Apartments for Rent in Windsor, WI under $2000
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3 bd $1,700Base rentWindsor Duplex (C), Windsor, WI 53598Cat friendly -
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1 bd $1,3002 bd $1,800Base rentPleasant Hill Place, Windsor, WI 53598Pet friendly -
More Rentals Near Windsor, WI
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Studio $1,320+1 bd $1,409+2 bd $1,741+Base rent4.5 (3)4185 Timothy Court, Unit 101, Deforest, WI 53532Apply online • Pet friendly • Parking
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Studio $1,1951 bd $1,3002 bd $1,695Base rent4.5 (7)335 Blackberry Lane, Deforest, WI 53532Apply online • Pet friendly • Dishwasher
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Studio $1,3251 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 $1,400Base rentThe Ace Of Pentacles, Deforest, WI 53532Apply online • Dog friendly • Dishwasher
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1 bd $1,3952 bd $1,725Base rent3.5 (1)3025 Triumph Drive, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,3252 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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Studio $1,0751 bd $1,525Base rent4.0 (2)2161 Effingham Way, Sun Prairie, WI 53590Apply online • Cat friendly • Parking
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Studio $1,400+1 bd $1,525+2 bd $1,975+Base rent4934 Dreamer Drive, Madison, WI 53718Apply online • Pet friendly
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1 bd $1,314+2 bd $1,873+Base rent5022 American Parkway, Madison, WI 53718Apply online • Pet friendly • Parking
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Studio $1,445+1 bd $1,450+2 bd $1,885+Base rent5.0 (2)2480 Jenny Wren Trail, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 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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Studio $1,0501 bd $1,200Base rent3.0 (2)4701 Hayes Road, Madison, WI 53704Apply online • Cat friendly • In unit laundry
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Studio $1,350+1 bd $1,425+2 bd $1,995+Base rent4.5 (27)1351 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $9951 bd $1,195Base rent3.5 (2)4725 Hayes Road, Madison, WI 53704Apply online • Cat friendly • In unit laundry
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1 bd $1,390+2 bd $1,745Base rent4.5 (1)1270 O'keeffe Avenue, Sun Prairie, WI 53590Apply 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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1 bd $1,1952 bd $1,650Base rent301 E Main St, Waunakee, WI 53597Apply online • Pet friendly • Parking
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2 bd $1,550Base rent Income restricted5.0 (1)301 E 3RD ST, WAUNAKEE, WI 53597-2436Apply online • Pet friendly • Parking
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2 bd $1,386Base rent Income restricted4.5 (5)150 Schneider Road, Sun Prairie, WI 53590Pet friendly • Fitness center • Washer/Dryer
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Studio $1,295+1 bd $1,765+Base rent4.5 (22)6201 Williamsburg Way, Deforest, WI 53532Pet 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 15 Jul 2026.
What are the best apartments in Windsor, WI?
The best apartments in Windsor, WI are: Vista Valley Duplex, Clayton Duplex and 6556 Stack Drive.
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 $1,567 per month, there are 283 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 $900 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.