Date
Details
Price
Change
Source
5/27/2026
Listed
$1,695,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
$1,695,000 Coming Soon
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
Property Description
GRAND LEGACY ESTATE ON 291.6 ACRES w/REMODELED HISTORIC PRIMARY RESIDENCE & 2 ACCESSORY DWELLINGS! Gracefully spanning 2 contiguous parcels, this exceptional Eastern CT sanctuary embodies a rare convergence of early American heritage, refined country living, & remarkable land stewardship. Discreetly set along a quiet, town-maintained road, 93 & 90-94 Upton Road unfolds as a singular offering of scale & substance - well-suited for legacy ownership, multigenerational living, or the creation of a private rural compound of distinction. The centerpiece of the property is a 3,036sqft Cape residence dating to 1733, set on an expansive 198.8-acre parcel. Rich in history yet thoughtfully updated, the home showcases original wide-plank floors, 5 fireplaces, & preserved period details, complemented by seamless additions & modern systems for today's comfort. The welcoming foyer leads to a front-facing living room w/fireplace & a formal dining room featuring paneled walls, fireplace, & direct access to a wraparound deck-ideal for entertaining. A warm & inviting family room includes a traditional Dutch oven fireplace, custom built-ins, & multiple access points to the outdoors, creating effortless indoor-outdoor flow. The fully renovated 2024 kitchen offers solid surface countertops, custom wood cabinetry, LVP flooring, & all new appliances along w/a pantry & spacious eat-in dining area. ***CONTINUED***
Full Property Details
Full Property Details for 93 & 90-94 Upton Rd
General
- Price: $1,695,000
- Taxes: (July 2025-June 2026)
- Status: Coming Soon
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24167939
- Updated: 5/27/2026
- Added to Site: 2 day(s) ago
- Expected Market Date: 6/3/2026
Interior
- Number of Rooms: 16
- Rooms/Areas: Foyer, Workshop
- Interior Features: Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 7
- Appliances: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
- Full Bath: Tile Floor, Main
Bedrooms
- Total Bedrooms: 7
- Primary Bedroom: Primary Bedroom - Balcony/Deck, Sliders, Hardwood Floor, Main
- Bedroom 1: Bedroom - Hardwood Floor, Main
- Bedroom 2: Bedroom - Hardwood Floor, Main
- Bedroom 3: Bedroom - 9 ft+ Ceilings, Vaulted Ceiling, Beams, Hardwood Floor, Other
- Bedroom 4: Bedroom - 9 ft+ Ceilings, Vaulted Ceiling, Beams, Wide Board Floor, Other
- Bedroom 5: Bedroom - Fireplace, Jack & Jill Bath, Wide Board Floor, Upper
- Bedroom 6: Bedroom - Fireplace, Jack & Jill Bath, Walk-In Closet, Wide Board Floor, Upper
Other Rooms
- Living Room: Living Room - Fireplace, Wide Board Floor, Main
- Family Room: Family Room - Balcony/Deck, Built-Ins, Fireplace, Sliders, Wide Board Floor, Main
- Kitchen: Kitchen - Galley, Other
- Eat In Kitchen: Eat-In Kitchen - Remodeled, Built-Ins, Corian Counters, Dining Area, Pantry, Vin, Main
- Formal Dining Room: Formal Dining Room - Balcony/Deck, Fireplace, Sliders, Wide Board Floor, Main
- Office: Office - Book Shelves, Built-Ins, Full Bath, Main
- Laundry: Lower Level
- In-Law/Au Pair Suite: Yes
Additional Information
- Pool: Yes
- Pool Description: Safety Fence, In Ground Pool
Exterior
- Exterior Features: Wrap Around Deck, Gutters, Garden Area, Guest House, Stone Wall, Patio
- Color: White
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Detached Garage
Location
- County: Windham
- Driving Directions: GPS Friendly. Route 44 to Upton Road - Some directions may reference Elliot Road.
School Information
- Elementary School: Ashford
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Smith
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Baseboard, Hot Water, Electric, Oil
- Heating Fuel: Electric, Oil
- Water Heater: Electric, Domestic, 50 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod, Saltbox
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Unfinished, Storage, 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: Some Wetlands, Treed, Cleared, Professionally Landscaped, Rolling, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Brook, Walk to Water, View, Access
Green Features
- Energy Features: Generator Ready, Storm Windows
Financial Considerations
- Assessment Amount: $432,460
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1669803
Listed by William Raveis Real Estate, Kiara Rusconi
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 93 & 90-94 Upton Rd —
Kiara Rusconi
William Raveis Real Estate
Agent Contact: (860) 573-3382 Office Contact: (860) 633-0111
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 93 & 90-94 Upton Rd
Estimate the Cost
Estimate the Cost for 93 & 90-94 Upton Rd
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 hours ago
- 3Beds
- 2Total Baths
- 1,348Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,871Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,610Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,640Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 4Beds
- 3Total Baths
- 2,150Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,855Sq. Ft.
- Single Family
- Active
- Updated 3 hours ago
- 5Beds
- 4Total Baths
- 4,172Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
93 & 90-94 Upton Road, Ashford, CT 06278 (MLS# 24167939) is a Single Family property with 7 bedrooms and 5 full bathrooms. 93 & 90-94 Upton Road is currently listed for $1,695,000 and was received on May 27, 2026. Want to learn more about 93 & 90-94 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.