5 Thelbridge Street #5
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 3
- SqFt
- 2,135
- Year Built
- 1979
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
One person's loss is another one's gain! You have a second chance to make this this lovely property yours. It is more than a home --it's a lifestyle. Tucked into one of Madison's most sought-after communities at Windermere East, you'll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The remodeled kitchen with granite counters, island and stainless appliances opens to the combination dining area and living room with its cozy gas fireplace. The primary bedroom has an ensuite bathroom, and you also have a second bedroom and full bath on the main level. The lower level provides additional living space for office, exercise or relaxation plus an area for a guest bedroom with a 3rd full bath and is heated by electric baseboard. For three seasons of the year, you'll love sitting out on the enclosed porch; or in the summer, you can dine al fresco on the charming private patio with its ivy-draped arbor. Madison residents enjoy access to town beaches including Hammonasset Beach State Park. The historic town center is a great place to stroll and stop in at a bookstore or outdoor cafe and watch the world go by. This property is ideal for anyone looking to enjoy a more relaxed lifestyle.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Condo · Ranch
- Year Built
- 1979
- Days on Market
- 53 days
- Beds
- 2
- Baths
- 3 full
- Living Area
- 2,135 sq ft
- Garage / Parking
- 1 garage
- Property Taxes
- $8,530 / Annually
- HOA Fee
- $650 / Monthly
Market Snapshot
The Madison Market
Condo · trailing 12 months
Active Listings
9
13 under contract
Median List Price
$570,000
9 active listings
Median Closed Price
$535,000
35 sales
Median Days on Market
15
9 active listings
Median $ / Sq Ft
$293
9 active listings
Sale-to-List Ratio
99.1%
35 sales
How this home compares
List Price
$605,000
vs $570,000 median
6.1% above median
Price / Sq Ft
$283
vs $293 median
In line with median
Days on Market
53 days
vs 15 days median
38 days longer than median
Based on 9 active and 35 closed sales (trailing 12 mo) of condo in Madison. Source: SmartMLS · As of July 28, 2026.
Location
5 Thelbridge Street #5, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,085
- Property Taxes$711
- Insurance$202
- HOA$650
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
- Condo
- Subtype
- Condominium
- Style
- Ranch
- Year Built
- 1979
- New Construction
- No/Resale
- Living Area
- 2,135 sq ft
- Below Grade
- 855 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Heat PumpHot Air
- Heat Fuel
- Electric
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedPartially FinishedFull With Hatchway
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- Exercise Room
Exterior & Lot
- Zoning
- R-2
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Shared Septic
- Flood Zone
- No
- Construction
- ClapboardWood
- Color
- brown
- Exterior Features
- Patio
- Lot Description
- Level Lot
HOA / Association
- Fee
- $650 / Monthly
Listing & Financials
- Property Taxes
- $8,530 / Annually
- Days on Market
- 53
- MLS #
- 24178470
- MLS Status
- Under Contract - Continue to Show
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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 8:02 AM UTC.