Apartments for Rent in Windsor, WI under $2000
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Only 1 unit left3 bd $1,700Base rentWindsor Duplex (C), Windsor, WI 53598Apply online • Cat 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 $1,347+1 bd $1,436+2 bd $1,738+Base rent4.5 (3)4185 Timothy Court, Unit 101, Deforest, WI 53532Apply online • Pet friendly • Parking
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Studio $1,1951 bd $1,3202 bd $1,695Base rent4.5 (7)335 Blackberry Lane, Deforest, WI 53532Apply online • Pet friendly • Dishwasher
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62 units availableStudio $1,3251 bd $1,500+2 bd $1,850+Base rent6240 Monticello Drive, Deforest, WI 53532Apply online • Pet friendly -
1 bd $1,4752 bd $1,760Base rent3.5 (1)3025 Triumph Drive, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,3502 bd $1,625Base rent5.0 (1)1280 Prospect Commons, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $1,0951 bd $1,350Base 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 $1,317+2 bd $1,911+Base rent5022 American Parkway, Madison, WI 53718Apply online • Pet friendly • Parking
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2 bd $1,3863 bd $1,599Base rent Income restricted4.5 (5)150 Schneider Road, Sun Prairie, WI 53590Apply online • Pet friendly • Fitness center
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Studio $1,335+1 bd $1,450+2 bd $1,880+Base rent5.0 (2)2480 Jenny Wren Trail, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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1 bd $1,270+2 bd $1,750Base rent4.0 (12)1314 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Dishwasher
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Studio $1,0501 bd $1,150+Base rent3.0 (2)4701 Hayes Road, Madison, WI 53704Apply online • Cat friendly • In unit laundry
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Studio $1,375+1 bd $1,495+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 $1,0451 bd $1,220+Base 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 $1,745+Base rent4.5 (1)1270 O'keeffe Avenue, Sun Prairie, WI 53590Apply online • Pet friendly • Parking
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Studio $1,295+1 bd $1,585+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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1 bd $1,2252 bd $1,800Base 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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Ask for pricing4900 Packers Ave, Madison, WI 53704Pet friendly • In unit laundry • Patio/Balcony
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2 bd $1,445Base rent4670 Hayes Road, Madison, WI 53704Dishwasher • Patio/Balcony • Washer/Dryer
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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 24 Jun 2026.
What are the best apartments in Windsor, WI?
The best apartments in Windsor, WI are: Clayton Duplex, Vista Valley Duplex and 6556 Stack Drive.
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.
Search for apartments in Windsor, WI under $2,000
There’s more than one way to spend $2,000 on rent in Windsor, WI, so the first step is to start thinking about what you really want from your new home. Be mindful of what makes you tick. Look for 2 bedroom apartments for rent for less than $2,000 if you want to share your living space and don’t mind being further away from the city center. Search for 3 bedroom apartments if you’re moving in with family or planning to share part of your life and living expenses with more friends. If city bustle is what you live for, you might want to search for a studio or 1 bedroom apartment closer to the city center.
The perfect $2,000 rental near you
Don’t dismiss the idea of a studio just because it sounds small and featureless: studios come in many shapes and sizes, and it only takes a few strikes of creativity to go from drab to lively. If an all-in-one-room apartment spells total lack of privacy for you, have a look at the 1 bedroom apartments for rent in Windsor, WI. Customize your search by using more RentCafe filters. Decide what amenities you can’t live without and focus your search on the apartments that offer them. Are you bringing in a pet? Narrow your options to pet-friendly apartments for rent. Want more windows so that natural light floods your home? Hardwood floors or plush carpet in the living area? There are 25 apartments for rent below $2,000 in Windsor, WI for every taste. Decide what you need, stay focused, and you’re bound to find your perfect apartment in no time.