SoldAug 14, 2025

Listed by John Hill from Seabury-Hill REALTORS

Bought with Anne-marie Pagli from William Raveis Real Estate

Source: SmartMLS Connecticut #24106360

109 Boston Post Rd, New Haven County, CT, 06443

$935,570

3
3
4
2728 sq. ft.
1 ac.

SingleFam

18 days on the market

Sold: Aug 14, 2025

What's around 109 Boston Post Rd

About this property

Built in 1854 for the Chittenden family, this historic Madison home sits on a beautifully landscaped, level one-acre lot and blends classic New England charm with modern upgrades. The main residence features three bedrooms on the second floor, plus a finished third-floor loft that serves as a fourth bedroom, office, or playroom. A highlight is the detached oversized garage with a connected studio suite and full bath-ideal as a guest house, gym, studio, or office. The interior has been meticulously restored, including windows, doors, and moldings, with fully updated HVAC, plumbing, and electrical systems. The formal living room includes hardwood floors, wood-burning fireplaces, and custom built-ins. The dramatic dining room boasts vaulted ceilings, exposed beams, a stone fireplace, and wide-plank floors. A sunlit kitchen features garden views on three sides, granite counters, stainless appliances, and opens to a deck overlooking the yard. A den with built-ins, family room, and full bath complete the first floor. Upstairs, the primary suite has vaulted ceilings with skylights, carpet, and a spa-style bath with sauna shower. Two additional bedrooms with hardwood floors share a tiled bath with claw-foot tub. A bonus room offers flex space. The finished third-floor loft adds even more. Just minutes from beaches, shops, dining, trails, trains, and highways-this is a rare chance to own a piece of Madison history with space to live, create, and entertain.

Looking for more information on 109 Boston Post Rd?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldJun 1, 2026
$800,000
46A Beach Avenue
Madison CT 06443
3
2
Single-Family
Listing courtesy of Coldwell Banker Realty and William Raveis Real Estate
SoldJun 1, 2026
$1,825,000
11 Middle Beach Rd
Madison Center CT 06443
3
3
12
Single-Family
Listing courtesy of William Pitt Sotheby's Int'l
SoldMay 27, 2026
$645,000
79 Acorn Rd
New Haven County CT 06443
3
3
2
Single-Family
Listing courtesy of Berkshire Hathaway NE Prop. and Coldwell Banker Realty

Other properties sold by Seabury-Hill REALTORS

SoldJun 5, 2026
$533,500
15 Ingram Street
New Haven County CT 06517
4
2
1
Single-Family
Listing courtesy of Press/Cuozzo Realtors and Seabury-Hill REALTORS
SoldJun 4, 2026
$1,310,000
538 Chapel Street
New Haven CT 06511
6
4
2
Duplex
Listing courtesy of Seabury-Hill REALTORS and William Raveis Real Estate
SoldJun 3, 2026
$895,000
832 State Street
New Haven CT 06511
3
3
4
Duplex
Listing courtesy of Seabury-Hill REALTORS and Coldwell Banker Realty

Browse properties sold in nearby areas

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent