Sun Prairie Homes under $500,000

Welcome to Sun Prairie, Wisconsin, a charming city nestled in the heart of Dane County. Known for its vibrant community spirit, Sun Prairie offers an inviting blend of small-town charm and modern conveniences. With its picturesque parks, bustling downtown, and a rich history that dates back to the 1800s, this city is a delightful place to call home.

One of the standout features of Sun Prairie is its diverse real estate market, particularly for those seeking homes under $500,000. Here, you’ll find a variety of options that cater to different lifestyles and needs. From cozy single-family homes perfect for first-time buyers to spacious townhouses ideal for families, Sun Prairie has something for everyone. The homes are often characterized by their welcoming designs, beautiful yards, and proximity to excellent schools, making it a prime location for families and young professionals alike.

Living in Sun Prairie means enjoying a community that values both tradition and progress. The city hosts numerous events throughout the year, including the popular Sweet Corn Festival, which celebrates the local agricultural heritage. Residents also benefit from a strong sense of community, with friendly neighbors and a commitment to local businesses.

With easy access to Madison and major highways, Sun Prairie is perfectly positioned for those who want a peaceful suburban lifestyle while still being close to urban amenities. If you're looking for an affordable home in a city that combines charm, community, and convenience, Sun Prairie is the perfect place to start your next chapter!

Newest Sun Prairie Homes under $500,000

$335,000

3 Beds ⋅ 2 Baths ⋅ 2033658 MLS ⋅ ACTIVE Status

Welcome home to this immaculate, low-maintenance living with premium finishes in the heart of Sun Prairie! This charming bi-level, duplex-style single-family home features numerous interior and exterior updates throughout. Enjoy vaulted ceilings, skylights that fill the space with natural light, and individual heating systems for each bedroom. Outside, relax on the refinished deck, with a one-car garage and a storage shed added in 2022 for extra convenience. An attached update sheet highlights the many improvements made throughout the home. No condo or HOA fees! Conveniently located just minutes from Costco, Menards, shopping, dining, and everyday amenities, this home offers comfort, character, and convenience all in one!

1727 Delaware Dr, Sun Prairie

$290,000

2 Beds ⋅ 2 Baths ⋅ 2033839 MLS ⋅ ACTIVE Status

Enjoy easy, low-maintenance living in this inviting second-floor condo featuring 2 bedrooms, 2 bathrooms, and a spacious, open floor plan! The kitchen offers granite countertops, a center island with breakfast bar, and plenty of room for entertaining. Wood laminate flooring flows through the main living areas, while newer carpet adds comfort to the bedrooms. Relax by the cozy gas fireplace or step outside onto your private deck. The generous primary suite features double sinks and an oversized walk-in closet. Additional conveniences include full-size in-unit laundry, TWO underground parking spaces, a secure building entrance, and elevator access. Ideally located near Costco, Prairie Lakes Shopping Center, and an abundance of shopping, dining, and entertainment options. A wonderful combination of comfort, convenience, and carefree condo living!

3027 Providence St, Sun Prairie

$399,000

3 Beds ⋅ 2 Baths ⋅ 2033708 MLS ⋅ ACTIVE Status

VRP $399,000-$425,000.00 Fresh paint, modern light fixtures, and solid surface kitchen countertops give this inviting property a refreshed, contemporary feel. Furnished and stocked with short-term rental supplies, it offers a convenient setup for welcoming guests or enjoying your own retreat. Outside, the fenced-in backyard provides space to relax and entertain. Add your finishing touches with a hot tub, sauna, or outdoor furnishings to create a personalized backyard getaway. Short term rental or return to residential. Dates already booked for 2027 and ready for your management company or remove from the program. All permitting would need city approval and transfer to continue as a STR.

1110 Sunfield St, Sun Prairie

$399,000

3 Beds ⋅ 2 Baths ⋅ 2033683 MLS ⋅ ACTIVE Status

Fantastic opportunity to own this ranch home in rural Sun Prairie! Desirable location in Sun Prairie school district and just a short commute to Madison. This three-bedroom, two-bath home sits on 1.5 acres and features a large yard with plenty of room to enjoy the outdoors. The open concept kitchen and living room area provide lots of space, and laundry on the main level adds functionality and ease. Spacious 2 car garage and small storage shed for your convenience. The full basement offers excellent potential for additional finished living space. Unlock the potential of this property and create the home you've been dreaming of. With a little vision and some cosmetic updates, this home offers an exciting opportunity to make it your own! Showings start on Thursday 10/1

5688 S Bird St, Sun Prairie

$249,900

2 Beds ⋅ 2 Baths ⋅ 2033595 MLS ⋅ ACTIVE Status

Welcome home to this well-cared-for townhome in Sun Prairie! Spacious 2BR, 1.5BA townhome with updated hard flooring, carpet, and all kitchen cabinet. Dinette w/ door to back patio, mechanical closet and open apace. Dogs allowed! Main level stacked laundry w/ bedrooms upstairs split by full bath. Cathedral ceilings, ceiling fan and large closets one with double closets the other walk-in. Deep detached garage for plenty storage. Great location! Quick access to Madison, east Sun Prairie retail hot spots, pool and library!

