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. The town approved an apartment for a legal rental option New roof 2025 new furnace 2024 newly painted 2025 owned solar panels
Under contract
$1,099,999
279 Middle Haddam Road, Portland, CT 06480
4beds
5,572sqft
Single Family Residence
Built in 1987
3.59 Acres Lot
$1,129,500 Zestimate®
$197/sqft
$-- HOA
What's special
Two natural stone fireplacesBeautiful expanded cape codSweeping connecticut river viewsCrown moldingAttached two-car garageHeated inground gunite poolBright quartz countertops
- 24 days |
- 698 |
- 47 |
Zillow last checked:
Listing updated:
Listed by:
Team Rio of Executive Real Estate,
Amy P. Rio (860)916-6048,
Better Homes and Gardens Real Estate Executive Real Estate 860-633-8800
Source: Smart MLS,MLS#: 24177414
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Rooms
- Room types: Laundry, Staff Quarters, Workshop
Primary bedroom
- Features: Remodeled, Bedroom Suite, Dressing Room, Full Bath, Walk-In Closet(s)
- Level: Main
- Area: 325 Square Feet
- Dimensions: 13 x 25
Bedroom
- Features: Remodeled, Bedroom Suite
- Level: Upper
- Area: 299 Square Feet
- Dimensions: 13 x 23
Bedroom
- Features: Dressing Room
- Level: Upper
- Area: 322 Square Feet
- Dimensions: 14 x 23
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 143 Square Feet
- Dimensions: 11 x 13
Dining room
- Features: Remodeled, Bay/Bow Window
- Level: Main
- Area: 192 Square Feet
- Dimensions: 12 x 16
Living room
- Features: Remodeled, Wet Bar, Gas Log Fireplace, Fireplace, Hardwood Floor
- Level: Main
- Area: 273 Square Feet
- Dimensions: 13 x 21
Heating
- Hot Water, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Electric Water Heater, Water Heater
- Laundry: Lower Level, Main Level
Features
- Sound System, Central Vacuum, Open Floorplan, In-Law Floorplan
- Windows: Thermopane Windows
- Basement: Full,Finished,Garage Access,Apartment,Walk-Out Access,Liveable Space
- Number of fireplaces: 3
Interior area
- Total structure area: 5,572
- Total interior livable area: 5,572 sqft
- Finished area above ground: 4,376
- Finished area below ground: 1,196
Property
Parking
- Total spaces: 4
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 4
Accessibility
- Accessibility features: 32" Minimum Door Widths
Features
- Patio & porch: Deck, Patio
- Exterior features: Balcony
- Has private pool: Yes
- Pool features: Pool/Spa Combo, Tile, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 3.59 Acres
- Features: Cleared, Landscaped, Rolling Slope, Open Lot
Details
- Additional structures: Gazebo, Barn(s)
- Parcel number: 1032693
- Zoning: RR
- Other equipment: Intercom
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Thermostat, Windows
Community & HOA
Community
- Features: Park
HOA
- Has HOA: No
Location
- Region: Portland
Financial & listing details
- Price per square foot: $197/sqft
- Tax assessed value: $522,900
- Annual tax amount: $18,458
- Date on market: 5/21/2026
Estimated market value
$1,129,500
$1.07M - $1.19M
$7,071/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Pending sale | $1,099,999$197/sqft |
Source:  Smart MLS #24177414 Report a problem | ||
| 5/21/2026 | Listed for sale | $1,099,999+96.4%$197/sqft |
Source: Smart MLS #24177414 Report a problem | ||
| 10/19/2022 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 9/26/2022 | Price change | $2,095-8.9% |
Source: Zillow Rental Manager Report a problem | ||
| 9/11/2022 | Price change | $2,300-8% |
Source: Zillow Rental Manager Report a problem | ||
| 8/30/2022 | Listed for rent | $2,500 |
Source: Zillow Rental Manager Report a problem | ||
| 7/15/2004 | Sold | $560,000$101/sqft |
Source: Smart MLS #G346375 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,458 -12.2% | $522,900 |
| 2024 | $21,015 +23.8% | $522,900 |
| 2023 | $16,973 +0.1% | $522,900 |
| 2022 | $16,963 -2.9% | $522,900 +4.8% |
| 2021 | $17,466 +1.8% | $498,890 |
| 2020 | $17,152 +1.7% | $498,890 |
| 2019 | $16,867 | $498,890 |
| 2018 | $16,867 +2.5% | $498,890 |
| 2017 | $16,453 +13.3% | $498,890 +11.1% |
| 2015 | $14,520 +8.2% | $448,980 +6.4% |
| 2014 | $13,417 +1.6% | $422,170 |
| 2013 | $13,205 +1.8% | $422,170 |
| 2012 | $12,973 +8.8% | $422,170 -0.3% |
| 2011 | $11,925 +1.3% | $423,640 |
| 2010 | $11,777 +2.1% | $423,640 |
| 2009 | $11,540 +0.9% | $423,640 |
| 2008 | $11,434 +6.8% | $423,640 +6.8% |
| 2007 | $10,703 -4.4% | $396,550 +37.8% |
| 2006 | $11,200 +4.5% | $287,840 |
| 2005 | $10,719 +3.4% | $287,840 |
| 2004 | $10,368 +5.8% | $287,840 |
| 2003 | $9,795 +57.7% | $287,840 +33.2% |
| 1995 | $6,213 | $216,020 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06480
Nearby schools
GreatSchools rating
- NAValley View SchoolGrades: PK-1Distance: 3.2 mi
- 7/10Portland Middle SchoolGrades: 7-8Distance: 3.1 mi
- 5/10Portland High SchoolGrades: 9-12Distance: 3.1 mi
Schools provided by the listing agent
- High: Portland
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Middlesex County
- Portland
- 06480
- 279 Middle Haddam Road
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