50 Webster Point Road, Madison, CT 06443
Property image
Property image
UNDER CONTRACT

$1,700,000

  • 3 Beds
  • 3 Baths
  • 2,674 sqft

50 Webster Point Road, Madison, CT 06443

Est. Mortgage $11,869/mo*
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Home Highlights

Single-Family Home
Built in 1930
$636/sqft
Garage

Local Information

  • Map ViewExplore the area around 50 Webster Point Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

AN exceptional BEACH HOME in an UNBEATABLE LOCATION! Situated in a highly desirable beach neighborhood south of Route 1, this exquisite home is completely move-in ready with no work needed and talk about location. In one direction you have a short distance to TWO beaches AND in the other, The Shoreline Greenway Trail into Hamonnasset State Park with it's 2 miles stretch of sandy beach. Inside this gorgeous home you'll find exceptional craftsmanship noted by classic chair rails, picture-frame molding and detailed trim. Step from the formal foyer into a light-filled living room with brick gas fireplace. The expansive kitchen boasts multiple work stations, granite counters, walk-in pantry, breakfast bar, 6 burner gas range and a very useful mudroom around the corner. A main floor office and guest room share a Jack & Jill full bath for great flexibility. Upstairs there's a grand primary suite with walk-in closet plus two additional bedrooms and full bath. The dry lower level surprisingly features two beautifully finished rooms complete with heat, AC, quality flooring, built-ins and a cozy gas fireplace. Outside is as special as inside with brick pathed pollinator flower and vegetable gardens, private backyard with patio and firepit, outdoor hot and cold shower room and a detached 2-car garage with storage. Modern mechanicals include a highly efficient newer natural gas boiler, 2-zone AC & roof only 7 years young. Will not last, an absolute must-see!
Last check for updates: about 11 hours ago
Listing courtesy of Todd Gould, (203) 988-5414
William Pitt Sotheby's Int'l, (203) 988-5414
Source: Smart MLS, MLS#24197829
Also Listed on Smart MLS.

Home Details for 50 Webster Point Road

Interior Features

Interior Details
Basement: Full,Storage Space,Partially Finished,Liveable Space,ConcreteNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Den, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2674 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Tankless Water HeaterDishwasherDisposalDryerLaundry: Lower Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: InsertHas a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Sidewalk, Garden, Lighting, Stone Wall, Underground SprinklerFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached,Garage Door Opener
Frontage
Waterfront: Walk to Water, Water Community, AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2030 Square FeetFinished Area (below surface): 644 Square Feet

Days on Market

Days on Market: 14

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1154216

Price & Status

Price
List Price: $1,700,000Price Per Sqft: $636
Status Change & Dates
Off Market Date: Sat Aug 29 2026Possession Timing: Negotiable

Active Status

MLS Status: Under Contract

Location

Direction & Address
City: Madison
School Information
Elementary School: Neck RiverJr High / Middle School: Polson Middle School, Per Board of EdHigh School: Daniel Hand

Agent Information

Listing Agent
Listing ID: 24197829

Building

Building Area
Building Area: 2674 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Playground, Public Rec Facilities, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 10018.8 sqft

Miscellaneous

BasementMls Number: 24197829Zillow Contingency Status: Under ContractAttic: Storage, Floored, Pull Down StairsWater ViewWater View: WaterAttribution Contact: (203) 988-5414Above Grade Unfinished Area: 2030Activation Date: Fri Aug 28 2026

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkPlaygroundPublic Rec FacilitiesShopping/Mall

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
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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
    Flag