264 Talon Pl, Sun Prairie

$282,000

3 Beds ⋅ 1 Baths ⋅ 2033586 MLS ⋅ ACTIVE UNDER CONTRACT Status

Modern finishes and tastefully decorated new house built by Operation Fresh Start for owner-occupants of limited means. Combined income of all adults in household must be less than 80% of the Dane County median income (currently $96,150 for a family of 3). Buyers cannot have owned a home within the last three years. Dane County CDBG will provide a 0% interest $25,000 second mortgage to be repaid when the house is sold. Review program summary under Associated Documents. This lovely new house has a ready-to-finish lower level with egress window and bath rough-in, giving you the ability to gain additional equity by finishing more space in the future. Come get started on home ownership today!

1150 Kamperschroer Way, Sun Prairie

$275,000

2 Beds ⋅ 3 Baths ⋅ 2029152 MLS ⋅ ACTIVE Status

Welcome to Hickory Meadows! This end-unit townhouse offers 2 bedrooms, 2.5 bathrooms, and 1,660 finished sq ft. The main level features a spacious living area, kitchen with breakfast bar, private entry, and outdoor deck. The primary bedroom includes a walk-in closet and full bath with jetted tub. The partially finished exposed lower level provides additional flexible living space. Additional features include in-unit laundry and an attached one-car garage. The $250 condo fee includes parking, trash removal, snow removal, common area maintenance and insurance, and a reserve fund. Enjoy the convenience of condominium living in Sun Prairie!

869 Chandler Ln, Sun Prairie

$479,900

3 Beds ⋅ 2 Baths ⋅ 2033464 MLS ⋅ ACTIVE Status

Move-in Ready 10/1/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $225 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Olivia home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R&R. To top it off, this home even comes with a comprehensive warranty backed by a full-service team. Make this home yours!

2074 Leopold Way, Sun Prairie

211 S Musket Ridge Dr Unit 211, Sun Prairie

$234,900

1 Beds ⋅ 1 Baths ⋅ 2033153 MLS ⋅ ACTIVE Status

No steps, stairs, or elevators with this cozy one bedroom ranch style condo. The unit is located close to walking/biking trails and downtown Sun Prairie. The bright and airy end-unit has a one-car attached garage. Exterior features include a patio area and a recently painted front porch. The kitchen has updated stainless steel appliances including a double oven range. The larger bedroom has a walk-in closet. Recent updates include a new furnace, new garage door, and new dryer. The building roof was replaced in 2018. No dealing with water softener salt or maintenance. Condo fee includes costs associated with the new shared water softener and hot water heater which are shared with the other units in the building,

211 S Musket Ridge Dr Unit 211, Sun Prairie

$244,900

2 Beds ⋅ 1 Baths ⋅ 2033136 MLS ⋅ ACTIVE Status

Easy one-level living in a peaceful Sun Prairie condo with an attached garage and welcoming front porch. Southern exposure fills the home with natural light, while the outdoor setting offers a pleasant connection to nature and room for personalized plantings. A nearby walking and biking trail and pond walkway invite you outside, and grocery shopping, coffee shops, eateries, and the downtown Sun Prairie Farmers Market are within walking distance. Recent improvements include a new stove (2026), refrigerator (2025), water heater (2024), and furnace and A/C (2021). The roof was replaced in 2018.

221 Larkspur Ct, Sun Prairie

$374,900

3 Beds ⋅ 4 Baths ⋅ 2033123 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained end-unit condo offering spacious living, privacy, and thoughtful updates throughout. The inviting primary suite features a private den, balcony, jetted tub, and separate shower, while expansive windows fill the home with natural light and overlook the surrounding green space. Enjoy your own private patio, perfect for entertaining, relaxing, or gathering around the fire at dusk. The finished lower level provides even more living space with a comfortable bedroom, spacious rec room, and full bath—ideal for guests, a home office, hobbies, or additional living space. Ample storage is also available throughout the home. Additional highlights include a private two-car garage and numerous recent updates, including new windows, doors, HVAC, water heater, water softener, roof, and gutters. Spacious, comfortable, and move-in ready, this exceptional end-unit condo offers the perfect combination of privacy, functionality, and convenience.

1139 Liberty Blvd, Sun Prairie

$384,900

3 Beds ⋅ 1 Baths ⋅ 2032664 MLS ⋅ ACTIVE UNDER CONTRACT Status

Absoulutly charming, classic brick Cape Cod crafted in 1948, accented gables & dormer siding & the romantic charm of ivy and nestled in one of SP's favorite neighborhoods! The moment you enter you'll fall in love with gleaming wood floors, archways, white trim/doors & tasteful updates throughout! Owners suite on 2nd floor, relaxing lounge/sitting area + 2 more nice bedrooms on 1st floor & wood floors! Nicely remodeled kitchen '08, stainless steel appliances & pantry/mud rm/drop zone between kitchen & garage! Nice bath with pedestal sink, tub/shower & classic tile floor. Basement walls painted white, painted floor, utiltiy sink, washer/dryer & 1/4 bath-toliet! Shaded backyard patio overlooks perennial gardens, trees and clothesline to hang sheets for a refreshing sleep experience! Walk to downtown Sun Prairie, resturants, coffee shop, stores, Farmers Market, Wetmore Park & splashpad! A/C '25, Furnace '13, Windows '17, Circuit breakers '22, '12! UHP Home Warranty Included!

186 Hillcrest Cir, Sun Prairie

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