26 Old Wallingford Road
Durham, Connecticut 06422
- Beds
- 5
- Baths
- 3
- SqFt
- 6,384
- Acres
- 2.88
- Year Built
- 1940
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
RARE MULTIGENERATIONAL PROPERTY WITH INCREDIBLE FLEXIBILITY! Set on 2.88 private acres in desirable Durham, this 5,664 sq ft home offers an exceptional combination of space, privacy and possibilities. Officially listed as 5 bedrooms/3 baths per town records, the existing layout provides multiple additional living and bath areas that make this property truly unique. The ground-level in-law area includes 2 bedrooms, living space and its own garage-ideal for parents, adult children, extended family or guests who want privacy while remaining under the same roof. An additional studio living area features its own full kitchen and full bath. It can provide private space for extended family or guests, offer potential rental/short-term rental possibilities where permitted, or be incorporated directly into the main residence. Because it connects to the main home, this space could easily transition into an impressive primary suite. In total, the home's existing physical layout currently provides 6 rooms being used as bedrooms, 4 full baths and 1 half bath. Town records reflect 5 bedrooms/3 baths; buyers should perform their own due diligence regarding permitted use and room designations. The main residence features spacious rooms, hardwood floors, cathedral ceilings, exposed beams, a fireplace and a character-filled floor plan. Two of the full baths could benefit from updating, providing an opportunity for the next owner to personalize the home.
Key Facts
- City/Town
- Durham
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1940
- Days on Market
- 1 day
- Beds
- 5
- Baths
- 3 full
- Living Area
- 6,384 sq ft
- Lot Size
- 2.88 acres
- Garage / Parking
- 3 garage · 5 total
- Property Taxes
- $16,635 / Annually
Market Snapshot
The Durham Market
Single Family · trailing 12 months
Active Listings
12
14 under contract
Median List Price
$827,000
12 active listings
Median Closed Price
$565,000
45 sales
Median Days on Market
50
12 active listings
Median $ / Sq Ft
$268
12 active listings
Sale-to-List Ratio
104.0%
45 sales
How this home compares
List Price
$825,000
vs $827,000 median
In line with median
Price / Sq Ft
$129
vs $268 median
51.9% below median
Days on Market
1 day
vs 50 days median
49 days fresher than median
Based on 12 active and 45 closed sales (trailing 12 mo) of single family in Durham. Source: SmartMLS · As of November 12, 2026.
Location
26 Old Wallingford Road, Durham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$4,471
- Property Taxes$1,386
- Insurance$275
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Durham
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 6,384 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirZoned
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- PartialApartmentPartially FinishedWalk-out
- In-Law Apartment
- YesLower Level
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.88 acres
- Zoning
- R-40
- Garage / Parking
- 3 garage spaces5 total parking spacesBarnDetached GarageUnder House GarageDrivewayPrivateCrushed Stone
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Shake
- Color
- Cedar
- Roof
- Asphalt ShingleWood Shingle
- Foundation
- Concrete
- Exterior Features
- GrillGazeboPorchGuttersGuest House
- Lot Description
- SecludedLightly WoodedFarm Land
Listing & Financials
- Property Taxes
- $16,635 / Annually
- Days on Market
- 1
- MLS #
- 24217953
- MLS Status
- Active
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Co-Listed By
Emily Lovejoy
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/12/2026. 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 11/12/2026 at 10:15 PM UTC.