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Apartments for Rent in Windsor, WI under $2000


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  • Only 1 unit left
    1 bd $1,300
    2 bd $1,850
    Base rent
    Verified Listing

    6556 Stack Drive

    6556 Stack Drive, Windsor, WI 53598
    Apply online • Pet friendly
  • More Rentals Near Windsor, WI

  • Rent specials 11 units available
    Studio $1,299+
    1 bd $1,451+
    2 bd $1,787+
    Base rent
    4185 Timothy Court, Unit 101, Deforest, WI 53532
    Apply online • Pet friendly • Parking
  • 1 bd $1,450
    2 bd $1,645
    Base rent
    Verified Listing

    Highland Fields

    4.5 (7)
    335 Blackberry Lane, Deforest, WI 53532
    Apply online • Pet friendly • In unit laundry
  • Rent specials 32 units available
    Studio $1,325+
    1 bd $1,500
    2 bd $1,850+
    Base rent
    5.0 (5)
    6240 Monticello Drive, Deforest, WI 53532
    Apply online • Pet friendly
  • Rent specials 5 units available
    Studio $1,399+
    2 bd $1,386+
    Base rent
    Verified Listing

    Weybridge

    3241 W Main St, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • 1 bd $1,470
    Base rent
    Verified Listing

    Prospect Commons

    5.0 (1)
    1280 Prospect Commons, Sun Prairie, WI 53590
    Apply online • Pet friendly • Parking
  • Studio $700
    1 bd $1,200
    Base rent
    4900 Packers Ave, Madison, WI 53704
    Apply online • Pet friendly • Patio/Balcony
  • 1 bd $1,470+
    Base rent
    Verified Listing

    Gateway Commons

    4.0 (2)
    2161 Effingham Way, Sun Prairie, WI 53590
    Apply online • Cat friendly • Parking
  • Rent specials 14 units available
    Studio $1,360+
    1 bd $1,690+
    2 bd $1,950+
    Base rent
    Verified Listing

    Aster At Sun Prairie

    650 Spring St, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • Rent specials 70 units available
    Studio $1,400+
    1 bd $1,525+
    2 bd $1,975+
    Base rent
    4934 Dreamer Drive, Madison, WI 53718
    Apply online • Pet friendly
  • 6 units available
    1 bd $1,383+
    2 bd $1,953+
    Base rent
    Verified Listing

    Elevate Apartments

    5022 American Parkway, Madison, WI 53718
    Apply online • Pet friendly • Parking
  • 1 bd $1,157
    2 bd $1,345
    3 bd $1,999
    Base rent Income restricted
    Verified Listing

    The Wildwood At Main

    4.5 (5)
    150 Schneider Road, Sun Prairie, WI 53590
    Apply online • Pet friendly • Fitness center
  • Rent specials 9 units available
    Studio $1,355+
    1 bd $1,440+
    2 bd $1,870+
    Base rent
    Verified Listing

    Van Buren West

    5.0 (2)
    2480 Jenny Wren Trail, Sun Prairie, WI 53590
    Apply online • Pet friendly • Parking
  • Studio $1,170
    1 bd $1,390
    2 bd $1,695+
    Base rent
    4.0 (12)
    1314 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly • Dishwasher
  • Studio $1,125
    Base rent
    Verified Listing

    Heather Ridge

    3.0 (2)
    4701 Hayes Road, Madison, WI 53704
    Apply online • Cat friendly • Dishwasher
  • Rent specials 6 units available
    1 bd $1,495+
    2 bd $1,895+
    Base rent
    Verified Listing

    Van Buren Place

    4.5 (27)
    1351 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly • Parking
  • 1 bd $1,420
    Base rent
    Verified Listing

    Conservancy Pointe

    4.5 (1)
    1270 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly • Parking
  • Rent specials 11 units available
    Studio $1,300+
    1 bd $1,600+
    2 bd $1,975+
    Base rent
    Verified Listing

    The Park

    4.5 (22)
    6201 Williamsburg Way, Deforest, WI 53532
    Apply online • Pet friendly • Parking
  • 4 units available
    1 bd $850+
    2 bd $946+
    3 bd $1,139+
    Base rent Income restricted
    Verified Listing

    The Element On Main

    50 Park Circle, Sun Prairie, WI 53590
    Apply online • Pet friendly • Fitness center
  • 7 units available
    1 bd $1,000+
    2 bd $1,100+
    3 bd $1,200+
    Base rent Income restricted
    Verified Listing

    Ridgecrest Apartments

    517 Northport Drive, Madison, WI 53704
    Apply online • Pet friendly • Dishwasher
  • 19 units available
    1 bd $1,100
    2 bd $1,200
    3 bd $1,300
    Base rent Income restricted
    Verified Listing

    Parkcrest Apartments

    1564 Troy Drive, Madison, WI 53704
    Apply online • Pet friendly • Fitness center
  • Rent specials 6 units available
    1 bd $1,399
    2 bd $1,650
    Base rent
    Verified Listing

    Madison & Main

    301 E Main St, Waunakee, WI 53597
    Apply online • Pet friendly • Parking
  • Ask for pricing
    Verified Listing

    Heritage Trail

    621 Old Indian Trail, Deforest, WI 53532
    Dog friendly • In unit laundry • Dishwasher
  • Ask for pricing
    Income restricted
    Verified Listing

    Cannery Row Apartments

    5.0 (1)
    301 E 3RD ST, WAUNAKEE, WI 53597-2436
    Pet friendly • Parking • Fitness center
  • 1-24-cdp



Frequently asked questions

When were prices and availability in Windsor, WI last updated?

Prices and availability in Windsor, WI were last updated on 14 Nov 2026.

What are the best apartments in Windsor, WI?

The best apartments in Windsor, WI are: 6556 Stack Drive, Vista Valley Duplex and Clayton Duplex.

What type of rental buildings are in Windsor, WI?

In Windsor 24% of the housing is rented out compared to 76% of homes are owned, according to the most recent Census Bureau estimates. 5% of Windsor's apartments are found in large buildings of 50 units or more, 72% are located in smaller apartment complexes with less than 50 units, and 18% are single-family rentals.

Renting apartments in Windsor, WI under $2,000

Searching for apartments for rent in Windsor, WI under $2,000 is not an easy task, but luckily you have come to the right place. Whether you are a student on a budget, a young professional on the move, or simply a frugal person, RentCafe can help you find what you are looking for. Just make sure you know what you consider non-negotiable and what you can compromise on. Your new home is just a few clicks away. In Windsor, WI, where the average rent is $1,632 per month, there are 212 units available for less than $2,000. Click on any of these units to see pictures, floor plans, amenities and more. After you have picked your favorite, you can contact the property to check availability. Considering that you are trying to spend as little as possible, looking at 1 bedroom apartments and studio apartments might be a good idea.

We’ll help you find the cheapest rental near you

Finding a nice cheap apartment is by no means impossible. You just have to be patient. Your “apartments near me under $2,000” search can bear fruit sooner than you think if you look carefully and check our site often. You never know when discount deals and special offers might pop up. Keep in mind that you are not the only one looking for an affordable apartment in Windsor, WI. Choose “Save Search” to receive the latest apartments available directly to your inbox. This way, you will be able to stay one step ahead of the competition. With the cheapest apartments in Windsor, WI going for $700 per month, there are great deals waiting to be discovered. Feeling lucky? Expand your search to 2 bedroom apartments and 3 bedroom apartments as well for more space.