9 Hillside Pl, Madison, CT 06443
Sandy Beach Just Steps Away
Beautiful Water Views
OFF MARKET

9 Hillside Pl
Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 4,303 sqft (on 1.15 acres)

$4,388,400

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $30,239/mo*
Refinance Your Home

$4,388,400

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $30,239/mo*
Refinance Your Home
4 Beds
3 Baths
4,303 sqft
(on 1.15 acres)

Local Information

  • Map ViewExplore the area around 9 Hillside Pl.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
1.15 acres
Living Area
4,303 sqft
Price/Sqft
$1,020
Parking
Garage

About this House

An amazing opportunity to live at the sound in a real year-round home with views, 1+ acres, fabulous private beach, and a waterside walk to town.

One of a kind that must be seen-Madison's best beach community!

Neighborhood Description

Unique private community with 2 private sandy beaches and a lovely walk along the water to town.
9 Hillside Pl, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 4,303 sqft single-family home built in 1982. It last sold for $1,945,000 on Apr 29, 2010. It is currently off market. The Trulia Estimate is $4,388,400, with a rent estimate of $6,472/month.

Home Details for 9 Hillside Pl

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Mud Room, Office, Recreation Room, Sun Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco, WoodGardenLawnPatioSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1982Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1.15 acres

Price History for 9 Hillside Pl

DatePriceEventSource
04/29/2010$1,945,000Sold
N/A

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$68,064
Assessment$3,034,500
Home facts updated by county records

Comparable Sales for 9 Hillside Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
123 Liberty Street, Madison, CT
0.21
Single-Family Home
$1,600,000
12/30/25
4
3.5
4,988
14 Waterbury Ave, Madison, CT
0.11
Single-Family Home
$1,787,500
11/14/25
4
3
2,100
64 Webster Point Road, Madison, CT
0.37
Single-Family Home
$2,185,000
07/31/26
4
3.5
4,010
166 Bishop Lane, Madison, CT
0.46
Single-Family Home
$900,000
11/14/25
3
3
2,968
35 Hotchkiss Lane, Madison, CT
0.27
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400
77 East Wharf Road, Madison, CT
0.59
Single-Family Home
$2,500,000
04/20/26
5
6
4,450
12 Stanton Court, Madison, CT
0.72
Single-Family Home
$1,360,000
10/27/25
4
3.5
5,219
31 Stanton Court, Madison, CT
0.77
Single-Family Home
$1,356,000
10/30/25
4
2.5
3,569
7 Linden Lane, Madison, CT
0.56
Single-Family Home
$1,710,000
06/10/26
3
2.5
2,661
25 Seaview Avenue, Madison, CT
0.31
Single-Family Home
$2,600,000
10/06/25
5
4
3,397

Nearby homes

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Assigned Schools

These are the assigned schools for 9 Hillside Pl.
View nearby schools on GreatSchools
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
    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
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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
    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

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Homes for sale near 9 Hillside Pl

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Off Market Homes Near 9 Hillside Pl

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