856 Boston Post Rd
Madison, CT 06443
Madison Center
5 Beds
4.5 Baths
5,586 sqft (on 1.81 acres)
5 Beds
4.5 Baths
5,586 sqft
(on 1.81 acres)
Local Information
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Description
Welcome to "The Ledges" an INTOWN, south of the Post Road PRIVATE estate/family compound like no other on the Ct Shoreline. Referred to as the flagship property of downtown Madison, this turn of the century house, built in 1903, sits proudly on top of a hill on 1.81 acres offering convenience yet total privacy. The house is an architectural gem w/high ceilings, hand-carved period moldings, French doors, bay windows, balconies a large porch and beautiful bluestone terrace. As you enter the front door, the 'piece de resistance' is a two-story spiral staircase. Light filled rooms w/plaster walls exude old-world charm throughout. The four of 4.5 bathrooms have all been custom designed w/marble floors, imported tiles & Waterworks fixtures. Large eat-in kitchen w/original tall glass front cabinets w/ a butler's pantry & wet bar. The greenhouse has French doors w/north & south access to the yard. Comfortable study/sitting rm has views of the property from its large bay window. Elegant south facing dining & living room to the right & left of the foyer...elevator. 4 beautiful bedrooms on the 2nd floor. Finished attic rooms for studio/office/storage.A gardener's dream property includes topiary gardens, specimen plantings, sprawling stone walls & terraced yard. 4 car detached carriage house includes a caretaker's/in law apart. 2nd apart creates au pair quarters/ or in-home office. Sub-divide possibilty-Owner/agent.Walk to beach, train and town... Amazing in town, private property
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
No Info
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 856 Boston Post Rd
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Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Interior Details Number of Rooms: 15 |
Fireplace & Spa Fireplace |
Security Security System |
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Exterior Home Features Roof: OtherExterior: OtherGardenPatio |
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Year Built Year Built: 1903 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Lot Area: 1.81 acres |
Price History for 856 Boston Post Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 10/03/2020 | $2,250,000 | ListingRemoved | Agent Provided |
| 03/22/2020 | $2,250,000 | Listed For Sale | Agent Provided |
| 09/20/2019 | $2,250,000 | ListingRemoved | Agent Provided |
| 09/10/2019 | $2,250,000 | PriceChange | Agent Provided |
| 06/21/2019 | $2,300,000 | PriceChange | Agent Provided |
| 05/30/2019 | $2,400,000 | PriceChange | Agent Provided |
| 03/29/2019 | $2,495,000 | PriceChange | Agent Provided |
| 01/30/2019 | $2,850,000 | Listed For Sale | Agent Provided |
| 08/10/2017 | $1,300 | ListingRemoved | Agent Provided |
| 08/03/2017 | $1,300 | Listed For Rent | Agent Provided |
| 10/24/2011 | $1,300 | ListingRemoved | Agent Provided |
| 09/03/2011 | $1,300 | Listed For Rent | Agent Provided |
| 01/26/2009 | $350,000 | Sold | N/A |
| 11/03/1987 | $910,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $26,606 |
| Assessment | $1,186,200 |
Home facts updated by county records
Comparable Sales for 856 Boston Post Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.40 | Single-Family Home | $1,525,000 | 10/01/25 | 5 | 5.5 | 6,278 | |
0.32 | Single-Family Home | $2,500,000 | 04/20/26 | 5 | 6 | 4,450 | |
0.53 | Single-Family Home | $625,000 | 03/02/26 | 4 | 3.5 | 2,656 | |
0.79 | Single-Family Home | $207,595 | 06/11/25 | 4 | 3.5 | 3,590 | |
0.88 | Single-Family Home | $739,000 | 08/22/25 | 5 | 3.5 | 3,892 | |
0.48 | Single-Family Home | $335,000 | 09/19/25 | 3 | 3 | 1,412 | |
0.17 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 | |
0.66 | Single-Family Home | $3,775,000 | 05/19/26 | 6 | 6 | 6,074 | |
0.86 | Single-Family Home | $1,600,000 | 12/30/25 | 4 | 3.5 | 4,988 | |
0.96 | Single-Family Home | $925,000 | 03/24/26 | 4 | 3 | 5,624 |
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Assigned Schools
These are the assigned schools for 856 Boston Post Rd.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 362 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 828 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
- 354 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 Review2y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 520 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 856 Boston Post Rd.
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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Off Market Homes Near 856 Boston Post Rd
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856 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 5 bathroom, 5,586 sqft single-family home built in 1903. 856 Boston Post Rd is located in Madison Center, Madison. This property is not currently available for sale. 856 Boston Post Rd was last sold on Jan 26, 2009 for $350,000. The current Trulia Estimate for 856 Boston Post Rd is $2,111,400.