Oconomowoc, WI Homes

• 

  $460,000

  Sold May 20, 2026

  415 S Concord Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $252/SF
  • 4 Days On Market

  Current Estimated Value $477,427

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  415 S Concord Rd, Oconomowoc, WI 53066
• 

  Est $399,213

  Not Listed For Sale

  665 Armour Rd, Oconomowoc, WI 53066

  • Studio
  • 2,408 Sq Ft
  • Built 1964

  665 Armour Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /35

  $644,900

  New Construction Under Contract

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  1242 Green Tree Dr, Oconomowoc, WI 53066

  Welcome to the Lavender; a lovely split bedroom ranch featuring 3 beds/2 baths plus a sunroom! Located in the heart of Oconomowoc - Prairie Creek Ridge neighborhood. Kitchen features soft close cabinets, quartz countertops, walk-in pantry & SS appliances. Cathedral ceiling spans across kitchen & living room w/gas fireplace completes the space. Dinette off kitchen leads into sunroom which boasts

  Elizabeth Klug Keller Williams Realty-Lake Country

  1242 Green Tree Dr, Oconomowoc, WI 53066
• 

  

  /2

  $519,900

  Sold Dec 04, 2025

  1246 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $323/SF
  • 48 Days On Market

  Veridian Homes Arrowood

  1246 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $653,765

  Not Listed For Sale

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 2005

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 146 Days On Market
• 

  /2

  $519,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  1037 Elderberry Rd, Oconomowoc, WI 53066

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1037 Elderberry Rd, Oconomowoc, WI 53066
• 

  $565,000

  Sold Jul 25, 2025

  N52W35336 Lighthouse Ln Unit 711, Oconomowoc, WI 53066

  • 2 Beds
  • 3 Baths
  • 2,243 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $252/SF
  • 4 Days On Market

  Current Estimated Value $551,148

  Last Listing Agent Kelly Dirk Shorewest Realtors, Inc.

  N52W35336 Lighthouse Ln Unit 711, Oconomowoc, WI 53066
• 

  Est $699,007

  Not Listed For Sale

  790 Royal Troon Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,251 Sq Ft
  • Built 1999

  790 Royal Troon Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market
• 

  

  /5

  $699,900

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,479 Sq Ft

  1361 Scotsland Ln, Oconomowoc, WI 53066

  The Monterey-spacious craftsman inspired 2-story on lot 86 in Olde Highlander! Community will feature a range of amenities including a walking path, swimming pool, clubhouse & more! 2-story front foyer leads to open concept living space. Kitchen has soft close cabinets, quartz countertops, exterior vented range hood & walk-in pantry. Kitchen is open to great room which boasts a cathedral ceiling

  Erin Russell Tim O'Brien Homes

  1361 Scotsland Ln, Oconomowoc, WI 53066
• 

  $362,500

  Sold May 01, 2026

  322 S Park St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $350/SF
  • 3 Days On Market

  Current Estimated Value $338,137

  Last Listing Agent Jane Herro Oconomowoc Realty LLC

  322 S Park St, Oconomowoc, WI 53066
• 

  Est $339,816

  Not Listed For Sale

  220 Summit Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft

  220 Summit Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 40 Days On Market
• 

  

  /102

  $634,100

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  The Atwood Plan at Arrowood, Oconomowoc, WI 53066

  Here’s a home centered on being the life of the party. The Atwood’s sophisticated curb appeal will immediately draw in your guests. Stash coats away in the foyer closet. Keep everyone in the conversation, while seated around the angled kitchen island. And you know that dining bump-out is going to come in handy for dinner parties. Just make sure you’ve stocked the walk-in pantry with the good

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 37971414, Oconomowoc, WI 53066
• 

  $169,900

  Sold Sep 11, 2025

  Lt89 Scotsland Ln, Oconomowoc, WI 53066

  • Land
  • 11,325 Sq Ft
  • $653,462 per Acre

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  Lt89 Scotsland Ln, Oconomowoc, WI 53066
• 

  Est $1,564,831

  Not Listed For Sale

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 18 Days On Market
• 

  

  /46

  $825,000

  $170K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,668 Sq Ft

  212 S Golden Lake Ln, Oconomowoc, WI 53066

  Don't miss out on owning this property with 100' of lake frontage and stunning views on the western shoreline on Golden Lake. Make this ranch home with 2 car GA your own, or start fresh to make your dream home. This awesome lot is extra deep with a desirable long driveway that provides ample parking for guests and owner. Walkout basement has a finished rec room with door opening out to the lake,

  Shawn Roth Shorewest Realtors, Inc.

