Waukesha, WI Homes

• 

  $625,000

  Sold Jun 05, 2026

  2132 Penhurst Way, Waukesha, WI 53186

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $295/SF
  • 19 Days On Market

  Current Estimated Value $722,976

  Last Listing Agent Joseph Thomae Shorewest Realtors - South Metro

  2132 Penhurst Way, Waukesha, WI 53186
• 

  Est $709,793

  Not Listed For Sale

  1710 Boulder Ct, Waukesha, WI 53189

  • 4 Beds
  • 3.5 Baths
  • 3,640 Sq Ft
  • Built 1992

  1710 Boulder Ct, Waukesha, WI 53189

  Last Sold Summary

  • 11 Days On Market
• 

  

  

  /22

  $230,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,281 Sq Ft

  223 NW Barstow St, Waukesha, WI 53188

  Charming, updated, and full of potential--this 3-bedroom, 2 full bath Waukesha home offers comfort and convenience. Enjoy peace of mind with a newer roof and modern flooring. The expansive backyard is perfect for gatherings, gardening, or future plans, including space to add a garage. The owners are moving due to relocation, making this a wonderful chance to step into a well-cared-for home. Don't

  Anna Flores RE/MAX Lakeside-South

  223 NW Barstow St, Waukesha, WI 53188
• 

  $205,000

  Sold Dec 31, 2025

  1021 Aurora St, Waukesha, WI 53186

  • 4 Beds
  • 1 Bath
  • 1,607 Sq Ft

  Last Sold Summary

  • 23% Below List Price
  • $128/SF
  • 21 Days On Market

  Current Estimated Value $215,712

  Last Listing Agent Sarah Steelman Lannon Stone Realty LLC

  1021 Aurora St, Waukesha, WI 53186
• 

  Est $414,434

  Not Listed For Sale

  740 Westbrooke Pkwy, Waukesha, WI 53186

  • 3 Beds
  • 1.5 Baths
  • 1,798 Sq Ft
  • Built 1956

  740 Westbrooke Pkwy, Waukesha, WI 53186

  Last Sold Summary

  • 25 Days On Market
• 

  

  /31

  $299,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,782 Sq Ft

  2165 Broken Hill Rd Unit 1, Waukesha, WI 53188

  Move right in to this well-maintained 2-bedroom, 2-bath condo in desirable Northview Bend! Conveniently located and offering easy condo living with low-maintenance convenience and peace of mind. The open layout features cathedral ceilings, walk-in closets, kitchen pantry, newer carpet, and a freshly painted den. Enjoy your private balcony for relaxing mornings or evenings. The finished lower

  Gayle Matt Evolve Realty

  2165 Broken Hill Rd Unit 1, Waukesha, WI 53188
• 

  $523,000

  Sold Mar 11, 2026

  2842 Coventry Ln, Waukesha, WI 53188

  • 5 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 2 Days On Market

  Last Listing Agent Haley LeClaire Realty Executives - Integrity

  2842 Coventry Ln, Waukesha, WI 53188
• 

  Est $414,123

  Not Listed For Sale

  2016 Coronado St, Waukesha, WI 53189

  • 5 Beds
  • 2,500 Sq Ft
  • Built 1968

  2016 Coronado St, Waukesha, WI 53189

  Last Sold Summary

  • 3 Days On Market
• 

  /2

  $199,900

  • Land
  • 13,503 Sq Ft
  • $644,839 per Acre

  Lt6 Overton Ave, Waukesha, WI 53188

  Nestled against a lush, wooded backdrop in Waukesha, this meticulously planned neighborhood features modern farmhouse-style homes specifically curated to honor the classic Americana lifestyle. Every exterior has been preselected to ensure a cohesive, designer-driven vision that offers a timeless community aesthetic at the perfect intersection of nature and heritage. Whether you are enjoying a

  Donna Scale Bielinski Homes, Inc.

