76 High Hill Circle, Madison, CT 06443
SOLD
MAY 1, 2026

76 High Hill Circle
Madison, CT 06443

  • 5 Beds
  • 4.5 Baths
  • 5,575 sqft (on 1.84 acres)

$1,675,000

Last Sold: May 1, 2026
5% over list $1.59M
$300/sqft
Est. Refi. Payment $11,659/mo*
Refinance Your Home

$1,675,000

Last Sold: May 1, 2026
5% over list $1.59M
$300/sqft
Est. Refi. Payment $11,659/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,575 sqft
(on 1.84 acres)

Local Information

  • Map ViewExplore the area around 76 High Hill Circle.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
1.84 acres
Living Area
5,575 sqft
Price/Sqft
$300/sqft
Parking
3 Car Garage

About this House

Perched back from and above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home is perfect for entertaining boasting a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground pool, and spacious family room with fireplace. A private office is adjacent to the family room. The second floor embraces 5 bedrooms including a large primary bedroom suite with recently renovated full bath, two additional bedroom suites complimented by two bedrooms which share a bath; all also renovated. Downstairs enjoy a game of pool or watch your favorite sport warmed by one of the home's 4 fireplaces. A list of recent improvements is included.
76 High Hill Circle, Madison, CT 06443 is a 5 bedroom, 5 bathroom, 5,575 sqft single-family home built in 2000. It last sold for $1,675,000 on May 1, 2026 (5% above the $1,595,000 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $9,500 per month. That rental listing was removed on November 3, 2025. It is currently off market. The Trulia Estimate is $1,687,400, with a rent estimate of $7,997/month.

Home Details for 76 High Hill Circle

Interior Features

Interior Details
Basement: Full,Cooled,Interior Entry,Partially Finished,ConcreteNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5575 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Upper Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: InsertHas a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s), French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: CoveredExterior: Outdoor Grill, Awning(s), Rain Gutters, GardenFoundation: Concrete PerimeterGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener
Pool
Pool: Fenced, Vinyl, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4775 Square FeetFinished Area (below surface): 800 Square Feet

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2221566

Price & Status

Price
List Price: $1,595,000Price Per Sqft: $300/sqft
Status Change & Dates
Off Market Date: Tue Apr 07 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Brown ElementaryJr High / Middle School: Polson Middle School, Per Board of EdHigh School: Daniel Hand

Building

Building Area
Building Area: 5575 Square Feet

Community

Community Features: Library, Park, Public Rec Facilities

HOA

No HOA

Lot Information

Lot Area: 1.84 Acres

Energy

Energy Efficiency Features: Insulation, Doors, Windows

Miscellaneous

BasementMls Number: 24163221Attic: Storage, Floored, Walk-upAttribution Contact: (203) 415-5439Above Grade Unfinished Area: 4775Activation Date: Thu Apr 02 2026

Additional Information

LibraryParkPublic Rec Facilities
Last check for updates: about 14 hours ago
Listed by John Campbell, (203) 415-5439
Compass Connecticut, LLC, (203) 245-1593
Bought with: Carol A. Simjian, (203) 988-9601, William Pitt Sotheby's Int'l, (203) 453-2533
Source: Smart MLS, MLS#24163221

Price History for 76 High Hill Circle

DatePriceEventSource
05/01/2026$1,675,000Sold
Smart MLS #24163221
04/09/2026$1,595,000PendingSmart MLS #24163221
04/02/2026$1,595,000Listed For SaleSmart MLS #24163221
11/03/2025$9,500ListingRemovedSmart MLS #24113955
07/25/2025$9,500Listed For RentSmart MLS #24113955
07/16/2021$1,000,000Sold
Smart MLS #170400473
06/06/2008$1,010,000Sold
Smart MLS #M9108787
02/16/2008$1,149,000Listed For SaleAgent Provided
01/14/2000$688,000Sold
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$19,848
Assessment$884,900
Home facts updated by county records

Comparable Sales for 76 High Hill Circle

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
70 High Hill Circle, Madison, CT
0.05
Single-Family Home
$1,325,000
03/29/26
5
4.5
4,760
132 Summer Hill Road, Madison, CT
0.33
Single-Family Home
$2,324,000
06/12/26
4
4.5
4,517
50 Overbrook Road, Madison, CT
0.40
Single-Family Home
$930,000
06/19/26
3
3
3,766
198 Summer Hill Road, Madison, CT
0.44
Single-Family Home
$960,000
07/17/26
4
2.5
3,316
40 Harkness Drive, Madison, CT
0.32
Single-Family Home
$735,000
07/02/26
4
2.5
2,657
48 Bar Gate Trail, Killingworth, CT
0.44
Single-Family Home
$699,000
12/19/25
4
2.5
2,882
714 Durham Road, Madison, CT
0.55
Single-Family Home
$725,000
10/29/25
3
3.5
3,933
33 Harkness Drive, Madison, CT
0.33
Single-Family Home
$770,000
02/18/26
4
2.5
2,797
25 Williamsburg Circle, Madison, CT
0.69
Single-Family Home
$900,000
04/02/26
4
3.5
3,982

Nearby homes

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Assigned Schools

These are the assigned schools for 76 High Hill Circle.
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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

  • 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
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  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
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  • 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
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  • 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
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  • 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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Homes for sale near 76 High Hill Circle

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Off Market Homes Near 76 High Hill Circle

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