374 Boston Post Road
Madison, CT 06443
Madison Center
5 Beds
3.5 Baths
3,060 sqft (on 0.55 acres)
5 Beds
3.5 Baths
3,060 sqft
(on 0.55 acres)
Local Information
- Map ViewExplore the area around 374 Boston Post Road.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Location is everything whether your preferred destination is a home nestled on a sandy beach or adjacent to a well-manicured golf course. While some are drawn to the relaxing views of The Sound, others enjoy watching a competitive round of golf; if not playing themselves. Some, as is the case here, enjoy views of both! If the golf course is your destination, well today may be your lucky day! Welcome to 374 Boston Post Road, Situated Adjacent to Madison's Par 5, 14th Hole Fairway with views out to Long Island Sound. This comfortable, 5 bedroom Colonial embraces over 3,000 square feet of living space, on over half an acre. Need more...Well, approvals and plans are in place for a 620 square foot accessory dwelling over the garage. Talk about backyards...your over half acre oasis, quickly blends with the 53 acre Madison Country Club's private 19 hole, par 70 course established in 1900. This majestic course was originally designed by famed golf course architect and two time British Open champion Willie Park, Jr and was later redesigned to take full advantage of the amazing views provided by Long Island Sound. Imagine...living adjacent to such striking views. Midway down the 14th fairway on say, your second shot, you are greeted by the homes backyard boasting an in ground heated pool, patio and large deck from which to admire the course or sunsets over Long Island Sound. Step inside to the large family room with gas fireplace adjacent to the homes over sized living room / dining room adorned with wide board hardwood floors and gas fireplace. The homes eat-in kitchen is large enough for a full sized dining room table and boasts a gas cooktop with hood, double ovens, a SubZero and, of course, an ice maker. There are also two bedrooms that share a full bath on the first floor. But, let's go back outside and enjoy the views... A large second floor deck, just waiting for a layer of Trex decking, welcomes you into the homes primary bedroom suite and two additional large bedrooms. So, why not be the envy of your golf peers enjoying a dip in your pool after finishing 18 holes while they labor on the course? Where else can you enjoy such dynamic views? Who needs to move to Florida to enjoy your own personal Clubhouse?
374 Boston Post Road, Madison, CT 06443 is a 5 bedroom, 4 bathroom, 3,060 sqft single-family home in Madison Center, built in 1961. It last sold for the $1,295,000 asking price on Jun 12, 2024. It is currently off market. The Trulia Estimate is $1,538,900, with a rent estimate of $7,605/month.
Home Highlights
Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 374 Boston Post Road
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Interior Details Basement: Full,Unfinished,Interior Entry,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3060 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Oven, Range Hood, Subzero, Ice Maker, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Main LevelWasher |
Heating & Cooling Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Windows, Doors, Floors & Walls Window: Storm Window(s)Door: French Doors |
View Has a ViewView: Water |
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Exterior Home Features Roof: WoodPatio / Porch: CoveredFencing: Stone, Privacy, FullExterior: Awning(s), Rain Gutters, Garden, Stone WallFoundation: Concrete PerimeterGardenHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Paved,Driveway,Garage Door Opener,Private,Circular Driveway |
Pool Pool: Heated, Slide, Fenced, Vinyl, In GroundPool |
Frontage Waterfront: Walk to Water, Water CommunityFrontage Type: Golf CourseNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3060 Square Feet |
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Year Built Year Built: 1961 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1155682 |
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Price List Price: $1,295,000 |
Status Change & Dates Off Market Date: Sun Apr 28 2024Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: Madison |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Daniel Hand |
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Building Area Building Area: 3060 Square Feet |
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Community Features: Near Public Transport, Golf, Library, Park, Playground, Public Rec Facilities, Putting Green |
Other Playground |
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No HOA |
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Lot Area: 0.55 acres |
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Energy Efficiency Features: Windows |
