# 150 Race Hill Road, Madison, CT 06443 > **TL;DR:** 4bd/3ba single family, $799,999 ($287/sqft), 2,792 sqft. > A/C. Est. $4,278/mo. Listed 41 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $799,999 | | Price/sqft | $287 | | Bedrooms | 4 | | Bathrooms | 3 full | | Square Feet | 2,792 | | Lot Size | 307,969 sqft (7.07 acres) | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 41 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,045 | | Estimated Insurance | $233 | | **Total** | **$4,278** | ## Nearby Schools - **Elementary:** Brown Elementary - **High:** Daniel Hand ## Key Amenities - A/C ## Property Highlights - Built in 1764 - 7.07 acre lot ## Description ### Agent Description 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! ## Location - **Address:** 150 Race Hill Road, Madison, CT 06443 - **County:** New Haven - **Coordinates:** 41.355558, -72.66068 - **Google Maps:** https://www.google.com/maps?q=41.355558,-72.66068 ## Listing Agent - **Name:** Phoebe Finch - **Brokerage:** William Pitt Sotheby's International Realty - **Broker Phone:** 2032456700 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/150-Race-Hill-Rd_Madison_CT_06443_M40969-74383?f=listhub&s=CTMLS&m=24208079&c=propsimple) ## Photos ![150 Race Hill Road - Photo 1](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f878141067r.jpg) ![150 Race Hill Road - Photo 2](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2155490178r.jpg) ![150 Race Hill Road - Photo 3](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f54158412r.jpg) ![150 Race Hill Road - Photo 4](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2895811343r.jpg) ![150 Race Hill Road - Photo 5](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1906961347r.jpg) ![150 Race Hill Road - Photo 6](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1762113678r.jpg) ![150 Race Hill Road - Photo 7](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2888591777r.jpg) ![150 Race Hill Road - Photo 8](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1492701297r.jpg) ![150 Race Hill Road - Photo 9](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1727925587r.jpg) ![150 Race Hill Road - Photo 10](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f4037918424r.jpg) ![150 Race Hill Road - Photo 11](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1065088676r.jpg) ![150 Race Hill Road - Photo 12](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3101683298r.jpg) ![150 Race Hill Road - Photo 13](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f55975305r.jpg) ![150 Race Hill Road - Photo 14](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2509237054r.jpg) ![150 Race Hill Road - Photo 15](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f478644100r.jpg) ![150 Race Hill Road - Photo 16](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3196403738r.jpg) ![150 Race Hill Road - Photo 17](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3780153950r.jpg) ![150 Race Hill Road - Photo 18](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f573948264r.jpg) ![150 Race Hill Road - Photo 19](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2536133460r.jpg) ![150 Race Hill Road - Photo 20](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3342464542r.jpg) ![150 Race Hill Road - Photo 21](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1514617081r.jpg) ![150 Race Hill Road - Photo 22](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f4198r.jpg) ![150 Race Hill Road - Photo 23](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1820203613r.jpg) ![150 Race Hill Road - Photo 24](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2115534946r.jpg) ![150 Race Hill Road - Photo 25](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f541380016r.jpg) ![150 Race Hill Road - Photo 26](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2507261648r.jpg) ![150 Race Hill Road - Photo 27](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2269452113r.jpg) ![150 Race Hill Road - Photo 28](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3970948387r.jpg) ![150 Race Hill Road - Photo 29](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f601564078r.jpg) ![150 Race Hill Road - Photo 30](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1274062198r.jpg) ![150 Race Hill Road - Photo 31](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1455096669r.jpg) ![150 Race Hill Road - Photo 32](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f668115644r.jpg) ![150 Race Hill Road - Photo 33](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f522092585r.jpg) ![150 Race Hill Road - Photo 34](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f952972933r.jpg) ![150 Race Hill Road - Photo 35](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f775968837r.jpg) ![150 Race Hill Road - Photo 36](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f167771651r.jpg) ![150 Race Hill Road - Photo 37](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f3445554182r.jpg) ![150 Race Hill Road - Photo 38](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f4261985188r.jpg) ![150 Race Hill Road - Photo 39](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f1572291230r.jpg) ![150 Race Hill Road - Photo 40](http://lh.rdcpix.com/74001a94b8ee7700aa70fa2d5c365246l-f2978405803r.jpg) --- **MLS#:** 24208079 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/150-race-hill-road-madison-ct-06443-ff5d3451001e4bc8834ec84bdfb2c3e5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/150-race-hill-road-madison-ct-06443-ff5d3451001e4bc8834ec84bdfb2c3e5#listing", "url": "https://staging.propertysimple.ai/listing/150-race-hill-road-madison-ct-06443-ff5d3451001e4bc8834ec84bdfb2c3e5", "name": "150 Race Hill Road, Madison, CT 06443", "description": "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. 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