1091 Boston Post Rd, Madison, CT 06443
Property image
Property image
OFF MARKET

$507,900

Trulia Estimate
as of Sep 20, 2026
  • 3 Beds
  • 2 Baths
  • 1,150 sqft

1091 Boston Post Rd, Madison, CT 06443

Home Highlights

Single-Family Home
1,150 sqft
$442/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 1091 Boston Post Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

UNFURNISHED ANNUAL RENTAL, AVAILABLE IMMEDIATELY. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath, the other two bedrooms share a full bath. AC is via window units and heat is electric. This house is cute and comfortable. Some pets considered.

Landlords are seeking an annual rental.
1091 Boston Post Rd, Madison, CT 06443 is a 3 bedroom, 2 bathroom, 1,150 sqft single-family home. It last sold for $1,700 on Jun 16, 2018 (51% below the $3,500 asking price). More recently, it was listed as a rental in August 2026 with an asking price of $3,600 per month. That rental listing was removed on September 3, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $507,900, with a rent estimate of $3,504/month.

Home Details for 1091 Boston Post Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Air Conditioner, Window UnitHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
GarageParking: Attached Garage, On Site

Comparable Sales for 1091 Boston Post Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Pent Road, Madison, CT
0.35
Single-Family Home
$726,200
10/08/25
3
2
1,296 sqft
7 Pent Road, Madison, CT
0.34
Single-Family Home
$710,000
06/30/26
2
1.5
1,142 sqft
32 Liberty Street, Madison, CT
0.43
Single-Family Home
$1,100,000
10/08/25
3
3
1,188 sqft
9 Madrina Lane, Madison, CT
0.39
Single-Family Home
$530,000
10/17/25
3
2
2,159 sqft
44 Pent Road, Madison, CT
0.41
Single-Family Home
$1,170,000
09/04/26
2
2
1,010 sqft
35 Hotchkiss Lane, Madison, CT
0.24
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400 sqft
7 Madrina Lane, Madison, CT
0.40
Single-Family Home
$500,000
01/26/26
3
1
1,144 sqft
14 Waterbury Ave, Madison, CT
0.28
Single-Family Home
$1,787,500
11/14/25
4
3
2,100 sqft
166 Bishop Lane, Madison, CT
0.26
Single-Family Home
$900,000
11/14/25
3
3
2,968 sqft
123 Liberty Street, Madison, CT
0.07
Single-Family Home
$1,600,000
12/30/25
4
3.5
4,988 sqft

Nearby homes

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Rental Market Trends in Madison

Last updated Sep 2026
Trulia Rent Estimate$3,504/mo
Average rent
$3.6K
$400MoM
Available listings
28
View rental market trends in Madison, CT

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

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: Zillow Rentals
ListingRemoved
$3,500
Aug 25, 2026
Source: Zillow Rentals
PriceChange
$3,500
Price decreased by 3%
Aug 11, 2026
Source: Zillow Rentals
Listed For Rent
$3,600
Mar 30, 2024
Source: Zillow Rentals
ListingRemoved
Feb 12, 2024
Source: Zillow Rentals
Listed For Rent
$3,500

Frequently asked questions about 1091 Boston Post Rd

  • What is 1091 Boston Post Rd estimated to be worth?
    Trulia's estimated value for 1091 Boston Post Rd in Madison, CT is $507,900.
  • What is the price history for 1091 Boston Post Rd?
    1091 Boston Post Rd in Madison, CT last sold for $1,700 in June 2018.
  • 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 $716K. That is up $6.67K from the prior month.
  • Does 1091 Boston Post Rd have air conditioning?
    Yes, 1091 Boston Post Rd in Madison, CT has air conditioning.
  • Does 1091 Boston Post Rd have laundry facilities?
    Yes, 1091 Boston Post Rd in Madison, CT has in-unit laundry.

Homes for rent near 1091 Boston Post Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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