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Sold for $1,350,000
  • $1,350,000

    259 Main Street South, Woodbury, CT 06798

    9beds
    7,112sqft
    Multi Family
    Built in 1780
    -- sqft lot
    $1,449,500 Zestimate®
    $190/sqft
    $1,991 Estimated rent

    Home value

    $1,449,500

    $1.29M - $1.62M

    $1,991/mo

    Zestimate® history
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    What's special

    Calling all investors, entrepreneurs and antique enthusiasts! Formerly The Elemental Garden, this captivating multi-family property, steeped in charm and rich history, awaits your vision. Located on Main Street South in the heart of Woodbury, CT, in the Litchfield Hills, this unique offering presents a rare opportunity to own a piece of the town's iconic "Antiques Capital" identity. Live in the main house and generate rental income with 5 fully rented, well-maintained apartments. Immerse yourself in history with a beautifully preserved 3200 sq. ft. 4 BR, 4.5 bath main house featuring original architectural elements, ample living space and beautiful gardens. Expand your possibilities with a 3269 sq. ft. barn, perfect for additional rental, storage, workshops, or creative endeavors. Enjoy high visibility and foot traffic in the center of Woodbury's Antique District. Repurpose the entire property as a grand single-family residence, maintain the current layout, or explore mixed-use options including a possible group home, additional apartments, B&B or other commercial enterprise. Within walking distance of great restaurants and shops and just across the street from the bank and grocery store. Whether you envision a multi-generational home, a thriving rental property, or a captivating retail or commercial space with living quarters, this antique gem offers endless possibilities. Woodbury was recently named one of Connecticut's most charming towns by Readers Digest. Writer Lyn Mettler wrote: "A quintessential New England town, Woodbury is located at the base of the Litchfield Hills and features mature trees and 18th and 19th century buildings lining its Main Street." One of the few towns with a walking path and sidewalk running all along Main Street! New Siding on South side of house in 2023, New wood porch on side of house 2024, New roof on front section of house in 2019, New roof on back section and apartments in 2021.

    Zillow last checked:

    Listing updated:

    Listed by:

    Katherine M. Bennett 860-248-9370,

    William Pitt Sotheby's Int'l 860-868-6600

    Bought with:

    Amanda R. Faroni-Sheehan, REB.0793328

    Oxford Realty

    Source: Smart MLS,MLS#: 170624787MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 9
    • Bathrooms: 10
    • Full bathrooms: 9
    • 1/2 bathrooms: 1
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Wall Unit(s), Window Unit(s)
    Appliances
    • Included: Water Heater
    • Laundry: Coin Op Laundry, Common Area, In Unit
    Features
    • Basement: Full
    • Attic: Partially Finished,Walk-up
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 7,112
    • Total interior livable area: 7,112 sqft
    • Finished area above ground: 7,112

    Property

    Parking
    • Total spaces: 19
    • Parking features: None, Parking Lot, Off Street, Driveway, Shared Driveway, Asphalt, Gravel
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Porch, Deck, Covered
    • Exterior features: Garden
    Lot
    • Size: 1 Acres
    • Features: Wooded, Historic District
    Details
    • Parcel number: 936191
    • Zoning: MSD

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Units are Side-by-Side
    • Property subtype: Multi Family
    • Attached to another structure: Yes
    Materials
    • Wood Siding
    • Foundation: Stone
    • Roof: Asphalt,Fiberglass
    Condition
    • New construction: No
    • Year built: 1780

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public

    Community & neighborhood

    Location
    • Region: Woodbury

    Price history

    DateEventPrice
    3/27/2026Listing removed$4,950$1/sqft
    Source: Zillow Rentals Report a problem
    3/13/2026Listed for rent$4,950$1/sqft
    Source: Zillow Rentals Report a problem
    9/1/2025Listing removed$4,950$1/sqft
    Source: Smart MLS #24081522 Report a problem
    6/2/2025Price change$4,950-13.9%$1/sqft
    Source: Smart MLS #24081522 Report a problem
    3/22/2025Listed for rent$5,750-8%$1/sqft
    Source: Smart MLS #24081522 Report a problem
    11/6/2024Listing removed$6,250$1/sqft
    Source: Zillow Rentals Report a problem
    10/16/2024Listed for rent$6,250-7.4%$1/sqft
    Source: Zillow Rentals Report a problem
    8/24/2024Listing removed$6,750$1/sqft
    Source: Smart MLS #24030418 Report a problem
    7/31/2024Price change$6,750-10%$1/sqft
    Source: Smart MLS #24030418 Report a problem
    7/9/2024Listed for rent$7,500$1/sqft
    Source: Smart MLS #24030418 Report a problem
    5/31/2024Sold$1,350,000$190/sqft
    Source: Smart MLS #170624787 Report a problem
    4/12/2024Pending sale$1,350,000$190/sqft
    Source: Smart MLS #170624787 Report a problem
    3/10/2024Listed for sale$1,350,000+81.2%$190/sqft
    Source: Smart MLS #170624787 Report a problem
    10/9/2001Sold$745,000$105/sqft
    Source: Smart MLS #L100999 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$10,845 +1.9%$459,130
    2024$10,638 -14.2%$459,130 +7.6%
    2023$12,399 -0.4%$426,660
    2022$12,446 $426,660
    2021$12,446 $426,660
    2020$12,446 $426,660
    2019$12,446 -0.9%$426,660 -9.7%
    2018$12,562 -2.1%$472,600
    2017$12,836 +3.3%$472,600
    2016$12,425 +0.8%$472,600
    2015$12,321 $472,600

    Find assessor info on the county website

    Neighborhood: Woodbury Center

    Nearby schools

    GreatSchools rating
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    $1,478,490