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.
Coming soon 06/03
$1,295,000
93 Upton Road, Ashford, CT 06278
5beds
3,036sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1733
195.8 Acres Lot
$976,300 Zestimate®
$427/sqft
$-- HOA
What's special
- 1 hour |
- 58 |
- 6 |
Zillow last checked:
Listing updated:
Listed by:
Kiara C. Rusconi (860)573-3382,
William Raveis Real Estate 860-633-0111
Source: Smart MLS,MLS#: 24172504
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Balcony/Deck, Sliders, Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Fireplace, Jack & Jill Bath, Wide Board Floor
- Level: Upper
Bedroom
- Features: Fireplace, Jack & Jill Bath, Walk-In Closet(s), Wide Board Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Main
Dining room
- Features: Balcony/Deck, Fireplace, Sliders, Wide Board Floor
- Level: Main
Family room
- Features: Balcony/Deck, Built-in Features, Fireplace, Sliders, Wide Board Floor
- Level: Main
Kitchen
- Features: Remodeled, Built-in Features, Corian Counters, Dining Area, Pantry, Vinyl Floor
- Level: Main
Living room
- Features: Fireplace, Wide Board Floor
- Level: Main
Office
- Features: Bookcases, Built-in Features, Full Bath
- Level: Main
Heating
- Baseboard, Hot Water, Zoned, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Electric Cooktop, Oven, Range Hood, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Entrance Foyer
- Doors: Storm Door(s)
- Windows: Storm Window(s)
- Basement: Full,Unfinished,Storage Space,Interior Entry,Dirt Floor
- Attic: Storage,Floored
- Number of fireplaces: 5
Interior area
- Total structure area: 3,036
- Total interior livable area: 3,036 sqft
- Finished area above ground: 3,036
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Patio & porch: Wrap Around, Patio
- Exterior features: Tennis Court(s), Rain Gutters, Stone Wall
- Has private pool: Yes
- Pool features: Fenced, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Brook, Walk to Water, Access
Lot
- Size: 195.8 Acres
- Features: Wetlands, Wooded, Cleared, Landscaped, Rolling Slope
Details
- Parcel number: 1669803
- Zoning: RA
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1733
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Doors, Windows
Community & HOA
Community
- Features: Golf, Health Club, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Stables/Riding
HOA
- Has HOA: No
Location
- Region: Ashford
Financial & listing details
- Price per square foot: $427/sqft
- Tax assessed value: $295,260
- Annual tax amount: $10,742
- Date on market: 5/27/2026
Estimated market value
$976,300
$791,000 - $1.17M
$3,673/mo
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,742 +6.3% | $295,260 +0.4% |
| 2024 | $10,107 +3.8% | $294,140 |
| 2023 | $9,733 +2.5% | $294,140 |
| 2022 | $9,492 -16.2% | $294,140 -5.6% |
| 2021 | $11,329 -1.3% | $311,500 |
| 2020 | $11,476 +3.9% | $311,500 |
| 2019 | $11,046 +2% | $311,500 |
| 2018 | $10,831 +1.2% | $311,500 |
| 2017 | $10,706 +22% | $311,500 +14.9% |
| 2016 | $8,777 | $271,140 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06278
Nearby schools
GreatSchools rating
- 5/10Ashford SchoolGrades: PK-8Distance: 3 mi
- 8/10E. O. Smith High SchoolGrades: 9-12Distance: 4.3 mi
Schools provided by the listing agent
- Elementary: Ashford
- High: Smith
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Windham County
- Ashford
- 06278
- 93 Upton Road






