Oconomowoc's housing stock is spread across 153 distinct subdivisions and condo buildings, ranging from long-established lake-area neighborhoods to newer construction on the city's edges. Prairie Creek Ridge stands out as the largest active community by a wide margin, with dozens of single-family homes and new construction currently available, making it the go-to reference point for buyers wanting a newer build. Arrowood is another active new-construction neighborhood with a steady flow of listings, while Olde Highlander offers a mix of single-family homes, townhouses and condos, some newly built. For buyers 55 and older, options include Autumn Woods , Mission Lakes , Silver Ridge , Stone Vue and Oconomowoc Square, all built around low-maintenance condo living. Beyond these active pockets, the bulk of the city's inventory sits in resale-only neighborhoods like Lakewood Estates , River Bluff and Westshore , where turnover is slower and homes rarely sit on the market long once listed. Altogether, this mix serves everyone from first-time condo buyers to move-up families and lake-lifestyle buyers seeking established, mature neighborhoods near Oconomowoc's water access and downtown core.
153 Communities
25 Active Listings
5 Active Adult 55+
6 New Construction
2 homes sold in the past year ranging from $535,000 to $565,000.
Single Family
$535,000–$565,000
Median $550,000
There are currently 14 single-family homes from $459,900 to $724,900 for sale.
Single Family New Construction
There are currently no homes for sale in Ashippun Shores.
Single Family Land
3 homes sold in the past year ranging from $300,000 to $352,000.
Condo 55+ Active Adult
$300,000–$352,000
Median $310,000
5 homes sold in the past year ranging from $510,000 to $640,000.
Single Family Condo
$510,000–$640,000
Median $535,000
There are currently no homes for sale in Bay View Conservancy.
Single Family Land
1 home sold in the past year at $787,000.
Single Family Land
There are currently no homes for sale in Blackhawk Drive Assoc..
Single Family
There are currently no homes for sale in Blue River Reserve.
Single Family
There are currently no homes for sale in Bolson Drive.
Condo
There are currently no homes for sale in Breezy Point Estates.
Single Family Condo Land
2 homes sold in the past year ranging from $684,900 to $925,000.
Single Family Land
$684,900–$925,000
Median $804,950
There are currently no homes for sale in Briarwoods.
Single Family
There are currently no homes for sale in Burtonwood.
Single Family Land
1 home sold in the past year at $635,000.
Single Family Land
There are currently no homes for sale in Clover Lane.
Single Family
There are currently no homes for sale in Cottonwood Creek.
Single Family Land
1 home sold in the past year at $335,000.
Condo
There is currently 1 condo at $345,000 for sale.
Condo
There are currently no homes for sale in Eagles Landing.
Condo
1 home sold in the past year at $605,000.
Single Family Land
There are currently no homes for sale in Edgemoore Estates.
Single Family Land
There are currently no homes for sale in Edgewater Estates.
Single Family
There are currently no homes for sale in Enchanted Forest.
Single Family Land
There are currently no homes for sale in Fairways.
Condo
There are currently no homes for sale in Farmwood Heights.
Single Family
There are currently no homes for sale in Florence Acres.
Multi-Unit
There are currently no homes for sale in Forest Cove.
Single Family
1 home sold in the past year at $380,000.
Single Family
There is currently 1 condo at $1,099,000 for sale.
Condo
There are currently no homes for sale in Froemming.
Single Family
1 home sold in the past year at $288,500.
Condo Townhouse
3 homes sold in the past year ranging from $515,000 to $668,000.
Condo
$515,000–$668,000
Median $635,000
There are currently no homes for sale in Grant Manor.
Condo
1 home sold in the past year at $525,000.
Single Family
There is currently 1 single-family home at $495,000 for sale.
Single Family
3 homes sold in the past year ranging from $348,000 to $458,750.
Single Family
$348,000–$458,750
Median $425,000
There are currently no homes for sale in Hawthorne Ridge.
Single Family
1 home sold in the past year at $465,000.
Single Family
5 homes sold in the past year ranging from $565,000 to $700,000.
Single Family Condo Townhouse
$565,000–$700,000
Median $645,000
1 home sold in the past year at $599,259.
Single Family
There are currently no homes for sale in Hickory Green.
Single Family
There are currently no homes for sale in Hickory Wood Farms.
Single Family Land
There are currently 2 single-family homes from $669,500 to $699,000 for sale.
