23 Aylesbury Circle #23
Madison, Connecticut 06443
- Beds
- 3
- Baths
- 3
- SqFt
- 1,476
- Year Built
- 1979
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Rare opportunity to own an exceptionally beautiful, turnkey Windermere home overlooking the salt marshes of the Hammonasset River. The 3 BR, 3 bath residence is fully remodeled and upgraded and includes an expansive wrap around stone patio with built-in fire table & entertaining areas. The outside space creates a full outside living room! Views of the marshes are ever-changing from dawn until dusk and from season to season. The property boasts a level back yard that allows an expansive view year-round. Totally fresh, this is the ideal sought-after 2 level floor plan in the Windermere community. Light filled spaces flow into each other on the entry floor & include a living room with fireplace & custom floor to ceiling cabinetry. The updated kitchen offers a large breakfast bar & sitting area adjacent to the dining room. The family room is sunny and features a textured board & batten ceiling and sliding glass doors that lead to the stone patio. The 1st floor is rounded out by 2 bedrooms and 2 fully customized bathrooms. The lower level of the residence includes a sizeable family room, an additional bedroom & full bath, a home gym with infrared sauna, a private office, a laundry room and an organized storage room. This home has been fully updated with new impact windows, HVAC system, electrical system and plumbing throughout. The elegant landscaping has been refreshed and expanded. The detached garage also offers built-in storage and an EV charging dock. This property is a gem!
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Condo · Ranch
- Year Built
- 1979
- Days on Market
- 29 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,476 sq ft
- Garage / Parking
- 1 garage · 5 total
- Property Taxes
- $10,212 / Annually
- HOA Fee
- $625 / 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
$875,000
vs $570,000 median
53.5% above median
Price / Sq Ft
$593
vs $293 median
2.0× the median
Days on Market
29 days
vs 15 days median
14 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
23 Aylesbury Circle #23, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,461
- Property Taxes$851
- Insurance$292
- HOA$625
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
- 1,476 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Gas RangeOven/RangeRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullStorageFully FinishedHatchway AccessLiveable Space
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Exterior & Lot
- Zoning
- R-2
- Garage / Parking
- 1 garage space5 total parking spacesDetached GaragePavedOff Street ParkingDriveway
- Waterfront Details
- View
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Aluminum
- Color
- Gray
- Exterior Features
- LightingStone WallPatio
- Lot Description
- Level LotOn Cul-De-Sac
HOA / Association
- Fee
- $625 / Monthly
Listing & Financials
- Property Taxes
- $10,212 / Annually
- Days on Market
- 29
- MLS #
- 24182415
- MLS Status
- Under Contract
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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 5:15 AM UTC.