Bedrooms
Bathrooms
Sq Ft
Price
Ashford, Connecticut
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***
Listing Courtesy of William Raveis Real Estate
Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:
Broker/Owner
860-214-8008
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Broker/Owner
843-614-7222
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Associate Broker
860-383-5211
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Realtor®
860-919-7376
Email
Realtor®
860-538-7567
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Realtor®
860-222-4692
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Realtor®
860-539-5009
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Realtor®
860-681-7373
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Acres : 291.6
Appliances Included : Electric Cooktop, Wall Oven, Refrigerator, Dishwasher
Attic : Unfinished, Storage Space, Floored, Walk-In
Basement : Full, Unfinished, Storage, Interior Access, Dirt Floor, Concrete Floor, Full With Walk-Out
Full Baths : 5
Baths Total : 5
Beds Total : 7
City : Ashford
Cooling : Window Unit
County : Windham
Elementary School : Ashford
Fireplaces : 7
Foundation : Concrete, Stone
Fuel Tank Location : In Basement
Garage Parking : Detached Garage
Garage Slots : 2
Description : Some Wetlands, Treed, Cleared, Professionally Landscaped, Rolling, Water View
Middle School : Per Board of Ed
Amenities : Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Stables/Riding
Neighborhood : N/A
Parcel : 1669803
Pool Description : Safety Fence, In Ground Pool
Postal Code : 06278
Roof : Asphalt Shingle
Additional Room Information : Foyer, Workshop
Sewage System : Septic
SgFt Description : 93 Upton Rd: 3, 036sf; 90 Upton Rd: 730sf; 94 Upton Rd: 517sf
Total SqFt : 4283
Tax Year : July 2025-June 2026
Total Rooms : 16
Watersource : Private Well
weeb : RPR, IDX Sites, Realtor.com
Phone
860-384-7624
Address
20 Hopmeadow St, Unit 821, Weatogue, CT 06089