Single Family Land
There are currently no homes for sale in Hickorywood Farms II.
Single Family
2 homes sold in the past year ranging from $450,000 to $570,000.
Single Family Townhouse Multi-Unit
$450,000–$570,000
Median $510,000
There are currently no homes for sale in Highland Park.
Single Family
There are currently no homes for sale in Highlands Of Lake Country.
Single Family Land
There are currently no homes for sale in Holmestead Country.
Single Family
1 home sold in the past year at $515,000.
Single Family
There are currently no homes for sale in Islandwood.
Single Family
There are currently no homes for sale in La Belle Heights.
Single Family
There are currently no homes for sale in La Belle Shores.
Condo
There are currently no homes for sale in La Belle Villa.
Single Family Land
There are currently no homes for sale in Labelle Villa.
Single Family Land
There are currently no homes for sale in Lac La Belle View.
Single Family
There are currently no homes for sale in Lake Aire.
Condo
There is currently 1 condo at $385,000 for sale.
Condo Townhouse
There is currently 1 condo at $229,000 for sale.
Condo
There are currently no homes for sale in Lake Grove.
Single Family
There are currently no homes for sale in Lake Hills Estates.
Single Family Land
There are currently no homes for sale in Lake Park Heights.
Single Family Multi-Unit
There are currently no homes for sale in Lake Shore Club.
Condo
There is currently 1 single-family home at $760,000 for sale.
Single Family Land
There are currently no homes for sale in Lakeridge II.
Single Family
There are currently no homes for sale in Lakeridge West.
Single Family Land
2 homes sold in the past year ranging from $917,500 to $1,250,000.
Single Family Land
$917,500–$1,250,000
Median $1,083,750
3 homes sold in the past year ranging from $630,000 to $660,000.
Single Family Condo Land
$630,000–$660,000
Median $650,000
1 home sold in the past year at $765,000.
Single Family Land
1 home sold in the past year at $630,000.
Single Family Land
2 homes sold in the past year ranging from $673,000 to $720,000.
Single Family Land
$673,000–$720,000
Median $696,500
1 home sold in the past year at $277,000.
Condo
1 home sold in the past year at $750,000.
Single Family
There are currently no homes for sale in Mapleton Lake Estates.
Single Family Multi-Unit
There are currently no homes for sale in Mcmahon Ponds.
Single Family Land
3 homes sold in the past year ranging from $502,000 to $705,000.
Single Family Land
$502,000–$705,000
Median $540,000
There are currently no homes for sale in Merchants Plat.
Single Family
8 homes sold in the past year ranging from $340,000 to $447,000.
Condo 55+ Active Adult
$340,000–$447,000
Median $393,250
3 homes sold in the past year ranging from $470,000 to $605,000.
Single Family Townhouse Land
$470,000–$605,000
Median $539,500
There are currently no homes for sale in Misty Meadows North.
Single Family
1 home sold in the past year at $574,900.
Single Family
There are currently no homes for sale in North Pole Estates.
Single Family Land
2 homes sold in the past year ranging from $625,000 to $640,000.
Single Family Land
$625,000–$640,000
Median $632,500
There are currently no homes for sale in Oconomowoc Fairways.
Condo
There is currently 1 single-family home at $585,000 for sale.
Single Family
There is currently 1 condo at $325,000 for sale.
Condo 55+ Active Adult
There are currently no homes for sale in Okauchee Lake.
Single Family Land
There are currently 2 townhouses from $489,900 to $499,900, 5 single-family homes from $439,900 to $630,000 and 2 condos from $549,900 to $559,900 for sale.
Single Family Condo Townhouse Land New Construction
There are currently no homes for sale in Orchard Court.
Single Family
1 home sold in the past year at $595,000.
Single Family
1 home sold in the past year at $660,000.
Single Family
There is currently 1 single-family home at $599,900 for sale.
Single Family
There is currently 1 single-family home at $729,900 for sale.
Single Family Condo Land
1 home sold in the past year at $724,900.
Single Family Land
There are currently no homes for sale in Park View Meadows.
Single Family Land
There are currently no homes for sale in Park View Meadows Four.
Single Family
1 home sold in the past year at $450,000.
Single Family
2 homes sold in the past year ranging from $413,000 to $428,000.
Condo
$413,000–$428,000
Median $420,500
4 homes sold in the past year ranging from $559,900 to $671,000.