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

Home Value

Trulia Estimate
$1.75M
Since last month
Increased$378K (+27.3%)
Since last year
Increased$319K (+22.1%)
Since last sale
Increased$1M (+377.7%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$1.76M
August 2026$1.75M
July 2026$1.38M
June 2026$1.49M
May 2026$1.47M
April 2026$1.42M
March 2026$1.37M
February 2026$1.36M
January 2026$1.36M
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
35 Hotchkiss Lane, Madison, CT
0.06
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400
7 Pent Road, Madison, CT
0.05
Single-Family Home
$710,000
06/30/26
2
1.5
1,142
11 Pent Road, Madison, CT
0.06
Single-Family Home
$726,200
10/08/25
3
2
1,296
64 Webster Point Road, Madison, CT
0.06
Single-Family Home
$2,185,000
07/31/26
4
3.5
4,010
9 Madrina Lane, Madison, CT
0.46
Single-Family Home
$530,000
10/17/25
3
2
2,159
44 Pent Road, Madison, CT
0.12
Single-Family Home
$1,170,000
09/04/26
2
2
1,010
166 Bishop Lane, Madison, CT
0.55
Single-Family Home
$900,000
11/14/25
3
3
2,968
32 Liberty Street, Madison, CT
0.62
Single-Family Home
$1,100,000
10/08/25
3
3
1,188
7 Madrina Lane, Madison, CT
0.45
Single-Family Home
$500,000
01/26/26
3
1
1,144

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
35 Hotchkiss Lane, Madison, CT 06443
0.06
$1,585,000
3
2.5
2,400
Recently Sold
7 Pent Road, Madison, CT 06443
0.05
$710,000
2
1.5
1,142
Recently Sold
11 Pent Road, Madison, CT 06443
0.06
$754,800
3
2
1,296
Off Market
64 Webster Point Road, Madison, CT 06443
0.06
$2,185,000
4
3.5
4,010
Recently Sold
24 Pent Road, Madison, CT 06443
0.08
$787,600
1
1
784
Off Market
37 Pent Road #3, Madison, CT 06443
0.12
$479,800
3
1
1,056
Off Market
44 Pent Road, Madison, CT 06443
0.12
$1,170,000
2
2
1,010
Recently Sold
17 Barberry Lane, Madison, CT 06443
0.16
$3,000,000
4
5
4,833
For Sale
7 Barberry Lane, Madison, CT 06443
0.20
$1,690,300
4
2.5
2,226
Off Market
137 Liberty Street, Madison, CT 06443
0.25
$2,200,000
5
5.5
5,543
Recently Sold
4 Neptune Avenue, Madison, CT 06443
0.27
$1,766,700
3
2.5
2,103
Off Market
123 Liberty Street, Madison, CT 06443
0.32
$1,600,000
4
3.5
4,988
Recently Sold

Price and Tax history

DateEventPrice
Aug 30, 2026
Source: Smart MLS #24197829
Pending
$1,700,000
Aug 28, 2026
Source: Smart MLS #24197829
Listed For Sale
$1,700,000
May 3, 1999
Source: N/A
Sold
$368,000
May 17, 1994
Source: N/A
Sold
$300,000

LGBTQ Local Legal Protections

Todd Gould, William Pitt Sotheby's Int'l, (203) 988-5414
Agent Phone: (203) 988-5414
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 50 Webster Point Road

  • What is the estimated monthly payment for 50 Webster Point Road?
    Based on a $1,700,000 list price with 20% down at today's rates, the estimated monthly payment for 50 Webster Point Road in Madison, CT is approximately $12,081 (about $8,988 principal & interest, $3,018 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 50 Webster Point Road compare to homes in Madison?
    50 Webster Point Road in Madison, CT is listed at $1,700,000, about 140% above the $710K median sale price in Madison.
  • What do residents say about Madison?
    Residents describe Madison, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Madison, CT.
  • What are the closest schools to 50 Webster Point Road?
    The closest schools to 50 Webster Point Road in Madison, CT are Daniel Hand High School (rated 10/10), Dr. Robert H. Brown Middle School (Elementary, rated 9/10), J. Milton Jeffrey Elementary School (rated 10/10).
  • Does 50 Webster Point Road have air conditioning?
    Yes, 50 Webster Point Road in Madison, CT has air conditioning.
  • Does 50 Webster Point Road have laundry facilities?
    Yes, 50 Webster Point Road in Madison, CT has in-unit laundry.
50 Webster Point Road, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,674 sqft single-family home built in 1930. This property is currently available for sale and was listed by Smart MLS on Aug 21, 2026. The MLS # for this home is MLS# 24197829.