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Ad #7804280
MLS #24179566
Listing photo

A rare offering in one of Madison's coveted shoreline

55 Island Ave, Madison, CT 06443
$1,400,000
4Beds
3Baths
3,046Sqft
1.02Acres

About this property

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.

Property Features

4 Beds
3 Baths
3,046 Sqft
Built in 1972
1.02 Acres
Has Fireplace
Hot Water(Heating)
$19,685 / yr property tax
New Haven County

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Phoebe Finch

William Pitt Sotheby's International Realty

617-645-3907

Location

Map
Listing Agent: Phoebe Finch 617-645-3907
Broker: William Pitt Sotheby's International Realty 203-245-6700 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

A rare offering in one of Madison's coveted shoreline - photo 1
A rare offering in one of Madison's coveted shoreline - photo 2
A rare offering in one of Madison's coveted shoreline - photo 3
A rare offering in one of Madison's coveted shoreline - photo 4
A rare offering in one of Madison's coveted shoreline - photo 5
A rare offering in one of Madison's coveted shoreline - photo 6
A rare offering in one of Madison's coveted shoreline - photo 7
A rare offering in one of Madison's coveted shoreline - photo 8
A rare offering in one of Madison's coveted shoreline - photo 9
A rare offering in one of Madison's coveted shoreline - photo 10
A rare offering in one of Madison's coveted shoreline - photo 11
A rare offering in one of Madison's coveted shoreline - photo 12
A rare offering in one of Madison's coveted shoreline - photo 13
A rare offering in one of Madison's coveted shoreline - photo 14
A rare offering in one of Madison's coveted shoreline - photo 15
A rare offering in one of Madison's coveted shoreline - photo 16
A rare offering in one of Madison's coveted shoreline - photo 17
A rare offering in one of Madison's coveted shoreline - photo 18
A rare offering in one of Madison's coveted shoreline - photo 19
A rare offering in one of Madison's coveted shoreline - photo 20
A rare offering in one of Madison's coveted shoreline - photo 21
A rare offering in one of Madison's coveted shoreline - photo 22
A rare offering in one of Madison's coveted shoreline - photo 23
A rare offering in one of Madison's coveted shoreline - photo 24
A rare offering in one of Madison's coveted shoreline - photo 25
A rare offering in one of Madison's coveted shoreline - photo 26
A rare offering in one of Madison's coveted shoreline - photo 27
A rare offering in one of Madison's coveted shoreline - photo 28
A rare offering in one of Madison's coveted shoreline - photo 29
A rare offering in one of Madison's coveted shoreline - photo 30
A rare offering in one of Madison's coveted shoreline - photo 31
A rare offering in one of Madison's coveted shoreline - photo 32
A rare offering in one of Madison's coveted shoreline - photo 33
A rare offering in one of Madison's coveted shoreline - photo 34

$1,400,000

4
Beds
3
Baths
3,046
Sqft

55 Island Ave, Madison, CT 06443

By contacting this agent you agree to these Terms and Conditions.
Home Connecticut Madison
A rare offering in one of Madison's coveted shoreline - photo 1
A rare offering in one of Madison's coveted shoreline - photo 2
A rare offering in one of Madison's coveted shoreline - photo 3
A rare offering in one of Madison's coveted shoreline - photo 4
A rare offering in one of Madison's coveted shoreline - photo 5
MLS# 24179566
Home Sale Pending

A rare offering in one of Madison's coveted shoreline

$1,400,000

55 Island Ave, Madison, CT 06443

4
Beds
3
Baths
3,046
Sqft
1.02
Acres
$1,400,000
55 Island Ave, Madison, CT 06443
4 Beds
3 Baths
3,046 Sqft
1.02 Acres
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.
72 days
on BeachHouse.com
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Property Details

HOME DETAILS

4 Beds
3 Baths
3,046 Sqft
Built in 1972
1.02 Acres

INTERIOR

Has Fireplace
Hot Water(Heating)

FINANCIAL & COMMUNITY

$19,685 / yr property tax
New Haven County
See More Details

Location

Map
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Ad Statistics

Ad Number
7804280
Viewed
0 time
Listing Status
Pending
Added
May 31, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
SmartMLS, Inc.
Source Property ID
24179566
Listing Agent: Phoebe Finch 617-645-3907
Broker: William Pitt Sotheby's International Realty 203-245-6700 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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If you've ever strolled down East Wharf, you've likely noticed - photo 1
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If you've ever strolled down East Wharf, you've likely noticed - photo 11
If you've ever strolled down East Wharf, you've likely noticed - photo 12
If you've ever strolled down East Wharf, you've likely noticed - photo 13
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If you've ever strolled down East Wharf, you've likely noticed - photo 16
If you've ever strolled down East Wharf, you've likely noticed - photo 17
If you've ever strolled down East Wharf, you've likely noticed - photo 18
If you've ever strolled down East Wharf, you've likely noticed - photo 19
If you've ever strolled down East Wharf, you've likely noticed - photo 20
If you've ever strolled down East Wharf, you've likely noticed - photo 21
If you've ever strolled down East Wharf, you've likely noticed - photo 22
If you've ever strolled down East Wharf, you've likely noticed - photo 23
If you've ever strolled down East Wharf, you've likely noticed - photo 24
If you've ever strolled down East Wharf, you've likely noticed - photo 25
If you've ever strolled down East Wharf, you've likely noticed - photo 26
If you've ever strolled down East Wharf, you've likely noticed - photo 27
If you've ever strolled down East Wharf, you've likely noticed - photo 28
If you've ever strolled down East Wharf, you've likely noticed - photo 29
If you've ever strolled down East Wharf, you've likely noticed - photo 30
If you've ever strolled down East Wharf, you've likely noticed - photo 31
If you've ever strolled down East Wharf, you've likely noticed - photo 32
If you've ever strolled down East Wharf, you've likely noticed - photo 33
If you've ever strolled down East Wharf, you've likely noticed - photo 34
If you've ever strolled down East Wharf, you've likely noticed - photo 35
If you've ever strolled down East Wharf, you've likely noticed - photo 36

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Rare opportunity to own in one of Madison's most coveted - photo 2
Rare opportunity to own in one of Madison's most coveted - photo 3
Rare opportunity to own in one of Madison's most coveted - photo 4
Rare opportunity to own in one of Madison's most coveted - photo 5
Rare opportunity to own in one of Madison's most coveted - photo 6
Rare opportunity to own in one of Madison's most coveted - photo 7
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Rare opportunity to own in one of Madison's most coveted

Added: 06/04/2026 • Updated: 07/09/2026
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This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
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Buy Buy Advertise
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Testimonials About Us Office Locations
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy