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Apartments for Rent in Windsor, WI under $2000

Apartments for Rent in Windsor, WI under $2000. 296 Rentals Available
296 Rentals Available
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  • A room with a kitchen island and a dining area is under construction.
    Only 1 unit left
    3 bd $1,700
    Base rent
    Verified Listing

    Windsor Duplex (C), Windsor, WI 53598
    Apply online • Cat friendly
  • A large building with a parking lot in front of it.
    Only 1 unit left
    1 bd $1,300
    2 bd $1,800
    Base rent
    Verified Listing

    Pleasant Hill Place, Windsor, WI 53598
    Apply online • Pet friendly

  • More Rentals Near Windsor, WI

  • a living room with a couch and a ceiling fan
    Rent specials 13 units available
    Studio $1,335+
    1 bd $1,410+
    2 bd $1,659+
    Base rent
    Verified Listing

    4.5 (3)
    4185 Timothy Court, Unit 101, Deforest, WI 53532
    Apply online • Pet friendly
  • a living room with a couch and a sliding glass door
    Studio $1,195
    1 bd $1,345
    2 bd $1,795
    Base rent
    Verified Listing

    4.5 (7)
    335 Blackberry Lane, Deforest, WI 53532
    Apply online • Pet friendly
  • A spacious living room with a variety of furniture and decorative items.
    40 units available
    Studio $1,350
    1 bd $1,500+
    2 bd $1,850+
    Base rent
    Verified Listing

    5.0 (5)
    6240 Monticello Drive, Deforest, WI 53532
    Apply online • Pet friendly
  • a living room with a couch and a desk and a ceiling fan
    1 bd $1,400
    2 bd $1,740
    Base rent
    Verified Listing

    3.5 (1)
    3025 Triumph Drive, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • a living room with a couch and a table
    1 bd $1,375
    2 bd $1,675
    Base rent
    Verified Listing

    5.0 (1)
    1280 Prospect Commons, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • a living room with furniture and a sliding glass door
    Studio $1,145
    1 bd $1,275+
    Base rent
    Verified Listing

    4.0 (2)
    2161 Effingham Way, Sun Prairie, WI 53590
    Apply online • Cat friendly
  • A modern living room with a white sofa and a glass wall.
    Rent specials 109 units available
    Studio $1,400+
    1 bd $1,525+
    2 bd $1,975+
    Base rent
    Verified Listing

    4934 Dreamer Drive, Madison, WI 53718
    Apply online • Pet friendly
  • a living room with a couch and a table
    54 units available
    1 bd $1,412+
    2 bd $1,784+
    Base rent
    Verified Listing

    5022 American Parkway, Madison, WI 53718
    Apply online • Pet friendly
  • A kitchen with wooden chairs and a granite counter.
    Rent specials
    2 bd $1,393
    Base rent Income restricted
    Verified Listing

    4.5 (5)
    150 Schneider Road, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • A living room with a grey couch, a coffee table, and a painting on the wall.
    Rent specials 7 units available
    Studio $1,365+
    1 bd $1,460+
    2 bd $1,830+
    Base rent
    Verified Listing

    5.0 (2)
    2480 Jenny Wren Trail, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • a living room with a couch and a table
    1 bd $1,295
    2 bd $1,700
    Base rent
    Verified Listing

    4.0 (11)
    1314 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • a living room with a couch and a window
    Studio $995
    1 bd $1,150
    Base rent
    Verified Listing

    3.0 (2)
    4701 Hayes Road, Madison, WI 53704
    Apply online • Cat friendly
  • A living room with a fireplace and a television mounted above it.
    Rent specials 7 units available
    Studio $1,295+
    1 bd $1,540+
    Base rent
    Verified Listing

    4.5 (27)
    1351 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • an open living room and dining room with a table and chairs
    Studio $1,045
    1 bd $1,185
    Base rent
    Verified Listing

    3.5 (2)
    4725 Hayes Road, Madison, WI 53704
    Apply online • Cat friendly
  • a living room with a couch and a chair and a table
    1 bd $1,405+
    2 bd $1,745
    Base rent
    Verified Listing

    4.5 (1)
    1270 O'keeffe Avenue, Sun Prairie, WI 53590
    Apply online • Pet friendly
  • A kitchen with white cabinets and stainless steel appliances.
    Rent specials 16 units available
    Studio $1,295+
    1 bd $1,525+
    2 bd $2,000+
    Base rent
    Verified Listing

    4.5 (22)
    6201 Williamsburg Way, Deforest, WI 53532
    Apply online • Pet friendly
  • A kitchen with wooden cabinets and a black fridge.
    13 units available
    1 bd $900
    2 bd $1,000
    3 bd $1,200
    Base rent Income restricted
    Verified Listing

    50 Park Circle, Sun Prairie, WI 53590
    Pet friendly
  • A kitchen with wooden cabinets and a black refrigerator.
    12 units available
    1 bd $1,000
    2 bd $1,100
    3 bd $1,200
    Base rent Income restricted
    Verified Listing

    517 Northport Drive, Madison, WI 53704
    Pet friendly
  • A kitchen with wooden cabinets and a black stove top oven.
    Only 3 units left
    1 bd $1,000
    2 bd $1,100
    3 bd $1,200
    Base rent Income restricted
    Verified Listing

    1564 Troy Drive, Madison, WI 53704
    Pet friendly
  • A kitchen with dark wood cabinets and stainless steel appliances.
    8 units available
    Studio $1,225
    1 bd $1,316+
    2 bd $1,725
    Base rent
    Verified Listing

    301 E Main St, Waunakee, WI 53597
    Apply online • Pet friendly
  • an empty kitchen with white appliances and wooden cabinets
    Ask for pricing
    Verified Listing

    4900 Packers Ave, Madison, WI 53704
    Pet friendly
  • A living room with a grey couch and a white coffee table.
    3 bd $1,795
    Base rent
    Verified Listing

    415 Trail Side Dr, Deforest, WI 53532
  • A living room with a blue couch, a chair, a small table with a laptop, and a window with a view of the outside.
    2 bd $1,675
    Base rent
    Verified Listing

    3035 Selkirk Dr, Sun Prairie, WI 53590
2-23-cdp

Frequently asked questions

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

Prices and availability in Windsor, WI were last updated on 27 May 2026.

What are the best apartments in Windsor, WI?

The best apartments in Windsor, WI are: Clayton Duplex, 6556 Stack Drive and 6690 Charlie Grimm Road.

What type of rental buildings are in Windsor, WI?

In Windsor, 24% of the residents are renting compared to 76% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 5% of Windsor's rentals, 72% are small-scale complexes with under 50 units, and 18% are single-family rentals.