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$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

$500,000
4 Beds 3 Baths 2032251 MLS 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 Trl, 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

$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

$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

$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

$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

$444,900
3 Beds 2 Baths 2030672 MLS ACTIVE Status
PRICE IMPROVEMENT. Skip the wait & expense of new construction! This beautifully maintained 2022 ranch home in desirable Smith's Crossing II offers the benefits of a newer home without the construction timeline. The open-concept main level features a spacious great room, stylish kitchen with dark cabinetry, large island & abundant workspace, plus a dining area that flows seamlessly into the living space. The private primary suite offers a walk-in closet & en suite bath with walk-in shower. Main-floor laundry with new washer & dryer adds convenience. Relax or entertain in the inviting outdoor living space. Enjoy the Haven Trail & nearby Smith Crossing Park. An attached 2-car garage adds convenience, while the unfinished lower level offers endless possibilities. Why wait for new construction when you can move right in & enjoy?

1264 Crane Meadow Way, Sun Prairie

$579,900
4 Beds 3 Baths 2030649 MLS 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 Cir, Sun Prairie

$985,000
4 Beds 4 Baths 2030611 MLS 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 Ct, Sun Prairie

$699,900
3 Beds 2 Baths 2030419 MLS ACTIVE Status
Move-in ready 11/3/26. This Conrad 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.

2103 Winding Stream Way, Sun Prairie

$375,000
3 Beds 2 Baths 2029922 MLS ACTIVE UNDER CONTRACT Status
Welcome home to this charming ranch in a convenient Sun Prairie location! Hardwood floors, a floor-to-ceiling stacked-stone gas fireplace, & an oversized front window create an inviting living room filled with natural light. The ML offers a functional layout, galley kitchen, and 3 comfortable bedrooms, all with hardwood floors. Downstairs, the finished LL expands your living space with a spacious fmly room complete with theater equipment & projector for the ultimate movie nights, a full bath, and a versatile den usable as a 4th bedroom, home office, or workout space. Step outside to enjoy the fenced backyard featuring a paver patio, storage shed, and plenty of room to relax & entertain. All this in a fantastic location close to Main St conveniences & Hwy 151 for an easy commute!

212 Major Way, Sun Prairie

$295,000
2 Beds 1 Baths 2029806 MLS ACTIVE UNDER CONTRACT Status
Nestled beneath mature shade trees, this charming ranch offers classic curb appeal and a functional floor plan. The bright living room flows into an updated kitchen featuring painted cabinetry, luxury vinyl plank flooring, stainless steel appliances, and an adjoining dinette perfect for everyday dining. The primary bedroom includes a walk-in closet, while the second bedroom provides flexibility for guests, a home office, or hobbies. A full bath with a single vanity and tub/shower combination completes the main level. The unfinished lower level offers excellent storage or potential for future finishing and includes the washer and dryer. Outside, enjoy a spacious backyard, mature landscaping, and a detached, oversized two-car garage. Recent updates include central A/C (2018) and furnace (2013, per seller). Quick access to downtown Sun Prairie and all its amazing amenities!

171 Jackson St, Sun Prairie

$430,000
4 Beds 3 Baths 2029277 MLS ACTIVE UNDER CONTRACT Status
Your 2nd chance! Buyer financing fell through. Welcome home to this beautifully maintained 1,950-square-foot ranch in one of Sun Prairie’s most desirable neighborhoods. This 4-bedroom, 3 full-bath home also features a dedicated office and a lower-level family room, offering plenty of flexible living space. Step outside to enjoy the large backyard and deck, perfect for summer gatherings. Located directly across the street from a 21-acre park with a playground, sledding hill, basketball court, sand volleyball court, soccer field, walking paths, and a fishing pond, this home offers endless opportunities for outdoor recreation. You’ll love being a short walk or bike ride away from frequent events on the square in Downtown Sun Prairie. Nature lovers will enjoy that the neighborhood is adjacent to the scenic beauty and wildlife of Patrick Marsh. With mature trees, outstanding amenities, and an unbeatable location, this home offers the perfect blend of comfort, convenience, and community.

