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1092 Okeeffe Ave, Sun Prairie
$399,900
3 Beds ⋅ 3 Baths ⋅ 2034149 MLS ⋅ ACTIVE Status
Abundant natural light, upscale finishes and room to spread out this end unit delivers on all three. With 9-foot ceilings and three levels of thoughtfully designed living space, the home feels bright and welcoming. The standout kitchen offers generous workspace and an open connection to the living and dining areas, making everyday living and gathering feel effortless. An oversized, deep garage with zero-step entry provides extra room for storage, bikes or hobbies. The finished lower level adds flexible space to unwind, work or play, with potential for a future fourth bathroom. Enjoy abundant afternoon and early evening sun on the oversized 10' x 20' patio, with plenty of room for grilling, dining and relaxing. Within walking distance of Creekside Elementary School, with nearby parks, walking paths and everyday conveniences.

1092 Okeeffe Ave, Sun Prairie

955 Liberty Blvd Unit 306, Sun Prairie
$260,000
2 Beds ⋅ 2 Baths ⋅ 2034031 MLS ⋅ ACTIVE Status
Inviting 3rd-floor condo in Sun Prairie’s premier 55+ community, offering easy, low-maintenance living with elevator access! This spacious 2-bedroom, 2-bath unit features vaulted ceilings and an open, light-filled layout. The generous primary suite includes a private bath and walk-in closet. Enjoy a large kitchen with ample cabinetry and great workspace that flows into the inviting living area with a cozy gas fireplace. Step outside to your private deck and enjoy the view from the top floor. Convenient in-unit laundry and heated underground parking add to the ease of everyday living. Community amenities include secure entry, theater room, business center, craft room, and exercise room. Ideally located near walking and bike paths, parks, Prairie Athletic Club, shopping, dining and more. Comfortable, convenient and move-in ready!

955 Liberty Blvd Unit 306, Sun Prairie

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. The home has zoned heating throughout with each room having its own thermostat. Outside, relax on the refinished deck, with a one-car garage and a storage shed added in 2018 for extra convenience. Expansive basement perfect for hosting or a second living room—currently set up as a spacious sewing studio! 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
Absolutely charming & classic brick Cape Cod crafted in 1948, accented gables & dormer siding, the romantic charm of ivy and nestled in one of Sun Prairie's favorite neighborhoods! The moment you enter you will fall in love with the gleaming wood floors, archways, white trim & doors plus tasteful updates throughout! 2nd floor owners suite, relaxing lounge/sitting area! 2 add'l bedrooms on 1st floor w/orig. wood floors! Nicely remodeled kitchen '08, stainless steel appliances & pantry/mud rm/drop zone between kitchen & garage! Nice full bath with pedestal sink, tub/shower & classic tile floor. Basement walls painted white, painted floor, utility sink, washer/dryer & 1/4 bath-toilet! Shaded backyard patio overlooks perennial gardens, trees and clothesline to hang sheets for a refreshing sleep experience! Walk to downtown Sun Prairie, restaurant, coffee shop, stores, Farmers Market, Wetmore Park & splash pad! A/C '25, Furnace '13, Windows '17, Circuit breakers! UHP 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

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

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

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

258 262 N Bristol St, Sun Prairie
$375,000
2030363 MLS ⋅ ACTIVE Status
Excellent investment opportunity with owner-occupancy potential in the heart of Sun Prairie! This well-maintained duplex features two spacious 3-bedroom units with separate entrances, utilities, and in-unit laundry. The main level unit (258) is vacant and move-in ready, offering beautifully refinished living spaces with hardwood floors, original woodwork, fresh paint throughout, updated flooring, remodeled bathroom, newer appliances, updated lighting, and a screened porch. The upper unit (262) features newer LVP flooring, a finished attic space, private deck, and is occupied by a long-term month-to-month tenant of over 8 years, providing immediate rental income with future flexibility. Major recent improvements include two new furnaces (2024), both water heaters (2025), roof updates including new decking and shingles on the addition and garage (2025), resealed roofing, new garage doors and openers, updated second-floor plumbing, and extensive exterior maintenance.

258 262 N Bristol St, Sun Prairie

829 Edgemore Dr, Sun Prairie
$449,500
3 Beds ⋅ 2 Baths ⋅ 2030252 MLS ⋅ ACTIVE Status
This beautifully maintained 3-bedroom home offers an inviting blend of comfort, style, and functionality. The spacious great room features vaulted ceilings, abundant natural light, and a seamless flow into the dining area and custom-designed kitchen with cabinetry, quartz countertops, tile flooring, and a premium stainless appliance package with a Wolf gas stove and Sub-Zero refrigerator. The finished lower level provides a cozy room with built-ins, wet bar, and gas fireplace, plus flexible space for an office, guest room, or hobbies. Outside, enjoy a private fenced backyard with professional landscaping, stamped-concrete patio completed in 2021, and upper deck, great for relaxing or entertaining. Attached 2-car garage with a new door and opener in 2021, with workbench and storage. New windows throughout in 2021, AC, and more. Conveniently located near parks, shopping, dining, and more!

829 Edgemore Dr, 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.