53 Oak Ave, Madison, CT 06443
Property image
Property image
OFF MARKET

53 Oak Ave
Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,192 sqft

$944,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $6,580/mo*
Refinance Your Home

$944,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $6,580/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,192 sqft

Home Value

Trulia Estimate
$944K
Since last month
Decreased$4K (-0.4%)
Since last year
Increased$14K (+1.5%)
Since last sale
Increased$245K (+35.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +71% in the last 10 years
MonthEstimated value
2026
August 2026$944K
July 2026$948K
June 2026$975K
May 2026$962K
April 2026$938K
March 2026$932K
February 2026$923K
January 2026$939K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
41 Harbor Avenue, Madison, CT
0.25
Single-Family Home
$610,000
06/05/26
2
2
1,640
58 Neck Rd, Madison, CT
0.41
Single-Family Home
$690,000
07/14/26
3
2
1,477
146 Chittenden Field Lane, Madison, CT
0.22
Single-Family Home
$1,825,000
01/30/26
3
2
1,824
46A Beach Avenue, Madison, CT
0.18
Single-Family Home
$800,000
06/01/26
3
2
1,504
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
11 Soundview Avenue, Madison, CT
0.72
Single-Family Home
$900,000
07/30/26
2
1
1,122
46 Beach Ave, Madison, CT
0.21
Single-Family Home
$800,000
06/03/26
3
2
2,427

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
61 Oak Avenue, Madison, CT 06443
0.01
$1,194,500
3
2
1,210
Off Market
50 Oak Avenue, Madison, CT 06443
0.03
$1,419,300
4
2.5
2,310
Off Market
71 Oak Avenue, Madison, CT 06443
0.05
$2,590,800
2
2.5
2,803
Off Market
130 Beach Avenue, Madison, CT 06443
0.08
$1,418,700
2
1.5
1,648
Off Market
126 Beach Avenue, Madison, CT 06443
0.09
$1,057,700
2
2
1,324
Off Market
86 Beach Avenue, Madison, CT 06443
0.11
$863,300
2
1
1,512
Off Market
26 Bassett Lane, Madison, CT 06443
0.07
$1,950,000
3
3.5
2,160
For Sale
85 Beach Avenue, Madison, CT 06443
0.12
$3,489,100
3
4
4,844
Off Market
69 Twin Coves Road, Madison, CT 06443
0.10
$915,200
4
3
2,185
Off Market
9 Bassett Lane, Madison, CT 06443
0.10
$1,055,800
4
3.5
2,576
Off Market
131 Twin Coves Road, Madison, CT 06443
0.11
$1,017,700
2
1.5
2,287
Off Market
144 Twin Coves Road, Madison, CT 06443
0.11
$2,866,700
4
3.5
2,186
Off Market

Local Information

  • Map ViewExplore the area around 53 Oak Ave.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1946
Living Area
1,192 sqft
Price/Sqft
$792
Parking
Garage

About this House

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.
53 Oak Ave, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,192 sqft single-family home built in 1946. It last sold for $699,000 on Dec 2, 2022. It is currently off market. The Trulia Estimate is $944,100, with a rent estimate of $3,519/month.

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 and Tax history

DateEventPrice
Dec 2, 2022
Source: Smart MLS #170527211
Sold
$699,000
Nov 22, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170527211
PendingToActive
$719,999
Nov 21, 2022
Source: Smart MLS #170527211
Contingent
$719,999
Oct 25, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170527211
Pending
$719,999
Oct 18, 2022
Source: Smart MLS #170527211
PriceChange
$719,999
Price decreased by 4%

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM

Around this home

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % 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

  • 12 % 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 53 Oak Ave

  • What is 53 Oak Ave estimated to be worth?
    Trulia's estimated value for 53 Oak Ave in Madison, CT is $944,100.
  • What is the price history for 53 Oak Ave?
    53 Oak Ave in Madison, CT last sold for $699,000 in December 2022.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $710K. That is down $53.67K from the prior month.
  • Does 53 Oak Ave have air conditioning?
    Yes, 53 Oak Ave in Madison, CT has air conditioning.
  • How big is the lot at 53 Oak Ave?
    The lot at 53 Oak Ave in Madison, CT is about 0.15 acres (6,534 sq ft).

Explore by feature - Pet Friendly

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