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5455 County Road Tt, Sun Prairie
$574,500
3 Beds ⋅ 3 Baths ⋅ 2033857 MLS ⋅ ACTIVE Status
Discover an exceptional 3-bedroom, 2.5-bathroom 1825 Sq Ft Ranch home offering a perfect blend of wooded rural tranquility, open space, and ultimate functionality. This property sits on 2.84 picturesque acres framed by beautiful, mature hardwoods, pines, and fruit trees. The floor plan centers around spacious 3 family and living areas plus a cozy den featuring a wood-burning fireplace. Abundant windows fill the entire main level with natural light, creating a welcoming atmosphere throughout the day. Rustic 3 season porch is perfect to overlook your fenced wooded back yard. Property is complete with usable land, impressive outbuildings for extra storage, a dedicated heated workshop space, a fenced yard with large, heated doghouse, fire pit area, and a gazebo overlooking a seasonal pond. Home offers thoughtful, inviting features inside and out. Its location is ideal for quick access to Sun Prairie, Madison, Cottage Here is the rural retreat perfect for your next chapter!

5455 County Road Tt, Sun Prairie

142 N Legacy Way, Sun Prairie
$659,000
4 Beds ⋅ 3 Baths ⋅ 2033827 MLS ⋅ ACTIVE Status
Fabulous open concept ranch with a popular split-bedroom layout. Vista view with floor-to-ceiling windows (84"x52") in the living room that overlook Fox Point North's neighborhood conservancy! Well-appointed kitchen features a large kitchen island, tile backsplash, custom cabinetry and quartz countertops, walk-in pantry, stainless appliances, custom hood vent, and sunny dining area. Spacious owner's suite features a generous walk-in closet, tray ceiling, tiled shower, and dual sink vanity. Other features: 9 ft ceiling on main, LVP floors, plush carpet in the bedrooms, white trim & custom cabinetry, upgraded lighting choices, freshly painted deck, & cozy gas fireplace, main floor laundry. Open staircase with wrought-iron details give easy access to the lower level rec room (w/ wet bar!) with 8'+ ceilings, exposed, a full 4th bedroom, full bath, and ample storage. Walking distance to several Sun Prairie schools!

142 N Legacy Way, Sun Prairie

5688 S Bird St, Sun Prairie
$399,000
3 Beds ⋅ 2 Baths ⋅ 2033683 MLS ⋅ ACTIVE UNDER CONTRACT 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

2026 Stonehaven Dr, 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

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

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

1357 Overlook Pass, 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

893 Chalfont Dr, Sun Prairie
$524,900
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

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

1331 Pinnacle Cir, Sun Prairie
$579,900
4 Beds ⋅ 3 Baths ⋅ 2030649 MLS ⋅ ACTIVE UNDER CONTRACT 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

841 Wickersham Ct, Sun Prairie
$939,900
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 Washington 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, 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

2103 Winding Stream Way, 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

212 Major 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

1030 Carriage Dr, Sun Prairie
$430,000
4 Beds ⋅ 3 Baths ⋅ 2029277 MLS ⋅ ACTIVE Status
Back on the market & ready for its next owner! Welcome to this beautifully maintained 4-bed, 3-full-bath ranch in a desirable Sun Prairie neighborhood. With approx. 1,950 sq. ft. of finished living space, this home offers an inviting open layout, vaulted ceilings, abundant natural light & flexible space for work, guests & entertaining. The main level features 3 bedrooms and 2 full baths, while the finished lower level adds a spacious family room, 4th bedroom, full bath and dedicated office. Enjoy an exceptional location directly across from a 21-acre neighborhood park with a playground, walking paths, sports courts, fields, pond and sledding hill. A spacious backyard & deck provide a wonderful outdoor setting, while downtown Sun Prairie is just a short walk or bike ride away. The neighborhood's location adjacent to Patrick Marsh is excellent for nature lovers. Previous offers were unable to proceed due to buyer financing, creating a new opportunity to make this wonderful home your own

1030 Carriage Dr, Sun Prairie

1280 Twisted Branch Way, 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

713 N Bird St, 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

1320 Blazingstar Ln, Sun Prairie
$499,900
3 Beds ⋅ 2 Baths ⋅ 2027271 MLS ⋅ ACTIVE UNDER CONTRACT 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

542 Woodview Dr, 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

1061 Kamperschroer Way, Sun Prairie
$425,000
3 Beds ⋅ 1 Baths ⋅ 2025496 MLS ⋅ ACTIVE Status
Sun Prairie new construction ranch home, complete and ready to go for under $500,000! Bright and sunny south-facing family room walks out onto deck overlooking green space and pond. Quiet and friendly neighborhood on the east side, handy biking distance from downtown, and an easy commute to Madison, Milwaukee, or anywhere in between. Great room features cook's kitchen with solid surface countertops, pantry, peninsula with a bar overhang, stainless steel appliances, a gas range, and soft-close drawers. Bright and ready-to-finish lower level with exposure on three sides and bath rough-in, gives you the ability to gain additional equity by finishing more space now or in the future. Great one-level living for downsizing or getting started in home ownership! Builder willing to finish second bathroom at additional cost.

1061 Kamperschroer Way, Sun Prairie

1468 Serenity Ct, Sun Prairie
$1,359,900
4 Beds ⋅ 3 Baths ⋅ 2025144 MLS ⋅ ACTIVE Status
BRAND NEW CONSTRUCTION!!! SERENITY ESTATES! This custom built spacious ranch home at the end of a cul-de-sac amongst other high end newly built homes shows well! EXPANSIVE main level features vaulted ceiling, Huge foyer window & tons of natural light! Chef's Kitchen features white cabinetry, Quartz countertops, SS Cafe appliances & a massive walk-in pantry. MASSIVE maintenance free deck overlooks the fenced in backyard oasis! Primary suite features a classic tile & glass shower, soaking tub & massive WIC. Exposed walkout LL features Rec rooms, wet-bar, built-in safe and tons of entertaining space. Huge (4+car) heated garage will store plenty of big kid toys! Enjoy close proximity to Token Creek Conservancy, walking trails, bike paths, banks & more! Enjoy wildlife and tranquil views from this 1/3 acre lot backing to an 18 acre Outlot! Schedule a showing today....you won't be dissappointed!

1468 Serenity Ct, Sun Prairie

2150 Baptisia Pass, Sun Prairie
$695,000
4 Beds ⋅ 3 Baths ⋅ 2022964 MLS ⋅ ACTIVE Status
Welcome to The Reserve! Sun Prairie’s newest area & former Parade site! Ranch style offers over 3000 square ft with 4 bedrooms and 3 baths. Charming front porch & inviting entry. Great room with fireplace & tray ceiling flows to open concept kitchen w/solid surface counters, tile backsplash & stainless appliances. Cooks will love the oversized eat-at island for food prep. Pantry too! Screen porch ideal for morning coffee or evening sunsets. The backyard is blank canvas ready for your creativity. Primary suite with tray ceiling and walk in closet. Private bath includes dual sinks & walk in tile shower. Main level laundry with built in cabinets & sink. Finished lower level offers large exposed windows filling this space with tons of natural light. Spacious family room with beverage & serving area plus 4th bedroom & bath for guests. 3 car garage and UHP home warranty. Walk to grade school & park, close to shopping, restaurants & easy commute. Expect to be impressed! Seller is motivated!

2150 Baptisia Pass, 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.