53 Oak Ave, Madison, CT 06443
OFF MARKET

53 Oak Ave
Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,192 sqft

$954,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $6,534/mo*
Refinance Your Home

$954,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $6,534/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,192 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to the year round beach house you've been waiting for! A rare 3 bedroom 1.5 bath colonial home in a private beach association in Madison, CT only 3 houses in from the beach. Entering through the front door you'll have a wide open living room with a cozy fireplace that is equipped with 2 blowers to give off that much wanted warm air on the cold New England nights. During the day you can work from home utilizing the built in desk area overlooking the backyard through the large picture window. To the right of the living room you'll enjoy a morning coffee, or a romantic evening dinner, in the All-Season room with views of the Long Island Sound. The main floor also offers a spacious kitchen, a half bath, and a bedroom. On the second floor is the laundry room, 2 bedrooms. a full bathroom, and a sitting area. Both the master bedroom and the sitting area have views of the Long Island Sound. The sitting area along with the laundry room have both been used in the past as additional spaces to host extra guests who want to come stay the night (or more). The private beach is less than a minute walk where you can take a swim in the private cove, read a book with your feet in the water, kayak, etc. When you get back there is an outdoor shower in backyard waiting for you to wash off. Don't miss out on this opportunity for your beach oasis.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 53 Oak Ave

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Interior Details
Number of Rooms: 8
Appliances & Utilities
Washer

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1946
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 6534 sqft

Price History for 53 Oak Ave

DatePriceEventSource
12/02/2022$699,000Sold
Smart MLS #170527211
11/22/2022$719,999PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #170527211
11/21/2022$719,999ContingentSmart MLS #170527211
10/25/2022$719,999PendingWilliam Raveis Real Estate, Mortgage & Insurance #170527211
10/18/2022$719,999PriceChange
Smart MLS #170527211
10/03/2022$750,000Listed For SaleSmart MLS #170527211
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Property Tax and Assessment

Year2025
Tax$11,668
Assessment$520,200
Home facts updated by county records

Comparable Sales for 53 Oak Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Kelsey Place, Madison, CT
0.40
Single-Family Home
$665,000
11/14/25
3
2
1,260
146 Chittenden Field Lane, Madison, CT
0.22
Single-Family Home
$1,825,000
01/30/26
3
2
1,824
50 Oak Avenue, Madison, CT
0.03
Single-Family Home
$1,325,000
06/27/25
4
2.5
2,310
42 Neck Road, Madison, CT
0.47
Single-Family Home
$520,000
05/22/26
3
1.5
1,288
115 Harbor Avenue, Madison, CT
0.16
Single-Family Home
$1,400,000
05/15/26
4
3
1,999
76 Neck Road, Madison, CT
0.34
Single-Family Home
$720,000
08/29/25
3
2.5
1,459
7 Meadow Lane, Madison, CT
0.61
Single-Family Home
$625,000
07/03/25
2
1
1,369
57 Circle Beach Road, Madison, CT
1.12
Single-Family Home
$700,000
09/26/25
3
1.5
1,116
218 Neck Road, Madison, CT
0.52
Single-Family Home
$960,000
06/30/25
4
2
2,047
114 Neck Road, Madison, CT
0.26
Single-Family Home
$972,000
06/20/25
4
2.5
3,068

Nearby homes

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Assigned Schools

These are the assigned schools for 53 Oak Ave.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 56 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 89 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 13 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
    Flag
  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
    Flag
  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
    Flag
  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
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  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
    Flag
  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
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53 Oak Ave, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,192 sqft single-family home built in 1946. This property is not currently available for sale. 53 Oak Ave was last sold on Dec 2, 2022 for $699,000. The current Trulia Estimate for 53 Oak Ave is $954,300.