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$300,000
3 Beds 2.5 Baths ACTIVE 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 Drive, Sun Prairie

Listing courtesy of Real Broker LLC.

$500,000
4 Beds 3 Baths ACTIVE 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 Trail, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$985,000
4 Beds 3.5 Baths ACTIVE Status
Stunning former Parade Home with full brick front on a 1/2 acre lot in quiet Cul-De-Sac! 4 Bedrooms, office/den and 3.5 baths! Open concept living with quality and beauty throughout. Hickory kitchen cabinets with granite counters, island, professional SS appliances and Sub Zero refrigerator. Absolutely amazing 26X17 Red Cedar Post screen porch addition with soaring vaulted ceiling, massive stone fireplace, maintenance free decking and motorized screen that walks out to a massive 27X23 brick paver patio with outdoor kitchen! All overlooking a fabulously landscaped private backyard surrounded by a privacy fence. A must see! The primary suite has a large walk-in-closet, jetted tub, and tiled shower. Three gas fireplaces, hardwood floors, first floor laundry, central vacuum, theatre room, rec-room with wet bar, sprinkler system, new 50 year warranted GAF roof installed October of 2022 that is transferable to the next owner, heated 4-car garage that is 45 feet deep and has basement access.

841 Wickersham Court, Sun Prairie

Listing courtesy of First Weber Inc.

$735,000
5 Beds 3.5 Baths ACTIVE Status
Step into this stunning 5-bedrm, 3.5-bath Sun Prairie home offering 3,522 sq ft of beautifully finished living space. A sunlit 2-story foyer opens to tall ceilings, prairie-style windows and rich mahogany engineered hardwood floors throughout the main and upper levels. Chef?s kitchen features SS apps, granite island/breakfast bar, tile backsplash, walk-in pantry, reverse osmosis system and custom soft-close Amish cabinetry. Dining area opens to a screened Trex porch overlooking a fenced .30-acre yard, green space and Orfan Park. Upstairs, the luxurious primary suite offers a tray ceiling, custom WIC and spa-like bath with soaking tub and walk-in shower. Finished exposed LL includes a family/theater room, wet bar/kitchenette, gym/flex room, 5th bedrm and full bath. Enjoy an oversized finished 3-car garage, patio, raised garden beds, 3-zone HVAC, radon mitigation and new roof (2024), all near shopping, dining and schools.

1199 Virdon Drive, Sun Prairie

Listing courtesy of MHB Real Estate.

$519,900
4 Beds 2.5 Baths 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 Circle, Sun Prairie

Listing courtesy of Keller Williams Realty.

$579,900
4 Beds 3 Baths ACTIVE Status
Welcome home to this beautifully maintained, move-in-ready ranch tucked away at the end of a peaceful cul-de-sac! Step inside to a bright, welcoming layout featuring vaulted ceilings, skylights, a private primary suite with walk-in closet, first-floor laundry, and thoughtful touches throughout. The exposed lower level expands your living space with a comfortable family room, cozy gas fireplace, and 4th bedroom - perfect for guests or a home office. Step outside and enjoy your morning coffee or evening gatherings on the screened porch overlooking the spacious backyard. The oversized 3-car garage offers plenty of room for vehicles, toys, a boat, or utility equipment. A central vacuum system adds convenience, while the large yard and two nearby parks provide plenty of opportunities to enjoy the outdoors. Located on the largest lot in Ridgecrest Subdivision, this is the kind of home that is truly ready for you to move in and enjoy!

1331 Pinnacle Circle, Sun Prairie

Listing courtesy of Real Broker LLC.

