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500 Route 169, Woodstock, CT 06281

Single Family For Sale

$779,000
$316/sqft
500 Route 169, Woodstock, CT
Active
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5
Bedrooms
4
Bathrooms
2,467
Sq Ft
1.3
Acres
1800
Year Built

About This Home

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.

Listed by June Cazeault (860) 377-2044 with Hope Real Estate Group, Inc. (508) 943-4333

Listing Snapshot

Price $779,000 Days on Our Site 36 days
Property Tax $6,200/yr Style Antique
Year Built 1800 Total Sq Ft 2,467
Lot Size 1.3 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 11 Half Baths 1

Key Features

Interior
  • Cable - Available
Appliances
  • Electric Range
  • Washer
  • Electric Dryer
Outdoor
  • Sidewalk
  • Shed
  • Porch
  • Garden Area
Nearby
  • Golf Course
  • Park
  • Private School(s)

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage, Off Street Parking, Unpaved

Systems & Utilities

Heat Baseboard
Fuel Oil
Cooling None
Hot Water Oil, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Woodstock
Middle Woodstock
High Woodstock Academy

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $517/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 24, 2026 Listed $779,000

Frequently Asked Questions

How much does 500 Route 169 in Woodstock, CT cost?
This property is listed at $779,000, which works out to $316 per square foot.
How many bedrooms does 500 Route 169 have?
This home has 5 bedrooms and 4 bathrooms.
What is the square footage of 500 Route 169?
The home is 2,467 square feet, situated on 1.3 acres.
When was 500 Route 169 in Woodstock built?
This property was built in 1800.
Is 500 Route 169, Woodstock, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 500 Route 169, Woodstock in?
This home is served by the Woodstock public school system, with Woodstock as the elementary school and Woodstock Academy as the high school.
How do I schedule a tour of 500 Route 169, Woodstock, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

June Cazeault · (860) 377-2044

Hope Real Estate Group, Inc. · (508) 943-4333

MLS# 24209434 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Oct 4, 2026 11:40 PM UTC