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53066, WI - single-family homes for sale
91 of 91 results displayed
- New
$699,900Active5 beds 4 baths2,897 sq. ft.2826 Yahara Dr, Summit, WI 53066
MLS# 1949709Listed by: LAKE COUNTRY FLAT FEE 
$699,900Pending3 beds 2 baths1,536 sq. ft.W339S2750 County Road C, Oconomowoc, WI 53066
MLS# 1949489Listed by: EXP REALTY, LLC MKE- New
$879,900Active4 beds 3 baths3,489 sq. ft.3049 Mendota Dr, Summit, WI 53066
MLS# 1949318Listed by: LAKE COUNTRY FLAT FEE 
$450,000Pending3 beds 2 baths1,752 sq. ft.N58W39641 Sunnyfield Dr, Oconomowoc, WI 53066
MLS# 1949295Listed by: SHOREWEST REALTORS, INC.
$582,000Active3 beds 2 baths1,926 sq. ft.431 Thurow Dr, Oconomowoc, WI 53066
MLS# 1948737Listed by: REALTY EXECUTIVES - INTEGRITY
$537,500Pending4 beds 3 baths2,173 sq. ft.57 Happy Hollow Ln, Oconomowoc, WI 53066
MLS# 1948607Listed by: REALTY EXECUTIVES - INTEGRITY
$574,900Active3 beds 3 baths2,924 sq. ft.255 Lakeridge Dr, Oconomowoc, WI 53066
MLS# 1948602Listed by: KELLER WILLIAMS REALTY-LAKE COUNTRY
$480,000Active3 beds 3 baths1,800 sq. ft.N6236 Willow Glen Rd, Concord, WI 53066
MLS# 1948591Listed by: QUORUM ENTERPRISES, INC.
$400,000Pending4 beds 2 baths1,454 sq. ft.711 E Harvard STREET, Oconomowoc, WI 53066
MLS# 1948423Listed by: FIRST WEBER INC - DELAFIELD
$729,500Pending5 beds 4 baths3,102 sq. ft.841 Summer Creek ROAD, Oconomowoc, WI 53066
MLS# 1948366Listed by: KELLER WILLIAMS REALTY-LAKE COUNTRY
$564,900Active4 beds 3 baths2,665 sq. ft.237 Royal Ridge Drive, Oconomowoc, WI 53066
MLS# 2015184Listed by: BERKSHIRE HATHAWAY HOMESERVICES TRUE REALTY
$650,000Active3 beds 3 baths2,773 sq. ft.1289 Ridgeside Rd, Oconomowoc, WI 53066
MLS# 1948027Listed by: SHOREWEST REALTORS, INC.
$649,000Pending4 beds 3 baths3,295 sq. ft.762 N Forest Ridge Ct, Summit, WI 53066
MLS# 1947998Listed by: CENTURY 21 AFFILIATED - DELAFIELD
$644,900Active4 beds 3 baths2,411 sq. ft.1369 Scotsland Ln, Oconomowoc, WI 53066
MLS# 1947938Listed by: TIM O'BRIEN HOMES
$389,999Pending3 beds 2 baths2,531 sq. ft.N55W37027 Lisbon ROAD, Oconomowoc, WI 53066
MLS# 1947882Listed by: FIRST WEBER INC - DELAFIELD
$514,900Active3 beds 2 baths1,420 sq. ft.1193 Arrowood Cir W, Oconomowoc, WI 53066
MLS# 1947879Listed by: SHOREWEST REALTORS, INC.
