Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$524,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,288 Sq. Ft.
  • 2 Car Garage
  • Updated 2 hours ago
See This Home
Save This Home
See This Home
Save 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.

Full Property Details for 35 Aileen Dr

General

  • Price: $524,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24199405
  • Updated: Today (8/24/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Stall Shower, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - 2 Story Window(s), Cathedral Ceiling, Balcony/Deck, Fireplace, Sliders, Hardwood Floor, Main
  • Family Room: Family Room - Book Shelves, Built-Ins, Wood Stove, Patio/Terrace, Sliders, Engineered Wood Floor, Lower
  • Dining Room: Dining Room - Patio/Terrace, Sliders, Hardwood Floor, Main

Exterior

  • Exterior Features: Deck, Patio
  • Color: Gray

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: New Haven
  • Driving Directions: Route 79/Durham Rd to Chestnut Hill Rd. 1st left on Summer Hill Rd then immediate left on Aileen Dr. Shared driveway at end of Cul-de-sac. interior lot. House is at top of hill on the left.

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Polson Middle School
  • Intermediate School: Per Board of Ed
  • High School: Daniel Hand

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Hot Water, Wood/Coal Stove, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vertical Siding
  • Basement Desc.: Full, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,288
  • Above Ground: 1,288 Sq. Ft.
  • Year Built: 1978

Lot Features

  • Lot Size (Acres): 2.36
  • Zoning: RU-1
  • Lot Description: Interior Lot, Lightly Wooded, Sloping Lot, On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $286,700
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1158988

Listed by William Raveis Real Estate, Leslie McLennan Richo

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 35 Aileen Dr —

  • Leslie McLennan Richo

    William Raveis Real Estate

Agent Contact: (203) 710-2498 Office Contact: (203) 318-3570

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 35 Aileen Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/24/2026
Listed
$524,000
132.89%
MLS
7/30/2001
Sold
$225,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 35 Aileen Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,431
2%
$286,700
—
2023
$6,307
9%
$286,700
48%
2023
$5,811
2%
$193,900
—
2022
$5,703
2%
$193,900
—
2021
$5,594
2%
$193,900
—
2020
$5,497
—
$193,900
—
2019
$5,497
—
$193,900
-1%
2018
$5,513
3%
$196,600
—
2017
$5,367
3%
$196,600
—
2016
$5,208
3%
$196,600
—
2015
$5,064
2%
$196,600
—
2014
$4,948
2%
$196,600
-17%
2010
$4,830
—
$236,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 35 Aileen Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Raveis Real Estate, Leslie McLennan Richo

Similar Properties near 35 Aileen Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

51 Foxwood Rd S, Guilford, CT 06437 - Photo 1 Just Listed
$479,900

51 Foxwood Rd S  Guilford, CT 06437

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,362
    Sq. Ft.
Listed by Dreamview Properties, LLC
27 Pine Ridge Dr, Madison, CT 06443 - Photo 1
$500,000

27 Pine Ridge Dr  Madison, CT 06443

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 2,592
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
1466 Durham Rd, Madison, CT 06443 - Photo 1 Just Listed
$561,000

1466 Durham Rd  Madison, CT 06443

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,023
    Sq. Ft.
Listed by William Raveis Real Estate
29 Wilshire Rd, Madison, CT 06443 - Photo 1
$565,000

29 Wilshire Rd  #29  Madison, CT 06443

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,280
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Just Listed near 35 Aileen Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

48 Jefferson Cir, Clinton, CT 06413 - Photo 1 Just Listed
$535,000

48 Jefferson Cir  Clinton, CT 06413

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,220
    Sq. Ft.
Listed by Heather Fucci (203) 376-1954
25 Riverside Dr, Clinton, CT 06413 - Photo 1 Just Listed
$398,000

25 Riverside Dr  #A13  Clinton, CT 06413

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,008
    Sq. Ft.
Listed by The Real Team at Coldwell Banker Realty (860) 460-8722
25 Riverside Dr, Clinton, CT 06413 - Photo 1 Just Listed
$289,900

25 Riverside Dr  #E8  Clinton, CT 06413

  • Townhouse
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,008
    Sq. Ft.
Listed by Century 21 Classic Homes
167 Shore Rd, Clinton, CT 06413 - Photo 1 Just Listed
$2,749,000

167 Shore Rd  Clinton, CT 06413

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,381
    Sq. Ft.
Listed by Houlihan Lawrence WD

Price Reduced near 35 Aileen Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

20 Plymouth Ct, Clinton, CT 06413 - Photo 1 Price Reduced
-$10,000 (-4%)
$239,900

20 Plymouth Ct  #20  Clinton, CT 06413

  • Condo
  • Active
  • Updated 4 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 720
    Sq. Ft.
Listed by Bob Yostos (203) 245-4700
4 Laurel Ln, Clinton, CT 06413 - Photo 1 Price Reduced
-$50,000 (-16.72%)
$249,000

4 Laurel Ln  Clinton, CT 06413

  • Land Residential
  • Active
  • Updated 2 days ago
  • 4.49
    Acres
Listed by William Pitt Sotheby's Int'l
10 Beach Park Rd, Clinton, CT 06413 - Photo 1 Price Reduced
-$5,000 (-1.14%)
$434,900

10 Beach Park Rd  Clinton, CT 06413

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,284
    Sq. Ft.
Listed by Re/Max Valley Shore
14 Old Mill Rd, Clinton, CT 06413 - Photo 1 Price Reduced
-$14,900 (-18.65%)
$65,000

14 Old Mill Rd  #LOT 36  Clinton, CT 06413

  • Mobile Home
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 570
    Sq. Ft.
Listed by Carbutti & Co., Realtors

Recent Sales near 35 Aileen Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

21 Pierce Ln, Madison, CT 06443 - Photo 1 Sold
$539,000

21 Pierce Ln  Madison, CT 06443

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,666
    Sq. Ft.
Listed by KW Legacy Partners
Sold by Berkshire Hathaway NE Prop.
526 Horse Pond Rd, Madison, CT 06443 - Photo 1 Sold
$575,000

526 Horse Pond Rd  Madison, CT 06443

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,544
    Sq. Ft.
Listed by Cathy Lynch & Team
Sold by William Pitt Sotheby's Int'l
85 Legend Hill Rd, Madison, CT 06443 - Photo 1 Sold
$562,500

85 Legend Hill Rd  #85  Madison, CT 06443

  • Condo
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,374
    Sq. Ft.
Listed and Sold by Cathy Lynch & Team
15 Stepping Stone Ln, Madison, CT 06443 - Photo 1 Sold
$525,000

15 Stepping Stone Ln  Madison, CT 06443

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,346
    Sq. Ft.
Listed by Cathy Lynch & Team
Sold by Berkshire Hathaway NE Prop.

35 Aileen Drive, Madison, CT 06443 (MLS# 24199405) is a Single Family property with 3 bedrooms and 2 full bathrooms. 35 Aileen Drive is currently listed for $524,000 and was received on August 24, 2026. Want to learn more about 35 Aileen Drive? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.

Tour this property