CT Shoreline Real Estate

Home-Search

Save
Ask
Tour
Hide
Share
$849,000
New Listing

150 Race Hill Road
Madison, CT 06443

Single Family Residence|Coming Soon
4
Beds
3
Total Baths
3
Full Baths
2,792
SqFt
$304
/SqFt
1764
Built
County:
New Haven
Listing courtesy of Phoebe Finch of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (617) 645-3907
Call Now: 203-641-3233
Is this the listing for you? We can help make it yours.
203-641-3233
150 Race Hill Road150 Race Hill Road150 Race Hill Road150 Race Hill Road
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$3,873
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq.ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room, which could also work as a 1st floor bedroom, is highlighted by a 2nd original fireplace, built-ins and a full bath. The formal living room is distinguished with a 3rd fireplace, loads of windows and original cabinetry. A charming kitchen with cathedral ceilings and exposed beams, and a terrific sun room with a stone floor and private entrance complete the main living spaces. Upstairs you'll find three bedrooms and a full bath. And then there is the guest cottage! A beautifully renovated, year-round 701 sq.ft. legal one-bedroom cottage, that is an exceptional addition to the property-ideal for guests, extended family, a private office or rental use. Thoughtfully refinished and entirely independent, the cottage adds a level of flexibility rarely found. The grounds are equally compelling, with stone walls, mature landscaping, and a handsome 26' x 36' post-and-beam barn. The barn includes a floored loft and offers tremendous flexibility for cars, hobbies, animals or studio space. The property has also been thoughtfully updated mechanically, including a newer furnace, oil tank and hot water heater (2018), 1,000-gallon septic system (2019), updated 200-amp electrical service to both buildings, a new roof on the main house (2022) and antique style gutters with leaf guards put on the main house (2022). The additional updates are extensive. Architectural plans for a potential 1,800-square-foot addition to the main house are also included (provided by previous owner). A property with genuine history and an uncommon sense of place with just enough nostalgia, and the important things already done!

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$849,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,792 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
7.07 Acres
Year Built 
1764
MLS® Number 
24208079
Status 
Coming Soon
Property Tax 
$10,467
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
10 hours agoListing updated with changes from the MLS®
10 hours agoListing first seen on site
General Features
Acres 
7.07
Foundation 
Concrete Perimeter
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2792
Style 
Cape CodAntique
Water Source 
Well
Zoning 
RU-1
Interior Features
Appliances 
DishwasherDryerFreezerRangeOvenRefrigeratorWasher
Basement 
FullDirt FloorUnfinished
Cooling 
Window Unit(s)
Heating 
OilHot Water
Laundry Features 
Main Level
Bedroom 
Level - Upper
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
FrameClapboard
Lot Features 
Level
Other Structures 
Guest House
Patio And Porch 
Patio
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Brown Elementary
Middle School
Polson Middle School
High School
Daniel Hand
Listing courtesy of Phoebe Finch of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (617) 645-3907



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.
Last checked: 2026-09-20 10:58 PM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share
Scroll to Top