  212 S Golden Lake Ln, Oconomowoc, WI 53066
• 

  $590,000

  Sold Apr 09, 2026

  227 Shore Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 2,483 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 12 Days On Market

  Current Estimated Value $589,614

  Last Listing Agent J Tweeden & Asso Team First Weber Inc - Delafield

  227 Shore Cir, Oconomowoc, WI 53066
• 

  Est $573,242

  Not Listed For Sale

  285 N Lapham St, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 2,768 Sq Ft
  • Built 2005

  285 N Lapham St, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market
• 

  

  /18

  $464,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,317 Sq Ft

  1057 Elderberry Rd, Oconomowoc, WI 53066

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1057 Elderberry Rd, Oconomowoc, WI 53066
• 

  $711,998

  Sold Jul 23, 2025

  1323 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  Last Sold Summary

  • $361/SF

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  1323 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $480,272

  Not Listed For Sale

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 27 Days On Market
• 

  

  /4

  $659,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,257 Sq Ft

  1723 Switchgrass St, Oconomowoc, WI 53066

  HOUSE IN ROUGH CARPENTRY. 3 bedrooms/2 full baths/elite series ranch. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Master bath has ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks. Large WIC master suite. Family bath has double sinks. 9' 1st floor ceilings; pitched ceiling in foyer, living room, kitchen, dinette. Tray

  Joseph Behmke Kaerek Homes, Inc.

  1723 Switchgrass St, Oconomowoc, WI 53066
• 

  $659,995

  Sold Dec 12, 2025

  789 N Forest Ridge Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Last Sold Summary

  • $264/SF
  • 2 Days On Market

  Current Estimated Value $681,518

  Last Listing Agent Randolph Kohler Abundance Real Estate

  789 N Forest Ridge Ct, Oconomowoc, WI 53066
• 

  Est $449,911

  Not Listed For Sale

  452 W South St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  452 W South St, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market
• 

  /2

  $549,900

  • Land
  • 32,670 Sq Ft
  • $733,200 per Acre

  N73W36388 S Shore Dr, Oconomowoc, WI 53066

  Rare chance to own a prime lakefront property with breath-taking views situated on a stunning 3/4-acre lot on Ashippun Lake. Here's an amazing opportunity to tear down and build your dream home! Enjoy approximately 90 feet of frontage and a fully buildable lot offering an expansive building envelope--ideal for constructing a substantial custom home. Existing structure is considered a tear-down,

  Randy Rosen HomeBuyers Advantage, LLC

  N73W36388 S Shore Dr, Oconomowoc, WI 53066
• 

  $2,200,000

  Sold May 29, 2026

  W398N6198 Mary Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,070 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $717/SF
  • 11 Days On Market

  Current Estimated Value $2,304,074

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  W398N6198 Mary Ln, Oconomowoc, WI 53066
• 

  Est $751,543

  Not Listed For Sale

  W356N6155 Anchor Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,669 Sq Ft
  • Built 1989

  W356N6155 Anchor Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 21 Days On Market
• 

  

  /28

  $420,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  207 E Jefferson St, Oconomowoc, WI 53066

  Located near Downtown Oconomowoc, Roosevelt Park, and the Lake Country Rec Trail, this two-family property offers investment potential in a convenient location. Situated on a corner lot with established perennials, the property includes private patio space for each unit, a storage shed, and in-unit laundry in both units. Unit 1 features an updated kitchen with beam ceiling, stainless steel

  Salina Judkins Stapleton Realty

  207 E Jefferson St, Oconomowoc, WI 53066
• 

  $542,900

  Sold Feb 27, 2026

  57 Happy Hollow Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $540,488

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  57 Happy Hollow Ln, Oconomowoc, WI 53066
• 

  Est $677,758

  Not Listed For Sale

  800 Apple Grove Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 4,030 Sq Ft
  • Built 2001

  800 Apple Grove Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market
• 

  

  /67

  $1,500,000

  Under Contract

  • 2 Beds
  • 4 Baths
  • 2,012 Sq Ft

  W351N5464 Lake Dr, Oconomowoc, WI 53066

  2 Homes. 1 Rare Okauchee Lake Opportunity. Spend your days on the water, your evenings around the firepit, & your weekends boating to your favorite lake hot spots! This is more than a property. It's a lifestyle. The main home offers an updated setting with 2 bedrooms, 3 baths, modern finishes, open living area, well designed kitchen, & spacious deck & balcony to extend the living space outdoors.

