61 Sandy Hill Road
Middlebury, Connecticut 06762
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,811
- Acres
- 5.26
- Year Built
- 1782
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Charming Cape on Over 5 Acres in Middlebury Discover the perfect blend of character, comfort, and country living in this enchanting Cape-style home set on more than 5 picturesque acres in Middlebury. Rich with original charm, the home features beautiful hardwood floors throughout, 3 bedrooms, and 1.5 baths. Outside, the property truly shines. Equestrian enthusiasts will appreciate the horse stable with a dedicated tack room, while the in-ground pool creates a private retreat ideal for relaxing and entertaining all summer long. A whole-house generator provides added convenience and peace of mind year-round. Offering exceptional space, unique amenities, and endless possibilities, this rare property presents a wonderful opportunity to own a special piece of Middlebury countryside.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1782
- Days on Market
- 44 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,811 sq ft
- Lot Size
- 5.26 acres
- Property Taxes
- $7,372 / Annually
Market Snapshot
The Middlebury Market
Single Family · trailing 12 months
Active Listings
20
19 under contract
Median List Price
$672,000
20 active listings
Median Closed Price
$522,500
74 sales
Median Days on Market
43
20 active listings
Median $ / Sq Ft
$277
20 active listings
Sale-to-List Ratio
99.8%
74 sales
How this home compares
List Price
$529,900
vs $672,000 median
21.1% below median
Price / Sq Ft
$293
vs $277 median
5.8% above median
Days on Market
44 days
vs 43 days median
In line with median
Based on 20 active and 74 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of July 28, 2026.
Location
61 Sandy Hill Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,702
- Property Taxes$614
- Insurance$177
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middlebury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1782
- New Construction
- No/Resale
- Living Area
- 1,811 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 2
- Appliances
- Oven/RangeRefrigerator
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 5.26 acres
- Zoning
- R80
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Level LotSloping Lot
Listing & Financials
- Property Taxes
- $7,372 / Annually
- Days on Market
- 44
- MLS #
- 24183942
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:01 AM UTC.