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 1560 Pumpkin Path estimated to be worth?

Trulia's estimated value for 1560 Pumpkin Path in Oconomowoc, WI is $549,800 .

What is the price history for 1560 Pumpkin Path?

1560 Pumpkin Path in Oconomowoc, WI last sold for $279,900 in November 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 1560 Pumpkin Path have air conditioning?

Yes, 1560 Pumpkin Path in Oconomowoc, WI has air conditioning.

How big is the lot at 1560 Pumpkin Path?

The lot at 1560 Pumpkin Path in Oconomowoc, WI is about 0.29 acres (12,763 sq ft).

OFF MARKET

$549,800

Trulia Estimate

4 Beds
3 Baths
2,045 sqft (on 0.29 acres)

1560 Pumpkin Path, Oconomowoc, WI 53066

Refinance Your Home

Currently Off Market - Sold Nov 11, 2014 for $279,900

Home Value

Trulia Estimate

$550K

Since last month

$4K (-0.7%)

Since last year

$13K (+2.5%)

Since last sale

$269K (+96.1%)

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 +86% in the last 10 years

Month	Estimated value
2026
August 2026	$549K
August 2026	$549K
July 2026	$553K
June 2026	$558K
May 2026	$554K
April 2026	$556K
March 2026	$551K
February 2026	$537K
January 2026	$525K
2025
December 2025	$521K
November 2025	$526K
October 2025	$537K
September 2025	$535K
August 2025	$536K
July 2025	$545K
June 2025	$544K
May 2025	$535K
April 2025	$539K
March 2025	$524K
February 2025	$501K
January 2025	$495K
2024
December 2024	$496K
November 2024	$489K
October 2024	$495K
September 2024	$496K
August 2024	$498K
July 2024	$501K
June 2024	$503K
May 2024	$504K
April 2024	$500K
March 2024	$485K
February 2024	$477K
January 2024	$460K
2023
December 2023	$464K
November 2023	$467K
October 2023	$470K
September 2023	$475K
August 2023	$476K
July 2023	$487K
June 2023	$487K
May 2023	$478K
April 2023	$472K
March 2023	$461K
February 2023	$441K
January 2023	$439K
2022
December 2022	$442K
November 2022	$446K
October 2022	$451K
September 2022	$446K
August 2022	$452K
July 2022	$458K
June 2022	$460K
May 2022	$465K
April 2022	$456K
March 2022	$443K
February 2022	$423K
January 2022	$417K
2021
December 2021	$415K
November 2021	$413K
October 2021	$414K
September 2021	$417K
August 2021	$421K
July 2021	$425K
June 2021	$425K
May 2021	$415K
April 2021	$408K
March 2021	$401K
February 2021	$395K
January 2021	$389K
2020
December 2020	$381K
November 2020	$373K
October 2020	$343K
September 2020	$345K
August 2020	$358K
July 2020	$363K
June 2020	$365K
May 2020	$357K
April 2020	$354K
March 2020	$354K
February 2020	$352K
January 2020	$345K
2019
December 2019	$341K
November 2019	$339K
October 2019	$339K
September 2019	$340K
August 2019	$341K
July 2019	$340K
June 2019	$339K
May 2019	$347K
April 2019	$340K
March 2019	$337K
February 2019	$338K
January 2019	$335K
2018
December 2018	$335K
November 2018	$336K
October 2018	$335K
September 2018	$334K
August 2018	$330K
July 2018	$328K
June 2018	$330K
May 2018	$328K
April 2018	$325K
March 2018	$326K
February 2018	$331K
January 2018	$327K
2017
December 2017	$318K
November 2017	$320K
October 2017	$321K
September 2017	$322K
August 2017	$319K
July 2017	$319K
June 2017	$317K
May 2017	$314K
April 2017	$313K
March 2017	$314K
February 2017	$313K
January 2017	$308K
2016
December 2016	$304K
November 2016	$302K
October 2016	$299K
September 2016	$295K

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
57 Happy Hollow LANE, Oconomowoc, WI	0.10	Single-Family Home	$542,900	02/27/26	4	2.5	2,173
78 Weston Ridge Rd, Oconomowoc, WI	0.12	Single-Family Home	$590,000	08/21/26	4	2.5	2,045
1119 W Wisconsin AVENUE, Oconomowoc, WI	0.63	Single-Family Home	$315,000	06/24/26	4	1.5	1,144
N7716 Maple Ridge ROAD, Oconomowoc, WI	0.89	Single-Family Home	$487,000	03/27/26	4	2.5	2,023
N7726 Maple Ridge ROAD, Oconomowoc, WI	0.89	Single-Family Home	$486,000	01/30/26	4	2.5	2,044
81 South Blain STREET, Oconomowoc, WI	0.80	Single-Family Home	$343,900	09/26/25	3	2	1,784
N58W39641 Sunnyfield DRIVE, Oconomowoc, WI	0.51	Single-Family Home	$460,000	03/13/26	3	1.5	1,752
N59W39568 Laketon AVENUE, Oconomowoc, WI	0.60	Single-Family Home	$544,400	05/06/26	3	1.5	1,827
632 W Wisconsin AVENUE, Oconomowoc, WI	0.97	Single-Family Home	$115,000	11/11/25	4	3	1,971
822 W South STREET, Oconomowoc, WI	0.89	Single-Family Home	$385,000	06/18/26	3	2	1,584