  Lt6 Overton Ave, Waukesha, WI 53188
• 

  $542,000

  Sold Oct 16, 2025

  W257S4628 Wood Lilly Ln, Waukesha, WI 53189

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $298/SF
  • 1 Day On Market

  Current Estimated Value $557,122

  Last Listing Agent Sean Lentz Forward Realty Partners

  W257S4628 Wood Lilly Ln, Waukesha, WI 53189
• 

  Est $237,002

  Not Listed For Sale

  312 Wilson Ave, Waukesha, WI 53186

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft
  • Built 1950

  312 Wilson Ave, Waukesha, WI 53186

  Last Sold Summary

  • 3 Days On Market
• 

  

  /8

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,759 Sq Ft

  3938 Willow Dr, Waukesha, WI 53189

  Rolling Meadows is Waukesha's Newest Development! Brand New for the summer of 2026! Spacious 3 bedroom side-by-side townhouses with a 1st floor suite. Private Entrance, Private Patio, Private 2+ car attached garage. The Prairie Model features a 1st floor suite with private bath with dual sinks and dual walk-in closets. Plus two bedrooms and a den/office upstairs. 9' ceilings, granite or quartz

  Keith Prudlow Homeowners Concept Save More R

  3938 Willow Dr, Waukesha, WI 53189
• 

  $460,503

  Sold May 18, 2026

  1720 Erin Ln, Waukesha, WI 53188

  • 3 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  Last Sold Summary

  • $183/SF
  • 2 Days On Market

  Current Estimated Value $459,594

  Last Listing Agent Thomsen Team Modern Realty Partners LLC

  1720 Erin Ln, Waukesha, WI 53188
• 

  Est $403,737

  Not Listed For Sale

  2810 Raintree Ln Unit 21, Waukesha, WI 53189

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2000

  2810 Raintree Ln Unit 21, Waukesha, WI 53189

  Last Sold Summary

  • 1 Day On Market
• 

  

  /53

  $569,900

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 2,443 Sq Ft

  S43W22111 Beeheim Rd, Waukesha, WI 53189

  Meticulously maintained & beautifully updated, this 4-BR ranch home offers the perfect blend of comfort, style, & country living on 3 picturesque acres. Thoughtfully renovated throughout, the home features spacious living areas, an updated KIT, & well-appointed BRs designed for modern living. Pride of ownership is evident in every detail, w/careful maintenance & quality improvements that make

  Mary Rastas Shorewest Realtors, Inc.

  S43W22111 Beeheim Rd, Waukesha, WI 53189
• 

  $229,900

  Sold Apr 10, 2026

  912 Blackstone Ave, Waukesha, WI 53186

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $327/SF
  • 5 Days On Market

  Current Estimated Value $225,965

  Last Listing Agent Brad Vogel Badgerland Real Estate & Associates, LLC

  912 Blackstone Ave, Waukesha, WI 53186
• 

  Est $545,219

  Not Listed For Sale

  W254S4336 Oakdale Dr, Waukesha, WI 53189

  • 4 Beds
  • 2.5 Baths
  • 2,806 Sq Ft
  • Built 1906

  W254S4336 Oakdale Dr, Waukesha, WI 53189

  Last Sold Summary

  • 9 Days On Market
• 

  

  /25

  $699,900

  Under Contract

  • 3 Beds
  • 3 Baths
  • 2,405 Sq Ft

  3607 Hawthorn Hill Dr Unit 2, Waukesha, WI 53188

  Breathtaking design and unlike any other, this condo blends comfort and style seamlessly. The two-story kitchen & dining area creates an impressive focal point, featuring quartz countertops, a custom buffet & beverage station, a walk-in pantry & stylish architectural accents throughout. The Great Room is filled with natural light from expansive windows & showcases rich ceiling beams & a cozy gas

  Andrea McHenry Lake Country Flat Fee

  3607 Hawthorn Hill Dr Unit 2, Waukesha, WI 53188
• 

  $410,000

  Sold Nov 07, 2025

  1722 Sycamore Dr, Waukesha, WI 53189

  • 3 Beds
  • 1.5 Baths
  • 1,877 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $218/SF
  • 12 Days On Market

  Current Estimated Value $423,841

  Last Listing Agent The Italiano Team* Lake Country Flat Fee

  1722 Sycamore Dr, Waukesha, WI 53189
• 

  Not Listed For Sale

  1330 Gertrude St, Waukesha, WI 53186

  • 3 Beds
  • 1.5 Baths
  • 2,143 Sq Ft
  • Built 1968

  1330 Gertrude St, Waukesha, WI 53186

  Last Sold Summary

  • 4 Days On Market
• 

  

