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.
For sale
$1,595,000
76 High Hill Circle, Madison, CT 06443
5beds
5,575sqft
Est.:
Single Family Residence
Built in 2000
1.84 Acres Lot
$-- Zestimate®
$286/sqft
$-- HOA
What's special
- 8 days |
- 2,532 |
- 129 |
Zillow last checked: 7 hours ago
Listing updated: 13 hours ago
Listed by:
John Campbell (203)415-5439,
Compass Connecticut, LLC 203-245-1593
Source: Smart MLS,MLS#: 24163221
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: High Ceilings, Cathedral Ceiling(s), Bedroom Suite, Fireplace, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 285 Square Feet
- Dimensions: 19 x 15
Bedroom
- Features: High Ceilings, Bedroom Suite, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 277.5 Square Feet
- Dimensions: 15 x 18.5
Bedroom
- Features: High Ceilings, Bedroom Suite, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 16 x 15
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
- Area: 225 Square Feet
- Dimensions: 15 x 15
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
- Area: 225 Square Feet
- Dimensions: 15 x 15
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 x 16
Family room
- Features: High Ceilings, Cathedral Ceiling(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 294 Square Feet
- Dimensions: 14 x 21
Kitchen
- Features: High Ceilings, Balcony/Deck, Granite Counters, Wet Bar, French Doors, Hardwood Floor
- Level: Main
- Area: 377 Square Feet
- Dimensions: 14.5 x 26
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Office
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Main
- Area: 210 Square Feet
- Dimensions: 15 x 14
Rec play room
- Features: Fireplace, Wall/Wall Carpet
- Level: Lower
- Area: 896 Square Feet
- Dimensions: 28 x 32
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Entrance Foyer
- Doors: Storm Door(s), French Doors
- Windows: Thermopane Windows
- Basement: Full,Cooled,Interior Entry,Partially Finished,Concrete
- Attic: Storage,Floored,Walk-up
- Number of fireplaces: 4
- Fireplace features: Insert
Interior area
- Total structure area: 5,575
- Total interior livable area: 5,575 sqft
- Finished area above ground: 4,775
- Finished area below ground: 800
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Covered
- Exterior features: Outdoor Grill, Awning(s), Rain Gutters, Garden
- Has private pool: Yes
- Pool features: Fenced, Vinyl, In Ground
Lot
- Size: 1.84 Acres
- Features: Few Trees, Cul-De-Sac, Landscaped
Details
- Parcel number: 2221566
- Zoning: RU-1
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Insulation, Doors, Windows
Community & HOA
Community
- Features: Library, Park, Public Rec Facilities
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Madison
Financial & listing details
- Price per square foot: $286/sqft
- Tax assessed value: $884,900
- Annual tax amount: $19,848
- Date on market: 3/30/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/2/2026 | Listed for sale | $1,595,000+59.5%$286/sqft |
Source:  Smart MLS #24163221 Report a problem | ||
| 11/3/2025 | Listing removed | $9,500$2/sqft |
Source: Smart MLS #24113955 Report a problem | ||
| 7/25/2025 | Listed for rent | $9,500$2/sqft |
Source: Smart MLS #24113955 Report a problem | ||
| 7/16/2021 | Sold | $1,000,000-1%$179/sqft |
Source: Smart MLS #170400473 Report a problem | ||
| 6/6/2008 | Sold | $1,010,000-12.1%$181/sqft |
Source: Smart MLS #M9108787 Report a problem | ||
| 2/16/2008 | Listed for sale | $1,149,000+67%$206/sqft |
Source: NCI #M9108787 Report a problem | ||
| 1/14/2000 | Sold | $688,000$123/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $19,848 +2% | $884,900 |
| 2024 | $19,468 +3.4% | $884,900 +40.9% |
| 2023 | $18,824 +1.9% | $628,100 |
| 2022 | $18,472 +1.9% | $628,100 |
| 2021 | $18,121 +0% | $628,100 |
| 2020 | $18,121 +1.8% | $628,100 |
| 2019 | $17,807 +6.9% | $628,100 +5.7% |
| 2018 | $16,664 +2.7% | $594,300 |
| 2017 | $16,224 +3.1% | $594,300 |
| 2016 | $15,743 +2.8% | $594,300 |
| 2015 | $15,309 -27.9% | $594,300 -29.5% |
| 2014 | $21,231 +23.4% | $843,500 |
| 2013 | $17,199 +3.1% | $843,500 |
| 2012 | $16,676 -8.8% | $843,500 -11% |
| 2010 | $18,294 +3.9% | $947,400 +0.2% |
| 2009 | $17,605 +7.4% | $945,500 +2.9% |
| 2008 | $16,399 -0.6% | $919,200 +30.1% |
| 2007 | $16,494 +4.8% | $706,400 |
| 2006 | $15,739 +4.9% | $706,400 |
| 2005 | $14,997 +11.1% | $706,400 |
| 2003 | $13,499 +6.1% | $706,400 +45.8% |
| 2001 | $12,723 | $484,500 |
Find assessor info on the county website
Monthly payment
Est. payment
$10,885/mo
Principal & interest
$8054
Property taxes
$2831
More affordability tools
Climate risks
Neighborhood: 06443
Nearby schools
GreatSchools rating
- 9/10Dr. Robert H. Brown Middle SchoolGrades: 4-5Distance: 0.5 mi
- 9/10Walter C. Polson Upper Middle SchoolGrades: 6-8Distance: 2.6 mi
- 10/10Daniel Hand High SchoolGrades: 9-12Distance: 2.8 mi
Schools provided by the listing agent
- Elementary: Brown Elementary
- High: Daniel Hand
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 06443
- Connecticut
- New Haven County
- Madison
- 06443
- 76 High Hill Circle
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