- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
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Street View
$779,000
Monthly Est:$3,877
5 Beds
- 4 Baths
3 full baths + 1 half bath
2,467sqft
500 Route 169 Route, Woodstock, CT 06281
$779,000
$3,877/moEst:
Get Pre-Approved
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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
09/30/2026 Source: | Listed for Sale | $779,000 $316/sqft |
09/24/2026 Source: | Coming Soon | $779,000 $316/sqft |
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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.
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