$740,000Active4 beds 3 baths2,332 sq. ft.N1259 County Road P, Ashippun, WI 53078
MLS# 1947784Listed by: SHOREWEST REALTORS, INC.- Open Sat, 1 to 4pm
$499,900Pending3 beds 3 baths1,996 sq. ft.982 Glencoe LANE #Lt73, Oconomowoc, WI 53066
MLS# 1947776Listed by: HARBOR HOMES INC 
$529,900Active3 beds 2 baths1,482 sq. ft.830 Burr Oak Ct, Oconomowoc, WI 53066
MLS# 1947711Listed by: LAKE COUNTRY FLAT FEE
$650,000Active3 beds 3 baths2,588 sq. ft.W341N6716 Lancelot Dr, Oconomowoc, WI 53066
MLS# 1947490Listed by: FIRST WEBER INC- RACINE
$269,000Active3 beds 2 baths1,249 sq. ft.1355 Blazing Star Drive, Carlisle, IA 50047
MLS# 732830Listed by: RE/MAX CONCEPTS
$729,990Active5 beds 3 baths3,013 sq. ft.1682 Switchgrass St, Oconomowoc, WI 53066
MLS# 1946993Listed by: KAEREK HOMES, INC.
$734,990Pending4 beds 3 baths3,013 sq. ft.1752 Switchgrass STREET, Oconomowoc, WI 53066
MLS# 1946991Listed by: KAEREK HOMES, INC.
$615,000Pending4 beds 3 baths2,355 sq. ft.1372 MacGregor ROAD, Oconomowoc, WI 53066
MLS# 1946902Listed by: LANNON STONE REALTY LLC
$589,900Pending4 beds 3 baths2,086 sq. ft.1269 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1946741Listed by: SHOREWEST REALTORS, INC.
$524,900Active3 beds 3 baths1,647 sq. ft.1227 Arrowood Cir, Oconomowoc, WI 53066
MLS# 1946727Listed by: SHOREWEST REALTORS, INC.
$400,000Active2 beds 3 baths1,490 sq. ft.1498 Olde Highlander Dr, Oconomowoc, WI 53066
MLS# 1946657Listed by: HARBOR HOMES INC
$485,000Active3 beds 2 baths2,158 sq. ft.909 York Imperial Dr, Oconomowoc, WI 53066
MLS# 1946640Listed by: KELLER WILLIAMS REALTY-LAKE COUNTRY
$669,900Active3 beds 2 baths2,004 sq. ft.1533 Fay Ln, Oconomowoc, WI 53066
MLS# 1946256Listed by: LAKE COUNTRY FLAT FEE
$475,000Pending3 beds 2 baths3,298 sq. ft.N566 Westview DRIVE, Oconomowoc, WI 53066
MLS# 1946044Listed by: REDEFINED REALTY ADVISORS LLC
$595,000Active4 beds 3 baths2,355 sq. ft.1286 Olde Highlander Dr, Oconomowoc, WI 53066
MLS# 1945988Listed by: HARBOR HOMES INC
$679,500Pending4 beds 3 baths2,277 sq. ft.W334N7700 Stone Bank ROAD, Oconomowoc, WI 53066
MLS# 1945958Listed by: THE REAL ESTATE COMPANY LAKE & COUNTRY
$575,000Pending3 beds 3 baths2,108 sq. ft.813 High STREET, Oconomowoc, WI 53066
MLS# 1945798Listed by: BEST LIFE REALTY
$539,900Active3 beds 2 baths1,572 sq. ft.1257 Arrowood Cir W, Oconomowoc, WI 53066
MLS# 1945679Listed by: SHOREWEST REALTORS, INC.
$250,000Pending3 beds 1 baths1,492 sq. ft.N68W33460 County Road K, Oconomowoc, WI 53066
MLS# 1945648Listed by: STAPLETON REALTY
$265,000Pending3 beds 2 baths1,251 sq. ft.1345 Blazing Star Drive, Carlisle, IA 50047
MLS# 731689Listed by: VIA GROUP, REALTORS
$699,900Active3 beds 2 baths2,242 sq. ft.N945 Winds Way, Ashippun, WI 53066
MLS# 1945093Listed by: LOOS CUSTOM HOMES,LLC
$599,900Active4 beds 3 baths2,165 sq. ft.1084 Spruce Ct, Oconomowoc, WI 53066
MLS# 1947125Listed by: SHOREWEST REALTORS, INC.
