320 Boston Post Rd, Madison, CT 06443
OFF MARKET

320 Boston Post Rd
Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,674 sqft (on 2 acres)

$1,208,000

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $8,245/mo*
Refinance Your Home

$1,208,000

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $8,245/mo*
Refinance Your Home
5 Beds
2.5 Baths
3,674 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Can not stress enough the uniqueness of being this close to Madison's center yet having so much privacy.
Deeded beach rights to private beach.
Inground Pool.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 320 Boston Post Rd

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Interior Details
AtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Office, Recreation Room, Sun RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckExterior: WoodLawnPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 2.00 acres

Price History for 320 Boston Post Rd

DatePriceEventSource
05/30/2013$650,000Sold
Smart MLS #M9138638
01/31/2013$669,000Listed For SaleAgent Provided
08/27/2012$799,000ListingRemovedAgent Provided
06/01/2012$799,000PriceChange
Agent Provided
02/10/2012$869,000PriceChange
Agent Provided
07/20/2011$899,000PriceChange
Agent Provided
06/02/2011$997,000Listed For SaleAgent Provided
04/18/2011$997,000ListingRemovedAgent Provided
02/05/2011$997,000PriceChange
Agent Provided
01/08/2011$1,175,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$16,011
Assessment$713,800
Home facts updated by county records

Comparable Sales for 320 Boston Post Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
50 Whedon Lane, Madison, CT
0.12
Single-Family Home
$1,667,000
06/17/25
3
3
2,724
53 Governors Way, Madison, CT
0.52
Single-Family Home
$1,365,000
08/26/25
4
4
4,145
114 Neck Road, Madison, CT
0.62
Single-Family Home
$972,000
06/20/25
4
2.5
3,068
395 Boston Post Road, Madison, CT
0.39
Single-Family Home
$1,400,000
05/01/26
4
5
3,779
76 Neck Road, Madison, CT
0.46
Single-Family Home
$720,000
08/29/25
3
2.5
1,459
115 River Edge Farms Road, Madison, CT
0.81
Single-Family Home
$1,300,000
10/20/25
5
2.5
3,077
31 Stony Lane Lot 6 Road, Madison, CT
0.34
Single-Family Home
$2,001,250
01/28/26
4
3.5
3,400
108 Neck Road, Madison, CT
0.59
Single-Family Home
$1,350,000
08/01/25
3
2.5
2,610
42 Neck Road, Madison, CT
0.34
Single-Family Home
$520,000
05/22/26
3
1.5
1,288
22 Nathans Lane, Madison, CT
0.67
Single-Family Home
$526,000
03/30/26
3
2
2,582

Nearby homes

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Assigned Schools

These are the assigned schools for 320 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

  • 89 % 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
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  • 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
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  • 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
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  • 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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Off Market Homes Near 320 Boston Post Rd

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320 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 3 bathroom, 3,674 sqft single-family home built in 1986. This property is not currently available for sale. 320 Boston Post Rd was last sold on May 30, 2013 for $650,000. The current Trulia Estimate for 320 Boston Post Rd is $1,208,000.