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
1570 Pumpkin PATH, Oconomowoc, WI 53066	0.02	$523,500	3	2.5	2,145	Off Market
1583 Butternut RIDGE, Oconomowoc, WI 53066	0.10	$584,000	3	2	1,793	Off Market
74 Weston Ridge ROAD, Oconomowoc, WI 53066	0.09	$674,900	5	3.5	2,847	For Sale
57 Happy Hollow LANE, Oconomowoc, WI 53066	0.10	$542,900	4	2.5	2,173	Recently Sold
76 Weston Ridge ROAD, Oconomowoc, WI 53066	0.11	$573,400	4	2.5	2,052	Off Market
71 Happy Hollow LANE, Oconomowoc, WI 53066	0.11	$569,900	4	3	3,088	Off Market
73 Happy Hollow LANE, Oconomowoc, WI 53066	0.12	$474,600	3	2	1,652	Off Market
1563 Butternut RIDGE, Oconomowoc, WI 53066	0.12	$542,500	4	2	1,692	Off Market
1598 Weston Ridge ROAD, Oconomowoc, WI 53066	0.14	$665,996	3	2	2,469	Recently Sold
78 Weston Ridge Rd, Oconomowoc, WI 53066	0.12	$590,000	4	2.5	2,045	Recently Sold
1596 Weston Ridge ROAD, Oconomowoc, WI 53066	0.14	$619,900	3	3	2,469	Recently Sold
1543 Butternut RIDGE, Oconomowoc, WI 53066	0.15	$552,900	3	2	1,690	Off Market

Local Information

Map ViewExplore the area around 1560 Pumpkin Path.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2014

Lot Size

0.29 acres

Living Area

2,045 sqft

Price/Sqft

$269

About this House

This single-family home is located at 1560 Pumpkin Path, Oconomowoc, WI. 1560 Pumpkin Path is in Oconomowoc, WI and in ZIP code 53066. This property has 4 bedrooms, 3 bathrooms and approximately 2,045 sqft of floor space. This property has a lot size of 0.29 acres and was built in 2014.

1560 Pumpkin Path, Oconomowoc, WI 53066 is a 4 bedroom, 3 bathroom, 2,045 sqft single-family home built in 2014. It last sold for $279,900 on Nov 11, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $549,800, with a rent estimate of $3,385/month.

Home Details for 1560 Pumpkin Path

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 9Types of Rooms: Dining Room, Family Room
Appliances & Utilities Cable ReadyDishwasherDisposalMicrowave
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Other, Stone, Vinyl, Wood
Parking & Garage Parking Spaces: 2

Property Information
Year Built Year Built: 2014
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Community
Units in Building: 1

Lot Information
Lot Area: 0.29 acres

Price and Tax history

Date	Event	Price
Nov 11, 2014 Source: N/A	Sold	$279,900
Jul 30, 2014 Source: Agent Provided	PriceChange	$279,900 Price decreased by 3%
Jul 19, 2014 Source: Agent Provided	Listed For Sale	$289,900
Jun 9, 2014 Source: N/A	Sold	$40,000

Year	Property tax	Tax assessment
2024	$4,922	$460,100

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

Park Lawn Elementary School
PK-4
Public
383 Students
Oconomowoc Area School District
10/10
GreatSchools Rating
Parent Rating Average
I used to love this school, but that quickly changed last year after just a few months. Zero communication between teachers and parents. They expect a 7 year old to be the middle person for all communication. Assignment notebooks are great, but when they're used as the only means for contacting parents when there are concerning incidents at school/correspondence in general it doesn't work well. Since when is emailing/phone calls not an option? I'm not sure if every teacher is like this, our daughters certainly was.
Parent Review
11mo ago
7 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
Flag
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
Flag
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
Flag
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
Flag
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
Flag
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
Flag
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
Flag
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
Flag
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
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1560 Pumpkin Path

What is 1560 Pumpkin Path estimated to be worth?
Trulia's estimated value for 1560 Pumpkin Path in Oconomowoc, WI is $549,800.
What is the price history for 1560 Pumpkin Path?
1560 Pumpkin Path in Oconomowoc, WI last sold for $279,900 in November 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 1560 Pumpkin Path have air conditioning?
Yes, 1560 Pumpkin Path in Oconomowoc, WI has air conditioning.
How big is the lot at 1560 Pumpkin Path?
The lot at 1560 Pumpkin Path in Oconomowoc, WI is about 0.29 acres (12,763 sq ft).