74 Webster Point Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$5,496,700

Trulia Estimate
  • 6 Beds
  • 6 Baths
  • 5,094 sqft (on 0.65 acres)

74 Webster Point Rd, Madison, CT 06443

Est. Refi. Payment $38,149/mo*
Refinance Your Home
Currently Off Market - Sold Jul 27, 2012 for $3,110,000

Home Value

Trulia Estimate
$5.5M
Since last month
Increased$47K (+0.9%)
Since last year
Decreased$42K (-0.8%)
Since last sale
Increased$2M (+76.8%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$5.5M
August 2026$5.46M
July 2026$5.45M
June 2026$5.66M
May 2026$5.53M
April 2026$5.44M
March 2026$5.34M
February 2026$5.3M
January 2026$5.2M
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
137 Liberty Street, Madison, CT
0.36
Single-Family Home
$2,200,000
08/06/26
5
5.5
5,543
64 Webster Point Road, Madison, CT
0.05
Single-Family Home
$2,185,000
07/31/26
4
3.5
4,010
123 Liberty Street, Madison, CT
0.43
Single-Family Home
$1,600,000
12/30/25
4
3.5
4,988
35 Hotchkiss Lane, Madison, CT
0.17
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400
77 East Wharf Road, Madison, CT
0.96
Single-Family Home
$2,500,000
04/20/26
5
6
4,450
33 Seaview Avenue, Madison, CT
0.64
Single-Family Home
$4,300,000
02/03/26
5
4.5
4,613
12 Stanton Court, Madison, CT
0.68
Single-Family Home
$1,360,000
10/27/25
4
3.5
5,219
25 Seaview Avenue, Madison, CT
0.68
Single-Family Home
$2,600,000
10/06/25
5
4
3,397
31 Stanton Court, Madison, CT
0.68
Single-Family Home
$1,356,000
10/30/25
4
2.5
3,569
880 Boston Post Road, Madison, CT
1.15
Single-Family Home
$2,145,000
08/17/26
4
3.5
3,697

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
24 Pent Road, Madison, CT 06443
0.06
$779,600
1
1
784
Off Market
37 Pent Road #3, Madison, CT 06443
0.07
$478,300
3
1
1,056
Off Market
64 Webster Point Road, Madison, CT 06443
0.05
$2,185,000
4
3.5
4,010
Recently Sold
11 Pent Road, Madison, CT 06443
0.08
$754,800
3
2
1,296
Off Market
7 Pent Road, Madison, CT 06443
0.08
$710,000
2
1.5
1,142
Recently Sold
35 Hotchkiss Lane, Madison, CT 06443
0.17
$1,585,000
3
2.5
2,400
Recently Sold
17 Barberry Lane, Madison, CT 06443
0.27
$3,000,000
4
5
4,833
For Sale
7 Barberry Lane, Madison, CT 06443
0.31
$1,680,900
4
2.5
2,226
Off Market
137 Liberty Street, Madison, CT 06443
0.36
$2,200,000
5
5.5
5,543
Recently Sold
4 Neptune Avenue, Madison, CT 06443
0.37
$1,775,600
3
2.5
2,103
Off Market
123 Liberty Street, Madison, CT 06443
0.43
$1,600,000
4
3.5
4,988
Recently Sold
11 Alexandra Lane, Madison, CT 06443
0.48
$2,489,700
4
5.5
4,077
Off Market

Local Information

  • Map ViewExplore the area around 74 Webster Point Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
0.65 acres
Living Area
5,094 sqft
Price/Sqft
$1,079
Parking
Garage

About this House

Direct Waterfront/Sandy Beach. Stunning, panoramic views of Long Island Sound. Large lawn transitions to private double beach. Bright open floor plan with gourmet kitchen and family room opening to patio. Residence embraces 5 bedroom suites; one on first
74 Webster Point Rd, Madison, CT 06443 is a 6 bedroom, 6 bathroom, 5,094 sqft single-family home built in 1956. It last sold for $3,110,000 on Jul 27, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,496,700, with a rent estimate of $7,176/month.

Home Details for 74 Webster Point Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 0.65 acres

Price and Tax history

DateEventPrice
Jul 27, 2012
Source: Smart MLS #M9133892
Sold
$3,110,000
Apr 13, 2012
Source: Agent Provided
Listed For Sale
$3,700,000
Apr 1, 2010
Source: Smart MLS #M9117941
Sold
$3,150,000
Dec 3, 2009
Source: Agent Provided
ListingRemoved
$3,900,000
Aug 2, 2009
Source: Agent Provided
Listed For Sale
$3,900,000

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 74 Webster Point Rd

  • What is 74 Webster Point Rd estimated to be worth?
    Trulia's estimated value for 74 Webster Point Rd in Madison, CT is $5,496,700.
  • What is the price history for 74 Webster Point Rd?
    74 Webster Point Rd in Madison, CT last sold for $3,110,000 in July 2012.
  • 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.
  • How big is the lot at 74 Webster Point Rd?
    The lot at 74 Webster Point Rd in Madison, CT is about 0.65 acres (28,314 sq ft).
  • Does 74 Webster Point Rd have a garage?
    Yes, 74 Webster Point Rd in Madison, CT has a garage.

Explore by feature - Pet Friendly

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