Is Oconomowoc, WI dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Would people walk alone at night in Oconomowoc, WI?

As of early 2026, 86% of users say people would walk alone at night

Is a car needed in Oconomowoc, WI?

As of early 2026, 86% of users say car is needed

Is parking easy in Oconomowoc, WI?

As of early 2026, 86% of users say parking is easy

Do kids play outside in Oconomowoc, WI?

As of early 2026, 85% of users say kids play outside

Are yards well-kept in Oconomowoc, WI?

As of early 2026, 84% of users say yards are well-kept

Does Oconomowoc, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Does Oconomowoc, WI have sidewalks?

As of early 2026, 78% of users say there are sidewalks

Are the streets well-lit in Oconomowoc, WI?

As of early 2026, 76% of users say streets are well-lit

Is there wildlife in Oconomowoc, WI?

As of early 2026, 71% of users say there's wildlife

Is Oconomowoc, WI quiet?

As of early 2026, 67% of users say it's quiet

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

As of early 2026, 63% of users say they plan to stay for at least 5 years

Is Oconomowoc, WI walkable to restaurants?

As of early 2026, 59% of users say it's walkable to restaurants

Are neighbors friendly in Oconomowoc, WI?

As of early 2026, 59% of users say neighbors are friendly

Are there community events in Oconomowoc, WI?

As of early 2026, 52% of users say there are community events

Is Oconomowoc, WI walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

What is 657 Cherry St estimated to be worth?

Trulia's estimated value for 657 Cherry St in Oconomowoc, WI is $586,000 .

What is the price history for 657 Cherry St?

657 Cherry St in Oconomowoc, WI last sold for $250,000 in October 2013.

Is Oconomowoc a buyer's or seller's market?

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

What's the median sale price in Oconomowoc?

The median sale price in Oconomowoc is $504K. That is down $23.21K from the prior month.

Does 657 Cherry St have air conditioning?

Yes, 657 Cherry St in Oconomowoc, WI has air conditioning.

How big is the lot at 657 Cherry St?

The lot at 657 Cherry St in Oconomowoc, WI is about 0.33 acres (14,505 sq ft).

OFF MARKET

$586,000

Trulia Estimate

4 Beds
3 Baths
2,321 sqft (on 0.33 acres)

657 Cherry St, Oconomowoc, WI 53066

Est. Refi. Payment $3,625/mo*

Refinance Your Home

Currently Off Market - Sold Oct 24, 2013 for $250,000

Home Value

Trulia Estimate

$586K

Since last month

$5K (-0.8%)

Since last year

$23K (+4.1%)

Since last sale

$338K (+135.3%)

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 +115% in the last 10 years

Month	Estimated value
2026
August 2026	$588K
August 2026	$587K
July 2026	$593K
June 2026	$597K
May 2026	$587K
April 2026	$587K
March 2026	$582K
February 2026	$568K
January 2026	$553K
2025
December 2025	$548K
November 2025	$547K
October 2025	$572K
September 2025	$570K
August 2025	$565K
July 2025	$580K
June 2025	$573K
May 2025	$560K
April 2025	$553K
March 2025	$529K
February 2025	$509K
January 2025	$503K
2024
December 2024	$508K
November 2024	$503K
October 2024	$516K
September 2024	$515K
August 2024	$521K
July 2024	$519K
June 2024	$528K
May 2024	$524K
April 2024	$518K
March 2024	$499K
February 2024	$480K
January 2024	$467K
2023
December 2023	$473K
November 2023	$470K
October 2023	$478K
September 2023	$487K
August 2023	$484K
July 2023	$500K
June 2023	$494K
May 2023	$484K
April 2023	$474K
March 2023	$461K
February 2023	$437K
January 2023	$432K
2022
December 2022	$433K
November 2022	$439K
October 2022	$446K
September 2022	$453K
August 2022	$472K
July 2022	$481K
June 2022	$480K
May 2022	$482K
April 2022	$469K
March 2022	$451K
February 2022	$425K
January 2022	$420K
2021
December 2021	$417K
November 2021	$415K
October 2021	$418K
September 2021	$422K
August 2021	$428K
July 2021	$432K
June 2021	$425K
May 2021	$400K
April 2021	$395K
March 2021	$376K
February 2021	$370K
January 2021	$375K
2020
December 2020	$376K
November 2020	$376K
October 2020	$367K
September 2020	$368K
August 2020	$373K
July 2020	$372K
June 2020	$379K
May 2020	$370K
April 2020	$364K
March 2020	$362K
February 2020	$361K
January 2020	$357K
2019
December 2019	$344K
November 2019	$341K
October 2019	$341K
September 2019	$343K
August 2019	$337K
July 2019	$332K
June 2019	$335K
May 2019	$339K
April 2019	$335K
March 2019	$334K
February 2019	$333K
January 2019	$328K
2018
December 2018	$323K
November 2018	$328K
October 2018	$327K
September 2018	$323K
August 2018	$325K
July 2018	$327K
June 2018	$331K
May 2018	$339K
April 2018	$330K
March 2018	$339K
February 2018	$319K
January 2018	$320K
2017
December 2017	$313K
November 2017	$317K
October 2017	$321K
September 2017	$317K
August 2017	$317K
July 2017	$322K
June 2017	$316K
May 2017	$313K
April 2017	$308K
March 2017	$312K
February 2017	$309K
January 2017	$304K
2016
December 2016	$296K
November 2016	$285K
October 2016	$278K
September 2016	$273K

