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

What is 996 East Circle DRIVE estimated to be worth?

Trulia's estimated value for 996 East Circle DRIVE in Whitefish Bay, WI is $1,388,500 .

What is the price history for 996 East Circle DRIVE?

996 East Circle DRIVE in Whitefish Bay, WI last sold for $1,352,000 in December 2023.

Is Whitefish Bay a buyer's or seller's market?

Whitefish Bay is currently a seller's market, based on recent for-sale activity.

What do residents say about Whitefish Bay?

Residents describe Whitefish Bay, WI as dog-friendly, easy to park in, and walkable to restaurants. See recently sold homes in Whitefish Bay, WI .

Does 996 East Circle DRIVE have air conditioning?

Yes, 996 East Circle DRIVE in Whitefish Bay, WI has air conditioning.

Does 996 East Circle DRIVE have laundry facilities?

Yes, 996 East Circle DRIVE in Whitefish Bay, WI has in-unit laundry.

OFF MARKET

$1,388,500

Trulia Estimate

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

996 East Circle DRIVE, Whitefish Bay, WI 53217

Refinance Your Home

Currently Off Market - Sold Dec 8, 2023 for $1,352,000

Home Value

Trulia Estimate

$1.39M

Since last month

$196K (-12.3%)

Since last year

$43K (-3%)

Since last sale

$38K (+2.8%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +79% in the last 10 years

Month	Estimated value
2026
August 2026	$1.39M
August 2026	$1.39M
July 2026	$1.59M
June 2026	$1.59M
May 2026	$1.56M
April 2026	$1.56M
March 2026	$1.54M
February 2026	$1.47M
January 2026	$1.44M
2025
December 2025	$1.43M
November 2025	$1.41M
October 2025	$1.44M
September 2025	$1.44M
August 2025	$1.43M
July 2025	$1.48M
June 2025	$1.5M
May 2025	$1.5M
April 2025	$1.5M
March 2025	$1.48M
February 2025	$1.45M
January 2025	$1.47M
2024
December 2024	$1.44M
November 2024	$1.42M
October 2024	$1.42M
September 2024	$1.43M
August 2024	$1.44M
July 2024	$1.45M
June 2024	$1.43M
May 2024	$1.44M
April 2024	$1.42M
March 2024	$1.41M
February 2024	$1.37M
January 2024	$1.36M
2023
December 2023	$1.36M
November 2023	$991K
October 2023	$1M
September 2023	$1M
August 2023	$1.05M
July 2023	$989K
June 2023	$1.08M
May 2023	$1.03M
April 2023	$999K
March 2023	$975K
February 2023	$930K
January 2023	$918K
2022
December 2022	$925K
November 2022	$920K
October 2022	$958K
September 2022	$978K
August 2022	$988K
July 2022	$988K
June 2022	$981K
May 2022	$987K
April 2022	$959K
March 2022	$944K
February 2022	$917K
January 2022	$883K
2021
December 2021	$889K
November 2021	$892K
October 2021	$894K
September 2021	$900K
August 2021	$914K
July 2021	$928K
June 2021	$895K
May 2021	$1.08M
April 2021	$1.09M
March 2021	$1.05M
February 2021	$1.01M
January 2021	$970K
2020
December 2020	$952K
November 2020	$935K
October 2020	$935K
September 2020	$918K
August 2020	$913K
July 2020	$918K
June 2020	$916K
May 2020	$857K
April 2020	$817K
March 2020	$795K
February 2020	$793K
January 2020	$782K
2019
December 2019	$786K
November 2019	$780K
October 2019	$793K
September 2019	$833K
August 2019	$810K
July 2019	$793K
June 2019	$816K
May 2019	$829K
April 2019	$819K
March 2019	$841K
February 2019	$829K
January 2019	$806K
2018
December 2018	$796K
November 2018	$809K
October 2018	$824K
September 2018	$830K
August 2018	$844K
July 2018	$839K
June 2018	$809K
May 2018	$815K
April 2018	$789K
March 2018	$790K
February 2018	$790K
January 2018	$793K
2017
December 2017	$787K
November 2017	$776K
October 2017	$756K
September 2017	$770K
August 2017	$760K
July 2017	$755K
June 2017	$765K
May 2017	$782K
April 2017	$770K
March 2017	$765K
February 2017	$776K
January 2017	$770K
2016
December 2016	$768K
November 2016	$773K
October 2016	$770K
September 2016	$775K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