$629,900
3 Beds 2.5 Baths ACTIVE Status
Move-in ready 11/23/26. This Hoffman home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1806 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$644,900
4 Beds 2.5 Baths ACTIVE Status
Move-in ready 11/25/26. This Hudson home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1764 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$410,000
4 Beds 2.5 Baths ACTIVE 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 Street, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$279,900
2 Beds 2 Baths ACTIVE Status
Completely updated and move-in ready! This 2-bedroom, 2-bath garden-style condo offers 1,076 sq ft of comfortable, single-level living in a convenient Sun Prairie location. Step inside to find new flooring throughout, a beautifully remodeled kitchen with new cabinetry, countertops and lighting, new interior doors, and updated lighting throughout the home. Both bathrooms have been refreshed, including a completely redesigned primary suite bath. Additional highlights include in-unit laundry, a private 2-car garage, and a private patio out back. Enjoy being within walking distance of Sun Prairie West High School, Horizon Elementary, Liv?s Drink Emporium and Gus?s Diner, with shopping, dining and everyday conveniences nearby. Stylish updates, easy one-floor living, and a location that puts so much of Sun Prairie close at hand.

567 Kelvington Drive Unit 1, Sun Prairie

Listing courtesy of Real Broker LLC.

$644,900
3 Beds 2 Baths ACTIVE Status
Move-in ready 11/10/26. This Hendrix home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1836 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$399,900
3 Beds 2 Baths 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 Drive, Sun Prairie

Listing courtesy of Century 21 Affiliated.

$499,900
4 Beds 2 Baths 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 Drive, Sun Prairie

Listing courtesy of EXP Realty, LLC.

$399,900
3 Beds 2.5 Baths ACTIVE 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 O'Keeffe Avenue, Sun Prairie

Listing courtesy of Real Broker LLC.

$700,000
ACTIVE Status
Exceptional commercial opportunity in a convenient Sun Prairie location with great visibility from US Hwy 151! Situated on approximately 0.58 acres, this property offers roughly 9,398 square feet of space with excellent potential for an owner-occupant or investment opportunity. The property features a 12' x 12' overhead door, a 10' x 12' overhead door, and 13.5' ceilings in the bays, providing flexibility for a variety of commercial uses, subject to zoning and municipal approval. With convenient access to US Hwy 151 and excellent visibility from the highway, this property offers a great opportunity to establish or expand your business presence in a growing area. Bring your vision and explore the possibilities!

1571 Ivory Drive, Sun Prairie

Listing courtesy of Real Broker LLC.

$547,000
5 Beds 3 Baths ACTIVE Status
Immaculately maintained 5-bedroom ranch in desirable Westwynde! You?ll love the open floor plan with vaulted ceilings, gas fireplace & spacious kitchen with island & breakfast bar. The main level offers 3 bedrooms, 2 full baths & direct access to the deck & backyard. The expanded lower level adds a bedroom, office & rec room - ideal for guests, hobbies, working from home or multi-generational living - plus ample storage. Major updates include roof & furnace (2024), water heater & softener (2025) & upgraded windows with lifetime warranty. Additional improvements: flooring, lighting, countertops, paint, laundry room, stainless steel appliances, radon mitigation, dual sumps & alarm, landscaping & garage door/opener. Enjoy the beautiful yard, 3-car garage & spacious bedrooms. All on a quiet Westwynde street near parks & in the Sun Prairie school district. Don?t miss this opportunity!

893 Chalfont Drive, Sun Prairie

Listing courtesy of Realty Executives Cooper Spransy.

$779,000
ACTIVE Status
Prime mixed-use investment opportunity in the heart of Downtown Sun Prairie! This fully occupied 5,388 SF property sits on a highly visible corner along Main Street and features two established first-floor commercial spaces, currently home to a restaurant and barbershop, plus two second-floor 1-bedroom apartments. Seller-owned restaurant equipment is included in the sale, offering substantial additional value. Tenants pay their own utilities with separately metered electric and water. Additional features include 5 onsite parking spots, a newer roof, updated electrical, municipal water/sewer and excellent downtown visibility. An outstanding opportunity to acquire an income-producing property with a diverse mix of commercial and residential tenants.

120 E Main Street, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

$389,900
3 Beds 1 Baths 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, sump pump ,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 Drive, Sun Prairie

Listing courtesy of Wisconsin Real Estate Prof, LLC.

