Date
Details
Price
Change
Source
8/14/2025
Listed
$1,700,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,700,000
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Property Description
Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking 18th-century Cape, beautifully preserved and thoughtfully updated with modern systems and appliances, five fireplaces, a high-functioning, well-kept basement, and a detached two-car garage. From the stone walls, and the historic foundations to the vibrant gardens, the mature trees to the beautiful Knowlton and Moritz Brooks, every inch of this property exudes timeless New England charm. An athletic court and in-ground pool only add to the experience. Surrounded by vast, nearly untouched forest and with access to the Nipmuck Trail at the rear, this property also features miles of private, well-maintained trails-perfect for equestrians, nature lovers, and outdoor enthusiasts alike. Two additional saltbox-style homes offer potential for restoration or auxiliary use. Ideal for horseback riding, farming, a private vineyard or brewery, or simply your own secluded haven-this is a once-in-a-generation opportunity.
Full Property Details
Full Property Details for 90-94 & 93 Upton Rd
General
- Price: $1,700,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24119131
- Updated: 11/26/2025
- Added to Site: 155 day(s) ago
Interior
- Number of Rooms: 16
- Fireplace: Yes
- Number of Fireplaces: 7
- Appliances: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 7
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Main
- Bedroom 3: Bedroom, Upper
- Bedroom 4: Bedroom, Upper
- Bedroom 5: Bedroom, Upper
- Bedroom 6: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
- Laundry: Lower Level
Additional Information
- Pool: Yes
- Pool Description: Safety Fence, In Ground Pool
Exterior
- Exterior Features: Wrap Around Deck, Garden Area, Guest House, Stone Wall
- Color: White
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Detached Garage
Location
- County: Windham
- Driving Directions: Route 44 to Upton Rd - Some directions say Elliot Rd
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Baseboard, Electric, Oil
- Heating Fuel: Electric, Oil
- Water Heater: Electric, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod, Saltbox
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Interior Access, Dirt Floor, Concrete Floor, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 4,283
- Above Ground: 4,283 Sq. Ft.
- Year Built: 1733
Lot Features
- Lot Size (Acres): 291.6
- Zoning: RA
- Lot Description: Secluded, Treed, Cleared, Professionally Landscaped, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Brook, Access
Financial Considerations
- Assessment Amount: $431,340
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 999999999
Listed by CR Premier Properties, Nicole Gleason and CR Premier Properties, Carol Ryniewicz
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 90-94 & 93 Upton Rd —
Nicole Gleason
CR Premier Properties
Carol Ryniewicz
CR Premier Properties
Agent Contact: (860) 792-1005 Office Contact: (860) 315-9070
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 90-94 & 93 Upton Rd
School Districts:Regional High School District 19, Ashford School District
| Name | Grades | Distance |
|---|---|---|
Ashford School 440 Westford Road, Ashford, CT 06278 | PK-8 | 3 mi |
E. O. Smith High School 1235 Storrs Rd., Mansfield, CT 06268 | 9-12 | 4.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 90-94 & 93 Upton Rd
Estimate the Cost
Estimate the Cost for 90-94 & 93 Upton Rd
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90-94 & 93 Upton Road, Ashford, CT 06278 (MLS# 24119131) is a Single Family property with 7 bedrooms and 5 full bathrooms. 90-94 & 93 Upton Road is currently listed for $1,700,000 and was received on August 14, 2025. Want to learn more about 90-94 & 93 Upton Road? Do you have questions about finding other Single Family real estate for sale in Ashford? You can browse all Ashford real estate or contact a Coldwell Banker agent to request more information.