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1727 Delaware Dr, Sun Prairie
$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

3027 Providence St, 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

5688 S Bird 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

1150 Kamperschroer Way, 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

2074 Leopold Way, 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

1139 Liberty Blvd, 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

186 Hillcrest Cir, 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

973 Harvest Ln, Sun Prairie
$417,900
4 Beds ⋅ 2 Baths ⋅ 2032659 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to a warm and inviting tri-level offering 1,850 square feet of living space. The thoughtfully designed layout creates distinct yet connected spaces for everyday life, from relaxed mornings in the bright living and dining areas to cozy evenings beside the fireplace in the spacious family room. Across the home’s split main levels, you’ll also find a versatile fourth bedroom and full bath, great for guests, a home office, or hobbies. Upstairs, three additional bedrooms and a second full bath provide a comfortable retreat. Step outside to enjoy the deck and 0.28-acre lot, with an attached 2-car garage and an unfinished basement offering ample storage. Conveniently located near Sun Prairie schools, shopping, dining, and recreation, with easy access to Highway 19 and US-151 for travel to Madison and surrounding communities. Come explore the possibilities and schedule a showing today!

973 Harvest Ln, Sun Prairie

1082 Okeeffe Ave, Sun Prairie
$399,000
3 Beds ⋅ 3 Baths ⋅ 2032545 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 1082 O’Keeffe Avenue, offering 3 finished levels and an amazing Sun Prairie location within walking distance of Creekside. The bright, open-concept main level features 9-foot ceilings, recessed lighting, stylish modern ceiling fans and large windows that fill the space with natural light. The kitchen offers granite countertops, a tile backsplash, abundant cabinetry, stainless-steel appliances and an oversized island with seating. A sliding glass door opens to a spacious 10x20 patio with café lights and a fenced yard, an inviting outdoor retreat with no rear neighbors. Upstairs, the generous primary bedroom features a tray ceiling and large windows, along with two additional bedrooms. The finished lower level adds a spacious rec room, a separate flex room ideal for an office, gym or hobbies, and an exceptionally large walk-in storage closet. An inviting front porch and oversized garage complete this well-designed home near parks, shopping, dining and everyday conveniences.

1082 Okeeffe Ave, Sun Prairie

249 N Musket Ridge Dr, Sun Prairie
$300,000
3 Beds ⋅ 3 Baths ⋅ 2031959 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this charming corner-unit townhome in the quaint Carriage Homes development! A private side entry welcomes you into the home, where you'll find a convenient half bath. The spacious, sun-filled living room features an abundance of windows, while the kitchen offers stainless steel appliances and overlooks a cozy dinette. Upstairs are 3 bedrooms and 2 baths, including a massive primary suite with a walk-in closet and en suite featuring a walk-in shower. The lower level offers additional rec space with a wet bar and abundant storage. Enjoy the spacious deck overlooking green space. Attached 1-car garage with epoxy floor. Updates include furnace & A/C (2022), water heater & added attic insulation (2024), and microwave (2025). Conveniently located near all Sun Prairie and East Madison have to offer!

249 N Musket Ridge Dr, Sun Prairie

332 Sandridge Trl, Sun Prairie
$500,000
4 Beds ⋅ 3 Baths ⋅ 2032251 MLS ⋅ ACTIVE UNDER CONTRACT Status
This beautifully maintained 4 bed, 3 bath ranch home offers the perfect combination of comfort, style and energy efficiency. Spacious kitchen-maple cabinetry, granite countertops, stainless steel appliances, composite deck-perfect for entertaining or relaxing outdoors. Inviting living room boasts a cathedral ceiling and gas fireplace. Spacious primary suite, jetted tub, double vanity, walk-in closet. Lower level offers a large recreation room with egress window, an office/flex space, full bathroom-ideal for guests, working from home or additional living space. One of the home's standout features-solar panel system providing exceptional energy savings and helping keep utility costs-including electricity, water and sewer-remarkably low. This move-in-ready home truly has it all.

332 Sandridge Trl, Sun Prairie

2658 Oak Crest Cir, Sun Prairie
$470,000
4 Beds ⋅ 3 Baths ⋅ 2032188 MLS ⋅ ACTIVE Status
Tucked at the end of a cul-de-sac on a wooded 0.65-acre lot, this remodeled 4-bedroom, 2.5-bath home offers a peaceful setting with easy access to Sun Prairie, Cottage Grove, Madison, and I-94. I Inside, new flooring, quartz countertops, and a bright four-season sun room create inviting spaces for everyday living and entertaining. The sun room opens to a new deck overlooking the private backyard. Flexible lower-level space is ready for a home office, workout area, rec room, or hobbies. Major improvements include a new roof, gutters, downspouts, interior and exterior paint, and more. McCarthy Youth & Conservation County Park is less than a mile away, offering nearby trails, recreation, and outdoor enjoyment. Schedule your showing now!

