Awesome location on this home! A blend of suburban tranquility and modern convenience! Step into this beautiful 4-bedroom 3.5 bath custom built Pleasant Prairie home premierly located in Rolling Meadows with a 1/2 acre corner lot. This home has a first floor master suite, first floor laundry, and a walk-out basement. The kitchen boasts beautiful cherry wood cabinets. The living has a two story stone fireplace and french doors leading out to a lovely deck with an amazing view of a well-landscaped yard with plenty of under deck storage! There are newer hardwood floors, ceramic tile, and New carpet. The upper bedroom has a huge walk-in closet, and there is even a craft room in basement for your hobbies and 2.5 car garage for your toys! Only minutes from I94 and shopping.
- WI
- Pleasant Prairie
- 53158
- 3655 99th St
- MLS# 1944288
- Date Listed12/02/2025
- Days on Realty 3 Days
- Bedrooms 4
- Bathrooms 3 Full baths, 1 Half baths
- Lot Size 0.51 acres (22,216 sq. ft)
- Sewer Public Sewer
- Subdivision Rolling Meadows
- Property Type Single Family
- County Kenosha
- Year Built 1993
- Water Public
- Square Feet 2,860 sq. ft
- Price Per Sq. Ft $181.47
Interior Features
- Appliances Oven, Range, Refrigerator, Dishwasher, Microwave, Washer, Dryer
- Cooling Central Air
- Heating Natural Gas, Forced Air
Exterior / Lot Features
- Roof -
- Lot Size Acres 0.51
- Lot Size SQFT 22,215.60
- Lot Features Corner Lot
Directions
39th AVE. South to 100 ST. E. to 37th AVE. North to home
Financial Considerations
- Tax Amount $5,423
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
5.45 mi
Distance
Public • 6 - 8 • Serves this home
3.3 mi
Distance
Public • 9 - 12 • Serves this home
2.36 mi
Distance
Public • PK - 5 • Serves this home
5.45 mi
Distance
Public • 6 - 8 • Serves this home
3.3 mi
Distance
Public • 6 - 8
4.49 mi
Distance
Public • 6 - 12
5.69 mi
Distance
Public • 6 - 8
5.99 mi
Distance
Public • 6 - 8
7.58 mi
Distance
Public • 6 - 8
8.27 mi
Distance
Public • 9 - 12 • Serves this home
2.36 mi
Distance
Indian Trail High School And Academy
Public • 9 - 12
5.99 mi
Distance
Public • 9 - 12
7.24 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 4081 96th St | 5 | 6 | Oct 30, 2025 | $999,999 |
| 10125 33rd Ave | 3 | 2 | Oct 30, 2025 | $169,000 |
| 3319 99th St | 3 | 2 | Oct 30, 2025 | $314,900 |
| 9610 39th Ave | 2 | 1 | Oct 30, 2025 | $179,900 |
| 10110 32nd Ave | 5 | 4 | Oct 30, 2025 | $565,000 |
| 3300 98th PL | 4 | 3 | Oct 30, 2025 | $439,900 |
| 3401 100th STREET | 2 | 3 | Oct 30, 2025 | $289,900 |
| 4286 98th St | 5 | 5 | Oct 30, 2025 | $1,150,000 |
| 3633 98th Pl | 4 | 2 | Oct 30, 2025 | $340,000 |
| 9829 29th Ave | 4 | 3 | Oct 30, 2025 | $419,900 |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 19,324 | 23,778 | 174,679 | 335,858,263 |
| Population Density | 642 | 713 | 642 | 95 |
| People per Household | 2.7 | 2.7 | 2.6 | 2.6 |
| Median Age | 42.9 | 43.2 | 39.1 | 39.1 |
| Median Income | $92,363 | $86,786 | $66,583 | $66,222 |
| Average Income | $40,058 | $39,061 | $32,698 | $35,475 |
| Cost of Living Index | 109 | 106 | 98 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 13.2°F | 13.2°F | 13.2°F | 22.6°F |
| July Avg. High Temp | 78.7°F | 78.7°F | 78.7°F | 86.2°F |
| Annual Precipitation | 34.74" | 34.74" | 34.74" | 38" |
6/100
Car-Dependent
Walk Score ®
47/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 18/100, Transit Score: 0/100, Bike Score: 36/100.
Property Change History
Points of Interest near 3655 99th St, Pleasant Prairie, WI 53158
0.65 mi
Distance
0.85 mi
Distance
0.91 mi
Distance
1.09 mi
Distance
1.3 mi
Distance
581 ft
Distance
792 ft
Distance
0.43 mi
Distance
0.92 mi
Distance
0.28 mi
Distance
0.36 mi
Distance
0.51 mi
Distance
0.85 mi
Distance
0.87 mi
Distance
0.89 mi
Distance
0.95 mi
Distance
1.01 mi
Distance
1.09 mi
Distance
1.33 mi
Distance
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Frequently Asked Questions for 3655 99th St
Source: Realty.com
3655 99th St, Pleasant Prairie, WI 53158 is a Single Family 2,860 sq. ft. home listed for sale. Realty.com has 51 photos available of this 4 bed, 4 bath house, listed at $519,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 51 photos of 3655 99th St.
Our records indicate that 3655 99th St was built in 1993.
The full address for this home is 3655 99th St, Pleasant Prairie, WI 53158.
3655 99th St has been listed on Realty.com since Tue December 02, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 18/100, Transit Score: 0/100, Bike Score: 36/100.
There are 3 schools assigned to this home. Check out the schools near 3655 99th St. Frank Elementary School (Grades: PK - 5), Lance Middle School (Grades: 6 - 8), Tremper High School (Grades: 9 - 12)
Listing provided courtesy of:
Realtypro Professional Real Estate Group
(tel: 262-653-9820)
Listing agent:
Javier Jaramillo
(tel: 262-358-2321)
(#jaj4189)
This content last refreshed on 2025-12-05 18:42:07. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 3655 99th St, Pleasant Prairie, WI 53158 : MLS# 1944288