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50 Webster Point Road

Madison, Connecticut 06443

COMING SOON - NEW$1,700,000
Beds
3
Baths
3
SqFt
2,674
Acres
0.23
Year Built
1930
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

About This Home

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!

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1930
Days on Market
0 days
Beds
3
Baths
3 full
Living Area
2,674 sq ft
Lot Size
0.23 acres
Garage / Parking
2 garage
Property Taxes
$17,872 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

51

29 active listings

Median $ / Sq Ft

$490

29 active listings

Sale-to-List Ratio

100.0%

225 sales

How this home compares

List Price

$1.70M

vs $1.20M median

41.7% above median

Price / Sq Ft

$636

vs $490 median

29.8% above median

Days on Market

0 days

vs 51 days median

51 days fresher than median

Based on 29 active and 225 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 22, 2026.

Location

50 Webster Point Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,787

per month

  • Principal & Interest$8,731
  • Property Taxes$1,489
  • Insurance$567
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Madison
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1930
New Construction
No/Resale
Living Area
2,674 sq ft
Below Grade
644 sq ft

Schools

Elementary
Neck River
Middle
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Lower Level
Laundry Location
In basementfull side by side
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalWasherDryer
Basement
FullStoragePartially FinishedLiveable SpaceConcrete Floor
Interior Features
Auto Garage Door OpenerCable - Pre-wired
Additional Rooms
Laundry RoomMud Room

Exterior & Lot

Lot Size
0.23 acres
Zoning
R-4
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Walk to WaterWater CommunityAccess
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Gray
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkShedGarden AreaLightingStone WallUnderground SprinklerPatio
Lot Description
Lightly WoodedBorders Open SpaceLevel LotOn Cul-De-SacProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$17,872 / Annually
Days on Market
0
MLS #
24197829
MLS Status
Coming Soon

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Todd Gould

(203) 988-5414

William Pitt Sotheby's Int'l

(203) 245-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/22/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/22/2026 at 1:41 AM UTC.