93 Upton Road
Ashford, CT, 06278 $ 1,295,000
Bedrooms5 Baths3.0 Sq 3,036 Monthly Estimate*
$ 7,974
for $1,295,000 with 5 bedrooms and 3 full baths. This 3,036 square foot home was built in 1733 on a lot size of 195.8.
195.8 ACRES OF HERITAGE LAND with STUNNINGLY UPDATED FARMHOUSE! This exceptional Eastern CT sanctuary embodies a rare convergence of early American legacy, refined country living, & remarkable land stewardship. Discreetly set along a quiet, town-maintained road, 93 Upton Road as an offering of scale & substance - a true private estate of distinction. The property is anchored by a 3,035sqft Cape residence dating to 1733, nestled upon 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 renovated 2024 kitchen offers solid surface countertops, custom wood cabinetry, LVP flooring, & all new appliances along w/a pantry & spacious eat-in dining area. The main level includes a private office w/built-ins, separate entrance, & adjacent full bath - ideal for remote work or flexible use. A first floor primary bedroom features hardwood floors, double closets, & direct deck access w/scenic views. ***CONTINUED*** Two additional bedrooms & a full bath complete the main level. Upstairs, 2 generously sized bedrooms w/fireplaces & wide-plank floors share an ensuite bath & enjoy ample storage. A large walk-in attic offers endless expansion potential. The lower level is pristine & functional w/updated mechanicals (2016), 200-amp electrical service, laundry area, & walkout access. The detached 2-car garage provides security & convenience for vehicles, recreational transportation, & equipment accessories. The land itself is a defining feature - an expansive tapestry of open meadows, rolling clearings, antique stonework, & waterfalls, lends both beauty & tranquility to the landscape. Recreational amenities include an athletic court & in-ground pool, while miles of private, well-maintained trails weave throughout the property. The surrounding woodlands remain largely untouched & provide direct access to the Nipmuck Trail, offering an immersive outdoor experience for equestrians, hikers, & nature enthusiasts alike. Whether envisioned as a private country estate, equestrian haven, family compound, or retreat rooted in nature & history, this quintessential New England property presents a truly rare opportunity.
See more
FeaturesGeneralZoning RA
Neighborhood N/A
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 195.8
Directions GPS Friendly. Route 44 to Upton Road - Some directions may reference Elliot Road.
High School Smith
City Ashford
Elementary School Ashford
Sq Ft Total 3036
DOM 4
Year Built 1733
Style Cape Cod
Year Built Source Public Records
Pool Description Safety Fence In Ground Pool
Energy Features Generator Ready Storm Doors Storm Windows
See more
InteriorCooling System Window Unit
Total Rooms 10
Basement Description Full Unfinished Storage Interior Access Dirt Floor Full With Walk-Out
See more
ExteriorWater Source Private Well
Lot Description Some Wetlands Treed Cleared Professionally Landscaped Rolling Water View
See more
* Excluded FeaturesList ByKiara RusconiListing Agent
William Raveis Real EstateBroker
kiararusconi@aol.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,974
- Monthly Property Taxes
- $895
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Ashford, CT
Average List Price $599,104
Percent of Sale Price 54%
About Ashford, CT 4,223 Population
3% Since 2002
$ 77,250 Median Income
44.47 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
3041405 Elementary School
3042390 Middle School
Smith High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/27/2026 | $1,295,000 | | Listed Price |