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$384,900
3 Beds 1 Baths 2032664 MLS ACTIVE Status
Absoulutly charming & classic brick Cape Cod crafted in 1948 with accented gable & dormer siding and the romantic charm of ivy and is nestled in one of SP's original neighborhoods! The moment you enter you'll fall in love with gleaming wood floors, archways, white trim/doors & tasteful updates throughout! 2nd floor Owners suite/bedroom has relaxing sitting area & more! Bedrooms 2 & 3 on 1st floor w/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! 13 month UHP Home Warranty Included!

186 Hillcrest Cir, Sun Prairie

$389,900
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

$659,900
4 Beds 4 Baths 2032535 MLS ACTIVE Status
Room to spread out in this beautifully maintained 4-bedroom home with a versatile floor plan and over 3,300 sq ft of finished living space! Step inside to soaring vaulted ceilings extending through the inviting front sitting/reading room, kitchen and dining area. The kitchen opens to an expansive living room with gas fireplace, while a main-level office/4th bedroom and first-floor laundry add flexibility and convenience. Upstairs features 3 bedrooms, including a spacious primary suite with walk-in closet and private bath. The finished lower level is made for entertaining with a large rec room, wet bar, 2nd gas fireplace, theater/fitness room, half bath and bonus room ideal for an office or non-conforming bedroom. Outside, enjoy the beautifully maintained .38-acre lot, large deck, newer full vinyl fence and easy access to the popular walking path right next door! Close to Hwy C/Grand Ave and everything Sun Prairie has to offer!

1299 St Patrick Way, Sun Prairie

$789,000
5 Beds 4 Baths 2032487 MLS ACTIVE Status
Let’s not just tell you what this home has. Let’s show you what it can have, too. With over 5,000 square feet, this is a home built with substance, scale and room to become something truly special. Solid construction, expansive rooms, soaring ceilings and walls of windows create a foundation you simply don’t find every day. The footprint is impressive, but the opportunity may be even better. There’s space to gather, entertain, work, play and still have room to spread out. Reimagine the living spaces, create an incredible lower level, add the office, gym or game room you’ve wanted, and make the outdoor space your own. Select photos have been virtually staged to help bring that potential to life. This isn’t about changing what the home is. It’s about seeing what it could be. The quality is here. The square footage is here. The possibilities are wide open.

2026 Stonehaven 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

$735,000
5 Beds 4 Baths 2032207 MLS 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 Dr, Sun Prairie

$499,500
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

$629,900
3 Beds 3 Baths 2031932 MLS 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

$644,900
4 Beds 3 Baths 2031929 MLS 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

$279,900
2 Beds 2 Baths 2031804 MLS 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 Dr Unit 1, Sun Prairie

$644,900
3 Beds 2 Baths 2031759 MLS 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

$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

$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

$399,900
3 Beds 3 Baths 2031573 MLS 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 Okeeffe Ave, Sun Prairie

$539,900
4 Beds 3 Baths 2031568 MLS ACTIVE UNDER CONTRACT Status
Welcome home! This beautifully updated 4-bedroom, 3-full-bath home in Sun Prairie offers the space and comfort today's buyers want, all within walking distance to the local elementary school. The spacious open-concept kitchen boasts abundant counter space and a large pantry, flowing seamlessly into a vaulted living room filled with natural light. The finished basement adds valuable living space, ideal for a rec room, home gym, or a guest retreat, while storage space throughout keeps everything organized. Outside, enjoy a large backyard, a patio for relaxing evenings, and a hot tub perfect for unwinding after a long day. Major updates are already done, including a new roof, new furnace, and new AC system, offering true peace of mind from day one. With its unbeatable blend of comfort, function, and location, this Sun Prairie home won't last long. Schedule your showing today!

1357 Overlook Pass, Sun Prairie

$547,000
5 Beds 3 Baths 2031240 MLS 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 Dr, Sun Prairie

$515,000
4 Beds 3 Baths 2031015 MLS ACTIVE UNDER CONTRACT Status
Welcome to this beautiful home with a new roof in 2022, new furnace, air conditioner and water softener in 2021, plus new carpet in 2026 and updated flooring. All adding value and peace of mind to this spacious 4-bedroom, 2.5-bath split-level home with 2,704 sq ft. Inside, the inviting kitchen features white cabinetry, a large wood-topped island and a solar tube bringing natural light to the heart of the home. Crown molding, built-in shelving, a laundry chute, generous closets and a spacious primary suite with ensuite bath add thoughtful touches throughout. The lower level offers a comfortable family room, laundry room with utility sink and abundant storage with shelving and a workbench. Enjoy an attached 2-car garage and wonderful outdoor living on the back deck with composite tile flooring and pergola.

1182 Broadway 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, 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 Dr, Sun Prairie

$779,900
4 Beds 2 Baths 2031374 MLS 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 Dr, Sun Prairie

$1,199,900
2031357 MLS ACTIVE UNDER CONTRACT Status
Investors, this is the opportunity you’ve been waiting for! Rare townhouse-style 4 unit property in Sun Prairie backing to a peaceful tree line. The property features two end units with 3 bedrooms and 2.5 baths and two middle units with 2 bedrooms and 2.5 baths. Each unit offers a private basement, 2 car garage, private patio, and primary suite with a private bath. Unit 231 Talon is scheduled to be vacant as of September 30th, providing an excellent opportunity for an owner occupant or an investor looking to update the unit and potentially increase rental income. Conveniently located within walking distance to schools, shopping, and restaurants. Lawn care is currently included by the owner. A fantastic opportunity to add a desirable and versatile property to your investment portfolio-don’t miss this one!

231-239 Talon Pl, Sun Prairie

$739,900
4 Beds 3 Baths 2031232 MLS 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, ½ 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 Dr, 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

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.