$685,000

1255 Winterberry Rd Oconomowoc, WI 53066

$8,134
Closing credit¹
4 beds
3 full
3,419 sqft
0.4 acres
$200 / sqft
House

Property details

About 1255 Winterberry Rd

Welcome to Longmeadow in beautiful Oconomowoc! This updated, move-in-ready home offers an airy, open-concept layout with spacious rooms and an abundance of natural light. Recent updates include a new roof, windows, front door, luxury plank flooring, garage floor, all appliances, and updated mechanicals -- ensuring years of worry-free living.Enjoy the ease of first-floor primary suite, laundry and a large kitchen that seamlessly connects to the dining and living areas -- perfect for entertaining. Plus, take advantage of all that Longmeadow offers, including a wonderful community pool just steps away. Located close to parks, schools, and downtown Oconomowoc, this is the perfect place to call home!

Highlights

Home typeSingle Family Residence
HeatingForced Air, Natural Gas
StatusActive
CoolingCentral Air
Size3,419 sqft
BasementYes
Lot size0.38 Acres
Year built2005
ParkingOpener Included,Attached,2 Car
MLS #1923801
Attached garage2 spaces

Summary

  • Full Bathrooms: 3
  • Appliances: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
  • Basement: Yes
  • Interior: Water Softener, Cable/Satellite Available, High Speed Internet, Intercom, Pantry, Walk-in closet(s)
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Parking: Opener Included,Attached,2 Car
  • Exterior: Patio
  • Architectural Style: Ranch
  • Heating: Forced Air, Natural Gas
  • Cooling: Central Air
  • List Price: $685,000
  • Price/SqFt: $200
  • HOA Amount: $1000 Annually
  • Annual Tax Amount: $5,859
  • Tax Year: 2023
  • Directions: Hwy 67 West to Lisbon to Longmeadow Subdivision, Left on Winterberry, Home on Right
  • Year Built: 2005
  • Stories: 1
  • Living Area: 3,419 SqFt
  • Municipality: Oconomowoc
  • Lot Size: 0.38 Acres
  • MLS Number: 1923801
  • MLS Name: WIREX_METRO
  • Office Name: Keller Williams Realty-Milwaukee North Shore
  • Office Email: joanread@kw.com
  • Listing Agent: Sarah Riordan

© 2025 WIREX - All Rights Reserved.

Information is supplied by seller and other third parties and has not been verified. All information deemed reliable but not guaranteed and should be independently verified. Information is supplied by seller and other third parties and has not been verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker nor this broker nor MLS shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/29/2025, 10:45:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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1255 Winterberry Rd, Oconomowoc, WI 53066 - view of front of property featuring concrete driveway, a front lawn, an attached garage, stone siding, and roof with shingles

$685,000

1255 Winterberry Rd

$8,134

closing credit¹

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Price information

Property sales

DateEventPrice
Jul 29, 2013
Home Sold
$359,900
Aug 04, 2005
Home Sold
$98,000

Tax history

YearAssessmentProperty Tax
2023$522,200$5,859
2022$481,300$7,342
2021$423,000$6,461
2020$354,400$6,832
2019$354,400$5,971
2018$354,400$5,773
2017$354,400$5,723

History based on county public records data.

Nearby schools

8

Greenland Elementary School

Public District PK-4

0.7 mi

440 Coolidge St

8

Meadow View Elementary School

Public District PK-4

1.1 mi

1500 Whalen Dr

10

Park Lawn Elementary School

Public District PK-4

1.7 mi

300 Parklawn St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $129,605. Typical income of Oconomowoc, WI residents is between $100k-200k annually. Residents typically live in married, no kids family. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

2%
<35k
30%
35k-100k
53%
100k-200k
15%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

16%
Single, No Kids
4%
Single, with Kids
43%
Married, No Kids
37%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

20%
<11 yrs old
9%
12-17 yrs old
15%
18-34 yrs old
47%
35-64 yrs old
9%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • College FootballCollege Football

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • Best BuyBest Buy

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • RamRam

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • Contemporary ChristianContemporary Christian
All data provided by Home Junction and Claritas

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Frequently asked questions

About 1255 Winterberry Rd

The listing price of 1255 Winterberry Rd property is $685,000.

The property 1255 Winterberry Rd is a house located in Oconomowoc, Wisconsin, 53066.

Active Listing: 1255 Winterberry Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 1255 Winterberry Rd are: Greenland Elementary School (GreatSchools Rating 8/10), Meadow View Elementary School (GreatSchools Rating 8/10), Park Lawn Elementary School (GreatSchools Rating 10/10), Nature Hill Intermediate School (GreatSchools Rating 7/10), Silver Lake Intermediate School (GreatSchools Rating 6/10), Stone Bank Elementary School (GreatSchools Rating 8/10), Oconomowoc High School (GreatSchools Rating 7/10), Arrowhead High School (GreatSchools Rating 8/10), High School of Health Sciences (GreatSchools Rating 10/10).

According to the records, the last property tax for 2023 is $5,859 (source: MLS/based on county public records data).

The last sale was on July 29, 2013 for $359,900 (source: MLS/tax record).

The property at 1255 Winterberry Rd has 4 bedrooms and 3 bathrooms.

The property 1255 Winterberry Rd is 3,419 SqFt (source: MLS/tax record).

The year of construction for 1255 Winterberry Rd is 2005.

This home is located at 1255 Winterberry Rd in Oconomowoc, WI and zip code 53066. This 3,419 square foot home, which was built in 2005, sits on a 0.38 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 25, 2025 and is currently priced at $685,000.

In May 2025 more than 9 listings in Oconomowoc, WI were sold above the asking price. During the same period more than 7 listings were sold at asking price, while more than 13 were sold below. The number of listings in Oconomowoc, WI increased by 55.4% between April and May 2025.

From Rocket Homes Real Estate and based on county public records data.

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