39 Madison Avenue
Madison, CT 06443
Madison Center
4 Beds
3 Baths
1,891 sqft (on 0.36 acres)
4 Beds
3 Baths
1,891 sqft
(on 0.36 acres)
Local Information
- Map ViewExplore the area around 39 Madison Avenue.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1957
Lot Size
0.36 acres
Living Area
1,891 sqft
Price/Sqft
$568
Parking
Garage
About this House
Smell the salt in the air, rinse the sand off your feet, turn on the BBQ and just unwind at this charming Madison cape in the heart of the shoreline. Just a stroll from the Madison beaches and downtown, and located on one of the prettiest and most desirable streets in town, you'll find 39 Madison Avenue. This delightful 4 bed, 3 bath Cape sits elegantly on the property. The curb appeal will have you at HELLO and the back yard will impress. Flat, lush, professionally landscaped and positioned to offer a private retreat from it all. Inside you will find 4 bedrooms; 2 on the main floor and 2 upstairs, and 3 full bathrooms. One of the bedrooms is currently used as a home office and features attractive bookcases perfect for a home library or work space. The kitchen is open concept and flows nicely into the dining room. These spaces are flanked by glass doors opening to the private back deck. The living room features a wood burning fireplace and enough space to cuddle up on winter's night or sprawl out as needed when guest are on town. With its timeless New England charm, inviting spaces and a location that captures the very essence of Madison's shoreline lifestyle, this home is truly GEM! Plus there is a 2 car garage. A rare find in the beach area! MULTIPLE OFFERS. Seller kindly requesting offers for consideration by 5pm 8/30/25.
39 Madison Avenue, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 1,891 sqft single-family home in Madison Center, built in 1957. It last sold for $1,045,000 on Sep 26, 2025 (10% above the $949,000 asking price). More recently, it was listed as a rental in November 2019 with an asking price of $2,100 per month. That rental listing was removed on December 11, 2019. It is currently off market. The Trulia Estimate is $1,073,800, with a rent estimate of $5,203/month.
Home Details for 39 Madison Avenue
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Interior Details Basement: Crawl SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 1891 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Oven, Microwave, Refrigerator, Washer, Dryer, Water HeaterDryerLaundry: Main LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached |
Frontage Waterfront: Walk to WaterNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1891 Square Feet |
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Year Built Year Built: 1957 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1154070 |
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Price List Price: $949,000 |
Status Change & Dates Off Market Date: Sat Aug 30 2025Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: Madison |
School Information Elementary School: Per Board of EdHigh School: Daniel Hand |
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Buyer Agent Buyer Company Name: Cathy Lynch & Team |
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Building Area Building Area: 1891 Square Feet |
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No HOA |
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Lot Area: 0.36 acres |
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Mls Number: 24122030Attic: NoneAbove Grade Unfinished Area: 1891 |
Last check for updates: about 17 hours ago
Listed by Phoebe V. Finch, (617) 645-3907
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Cathy Lynch, (203) 627-2331, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24122030
Price History for 39 Madison Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 09/26/2025 | $1,045,000 | Sold | Smart MLS #24122030 |
| 09/10/2025 | $949,000 | Pending | Smart MLS #24122030 |
| 08/27/2025 | $949,000 | Listed For Sale | Smart MLS #24122030 |
| 07/09/2020 | $595,000 | Sold | Smart MLS #170269935 |
| 07/08/2020 | $605,000 | PendingToActive | Agent Provided |
| 06/16/2020 | $605,000 | Pending | Agent Provided |
| 06/09/2020 | $605,000 | PendingToActive | Agent Provided |
| 06/09/2020 | $605,000 | Pending | Agent Provided |
| 05/04/2020 | $605,000 | PendingToActive | Agent Provided |
| 04/30/2020 | $605,000 | Pending | Agent Provided |
| 04/29/2020 | $605,000 | PriceChange | Agent Provided |
| 02/07/2020 | $625,000 | Listed For Sale | Agent Provided |
| 12/11/2019 | $2,100 | ListingRemoved | Agent Provided |
| 11/11/2019 | $2,100 | Listed For Rent | Agent Provided |
| 11/05/2019 | $627,500 | ListingRemoved | Agent Provided |
| 09/06/2019 | $627,500 | PriceChange | Agent Provided |
| 05/21/2019 | $670,000 | Listed For Sale | Agent Provided |
| 07/22/2009 | $530,000 | Sold | Smart MLS #M9114731 |
| 06/07/2009 | $599,000 | PriceChange | Agent Provided |
| 04/16/2009 | $649,000 | PriceChange | Agent Provided |
| 02/05/2009 | $685,000 | Listed For Sale | Agent Provided |
| 06/27/1997 | $290,000 | Sold | N/A |
| 06/30/1995 | $272,500 | Sold | N/A |
Market trends in Madison
Last updated June 2026
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $16,605 |
| Assessment | $740,300 |
Home facts updated by county records
Comparable Sales for 39 Madison Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $1,200,000 | 10/09/25 | 4 | 2 | 1,580 | |
0.15 | Single-Family Home | $2,505,000 | 10/27/25 | 4 | 3.5 | 3,160 | |
0.27 | Single-Family Home | $1,710,000 | 06/10/26 | 3 | 2.5 | 2,661 | |
0.20 | Single-Family Home | $1,250,000 | 07/22/26 | 3 | 2.5 | 1,293 | |
0.33 | Single-Family Home | $1,825,000 | 06/01/26 | 3 | 3 | 1,976 | |
0.31 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 | |
0.33 | Single-Family Home | $1,400,000 | 07/17/26 | 4 | 3 | 3,046 |
Nearby homes
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Assigned Schools
These are the assigned schools for 39 Madison Avenue.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 407 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 751 Students
10/10GreatSchools RatingParent Rating AverageI feel very unsafe when in the presence of many school administrators. I wouldn’t wish the experience I’ve had here on my worst enemy. I feel constantly harassed by some teachers but more namely the school administrators, including the Vice principal. Every day I try to come in with a positive attitude about this place, but someone has to ruin it. There are however some teachers that do a great job teaching and making everyone feel safe, but the negatives outweigh this way too much.Student Review1y ago - Dr. Robert H. Brown Middle School
- 4-5
- Public
- 361 Students
9/10GreatSchools RatingParent Rating AverageThe school is great. The teachers help you as much as they can and they want you to have as much fun as possible. At the end of every trimester some related arts classes let parents come to the school to watch there kid (in Xylorythems, Theater arts, Music and Art.) There is some bullying but you can quicky report if someone is bullying you and they will quickly handle it.Student Review3y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 541 Students
9/10GreatSchools RatingParent Rating AverageMy kids are currently attending Polson MS and are receiving an excellent education that is preparing them for high school and beyond. The course work is challenging and homework is not lacking, however, the teachers are readily available to the students for extra help before and after school. But even with all the hard work the school has great spirit and the kids have fun either in sports, theater, music or what ever their area of interest is. The schools drew us to Madison and the location has kept us! GREAT TOWN! I believe the parent involvement in the school system is a primary driver for why the school system is so successful.Parent Review14y ago 
Check out schools near 39 Madison Avenue.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Madison Center
At least 1 Trulia users voted on each feature.
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say it's dog friendly
100 % Say there's wildlife
100 % Say neighbors are friendly
50 % Say there are community events
50 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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