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$384,900
3 Beds 1 Baths 2032664 MLS ACTIVE Status
Absoulutly charming, classic brick Cape Cod crafted in 1948, accented gables & dormer siding & the romantic charm of ivy and nestled in one of SP's favorite neighborhoods! The moment you enter you'll fall in love with gleaming wood floors, archways, white trim/doors & tasteful updates throughout! Owners suite on 2nd floor, relaxing lounge/sitting area + 2 more nice bedrooms on 1st floor & 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, Shingels '12! 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

$1,199,900
4 Beds 3 Baths 2032339 MLS ACTIVE Status
VRP $1,199,900-$1,250,000. Space, setting & thoughtful design come together in this custom home situated on a beautiful ¾+ acre lot in sought-after DeForest School District. A light-filled main level welcomes you w/ hickory hardwood floors, oversized Andersen windows, a coffered ceiling & striking floor-to-ceiling stone fireplace. A beautifully appointed kitchen features quartz surfaces, a 36" Café range & walk-in pantry, while the adjoining four-season room offers an inviting retreat w/ its own fireplace & peaceful backyard views. Two main-level bedrooms & a dedicated office provide everyday flexibility, while the walkout lower level adds two bedrooms, bonus & exercise rooms, wet bar & spacious rec room. Outside, the expansive fenced yard offers plenty of space to enjoy as-is—or explore adding a pool & creating your own backyard retreat. Spacious deck & 3-car garage complete the property. Meticulously maintained w/ the feel of new construction—without todays cost or building timeline.

6653 Morning Dew Ln, 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

$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

$2,995
3 Beds 3 Baths 2032204 MLS ACTIVE Status
Newly constructed 3-bed, 2.5-bath single-family home has never been lived in & offers the comfort, efficiency & low-maintenance living that comes with a brand-new home. The home features a modern, open layout w/plenty of natural light & great flow between the kitchen, dining & living areas. Enjoy all-new appliances, finishes, flooring, mechanicals & fixtures. Located in a growing Sun Prairie neighborhood with convenient access to shopping, dining, schools, parks & everyday necessities. Shopping, restaurants & other major amenities are just minutes away, w/easy access to Madison & the greater Dane County area. Available for move-in Now. A great opportunity to enjoy the feel of a brand-new home. Minimum 12-month lease. Tenant is responsible for all utilities, lawn care & routine yard maintenance, snow & ice removal. No smoking. Security deposit required. Applicants subject to credit & background screening. Lease & tenant are subject to HOA approval & community rules.

2019 Leopold Way, 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

$525,000
5 Beds 3 Baths 2031906 MLS ACTIVE Status
Big on space, loaded with possibilities, and ready for what’s next! Get ready to spread out and enjoy all 2,560 square feet of this dynamic 5-bedroom, 3-bath tri-level! An open floor plan and vaulted ceilings bring energy and an airy feel to the main living spaces, while the kitchen breakfast bar creates the perfect spot for quick bites, morning coffee, or catching up with friends. With multiple levels, there’s plenty of flexibility for home offices, hobbies, guests, or everyday living. Head downstairs to the finished basement for even more space to kick back, entertain, play, or create your favorite hangout. With room to gather and spaces to make your own, this home is ready for your next chapter!

647 Grandview Dr, 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

$8,995
5 Beds 3 Baths 2031544 MLS ACTIVE Status
BRAND NEW CONSTRUCTION — NEVER OCCUPIED! Available now for rent in Serenity Estates! This custom-built ranch has never been lived in and sits at the end of a cul-de-sac backing to an 18-acre outlot, offering privacy, wildlife views and tranquility. The main level features vaulted ceilings, a huge foyer window and abundant natural light. The kitchen boasts white cabinetry, quartz counters, SS Cafe appliances and a massive walk-in pantry. The dining area opens directly to a deck overlooking the fenced backyard. The primary suite includes a tile & glass shower, soaking tub and large walk-in closet. The exposed walkout lower level adds rec space, a wet bar and a built-in safe. The heated 4+ car garage offers room for all the toys. Close to Token Creek Conservancy, trails, shopping and dining. Available unfurnished at $8,995/mo or fully furnished at $10,495/mo. 1-year minimum term. Tenant responsible for utilities, lawn and snow. 5th bedroom does not feature legal exposure.

1468 Serenity Ct, Sun Prairie

$700,000
2031533 MLS 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, 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

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.