Apartments for Rent in Windsor, WI under $2000
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Only 1 unit left1 bd $1,3002 bd $1,850Base rent6556 Stack Drive, Windsor, WI 53598Apply online • Pet friendly
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More Rentals Near Windsor, WI
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Rent specials 11 units availableStudio $1,299+1 bd $1,451+2 bd $1,787+Base rent4.5 (3)4185 Timothy Court, Unit 101, Deforest, WI 53532Apply online • Pet friendly • Parking
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1 bd $1,4502 bd $1,645Base rent4.5 (7)335 Blackberry Lane, Deforest, WI 53532Apply online • Pet friendly • In unit laundry
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Rent specials 32 units availableStudio $1,325+1 bd $1,5002 bd $1,850+Base rent5.0 (5)6240 Monticello Drive, Deforest, WI 53532Apply online • Pet friendly
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Rent specials 5 units availableStudio $1,399+2 bd $1,386+Base rent3241 W Main St, Sun Prairie, WI 53590Apply online • Pet friendly
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1 bd $1,470Base rent5.0 (1)1280 Prospect Commons, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $7001 bd $1,200Base rent4900 Packers Ave, Madison, WI 53704Apply online • Pet friendly • Patio/Balcony
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1 bd $1,470+Base rent4.0 (2)2161 Effingham Way, Sun Prairie, WI 53590Apply online • Cat friendly • Parking
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Rent specials 14 units availableStudio $1,360+1 bd $1,690+2 bd $1,950+Base rent650 Spring St, Sun Prairie, WI 53590Apply online • Pet friendly
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Rent specials 70 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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6 units available1 bd $1,383+2 bd $1,953+Base rent5022 American Parkway, Madison, WI 53718Apply online • Pet friendly • Parking
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1 bd $1,1572 bd $1,3453 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 9 units availableStudio $1,355+1 bd $1,440+2 bd $1,870+Base rent5.0 (2)2480 Jenny Wren Trail, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $1,1701 bd $1,3902 bd $1,695+Base rent4.0 (12)1314 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Dishwasher
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Studio $1,125Base rent3.0 (2)4701 Hayes Road, Madison, WI 53704Apply online • Cat friendly • Dishwasher
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Rent specials 6 units available1 bd $1,495+2 bd $1,895+Base rent4.5 (27)1351 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,420Base rent4.5 (1)1270 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Rent specials 11 units availableStudio $1,300+1 bd $1,600+2 bd $1,975+Base rent4.5 (22)6201 Williamsburg Way, Deforest, WI 53532Apply online • Pet friendly • Parking
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4 units available1 bd $850+2 bd $946+3 bd $1,139+Base rent Income restricted50 Park Circle, Sun Prairie, WI 53590Apply online • Pet friendly • Fitness center
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7 units available1 bd $1,000+2 bd $1,100+3 bd $1,200+Base rent Income restricted517 Northport Drive, Madison, WI 53704Apply online • Pet friendly • Dishwasher
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19 units available1 bd $1,1002 bd $1,2003 bd $1,300Base rent Income restricted1564 Troy Drive, Madison, WI 53704Apply online • Pet friendly • Fitness center
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Rent specials 6 units available1 bd $1,3992 bd $1,650Base rent301 E Main St, Waunakee, WI 53597Apply online • Pet friendly • Parking
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Ask for pricing621 Old Indian Trail, Deforest, WI 53532Dog friendly • In unit laundry • Dishwasher
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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 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.