33 Madison Avenue
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 3
- SqFt
- 2,378
- Acres
- 0.47
- Year Built
- 1998
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Built in 1998, this distinctive shingle-style contemporary is ideally located within walking distance of East Wharf Beach, downtown Madison, and its charming shops and restaurants. Exceptional stonework, lush gardens, and a tranquil pond create a private outdoor oasis that you enjoy as you enter from Pheasant Drive. The main level features a beautifully appointed kitchen with mahogany countertops, custom tile, and an adjacent dining room with a dramatic wall of windows overlooking the gardens. The first-floor is complete with a bedroom and full bath also with mahogany countertops and custom tile. The second floor offers a stunning living room with a gas fireplace, bench seating and built ins with a nautical flair plus a terrace that overlooks the gardens. The primary suite offers a full bath with tub and tiled shower. The third floor is an open, versatile space perfect for a guest room, home office, or studio. It also has a full bath and access to a terrace and a spacious deck nestled among the treetops. Additional highlights include radiant floor heating, ductless split-system air conditioning on the first and second floor, and a tandem two-car garage. A truly one-of-a-kind home offering exceptional craftsmanship, beautiful outdoor spaces, and an unbeatable location close to Madison's shoreline and vibrant town center.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1998
- Days on Market
- 14 days
- Beds
- 2
- Baths
- 3 full
- Living Area
- 2,378 sq ft
- Lot Size
- 0.47 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $18,680 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
29
47 under contract
Median List Price
$1.30M
29 active listings
Median Closed Price
$729,000
223 sales
Median Days on Market
57
29 active listings
Median $ / Sq Ft
$434
29 active listings
Sale-to-List Ratio
100.0%
223 sales
How this home compares
List Price
$1.40M
vs $1.30M median
7.4% above median
Price / Sq Ft
$587
vs $434 median
35.3% above median
Days on Market
14 days
vs 57 days median
43 days fresher than median
Based on 29 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 28, 2026.
Location
33 Madison Avenue, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,113
- Property Taxes$1,557
- Insurance$465
- 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
- Contemporary
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 2,378 sq ft
Schools
- Elementary
- Neck River
- High
- Daniel Hand
Interior
- Heating
- Radiant
- Heat Fuel
- Propane
- Cooling
- Split System
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Laundry in basement/garage area
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageGarage AccessFull With Walk-Out
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 0.47 acres
- Zoning
- R-3
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ShingleCedar
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyDeckGarden Area
- Lot Description
- Lightly WoodedRockySloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $18,680 / Annually
- Days on Market
- 14
- MLS #
- 24190633
- MLS Status
- Under Contract
Similar Properties
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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 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.