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

OFF MARKET

255 Main St
Pewaukee, WI 53072

2 Beds
1.5 Baths
1,274 sqft (on 0.26 acres)

$400,500

Trulia Estimate

as of Jul 9, 2026

$400,500

Trulia Estimate

as of Jul 9, 2026

2 Beds

1.5 Baths

1,274 sqft

(on 0.26 acres)

Local Information

Map ViewExplore the area around 255 Main St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 255 Main St, Pewaukee, WI. 255 Main St is in Pewaukee, WI and in ZIP code 53072. This property has 2 bedrooms, 2 bathrooms and approximately 1,274 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1938.

255 Main St, Pewaukee, WI 53072 is a 2 bedroom, 2 bathroom, 1,274 sqft single-family home built in 1938. It last sold for $180,000 on Apr 2, 2018. It is currently off market. The Trulia Estimate is $400,500, with a rent estimate of $2,587/month.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 255 Main St

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Property Information
Year Built Year Built: 1938
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: 0.26 acres

Price History for 255 Main St

Date	Price	Event	Source
04/02/2018	$180,000	Sold	N/A
Recording Date 04/02/2018 Contract Date 03/27/2018 County Transfer Tax N/A Total Transfer Tax $540
03/30/2018	$180,000	PendingToActive	Agent Provided

03/08/2018	$180,000	Pending	Agent Provided

03/07/2018	$180,000	PriceChange	Agent Provided
Price Change $5,000 (3%)
02/10/2018	$175,000	Pending	Agent Provided

02/09/2018	$175,000	Listed For Sale	Agent Provided

Market trends in Village of Pewaukee

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

7MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2024
Tax	$3,722
Assessment	$382,000

Home facts updated by county records

Comparable Sales for 255 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
310 Hickory St, Pewaukee, WI	0.15	Single-Family Home	$232,480	01/27/26	2	1	1,000
238 Prospect AVENUE, Pewaukee, WI	0.20	Single-Family Home	$385,000	03/24/26	2	1.5	1,408
336 East Wisconsin AVENUE, Pewaukee, WI	0.07	Single-Family Home	$367,500	09/22/25	3	2	1,650
104 George STREET, Pewaukee, WI	0.17	Single-Family Home	$375,000	08/01/25	3	1.5	1,759
671 Main St, Pewaukee, WI	0.43	Single-Family Home	$235,000	09/10/25	2	1	958
316 Oakton Ave, Pewaukee, WI	0.20	Single-Family Home	$350,000	06/16/26	3	1	1,640
140 Caldwell STREET, Pewaukee, WI	0.35	Single-Family Home	$285,000	08/04/25	2	1	800
161 Ormsby STREET, Pewaukee, WI	0.37	Single-Family Home	$375,000	12/15/25	3	2	1,413
132 Caldwell STREET, Pewaukee, WI	0.34	Single-Family Home	$327,790	04/17/26	3	1	1,785
310 3rd St, Pewaukee, WI	0.23	Single-Family Home	$420,000	01/22/26	3	2	2,100

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $496,900
3 bd
1.5 ba
2,032 sqft
261 Main STREET,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $780,900
4 bd
3 ba
2,590 sqft
423 Sandy CIRCLE,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $366,700
2 bd
1.5 ba
1,110 sqft
312 East Wisconsin AVENUE,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $413,900
3 bd
2 ba
1,370 sqft
322 East Wisconsin AVENUE,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $318,000
2 bd
1 ba
768 sqft
230 East Wisconsin AVENUE,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $1,259,300
3 bd
2 ba
3,688 sqft
395 Sandy CIRCLE,
Pewaukee, WI 53072
Closed
SOLD
SEP 22, 2025
$367,500
3 bd
2 ba
1,650 sqft
336 East Wisconsin AVENUE,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $473,400
3 bd
2 ba
1,600 sqft
312 Main STREET,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $997,900
232 Clark STREET,
Pewaukee, WI 53072
Closed
OFF MARKET
Est. $995,200
224 Clark STREET,
Pewaukee, WI 53072
Closed
SOLD
JUL 1, 2026
$500,000
208 Clark STREET,
Pewaukee, WI 53072
Closed
FOR SALE
$244,000
2 bd
1 ba
1,000 sqft
310 Hickory St,
Pewaukee, WI 53072

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 255 Main St.

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
Flag
Jessica F.
Resident
5y ago
"Fireworks beach party beach events park sports friendly people pet friendly hiking walking safety clean street "
0
Flag
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
Flag
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
Flag
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
Flag
Allie R.
Resident
7y ago
" For those dog walkers out there, my dead end street along side the lake in this friendly neighborhood. "
0
Flag
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
Flag
Ken K.
12y ago
"GREAT LOCATION IN THE VILLAGE OF PEWAUKEE ,LOCATION HAS EASY ACCESS TO RESTAURANTS AND SHOPPING"
0
Flag
rhalloran70
13y ago
"I have lived her for many years. 2 blocks to the lake, Excellent area. love Pewaukee. Safe place. "
0
Flag
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
Flag
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
Flag