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3277 N Canterbury LANE, Oconomowoc, WI, 53066

5beds
6baths
10,150sqft
$2,695,000
$266price/sqft
$17,650/moest. monthly cost
$706,000/yrincome needed

About This Home

Experience luxury at its finest on 12+ breathtaking acres in one of Summit's most prestigious enclaves. This extraordinary estate offers exceptional privacy, panoramic sunset views, and resort-style amenities throughout. The gourmet kitchen features a large center island and high-end appliances, while the luxurious main-floor primary suite boasts a spa-like bath and expansive walk-in closet. The finished walk-out lower level includes a theatre room, bar, game room, and guest suite. Step outside to your private oasis featuring an in-ground pool, a beautifully updated 1,300 sq. ft. pool house, 14-person hot tub, and sport court. Enhanced with a state-of-the-art Control4 smart home system, this remarkable property delivers the ultimate blend of elegance, recreation, and modern convenience.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
26
BikeSomewhat Bikeable

Schools

6/10
Oconomowoc High SchoolGrades 9-122.7 mi
8/10
Summit Elementary SchoolGrades PK-43.9 mi

Construction

Condition

  • Property condition: 21+ Years
  • Year built: 2004

Materials

  • Construction materials: Brick,Brick/Stone

Type & Style

  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Other,Oven,Range,Refrigerator,Washer

Basement

  • Has basement: Yes
  • Basement: 8'+ Ceiling,Finished,Full,Full Size Windows,Walk-Out Access,Exposed

Bathroom

  • Features: Shower on Lower,Master Bedroom Bath: Tub/No Shower,Master Bedroom Bath: Walk-In Shower,Master Bedroom Bath,Shower Stall

Bedroom2

  • Level: Upper
  • Area: 374

Bedroom3

  • Level: Upper
  • Area: 221

Bedroom4

  • Level: Upper
  • Area: 234

Bedroom5

  • Level: Lower
  • Area: 345

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 6
  • Full bathrooms: 5
  • 1/2 bathrooms: 1
  • Main level bedrooms: 1

Dining Room

  • Level: Main
  • Area: 288

Family Room

  • Level: Main
  • Area: 594

Features

  • High Speed Internet,Pantry,Cathedral/vaulted ceiling,Walk-In Closet(s),Wet Bar,Kitchen Island
  • Flooring: Wood

Heating & Cooling

  • Heating features: Natural Gas,Forced Air,In-floor,Radiant,Multiple Units,Zoned
  • Cooling features: Central Air,Multi Units

Interior Area

  • Total structure area: 10,150
  • Total interior livable area: 10,150 sqft

Kitchen

  • Level: Main
  • Area: 360

Living Room

  • Level: Main
  • Area: 247

Master Bedroom

  • Level: Main
  • Area: 345

Property

Details

  • Parcel number: SUMT0603999013
  • Zoning: Residential
  • Exclusions: See Documents

Features

  • Levels: Two
  • Stories: 2
  • Pool features: In Ground
  • Patio & porch: Patio
  • Exterior features: Electronic Pet Containment,Sprinkler System
  • Has spa: Yes
  • Spa features: Private
  • Fencing: Fenced Yard
  • Horses can be raised: Yes
  • Living area range: 3501 or more,5001 or more,2501 or more

Lot

  • Lot size: 12.79 Acres
  • Features: Horse Allowed

Parking

  • Total spaces: 6
  • Parking features: Garage Door Opener,Attached,4 Car,1 Space
  • Has garage: Yes
  • Attached garage spaces: 6
  • Covered spaces: 6

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Cold Wave
    Cold WaveRelatively High
  • Hail
    HailRelatively High
  • Inland Flooding
    Inland FloodingRelatively High
  • Tornado
    TornadoRelatively High
  • Heat Wave
    Heat WaveModerate
  • Ice Storm
    Ice StormModerate
  • Strong Wind
    Strong WindModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Cold Wave
Hail
Inland Flooding
Tornado
Heat Wave
Ice Storm
Strong Wind
Winter Weather

FEMA Declared Disasters Across Wisconsin Counties

Flood
Severe Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $13,627$163,524
Home Insurance *$770$9,240
Property Taxes $2,300$27,600
Electricity $953$11,445
Total$17,650$211,800
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$605,142/yr
40% on housing$529,500/yr
45% on housing$470,666/yr

Wisconsin FAIR Plan Programs

Wisconsin Insurance Plan

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 5,246Commercial: 198
Total Premiums$4.55M
Total Exposure$860.28M

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 8.6%
8.6%
0%30.0%
Electricity Growth Rate10-year average: 3.6%
3.6%
0%15.0%
Property Taxes Growth Rate2-year average: -2.4%
-2.4%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$266This listing

vs Other Active Listings

Avg $/sqft

ZIP 53066$366
Waukesha County$288

vs Homes Sold Last Month

Median $/sqft

ZIP 53066$247
Waukesha County$238

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-30Price change$2,695,000
2026-07-12Pending sale$2,775,000
2026-06-10Listed for sale$2,775,000
2024-07-09Sold$2,425,000
2024-06-03Pending sale$2,475,000
2024-05-20Contingent$2,475,000
2024-05-16Listed for sale$2,475,000
2021-05-05Sold$1,995,000
2021-01-01Listing removed$2,200,000
2020-06-30Price change$2,200,000
2019-10-03Price change$2,300,000
2019-05-17Listed for sale$2,499,000
2007-10-03Sold$1,900,000
2003-04-03Sold$185,900

For Sale by Agent

AgentSewart Group*
BrokerageCompass RE WI-Northshore

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