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BasementMls Number: 24011999Attic: Storage, Pull Down StairsWater ViewWater View: WaterAbove Grade Unfinished Area: 3060 |
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Near Public TransportGolfLibraryParkPlaygroundPublic Rec FacilitiesPutting Green |
Last check for updates: about 11 hours ago
Listed by John Campbell, (203) 415-5439
Compass Connecticut, LLC, (203) 245-1593
Bought with: Aimee Genther, (203) 668-5287, William Raveis Real Estate, (203) 318-3570
Source: Smart MLS, MLS#24011999
Price History for 374 Boston Post Road
| Date | Price | Event | Source |
|---|---|---|---|
| 06/12/2024 | $1,295,000 | Sold | Smart MLS #24011999 |
| 04/26/2024 | $1,295,000 | Listed For Sale | Smart MLS #24011999 |
Market trends in Madison
Last updated June 2026
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $13,738 |
| Assessment | $612,500 |
Home facts updated by county records
Comparable Sales for 374 Boston Post Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.18 | Single-Family Home | $2,001,250 | 01/28/26 | 4 | 3.5 | 3,400 | |
0.11 | Single-Family Home | $1,400,000 | 05/01/26 | 4 | 5 | 3,779 | |
0.21 | Single-Family Home | $1,875,000 | 06/29/26 | 4 | 3.5 | 4,565 | |
0.58 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.54 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.61 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.48 | Single-Family Home | $941,000 | 10/01/25 | 3 | 3 | 2,393 | |
0.55 | Single-Family Home | $1,186,900 | 05/08/26 | 3 | 2.5 | 1,712 | |
0.74 | Single-Family Home | $1,400,000 | 05/15/26 | 4 | 3 | 1,999 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDMAY 1, 2026William Pitt Sotheby's Int'l
OFF MARKETCompass Connecticut, LLC
SOLDJAN 28, 2026William Raveis Real Estate- FOR SALENEW CONSTRUCTION0.46 ACRESWilliam Raveis Real Estate
SOLDJUN 29, 2026William Raveis Real Estate
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETCompass Connecticut, LLC
OFF MARKETColdwell Banker Realty
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Assigned Schools
These are the assigned schools for 374 Boston Post Road.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 407 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 751 Students
10/10GreatSchools RatingParent Rating AverageI feel very unsafe when in the presence of many school administrators. I wouldn’t wish the experience I’ve had here on my worst enemy. I feel constantly harassed by some teachers but more namely the school administrators, including the Vice principal. Every day I try to come in with a positive attitude about this place, but someone has to ruin it. There are however some teachers that do a great job teaching and making everyone feel safe, but the negatives outweigh this way too much.Student Review1y ago - Dr. Robert H. Brown Middle School
- 4-5
- Public
- 361 Students
9/10GreatSchools RatingParent Rating AverageThe school is great. The teachers help you as much as they can and they want you to have as much fun as possible. At the end of every trimester some related arts classes let parents come to the school to watch there kid (in Xylorythems, Theater arts, Music and Art.) There is some bullying but you can quicky report if someone is bullying you and they will quickly handle it.Student Review3y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 541 Students
9/10GreatSchools RatingParent Rating AverageMy kids are currently attending Polson MS and are receiving an excellent education that is preparing them for high school and beyond. The course work is challenging and homework is not lacking, however, the teachers are readily available to the students for extra help before and after school. But even with all the hard work the school has great spirit and the kids have fun either in sports, theater, music or what ever their area of interest is. The schools drew us to Madison and the location has kept us! GREAT TOWN! I believe the parent involvement in the school system is a primary driver for why the school system is so successful.Parent Review14y ago 
Check out schools near 374 Boston Post Road.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Madison Center
At least 1 Trulia users voted on each feature.
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say it's dog friendly
100 % Say there's wildlife
100 % Say neighbors are friendly
50 % Say there are community events
50 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 374 Boston Post Road
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SOLDJUL 16, 2026RE/MAX Right Choice
SOLDJUL 10, 2026William Pitt Sotheby's Int'l
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SOLDJUL 7, 2026Coldwell Banker Realty
SOLDJUL 7, 2026Higgins Group Bedford Square
SOLDJUL 6, 2026Compass Connecticut, LLC- See more homes for sale inMadison
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