Boston Post Rd
Madison, CT 06443
Madison Center(on 17.12 acres)
Local Information
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Description
AKA 353 Boston Post Road, Barberry Hill Farm- this iconic property is offered for the first time in over a century! This almost eighteen-acre sub-dividable gem sits on the Boston Post Road directly across from the Madison Country Club's 13th & 14th holes, the Madison Surf Club's Lowrey playing fields, the Madison Surf Club beach, and less than 1 mile from the village center with its quaint shops and more. An easy walk to the beach and short bike ride to the village. Preliminary site plan shows 12 single family home subdivision. All house sites are in "X" zone. Areas that are "AE zone" would be designated Open Space. Property includes the 2,900 square foot, five bedroom, 3 bath colonial built in 1910, a 2 bedroom cottage, barns, sheds and a pond. Seller's family has continuously inhabited the property for better than 100 years. The home sits atop one of the highest pieces of ground in southern Madison well set back from the stone wall lined roads. Currently an active working farm with seasonal farm stand and special events including weddings and Farm dinners, this idyllic setting begs for an imaginative buyer. With 517 feet of frontage on the Post Road and 1,345 feet on pastoral Stony Lane, the property is ideal for either residential development or as a private family compound. This amazing location can't be duplicated this close to town & L.I. Sound. Twenty minutes to New Haven, 90 from NYC, 2 hours to Boston, and approximately 1 hr to Providence and Hartford airports.
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, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for Boston Post Rd
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Heating & Cooling Heating: OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Property Type / Style Property Type: Lot Land |
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Exterior Home Features DeckExterior: OtherGardenPatio |
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Lot Area: 17.12 acres |
Price History for Boston Post Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 12/10/2019 | $5,650,000 | ListingRemoved | Agent Provided |
| 05/09/2019 | $5,650,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $56 |
| Assessment | $2,500 |
Home facts updated by county records
Comparable Sales for Boston Post Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.52 | Lot/Land | $265,000 | 02/19/26 | - | - | ||
1.56 | Lot/Land | $185,000 | 02/02/26 | - | - | ||
1.63 | Lot/Land | $692,000 | 08/08/25 | - | - | ||
1.79 | Lot/Land | $225,000 | 06/12/25 | - | - | ||
2.79 | Lot/Land | $2,500,000 | 04/24/26 | - | - | ||
2.95 | Lot/Land | $90,000 | 09/12/25 | - | - | ||
3.40 | Lot/Land | $170,000 | 03/06/26 | - | - | ||
4.23 | Lot/Land | $745,000 | 06/30/25 | - | - | ||
4.44 | Lot/Land | $375,000 | 10/15/25 | - | - | ||
4.23 | Lot/Land | $55,000 | 01/01/26 | - | - |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
COMING SOON 5/292.18 ACRESWilliam Raveis Real Estate
FOR SALE1.12 ACRESWilliam Pitt Sotheby's Int'l
SOLDMAY 7, 2026William Pitt Sotheby's Int'l
FOR SALE1.6 ACRESColdwell Banker Realty
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3D VIEW0.93 ACRESWilliam Raveis Real Estate
FOR SALE3D VIEW3.39 ACRESWilliam Raveis Real Estate
SOLDMAY 22, 2026William Pitt Sotheby's Int'l
FOR SALE3D VIEW1.57 ACRESColdwell Banker Realty
FOR SALE3D VIEWColdwell Banker Realty
Assigned Schools
These are the assigned schools for 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 Review11mo 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 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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Homes for sale near Boston Post Rd
Off Market Homes Near Boston Post Rd
SOLDMAY 22, 2026Compass Connecticut, LLC
SOLDMAY 22, 2026William Raveis Real Estate
SOLDMAY 22, 2026William Raveis Real Estate- SOLDMAY 22, 2026William Pitt Sotheby's Int'l
SOLDMAY 21, 2026William Raveis Real Estate
SOLDMAY 19, 2026Coldwell Banker Realty
SOLDMAY 19, 2026William Pitt Sotheby's Int'l
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Boston Post Rd, Madison, CT 06443 is a lot/land. Boston Post Rd is located in Madison Center, Madison. This property is not currently available for sale.