Connecticut Logo

381 Leatherman's Hill Aka 381 Boston Post Road, Madison, CT 06443

4 Bed, 4+ Bath Single Family Home For Sale

381 Leatherman's Hill Aka 381 Boston Post Road, Madison, CT 06443 Home For Sale - MLS #170012684
Off the Market
4 Full Bath, 2 Half Bath
Single Family
This listing is courtesy of Pearce Real Estate

Property Description for 381 Leatherman's Hill Aka 381 Boston Post Road, Madison, CT 06443

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!

Interior Details

5,918 sq. ft.
$201.08/sq. ft.
Oven/Range; Refrigerator; Dishwasher; Washer; Dryer
Public Water
Cable Available

Exterior Details

3.03 acres
131,987 sq. ft.
3 Garage Spaces
Attached Garage

Other Details

Letherman's Hill
Create a free account to see additional details for this home (school information, taxes, exterior details, etc...)

Request more information or Schedule an Appointment

We are dedicated to meeting all your needs in a prompt manner. In most cases, we will call you back the same day or at the most 24 hours. You can also reach us at 203-805-8811 or email us at

Create a free account for me

Listings Similar to 381 Leatherman's Hill Aka 381 Boston Post Road, Madison, CT 06443

$319,000 141 Saint Francis Woods Road, Madison, CT 06443 Home For Sale - MLS #N10234966
1,980 sq. ft.
Posted 8 months, 9 days ago

This 4 BR Garrison Colonial is on a very private 1.78 acre lot on a quiet street near the end of a cul-de-sac. Freshly painted exterior and all hardwood floors have been refinished. There are hardwood and tile floors throughout the house! The Family Room has a brick fireplace and vaulted ceilings and sliding glass doors to a freshly stained deck that overlooks the backyard and woods. There is a...

Read More

$499,000 165 Bradley Corners Road, Madison, CT 06443 Home For Sale - MLS #170003580
2,909 sq. ft.
Posted 8 months, 9 days ago

NEW TO THE MARKET AND A MUST SEE!! SHOWS LIKE NEW CONSTRUCTION. Lovely private setting. Recently restored. MAIN LEVEL features include newly remodeled kitchen with island, granite counters and GE stainless steel appliances, open to large living room and dining room with gleaming hardwood floors, fireplace and cathedral ceiling. Sliders off dining room lead to large new wooden deck. Also on...

Read More

$575,000 43 Bishop Lane, Madison, CT 06443 Home For Sale - MLS #170051721
3,646 sq. ft.
Posted 8 months, 9 days ago

Simply STUNNING center hall, renovated Colonial just minutes from downtown Madison. This home offers it all! The first floor features a gorgeous custom designed kitchen with granite, breakfast bar, gas stove and "pasta" faucet over the cooktop. The living room, currently used as a playroom, offers great natural light and french doors. The dining room features a custom in-lay floor with a wet...

Read More

$420,000 187 Concord Drive, Madison, CT 06443 Home For Sale - MLS #170057011
3,213 sq. ft.
Posted 8 months, 9 days ago

DRASTIC PRICE REDUCTION - SELLERS MOTIVATED!! UPDATED AND WELL-MAINTAINED CAPE in popular neighborhood. Much larger than it appears, this home can handle a crowd, yet lives comfortably for everyday life. A bright and sunny 2-story foyer greets you upon entering. With a gracious flow throughout the first floor, you'll find plentiful room to be together when you want it, and privacy when you want...

Read More

My Notes

Save Favorites

Keep Notes

Create a free account to track your favorite listings

Mortgage Calculator


Monthly Mortgage Payments


Town Description

Madison was first settled in 1641. Throughout the 18th century, Madison was known as East Guilford until it was incorporated as a town in 1826. Since then, Madison and Guilford have shared many...

Read More