2658 Oak Crest Cir, Sun Prairie

181 Union St, Sun Prairie
$410,000
4 Beds ⋅ 3 Baths ⋅ 2031440 MLS ⋅ ACTIVE UNDER CONTRACT Status
AS SWEET AS THEY COME! This 4 bedroom two story offers it all. Located in the heart of Sun Prairie this home has the character and charm of yesteryears with all the conveniences that give you the perfect package! Enjoy the large living room, fabulous eat-in-kitchen, formal dining room, plus family room all on the main! You will be beyond delighted by the size of the bedrooms including the 24x13 primary suite with private full bath, 19x12 second bedroom and 3rd bedroom with its own outside porch. Newly finished L/L bedroom W/large egress window and walk-in closet. All this is nestled on a large lot, close to all the vibe of our downtown activities, from coffee shops, bookstore, farmers market, museum, restaurants and so much more. With updates galore, including a newly finished 4th bedroom in the lower level, appliances, new windows and doors, water heater and water softener. You have nothing to do but move in!

181 Union St, Sun Prairie

1065 Tara Dr, Sun Prairie
$399,900
3 Beds ⋅ 2 Baths ⋅ 2031590 MLS ⋅ ACTIVE Status
Ready for your new home? This well maintained 3 bedroom ranch home has the comforts and amenities you need. Some features include a new furnace (2026), New water heater and water softener (2026), 2 new sump pumps (2024), newer 15" of insulation in the attic, and a roof that is less than 10 years old. And, I have to tell you about the fantastic yard with beautiful perennials, not a weed to be found, 2 storage sheds, and a huge deck for entertaining, grilling, or sitting out and enjoying the quiet neighborhood. Just a stones throw to Madison and close to schools, parks, shopping, and more. There's even a limited 13 month UHP home warranty included. You can't pass this up. This is truly the cats meow! Schedule a private showing today! You'll be glad you did.

1065 Tara Dr, Sun Prairie

1042 Okeeffe Ave, Sun Prairie
$399,900
3 Beds ⋅ 3 Baths ⋅ 2031573 MLS ⋅ ACTIVE UNDER CONTRACT Status
Engineered for quiet and designed for comfort, this Veridian-built Emerson features a shared-wall system designed for privacy and quieter living. This 2019 Smith’s Crossing twin offers 3 bedrooms, 2.5 baths, 1,776 finished sq ft and three living levels. The bright main level has 9-foot ceilings, an open kitchen with oversized granite island, cabinetry and walk-in pantry, plus laundry and half bath. Updates include fresh paint, brand-new carpeting and a new upstairs bathroom vanity. The finished lower level offers flexible living space, plumbing for a future 4th bath and unfinished space for storage or expansion. Enjoy a covered front porch, fenced-in yard, oversized patio, no neighbors behind and stunning sunsets. The unusually large garage includes a 20x20 parking area plus extra space for storage, bikes, tools or hobbies. Walk to Creekside Elementary, parks and neighborhood paths.

1042 Okeeffe Ave, Sun Prairie

430 Woodview Dr, Sun Prairie
$374,900
3 Beds ⋅ 1 Baths ⋅ 2031395 MLS ⋅ ACTIVE Status
Completely renovated interior and exterior! Located in a quiet eastside neighborhood, walking distance to farmers market, coffee shop and resturants. Updates in 2026 include new roof, vinyl siding w/ LP smartside trim, windows, exterior/patio doors, soffit/fascia, gutters with oversized down spouts, blown in insulation in the attic, garage door and opener, Lennox furnace, Lennox air conditioner, water heater, water softener, bathtub w/ tile surround, bathroom vanity w/ quartz top, bathroom tile floor, laminate flooring, carpet, kitchen cabinets, stainless steel whirlpool appliances, kitchen countertops, tile backsplash, interior paint, interior doors, light fixtures, interior white craftsman style trim, professional duct cleaning, 6' privacy side yard fence, and landscaping. 12x10 shed with new overhead door located in the back yard. Garage is wired with 240V outlet.

