1044 E Circle Dr, Whitefish Bay, WI 53217
OFF MARKET

1044 E Circle Dr
Whitefish Bay, WI 53217

  • 3 Beds
  • 2.5 Baths
  • 2,432 sqft

$1,188,200

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $6,098/mo*
Refinance Your Home

$1,188,200

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $6,098/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,432 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Gorgeous Tudor with three bedrooms, 2 1/2 baths, on sought after street will steal your heart. Leaded windows, natural fireplace, and built-in cabinet in the huge living room. Formal dining room and sunroom with patio doors leads to patio and fenced in yard with blackberry bushes and grape arbor. Large master bedroom with double closets. Third-floor office with vaulted ceilings and tons of built-ins and plumbing access could be converted to fourth bedroom, or additional bedroom could be added on large porch off of first bedroom. Lower-level rec room with ceramic tile floors, gas fireplace, thermostat and humidity controlled wine room. Two car attached garage. Walking distance to schools, lakefront, and much more. Lovingly cared for home awaits its new owner.
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 1044 E Circle Dr

Interior Features

Heating & Cooling
Heating: Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Exterior Features

Exterior Home Features
Exterior: Brick
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price History for 1044 E Circle Dr

DatePriceEventSource
06/24/2019$630,000Sold
N/A
05/06/2019$649,900PriceChange
Agent Provided
04/16/2019$675,000PriceChange
Agent Provided
03/27/2019$699,900Listed For SaleAgent Provided
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Property Tax and Assessment

Year2022
Tax$11,615
Assessment$746,900
Home facts updated by county records

Comparable Sales for 1044 E Circle Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
820 East Lake Forest AVENUE, Whitefish Bay, WI
0.19
Single-Family Home
$710,000
07/13/25
3
2
2,577
5160 North Idlewild AVENUE, Whitefish Bay, WI
0.30
Single-Family Home
$643,000
07/24/25
3
2.5
2,023
1031 E Circle DRIVE, Whitefish Bay, WI
0.04
Single-Family Home
$1,092,500
04/22/26
4
3.5
2,418
5332 North Diversey BOULEVARD, Whitefish Bay, WI
0.27
Single-Family Home
$775,000
08/26/25
3
1.5
1,941
740 East Lexington BOULEVARD, Whitefish Bay, WI
0.12
Single-Family Home
$1,050,000
02/20/26
4
2.5
3,107
5235 North Berkeley BOULEVARD, Whitefish Bay, WI
0.40
Single-Family Home
$630,000
07/07/25
3
1.5
2,129
5234 North Berkeley BOULEVARD, Whitefish Bay, WI
0.37
Single-Family Home
$695,000
02/03/26
4
2.5
2,250
5475 North Danbury ROAD, Whitefish Bay, WI
0.19
Single-Family Home
$1,096,550
01/13/26
4
2.5
2,568
5262 North Diversey BOULEVARD, Whitefish Bay, WI
0.30
Single-Family Home
$965,000
07/15/25
4
2.5
2,419
5489 North Danbury ROAD, Whitefish Bay, WI
0.21
Single-Family Home
$545,000
06/16/25
2
2
1,525

Nearby homes

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Assigned Schools

These are the assigned schools for 1044 E Circle Dr.
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
    Flag
  • 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
    Flag
  • 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
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  • David R.
    "Walk to schools, library, events and entertainment."
    1
    Flag

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1044 E Circle Dr, Whitefish Bay, WI 53217 is a 3 bedroom, 3 bathroom, 2,432 sqft single-family home built in 1927. This property is not currently available for sale. 1044 E Circle Dr was last sold on Jun 24, 2019 for $630,000. The current Trulia Estimate for 1044 E Circle Dr is $1,188,200.