443 Benson Road - Middlebury, CT

$2,800

Beds

2.00

Baths

1,766

SqFt

5.99

Acres

Pricing Insight: Originally listed for $3,100, the price was last adjusted to $2,800 on July 27, 2026, a –$300 (9.7%) change, approximately 0 days ago. This property has been on the market for approximately 60 days.

443 Benson Road, Middlebury, CT is a 4-bed, 2-bath, 1,766 square foot home built in 1959 , featuring cape cod architecture.

This home is within the Middlebury school district. Local, with nearby schools including Long Meadow.

MLS #: 24178500

Offered Price: $2,800

Residence Type: Residential Rental

Architectural Style: Cape Cod

Living Area: 1,766 Sq. Ft.

Lot Size: 5.99 Acres

Neighborhood: N/A

County: New Haven

Year Built: 1959

Design & Construction: N/A

Heating: Hot Water

Cooling: None

Garage Spaces: 2

Price per Sq Ft as listed: $2

Estimated Tax: $0

Days on Market: 60

$480,000

4 Beds · 3 Baths · 2,020 Sq Ft

566 Benson Road, Middlebury

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Water

Fuel Tank Location: In Basement

Cooling System: None

Hot Water System: Other

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $2 / Sq. Ft.

Tax assessed value: $0

Estimated Tax: $0

Architectural Style: Cape Cod

Design & Construction: N/A

Residence Type: Residential Rental

Year Constructed: 1959

Living Area: 1,766 Sq. Ft.

Lot Size: 5.99 Acres

Fuel: 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 Middlebury
Statistical modeling algorithms

Local Market Context

Active Listings: 30

Average Price: $598,910

Average DOM: 60 days

Complimentary CMAs, no obligation

Come view this spacious, modern four bedroom 2 full bathroom single family home for rent! This home features a fresh looking kitchen with all white appliances and plenty of white cabinetry for all your storage needs! Enjoy the experience of living on a home set back from the street and enjoy the sights of nature looking out over the extensive yard from your very own deck! Book an appointment today to view this attractive rental home for the opportunity to make it yours!

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Flood Risk Assessment

Location Analysis:

Inland Middlebury location

Water Proximity:

No direct water access

Topography:

Standard terrain • 6.0 acres

Recommendations:

Consult FEMA Flood Maps for accurate zone info
Consider flood insurance based on professional assessment
Evaluate property drainage during inspection
Review local flood history with town officials

Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

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.

30

Homes For Sale

$598,910

Average List Price

Mechanicals & Utilities: Hot Water • Oil • None • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Brick

Garage: Detached Garage (2 car)

Patio/Deck: Deck

Utilities: Water: Public Water Connected

Only motif connects you to a certified
"Local Market Expert"

George Antonopoulos

Real Estate Advisor

Middlebury • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(203) 675-3399

george@appzentric.com

Good evening George, I'm interested in
443 Benson Road, Middlebury, Connecticut

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Good evening. Welcome to 443 Benson Road, Middlebury, CT