About 279 Middle Haddam Road
Set in one of Portland's most picturesque locations with sweeping Connecticut River views, this beautiful expanded Cape Cod tells a story of timeless craftsmanship, thoughtful updates, and distinctive lifestyle amenities. The custom kitchen showcases custom cabinetry with bright quartz countertops and an expansive island designed for gathering and entertaining. Warmth and character carry throughout the home with two Natural stone fireplaces, wainscoting, crown molding, hardwood floors, and a cherry-paneled library or first-floor office. The remodeled primary suite offers a refined retreat. The walk-in attic provides valuable additional storage. A fully town-approved accessory apartment creates flexible space for extended living and guests, with a proven history of rental income. Outdoors, the property setting is its defining feature. Enjoy a heated inground gunite pool surrounded by a riverview setting made for relaxation. Car enthusiasts, collectors, and hobbyists will appreciate the attached two-car garage plus the post-and-beam barn offering storage for multiple cars, with four total garage bays or livestock options with direct access to the airline trail, making it limitless. This is an ideal spot. Solar panels add efficiency, coupled with a new furnace, air conditioning ductwork, and updated air conditioning. The new roof completes this rare Portland offering, where classic home charm meets modern comfort and standout utility.
Features of 279 Middle Haddam Road
| MLS® # | 24177414 |
|---|---|
| Price | $1,050,000 |
| Bedrooms | 4 |
| Bathrooms | 3/2 |
| Full Baths | 3 |
| Half Baths | 2 |
| Square Footage | 5,572 |
| Acres | 3.59 |
| Type | Single Family For Sale |
| Style | Cape Cod |
| Status | Closed |
Community Information
| Address | 279 Middle Haddam Road |
|---|---|
| Area | N/A |
| City | Portland |
| County | Middlesex |
| State | Connecticut |
| Zip Code | 06480 |
Amenities
| Features | Programmable Thermostat, Thermopane Windows |
|---|---|
| Parking | Attached Garage, Detached Garage |
| Garage Spaces | 4 |
| Is Waterfront | No |
| Waterfront | View |
| Has Pool | Yes |
| Pool | Spa, Tile, In Ground Pool |
Interior
| Interior Features | Audio System, Auto Garage Door Opener, Central Vacuum, Intercom, Open Floor Plan |
|---|---|
| Appliances | Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer |
| Heating | Hot Water, Natural Gas |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 3 |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Balcony, Gazebo, Barn, Deck, Patio |
| Lot Description | Cleared, Professionally Landscaped, Rolling, Open Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Portland |
Additional Information
| Date Listed | May 21st, 2026 |
|---|---|
| Days on Market | 7 |
| Zoning | RR |
| RE / Bank Owned | No |
Listing Details
| Office | Better Homes and Gardens Real Estate Executive Real Estate |
|---|
