• 31 days on site
  • 3 views

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. Request for All Offers 6/7 at 6pm.

Source: Smart MLS, MLS#: 24179566

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  • Property Type
    Residential
  • Lot
    1.02 acres

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Craig Milton

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Owning this Home

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 55 Island Avenue


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/25/2026Source: Smart MLS Status Change
Under Contract
6/9/2026Source: Smart MLS Status Change
Under Contract - Continue to Show
5/30/2026Source: Smart MLS Status Change
Active
5/29/2026Source: Smart MLS Added to Database
May 29, 2026
Listing provided courtesy of William Pitt Sotheby's Int'l- MLS# 24179566MLS ProviderContact Information: (617) 645-3907