Apartments for Rent in Windsor, WI under $2000
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Only 1 unit left1 bd $1,3002 bd $1,800Base rentPleasant Hill Place, Windsor, WI 53598Apply online • Pet friendly
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More Rentals Near Windsor, WI
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Rent specials 15 units availableStudio $1,274+1 bd $1,409+2 bd $1,798+Base rent4.5 (3)4185 Timothy Court, Unit 101, Deforest, WI 53532Apply online • Pet friendly • Parking
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1 bd $1,3252 bd $1,830Base rent4.5 (7)335 Blackberry Lane, Deforest, WI 53532Apply online • Pet friendly • Dishwasher
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53 units availableStudio $1,325+1 bd $1,500+2 bd $1,850+Base rent5.0 (5)6240 Monticello Drive, Deforest, WI 53532Apply online • Pet friendly
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1 bd $1,4002 bd $1,400Base rentThe Ace Of Pentacles, Deforest, WI 53532Apply online • Dog friendly • Dishwasher
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Rent specials 15 units availableStudio $1,286+1 bd $1,309+2 bd $1,564+Base rent3241 W Main St, Sun Prairie, WI 53590Apply online • Pet friendly
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1 bd $1,3752 bd $1,725Base rent3.5 (1)3025 Triumph Drive, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,295+2 bd $1,725Base rent5.0 (1)1280 Prospect Commons, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,150Base rent4900 Packers Ave, Madison, WI 53704Apply online • Pet friendly • In unit laundry
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1 bd $1,525Base rent4.0 (2)2161 Effingham Way, Sun Prairie, WI 53590Apply online • Cat friendly • Parking
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Rent specials 92 units availableStudio $1,400+1 bd $1,525+2 bd $1,975+Base rent4934 Dreamer Drive, Madison, WI 53718Apply online • Pet friendly
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17 units available1 bd $1,351+2 bd $1,739+Base rent5022 American Parkway, Madison, WI 53718Apply online • Pet friendly • Parking
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2 bd $1,345+3 bd $1,999Base rent Income restricted4.5 (5)150 Schneider Road, Sun Prairie, WI 53590Apply online • Pet friendly • Fitness center
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Rent specials 4 units available1 bd $1,520+2 bd $1,905+Base rent5.0 (2)2480 Jenny Wren Trail, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $1,2701 bd $1,2952 bd $1,725+Base rent4.0 (12)1314 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Dishwasher
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1 bd $1,200Base rent3.0 (2)4701 Hayes Road, Madison, WI 53704Apply online • Cat friendly • In unit laundry
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Rent specials 9 units availableStudio $1,295+1 bd $1,575+Base rent4.5 (27)1351 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $9951 bd $1,195+Base rent3.5 (2)4725 Hayes Road, Madison, WI 53704Apply online • Cat friendly • In unit laundry
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1 bd $1,4002 bd $1,745Base rent4.5 (1)1270 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Rent specials 6 units availableStudio $1,285+1 bd $1,650+Base rent4.5 (22)6201 Williamsburg Way, Deforest, WI 53532Apply online • Pet friendly • Parking
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1 bd $9002 bd $1,0003 bd $1,200Base rent Income restricted50 Park Circle, Sun Prairie, WI 53590Pet friendly • Fitness center • In unit laundry
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1 bd $1,0002 bd $1,1003 bd $1,200Base rent Income restricted517 Northport Drive, Madison, WI 53704Pet friendly • In unit laundry • Dishwasher
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1 bd $1,0002 bd $1,1003 bd $1,200Base rent Income restricted1564 Troy Drive, Madison, WI 53704Pet friendly • Fitness center • In unit laundry
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Rent specials 7 units available1 bd $1,4502 bd $1,850Base rent301 E Main St, Waunakee, WI 53597Apply online • Pet friendly • Parking
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Ask for pricingIncome restricted5.0 (1)301 E 3RD ST, WAUNAKEE, WI 53597-2436Pet friendly • Parking • Fitness center
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Frequently asked questions
When were prices and availability in Windsor, WI last updated?
Prices and availability in Windsor, WI were last updated on 5 Aug 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.
Apartments in Windsor, WI under $2,000
Balancing snug and cheap is no joke when it comes to renting a place to live. “Are there any apartments near me under $2,000?” is a great question to start from. Knowing your budget means you’re one step ahead and on the right track. We’ve taken care of the rest and found 259 apartments for rent in Windsor, WI on which you’ll spend less than $2,000. A small, cheap rental means you’ll have to budget your living space as well. The great news is that keeping it simple pays off in more than one way. The cost of utilities is likely to run low, and you get the added benefit of not having to spend too much time cleaning up the whole place. Smaller apartments are more likely to be closer to the city center, so there are potential cuts to your transportation costs too. And here’s one more very special secret to add to your book-of-perks: you’re less likely to overshop when you know your space is limited.
Rentals near you under $2,000
Our goal is to help you find cheap apartments that live up to your dreams without crushing your budget. It may be a long shot to go looking for 3 bedroom apartments or even 2 bedroom for less than $2,000. The average rental size in Windsor, WI is 910 Sqft, but the $2,000 limit will probably narrow your search to places with a smaller square footage. Go through our listings and be on the look-out for a hassle-free studio or a 1 bedroom apartment. We trust you’ll turn it into a cozy home which is also budget-friendly to the core.