584 Boston Post Road
Madison, CT 06443
Madison Center
5 Beds
5.5 Baths
6,278 sqft (on 0.93 acres)
$1,525,000
Last Sold: Oct 1, 2025
15% below list $1.78M
$243/sqft
Est. Refi. Payment $10,421/mo*
$1,525,000
Last Sold: Oct 1, 2025
15% below list $1.78M
$243/sqft
Est. Refi. Payment $10,421/mo*
5 Beds
5.5 Baths
6,278 sqft
(on 0.93 acres)
Local Information
- Map ViewExplore the area around 584 Boston Post Road.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
IN TOWN LIVING! A perfect blend of luxury, privacy, and convenience in this remarkable home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural light. The newly updated kitchen, fresh and inviting, seamlessly connects to the great room, creating the perfect hub for gatherings. Recently painted and featuring stunning white maple floors. Each of the five spacious bedrooms boasts its own private bath. The home's luxurious amenities include a breathtaking Gunite in-ground pool and hot tub. Enclosed for year-round use, the pool area transforms effortlessly for the summer months with doors that open onto a grand stone patio. The left wing of the house features a beautifully remodeled one-bedroom apartment, ideal for in-laws, an Au pair, guests or a rental income. Work from home in style with a newly renovated study and office space, complete with custom cabinetry and a handsome gas fireplace. Outdoors, the private backyard is a true sanctuary, featuring a spacious stone patio, wood-burning fireplace, and a built-in pizza oven-perfect for entertaining family and friends. The lower level adds over 1,000 sq ft of bonus living space, including a newly remodeled media room, play area, and a fully equipped gym. Located just two hours from Boston and NYC, this exceptional property offers gracious living just a short walk from the town green, country club, and beaches.
584 Boston Post Road, Madison, CT 06443 is a 5 bedroom, 6 bathroom, 6,278 sqft single-family home in Madison Center, built in 2007. It last sold for $1,525,000 on Oct 1, 2025 (15% below the $1,785,000 asking price). It is currently off market. The Trulia Estimate is $1,577,600, with a rent estimate of $7,446/month.
Home Highlights
Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$243/sqft
Listed
180+ days ago
Home Details for 584 Boston Post Road
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Interior Details Basement: Full,Heated,Storage Space,Cooled,Partially FinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Great Room, Kitchen, Media Room, Study |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 6278 Square Feet |
Appliances & Utilities Utilities: Underground UtilitiesAppliances: Gas Range, Oven, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Tankless Water HeaterDishwasherDryerLaundry: Main Level,Upper LevelRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Windows, Doors, Floors & Walls Window: Thermopane Windows |
Security Security: Security System |
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Exterior Home Features Roof: AsphaltPatio / Porch: Covered, PatioExterior: Stone WallFoundation: Concrete PerimeterHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener |
Pool Pool: Gunite, Heated, Pool/Spa Combo, In GroundPool |
Frontage Waterfront: AccessNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 5273 Square FeetFinished Area (below surface): 1005 Square Feet |
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Year Built Year Built: 2007 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary |
Building Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1155936 |
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Price List Price: $1,785,000Price Per Sqft: $243/sqft |
Status Change & Dates Off Market Date: Fri Sep 05 2025Possession Timing: Negiotiable |
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MLS Status: Closed |
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Direction & Address City: Madison |
School Information Elementary School: Per Board of EdJr High / Middle School: Polson, Per Board of EdHigh School: Daniel Hand |
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Buyer Agent Buyer Company Name: Regional Properties Team at Coldwell Banker Realty |
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Building Area Building Area: 6278 Square Feet |
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Community Features: Golf, Library, Medical Facilities, Shopping/Mall, Stables/Riding |
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No HOA |
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Lot Area: 0.93 acres |
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Energy Efficiency Features: Windows |
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BasementMls Number: 24111933Attic: Pull Down StairsAbove Grade Unfinished Area: 5273 |
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GolfLibraryMedical FacilitiesShopping/MallStables/Riding |
Last check for updates: about 3 hours ago
Listed by Kate Jasko, (860) 304-9034
Coldwell Banker Realty, (203) 245-4700
Bought with: Nick J. Mastrangelo, (203) 641-2100, Coldwell Banker Realty, (203) 795-6000
Source: Smart MLS, MLS#24111933
Price History for 584 Boston Post Road
| Date | Price | Event | Source |
|---|---|---|---|
| 10/01/2025 | $1,525,000 | Sold | Smart MLS #24111933 |
| 09/07/2025 | $1,785,000 | Pending | Smart MLS #24111933 |
| 08/24/2025 | $1,785,000 | PriceChange | Smart MLS #24108154 |
| 07/15/2025 | $1,899,000 | PriceChange | Smart MLS #24108154 |
| 06/16/2025 | $1,975,000 | PriceChange | Smart MLS #24083244 |
| 05/20/2025 | $2,095,000 | PriceChange | Smart MLS #24083244 |
| 04/12/2025 | $2,300,000 | Listed For Sale | Smart MLS #24083244 |
| 03/07/2025 | $2,300,000 | ListingRemoved | Smart MLS #24066808 |
| 02/13/2025 | $2,300,000 | Listed For Sale | Smart MLS #24066808 |
| 11/05/2021 | $1,600,000 | Sold | Smart MLS #170433914 |
| 11/05/2021 | $1,595,000 | Contingent | Smart MLS #170433914 |
| 09/18/2021 | $1,595,000 | Listed For Sale | Smart MLS #170433914 |
| 06/05/2009 | $2,200,000 | ListingRemoved | Agent Provided |
| 02/28/2009 | $2,200,000 | Listed For Sale | Agent Provided |
| 06/14/2006 | $500,000 | Sold | Smart MLS #M9087409 |
| 07/27/2001 | $330,000 | Sold | N/A |
Market trends in Madison
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
69
4MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $25,160 |
| Assessment | $1,121,700 |
Home facts updated by county records
Comparable Sales for 584 Boston Post Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.57 | Single-Family Home | $2,500,000 | 04/20/26 | 5 | 6 | 4,450 | |
0.39 | Single-Family Home | $3,775,000 | 05/19/26 | 6 | 6 | 6,074 | |
0.30 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.32 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.73 | Single-Family Home | $1,100,000 | 06/15/26 | 5 | 4.5 | 3,194 | |
0.41 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.80 | Single-Family Home | $1,400,000 | 05/01/26 | 4 | 5 | 3,779 | |
0.46 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 |
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Assigned Schools
These are the assigned schools for 584 Boston Post Road.
- 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 584 Boston Post Road.
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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SOLDJUN 18, 2026William Pitt Sotheby's Int'l- See more homes for sale inMadison
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