Movoto Real Estate
Sold on 04/13/2018
  • Map Image
  • Map Image
  • Map Image

381 Leathermans Hill Aka 381 Boston Post Rd, Madison, CT 06443

$2,538,000

Last sold 04/13/2018 for $1.1M

  • 4

    bed

  • 6

    bath

  • 5,918

    Sqft ($186/Sqft)

House not for sale

About 381 Leathermans Hill Aka 381 Boston Post Rd

Property type House
Year built 1998
HOA fee $0/month
Lot size 3.03 Acre
Movoto estimate
Parking 3 garage spaces
Property description
Classic Connecticut Georgian Colonial in the private enclave of Leatherman’s Hill. Sited on 3.3 acres of naturalized and landscaped park-like grounds. Overlooking an Association pond, on a quiet cul-de-sac. This sophisticated 4,100 square foot home features 10 foot ceilings, beautiful double-height entry foyer, a handsome formal LR w/elaborately carved fireplace, formal DR w/custom Venetian plaster walls. Sophisticated crown moldings throughout. A large eat-in cook’s kitchen (w/stainless steel appliances: two ovens, 6 burner gas cooktop, SubZero fridge), opens to a generous family “great” room w/FP and a wall of glass leading to the deck and overlooking the back yard; adjacent to it are an office / library and a Sunroom. The main level also has 1 & 1/2 baths and a laundry room. The upstairs has a large Master Bedroom w/en-suite bath (w/Jacuzzi tub and steam shower), wall of closets & private deck; 3 more bedrooms & 2 baths. Lower level has a finished 700 sqft famliy room, 1/2 bath, large walk-in closet and 650 sqft storage room and workshop. The house has 2 walk-up attics (over the main house and over a three car heated garage). 720 sf main back deck overlooks natural rock outcroppings with private playground and walking trail. In the heart of Leatherman’s Hill, this quality home is a very short walk to the beach, across the street from Madison Country Club, a few minute drive to the town center, Madison train station, and major transportation routes. A pleasure to show!
Listed by
Listing Agent - Raymond Baldelli
Listing Office - Pearce Real Estate
Source: CONNECT MLS mls logo
MLS#170012684 • last updated 8 years ago
Movoto checked CONNECT MLS for data 4 minutes ago
Overview
Cooling/AC Central Air
Heating Hot Air, Natural Gas
Levels/Style Colonial
Type Single Family For Sale
Virtual Tour N/A
SqFt 5918
Status Closed
MLS # 170012684
Lot Size (Acres) 3.03
Property Tax 18084
Property Condition No/Resale
HOA Fee Monthly, 200
Interior
Total # of Bathrooms 6
# of Full Baths 4
# of Half Baths 2
Total # of Bedrooms 4
Attic Walk-up
Total # of Rooms 10
Interior Features Cable - Available
Exterior
Foundation Concrete
Roofing Asphalt Shingle
Driveway Paved
# Garage Spaces 3
Parking Attached Garage
Lot Description On Cul-De-Sac
Amenities / Utilities
Sewer/ Septic Septic
HOA Fee Includes Snow Removal
Location
Waterfront Lake
Subdivision Letherman's Hill
Elementary School Island Avenue
Intermediate School Per Board Of Ed
High School Daniel Hand
Middle School Per Board Of Ed
APN 1155669
Directions Boston Post Rd To Leatherman's Hill Private Road
$2.53M
Range: $1.64M-$3.42M
Last 30 days 
  • Apr 2018
    mls logo MLS # 170012684
  • Apr 13, 2018 Sold
    $1,100,000 (-7.6%)
  • Apr 11, 2018 Deposit
    —
  • Mar 8, 2018 Show
    —
  • Sep 18, 2017 Listed
    $1,190,000 (-4.7%)
  • Nov 2016
    mls logo MLS # N10176057
  • Nov 3, 2016 Listed
    $1,249,000 (-10.5%)
  • Nov 2013
    mls logo MLS # M9143065
  • Nov 3, 2013 Sold
    —
  • Oct 2013
    mls logo MLS # M9141547
  • Oct 22, 2013 Cancelled
    —
  • Jun 19, 2013 Listed
    $1,395,000 (-25.4%)
  • Aug 2007
    mls logo MLS # M9099413
  • Aug 9, 2007 Closed
    $1,870,000 (-6.5%)
  • Sep 7, 2006 Listed
    $2,000,000 (-20.0%)
  • May 2007
    mls logo MLS # M9096495
  • May 12, 2007 Expired
    —
  • May 11, 2006 Listed
    $2,500,000
  • Year Property taxes Tax assessment
  • 2024
    $40,491 +8.1%
    $1,805,200 +6.01%
  • 2023
    $37,464 +15.2%
    $1,702,900 +53.96%
  • 2022
    $32,530 +1.9%
    $1,106,100
  • 2021
    $31,911
    $1,106,100 -0.07%
  • 2020
    $31,911 +62.1%
    $1,106,900 +59.38%
  • 2019
    $19,689 +6.0%
    $694,500 +4.85%
  • 2018
    $18,574 +2.7%
    $662,400
  • 2017
    $18,084 +3.1%
    $662,400
  • 2016
    $17,547 +2.8%
    $662,400
  • 2015
    $17,063
    —
  • 381 Leathermans Hill Aka 381 Boston Post Rd
    $1.1M
  • —
  • 06443
    $998K +26% y/y
  • Madison
    $752K -5% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
379 Boston Post Rd, Madison, CT 06443 $2,351,000 4/2 3,472 0.04
383 Boston Post Rd, Madison, CT 06443 $2,615,000 5/4 4,956 0.04
385 Boston Post Rd, Madison, CT 06443 $2,643,000 5/5 4,919 0.07
377 Boston Post Rd, Madison, CT 06443 $2,575,000 4/2 5,190 0.07
375 Boston Post Rd, Madison, CT 06443 $2,573,000 4/3 4,208 0.08
42 Stony Ln, Madison, CT 06443 $928,000 4/3 2,806 0.11
50 Stony Ln, Madison, CT 06443 $846,000 4/2 2,969 0.11
101 Fort Path Rd, Madison, CT 06443 $448,000 3/1 1,018 0.12

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

Thinking of selling? Get a Cash Offer.

  • A smooth, fast sale
  • Skip staging and repairs
  • No strings attached
9/10
Source: GreatSchools.org © 2026. All rights reserved.

Around the neighborhood

Explore everything this neighborhood has to offer.
By entering my info and clicking Ask a Question below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Nearby recently sold homes in Madison, CT

Nearby homes for sale in Madison, CT

Newest listings in 06443

  • Real Estate
  • CT
  • New Haven County
  • Madison
  • 06443
  • 381 Leathermans Hill Aka 381 Boston Post Rd
Meet with a real estate agent today (844) 430-0869
The multiple listing information is provided by SMART MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.