Is Village of Pewaukee, WI dog-friendly?

As of early 2026, 96% of users say it's dog friendly

Is parking easy in Village of Pewaukee, WI?

As of early 2026, 90% of users say parking is easy

Is a car needed in Village of Pewaukee, WI?

As of early 2026, 85% of users say car is needed

Does Village of Pewaukee, WI show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Do kids play outside in Village of Pewaukee, WI?

As of early 2026, 81% of users say kids play outside

Would people walk alone at night in Village of Pewaukee, WI?

As of early 2026, 80% of users say people would walk alone at night

Are yards well-kept in Village of Pewaukee, WI?

As of early 2026, 79% of users say yards are well-kept

Are the streets well-lit in Village of Pewaukee, WI?

As of early 2026, 77% of users say streets are well-lit

Does Village of Pewaukee, WI have sidewalks?

As of early 2026, 77% of users say there are sidewalks

Is Village of Pewaukee, WI walkable to restaurants?

As of early 2026, 73% of users say it's walkable to restaurants

Is Village of Pewaukee, WI quiet?

As of early 2026, 71% of users say it's quiet

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

As of early 2026, 64% of users say they plan to stay for at least 5 years

Is there wildlife in Village of Pewaukee, WI?

As of early 2026, 62% of users say there's wildlife

Are neighbors friendly in Village of Pewaukee, WI?

As of early 2026, 58% of users say neighbors are friendly

Are there community events in Village of Pewaukee, WI?

As of early 2026, 47% of users say there are community events

Is Village of Pewaukee, WI walkable to grocery stores?

As of early 2026, 42% of users say it's walkable to grocery stores

What is 342 Jonathan Dr estimated to be worth?

Trulia's estimated value for 342 Jonathan Dr in Pewaukee, WI is $690,900 .

What is the price history for 342 Jonathan Dr?

342 Jonathan Dr in Pewaukee, WI last sold for $393,000 in December 2015.

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

Pewaukee is currently a balanced market, based on recent for-sale activity.

What do residents say about Pewaukee?

Residents describe Pewaukee, WI as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Pewaukee, WI .

Does 342 Jonathan Dr have air conditioning?

Yes, 342 Jonathan Dr in Pewaukee, WI has air conditioning.

How big is the lot at 342 Jonathan Dr?

The lot at 342 Jonathan Dr in Pewaukee, WI is about 0.46 acres (19,994 sq ft).

OFF MARKET

$690,900

Trulia Estimate

3 Beds
2 Baths
2,170 sqft (on 0.46 acres)

342 Jonathan Dr, Pewaukee, WI 53072

Refinance Your Home

Currently Off Market - Sold Dec 1, 2015 for $393,000

Home Value

Trulia Estimate

$691K

Since last month

$7K (-1%)

Since last year

$59K (+9.3%)

Since last sale

$299K (+76%)

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 +73% in the last 10 years

Month	Estimated value
2026
August 2026	$692K
July 2026	$699K
June 2026	$701K
May 2026	$690K
April 2026	$695K
March 2026	$680K
February 2026	$638K
January 2026	$623K
2025
December 2025	$622K
November 2025	$629K
October 2025	$638K
September 2025	$638K
August 2025	$633K
July 2025	$644K
June 2025	$645K
May 2025	$638K
April 2025	$636K
March 2025	$622K
February 2025	$597K
January 2025	$588K
2024
December 2024	$593K
November 2024	$590K
October 2024	$608K
September 2024	$606K
August 2024	$610K
July 2024	$615K
June 2024	$621K
May 2024	$626K
April 2024	$619K
March 2024	$598K
February 2024	$589K
January 2024	$569K
2023
December 2023	$578K
November 2023	$574K
October 2023	$582K
September 2023	$589K
August 2023	$586K
July 2023	$593K
June 2023	$601K
May 2023	$584K
April 2023	$578K
March 2023	$565K
February 2023	$543K
January 2023	$538K
2022
December 2022	$542K
November 2022	$546K
October 2022	$553K
September 2022	$556K
August 2022	$564K
July 2022	$570K
June 2022	$570K
May 2022	$577K
April 2022	$566K
March 2022	$555K
February 2022	$535K
January 2022	$529K
2021
December 2021	$523K
November 2021	$519K
October 2021	$520K
September 2021	$522K
August 2021	$524K
July 2021	$527K
June 2021	$521K
May 2021	$499K
April 2021	$500K
March 2021	$503K
February 2021	$484K
January 2021	$487K
2020
December 2020	$481K
November 2020	$472K
October 2020	$458K
September 2020	$462K
August 2020	$466K
July 2020	$464K
June 2020	$455K
May 2020	$454K
April 2020	$445K
March 2020	$440K
February 2020	$432K
January 2020	$424K
2019
December 2019	$427K
November 2019	$436K
October 2019	$438K
September 2019	$432K
August 2019	$429K
July 2019	$441K
June 2019	$433K
May 2019	$440K
April 2019	$429K
March 2019	$444K
February 2019	$425K
January 2019	$441K
2018
December 2018	$454K
November 2018	$462K
October 2018	$460K
September 2018	$459K
August 2018	$455K
July 2018	$453K
June 2018	$449K
May 2018	$450K
April 2018	$443K
March 2018	$443K
February 2018	$442K
January 2018	$442K
2017
December 2017	$439K
November 2017	$436K
October 2017	$435K
September 2017	$436K
August 2017	$436K
July 2017	$434K
June 2017	$434K
May 2017	$431K
April 2017	$428K
March 2017	$428K
February 2017	$425K
January 2017	$419K
2016
December 2016	$414K
November 2016	$413K
October 2016	$408K
September 2016	$404K
August 2016	$400K

