35 Aileen Drive
Madison, Connecticut 06443
- Beds
- 3
- Baths
- 2
- SqFt
- 1,288
- Acres
- 2.36
- Year Built
- 1978
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
First Time Offered In 25 Years. This contemporary raised ranch, set on 2.36 secluded acres, is located in a quiet cul-de-sac neighborhood just minutes to town. The living room with hardwood floors features a cathedral ceiling with beams, a wood burning fireplace, floor to ceiling windows with double sliders to a deck with built in bench, perfect for morning coffee or evening enjoyment. The adjacent dining room also has sliders to a patio. The kitchen with breakfast bar is waiting for your personal touches. Down the hall you will find 2 spacious guest bedrooms with large closets that share a hall bath. The primary bedroom with walk-in closet has its own full bath. Downstairs is a large family room with a wood stove to keep things cozy and sliders to an additional patio. The laundry is also located on this level. Though located in a private wooded setting, this home is conveniently located to town, beaches, parks and all that Madison has to offer.
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1978
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,288 sq ft
- Lot Size
- 2.36 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,431 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
28
39 under contract
Median List Price
$1.06M
28 active listings
Median Closed Price
$740,000
223 sales
Median Days on Market
51
28 active listings
Median $ / Sq Ft
$473
28 active listings
Sale-to-List Ratio
100.0%
223 sales
How this home compares
List Price
$524,000
vs $1.06M median
50.7% below median
Price / Sq Ft
$407
vs $473 median
14.0% below median
Days on Market
0 days
vs 51 days median
51 days fresher than median
Based on 28 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 24, 2026.
Location
35 Aileen Drive, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$2,691
- Property Taxes$536
- Insurance$175
- 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
- Raised Ranch
- Year Built
- 1978
- New Construction
- No/Resale
- Living Area
- 1,288 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- BaseboardHot WaterWood/Coal Stove
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry Location
- Lower Level Closet
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 2.36 acres
- Zoning
- RU-1
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vertical Siding
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckPatio
- Lot Description
- Interior LotLightly WoodedSloping LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $6,431 / Annually
- Days on Market
- 0
- MLS #
- 24199405
- MLS Status
- Active
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 8/24/2026. 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 8/24/2026 at 6:50 PM UTC.