USACTWoodstockSouth Woodstock500 Route 169
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$779,000

For Sale

18 days ago

500 Route 169, Woodstock, CT

House

MLS® 24209434

5 Bed

4 Bath

2467 sqft

10 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2467 sqft
Garage Yes
Taxes $6,200
Days Active 12
Lot Size 1.3 Acres
Approx. Age 1800
Avg. Price Per Sqft $315
MLS® Number 24209434

Property Address: 500 Route 169, Woodstock, CT, 06281-3041

Average square foot calculated using Size range provided by listing agent.

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., The elevated Woodstock Hill setting provides exceptional views and a peaceful sense of place, while the beautiful sitting porch offers a wonderful spot to enjoy morning coffee, afternoon gardens, or the changing seasons. Inside, historic character is complemented by comfortable living spaces and the flexibility today's buyers are seeking. The combination of a private residence, separate guest accommodations, gardens and open grounds creates possibilities rarely found in one Woodstock property. Whether you envision a beautiful primary residence, continuing the guest accommodations, expanding the flower-growing operation, or simply creating a special Woodstock retreat, this property offers the opportunity to make it your own. A truly special opportunity to own a piece of historic Woodstock Hill-where history, views, hospitality, gardens, and possibility come together.
MLS® Number24209434
Laundry LevelMain
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1800
BasementFull, Unfinished, Interior Access, Concrete Floor
DrivewayDetached Garage, Off Street Parking, Unpaved
Garage Spaces
HeatOil, Baseboard
A/CNone

Extras

Rooms

Change to metres

Bedroom 4:Main FloorNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Dining Room:Main FloorNot available
Bedroom 2:Main FloorNot available
Other:Main FloorNot available
Other:Main FloorNot available
Bedroom 1:Upper LevelNot available
Living Room:Upper LevelNot available
Other:Main FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Sep 24, 2026List Date
$779,000List Price
  • Commute

Commute

Starting Address
Destination Address
500 Route 169, Woodstock, CT

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