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 1044 E Circle Dr estimated to be worth?

Trulia's estimated value for 1044 E Circle Dr in Whitefish Bay, WI is $1,157,200 .

What is the price history for 1044 E Circle Dr?

1044 E Circle Dr in Whitefish Bay, WI last sold for $630,000 in June 2019.

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 1044 E Circle Dr have air conditioning?

Yes, 1044 E Circle Dr in Whitefish Bay, WI has air conditioning.

Does 1044 E Circle Dr have laundry facilities?

Yes, 1044 E Circle Dr in Whitefish Bay, WI has in-unit laundry.

OFF MARKET

1044 E Circle Dr
Whitefish Bay, WI 53217

3 Beds
2.5 Baths
2,432 sqft

$1,157,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $7,655/mo*

Refinance Your Home

$1,157,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $7,655/mo*

Refinance Your Home

3 Beds

2.5 Baths

2,432 sqft

Home Value

Trulia Estimate

$1.16M

Since last month

$10K (+0.8%)

Since last year

$110K (+10.5%)

Since last sale

$527K (+83.7%)

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	$1.16M
July 2026	$1.15M
June 2026	$1.17M
May 2026	$1.2M
April 2026	$1.16M
March 2026	$1.13M
February 2026	$1.08M
January 2026	$1.06M
2025
December 2025	$1.04M
November 2025	$1.05M
October 2025	$1.07M
September 2025	$1.05M
August 2025	$1.05M
July 2025	$1.08M
June 2025	$1.09M
May 2025	$1.07M
April 2025	$1.1M
March 2025	$1.05M
February 2025	$1.02M
January 2025	$1.01M
2024
December 2024	$993K
November 2024	$995K
October 2024	$1.03M
September 2024	$1.04M
August 2024	$1.02M
July 2024	$1.02M
June 2024	$1.04M
May 2024	$1.06M
April 2024	$1.05M
March 2024	$1M
February 2024	$994K
January 2024	$961K
2023
December 2023	$974K
November 2023	$984K
October 2023	$1.02M
September 2023	$1.01M
August 2023	$1.01M
July 2023	$1.01M
June 2023	$1.01M
May 2023	$1M
April 2023	$979K
March 2023	$955K
February 2023	$932K
January 2023	$942K
2022
December 2022	$947K
November 2022	$939K
October 2022	$975K
September 2022	$977K
August 2022	$988K
July 2022	$997K
June 2022	$980K
May 2022	$987K
April 2022	$948K
March 2022	$912K
February 2022	$867K
January 2022	$863K
2021
December 2021	$834K
November 2021	$829K
October 2021	$833K
September 2021	$839K
August 2021	$848K
July 2021	$871K
June 2021	$898K
May 2021	$952K
April 2021	$935K
March 2021	$870K
February 2021	$845K
January 2021	$850K
2020
December 2020	$850K
November 2020	$838K
October 2020	$844K
September 2020	$837K
August 2020	$781K
July 2020	$766K
June 2020	$795K
May 2020	$733K
April 2020	$710K
March 2020	$708K
February 2020	$716K
January 2020	$707K
2019
December 2019	$699K
November 2019	$690K
October 2019	$685K
September 2019	$687K
August 2019	$641K
July 2019	$642K
June 2019	$642K
May 2019	$649K
April 2019	$674K
March 2019	$700K
February 2019	$694K
January 2019	$677K
2018
December 2018	$687K
November 2018	$691K
October 2018	$700K
September 2018	$709K
August 2018	$703K
July 2018	$705K
June 2018	$706K
May 2018	$694K
April 2018	$693K
March 2018	$694K
February 2018	$685K
January 2018	$682K
2017
December 2017	$663K
November 2017	$649K
October 2017	$647K
September 2017	$644K
August 2017	$653K
July 2017	$659K
June 2017	$667K
May 2017	$669K
April 2017	$655K
March 2017	$636K
February 2017	$644K
January 2017	$639K
2016
December 2016	$641K
November 2016	$640K
October 2016	$644K
September 2016	$651K
August 2016	$648K

