252 Boston Post RoadMadison, CT 06443




Mortgage Calculator
Monthly Payment (Est.)
Enter an interest rate to see your estimated monthly payment.Experience the best of coastal living in this distinctive property, featuring a beautifully renovated main residence, an income-producing in-law residence, and generous grounds in one of Connecticut's most desirable shoreline communities. Set toward the rear of the .76-acre parcel, comfortably removed from Boston Post Road, the main home enjoys an attractive setting surrounded by lush greenery and magnificent mature trees. The expansive grounds provide a beautiful backdrop for outdoor entertaining, gardening, or simply relaxing in the natural surroundings. Extensively renovated throughout, the main residence combines contemporary style with everyday comfort and convenience. Enjoy a beautifully updated kitchen and bath, attractive new flooring, modern lighting, replacement windows, a new roof, and an updated heating system. These substantial improvements offer the immediate enjoyment of a move-in-ready home without the disruption and expense of a major renovation. A bright breezeway connects the home to its attached one-car garage, providing convenient, sheltered access, while the full basement offers valuable storage and utility space. A separate in-law residence toward the front of the parcel is currently leased for $1,700 per month. This rental income provides a meaningful financial advantage, helping offset ownership expenses while adding versatility and value. Buyers should verify approved residential uses, lease terms, and any contemplated future uses with the Town of Madison. Beyond the property, discover the extraordinary lifestyle that makes Madison one of Connecticut's most treasured shoreline destinations. Spend sun-filled days at beautiful town beaches or explore the miles of sandy shoreline, scenic trails, and recreational opportunities at spectacular Hammonasset Beach State Park. Madison's picturesque village center invites leisurely afternoons browsing charming boutiques, art galleries, and the celebrated Madison Sculpture Mile. Discover literary treasures at renowned R.J. Julia Booksellers, enjoy the town's inviting restaurants and cafes, or savor waterfront dining and spectacular Long Island Sound views at the Madison Beach Hotel. The Madison Surf Club, vibrant cultural offerings, and timeless New England coastal charm further enrich the experience. Convenient access to I-95 and Shore Line East rail service provides connections to New Haven, New York City, and beyond, offering the appeal of shoreline living without sacrificing regional accessibility. This property offers a remarkable combination of modern comfort, beautiful natural surroundings, existing rental income, and the exceptional quality of life that defines Madison. More than simply a place to live, this is an opportunity to enjoy the very best of Connecticut's shoreline lifestyle.
| 19 hours ago | Listing updated with changes from the MLS | |
| 22 hours ago | Listing first seen on site |
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: 2026-10-26 08:47 AM UTC.