430 Woodview Dr, Sun Prairie

500 E Main St Unit 6, Sun Prairie
$199,900
2 Beds ⋅ 1 Baths ⋅ 2031275 MLS ⋅ ACTIVE Status
Motivated sellers offering this great new price! Delightful 2 bedroom garden condo in the heart of Sun Prairie and steps from restauraunts, shops, and Sun Prairie's famous farmers market. Simi-private entry leads to the spacious living room w/patio door that leads to your private deck. Entertaining will be a snap with the fully appointed kitchen (new refrigerator) & breakfast bar all open to the large dining room featuring custom storage & display cabinets. There are 2 generous bedrooms, a nice bath and all freshly painted. Newer high effeciency windows and patio door is a plus. Common areas include a community room w/1/2 bath and shared onsite laundry. Extra bonus is a guest suite located next door which is available for nightly rent for those out of town guests. Utility Aveages: Nat Gas $38/month & Electric, water & sewer $105/month. A must see.

500 E Main St Unit 6, Sun Prairie

926 Frederick St, Sun Prairie
$385,000
4 Beds ⋅ 2 Baths ⋅ 2031011 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this beautiful 4-bedroom, 2-bath tri-level home with a private backyard, mature trees and great outdoor space! Recent updates include a new roof and gutters (2025), new garage floor, driveway, sidewalk and steps (2025), and air conditioner (2026). The bright main level features tile and wood flooring, a spacious dining area and comfortable living room. The exposed lower level offers a large rec room with wood-burning stove, bedroom and full bath. Upstairs, all 3 bedrooms feature wood floors, along with a full bath with jetted tub. Enjoy the large deck, fenced backyard, storage shed and playset. Attached 1-car garage and plenty of functional living space make this a wonderful Sun Prairie home!

926 Frederick St, Sun Prairie

401 Woodview Dr, Sun Prairie
$454,900
4 Beds ⋅ 2 Baths ⋅ 2030968 MLS ⋅ ACTIVE Status
This beautifully maintained 5-bedroom, 2-bath raised ranch sits on a corner lot in a convenient Sun Prairie location near parks, schools, and a bike path. A spacious Trex deck overlooks the backyard, while the front entry is enhanced by seven app-controlled recessed exterior lights with customizable colors, dimming capabilities, and holiday-ready lighting scenes. Major updates include top of the line dishwasher and stove in 2025, the roof and gutters in 2022, windows in 2021, furnace and AC with Aprilaire air purification in 2022, and full duct cleaning in 2025 help make the home move-in ready. With flexible living spaces throughout and the big-ticket improvements already complete, this inviting home is ready for your personal touch. Showings begin with the open house on Saturday, August 29th.

401 Woodview Dr, Sun Prairie

1155 Twisted Branch Way, Sun Prairie
$489,900
3 Beds ⋅ 3 Baths ⋅ 2030926 MLS ⋅ ACTIVE Status
Welcome to a home where pristine condition meets everyday convenience! This beautifully maintained property offers 3 spacious bedrooms and 2.5 bathrooms, plus a bonus first-floor office and a large mudroom with plenty of storage. The kitchen shines with granite and quartz counters, a beautiful backsplash, & upgraded cabinetry featuring soft-close drawers & pull-out shelves. LVP Flooring on the main & solid Maple Doors throughout. Retreat to the primary suite’s beautiful tiled rainfall shower and huge walk-in closet. The unfinished lower level is plumbed for a third bath, offering endless potential. Enjoy the 2+ car garage, professionally landscaped yard, and a beautiful light-up patio perfect for relaxing evenings. Just 1 minute from Grand Avenue’s wonderful dining, shopping, and movie theatre, and 5 minutes to Hwy 151 and I-90/94 for an easy commute. Near parks with scenic walking & bike paths, too! Truly not a thing to do but move in — schedule your private showing today!

1155 Twisted Branch Way, Sun Prairie

1214 Chicory Way, Sun Prairie
$292,500
3 Beds ⋅ 1 Baths ⋅ 2030743 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming ranch in a convenient Sun Prairie location with NO HOA! Welcome to 1214 Chicory Way, where comfortable one-level living meets inviting indoor-outdoor spaces. The main living areas feature beautiful hardwood floors throughout and a cozy fireplace featuring a striking floor-to-ceiling stone surround. The kitchen is open to the dining and living areas, creating a connected layout for everyday living and entertaining. French doors open directly to the large patio with privacy fence and fully fenced backyard, complete with an in-ground fire pit, creating an easy flow for entertaining, relaxing, and enjoying the outdoors. The yard also features a spacious garden area, perfect for those who love to garden or simply want room to create their own outdoor retreat. A detached 1-car garage provides convenient parking and storage, along with an extra-large concrete driveway. Ideally located near Sun Prairie's everyday everyday amenities, this charming home offers character and function!

1214 Chicory Way, Sun Prairie

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.