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33 Madison Avenue

Madison, Connecticut 06443

PENDING$1,395,000
Beds
2
Baths
3
SqFt
2,378
Acres
0.47
Year Built
1998
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,135

per 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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Listed By

Dana Weinstein

(203) 927-8687

Coldwell Banker Realty

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.