Date
Details
Price
Change
Source
7/19/2026
Listed
$4,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/19
$4,000
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1/19
Property Description
Classic Farm house colonial sits directly on the waterfront! The home embodies peace and tranquility with a nod to simpler times when nature was the forefront of relaxation. Enjoy your private beach and yard and take in those glorious sunsets that Madison is known for. Enjoy a classic floor plan with a galley style kitchen, dining room, living room and a sunny closed in back porch that lets the views take center stage. Three sunlit bedrooms upstairs complete the home. This is an academic rental available.
Full Property Details
Full Property Details for 66 Oak Ave
General
- Rent: $4,000
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24192344
- Updated: 7/19/2026
- Added to Site: 11 day(s) ago
Rental Information
- Rental Type: Winter Furnished
- Lease Terms: For The Winter Season
Interior
- Number of Rooms: 7
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room, Main
Location
- County: New Haven
- Neighborhood: Hammonasset
- Driving Directions: Neck to Oak
School Information
- Elementary School: Per Board of Ed
- High School: Daniel Hand
Community
- Community Name: Hammonasset
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Description/Design: Seasonal Property
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished, Dirt Floor
- Square Feet: 1,296
- Above Ground: 1,296 Sq. Ft.
- Year Built: 1925
Lot Features
- Lot Size (Acres): 0.2
- Zoning: R-4
- Lot Description: Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: L. I. Sound Frontage
Financial Considerations
- Tenant Pays: Cable TV, Electricity, Heat, Hot Water, Liability Insurance, Water
Disclosures and Reports
- Property ID: 1153779
Listed by Berkshire Hathaway NE Prop., Mary Edeen
Schools
Schools serving 66 Oak Ave
School District:Madison School District
| Name | Grades | Distance |
|---|---|---|
J. Milton Jeffrey Elementary School 331 Copse Road, Madison, CT 06443 | K-3 | 1.9 mi |
Dr. Robert H. Brown Middle School 980 Durham Road, Madison, CT 06443 | 4-5 | 4.8 mi |
Walter C. Polson Upper Middle School 302 Green Hill Road, Madison, CT 06443 | 6-8 | 1.9 mi |
Daniel Hand High School 286 Green Hill Road, Madison, CT 06443 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 66 Oak Ave
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- Single Family
- Active
- Updated 10 days ago
- 3Beds
- 2Total Baths
- 1,008Sq. Ft.
- Single Family
- Active
- Updated 7 days ago
- 3Beds
- 2Total Baths
- 1,566Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 858Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,426Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 2,244Sq. Ft.
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- Townhouse
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 576Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 1,316Sq. Ft.
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66 Oak Avenue, Madison, CT 06443 (MLS# 24192344) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 66 Oak Avenue is currently listed for rent at $4,000 and was received on July 19, 2026. Want to learn more about 66 Oak Avenue? Do you have questions about finding other real estate for sale or rent in Madison? You can browse all Madison rentals or contact a Coldwell Banker agent to request more information.