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
828 E Silver Spring DRIVE, Whitefish Bay, WI	0.30	Single-Family Home	$600,000	05/29/26	3	2	1,937
912 E Meadow PLACE, Whitefish Bay, WI	0.27	Single-Family Home	$720,000	07/08/26	3	2.5	1,820
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
5573 N Hollywood AVENUE, Whitefish Bay, WI	0.33	Single-Family Home	$925,000	05/27/26	3	3	2,353
740 East Lexington BOULEVARD, Whitefish Bay, WI	0.12	Single-Family Home	$1,050,000	02/20/26	4	2.5	3,107
5426 N Diversey BOULEVARD, Whitefish Bay, WI	0.27	Single-Family Home	$1,053,000	06/15/26	3	2.5	3,036
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
712 E Lexington BOULEVARD, Whitefish Bay, WI	0.16	Single-Family Home	$902,000	06/26/26	3	1.5	1,733

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
1031 E Circle DRIVE, Whitefish Bay, WI 53217	0.04	$1,092,500	4	3.5	2,418	Recently Sold
1030 East Circle DRIVE, Whitefish Bay, WI 53217	0.02	$1,145,800	4	3	3,338	Off Market
902 East Lexington BOULEVARD, Whitefish Bay, WI 53217	0.07	$1,156,700	4	2.5	2,650	Off Market
927 E Lexington BOULEVARD, Whitefish Bay, WI 53217	0.10	$1,355,000	4	3.5	3,582	Recently Sold
1007 East Lexington BOULEVARD, Whitefish Bay, WI 53217	0.11	$912,400	3	2	2,508	Off Market
740 East Lexington BOULEVARD, Whitefish Bay, WI 53217	0.12	$1,050,000	4	2.5	3,107	Recently Sold
996 East Circle DRIVE, Whitefish Bay, WI 53217	0.09	$1,387,300	4	2.5	2,544	Off Market
1101 E Circle DRIVE, Whitefish Bay, WI 53217	0.10	$2,000,000	5	3.5	4,190	Recently Sold
826 East Sylvan AVENUE, Whitefish Bay, WI 53217	0.15	$1,338,400	5	3.5	3,616	Off Market
837 East Birch AVENUE, Whitefish Bay, WI 53217	0.09	$2,500,000	5	4.5	4,500	Recently Sold
712 E Lexington BOULEVARD, Whitefish Bay, WI 53217	0.16	$902,000	3	1.5	1,733	Recently Sold
815 E Birch AVENUE, Whitefish Bay, WI 53217	0.13	$1,855,000	5	3.5	3,650	Recently Sold

Local Information

Map ViewExplore the area around 1044 E Circle Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1927

Living Area

2,432 sqft

Price/Sqft

$476

Parking

Garage

About this House

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.

1044 E Circle Dr, Whitefish Bay, WI 53217 is a 3 bedroom, 3 bathroom, 2,432 sqft single-family home built in 1927. It last sold for $630,000 on Jun 24, 2019. It is currently off market. The Trulia Estimate is $1,157,200, with a rent estimate of $5,408/month.

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 and Tax history

Date	Event	Price
Jun 24, 2019 Source: N/A	Sold	$630,000
May 6, 2019 Source: Agent Provided	PriceChange	$649,900 Price decreased by 4%
Apr 16, 2019 Source: Agent Provided	PriceChange	$675,000 Price decreased by 4%
Mar 27, 2019 Source: Agent Provided	Listed For Sale	$699,900

Year	Property tax	Tax assessment
2025	$12,220	$883,600

Additional Cost

Market trends in Whitefish Bay

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
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

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Frequently asked questions about 1044 E Circle Dr

What is 1044 E Circle Dr estimated to be worth?
Trulia's estimated value for 1044 E Circle Dr in Whitefish Bay, WI is $1,157,200.
What is the price history for 1044 E Circle Dr?
1044 E Circle Dr in Whitefish Bay, WI last sold for $630,000 in June 2019.
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 1044 E Circle Dr have air conditioning?
Yes, 1044 E Circle Dr in Whitefish Bay, WI has air conditioning.
Does 1044 E Circle Dr have laundry facilities?
Yes, 1044 E Circle Dr in Whitefish Bay, WI has in-unit laundry.