- Driving Directions: Woodbury Main Street, adjacent to School St
School Information
- Elementary School: Mitchell
- Middle School: Woodbury
- High School: Nonnewaug
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Hot Air, Electric, Oil
- Heating Fuel: Electric, Oil
- Water Heater: Tank Size Unknown
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Other
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Partial, Full, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 4,492
- Above Ground: 4,492 Sq. Ft.
- Year Built: 1800
Unit Information
Unit 1
- Square Feet: 300
- Total Bathrooms: 1
- Bedrooms: 1
Unit 2
- Square Feet: 300
- Total Bathrooms: 1
- Bedrooms: 1
Unit 3
- Square Feet: 400
- Total Bathrooms: 1
- Bedrooms: 1
Unit 4
- Square Feet: 400
- Total Bathrooms: 1
- Bedrooms: 3
Unit 5
- Square Feet: 300
- Total Bathrooms: 1
- Bedrooms: 1
Unit 6
- Square Feet: 400
- Total Bathrooms: 1
- Bedrooms: 1
Unit 7
- Square Feet: 500
- Full Bathrooms: 1
- Bedrooms: 2
Unit 8
- Square Feet: 300
- Total Bathrooms: 1
- Full Bathrooms: 1
- Bedrooms: 1
Lot Features
- Lot Size (Acres): 1.15
- Zoning: MSD
- Lot Description: Lightly Wooded, Level Lot, Sloping Lot
Green Features
- Energy Features: Storm Windows
Financial Considerations
- Assessment Amount: $299,810
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 936334
Listed by Drakeley Real Estate, Inc., Taylor O'Keefe-Hamel and Drakeley Real Estate, Inc., Timothy Drakeley
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 137 & 141 Main Street S —
Taylor O'Keefe-Hamel
Drakeley Real Estate, Inc.
Timothy Drakeley
Drakeley Real Estate, Inc.
Agent Contact: (203) 578-5388 Office Contact: (203) 263-4336
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 137 & 141 Main Street S
School District:Regional School District 14
| Name | Grades | Distance |
|---|---|---|
Mitchell Elementary School 14 School Street, Woodbury, CT 06798 | PK-5 | 0.2 mi |
Woodbury Middle School 67 Washington Avenue, Woodbury, CT 06798 | 6-8 | 0.4 mi |
Nonnewaug High School 5 Minortown Road, Woodbury, CT 06798 | 9-12 | 1.2 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 137 & 141 Main Street S
Estimate the Cost
Estimate the Cost for 137 & 141 Main Street S
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 16 hours ago
- 4Beds
- 3Total Baths
- 3,200Sq. Ft.
Listed by The Dawn Ciappetta Team of Coldwell Banker Realty (203) 650-1918
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 3,412Sq. Ft.
Listed by The Dawn Ciappetta Team of Coldwell Banker Realty (203) 650-1918
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 3,300Sq. Ft.
Listed by The Dawn Ciappetta Team of Coldwell Banker Realty (203) 650-1918
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,217Sq. Ft.
Listed by Charlie Knoche (203) 438-9000 x325
- Single Family
- Active
- Updated 6 hours ago
- 3Beds
- 2Total Baths
- 1,565Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 4Total Baths
- 3,162Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,734Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,264Sq. Ft.
- Townhouse
- Closed
- Updated 11 days ago
- 2Beds
- 3Total Baths
- 1,796Sq. Ft.
137 & 141 Main Street South, Woodbury, CT 06798 (MLS# 24195107) is a Multi-Family property with 8 units containing 9 bedrooms and 8 full bathrooms. 137 & 141 Main Street South is currently listed for $600,000 and was received on July 29, 2026. Want to learn more about 137 & 141 Main Street South? Do you have questions about finding other Multi-Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.