2 Race Hill Road

Madison, CT
$ 2,500,000 Beds 4 Baths 3.5 Sq 8,017 Virtual Tour
Monthly Estimate* How much can I afford?

If you are on the hunt for a one of a kind property, that contains an antique house (with 1990's addition), 6 bay garage, equestrian facility, 4 fenced pastures and over 30 acres of land, you have found your match. Rarely does this type of "Gentleman's Farm" ever become available; built in 1790 with an addition added in the 90's, the house will immediately charm you as you enter into an oversized Living Room, with radiant brick floors and multiple doors to access the outside. All windows on the west side are new and overlook the pond and pasture. The balance of the 1st floor offers an office with builtins and generous natural light, a kitchen with plenty of counter space, a cosy Dining Room with fireplace and a 1st floor bedroom with access to a full bath. The Master Suite is located over the Living Room, is oversized and offers a walk-in dressing room and full bath. Two other bedrooms, with a full bath, are in the "older" side of the home. Beams are throughout the home, as well wide plank wood floors, 100 yr slate roof & a full house generator. There is a 6 bay garage, heated and with dehumidifier, is perfect for the car collector. The balance of the property offers: 4 fenced in pastures, 2 electronic gates, ponds and raw land. The Riding facility, established in 1990, and accessible by a private road, offers an indoor arena, outdoor ring, 22 stalls, tack rooms, wash stalls, excess barns / sheds and a 3 bdrm apartment, currently used by staff. Come see, it won't disappoint.

Single Family

  • Price
  • $ 2,500,000
  • Lot Size
  • 30.68 Acres
  • Bedrooms
  • 4
  • Sqr Footage
  • 8,017
  • Full Bathrooms
  • 3
  • Year Built
  • 1740
  • Half Bathrooms
  • 1
  • City, Zip
  • Madison
  • Taxes
  • $ 21291
  • County
  • Style
  • Colonial,Farm House
  • Area
  • MLS#
  • 170386229
  • Zip
  • 06443
Listing Provided by: Kirsten Adams with William Pitt Sotheby's Int'l
Data Source: Smart MLS



Acres 30.6800
Elementary School JM Jeffrey
Energy Features Generator, Thermopane Windows
Handicap Features Hallways 36+ Inches Wide, Multiple Entries/Exits, Ramps
High School Daniel Hand
Intermediate School Per Board of Ed
Middle School/High School Polson
Neighborhood N/A
New Construction Type No/Resale
Property Type Single Family For Sale
Status Active
Style Colonial, Farm House
Tax Year July 2021-June 2022
Virtual Tour https://player.vimeo.com/external/529051295.hd.mp4?s=92c7834e4bd6e208db27bbf262b7ad6f275b1d84&profile_id=175
Virtual Tour Yn Yes
Waterfront Description Pond, View
Year Built 1740
Year Built Source Public Records
Zoning RU-1

Interior Features

Appliances Included Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Attic Description Crawl Space
Basement Description Partial, Unfinished, Concrete Floor, Interior Access, Hatchway Access
Beds Total 4
Cooling System Ceiling Fans, Central Air, Ductless
Fireplaces Total 4
Fuel Tank Location In Basement
Full Baths 3
Half Baths 1
Heat Fuel Type Electric, Oil
Heat Type Hot Air, Radiant, Wood/Coal Stove, Zoned
Hot Water Description Domestic
Interior Features Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan
Laundry Room Main level
Laundry Room Info Main Level
Room Count 8
Rooms Additional Foyer, Laundry Room
Sq Ft Est Heated Above Grade 3748
Sq Ft Est Heated Below Grade 4269
Sq Ft Total 8017
Total Baths 4.00
Total Rooms 8

Exterior Features

Driveway Type Private, Asphalt, Crushed Stone, Other
Exterior Features Barn, French Doors, Garden Area, Grill, Gutters, Paddock, Patio, Shed, Stable
Foundation Concrete, Masonry
Garage Parking Info Detached Garage
Garages Number 6
Lot Description Corner Lot, Lightly Wooded, Sloping Lot, Treed, Fence - Partial, Fence - Stone
Roof Information Slate
Sewage System Septic
Siding Clapboard, Wood
Water Source Private Well


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator


Per Month

Based on the average sale price from the Waterbury, CT office

  • Monthly Principal & interest $1,740
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 3.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.


Elementary School JM Jeffrey Elementary School
Middle School Polson Middle School
High School Daniel Hand High School

Price History

4/2/2021 Listed $2,800,000
5/20/2021 11% - $2,500,000

Property vs Zip Code Average in 06443

AVG $1.22M
AVG $14,710
AVG 40
Year Built
AVG 1928


2 Race Hill Road Madison, CT is a Single Family Home for sale at $2500000 with 8017 sqft and a lot size of 30.68 Acres Acre(s). 2 Race Hill Road Madison has 4 bedrooms, 3 baths and was built in 1740. The property's zip code is 06443 which is in Madison, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 3.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.