93 & 90-94 Upton Road
Ashford, CT 06278
7
Bed
5
Bath
3,036Sqft
291.60Acres(Lot)
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 b
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 7Bathroom Information
Total Baths: 5 Full Baths: 5Room Information
Rooms Total: 16 Has Basement: Yes Basement: Full, Walk-Out Access, Dirt Floor, Storage Space, Unfinished, Concrete -
Roofing Information
Asphalt -
Interior Features
In-Law Floorplan, Entrance Foyer Roof: Asphalt Appliances: Dishwasher, Electric Cooktop, Refrigerator, Oven, Electric Water Heater Window Features: Storm Window(s) -
Heating & Cooling
Has Heating: Yes Heating: Electric, Oil, Baseboard, Hot Water Has Cooling: Yes Cooling: Window Unit(s) Water front: 1
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Building Information
Year Built: 1733 Building Area Total: 4283 Construction Materials: Frame, Clapboard Patio And Porch Features: Deck, Patio Pool Features: Outdoor Pool, In Ground Private Pool: No View: Water -
Exterior Features
Exterior Features: Garden
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Lot Information
Lot Size Acres: 291.6 Lot Description: Cleared, Rolling Slope, Wooded, Waterfront
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Listing Price Information
Listing Price: $1695000
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Tax Information
Parcel Number: 1669803 Annual Tax: $15733
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Garage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: AshfordJunior High School: Per Board of EdSenior High School: Smith -
Location Information
Direction: GPS Friendly. Route 44 to Upton Road - Some directions may reference Elliot Road. WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 25 Bebbington Road, Ashford, CT, 06278 | $499,900 | 3 | 3 | 1,604 | 1,604 SqFt |
| 102 Pumpkin Hill Road, Ashford, CT, 06278 | $510,000 | 3 | 3 | 1,416 | 1,416 SqFt |
| 133 Fitts Road, Ashford, CT, 06278 | $499,900 | 2 | 3 | 1,578 | 1,578 SqFt |
| 46 Ashford Lake Drive, Ashford, CT, 06278 | $425,000 | 2 | 1 | 672 | 672 SqFt |
| 21 Westview Drive, Ashford, CT, 06278 | $499,900 | 3 | 3 | 1,675 | 1,675 SqFt |
| 483 North Road, Ashford, CT, 06278 | $599,900 | 3 | 2 | 2,316 | 2,316 SqFt |
| 483 North Road, Ashford, CT, 06278 | $779,900 | 3 | 2 | 2,316 | 2,316 SqFt |
| 272 Horse Hill Road, Ashford, CT, 06278 | $699,000 | 4 | 3 | 2,634 | 2,634 SqFt |
| 177 James Road, Ashford, CT, 06278 | $595,000 | 3 | 3 | 1,259 | 1,259 SqFt |
| 217 Westford Hill Road, Ashford, CT, 06278 | $389,000 | 4 | 2 | 1,544 | 1,544 SqFt |
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ByOwner last updated this listing 07/19/2026 @ 10:54
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