294 Boston Post Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

294 Boston Post Rd
Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,288 sqft (on 0.49 acres)

$1,011,000

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $7,094/mo*
Refinance Your Home

$1,011,000

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $7,094/mo*
Refinance Your Home
3 Beds
2 Baths
2,288 sqft
(on 0.49 acres)

Local Information

  • Map ViewExplore the area around 294 Boston Post Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.49 acres
Living Area
2,288 sqft
Price/Sqft
$442

About this House

Have you been thinking about downsizing, living south of route 1, close to beaches, town I95? Now is your opportunity to move into a fully renovated, charming home. Set on a private road Whedon Lane and only 1.2 miles from Madison Center, this one-level living home full of character shows pride of ownership and is set on a flat, half an acre which has been beautifully, professionally landscaped-with blooming seasonal perennials, including a fenced-in backyard, Ipe deck the length of the house, providing a private retreat. HUGE 1324 SF LOWER LEVEL; 500-OF WHICH IS PARTIALLY FINISHED with laundry room.This home has been lovingly renovated from top to bottom since 2006. Improvements include: gutted kitchen now with SS appliances and Granite counters, Brazilian cherry wood floors open to dining room; 200 AMP upgrade, connected to City GAS and WATER with energy efficient cast iron baseboards, Renai On Demand hot water heater, furnace; Addition of Sun/mudroom with tall ceilings and full bath with skylight above tiled shower, cedar shake siding, windows, roof, patio, Azek, gutters, lighting/fans and fresh paint. Fenced-in rear yard complete with outdoor shower--2 CAR GARAGE w/extra parking area for all of your guests. Bike to schools, walk to Lowry and Strong Fields and Surf Club Beach. One floor living at its best--just move in and enjoy the downtown lifestyle. NO Association dues or flood insurance currently here! Located just two hours from NY and Boston. Agent/Owner
294 Boston Post Rd, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 2,288 sqft single-family home built in 1955. It last sold for $500,000 on Feb 13, 2018. It is currently off market. The Trulia Estimate is $1,011,000, with a rent estimate of $5,072/month.

Home Details for 294 Boston Post Rd

Interior Features

Heating & Cooling
Heating: BaseboardCooling System: Window UnitHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 0.49 acres

Price History for 294 Boston Post Rd

DatePriceEventSource
02/13/2018$500,000Sold
Smart MLS #170004248
01/09/2018$518,600PendingAgent Provided
11/06/2017$518,600PriceChange
Agent Provided
10/13/2017$528,600Listed For SaleAgent Provided
12/16/2016$548,600ListingRemovedAgent Provided
08/15/2016$548,600Listed For SaleAgent Provided
12/16/2005$430,000Sold
Smart MLS #M9091847

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
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

Year2025
Tax$13,155
Assessment$586,500
Home facts updated by county records

Comparable Sales for 294 Boston Post Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Neck Road, Madison, CT
0.21
Single-Family Home
$520,000
05/22/26
3
1.5
1,288
22 Nathans Lane, Madison, CT
0.49
Single-Family Home
$526,000
03/30/26
3
2
2,582
108 Sandelwood Drive, Madison, CT
0.57
Single-Family Home
$475,000
09/05/25
3
2
2,640
18 Kelsey Place, Madison, CT
0.23
Single-Family Home
$665,000
11/14/25
3
2
1,260
9 Old Farms Road, Madison, CT
0.63
Single-Family Home
$551,000
01/20/26
4
1.5
1,828
40 Green Acres Drive, Madison, CT
0.72
Single-Family Home
$537,500
10/07/25
3
1.5
1,864
35 Governors Way, Madison, CT
0.38
Single-Family Home
$604,000
05/11/26
4
2
2,520
46A Beach Avenue, Madison, CT
0.48
Single-Family Home
$800,000
06/01/26
3
2
1,504
76 Neck Road, Madison, CT
0.36
Single-Family Home
$720,000
08/29/25
3
2.5
1,459
41 Harbor Avenue, Madison, CT
0.38
Single-Family Home
$610,000
06/05/26
2
2
1,640

Nearby homes

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Assigned Schools

These are the assigned schools for 294 Boston Post Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 12 % Say there are sidewalks

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
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
    Flag
  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
    Flag
  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
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  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
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  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
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  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
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Explore by feature - Garage

6 rentals with a garage in Madison, CT

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Homes for sale near 294 Boston Post Rd

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Off Market Homes Near 294 Boston Post Rd

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