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 159 Pine St estimated to be worth?

Trulia's estimated value for 159 Pine St in Oconomowoc, WI is $514,200 .

What is the price history for 159 Pine St?

159 Pine St in Oconomowoc, WI last sold for $194,600 in October 2014.

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 $527K. That is up $24K from the prior month.

Does 159 Pine St have air conditioning?

Yes, 159 Pine St in Oconomowoc, WI has air conditioning.

Does 159 Pine St have laundry facilities?

Yes, 159 Pine St in Oconomowoc, WI has in-unit laundry.

OFF MARKET

159 Pine St
Oconomowoc, WI 53066

4 Beds
3 Baths
2,850 sqft (on 0.25 acres)

$514,200

Trulia Estimate

as of Aug 24, 2026

$514,200

Trulia Estimate

as of Aug 24, 2026

4 Beds

3 Baths

2,850 sqft

(on 0.25 acres)

Home Value

Trulia Estimate

$514K

Since last month

$18K (+3.6%)

Since last year

$54K (+11.8%)

Since last sale

$322K (+165.5%)

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 +154% in the last 10 years

Month	Estimated value
2026
August 2026	$517K
July 2026	$499K
June 2026	$485K
May 2026	$484K
April 2026	$473K
March 2026	$470K
February 2026	$455K
January 2026	$445K
2025
December 2025	$445K
November 2025	$445K
October 2025	$461K
September 2025	$458K
August 2025	$462K
July 2025	$470K
June 2025	$475K
May 2025	$466K
April 2025	$456K
March 2025	$442K
February 2025	$429K
January 2025	$421K
2024
December 2024	$424K
November 2024	$429K
October 2024	$445K
September 2024	$448K
August 2024	$453K
July 2024	$460K
June 2024	$460K
May 2024	$457K
April 2024	$452K
March 2024	$430K
February 2024	$418K
January 2024	$403K
2023
December 2023	$396K
November 2023	$390K
October 2023	$400K
September 2023	$407K
August 2023	$409K
July 2023	$417K
June 2023	$420K
May 2023	$420K
April 2023	$410K
March 2023	$401K
February 2023	$377K
January 2023	$375K
2022
December 2022	$378K
November 2022	$383K
October 2022	$390K
September 2022	$384K
August 2022	$389K
July 2022	$398K
June 2022	$401K
May 2022	$412K
April 2022	$406K
March 2022	$373K
February 2022	$345K
January 2022	$340K
2021
December 2021	$343K
November 2021	$342K
October 2021	$345K
September 2021	$351K
August 2021	$357K
July 2021	$364K
June 2021	$373K
May 2021	$382K
April 2021	$355K
March 2021	$335K
February 2021	$306K
January 2021	$300K
2020
December 2020	$291K
November 2020	$288K
October 2020	$258K
September 2020	$253K
August 2020	$317K
July 2020	$325K
June 2020	$321K
May 2020	$321K
April 2020	$311K
March 2020	$298K
February 2020	$294K
January 2020	$289K
2019
December 2019	$290K
November 2019	$284K
October 2019	$283K
September 2019	$284K
August 2019	$282K
July 2019	$280K
June 2019	$282K
May 2019	$281K
April 2019	$284K
March 2019	$268K
February 2019	$264K
January 2019	$266K
2018
December 2018	$266K
November 2018	$266K
October 2018	$263K
September 2018	$259K
August 2018	$254K
July 2018	$257K
June 2018	$261K
May 2018	$265K
April 2018	$269K
March 2018	$270K
February 2018	$249K
January 2018	$245K
2017
December 2017	$248K
November 2017	$235K
October 2017	$225K
September 2017	$224K
August 2017	$222K
July 2017	$222K
June 2017	$221K
May 2017	$219K
April 2017	$218K
March 2017	$218K
February 2017	$217K
January 2017	$214K
2016
December 2016	$212K
November 2016	$210K
October 2016	$208K
September 2016	$206K
August 2016	$203K

