4 Hillside Pl, Madison, CT 06443
OFF MARKET

4 Hillside Pl
Madison, CT 06443

  • 5 Beds
  • 4.5 Baths
  • 2,929 sqft (on 0.25 acres)

$2,899,700

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $19,687/mo*
Refinance Your Home

$2,899,700

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $19,687/mo*
Refinance Your Home
5 Beds
4.5 Baths
2,929 sqft
(on 0.25 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 4 Hillside Pl, Madison, CT. 4 Hillside Pl is in Madison, CT and in ZIP code 06443. This property has 5 bedrooms, 5 bathrooms and approximately 2,929 sqft of floor space. This property has a lot size of 10805 sqft and was built in 1927.
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
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 4 Hillside Pl

Interior Features

Interior Details
BasementNumber of Rooms: 11Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Sun Room
Heating & Cooling
Heating: Baseboard, Heat Pump, GasAir ConditioningCooling System: Central, OtherHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: ShingleGardenLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1927Year Updated: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 10805 sqft

Price History for 4 Hillside Pl

DatePriceEventSource
12/26/2012$1,462,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$32,674
Assessment$1,456,700
Home facts updated by county records

Comparable Sales for 4 Hillside Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Waterbury Ave, Madison, CT
0.15
Single-Family Home
$1,787,500
11/14/25
4
3
2,100
35 Hotchkiss Lane, Madison, CT
0.25
Single-Family Home
$1,585,000
03/25/26
3
2.5
2,400
25 Seaview Avenue, Madison, CT
0.33
Single-Family Home
$2,600,000
10/06/25
5
4
3,397
32 Liberty St, Madison, CT
0.17
Single-Family Home
$1,100,000
10/08/25
4
2.5
2,200
123 Liberty Street, Madison, CT
0.21
Single-Family Home
$1,600,000
12/30/25
4
3.5
4,988
33 Seaview Avenue, Madison, CT
0.29
Single-Family Home
$4,300,000
02/03/26
5
4.5
4,613
46 Hilltop Drive, Madison, CT
0.34
Single-Family Home
$1,200,000
07/30/25
3
2.5
2,518
86 E Wharf Rd, Madison, CT
0.67
Single-Family Home
$2,505,000
10/28/25
4
3.5
3,168
144 Middle Beach Road, Madison, CT
0.56
Single-Family Home
$3,100,000
05/07/26
4
2.5
3,127
86B East Wharf Road, Madison, CT
0.73
Single-Family Home
$2,505,000
10/27/25
4
3.5
3,160

Nearby homes

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Assigned Schools

These are the assigned schools for 4 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

  • 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
    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
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4 Hillside Pl, Madison, CT 06443 is a 5 bedroom, 5 bathroom, 2,929 sqft single-family home built in 1927. This property is not currently available for sale. 4 Hillside Pl was last sold on Dec 26, 2012 for $1,462,000. The current Trulia Estimate for 4 Hillside Pl is $2,899,700.