Single Family Land
$559,900–$671,000
Median $622,500
There are currently no homes for sale in Pine Ridge Estates West.
Single Family
3 homes sold in the past year ranging from $600,000 to $850,000.
Single Family Condo Townhouse
$600,000–$850,000
Median $625,000
There is currently 1 condo at $409,900 for sale.
Condo
There are currently no homes for sale in Point Comfort.
Single Family
There are currently 24 single-family homes from $564,900 to $763,900 and 1 land listing at $149,900 for sale.
Single Family Land New Construction
3 homes sold in the past year ranging from $660,000 to $802,000.
Single Family Land
$660,000–$802,000
Median $720,000
There are currently 2 single-family homes from $425,000 to $440,000 for sale.
Single Family
1 home sold in the past year at $665,000.
Single Family Land
There are currently no homes for sale in River Hills-monterey.
Single Family
There are currently no homes for sale in Riverknoll.
Single Family Land
2 homes sold in the past year ranging from $670,000 to $760,000.
Single Family Land
$670,000–$760,000
Median $715,000
1 home sold in the past year at $540,000.
Single Family
1 home sold in the past year at $2,580,000.
Single Family Land
1 home sold in the past year at $816,320.
Single Family Land
There are currently no homes for sale in Shakerville.
Single Family
1 home sold in the past year at $371,000.
Condo Townhouse
There are currently no homes for sale in Shorewood Terrace.
Single Family Land
There are currently no homes for sale in Silver Lake Trail.
Single Family
There is currently 1 single-family home at $549,900 for sale.
Single Family Land
4 homes sold in the past year ranging from $289,900 to $315,000.
Condo 55+ Active Adult
$289,900–$315,000
Median $306,000
There is currently 1 condo at $380,000 for sale.
Condo 55+ Active Adult
There are currently no homes for sale in Stonebank Highlands.
Single Family Land
There are currently no homes for sale in Summit Meadows.
Single Family
2 homes sold in the past year ranging from $460,000 to $544,400.
Single Family Land
$460,000–$544,400
Median $502,200
There are currently no homes for sale in Tamarack Shores.
Single Family
2 homes sold in the past year ranging from $479,900 to $488,000.
Single Family Land
$479,900–$488,000
Median $483,950
1 home sold in the past year at $2,350,000.
Condo
There are currently no homes for sale in The Park at Prairie Creek Reserve.
Condo
There are currently 5 condos from $689,900 to $798,438 for sale.
Condo New Construction
There are currently no homes for sale in Thurows Golden View Estates.
Single Family Condo Land
There are currently no homes for sale in Tower Ridge.
Condo
There are currently no homes for sale in Upper Oconomowoc.
Single Family
4 homes sold in the past year ranging from $289,000 to $320,000.
Condo
$289,000–$320,000
Median $311,000
There is currently 1 condo at $950,000 for sale.
Single Family Condo Townhouse New Construction
1 home sold in the past year at $1,195,000.
Condo
There is currently 1 condo at $749,900 for sale.
Condo
There are currently no homes for sale in Villas at Lakewood.
Condo
There are currently no homes for sale in Waterville Ridge.
Single Family
There are currently no homes for sale in Wegner Park.
Single Family Multi-Unit
There are currently no homes for sale in Westmoor Acres.
Single Family
There is currently 1 land listing at $195,900 for sale.
Single Family Land
There are currently 2 condos from $649,900 to $658,900 for sale.
Condo Townhouse New Construction
5 homes sold in the past year ranging from $650,000 to $1,180,000.
Single Family Land
$650,000–$1,180,000
Median $743,000
There is currently 1 single-family home at $624,900 for sale.
Single Family
There is currently 1 single-family home at $550,000 for sale.
Single Family
There are currently no homes for sale in Whittaker Bay.
Single Family Land
There are currently no homes for sale in Willow Pond.
Condo
6 homes sold in the past year ranging from $500,000 to $667,608.
Single Family
$500,000–$667,608
Median $548,500
There are currently no homes for sale in Wood Creek II.
Single Family
There are currently no homes for sale in Wood Creek Iii.
Single Family
There are currently no homes for sale in Woodcreek.
Single Family
1 home sold in the past year at $1,000,000.
Single Family Land
1 home sold in the past year at $815,000.
Single Family Land
There are currently no homes for sale in Wren Crest.
Single Family
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