1030 Carriage Dr, Sun Prairie

$499,900
3 Beds 2 Baths 2029180 MLS ACTIVE UNDER CONTRACT Status
Enjoy peaceful views and effortless living in this beautifully maintained 3-bedroom, 2-bath ranch backing to scenic walking trails and a tranquil pond. The open-concept design is enhanced by soaring vaulted ceilings, creating a bright and spacious atmosphere that's perfect for everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining area and inviting living room, while the private primary suite offers a relaxing retreat with an ensuite bath. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and enjoy your backyard oasis with picturesque pond views and direct access to walking trails—an ideal setting for morning coffee, evening strolls, or simply taking in the natural surroundings. An attached garage and desirable Sun Prairie location close to parks, shopping, dining, and schools complete this move-in-ready home.

1280 Twisted Branch Way, Sun Prairie

$635,000
4 Beds 3 Baths 2029115 MLS ACTIVE UNDER CONTRACT Status
This move-in ready 4BR, 3BR combines quality updates, functional living space, and an unbeatable Sun Prairie location. The open-concept main level features cathedral ceilings, cherry cabinetry, solid surface countertops, a large island, stainless steel appliances, and a cozy gas fireplace. The spacious primary suite offers tray ceilings, dual walk-in closets, and an updated ensuite with a dual vanity and new shower. The finished lower level is an entertainer's dream with 9ft ceilings, a second gas fireplace, full wet bar and kitchenette, full bath, Sony surround sound, and walk-up access to the oversized 2 1/2 car garage - fully insulated. Step outside to enjoy a large screened porch with composite decking overlooking a private backyard with a stamped concrete patio and gas firepit. Major updates include a new roof, siding, gutters, garage door, furnace, and A/C in 2023. Ideally situated across from Orfan Park and just minutes from shopping, dining, schools, and Highway 151.

2055 St Albert The Great Dr, Sun Prairie

$739,900
3 Beds 3 Baths 2028713 MLS ACTIVE UNDER CONTRACT Status
Discover how attainable your dream home can be with this beautifully crafted 1.5-story ranch by Maverick Homes. Blending the value of a semi-custom design with exceptional quality and craftsmanship, this home offers an open-concept layout ideal for everyday living and entertaining. The spacious great room flows seamlessly into a well-appointed kitchen featuring premium finishes, generous workspace, and a large dining area. The main-level primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Don't miss the nice bonus room upstairs for more entertaining enjoyment!! Thoughtfully designed with quality finishes, abundant natural light, and functional living spaces, this home offers the perfect balance of style, comfort, and exceptional value.

1421 Stonehaven Dr, Sun Prairie

$574,900
4 Beds 3 Baths 2027623 MLS ACTIVE Status
Most home for the money! Ranch built by Village Homes. Use as 3BR +office + exercise room or up to 5BRs. Located on low traffic cul-de-sac next to greenway affords privacy and serenity. Living-Dining-Kitchen combo features vaulted ceilings, hardwood floors & gas fireplace. Corian counters and kitchen island with electric outlets for your blender or air fryer! Commanding view of the adjacent greenway from elevated 12 x 16 deck. Large bedrooms, both first floor baths feature double sinks, first floor laundry with stainless steel LG appliances. Patio deck features a Sunseekers electric shade for sunny afternoons! Family room plus rec area in lower level. BR 4 used as bedroom or private office BR 5 currently used as an exercise room. Family room features a wet bar with indirect lighting above and framing to accommodate a full sized wine cooler. Drywalled & painted 3 car attached garage. Unfinished bsmt area used as workshop. LL has shelved walk-in storage closet too! New roof shingles 7/26

715 Cypress Ct, Sun Prairie

$424,000
4 Beds 2 Baths 2027532 MLS ACTIVE Status
This well-maintained ranch offers nearly 2,500 sq ft of living space, including four bedrooms and room for a 5th in the lower level. A welcoming front porch and foyer lead to warm hardwood and tile flooring throughout. The kitchen provides abundant cabinetry, stainless steel appliances, and a bright dining area, while the expansive living room features a gas fireplace and built-ins. A highly desirable three-season room sits right off the living area and provides a cozy place to sit and relax at the beginning or end of the day. The lower level includes a generous family/ rec room with a second fireplace, a den (or 5th bedroom) with an egress window, workshop space, and substantial storage. A mature, private, fenced yard and paved patio enhance the property’s appeal. Roof 2015. Water Heater - 2025, A/C & Furnace 2018. D/W 2017, Garage opener 2018, Egress 2014, kitchen tile 2014, H2O softener 2018.

435 Baitinger Ct, Sun Prairie

$725,000
4 Beds 4 Baths 2027343 MLS ACTIVE Status
Making its debut on the market after being lovingly cherished by two generations of the same family, this iconic mid-century estate is one of Sun Prairie's true hidden gems. Tucked away on a breathtaking, privately gated 1.5-acre wooded lot in the heart of the city, this timeless residence perfectly blends classic architectural charm with thoughtful modern updates. Featuring 4 bedrooms + 3.5 baths, private den, rec room, game room + an expansive 3-season porch overlooking the 20 x 40' in-ground saltwater pool. Nestled on a fully gated, wooded 1.5-acre lot, you'll enjoy the convenience of city living with the privacy and serenity of your own personal retreat. Major updates include a remodeled kitchen, roof, furnaces, windows, pool heater, and much more. More than a home—this is a legacy estate where timeless design meets modern comfort.

713 N Bird St, Sun Prairie

$374,900
3 Beds 2 Baths 2027340 MLS ACTIVE UNDER CONTRACT Status
It is hard to believe this backyard is in the middle of Sun Prairie. Mature trees and established perennial gardens surround a 10x24 deck, wide stamped patio and water feature, creating multiple places to enjoy the outdoors. The yard is fenced with gates on both sides and includes a storage shed. Inside, the bright main-level living room features hardwood floors, a large picture window and Hearthstone wood stove. The kitchen offers generous cabinetry, updated countertops and LVP flooring. The finished lower level provides even more room to spread out, with a rustic family room and swinging saloon doors leading to a spacious retro bar and recreation area. Major improvements include a complete roof replacement (2023), drain tile work and professional chimney cleaning (2025), and a garage door overhaul (July 2026). Siding, gutters, gutter guards and the picture window were replaced in 2015. Pre-inspected with a UHP Ultimate Home Warranty included. See Feature Sheet for list of updates.

1509 Crystal Ln, Sun Prairie

$499,900
3 Beds 2 Baths 2027271 MLS ACTIVE Status
SMITH'S CROSSING – The perfect combination of comfort, efficiency & location! Built in 2015, this beautifully maintained 1,572 sq. ft. open-concept ranch offers 3 bedrooms & 2 updated full baths. The spacious kitchen features a center island, breakfast bar, pantry, ample cabinetry & newer appliances, opening to a bright living area highlighted by a cozy gas fireplace with stone surround. The primary suite includes an updated private bath with dual sinks & walk-in tile shower. Main-floor laundry, 9-ft ceilings, updated lighting & crisp white trim throughout. Full basement offers future expansion with an egress window for a possible 4th bedroom, bath rough-in, radon mitigation system & sump pump. Step outside to enjoy the fenced backyard. Green Building Certification & Low-E windows. Just 1 block to Creekside Elementary, less than 1 mile to the Sun Prairie YMCA & minutes to Prairie Lakes Shopping District & Woodman's.

1320 Blazingstar Ln, Sun Prairie

$464,900
4 Beds 3 Baths 2026416 MLS ACTIVE UNDER CONTRACT Status
Your Next Chapter Starts Here—Don't Let This One Slip Away! From the moment you step inside, you'll appreciate the inviting open-concept design that connects the kitchen, dining area, and living room, creating the perfect setting for everyday living & memorable gatherings. The kitchen features an island & breakfast bar, while the gas fireplace adds warmth and charm to the living space. Relax in the sunroom or step outside to the deck and patio overlooking the backyard. The primary suite offers a private bath with a walk-in shower. The mostly finished lower level includes a rec room with a fireplace, ideal for game days, movie nights, or hobbies. With 4 bedrooms, 3 baths, a storage building, & flexible living space throughout, this home checks all the boxes and is ready to welcome you home.

542 Woodview 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.