374 Boston Post Road, Madison, CT 06443
OFF MARKET

$1,525,800

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,060 sqft (on 0.55 acres)

374 Boston Post Road, Madison, CT 06443

Madison Center
Est. Refi. Payment $10,660/mo*
Refinance Your Home
Currently Off Market - Sold Jun 12, 2024 for $1,295,000

Home Value

Trulia Estimate
$1.53M
Since last month
Increased$16K (+1%)
Since last year
Increased$130K (+9.3%)
Since last sale
Increased$234K (+18%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years
MonthEstimated value
2026
August 2026$1.53M
August 2026$1.53M
July 2026$1.51M
June 2026$1.58M
May 2026$1.57M
April 2026$1.54M
March 2026$1.53M
February 2026$1.48M
January 2026$1.44M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 Stony Lane Lot 6 Road, Madison, CT
0.18
Single-Family Home
$2,001,250
01/28/26
4
3.5
3,400
395 Boston Post Road, Madison, CT
0.11
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
31 Stony Lane Lot 3 Road, Madison, CT
0.21
Single-Family Home
$1,875,000
06/29/26
4
3.5
4,565
513 Boston Post Road, Madison, CT
0.58
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
519 Boston Post Road, Madison, CT
0.61
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
43 Burcam Drive, Madison, CT
0.48
Single-Family Home
$941,000
10/01/25
3
3
2,393
24 Cherry Lane, Madison, CT
0.55
Single-Family Home
$1,186,900
05/08/26
3
2.5
1,712
37 Lantern Hill Road, Madison, CT
0.41
Single-Family Home
$2,700,000
09/01/26
5
5.5
7,139
115 Harbor Avenue, Madison, CT
0.74
Single-Family Home
$1,400,000
05/15/26
4
3
1,999
55 Island Avenue, Madison, CT
0.96
Single-Family Home
$1,400,000
07/17/26
4
3
3,046

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
395 Boston Post Road, Madison, CT 06443
0.11
$1,400,000
4
5
3,779
Recently Sold
348 Boston Post Road, Madison, CT 06443
0.13
$1,679,900
3
2.5
2,100
Off Market
31 Stony Lane Lot 6 Road, Madison, CT 06443
0.18
$2,001,250
4
3.5
3,400
Recently Sold
31 Stony Lane Lot 3 Road, Madison, CT 06443
0.21
$1,875,000
4
3.5
4,565
Recently Sold
27 Maplewood Lane, Madison, CT 06443
0.30
$765,200
3
2
1,938
Off Market
30 Overlook Drive, Madison, CT 06443
0.30
$1,242,000
4
2.5
2,855
Off Market
27 Sterling Park, Madison, CT 06443
0.33
$937,100
3
2.5
2,458
Off Market
33 Overlook Drive, Madison, CT 06443
0.33
$1,825,000
6
4.5
4,903
Off Market
50 Whedon Lane, Madison, CT 06443
0.40
$1,743,600
3
3
2,724
Off Market
26 Rockledge Drive, Madison, CT 06443
0.40
$1,216,500
4
2.5
2,786
Off Market
287 Boston Post Road, Madison, CT 06443
0.41
$850,500
3
2
2,093
Off Market

Local Information

  • Map ViewExplore the area around 374 Boston Post Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1961
0.55 acre lot
3,060 sqft
$499/sqft
Garage

About this House

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,525,800, with a rent estimate of $5,318/month.
Last check for updates: about 7 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

Home Details for 374 Boston Post Road

Interior Features

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

Exterior Features

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

Property Information

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

Price & Status

Price
List Price: $1,295,000
Status Change & Dates
Off Market Date: Sun Apr 28 2024Possession Timing: Immediate

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 3060 Square Feet

Community

Community Features: Near Public Transport, Golf, Library, Park, Playground, Public Rec Facilities, Putting Green
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.55 acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24011999Attic: Storage, Pull Down StairsWater ViewWater View: WaterAbove Grade Unfinished Area: 3060

Additional Information

Near Public TransportGolfLibraryParkPlaygroundPublic Rec FacilitiesPutting Green

Price and Tax history

DateEventPrice
Jun 12, 2024
Source: Smart MLS #24011999
Sold
$1,295,000
Apr 26, 2024
Source: Smart MLS #24011999
Listed For Sale
$1,295,000

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM

Around this home

Neighborhood Overview

Madison Center
See Local Highlights
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.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 374 Boston Post Road

  • What is 374 Boston Post Road estimated to be worth?
    Trulia's estimated value for 374 Boston Post Road in Madison, CT is $1,525,800.
  • What is the price history for 374 Boston Post Road?
    374 Boston Post Road in Madison, CT last sold for $1,295,000 in June 2024.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $710K. That is down $53.67K from the prior month.
  • Does 374 Boston Post Road have air conditioning?
    Yes, 374 Boston Post Road in Madison, CT has air conditioning.
  • Does 374 Boston Post Road have a pool?
    Yes, 374 Boston Post Road in Madison, CT has a pool.

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