996 East Circle DRIVE, Whitefish Bay, WI 53217
OFF MARKET

996 East Circle DRIVE
Whitefish Bay, WI 53217

  • 4 Beds
  • 2.5 Baths
  • 2,544 sqft (on 0.42 acres)

$1,575,300

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $10,211/mo*
Refinance Your Home

$1,575,300

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $10,211/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,544 sqft
(on 0.42 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Cherished Circle Drive property on one of the deepest lots in Whitefish Bay with 365 feet of depth and beautiful towering oak trees. This is a once in a lifetime property! Charming Dutch Colonial has gleaming hardwood floors, tall ceilings and is much larger than it appears from the street. Kitchen addition has a wall of windows overlooking the backyard cathedral ceilings, skylights, center island and first floor laundry/mudroom. First floor has formal living room, dining room, family, room, office, and sunroom. Four generous rooms upstairs and two full baths. Lower level is unfinished and expansive. Property is being sold in ''as is'' condition.
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. This description is from December 15, 2023

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 996 East Circle DRIVE

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Block,Crawl Space,Full,Sump PumpNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2544 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Cooktop, Dishwasher, Disposal, Dryer, Oven, Range, Refrigerator, WasherDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Wood or Sim.Wood Floors
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Wood Or Sim Wood Floors

Exterior Features

Exterior Home Features
Patio / Porch: PatioFencing: Fenced Yard
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Garage Door Opener,Detached,2 Car
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2544 Square Feet

Property Information

Year Built
Year Built: 1918
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Condition: 21+ YearsNot Included in Sale: Seller's Personal PropertyIncluded in Sale: All AppliancesParcel Number: 1990030000

Price & Status

Price
List Price: $969,900

Location

Direction & Address
City: Whitefish Bay
School Information
Elementary School: RichardsElementary School District: Whitefish BayJr High / Middle School: Whitefish BayJr High / Middle School District: Whitefish BayHigh School: Whitefish BayHigh School District: Whitefish Bay

Building

Building Area
Building Area: 2544 Square Feet

HOA

Association for this Listing: Metro MLS

Lot Information

Lot Area: 0.42 acres

Listing Info

Special Conditions: Arms Length

Miscellaneous

BasementMls Number: 1857846Living Area Range: 2501-3000, 2501 or moreLiving Area Range Units: Square FeetMunicipality: Whitefish BayAttribution Contact: suzanne@powersrealty.comAbove Grade Unfinished Area: 2544
Last check for updates: about 3 hours ago
Listed by Suzanne Powers Realty Group*
Powers Realty Group
Bought with: The Bailey Team*
Originating MLS: Metro MLS
Source: WIREX MLS, MLS#1857846

Price History for 996 East Circle DRIVE

DatePriceEventSource
12/08/2023$1,352,000Sold
WIREX MLS #1857846
08/14/2000$416,000Sold
N/A

Market trends in Whitefish Bay

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
7MoM
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Property Tax and Assessment

Year2023
Tax$13,516
Assessment$967,400
Home facts updated by county records

Comparable Sales for 996 East Circle DRIVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5550 N Hollywood AVENUE, Whitefish Bay, WI
0.19
Single-Family Home
$1,291,717
03/20/26
4
3
2,774
5475 North Danbury ROAD, Whitefish Bay, WI
0.11
Single-Family Home
$1,096,550
01/13/26
4
2.5
2,568
740 East Lexington BOULEVARD, Whitefish Bay, WI
0.11
Single-Family Home
$1,050,000
02/20/26
4
2.5
3,107
622 E Lexington BOULEVARD, Whitefish Bay, WI
0.15
Single-Family Home
$1,379,000
05/11/26
4
2.5
3,205
858 E Glen AVENUE, Whitefish Bay, WI
0.21
Single-Family Home
$1,400,000
03/20/26
5
3
3,402
927 E Lexington BOULEVARD, Whitefish Bay, WI
0.17
Single-Family Home
$1,355,000
03/24/26
4
3.5
3,582
601 E Lexington BOULEVARD, Whitefish Bay, WI
0.20
Single-Family Home
$1,450,000
06/05/26
4
2.5
3,220
1031 E Circle DRIVE, Whitefish Bay, WI
0.10
Single-Family Home
$1,092,500
04/22/26
4
3.5
2,418
5242 N Diversey BOULEVARD, Whitefish Bay, WI
0.27
Single-Family Home
$1,380,000
03/30/26
4
2.5
3,146
5262 North Diversey BOULEVARD, Whitefish Bay, WI
0.25
Single-Family Home
$965,000
07/15/25
4
2.5
2,419

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Assigned Schools

These are the assigned schools for 996 East Circle DRIVE.
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 Whitefish Bay

At least 82 Trulia users voted on each feature.

