50 Webster Point Road
Madison, Connecticut 06443
- Beds
- 3
- Baths
- 3
- SqFt
- 2,674
- Acres
- 0.23
- Year Built
- 1930
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
29
40 under contract
Median List Price
$1.20M
29 active listings
Median Closed Price
$739,000
225 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per 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
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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.