  Jennie Castillo Coldwell Banker Elite

  W351N5464 Lake Dr, Oconomowoc, WI 53066
• 

  $425,000

  Sold Apr 13, 2026

  46 S Concord Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  Last Sold Summary

  • 10% Above List Price
  • $255/SF
  • 2 Days On Market

  Current Estimated Value $412,343

  Last Listing Agent Ryan Delaney The Lavender Group

  46 S Concord Rd, Oconomowoc, WI 53066
• 

  Est $410,586

  Not Listed For Sale

  202 S Maple St, Oconomowoc, WI 53066

  • 5 Beds
  • 2 Baths
  • 2,068 Sq Ft

  202 S Maple St, Oconomowoc, WI 53066

  Last Sold Summary

  • 54 Days On Market
• 

  

  /25

  $363,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  725 W South St, Oconomowoc, WI 53066

  Charm and character is abundant in this Victorian located five blocks from the heart of downtown Oconomowoc. The main floor offers a 3-season porch, beautifully updated kitchen. The inviting living room features built-in wall gas fireplace, creating warm and relaxing for entertaining. Upper level has 3 bedrooms and main full bath. Master bedroom features a large dressing room. Spacious and fenced

  Susie Meyer Keller Williams Realty-Lake Country

  725 W South St, Oconomowoc, WI 53066
• 

  $640,000

  Sold Jul 31, 2025

  1603 Switchgrass St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,253 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $284/SF
  • 6 Days On Market

  Current Estimated Value $658,421

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  1603 Switchgrass St, Oconomowoc, WI 53066
• 

  Est $740,328

  Not Listed For Sale

  1483 Turnberry Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,865 Sq Ft
  • Built 1995

  1483 Turnberry Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 46 Days On Market
• 

  

  /42

  $649,900

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  2938 Yahara Dr, Oconomowoc, WI 53066

  Step inside this beautifully designed ranch home in one of the area's most thoughtfully planned neighborhoods! The curb appeal blends perfectly with the home's bold interior finishes. This open-concept layout features vaulted ceilings in the living room and primary bedroom, LVP flooring throughout, and an upgraded kitchen with granite countertops, custom tile backsplash, and a large island for

  Tyler Metz Lannon Stone Realty LLC

  2938 Yahara Dr, Oconomowoc, WI 53066
• 

  $658,900

  Sold Jul 23, 2025

  1309 Mamerow Ln W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,336 Sq Ft

  Last Sold Summary

  • $282/SF
  • 10 Days On Market

  Current Estimated Value $647,333

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1309 Mamerow Ln W, Oconomowoc, WI 53066
• 

  Est $339,145

  Not Listed For Sale

  W397N5953 Autumn Woods Dr Unit 96, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,825 Sq Ft
  • Built 2005

  W397N5953 Autumn Woods Dr Unit 96, Oconomowoc, WI 53066

  Last Sold Summary

  • 20 Days On Market
• 

  

  /55

  $775,000

  Under Contract

  • 3 Beds
  • 3.5 Baths
  • 3,733 Sq Ft

  960 S Wayfare Trail, Oconomowoc, WI 53066

  Well-maintained custom-built home w/ fully private pond features large living room with vaulted ceilings, hardwood floors, tranquil views, gorgeous towering double sided natural fireplace w/ gas starter. Expansive custom kitchen& dining area w/ss appliances, massive work island and walk-in pantry. Sliders from dining area lead to no maintenance upper deck overlooking pond and yard. First floor

  Kelly Kasten RE/MAX Universal

  960 S Wayfare Trail, Oconomowoc, WI 53066
• 

  $619,900

  Sold Jun 15, 2026

  1596 Weston Ridge Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,469 Sq Ft

  Last Sold Summary

  • $251/SF
  • 270 Days On Market

  Last Listing Agent Jennifer Villarreal Villa Realty

  1596 Weston Ridge Rd, Oconomowoc, WI 53066

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