  • 98 % Say it's dog friendly

  • 93 % Say parking is easy

  • 93 % Say kids play outside

  • 92 % Say it's walkable to restaurants

  • 90 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 87 % Say there are sidewalks

  • 86 % Say it's walkable to grocery stores

  • 85 % Say yards are well-kept

  • 73 % Say there are community events

  • 73 % Say neighbors are friendly

  • 72 % Say there's holiday spirit

  • 71 % Say car is needed

  • 69 % Say it's quiet

  • 65 % Say they plan to stay for at least 5 years

  • 60 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Just wonderful people everywhere you go. Fantastic community. You get to know everyone. Everyone works together to make the place better. Hard to beat it. "
    0
    Flag
  • Adamkrug6
    "4th of July fireworks - food trucks in the park - farmers markets on Saturday and Sunday - Halloween Pumpkin Fest"
    1
    Flag
  • Madlomfaimly
    "There’s a lot of kids out side like riding there bike and most people I see with there dogs are trying to train them "
    0
    Flag
  • Erik G.
    "Everything. Plenty of space, sidewalks everywhere, parks close by and friendly people. I believe dogs can be off leash in some if the parks. "
    1
    Flag
  • Adamkrug6
    "Very close to downtown Milwaukee with picturesque commuting options and access to many cool neighborhoods"
    0
    Flag
  • Kschallack
    "Fantastic schools and really safe neighborhoods are a hallmark of Whitefish Bay. Pretty much anything is within walking distance. Small village shopping is right near a large shopping mall for expanded selection. "
    1
    Flag
  • Ericwchgo
    "annual Fourth of July parade. Summer festival on silver spring. Whitefish Bay band in the park and Whitefish Bay high School plays."
    0
    Flag
  • Adamkrug6
    "So many dog owners here. Great sidewalks. Interesting neighborhood architecture, so every walk is unique. Large dog park nearby. Easy to find dog walkers."
    0
    Flag
  • KB
    "Whitefish Bay is a great place for families because of the friendly neighborhood sidewalks, the great schools, and the overall welcoming nature of its residents. We love living here."
    0
    Flag
  • Andrew
    "Amazing community events: best 4th of July parade in Wisconsin; ice cream socials, big outdoor concerts. The whole town goes!"
    0
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  • DEIDRA H.
    "Quiet , very safe and neighbors are so friendly. It’s a small community with great schools lots of activities and I love living here, and will definitely buy a home in the area."
    0
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  • violetpirates
    "I have lived in WFB for almost 20 years. It's a terrific place to raise a family with plenty of things to do in the village for kids and adults. The crossing guards knew my kids by name, and always had a treat for our dog when I would walk the kids to or from school. Parks abound, and shopping, cafes, salons, etc. are minutes away by foot. Downtown and the East Side are easy to get to, either via the highway or down beautiful Lake Drive. It is nice to see WFB moving in the direction of Shorewood with the building of Beaumont Place. Hopefully this will begin to create some of the revival that Shorewood has experienced in its business district, along with creating higher-end housing options available to people who may not want to buy, but do want to live/stay in WFB."
    0
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  • Milton F.
    "Near parks, near the Bayshore Mall, near the Village of Whitefish Bay, with proud homeowners, this area is famous for its schools and community."
    0
    Flag
  • David R.
    "Walk to schools, library, events and entertainment."
    1
    Flag

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996 East Circle DRIVE, Whitefish Bay, WI 53217 is a 4 bedroom, 3 bathroom, 2,544 sqft single-family home built in 1918. This property is not currently available for sale. 996 East Circle DRIVE was last sold on Dec 8, 2023 for $1,352,000 (39% higher than the asking price of $969,900). The current Trulia Estimate for 996 East Circle DRIVE is $1,575,300.