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
622 East Grove STREET, Oconomowoc, WI	0.14	Single-Family Home	$515,000	09/30/25	3	2.5	1,878
631 E Wilson STREET, Oconomowoc, WI	0.23	Single-Family Home	$555,000	04/13/26	4	2.5	2,400
924 N Oakwood AVENUE, Oconomowoc, WI	0.40	Single-Family Home	$357,000	04/23/26	4	2.5	2,166
N52W37137 Washington St, Oconomowoc, WI	0.26	Single-Family Home	$600,000	01/29/26	4	3	2,600
491 Thurow DRIVE, City of oconomowoc, WI	0.33	Single-Family Home	$635,000	08/27/26	4	3	2,822
569 Greenland AVENUE, Oconomowoc, WI	0.15	Single-Family Home	$600,000	11/24/25	3	2	1,804
805 N Oakwood AVENUE, Oconomowoc, WI	0.24	Single-Family Home	$575,000	03/20/26	3	2	1,926
613 E Washington AVENUE, Oconomowoc, WI	0.09	Single-Family Home	$430,000	12/17/25	3	1.5	1,743
N55W37033 Harvard STREET, Oconomowoc, WI	0.46	Single-Family Home	$340,000	01/13/26	3	2	1,919
N52W37145 Juneau AVENUE, Oconomowoc, WI	0.26	Single-Family Home	$545,000	08/03/26	3	2.5	1,852

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
632 East Cherry STREET, Oconomowoc, WI 53066	0.05	$448,600	4	2	1,806	Off Market
617 East Juneau AVENUE, Oconomowoc, WI 53066	0.10	$342,000	3	1	1,200	Off Market
613 E Washington AVENUE, Oconomowoc, WI 53066	0.09	$430,000	3	1.5	1,743	Recently Sold
709 East Washington St, Oconomowoc, WI 53066	0.08	$402,700	3	1.5	1,352	Off Market
622 East Grove STREET, Oconomowoc, WI 53066	0.14	$535,600	3	2.5	1,878	Off Market
715 East Washington STREET, Oconomowoc, WI 53066	0.09	$536,900	3	2	1,560	Off Market
415 N Oakwood AVENUE, Oconomowoc, WI 53066	0.15	$464,000	2	2	1,348	Recently Sold
542 N Oakwood AVENUE, Oconomowoc, WI 53066	0.13	$350,000	2	1	985	Recently Sold
704 East Washington STREET, Oconomowoc, WI 53066	0.10	$463,600	3	2	2,310	Off Market
613 North Oakwood AVENUE, Oconomowoc, WI 53066	0.13	$406,100	3	1.5	960	Off Market
569 Greenland AVENUE, Oconomowoc, WI 53066	0.15	$600,000	3	2	1,804	Recently Sold
602 North Oakwood Ave, Oconomowoc, WI 53066	0.15	$482,100	3	2	2,514	Off Market

Local Information

Map ViewExplore the area around 657 Cherry St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1934

0.33 acre lot

2,321 sqft

$252/sqft

Garage

About this House

Stunning Instantly Appealing Beautifully Updated Cape Cod on an Oversized Wooded Lot right by Riverside Park & the River. Loaded w/Old World Charm & New World Style. Beautiful Granite Kitchen, Cream Cabinets, Maple Floors, Soaring Ceilings, Walls of Windows, Open Concept, Natural Woodwork, 3 Full BAs, 2 Natural Fireplaces, Huge Bright Finished LL features the 3rd Full BA w/Whirlpool! Huge 1st Flr Master Suite feature Dramatic Vaulted Ceiling. Garages features a Walk Up Loft with Internet & Cable. WOW!

657 Cherry St, Oconomowoc, WI 53066 is a 4 bedroom, 3 bathroom, 2,321 sqft single-family home built in 1934. It last sold for $250,000 on Oct 24, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $586,000, with a rent estimate of $3,078/month.

Home Details for 657 Cherry St

Interior Features
Interior Details BasementNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Recreation Room
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood
Appliances & Utilities Cable ReadyRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Wood, Brick
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached

Property Information
Year Built Year Built: 1934
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 0.33 acres

Price and Tax history

Date	Event	Price
Oct 24, 2013 Source: N/A	Sold	$250,000
Feb 27, 2013 Source: Agent Provided	Listed For Sale	$259,900
Sep 6, 2007 Source: N/A	Sold	$319,000
Feb 5, 2007 Source: N/A	Sold	$200,000

Year	Property tax	Tax assessment
2024	$4,897	$457,800

Additional Cost

Market trends in Oconomowoc

Last updated August 2026

Avg. sale price

$504K

$23.21KMoM

Sale-to-List Price

—

Price per sq ft

$268

$7MoM

Available listings

103

7MoM

Around this home

Greenland Elementary School
PK-4
Public
263 Students
Oconomowoc Area School District
9/10
GreatSchools Rating
Parent Rating Average
Both of my children have grown personally and academically at Greenland year after year. The teachers have been great and we have had nothing but positive experiences.
Parent Review
9y 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 Oconomowoc

At least 95 Trulia users voted on each feature.

