39 Old Carriage Road
Portland, Connecticut 06480
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,754
- Acres
- 0.70
- Year Built
- 1973
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this custom-built 4-bedroom, 2.5-bath Colonial, ideally situated on a beautiful corner lot! Offering timeless craftsmanship, spacious rooms, and endless potential, this well-maintained home is ready for its next chapter. Inside, you'll find hardwood floors throughout, including all four bedrooms. The inviting front-to-back living room features a wood-burning fireplace, while the spacious family room offers a second fireplace and direct access to the rear deck-perfect for entertaining or relaxing. The eat-in kitchen includes solid wood cabinetry, a breakfast bar, and ample workspace. The primary suite features a private bath with a stall shower and dual closets. A generously sized secondary bedroom includes a dressing area and walk-up access to a large attic, providing exceptional storage or future expansion possibilities. The partially finished lower level with fireplace offers flexible space for a recreation room, home gym, or workshop. Currently used as an in-law area.The attached two-car garage is complemented by a detached two-car carriage house with electrical service and a storage loft-ideal for hobbyists, car enthusiasts, or additional storage (Built -1997). Outside, enjoy mature trees and perennial gardens creating a beautiful backyard retreat. Built by respected local builder Don Harmon, this quality home presents a rare opportunity to personalize a classic Colonial in an exceptional location! Newer heating system and well storage tank & generator hookup
Key Facts
- City/Town
- Portland
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1973
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,754 sq ft
- Lot Size
- 0.70 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $8,943 / Annually
Market Snapshot
The Portland Market
Single Family · trailing 12 months
Active Listings
7
14 under contract
Median List Price
$420,000
7 active listings
Median Closed Price
$417,450
70 sales
Median Days on Market
19
7 active listings
Median $ / Sq Ft
$304
7 active listings
Sale-to-List Ratio
101.2%
70 sales
How this home compares
List Price
$550,000
vs $420,000 median
31.0% above median
Price / Sq Ft
$200
vs $304 median
34.2% below median
Days on Market
0 days
vs 19 days median
19 days fresher than median
Based on 7 active and 70 closed sales (trailing 12 mo) of single family in Portland. Source: SmartMLS · As of July 30, 2026.
Location
39 Old Carriage Road, Portland, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,804
- Property Taxes$745
- Insurance$183
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Portland
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1973
- New Construction
- No/Resale
- Living Area
- 2,754 sq ft
- Below Grade
- 486 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Portland
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- In unfinished basement
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorWasherDryer
- Basement
- FullPartially Finished
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.70 acres
- Zoning
- RR
- Garage / Parking
- 4 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGarden Area
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $8,943 / Annually
- Days on Market
- 0
- MLS #
- 24194816
- 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 7/30/2026. 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 7/30/2026 at 6:50 PM UTC.