  /11

  $499,999

  $50K PRICE INCREASE Pending

  • 2 Beds
  • 2 Baths
  • 1,652 Sq Ft

  1436 Tenny Ave Unit 101, Waukesha, WI 53189

  The Sycamore at Aspen Overlook offers a stunning first floor 2 Bed, 2 Bath with an awesome open concept design you have been dreaming of! Impressive Owner's Suite has double vanity, tile shower and WIC. The spacious home will delight with a separate Sunroom enhanced with transom windows and patio access. Great Room/Kitchen showcases 9' ceilings, gas fireplace, and a quartz island ideal for

  Joe Orendorf Cornerstone Dev of SE WI LLC

  1436 Tenny Ave Unit 101, Waukesha, WI 53189
• 

  $530,000

  Sold Aug 07, 2025

  S23W22852 Hinsdale Rd, Waukesha, WI 53186

  • 3 Beds
  • 2.5 Baths
  • 3,022 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $175/SF

  Current Estimated Value $530,651

  Last Listing Agent Keith Fogel RE/MAX Service First

  S23W22852 Hinsdale Rd, Waukesha, WI 53186
• 

  Not Listed For Sale

  1401 Fox Point Ct, Waukesha, WI 53189

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1981

  1401 Fox Point Ct, Waukesha, WI 53189

  Last Sold Summary

  • 1 Day On Market
• 

  

  /43

  $465,000

  Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  411 Meadowdale Dr Unit 1, Waukesha, WI 53188

  Estate Sale, Estate eager for offer. Beautifully maintained Exterior by Condo Association. Interior needs normal updates. Enjoy this wonderful Condo for years to come. Excellent floor plan, fire place, excellent neighbors. New roof 5/26 installed

  Elizabeth Waffenschmidt Shorewest Realtors, Inc.

  411 Meadowdale Dr Unit 1, Waukesha, WI 53188
• 

  $350,000

  Sold Aug 29, 2025

  114 S Grand Ave, Waukesha, WI 53186

  • 4 Beds
  • 1.5 Baths
  • 1,552 Sq Ft

  Last Sold Summary

  • $226/SF
  • 9 Days On Market

  Current Estimated Value $357,033

  Last Listing Agent Erin Bodi Abundance Real Estate

  114 S Grand Ave, Waukesha, WI 53186
• 

  Est $404,469

  Not Listed For Sale

  1419 Horizon Trail Unit 141, Waukesha, WI 53189

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2003

  1419 Horizon Trail Unit 141, Waukesha, WI 53189

  Last Sold Summary

  • 3 Days On Market
• 

  

  /22

  $274,900

  $247K PRICE INCREASE Under Contract

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2740 Northview Rd Unit 109, Waukesha, WI 53188

  If you're a nature lover, you'll love sitting on your patio and looking out over the Pebble Creek Preserve, a nature conservancy right outside your door. Inside enjoy the efficient 1,221 SF layout of 2 br's and 2 baths. Updates in 2022 include a granite counter with a large, Kohler stainless single-bowl sink and faucet, new LVP flooring in the kitchen and 2 baths and a new furnace. Plus a new

  Mark Holiday Holiday Properties, LLC

  2740 Northview Rd Unit 109, Waukesha, WI 53188
• 

  $474,900

  Sold Dec 05, 2025

  N10W23564 Robinhood Ct, Waukesha, WI 53188

  • 4 Beds
  • 2 Baths
  • 2,075 Sq Ft

  Last Sold Summary

  • $229/SF
  • 1 Day On Market

  Current Estimated Value $492,706

  Last Listing Agent Diane McGeen Summit Realty

  N10W23564 Robinhood Ct, Waukesha, WI 53188
• 

  Est $261,049

  Not Listed For Sale

  207 W College Ave Unit C, Waukesha, WI 53186

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1985

  207 W College Ave Unit C, Waukesha, WI 53186

  Last Sold Summary

  • 2 Days On Market
• 

  

  /68

  $773,300

  New Construction $73K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  The Jackson Plan at Tenny Woods, Waukesha, WI 53189

  THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.” All prices, promotions

  Veridian Homes Builder

  550 E East Standing Stone Dr Unit 40677542, Waukesha, WI 53189
• 

  $525,000

  Sold Jul 31, 2025

  2323 N University Dr, Waukesha, WI 53188

  • 4 Beds
  • 3.5 Baths
  • 2,621 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $200/SF
  • 1 Day On Market