91 % Say it's dog friendly
86 % Say people would walk alone at night
86 % Say car is needed
86 % Say parking is easy
85 % Say kids play outside
84 % Say yards are well-kept
80 % Say there's holiday spirit
78 % Say there are sidewalks
76 % Say streets are well-lit
71 % Say there's wildlife
67 % Say it's quiet
63 % Say they plan to stay for at least 5 years
59 % Say it's walkable to restaurants
59 % Say neighbors are friendly
52 % Say there are community events
38 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Smqualityservices
Prev. Resident
1y ago
"Friendly dogs in the area lots of parks an great community for walks an going outside. That is alll i love dogs"
0
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Serafin209
Resident
2y ago
"Easy going. Not much traffic. The only traffic is heading towards Milwaukee between 3pm-7pm. My commute is 15 minutes to work."
0
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Jedimasterhess
Resident
2y ago
"Great place to grow a family I had my kids grow from elementary to high school. It is a safe place that has lots to offer "
0
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Makayla B.
Resident
6y ago
"My husband has lived here for years, so I’ve spent a lot of time here. It’s a cute little town that has a very neighborly and inviting feel. "
3
Flag
Paula M.
Resident
6y ago
"You drive most places. We can walk downtown or to the lake but it’s a “2mile stroll”. Lakes are beautiful and downtown is being revitalized."
2
Flag
Erin S.
Resident
6y ago
"I do t have children, however seems kid friendly. Some kids hang out at the nearby park but it doesn’t seem like they are causing trouble. "
1
Flag
Rebecca H.
Resident
6y ago
"People walking dogs everywhere at all times, its wonderful. Some shops downtown have doggy pit-stops where they can get a drink of water"
0
Flag
Natalie P.
Resident
6y ago
"Community is great. Activities for the family for all seasons. Food and entertainment options are top notch. "
1
Flag
Christina R.
Resident
7y ago
"We have moonlit movies, art festivals, parades, bands in the park, Christmas market, and many more special events!"
0
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Brian M. C.
Resident
7y ago
"Nice neighborhood, full of young families and convenient to highways, grocery, schools, and downtown. "
1
Flag
Trulia User
Resident
7y ago
"Everything from gallery night to ladies night in town. Multiple markets throughout the year. Cute and unique shops."
2
Flag
Natalie P.
Resident
7y ago
"Yes people walk there dogs all over the place and several businesses have water bowls out for them. "
0
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Taylornelson62999
Resident
8y ago
"Very friendly, and safe. Little diversity though. Everyone is very willing to help their neighbor. There is definitely a good mix of that small town feel but also close enough to Milwaukee and Delafield to not get bored."
0
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Lake C. A.
Resident
8y ago
"I feel safe in this neighborhood. The community treats the area with full respect and care. Living outside the bigger cities is much more relaxed. Its really amazing to hear children laughing and birds chirping outside my residence, unlike the sound of sirens and people honking their horns in the bigger cities. The fresh water lakes and awesome beaches top our community off like the cherry on top of an ice cream sundae."
0
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mary h.
12y ago
"I used to live in Oconomowoc and many of my friends living in this neighborhood. It is accessible, affordable and a great town."
0
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Famrainey
13y ago
"Oconomowoc has the charm of a small town with the proximity to large town activities. Frequent festivals and family activities make living here fun. A park and walking/biking trail are outside your door. Nearby lakes offer water activities. Schools are excellent, and the people are friendly. It's home. Ahh."
3
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Paul S.
14y ago
"Wonderful community with charm. There is great butcher shop 1 block over across from the park. An event seems to always be happening in and around town from a fine arts festival to moonlit movies in the park to entertain your family."
1
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Olsenhodges j.
14y ago
"House backs up to nature preserve. Great family oriented community."
0
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LGBTQ Local Legal Protections

Frequently asked questions about 657 Cherry St

What is 657 Cherry St estimated to be worth?
Trulia's estimated value for 657 Cherry St in Oconomowoc, WI is $586,000.
What is the price history for 657 Cherry St?
657 Cherry St in Oconomowoc, WI last sold for $250,000 in October 2013.
Is Oconomowoc a buyer's or seller's market?
Oconomowoc is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Oconomowoc?
The median sale price in Oconomowoc is $504K. That is down $23.21K from the prior month.
Does 657 Cherry St have air conditioning?
Yes, 657 Cherry St in Oconomowoc, WI has air conditioning.
How big is the lot at 657 Cherry St?
The lot at 657 Cherry St in Oconomowoc, WI is about 0.33 acres (14,505 sq ft).