150 Race Hill Road
Madison, CT, 06443 $ 849,000
Bedrooms4 Baths3.0 Sq 2,792 Monthly Estimate*
$ 5,361
for $849,000 with 4 bedrooms and 3 full baths. This 2,792 square foot home was built in 1764 on a lot size of 7.07.
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!
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FeaturesGeneralZoning RU-1
Neighborhood N/A
County New Haven
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 7.07
Directions Route 80. Right on Race Hill. House up on the right.
High School Daniel Hand
City Madison
Elementary School Brown Elementary
Sq Ft Total 2792
DOM 1
Year Built 1764
Style Cape Cod Antique
Year Built Source Public Records
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InteriorCooling System Window Unit
Total Rooms 8
Basement Description Full Unfinished Dirt Floor
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ExteriorWater Source Private Well
Lot Description Lightly Wooded Level Lot
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* Excluded FeaturesList ByPhoebe FinchListing Agent
William Pitt Sotheby's Int'lBroker
pschreiner@wpsir.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,361
- Monthly Property Taxes
- $872
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% 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.
Learn more about how to save NearbySingle family listings in Madison, CT
Average List Price $1,274,477
Percent of Sale Price 50%
About Madison, CT 18,554 Population
4% Since 2002
$ 109,384 Median Income
50.74 Median Age
31% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
2027568 Middle School
Daniel Hand High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/20/2026 | $849,000 | | Listed Price |