Boston Post Rd
Madison, CT 06443
Madison Center(on 17.12 acres)
Local Information
- Map ViewExplore the area around Boston Post Rd.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Lot/Land
Lot Size
17.12 acres
About this House
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.
Boston Post Rd, Madison, CT 06443 is a lot/land in Madison Center. It is currently off market. The Trulia Estimate rent is $2,893/month.
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 |
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 | $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 | - | - | ||
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 | - | - | ||
4.44 | Lot/Land | $375,000 | 10/15/25 | - | - | ||
4.23 | Lot/Land | $55,000 | 01/01/26 | - | - | ||
5.29 | Lot/Land | $200,000 | 08/27/25 | - | - | ||
5.88 | Lot/Land | $220,000 | 03/25/26 | - | - | ||
6.03 | Lot/Land | $80,000 | 05/01/26 | - | - |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETCompass Connecticut, LLC
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETColdwell Banker Realty
SOLDMAY 1, 2026William Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETCompass Connecticut, LLC
OFF MARKETColdwell Banker Realty
OFF MARKETBerkshire Hathaway NE Prop.
Assigned Schools
These are the assigned schools for Boston Post Rd.
- 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 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
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Off Market Homes Near Boston Post Rd
SOLDAUG 7, 2026Coldwell Banker Realty
SOLDAUG 7, 2026Coldwell Banker Realty
SOLDAUG 5, 2026William Raveis Real Estate
SOLDAUG 5, 2026William Pitt Sotheby's Int'l
SOLDJUL 31, 2026William Pitt Sotheby's Int'l- See more homes for sale inMadison
