Open House Sun, Oct 4th 12:00 PM - 02:00 PM - Eco Friendly
Address
500 Route 169 Route, Woodstock, CT
Price
$ 779,000
Property Attributes
- MLS#24209434
- TypeSingle Family
- Listing Status Coming Soon
- CountyWindham
- CityWoodstock
- NeighborhoodSouth Woodstock
- Zip06281
- Style
- Year Built1800
- Taxes$ 6200
- Price$ 779,000
- Bedrooms5
- Full Bathrooms3
- Half Bathrooms1
- Sqr Footage2467
- Lot Size1.3 Acres
Data Source:
Smart MLS
Property 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.
| Elementary School | High School |
|---|---|
| Woodstock Elementary School | Woodstock Academy High School |
| Price History | |
|---|---|
| 9/24/2026 | Listed $779,000 |
General Features
| Zoning | CD |
|---|---|
| Neighborhood | South Woodstock |
| County | Windham |
| Tax Year | July 2026-June 2027 |
| Property Type | Single Family For Sale |
| Status | Coming Soon |
| Acres | 1.3 |
| Directions | GPS |
| High School | Woodstock Academy |
| City | Woodstock |
| Elementary School | Woodstock |
| Sq Ft Total | 2467 |
| Year Built | 1800 |
| Exclusions | Some personal property. |
| Style | Antique |
| Year Built Source | Public Records |
| Energy Features | Storm Windows |
Interior Features
| Cooling System | None |
|---|---|
| Total Rooms | 11 |
| Basement Description | Full,Unfinished,Interior Access,Concrete Floor |
Exterior Features
| Water Source | Private Well |
|---|---|
| Lot Description | Level Lot,Sloping Lot,Cleared,Professionally Landscaped,Historic District |
| Color | White |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 06281
Price
Taxes
Year Built
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Greenwich Association of REALTORS® All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested
