Homes in ZIP Code 53527

• 

  

  

  /20

  $574,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  527 Fundamental Way, Cottage Grove, WI 53527

  Welcome to this delightful 3-bed, 2-bath home that perfectly blends comfort, charm & functionality. Step in from the covered front porch into an open concept home plan with cathedral ceilings in the main living area centered around a cozy fireplace. The sun-filled dining room offers a cheerful spot to gather for meals. The beautiful kitchen features ample counter space & quality finishes making

  Renee Bailey Tim O'Brien Homes LLC

  527 Fundamental Way, Cottage Grove, WI 53527
• 

  

  

  /46

  $2,210 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Brand new 2 Bed / 2.5 Bath Townhome for rent in Cottage Grove!

  1321 N Windsor Ave, Cottage Grove, WI 53527

  You won't believe this beautiful, two-story townhome! This 2 bedroom / 2.5 bath unit is highlighted by its immaculate finishes, open floor plan, and spacious bedrooms and living areas. Complete with in-unit washer and dryer and two private, underground parking stalls, this will not last long! Within walking distance to parks, restaurants, the bus line, and shopping. Tenants are responsible for

  1321 N Windsor Ave, Cottage Grove, WI 53527
• 

  

  

  /19

  $315,000 Sold Jul 03, 2025

  626 E Oak St, Cottage Grove, WI 53527

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft
  • Built 1975

  Last Sold Summary

  • $212/SF
  • 15 Days On Market

  Current Estimated Value $317,278

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  626 E Oak St, Cottage Grove, WI 53527
• 

  

  

  /58

  Est $752,745 Not Listed For Sale

  3024 Mourning Dove Dr, Cottage Grove, WI 53527

  • 5 Beds
  • 3.5 Baths
  • 3,446 Sq Ft
  • Built 2019

  3024 Mourning Dove Dr, Cottage Grove, WI 53527

  Last Sold Summary

  • 3% Above List Price
  • $211/SF
  • 1 Day On Market

  • Last Sold Price $727,500
  • Mar 29, 2024

  Last Listing Agent Kelly Stelzer Badger Realty Team
• 

  

  

  /9

  $567,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,959 Sq Ft

  302 Michelle Ln Unit 176, Cottage Grove, WI 53527

  Discover the perfect blend of elegance and modern living with the Madison floor plan by Eldon Homes. This stunning residence is designed to meet the needs of today's homeowners, offering spacious living areas, quality finishes, and an inviting atmosphere. Enjoy a generous open-concept layout that seamlessly connects the living room, dining area, and kitchen. Perfect for entertaining guests or

  Alex Meunier Elevate Estates Realty Co.

  302 Michelle Ln Unit 176, Cottage Grove, WI 53527
• 

  

  /21

  $1,995 Per Month

  • 3 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Condo for Rent

  1501 N Windsor Ave Unit 304, Cottage Grove, WI 53527

  Welcome to 1501 N. Windsor Ave. #304, a stunning condo located in the desirable Cottage Grove, WI. This spacious unit offers 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. As you step inside, you'll be greeted by an abundance of natural light that fills the open floor concept, creating a warm and inviting atmosphere. Convenience is key with the inclusion of a washer and

  1501 N Windsor Ave Unit 304, Cottage Grove, WI 53527
• 

  

  /31

  $280,000 Sold Sep 24, 2025

  1601 N Windsor Ave Unit 301, Cottage Grove, WI 53527

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 94 Days On Market

  Last Listing Agent Brandon Buell Realty Executives Cooper Spransy

  1601 N Windsor Ave Unit 301, Cottage Grove, WI 53527
• 

  

  /57

  Est $675,237 Not Listed For Sale

  803 Smithland Ln, Cottage Grove, WI 53527

  • 5 Beds
  • 3.5 Baths
  • 3,288 Sq Ft
  • Built 2010

  803 Smithland Ln, Cottage Grove, WI 53527

  Last Sold Summary

  • 6% Above List Price
  • $195/SF
  • 5 Days On Market

  • Last Sold Price $640,000
  • Aug 01, 2023

  Last Listing Agent Jordan Bishop Real Broker LLC
• 

  /2

  $599,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  1304 Michelle Ln, Cottage Grove, WI 53527

  Welcome to The Reagan, a meticulously designed new home by Eldon Homes that perfectly balances elegance and practicality. This spacious 2,166 sq ft two-story residence features four bedrooms, 2.5 bathrooms, and a 2-car garage, making it an ideal choice for those seeking both comfort and style. As you enter the Reagan, you'll be greeted by a grand foyer that leads to an open-concept living area.

  Alex Meunier Elevate Estates Realty Co.

  1304 Michelle Ln, Cottage Grove, WI 53527
• 

  

  /8

  $1,695 Per Month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  738A Crawford Dr, Cottage Grove, WI 53527

  This tri-level duplex offers a spacious and functional layout with three bedrooms and two bathrooms. The lower level features two bedrooms, a full bath, and a convenient laundry area with washer and dryer hookups. On the main level, you'll find a comfortable living room that opens to a walkout deck. The upper level includes the primary bedroom, an additional full bath, a pantry, and a

  738A Crawford Dr, Cottage Grove, WI 53527
• 

  

  /39

  $563,188 Sold Feb 27, 2026

  303 Michelle Ln, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 2026

  Last Sold Summary

  • $277/SF
  • 4 Days On Market

  Current Estimated Value $369,363

  Last Listing Agent Ben Tourdot Elevate Estates Realty Co.

  303 Michelle Ln, Cottage Grove, WI 53527
• 

  

  /70

  Est $962,435 Not Listed For Sale

  708 Smithland Ln, Cottage Grove, WI 53527

  • 5 Beds
  • 5 Baths
  • 6,099 Sq Ft
  • Built 2010

  708 Smithland Ln, Cottage Grove, WI 53527

  Last Sold Summary

  • 7% Above List Price
  • $148/SF
  • 88 Days On Market

  • Last Sold Price $899,900
  • Aug 25, 2023

  Last Listing Agent Ken Seifert Realty Executives
• 

  

  /21

  $634,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  534 Buss Rd, Cottage Grove, WI 53527

  Energy Efficient NEW CONSTRUCTION! The Evergreen home plan offers 2-story open-concept living w/ a 3 car garage & tons of curb appeal in this charming home! The main level boasts a spacious flex room with double doors off the large foyer. Great Room w/ Fireplace is open to the spacious Kitchen & Dining Room that are ideal for hosting. Kitchen offers a large walk in pantry. No shortage of storage

  Tim O'Brien Homes Builder

  534 Buss Rd, Cottage Grove, WI 53527
• 

  

  /23

  $620,000 Sold Jul 17, 2025

  524 Shady St, Cottage Grove, WI 53527

  • 5 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $238/SF
  • 155 Days On Market

  Current Estimated Value $621,410

  Last Listing Agent Roxanne Andler Tim O'Brien Homes LLC

  524 Shady St, Cottage Grove, WI 53527
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  /36

  Est $707,161 Not Listed For Sale

  3015 Mourning Dove Dr, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 2,636 Sq Ft
  • Built 2017

  3015 Mourning Dove Dr, Cottage Grove, WI 53527

  Last Sold Summary

  • 4% Above List Price
  • $258/SF
  • 6 Days On Market

  • Last Sold Price $681,000
  • Nov 19, 2021

  Last Listing Agent Kelly Stelzer Badger Realty Team
• 

  /2

  $189,000

  • Land
  • 15,246 Sq Ft
  • $540,000 per Acre

  2004 Wellington Place, Cottage Grove, WI 53527

  Beautiful wooded walkout lot with a East backyard exposure. Located in the highly desirable Westlawn neighborhood. Building permit available now.

  Andrew Homburg Homburg Realty Inc

  2004 Wellington Place, Cottage Grove, WI 53527
• 

  

  /50

  $416,500 Sold Jun 20, 2025

  4901 Creek Haven Rd, Cottage Grove, WI 53527

  • 3 Beds
  • 1.5 Baths
  • 2,476 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $168/SF
  • 5 Days On Market

  Current Estimated Value $426,274

  Last Listing Agent The Lavik Home Team EXP Realty, LLC

  4901 Creek Haven Rd, Cottage Grove, WI 53527
• 

  

  /18

  Est $394,928 Not Listed For Sale

  4196 Vilas Rd, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 2,363 Sq Ft
  • Built 1910

  4196 Vilas Rd, Cottage Grove, WI 53527

  Last Sold Summary

  • 32% Above List Price
  • $127/SF
  • 70 Days On Market

  • Last Sold Price $300,000
  • May 05, 2023

  Last Listing Agent Andrew Homburg Homburg Realty Inc
• 

  

  /6

  $160,900

  • Land
  • 26,136 Sq Ft
  • $268,167 per Acre

  Lot 35 Wooded Ridge Trail, Cottage Grove, WI 53527

  Build your dream home in Kennedy Hills, a low-density neighborhood offering country-quiet living with large lots and open views, just minutes from everyday conveniences. Located in the Monona Grove School District with nearby parks, trails, and access to the Glacial Drumlin State Trail. Easy commuting via Hwy N, I-94, and Hwy 12/18, with convenient access to Madison’s east side, downtown,

  Aeryn Barry Tim O'Brien Homes LLC

  Lot 35 Wooded Ridge Trail, Cottage Grove, WI 53527
• 

  

  /45

  $589,900 Sold Dec 17, 2025

  727 Weald Bridge Rd, Cottage Grove, WI 53527

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 27 Days On Market

  Current Estimated Value $580,501

  Last Listing Agent Seth Jerard Jerard Real Estate

  727 Weald Bridge Rd, Cottage Grove, WI 53527
• 

  

  /38

  Est $388,931 Not Listed For Sale

  115 Glenn Dr, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2001

  115 Glenn Dr, Cottage Grove, WI 53527

  Last Sold Summary

  • 5% Above List Price
  • $154/SF
  • 1 Day On Market

  • Last Sold Price $370,000
  • Mar 04, 2024

  Last Listing Agent Carla Collins Stark Company, REALTORS
• 

  /2

  $189,000

  • Land
  • 14,810 Sq Ft
  • $555,882 per Acre

  2992 London Ave, Cottage Grove, WI 53527

  Beautiful wooded walk-out lot with a full South backyard exposure. Located in the highly desirable Westlawn neighborhood. Building permit available now.

  Andrew Homburg Homburg Realty Inc

  2992 London Ave, Cottage Grove, WI 53527
• 

  

  /41

  $405,000 Sold Dec 05, 2025

  3701 Oakwood Dr, Cottage Grove, WI 53527

  • 5 Beds
  • 3 Baths
  • 2,620 Sq Ft
  • Built 1962

  Last Sold Summary

  • 10% Below List Price
  • $155/SF
  • 37 Days On Market

  Current Estimated Value $413,966

  Last Listing Agent Don Huibregtse Skyway Properties, LLC

  3701 Oakwood Dr, Cottage Grove, WI 53527
• 

  

  /70

  Est $483,497 Not Listed For Sale

  151 E Reynolds St, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 3,746 Sq Ft
  • Built 2000

  151 E Reynolds St, Cottage Grove, WI 53527

  Last Sold Summary

  • 2% Above List Price
  • $127/SF
  • 24 Days On Market

  • Last Sold Price $475,000
  • Mar 15, 2024

  Last Listing Agent Lori Jensen First Weber Inc
• 

  /2

  $175,000

  • Land
  • 13,068 Sq Ft
  • $583,333 per Acre

  2999 Wellington Place, Cottage Grove, WI 53527

  Lot has a nice half exposure to the rear and backs up to an open/green space corridor. Large mature tree in the back left corner of the lot.

  Andrew Homburg Homburg Realty Inc

  2999 Wellington Place, Cottage Grove, WI 53527
• 

  

  /40

  $300,000 Sold Apr 17, 2026

  1971 N Windsor Ave, Cottage Grove, WI 53527

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 2020

  Last Sold Summary

  • $196/SF
  • 6 Days On Market

  Current Estimated Value $299,780

  Last Listing Agent Erin Swenson Realty Executives Cooper Spransy

  1971 N Windsor Ave, Cottage Grove, WI 53527
• 

  

  /44

  Est $433,360 Not Listed For Sale

  113 Glenn Dr, Cottage Grove, WI 53527

  • 3 Beds
  • 3 Baths
  • 3,016 Sq Ft
  • Built 1999

  113 Glenn Dr, Cottage Grove, WI 53527

  Last Sold Summary

  • 2% Below List Price
  • $146/SF
  • 3 Days On Market

  • Last Sold Price $440,000
  • Mar 24, 2025

  Last Listing Agent Amber Huemmer LPT Realty
• 

  

  /18

  $475,900 New Construction

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  1127 N Parkview St, Cottage Grove, WI 53527

  Brand new 3 bedroom 3 bath ranch style zero-lot-line half duplex in popular Westlawn Estates. Ideal location backing to conservancy! Open concept floor plan has vaulted great room with electric fireplace, quartz countertops throughout the home, LVP flooring in main living areas, and LVT flooring in all bathrooms. Split bedroom design. Large primary bedroom suite has private full bath with dual

  Stuart Meland Madcityhomes.Com

  1127 N Parkview St, Cottage Grove, WI 53527
• 

  

  /48

  $457,000 Sold Jun 27, 2025

  404 Nightingale Ln, Cottage Grove, WI 53527

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Above List Price
  • $231/SF
  • 4 Days On Market

  Current Estimated Value $447,542

  Last Listing Agent Barb Palmby Shorewest, REALTORS

  404 Nightingale Ln, Cottage Grove, WI 53527
• 

  

  /54

  Est $639,314 Not Listed For Sale

  704 Smithland Ln, Cottage Grove, WI 53527

  • 5 Beds
  • 3.5 Baths
  • 3,618 Sq Ft
  • Built 2011

  704 Smithland Ln, Cottage Grove, WI 53527

  Last Sold Summary

  • 2% Above List Price
  • $173/SF
  • 30 Days On Market

  • Last Sold Price $624,900
  • Apr 01, 2024

  Last Listing Agent Amber Huemmer LPT Realty
• 

  

  /65

  $419,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  804 Whispering Way, Cottage Grove, WI 53527

  Welcome home! This charming 3 bedroom and 2 bathroom home boasts multi-levels with plenty of space to enjoy. Gorgeous white painted cabinets in the kitchen featuring SS appliances. Spacious living areas, huge bedrooms, and private office room. Private yard with tons of space to enjoy! Don’t miss out on this special Cottage Grove home.

  Bailey Fedler Berkshire Hathaway HomeServices True Realty

  804 Whispering Way, Cottage Grove, WI 53527
• 

  

  /24

  $790,000 Sold Jun 18, 2025

  3007 Wellington Place, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 3,115 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $254/SF
  • 34 Days On Market

  Current Estimated Value $771,072

  Last Listing Agent Austin Gannon Gannon Company, REALTORS

  3007 Wellington Place, Cottage Grove, WI 53527
• 

  

  /23

  Est $434,496 Not Listed For Sale

  230 Chateau Dr, Cottage Grove, WI 53527

  • 4 Beds
  • 3 Baths
  • 2,074 Sq Ft
  • Built 1998

  230 Chateau Dr, Cottage Grove, WI 53527

  Last Sold Summary

  • 1% Below List Price
  • $212/SF
  • 23 Days On Market

  • Last Sold Price $440,000
  • May 31, 2024

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /7

  $119,900

  • Land
  • 6,969 Sq Ft
  • $749,375 per Acre

  366 Wild Rose Way, Stoughton, WI 53527

  Build your future in Magnolia Springs, one of Stoughton’s most sought after neighborhoods. Choose from a wide variety of thoughtfully designed floor plans by Eldon Homes and personalize finishes, fixtures, and features to match your style and the way you live. Tour furnished model homes and completed homes to experience the quality, flow, and craftsmanship firsthand. Enjoy added peace of mind

  Sam Eifert Elevate Estates

  366 Wild Rose Way, Stoughton, WI 53527
• 

  

  /17

  $434,900 Sold Sep 26, 2025

  3183 Drumlin Ridge Dr, Cottage Grove, WI 53527

  • 3 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 118 Days On Market

  Last Listing Agent Amy Roehl Tim O'Brien Homes LLC

  3183 Drumlin Ridge Dr, Cottage Grove, WI 53527
• 

  

  /61

  Est $1,036,700 Not Listed For Sale

  2279 Glen Oaks Cir, Cottage Grove, WI 53527

  • 5 Beds
  • 3.5 Baths
  • 4,630 Sq Ft
  • Built 2014

  2279 Glen Oaks Cir, Cottage Grove, WI 53527

  Last Sold Summary

  • 1% Above List Price
  • $222/SF
  • 106 Days On Market

  • Last Sold Price $1,029,000
  • Oct 14, 2024

  Last Listing Agent Josh Blasi Restaino & Associates
• 

  

  /69

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 4,199 Sq Ft

  2012 Paris Ln, Cottage Grove, WI 53527

  Stunning custom ranch with nearly 2,400 sq ft on the main level & an exposed walkout lower level, showcasing nearly $200K in upgrades throughout. Gourmet chef’s kitchen features Amish cabinetry, quartz waterfall countertops, marble backsplash, Kohler fixtures, walk-in pantry with cabinetry & counters, and a large island with breakfast seating. Open dining & living room with coffered ceiling and

  Amber Huemmer LPT Realty

  2012 Paris Ln, Cottage Grove, WI 53527
• 

  

  /32

  $470,000 Sold Jan 20, 2026

  705 Willow Run St, Cottage Grove, WI 53527

  • 2,545 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $185/SF
  • 7 Days On Market

  Current Estimated Value $471,877

  Last Listing Agent Lisa Middleton RE/MAX Preferred

  705 Willow Run St, Cottage Grove, WI 53527
• 

  

  /7

  Est $613,133 Not Listed For Sale

  305 Erin Ct, Cottage Grove, WI 53527

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 2014

  305 Erin Ct, Cottage Grove, WI 53527

  Last Sold Summary

  • 6% Above List Price
  • $256/SF
  • 105 Days On Market

  • Last Sold Price $580,000
  • Jul 11, 2014

  Last Listing Agent Jordan Bishop Real Broker LLC
• 

  

  /24

  $422,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  3177 Drumlin Ridge Dr, Cottage Grove, WI 53527

  Welcome home to this stunning twin home offering comfort, style, and functionality. A bright and airy great room is the heart of the home, with abundant natural light and a cozy fireplace ideal for relaxing evenings. The sunny kitchen is a dream perfect for entertaining, complete with quartz countertops, an extra-large island, ample cabinetry, and a large pantry. Outside, enjoy the covered patio

  Amy Roehl Tim O'Brien Homes LLC

  3177 Drumlin Ridge Dr, Cottage Grove, WI 53527

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