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
339 Jonathan DRIVE, Pewaukee, WI	0.04	Single-Family Home	$592,300	10/24/25	3	3.5	3,100
219 Westfield WAY, Pewaukee, WI	0.33	Single-Family Home	$566,000	04/17/26	3	2	1,864
429 Westfield WAY, Pewaukee, WI	0.16	Single-Family Home	$650,000	09/30/25	3	3.5	2,834
1115 Riverway COURT, Pewaukee, WI	0.14	Single-Family Home	$630,000	02/23/26	4	3	2,800
1070 Hillwood BOULEVARD, Pewaukee, WI	0.22	Single-Family Home	$575,000	11/25/25	3	2.5	3,239
1104 Riverway COURT, Pewaukee, WI	0.17	Single-Family Home	$620,000	04/24/26	4	2.5	2,600
767 Alex COURT, Pewaukee, WI	0.13	Single-Family Home	$615,000	03/17/26	4	3	2,875
353 Westfield WAY, Pewaukee, WI	0.20	Single-Family Home	$750,000	02/27/26	3	2.5	3,950
1118 Riverwalk COURT, Pewaukee, WI	0.16	Single-Family Home	$695,000	03/17/26	4	3	3,456
293 Westfield WAY, Pewaukee, WI	0.26	Single-Family Home	$750,000	05/01/26	4	2.5	2,758

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
339 Jonathan DRIVE, Pewaukee, WI 53072	0.04	$669,100	3	3.5	3,100	Off Market
869 Joshua COURT, Pewaukee, WI 53072	0.03	$663,600	4	3.5	3,261	Off Market
884 Joshua COURT, Pewaukee, WI 53072	0.07	-	3	3	3,010	Off Market
1219 Hillwood BOULEVARD, Pewaukee, WI 53072	0.08	$376,100	3	2	1,650	Off Market
1133 Hillwood BOULEVARD, Pewaukee, WI 53072	0.11	$689,200	5	3.5	3,631	Off Market
767 Alex COURT, Pewaukee, WI 53072	0.13	$615,000	4	3	2,875	Recently Sold
1115 Riverway COURT, Pewaukee, WI 53072	0.14	$630,000	4	3	2,800	Recently Sold
1118 Riverwalk COURT, Pewaukee, WI 53072	0.16	$695,000	4	3	3,456	Recently Sold
429 Westfield WAY, Pewaukee, WI 53072	0.16	-	3	3.5	2,834	Off Market
1104 Riverway COURT, Pewaukee, WI 53072	0.17	$620,000	4	2.5	2,600	Recently Sold
353 Westfield WAY, Pewaukee, WI 53072	0.20	$750,000	3	2.5	3,950	Recently Sold
321 Nicole COURT, Pewaukee, WI 53072	0.17	-	2	2	1,485	Off Market

Local Information

Map ViewExplore the area around 342 Jonathan Dr.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1999

Lot Size

0.46 acres

Living Area

2,170 sqft

Price/Sqft

$318

Parking

Garage

About this House

Quality custom Trustway-built Ranch with gorgeous craftsman accents, including natural birch woodwork throughout. Sellers completed more than $50,000 in upgrades in the last 2 years including a stunning outdoor bluestone patio oasis with built-in stone fireplace, outdoor lighting and speakers. Open concept living area with hardwood floors, Viking gas range/convection oven, GE combination microwave/convection oven, solid surface Corian counters, marble backsplash and breakfast bar. Beautiful living room w/built in cabinet/media center and striking gas fireplace. Dining area features built-in china cabinet and hardwood floors. Spacious master suite with double walk-in closet, master bath w/tiled shower and whirlpool bath. Exposed lower level plumbed for full bath. Must see!

342 Jonathan Dr, Pewaukee, WI 53072 is a 3 bedroom, 2 bathroom, 2,170 sqft single-family home built in 1999. It last sold for $393,000 on Dec 1, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $690,900, with a rent estimate of $3,321/month.

Home Details for 342 Jonathan Dr

Interior Features
Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details Number of Rooms: 6
Appliances & Utilities Dryer
Levels, Entrance, & Accessibility Floors: Hardwood

Exterior Features
Exterior Home Features Roof: CompositionPatio
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1999
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.46 acres

Additional Information
Intercom

Price and Tax history

Date	Event	Price
Dec 1, 2015 Source: N/A	Sold	$393,000
Oct 14, 2015 Source: Agent Provided	Pending	$399,900
Sep 30, 2015 Source: Agent Provided	Listed For Sale	$399,900
Oct 20, 2008 Source: N/A	Sold	$385,000
Dec 30, 1997 Source: N/A	Sold	$47,900

Year	Property tax	Tax assessment
2024	$5,834	$584,900

Additional Cost

Market trends in Village of Pewaukee

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Around this home

Pewaukee Lake Elementary School
PK-2
Public
748 Students
Pewaukee School District
NA
GreatSchools Rating
Parent Rating Average
The special needs program and teachers absolutely failed my child. It was a very poor program, the teacher made Facebook posts about my low functioning autistic child while doing absolutely nothing to help him. The principal Robyn screamed at me once in front of my child because it took me an hour to drive from Milwaukee to pewaukee to pick him up from school sick. I was a single mother in school- I made it there as fast as I could and she screamed at me in the Parking lot in front of my child and everyone else. It was embarrassing, tacky, classless, and I pulled my kid out of that school soon after. My son went from being scared to go to school to happy and thriving where he is now.
Parent Review
3y 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 Village of Pewaukee

At least 53 Trulia users voted on each feature.

96 % Say it's dog friendly
90 % Say parking is easy
85 % Say car is needed
81 % Say there's holiday spirit
81 % Say kids play outside
80 % Say people would walk alone at night
79 % Say yards are well-kept
77 % Say streets are well-lit
77 % Say there are sidewalks
73 % Say it's walkable to restaurants
71 % Say it's quiet
64 % Say they plan to stay for at least 5 years
62 % Say there's wildlife
58 % Say neighbors are friendly
47 % Say there are community events
42 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Brian
Resident
2y ago
"Great area to live. Good restaurants, bars, and a great beach. Dog owners are responsible and respectful."
0
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Jessica F.
Resident
5y ago
"Fireworks beach party beach events park sports friendly people pet friendly hiking walking safety clean street "
0
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Charles S.
Resident
7y ago
"Everyone has dogs and are very friendly. I’ve never had any trouble with anything here. I’ve always had stuff to do with everything being so close to one another. The lake is a great spot. "
0
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Kaylarmccauley
Resident
7y ago
"I live near the original down town The beach is close as well as several great restaurants plus the park. Pewaukee has events for family and adults throughout the year. "
0
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Kaylarmccauley
Resident
7y ago
"The original down town is small and kept up very well with a beach and an ice cream/sandwich shop. Larger stores are very close but the old fashioned down town makes a great stop or nice daily walk "
0
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Allie R.
Resident
8y ago
" For those dog walkers out there, my dead end street along side the lake in this friendly neighborhood. "
0
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Allie R.
Resident
8y ago
"the location just off of main vain to Waukesha and Milwaukee or west of one wishes. beautiful lake views everyday, great fishing if you don't mind the weeds. down side is allot of partiers in neighborhood. Allot of outdoor gatherings too."
0
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Ken K.
12y ago
"GREAT LOCATION IN THE VILLAGE OF PEWAUKEE ,LOCATION HAS EASY ACCESS TO RESTAURANTS AND SHOPPING"
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rhalloran70
14y ago
"I have lived her for many years. 2 blocks to the lake, Excellent area. love Pewaukee. Safe place. "
0
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Kylebreitzman
14y ago
"This is a perfect place to raise kids. A neighborhood small-towny Americana feel. Music on the beach, action a the ball park, families galore. "
0
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adm08n
14y ago
"Easy to walk or drive to shopping, dinning, parks and Pewaukee Lake. Quiet neighborhood in evenings, lots of walkers, safe and lots of community unity."
0
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LGBTQ Local Legal Protections

Frequently asked questions about 342 Jonathan Dr

What is 342 Jonathan Dr estimated to be worth?
Trulia's estimated value for 342 Jonathan Dr in Pewaukee, WI is $690,900.
What is the price history for 342 Jonathan Dr?
342 Jonathan Dr in Pewaukee, WI last sold for $393,000 in December 2015.
Is Pewaukee a buyer's or seller's market?
Pewaukee is currently a balanced market, based on recent for-sale activity.
What do residents say about Pewaukee?
Residents describe Pewaukee, WI as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Pewaukee, WI.
Does 342 Jonathan Dr have air conditioning?
Yes, 342 Jonathan Dr in Pewaukee, WI has air conditioning.
How big is the lot at 342 Jonathan Dr?
The lot at 342 Jonathan Dr in Pewaukee, WI is about 0.46 acres (19,994 sq ft).