# 252 Boston Post Road, Madison, CT 06443 > **TL;DR:** 4bd/2ba single family, $549,900 ($318/sqft), built 1953, 1,728 sqft. > Fireplace, A/C, 1-car garage. Est. $2,941/mo. Listed 8 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $549,900 | | Price/sqft | $318 | | Bedrooms | 4 | | Bathrooms | 2 full | | Square Feet | 1,728 | | Year Built | 1953 | | Lot Size | 33,106 sqft (0.76 acres) | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 8 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,781 | | Estimated Insurance | $160 | | **Total** | **$2,941** | ## Nearby Schools - **Elementary:** Neck River - **High:** Daniel Hand ## Key Amenities - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1953 - 0.76 acre lot - 5 parking spaces - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 252 Boston Post Road, Madison, CT 06443 - **County:** New Haven - **Coordinates:** 41.278182, -72.628448 - **Google Maps:** https://www.google.com/maps?q=41.278182,-72.628448 ## Listing Agent - **Name:** Mick Marsden - **Brokerage:** Page Taft~Christie's IRE - **Broker Phone:** (203) 623-4078 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/252-Boston-Post-Rd_Madison_CT_06443_M33764-37384?f=listhub&s=CTMLS&m=24216244&c=propsimple) ## Photos ![252 Boston Post Road - Photo 1](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f202148930r.jpg) ![252 Boston Post Road - Photo 2](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4254087947r.jpg) ![252 Boston Post Road - Photo 3](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1814200160r.jpg) ![252 Boston Post Road - Photo 4](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3362612759r.jpg) ![252 Boston Post Road - Photo 5](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3493663891r.jpg) ![252 Boston Post Road - Photo 6](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3255594297r.jpg) ![252 Boston Post Road - Photo 7](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1931932399r.jpg) ![252 Boston Post Road - Photo 8](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2043412435r.jpg) ![252 Boston Post Road - Photo 9](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f813020410r.jpg) ![252 Boston Post Road - Photo 10](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4128774741r.jpg) ![252 Boston Post Road - Photo 11](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1589161096r.jpg) ![252 Boston Post Road - Photo 12](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f434854376r.jpg) ![252 Boston Post Road - Photo 13](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3299675428r.jpg) ![252 Boston Post Road - Photo 14](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f403776492r.jpg) ![252 Boston Post Road - Photo 15](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2878687133r.jpg) ![252 Boston Post Road - Photo 16](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f849661544r.jpg) ![252 Boston Post Road - Photo 17](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f869521905r.jpg) ![252 Boston Post Road - Photo 18](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1595505451r.jpg) ![252 Boston Post Road - Photo 19](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2483956399r.jpg) ![252 Boston Post Road - Photo 20](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2849721535r.jpg) ![252 Boston Post Road - Photo 21](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1831067228r.jpg) ![252 Boston Post Road - Photo 22](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4203390817r.jpg) ![252 Boston Post Road - Photo 23](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f745084415r.jpg) ![252 Boston Post Road - Photo 24](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1394370054r.jpg) ![252 Boston Post Road - Photo 25](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2265394117r.jpg) ![252 Boston Post Road - Photo 26](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f271046277r.jpg) ![252 Boston Post Road - Photo 27](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f890383550r.jpg) ![252 Boston Post Road - Photo 28](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f39181262r.jpg) ![252 Boston Post Road - Photo 29](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f171678777r.jpg) ![252 Boston Post Road - Photo 30](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1235950060r.jpg) ![252 Boston Post Road - Photo 31](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3545952418r.jpg) ![252 Boston Post Road - Photo 32](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2503931129r.jpg) ![252 Boston Post Road - Photo 33](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2673551091r.jpg) ![252 Boston Post Road - Photo 34](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f462435738r.jpg) ![252 Boston Post Road - Photo 35](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4176508563r.jpg) ![252 Boston Post Road - Photo 36](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2975434034r.jpg) ![252 Boston Post Road - Photo 37](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1165040083r.jpg) ![252 Boston Post Road - Photo 38](http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f12594345r.jpg) --- **MLS#:** 24216244 | **Updated:** 2026-11-01 **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://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#listing", "url": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32", "name": "252 Boston Post Road, Madison, CT 06443", "description": "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.", "image": [ "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f202148930r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4254087947r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1814200160r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3362612759r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3493663891r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3255594297r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1931932399r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2043412435r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f813020410r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4128774741r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1589161096r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f434854376r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3299675428r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f403776492r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2878687133r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f849661544r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f869521905r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1595505451r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2483956399r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2849721535r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1831067228r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4203390817r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f745084415r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1394370054r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2265394117r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f271046277r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f890383550r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f39181262r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f171678777r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1235950060r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3545952418r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2503931129r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2673551091r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f462435738r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4176508563r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2975434034r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1165040083r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f12594345r.jpg" ], "primaryImageOfPage": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f202148930r.jpg", "caption": "252 Boston Post Road - Madison, CT" }, "datePosted": "2026-10-25", "dateModified": "2026-11-01T10:24:12.767Z", "mainEntity": { "@type": "Accommodation", "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#property", "name": "252 Boston Post Road, Madison, CT 06443", "address": { "@type": "PostalAddress", "streetAddress": "252 Boston Post Road", "addressLocality": "Madison", "addressRegion": "CT", "postalCode": "06443", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": 41.278182, "longitude": -72.628448 }, "image": [ "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f202148930r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4254087947r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1814200160r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3362612759r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3493663891r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3255594297r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1931932399r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2043412435r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f813020410r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4128774741r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1589161096r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f434854376r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3299675428r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f403776492r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2878687133r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f849661544r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f869521905r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1595505451r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2483956399r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2849721535r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1831067228r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4203390817r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f745084415r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1394370054r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2265394117r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f271046277r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f890383550r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f39181262r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f171678777r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1235950060r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f3545952418r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2503931129r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2673551091r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f462435738r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f4176508563r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f2975434034r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f1165040083r.jpg", "http://lh.rdcpix.com/98614fa2421c341f5273713c38006ebal-f12594345r.jpg" ], "identifier": { "@type": "PropertyValue", "propertyID": "MLS", "value": "24216244" }, "accommodationCategory": "Single Family Residence", "numberOfBedrooms": 4, "numberOfBathroomsTotal": 2, "numberOfFullBathrooms": 2, "floorSize": { "@type": "QuantitativeValue", "value": 1728, "unitCode": "FTK", "unitText": "square feet" }, "yearBuilt": 1953, "amenityFeature": [ { "@type": "LocationFeatureSpecification", "name": "Heating", "value": "Hot Water(Heating)" }, { "@type": "LocationFeatureSpecification", "name": "Cooling", "value": "Central Air" }, { "@type": "LocationFeatureSpecification", "name": "Appliances", "value": "Oven/Range, Microwave, Refrigerator, Dishwasher" }, { "@type": "LocationFeatureSpecification", "name": "Fireplace", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Air Conditioning", "value": true } ], "additionalProperty": [ { "@type": "PropertyValue", "name": "Lot Size", "value": "0.76 acres" }, { "@type": "PropertyValue", "name": "Parking Spaces", "value": 5 }, { "@type": "PropertyValue", "name": "Garage Spaces", "value": 1 }, { "@type": "PropertyValue", "name": "Property Subtype", "value": "Single Family Residence" } ] }, "offers": { "@type": "Offer", "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#offer", "url": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32", "price": 549900, "priceCurrency": "USD", "businessFunction": "http://purl.org/goodrelations/v1#Sell", "availability": "https://schema.org/InStock", "seller": { "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#agent" } }, "provider": { "@type": "Person", "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#agent", "name": "Mick Marsden", "worksFor": { "@type": "Organization", "@id": "https://www.propertysimple.ai/listing/252-boston-post-road-madison-ct-06443-0b052ba77c2e426c95e47e498c65de32#brokerage", "name": "Page Taft~Christie's IRE", "telephone": "(203) 623-4078", "logo": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/ff8080811a1630e3011a1657db0f0066k-c237866933r.png" } } } } ```