Date
Details
Price
Change
Source
5/31/2026
Listed
$1,400,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,400,000 Just Listed
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Property Description
A rare offering in one of Madison's coveted shoreline neighborhoods, this custom-built Cape has been impeccably preserved since 1972, presenting a remarkable opportunity to own a home of enduring quality, character, and potential. Set on a private 1.02 acre lot with an Island address and easy access off Cambridge, the location offers exceptional privacy while remaining a quick walk to town, the Green or the beach. This charming 4 bed, 3 full bath home features 3,046 square feet of living space. Gracious formal rooms include an elegant living room with original hardwood floors (ready for refinishing as the shag rugs were just removed!) and sliders to a terrace. You'll also enjoy a bespoke dining room with a custom-painted island inspired wall, and a handsome wood-paneled family room with a fireplace and access to the 2 car garage. The large sunroom overlooks the beautiful grounds, while the charming, functional kitchen includes a casual eating area. A thoughtful floor plan offers two bedrooms and two full baths on the main level that could easily be combined to create an impressive 1st floor primary suite. Upstairs, a spacious landing leads to a large bath with double sinks, a generous guest bedroom, and an enormous fourth bedroom ideal as another bedroom suite, office, studio, recreation space or combination depending on your needs. Dated yet in exceptional condition, this rare gem offers location, privacy, scale, and endless possibilities-unlike anything else on the market!
Full Property Details
Full Property Details for 55 Island Ave
General
- Price: $1,400,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24179566
- Updated: Today (5/31/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Cook Top, Oven/Range, Refrigerator, Freezer, Compactor, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Full Bath: Tub w/Shower, Main
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Main
- Bedroom 1: Bedroom - Hardwood Floor, Main
- Bedroom 2: Bedroom - Hardwood Floor, Upper
- Bedroom 3: Bedroom - Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Sliders, Hardwood Floor, Main
- Family Room: Family Room - Book Shelves, Built-Ins, Fireplace, Sliders, Hardwood Floor, Main
- Eat In Kitchen: Eat-In Kitchen - Eating Space, Main
- Dining Room: Dining Room - Hardwood Floor, Main
- Laundry: Main Level
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: New Haven
- Driving Directions: Follow Island Avenue towards water. Turn left on Cambridge. 1st driveway on the left.
School Information
- Elementary School: Neck River
- High School: Daniel Hand
Heating & Cooling
- Cooling Type: Central Air, Ductless
- Heating Type: Hot Water, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: None
- Roof: Asphalt Shingle
- Square Feet: 3,046
- Above Ground: 3,046 Sq. Ft.
- Year Built: 1972
Lot Features
- Lot Size (Acres): 1.02
- Zoning: R-2
- Lot Description: Level Lot, Cleared, Professionally Landscaped
Water Features
- Water Front Desc.: Walk to Water
Financial Considerations
- Assessment Amount: $877,600
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1154786
Listed by William Pitt Sotheby's Int'l, Phoebe Finch
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 55 Island Ave —
Phoebe Finch
William Pitt Sotheby's Int'l
Agent Contact: (617) 645-3907 Office Contact: (203) 245-6700
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 55 Island Ave
Tax History
Tax History for 55 Island Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,685
2%
$877,600
—
2023
$19,307
25%
$877,600
70%
2023
$15,503
2%
$517,300
—
2022
$15,214
2%
$517,300
—
2021
$14,924
2%
$517,300
—
2020
$14,665
—
$517,300
—
2019
$14,665
-19%
$517,300
-20%
2018
$18,097
3%
$645,400
—
2017
$17,619
3%
$645,400
—
2016
$17,097
3%
$645,400
—
2015
$16,626
2%
$645,400
—
2014
$16,245
7%
$645,400
-13%
2010
$15,172
—
$744,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 55 Island Ave
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- Condo
- Closed
- 3Beds
- 3Total Baths
- 2,368Sq. Ft.
Listed by Cathy Lynch & Team
Sold by William Pitt Sotheby's Int'l
Sold by William Pitt Sotheby's Int'l
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Listed by Cathy Lynch & Team
Sold by Erin Connelly
Sold by Erin Connelly
55 Island Avenue, Madison, CT 06443 (MLS# 24179566) is a Single Family property with 4 bedrooms and 3 full bathrooms. 55 Island Avenue is currently listed for $1,400,000 and was received on May 31, 2026. Want to learn more about 55 Island Avenue? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.