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
870 E Birch AVENUE, Whitefish Bay, WI	0.14	Single-Family Home	$1,155,000	08/28/26	4	2.5	2,810
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

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
837 East Birch AVENUE, Whitefish Bay, WI 53217	0.06	$2,500,000	5	4.5	4,500	Recently Sold
815 E Birch AVENUE, Whitefish Bay, WI 53217	0.05	$1,855,000	5	3.5	3,650	Recently Sold
1030 East Circle DRIVE, Whitefish Bay, WI 53217	0.08	$1,122,400	4	3	3,338	Off Market
805 East Birch AVENUE, Whitefish Bay, WI 53217	0.06	$951,400	4	2.5	2,533	Off Market
1031 E Circle DRIVE, Whitefish Bay, WI 53217	0.10	$1,092,500	4	3.5	2,418	Recently Sold
820 East Birch AVENUE, Whitefish Bay, WI 53217	0.08	$2,021,000	5	4.5	4,502	Off Market
836 East Birch AVENUE, Whitefish Bay, WI 53217	0.09	$1,254,300	4	4	3,345	Off Market
902 East Lexington BOULEVARD, Whitefish Bay, WI 53217	0.10	$1,143,800	4	2.5	2,650	Off Market
5461 North Danbury ROAD, Whitefish Bay, WI 53217	0.08	$1,792,100	5	3.5	4,756	Off Market
847 East Lake Forest AVENUE, Whitefish Bay, WI 53217	0.12	$1,214,200	5	2.5	2,742	Off Market
740 East Lexington BOULEVARD, Whitefish Bay, WI 53217	0.11	$1,050,000	4	2.5	3,107	Recently Sold

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

Home Highlights

Single-Family Home

Built in 1918

0.42 acre lot

2,544 sqft

$546/sqft

Garage

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,388,500, with a rent estimate of $5,549/month.

Last check for updates: about 6 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

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

Price and Tax history

Date	Event	Price
Dec 8, 2023 Source: WIREX MLS #1857846	Sold	$1,352,000
Aug 14, 2000 Source: N/A	Sold	$416,000

Year	Property tax	Tax assessment
2025	$5,047	$367,300

Additional Cost

Market trends in Whitefish Bay

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

10MoM

Around this home

Richards Elementary School
PK-5
Public
680 Students
Whitefish Bay School District
10/10
GreatSchools Rating
Parent Rating Average
Principal Nelson has a reputation for bullying children. Assistant principal Peterson does not have the integrity to speak up. The incompetence of the administration starts at the top as the superintendent relinquishes all power of decisions to a unethical law firm (attolles). Pending federal law suits regarding currently.
Parent Review
10mo ago
8 Reviews

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
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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
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Andrew
Resident
8y ago
"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.
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
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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

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Frequently asked questions about 996 East Circle DRIVE

What is 996 East Circle DRIVE estimated to be worth?
Trulia's estimated value for 996 East Circle DRIVE in Whitefish Bay, WI is $1,388,500.
What is the price history for 996 East Circle DRIVE?
996 East Circle DRIVE in Whitefish Bay, WI last sold for $1,352,000 in December 2023.
Is Whitefish Bay a buyer's or seller's market?
Whitefish Bay is currently a seller's market, based on recent for-sale activity.
What do residents say about Whitefish Bay?
Residents describe Whitefish Bay, WI as dog-friendly, easy to park in, and walkable to restaurants. See recently sold homes in Whitefish Bay, WI.
Does 996 East Circle DRIVE have air conditioning?
Yes, 996 East Circle DRIVE in Whitefish Bay, WI has air conditioning.
Does 996 East Circle DRIVE have laundry facilities?
Yes, 996 East Circle DRIVE in Whitefish Bay, WI has in-unit laundry.