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
924 N Oakwood AVENUE, Oconomowoc, WI	0.35	Single-Family Home	$357,000	04/23/26	4	2.5	2,166
435 East Harvard STREET, Oconomowoc, WI	0.24	Single-Family Home	$425,000	12/02/25	4	2	1,792
435 Harvard St, Oconomowoc, WI	0.24	Single-Family Home	$425,000	12/03/25	4	2	1,792
1101 Niagara ROAD, Oconomowoc, WI	0.34	Single-Family Home	$525,000	10/30/25	3	3	3,020
460 Niagara ROAD, Oconomowoc, WI	0.30	Single-Family Home	$650,000	01/02/26	3	2.5	2,632
W378N5832 Farmwood Heights, Oconomowoc, WI	0.37	Single-Family Home	$450,000	06/26/26	4	2.5	2,348
445 E Harvard STREET, Oconomowoc, WI	0.26	Single-Family Home	$458,750	07/10/26	3	2	1,627
660 East Sherman AVENUE, Oconomowoc, WI	0.48	Single-Family Home	$462,000	08/27/25	3	2.5	2,535
805 N Oakwood AVENUE, Oconomowoc, WI	0.41	Single-Family Home	$575,000	03/20/26	3	2	1,926
1261 Yosemite ROAD, Oconomowoc, WI	0.40	Single-Family Home	$630,000	08/14/26	3	3	1,870

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
303 Pine TERRACE, Oconomowoc, WI 53066	0.09	$600,000	2	3.5	2,657	Recently Sold
207 Pine TERRACE, Oconomowoc, WI 53066	0.09	$625,000	2	2.5	1,935	Recently Sold
104 Pine TERRACE, Oconomowoc, WI 53066	0.11	$600,800	3	2.5	2,789	Off Market
409 Pine TERRACE, Oconomowoc, WI 53066	0.11	$522,700	2	2	1,788	Off Market
204 Pine TERRACE, Oconomowoc, WI 53066	0.11	$644,100	3	2.5	3,710	Off Market
401 Pine TERRACE, Oconomowoc, WI 53066	0.13	$605,500	3	2.5	3,075	Off Market
105 Pine TERRACE, Oconomowoc, WI 53066	0.16	$758,800	2	2.5	3,200	Off Market
N57W37944 Sunset LANE, Oconomowoc, WI 53066	0.21	$445,100	3	1.5	1,354	Off Market
506 Pine TERRACE, Oconomowoc, WI 53066	0.18	$850,000	2	2	2,976	Recently Sold
629 North Lake ROAD, Oconomowoc, WI 53066	0.19	$1,577,700	4	2.5	3,030	Off Market
370 Yosemite ROAD, Oconomowoc, WI 53066	0.23	$787,100	4	3	3,386	Off Market
405 Coolidge STREET, Oconomowoc, WI 53066	0.21	$348,000	2	1	909	Recently Sold

Local Information

Map ViewExplore the area around 159 Pine St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1949

Lot Size

0.25 acres

Living Area

2,850 sqft

Price/Sqft

$180

Parking

Garage

About this House

This single-family home is located at 159 Pine St, Oconomowoc, WI. 159 Pine St is in Oconomowoc, WI and in ZIP code 53066. This property has 4 bedrooms, 3 bathrooms and approximately 2,850 sqft of floor space. This property has a lot size of 0.25 acres and was built in 1949.

159 Pine St, Oconomowoc, WI 53066 is a 4 bedroom, 3 bathroom, 2,850 sqft single-family home built in 1949. It last sold for $194,600 on Oct 30, 2014. It is currently off market. The Trulia Estimate is $514,200, with a rent estimate of $3,841/month.

Home Details for 159 Pine St

Interior Features
Interior Details BasementAtticNumber of Rooms: 13Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, WorkshopWet BarCeiling Fan
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Cement ConcreteGardenLawnPatioPorch
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached

Property Information
Year Built Year Built: 1949Year Updated: 2003
Property Type / Style Property Type: Single Family HomeArchitecture: Craftsman

Community
Units in Building: 1

Lot Information
Lot Area: 0.25 acres

Price and Tax history

Date	Event	Price
Oct 30, 2014 Source: N/A	Sold	$194,600

Year	Property tax	Tax assessment
2024	$4,062	$380,200

Additional Cost

Market trends in Oconomowoc

Last updated July 2026

Avg. sale price

$527K

$24KMoM

Sale-to-List Price

—

Price per sq ft

$261

$1MoM

Available listings

11MoM

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
6y 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
Flag
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
Flag
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 159 Pine St

What is 159 Pine St estimated to be worth?
Trulia's estimated value for 159 Pine St in Oconomowoc, WI is $514,200.
What is the price history for 159 Pine St?
159 Pine St in Oconomowoc, WI last sold for $194,600 in October 2014.
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 $527K. That is up $24K from the prior month.
Does 159 Pine St have air conditioning?
Yes, 159 Pine St in Oconomowoc, WI has air conditioning.
Does 159 Pine St have laundry facilities?
Yes, 159 Pine St in Oconomowoc, WI has in-unit laundry.