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

$1,196,000

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

320 Boston Post Rd, Madison, CT 06443

Est. Refi. Payment $8,277/mo*
Refinance Your Home
Currently Off Market - Sold May 30, 2013 for $650,000

Home Value

Trulia Estimate
$1.2M
Since last month
Decreased$8K (-0.7%)
Since last year
Increased$39K (+3.4%)
Since last sale
Increased$532K (+81.8%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.18M
July 2026$1.19M
June 2026$1.25M
May 2026$1.22M
April 2026$1.19M
March 2026$1.16M
February 2026$1.14M
January 2026$1.11M
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
35 Governors Way, Madison, CT
0.54
Single-Family Home
$604,000
05/11/26
4
2
2,520
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
46 Beach Ave, Madison, CT
0.52
Single-Family Home
$800,000
06/03/26
3
2
2,427
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
46A Beach Avenue, Madison, CT
0.53
Single-Family Home
$800,000
06/01/26
3
2
1,504
31 Stony Lane Lot 3 Road, Madison, CT
0.33
Single-Family Home
$1,875,000
06/29/26
4
3.5
4,565
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 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
27 Maplewood Lane, Madison, CT 06443
0.04
$761,500
3
2
1,938
Off Market
50 Whedon Lane, Madison, CT 06443
0.12
$1,736,600
3
3
2,724
Off Market
348 Boston Post Road, Madison, CT 06443
0.18
$1,693,800
3
2.5
2,100
Off Market
30 Shorelands Drive, Madison, CT 06443
0.22
$1,343,500
4
4
3,816
Off Market
9 Neck Road, Madison, CT 06443
0.22
$2,111,300
-
-
-
Off Market
287 Boston Post Road, Madison, CT 06443
0.24
$848,900
3
2
2,093
Off Market
9 Shorelands Drive, Madison, CT 06443
0.25
$2,127,900
4
3.5
3,125
Off Market
Lot #3 Shorelands Drive, Madison, CT 06443
0.28
-
-
-
-
Off Market
Lot #2 Shorelands Drive, Madison, CT 06443
0.29
-
-
-
-
Off Market
273 Boston Post Road, Madison, CT 06443
0.28
$1,161,300
5
3.5
3,318
Off Market
148 Overshores Drive East, Madison, CT 06443
0.28
$1,034,200
2
1
1,093
Off Market
152 Overshores Drive East, Madison, CT 06443
0.28
$1,443,100
4
2
1,652
Off Market

Local Information

  • Map ViewExplore the area around 320 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
1986
Lot Size
2 acres
Living Area
3,674 sqft
Price/Sqft
$326
Parking
Garage

About this House

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.
320 Boston Post Rd, Madison, CT 06443 is a 5 bedroom, 3 bathroom, 3,674 sqft single-family home built in 1986. It last sold for $650,000 on May 30, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,196,000, with a rent estimate of $5,956/month.

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 and Tax history

DateEventPrice
May 30, 2013
Source: Smart MLS #M9138638
Sold
$650,000
Jan 31, 2013
Source: Agent Provided
Listed For Sale
$669,000
Aug 27, 2012
Source: Agent Provided
ListingRemoved
$799,000
Jun 1, 2012
Source: Agent Provided
PriceChange
$799,000
Price decreased by 8%
Feb 10, 2012
Source: Agent Provided
PriceChange
$869,000
Price decreased by 3%

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

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
    Flag
  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 320 Boston Post Rd

  • What is 320 Boston Post Rd estimated to be worth?
    Trulia's estimated value for 320 Boston Post Rd in Madison, CT is $1,196,000.
  • What is the price history for 320 Boston Post Rd?
    320 Boston Post Rd in Madison, CT last sold for $650,000 in May 2013.
  • 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 320 Boston Post Rd have air conditioning?
    Yes, 320 Boston Post Rd in Madison, CT has air conditioning.
  • Does 320 Boston Post Rd have a pool?
    Yes, 320 Boston Post Rd in Madison, CT has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Madison, CT

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