Is Whitefish Bay, WI dog-friendly?

As of early 2026, 98% of users say it's dog friendly

Is parking easy in Whitefish Bay, WI?

As of early 2026, 93% of users say parking is easy

Do kids play outside in Whitefish Bay, WI?

As of early 2026, 93% of users say kids play outside

Is Whitefish Bay, WI walkable to restaurants?

As of early 2026, 92% of users say it's walkable to restaurants

Would people walk alone at night in Whitefish Bay, WI?

As of early 2026, 90% of users say people would walk alone at night

Are the streets well-lit in Whitefish Bay, WI?

As of early 2026, 89% of users say streets are well-lit

Does Whitefish Bay, WI have sidewalks?

As of early 2026, 87% of users say there are sidewalks

Is Whitefish Bay, WI walkable to grocery stores?

As of early 2026, 86% of users say it's walkable to grocery stores

Are yards well-kept in Whitefish Bay, WI?

As of early 2026, 85% of users say yards are well-kept

Are there community events in Whitefish Bay, WI?

As of early 2026, 73% of users say there are community events

Are neighbors friendly in Whitefish Bay, WI?

As of early 2026, 73% of users say neighbors are friendly

Does Whitefish Bay, WI show holiday spirit?

As of early 2026, 72% of users say there's holiday spirit

Is a car needed in Whitefish Bay, WI?

As of early 2026, 71% of users say car is needed

Is Whitefish Bay, WI quiet?

As of early 2026, 69% of users say it's quiet

Do residents of Whitefish Bay, WI plan to stay at least 5 years?

As of early 2026, 65% of users say they plan to stay for at least 5 years

Is there wildlife in Whitefish Bay, WI?

As of early 2026, 60% of users say there's wildlife

OFF MARKET

996 East Circle DRIVE
Whitefish Bay, WI 53217

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

$1,568,700

Trulia Estimate

as of Jul 21, 2026

$1,568,700

Trulia Estimate

as of Jul 21, 2026

4 Beds

2.5 Baths

2,544 sqft

(on 0.42 acres)

Local Information

Map ViewExplore the area around 996 East Circle DRIVE.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- 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.

996 East Circle DRIVE, Whitefish Bay, WI 53217 is a 4 bedroom, 3 bathroom, 2,544 sqft single-family home built in 1918. It last sold for $1,352,000 on Dec 8, 2023 (39% above the $969,900 asking price). It is currently off market. The Trulia Estimate is $1,568,700, with a rent estimate of $4,522/month.

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 5 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

Date	Price	Event	Source
12/08/2023	$1,352,000	Sold	WIREX MLS #1857846
Recording Date 12/08/2023 County Transfer Tax N/A Total Transfer Tax N/A
08/14/2000	$416,000	Sold	N/A
Recording Date 08/14/2000 Contract Date 08/08/2000 County Transfer Tax N/A Total Transfer Tax $1,248

Market trends in Whitefish Bay

Last updated June 2026

Avg. sale price

$703K

Sale-to-List Price

—

Price per sq ft

$356

Available listings

5MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2024
Tax	$18,485
Assessment	$1,352,000

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
5442 N Hollywood AVENUE, Whitefish Bay, WI	0.12	Single-Family Home	$1,285,000	07/01/26	4	2.5	3,048
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

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
FEB 10, 2026
$2,500,000
5 bd
4.5 ba
4,500 sqft
837 East Birch AVENUE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,082,900
4 bd
2.5 ba
2,486 sqft
843 East Birch AVENUE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,136,500
4 bd
3 ba
3,338 sqft
1030 East Circle DRIVE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $946,900
4 bd
2.5 ba
2,533 sqft
805 East Birch AVENUE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,215,800
3 bd
2.5 ba
2,544 sqft
1025 East Circle DRIVE,
Whitefish Bay, WI 53217
Closed
SOLD
APR 22, 2026
$1,092,500
4 bd
3.5 ba
2,418 sqft
1031 E Circle DRIVE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $2,022,400
5 bd
4.5 ba
4,502 sqft
820 East Birch AVENUE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,249,900
4 bd
4 ba
3,345 sqft
836 East Birch AVENUE,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,157,700
4 bd
2.5 ba
2,650 sqft
902 East Lexington BOULEVARD,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,782,300
5 bd
3.5 ba
4,756 sqft
5461 North Danbury ROAD,
Whitefish Bay, WI 53217
Closed
OFF MARKET
Est. $1,217,000
5 bd
2.5 ba
2,742 sqft
847 East Lake Forest AVENUE,
Whitefish Bay, WI 53217
Closed

Skip to first item

Additional Cost

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
Resident
1y ago
"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
Resident
6y ago
"4th of July fireworks - food trucks in the park - farmers markets on Saturday and Sunday - Halloween Pumpkin Fest"
1
Flag
Madlomfaimly
Resident
6y ago
"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.
Visitor
6y ago
"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
Resident
6y ago
"Very close to downtown Milwaukee with picturesque commuting options and access to many cool neighborhoods"
0
Flag
Kschallack
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"Amazing community events: best 4th of July parade in Wisconsin; ice cream socials, big outdoor concerts. The whole town goes!"
0
Flag
DEIDRA H.
Resident
8y ago
"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
12y ago
"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
Flag
Milton F.
12y ago
"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.
14y ago
"Walk to schools, library, events and entertainment."
1
Flag