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26 Old Wallingford Road

Durham, Connecticut 06422

ACTIVE - NEW$859,000
Beds
5
Baths
3
SqFt
6,384
Acres
2.88
Year Built
1940
Matt Caiola

Matt Caiola

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Guest House3-Car Garage1 FireplaceVirtual Tour

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
0 days
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

Median Days on Market

17

6 active listings

Median $ / Sq Ft

$268

6 active listings

Sale-to-List Ratio

103.7%

44 sales

How this home compares

List Price

$859,000

vs $1.02M median

16.2% below median

Price / Sq Ft

$135

vs $268 median

49.6% below median

Days on Market

0 days

vs 17 days median

17 days fresher than median

Based on 6 active and 44 closed sales (trailing 12 mo) of single family in Durham. Source: SmartMLS · As of September 12, 2026.

Location

26 Old Wallingford Road, Durham, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,134

per month

  • Principal & Interest$4,462
  • Property Taxes$1,386
  • Insurance$286
  • 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
0
MLS #
24206445
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Alan Spotlow

(203) 584-4300

William Raveis Real Estate

(203) 453-0391

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 9/12/2026. 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 9/12/2026 at 12:20 AM UTC.