$779,900
4 Beds 1.5 Baths ACTIVE Status
Est. Completion Dec '26. Fresh farmhouse style that turns heads from the curb! This Maverick built two story welcomes you into a light-filled foyer & a great room made for gathering, where a gas fireplace anchors the space & a 12' patio door blurs the line between inside & out. The kitchen keeps everyone connected with an island, breakfast bar & walk-in pantry, while a main-floor den handles work-from-home days. A drop zone with bench & hooks tames the daily shuffle. Upstairs, all four bedrooms share one level with the laundry room (no more hauling baskets!), & the primary suite stuns with a tray ceiling, walk-in closet & tiled shower with glass surround. Sweet details like window seats & arched entries add charm you can't fake. The exposed lower level with 8'+ ceilings & full-size windows is already stubbed for a bath & ready for your vision. A 3-car garage & covered patio wrap it all up. All this with easy access to shops, dining, and everything Sun Prairie has to offer!

1410 Stonehaven Drive, Sun Prairie

Listing courtesy of Realty Executives Cooper Spransy.

$204,900
2 Beds 1 Baths ACTIVE Status
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. A must see.

500 E Main Street Unit 6, Sun Prairie

Listing courtesy of Conrad Real Estate Services LLC.

$739,900
4 Beds 2.5 Baths ACTIVE Status
Newly finished- The Everlee by Maverick Homes is the kind of floor plan that makes everyday living feel luxurious. Step into a bright, two-story foyer, bathed in natural light, with LVP floors ready to lead you throughout 9? main level. Enjoy conveniences like an office/flex room w/ French doors, bathroom, and mudroom w/ cubbies, while the kitchen/living are showstoppers for entertaining guests. Chef?s kitchen features quartz countertops, island w/breakfast bar, built-in range hood, and walk-in pantry. The bright dining room is steps from the covered porch, ready for grill-outs. Or, settle into the spacious living room, anchored by a cozy gas fireplace! Head upstairs to a vaulted primary suite that feels like a retreat, with a spa-like bathroom, including a tile shower, double vanity & a walk-in closet. Three additional bedrooms, a full bath & upper-level laundry mean everyone has their space. The full exposed basement is stubbed for a bath & wide open for whatever you dream up next.

1422 Stonehaven Drive, Sun Prairie

Listing courtesy of Realty Executives Cooper Spransy.

$395,000
4 Beds 2 Baths ACTIVE Status
Welcome to 929 Ring St. in Sun Prairie! This well-maintained Mid Century split-level home offers comfortable living with a number of important updates already completed, giving you peace of mind and making it easy to move right in. Recent improvements include: a new roof, soffits, fascia, and gutters in 2023, along with a freshly repainted exterior. The home also features new windows installed in 2024, providing improved efficiency and a fresh, updated look. A sump pump has been installed, adding valuable protection for the home. Outside, the deck overlooking the large backyard has been reframed and the railing replaced, creating an inviting space for relaxing or entertaining. Conveniently located near Sun Prairie's shopping, dining, parks, schools, and community amenities. Offers will be presented as received. Please allow 24 hours for offer review.

929 Ring Street, Sun Prairie

Listing courtesy of Conrad Development LLC.

$499,900
3 Beds 2.5 Baths 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

Listing courtesy of RE/MAX Community Realty.

$724,900
5 Beds 3.5 Baths ACTIVE Status
Space to Gather. Room to Grow. A Home That Does It All! Discover the flexibility and space of this impressive 5 BR, 3.5 BA Sun Prairie home, thoughtfully designed to accommodate multigenerational living, extended family, overnight guests, or anyone who simply wants room to spread out. The main level welcomes you with LVP flooring, an expansive great room, and a spacious kitchen featuring quartz countertops and an oversized island perfect for gathering. A main-level primary suite offers added convenience, complete with a huge walk-in closet. Downstairs, the finished lower level expands the possibilities with additional bedrooms, a generous bonus room, living room with projector and screen, and a convenient kitchenette. Whether you envision space for family, guests, working from home, movie nights, hobbies, or entertaining, this home offers the versatility to make it your own.

1229 Patriot Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.