For Sale
Single family home for sale at 500 Route 169 Route, Woodstock, CT 06281 | MLS# 24209434 | Listing updated on 2026-10-04
Photo 1 of Single family home for sale at 500 Route 169 Route, Woodstock, CT 06281 | MLS# 24209434 | Listing updated on 2026-10-04
Photo 2 of Single family home for sale at 500 Route 169 Route, Woodstock, CT 06281 | MLS# 24209434 | Listing updated on 2026-10-04
Photo 3 of Single family home for sale at 500 Route 169 Route, Woodstock, CT 06281 | MLS# 24209434 | Listing updated on 2026-10-04
Photo 4 of Single family home for sale at 500 Route 169 Route, Woodstock, CT 06281 | MLS# 24209434 | Listing updated on 2026-10-04
34+
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Street View

$779,000

Monthly Est:$3,877

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,467sqft

500 Route 169 Route, Woodstock, CT 06281

$3,877/moEst:

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  • Single Family Residence

  • Built in 1800

  • $-- HOA

  • 1.3 acres lot

  • $316/sq.ft

Description

Set high on historic Woodstock Hill, this distinctive 19th-century property offers a rare combination of history, character, exceptional views, flexible living spaces, guest accommodations, gardens, and opportunity. Offering approximately 2,500 square feet, this beautifully maintained home features five bedrooms and three-and-a-half baths, along with multiple living areas and a beautiful sitting porch overlooking the surrounding landscape. The home has been thoughtfully adapted to accommodate both private living and hospitality, creating flexibility for a variety of lifestyles. Two separate, thoughtfully furnished guest suites provide an established short-term rental opportunity and have enjoyed strong bookings. Guests have included parents visiting their children attending Woodstock Academy and Pomfret School, families attending weddings and local events, and visitors seeking to experience the beauty and charm of Woodstock. The grounds offer another exceptional dimension. Flower-growing areas, gardens, and a flower stand have been developed by the current owners during their first year on the property, building upon their longstanding experience with gardening and growing. The property offers an exciting opportunity to continue and expand the flower-growing vision, create a garden-based business, or explore the possibility of a future studio or shop, subject to applicable approvals.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 4, 2026 at 11:40 pm
  • Listing Provided by: June Cazeault | Hope Real Estate Group, Inc.
  • Source: SMART MLS-CT | MLS#: 24209434 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Windham County

  • City

    Woodstock

  • Neighborhood

    --

  • Year Built

    1800

  • HOA Fees

    -

  • Finished Area

    2,467 sqft

  • Lot Size

    1.3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24209434

  • MLS Status

    Active

  • Days on Market

    13

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Sewer

    Septic

  • Cooling

    None

  • Interior Features

    Cable Available

  • Exterior Features

    Sidewalk, Shed, Porch, Garden Area

  • Appliances

    Electric Range, Washer, Electric Dryer

  • Heating

    Oil, Baseboard

Construction

  • Year Built

    Year Built: 1800

  • Home type

    Single Family Residence

  • Foundation Details

    Stone

  • Roof

    Asphalt Shingle

  • Architectural Style

    Antique

Utilities & Energy

  • Parking Features

    Detached Garage, Off Street Parking, Unpaved

  • Laundry Features

    Main Level

  • Basement

    Full, Unfinished, Interior Access, Concrete Floor

  • Water Source

    Private Well

Other Features

  • Subdivision Name

    South Woodstock

  • Lot Features

    Level Lot, Sloping Lot, Cleared, Professionally Landscaped, Historic District

Price History

DateEventPrice

09/30/2026

Source: mls_logoSMART MLS-CT #24209434

Listed for Sale

$779,000

$316/sqft

09/24/2026

Source: mls_logoSMART MLS-CT #24209434

Coming Soon

$779,000

$316/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 07, 2026, 11:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group