Price Reduced36
$499,900
3 bd · 2 ba · 1,288 sqft
35 Aileen Drive, Madison, CT
Leslie McLennan Richo · William Raveis Real Estate
No listing photos
2
Beds
2
Baths
1,404
Sqft
1972
Year built
Range $485,254 – $573,644 · as of August 30, 2026
ATTOM automated valuation model · 49 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $565,513 in July 2026; lowest $295,220 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$105,890
Estimated monthly payment
$3,535/mo
Loan amount $423,559. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
SmartMLSSome properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
J. Milton Jeffery Elementary School
KG-3 · Regular · Madison School District
407 students · 12.6:1 student–teacher
Walter C. Polson Middle School
6-8 · Regular · Madison School District
541 students · 9.8:1 student–teacher
Daniel Hand High School
9-12 · Regular · Madison School District
751 students · 9.8:1 student–teacher
Grove School
7-12 · Special Education
85 students · 2.8:1 student–teacher
Our Lady of Mercy Preparatory Academy
KG-8 · Regular
124 students · 10.3:1 student–teacher
The Country School
PK-8 · Regular
185 students · 5.4:1 student–teacher
Dr. Robert H. Brown Intermediate School
4-5 · Regular · Madison School District
361 students · 11.1:1 student–teacher
Kathleen H. Ryerson Elementary School
KG-3 · Regular · Madison School District
314 students · 11.6:1 student–teacher
Price Reduced36$499,900
3 bd · 2 ba · 1,288 sqft
35 Aileen Drive, Madison, CT
Leslie McLennan Richo · William Raveis Real Estate
40$675,000
3 bd · 3 ba · 2,138 sqft
343 Horse Pond Road, Madison, CT
Melanie Scull · William Pitt Sotheby's Int'l
Price Reduced28$559,900
3 bd · 1 ba · 1,077 sqft
6 Bower Road, Madison, CT
Calla Lord · Tier 1 Real Estate
Price Reduced29$469,000
3 bd · 2 ba · — sqft
270 Scotland Road, Madison, CT
Kira Coon · William Raveis Real Estate
Price Reduced35$529,000
3 bd · 3 ba · 1,944 sqft
25 Samantha Lane, Madison, CT
Dee Hasuly · KW Legacy Partners
Price Reduced23$670,000
3 bd · 3 ba · 2,124 sqft
67 Blakeman Road, Madison, CT
Todd Gould · William Pitt Sotheby's Int'l
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Madison camera map1 license-plate reader mapped within 1 mile of this home. None within ½ mile. Nearest: 0.9 mi southeast. Operator named in the data: Madison Police Department.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Within 2 miles of this home: 18 restaurants and cafés, 1 grocery store, 40+ parks and green spaces, and 1 transit stop.
Place data from OpenStreetMap.
Amatos Pizza & Pasta
Durham Road
Jia Mei Asian Kitchen
Wall Street
Starbucks
Boston Post Road
Subway
Boston Post Road
Bradley & Wall
Wall Street
Moxie
Wall Street
Comomango
wall street
Cafe Allegre
Stop & Shop
Sampson Rock Drive
East Pond
North Pond
South Pond
Native Plant Gardens
Bauer Park
West Pond
Madison Community Gardens
Fire Pond
Madison
