50 Webster Point Road

Long Island Sound is almost a stone's throw away.
Wait till you get inside.
Close enough for a lovely breeze off the water.
Direct access at the end of Webster Point Rd with steps down to a beach
Front & center
Looking east towards Hammonasset State Park with it's 2 mile long stretch of sandy beach, which you also have easy & direct access to.
Looking west towards Seaview Ave
Below the high tide mark, just keep walking
There is more than meets the eye.
Welcome home.
To the left of a formal foyer, be greeted by the gracious living room.
Beyond the living room, a quaint office or sitting room awaits.
Across from a natural gas fireplace, notice the picture framing.
Quite the elegant dining room
Notice all the detail, such craftsmanship.
At the heart of this chef's kitchen is an oversized dark composite sink with professional faucet, framed by a charming bay window that overlooks the private backyard
Multiple work stations define this exceptional kitchen.
Pull up a stool, be part of the conversation. We know everyone tends to hang out in the kitchen.
Even the granite counter mud room off the back door can act as another work station
More wonderful nook & crannies around the other corner!
An incredible cozy first floor guest room right off the living room with it's own full bath
A sweet Jack & Jill bath between the guest room & a sitting room.
Sitting room or first floor office, the choice is yours.
Even the second floor landing is lovely.
South & east facing windows of the primary bedroom allows for spectacular sunrises over the salt meadows of Hammonasset State Park
A real walk-in closet as part of the primary bedroom
Special touches abound, including the primary bath room
Amazing oversized tile shower features a full bench seat, rain head along with a handheld AND 2 windows plural, to watch the clouds roll by.
Every bedroom is unique, this with it's high-wall wainscoting featuring an integrated display ledge
Reflecting the original age of the home, there is hardwood floors up and down while every bedroom has ceiling lights.
The BIGGEST surprise of all is truly the 2 sizeable finished rooms in the lower level. The gas fireplace and engineered wood flooring make for a quiet refuge
Over 625 sq ft allows you to spread out
Heat, AC & finished hardwood floor stairs complete the picture,
Sit, have a cup of tea or morning coffee as you surround yourself in the pollinator garden with native plants, vegetables & flowers
Two section hot & cold shower "room" has a dressing area with bench seating & a satisfying rainhead
Two car detached garage has both a side door & dedicated storage area.
Your path to the somewhat private pubic beach of Hammonasset State Park, accessed by cyclists or walkers only. Pick beach plums on the way
Almost a peninsula surrounded by nature & beauty
The End
Floor plans for all three levels
Active
$1,700,000
3 beds2,674 sqft$636/sqft
50 Webster Point Rd, Madison, CT 06443
Est: $10,130/moGet pre-approved
Single FamilyProperty Type
10,018 sq ftLot Size
1930Year Built
$636/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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!
1 day on Market
Last updated: 08/28/2026 04:05 AM • Source: SMARTMLS, MLS#: 24197829

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Todd Gould
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$10,130 per month

30 year fixed, 6.55% Interest

Principal and Interest

$8,641

Property Taxes

$1,489

HOA Dues

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Property Information for 50 Webster Point Road

Property Details
  • Taxes: $17,872 / year
  • MLS Type: Residential
  • County: New Haven County
  • Basement Description: Full, Storage, Partially Finished, Liveable Space, Concrete Floor
  • Direct Waterfront: No
  • Expected Active Date: 08-28-2026
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
  • Expected On Market Date: 08-28-2026
Building Information
  • Year Built: 1930
  • Lot Size: 0.23 AC / 10,018 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: From the center of downtown Madison, East on Boston Post Rd/Rt 1 for half mile, Right/South on Liberty St for another half mile. Right/South on Webster Point Rd. Home on the right before Pent Rd.
  • Elementary School: Neck River
  • Flood Zone: No
  • High School: Daniel Hand
  • Intermediate School: Per Board of Ed
  • Latitude: 41.270687
  • Longitude: -72.572994
  • Middle Jr High School: Polson Middle School
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $17,872
Interior and Exterior Features
Exterior Features
  • Exterior Features: Sidewalk, Shed, Garden Area, Lighting, Stone Wall, Underground Sprinkler, Patio
  • Waterfront Description: Walk to Water, Water Community, Access
Interior Features
  • Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Storage Space, Floored, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Laundry Room Info: Lower Level
  • Laundry Room Location: In basement, full side by side
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Gas Log Fireplace,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Built-Ins,Gas Log Fireplace,Engineered Wood Floor
  • Room Level: Lower
  • Room Type: Family Room
Room 5
  • Listing Key: 5889FB37CE6F53FAE0631A01100A2F29
  • Room Entry Order: 13
  • Room Features: Engineered Wood Floor
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 6
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 7
  • Room Entry Order: 3
  • Room Features: Breakfast Bar,Granite Counters,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 8
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 9
  • Listing Key: 5889FB37CE6F53FAE0631A01100A2F29
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Room 10
  • Room Entry Order: 6
  • Room Features: Full Bath,Stall Shower,Tile Floor
  • Room Level: Main
  • Room Type: Jack & Jill Bath
Room 11
  • Room Entry Order: 7
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 12
  • Room Entry Order: 8
  • Room Features: Full Bath,Stall Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Primary Bath
Room 13
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 644
  • Living Area SQFT Per Public Records: 2030
Lot Information
  • Lot Description: Lightly Wooded, Borders Open Space, Level Lot, On Cul-De-Sac, Professionally Landscaped, Water View
  • Parcel Number: 1154216
  • Sq Ft Est Heated Above Grade: 2030.0
  • Sq Ft Total: 2674.0
  • Zoning: R-4
Utilities
  • Energy Features: Fireplace Insert
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 50 Webster Point Road

DateEvent & SourcePriceAppreciation
May 3, 1999

Closed (Public Record)

Public Record #92237696

$368,000

+4.2% / yr

May 17, 1994

Closed (Public Record)

Public Record #92240214

$300,000—
DateEvent & SourcePrice
05/03/1999

Closed (Public Record)

Public Record #92237696

$368,000

+4.2% / yr

05/17/1994

Closed (Public Record)

Public Record #92240214

$300,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 50 Webster Point Road

Taxable ValueLand$569,100Additions$227,700Total$796,800
Tax Record2025$17,872 ($1,489 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,030 SqFtAbove Grade Finished SqFt2,030 SqFtStories2Lot Size10,019 SqFtStyleSingle Family ResidenceYear Built1930Year Renovated1930ZoningR-4CountySOUTH CENTRAL CONNECTICUAPNMADI M:18 B:29

Schools near 50 Webster Point Road

This home is within Madison School District.
Rating
School
Type
Grades
Distance
J. Milton Jeffrey Elementary School
Public - K to 3
Walter C. Polson Upper Middle School
Public - 6 to 8
Daniel Hand High School
Public - 9 to 12
Kathleen H. Ryerson Elementary School
Public - K to 3
Rating
School
Distance
J. Milton Jeffrey Elementary School
PublicK to 3

Walter C. Polson Upper Middle School
Public6 to 8

Daniel Hand High School
Public9 to 12

Kathleen H. Ryerson Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 50 Webster Point Road, Madison, CT 06443

50 Webster Point Road is a single family home for sale in Madison, CT 06443. This property was listed for sale on August 21, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $1,700,000. It has been on the market for a total of 1 days and was last sold on May 3, 1999. This listing's school district is Madison School District. Nearby schools include J. Milton Jeffrey Elementary School, Walter C. Polson Upper Middle School and Daniel Hand High School. 50 Webster Point Road is a 3-bed, 3-bath, 2,674 sqft single family home built in 1930.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Todd Gould

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.