90-94 & 93 Upton Road - Ashford, CT

$1,700,000

Beds

5.00

Baths

4,283

SqFt

291.60

Acres

Pricing Insight: Originally listed for $1,700,000, the price has remained unchanged for approximately 169 days. This property has been on the market for approximately 169 days.

90-94 & 93 Upton Road, Ashford, CT is a 7-bed, 5-bath, 4,283 square foot home built in 1733 , featuring cape cod,saltbox architecture.

This home is within the Ashford school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24119131

Offered Price: $1,700,000

Residence Type: Single Family

Architectural Style: Cape Cod,Saltbox

Living Area: 4,283 Sq. Ft.

Lot Size: 291.60 Acres

Neighborhood: N/A

County: Windham

Year Built: 1733

Design & Construction: Frame

Heating: Baseboard

Cooling: Window Unit

Garage Spaces: 2

Price per Sq Ft as listed: $397

Estimated Tax: $15,691

Days on Market: 169

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Electric, Oil

Fuel Type: Baseboard

Fuel Tank Location: In Basement

Cooling System: Window Unit

Hot Water System: Electric, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $397 / Sq. Ft.

Tax assessed value: $431,340

Estimated Tax: $15,691

Architectural Style: Cape Cod,Saltbox

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1733

Living Area: 4,283 Sq. Ft.

Lot Size: 291.60 Acres

Fuel: Electric,Oil

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Ashford
Statistical modeling algorithms

Local Market Context

Active Listings: 6

Average Price: $614,983

Average DOM: 169 days

Complimentary CMAs, no obligation

Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking 18th-century Cape, beautifully preserved and thoughtfully updated with modern systems and appliances, five fireplaces, a high-functioning, well-kept basement, and a detached two-car garage. From the stone walls, and the historic foundations to the vibrant gardens, the mature trees to the beautiful Knowlton and Moritz Brooks, every inch of this property exudes timeless New England charm. An athletic court and in-ground pool only add to the experience. Surrounded by vast, nearly untouched forest and with access to the Nipmuck Trail at the rear, this property also features miles of private, well-maintained trails-perfect for equestrians, nature lovers, and outdoor enthusiasts alike. Two additional saltbox-style homes offer potential for restoration or auxiliary use. Ideal for horseback riding, farming, a private vineyard or brewery, or simply your own secluded haven-this is a once-in-a-generation opportunity.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 291.6 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

6

Homes For Sale

$614,983

Average List Price

Mechanicals & Utilities: Baseboard • Electric,Oil • Window Unit • Private Well water • 7 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle

Foundation: Concrete,Stone

Garage: Detached Garage (2 car)

Patio/Deck: Wrap Around Deck,Garden Area,Guest House,Stone Wall

Pool: Safety Fence,In Ground Pool

Utilities: Water: Private Well

Outbuildings: Wrap Around Deck,Garden Area,Guest House,Stone Wall

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George Antonopoulos

Real Estate Advisor

Ashford • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0001

george@appzentric.com

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90-94 & 93 Upton Road, Ashford, Connecticut

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