  Current Estimated Value $535,679

  Last Listing Agent Alex Derenne Real Broker Milwaukee

  2323 N University Dr, Waukesha, WI 53188
• 

  Est $843,687

  Not Listed For Sale

  N8W29926 Woodcrest Dr, Waukesha, WI 53188

  • 4 Beds
  • 2.5 Baths
  • 2,983 Sq Ft
  • Built 1987

  N8W29926 Woodcrest Dr, Waukesha, WI 53188

  Last Sold Summary

  • 10 Days On Market
• 

  

  /24

  $415,000

  • 4 Beds
  • 1.5 Baths
  • 2,029 Sq Ft

  103 Debbie Ct, Waukesha, WI 53189

  Tucked into a quiet neighborhood with easy access to I-94, I-43, Hwy 59, and the Waukesha Bypass, this 4-bedroom Colonial is full of character and untapped potential. Hardwood floors, a cozy fireplace, and a flowing floor plan set a warm and inviting tone -- while the serene backyard is your blank canvas. Plant that garden you've always dreamed of. Host summer evenings with family and friends

  Falk Ruvin Gallagher Team Keller Williams Realty-Milwauk

  103 Debbie Ct, Waukesha, WI 53189
• 

  $45,000

  Sold May 22, 2026

  S21W23079 Hillside Dr, Waukesha, WI 53186

  • Land
  • 13,068 Sq Ft
  • $150,000 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 200 Days On Market

  Current Estimated Value $65,500

  Last Listing Agent Jacquelin Leverance The Real Estate Studio

  S21W23079 Hillside Dr, Waukesha, WI 53186
• 

  Est $348,537

  Not Listed For Sale

  331 Debbie Dr, Waukesha, WI 53189

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft
  • Built 1961

  331 Debbie Dr, Waukesha, WI 53189

  Last Sold Summary

  • 25 Days On Market
• 

  

  /7

  $349,900

  • Land
  • 2.07 Acres
  • $169,034 per Acre

  Lt5 Lawnsdale Rd, Waukesha, WI 53189

  Rare Commercial Acreage in the Village of Waukesha. There are four separate parcels surrounding this new 45,000 SF tuition- free public charter school known as Mill Creek Academy. The traffic count on this busy road is 26,000 vpd with a controlled intersection. The property is a little over a mile south of the City of Waukesha and 6 miles from 1/94. These four commercial lots vary in size and in

  Victoria Hekkers V-Group, LLC

  Lt5 Lawnsdale Rd, Waukesha, WI 53189
• 

  $955,000

  Sold Jun 30, 2025

  305 Maple Ave, Waukesha, WI 53186

  Last Sold Summary

  • 1% Above List Price
  • 7 Days On Market

  Current Estimated Value $928,110

  Last Listing Agent Chris Slinker Berkshire Hathaway HomeServices Metro Realty

  305 Maple Ave, Waukesha, WI 53186
• 

  Est $407,590

  Not Listed For Sale

  1434 Horizon Trail Unit 101, Waukesha, WI 53189

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2005

  1434 Horizon Trail Unit 101, Waukesha, WI 53189

  Last Sold Summary

  • 11 Days On Market
• 

  

  /36

  $495,000

  Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,209 Sq Ft

  301 Mill Reserve Dr, Waukesha, WI 53188

  ''And A River Runs Through It''. The Fox River is your backyard, Literally. This Executive, Multi-Level End Unit Condo is awaiting you. 2 outstanding decks offer outstanding views. Level 2 houses the large primary bedroom suite. 2nd bedroom and laundry area. Both bedrooms have walk-in closets. Kitchen with Stone Counter Tops and Custom Cabinets along with a Breakfast Bar. Large Great room on main

  Larry Stanul RE/MAX Realty Center

  301 Mill Reserve Dr, Waukesha, WI 53188
• 

  $627,441

  Sold Jan 15, 2026

  437 Standing Stone Dr Unit 16-35, Waukesha, WI 53189

  • 2 Beds
  • 2 Baths
  • 2,013 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $312/SF
  • 0 Days On Market

  Last Listing Agent Joe Orendorf Cornerstone Dev of SE WI LLC

  437 Standing Stone Dr Unit 16-35, Waukesha, WI 53189

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