$732,635Active3 beds 4 baths2,477 sq. ft.1333 Periwinkle Pass, Oconomowoc, WI 53066
MLS# 1945052Listed by: COLDWELL BANKER REALTY
$519,900Pending3 beds 3 baths1,583 sq. ft.1174 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1945014Listed by: SHOREWEST REALTORS, INC.
$524,900Active3 beds 3 baths1,619 sq. ft.1158 Arrowood Cir W, Oconomowoc, WI 53066
MLS# 1945011Listed by: SHOREWEST REALTORS, INC.
$699,900Active4 beds 3 baths2,400 sq. ft.1214 Arrowood Cir W, Oconomowoc, WI 53066
MLS# 1945013Listed by: SHOREWEST REALTORS, INC.
$555,000Pending4 beds 3 baths3,200 sq. ft.727 Browning CIRCLE, Oconomowoc, WI 53066
MLS# 1944872Listed by: PROPERTY DYNAMICS/APPRAISAL SPECIALISTS
$639,990Active3 beds 2 baths2,257 sq. ft.1757 Hammock Ln, Oconomowoc, WI 53066
MLS# 1944162Listed by: KAEREK HOMES, INC.
$509,900Active3 beds 3 baths1,519 sq. ft.1161 Arrowood Cir W, Oconomowoc, WI 53066
MLS# 1944005Listed by: SHOREWEST REALTORS, INC.
$539,900Pending3 beds 2 baths1,767 sq. ft.1710 Whalen DRIVE, Oconomowoc, WI 53066
MLS# 1943991Listed by: LOOS CUSTOM HOMES,LLC
$646,990Active4 beds 3 baths2,289 sq. ft.1343 Periwinkle Pass, Oconomowoc, WI 53066
MLS# 1943801Listed by: KAEREK HOMES, INC.
$659,900Active4 beds 3 baths2,264 sq. ft.1672 Switchgrass St, Oconomowoc, WI 53066
MLS# 1943686Listed by: TIM O'BRIEN HOMES
$689,990Pending4 beds 3 baths2,748 sq. ft.1745 Hammock LANE, Oconomowoc, WI 53066
MLS# 1943177Listed by: KAEREK HOMES, INC.
$639,900Pending4 beds 3 baths2,580 sq. ft.1717 Hammock LANE, Oconomowoc, WI 53066
MLS# 1943015Listed by: TIM O'BRIEN HOMES
$639,900Pending4 beds 3 baths2,580 sq. ft.1717 Hammock Ln, Oconomowoc, WI 53066
MLS# 1943015Listed by: TIM O'BRIEN HOMES
$529,900Active3 beds 2 baths1,482 sq. ft.1278 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1942936Listed by: SHOREWEST REALTORS, INC.
$499,900Pending2 beds 1 baths536 sq. ft.N73W36308 S Shore DRIVE, Oconomowoc, WI 53066
MLS# 1942431Listed by: SHOREWEST REALTORS, INC.
$409,900Pending3 beds 2 baths1,288 sq. ft.W277 Madison AVENUE, Oconomowoc, WI 53066
MLS# 1942106Listed by: ALESCI REALTY
$559,900Active3 beds 3 baths1,861 sq. ft.1187 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1941397Listed by: SHOREWEST REALTORS, INC.
$2,500,000Pending4 beds 4 baths3,100 sq. ft.34352 Valley ROAD, Oconomowoc, WI 53066
MLS# 1941190Listed by: KELLER WILLIAMS-MNS WAUWATOSA
$795,000Pending3 beds 2 baths1,694 sq. ft.W2951 Monroe ROAD, Oconomowoc, WI 53066
MLS# 1941170Listed by: BERKSHIRE HATHAWAY HS LAKE COUNTRY
$444,900Active2 beds 2 baths1,304 sq. ft.1011 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1940605Listed by: SHOREWEST REALTORS, INC.
$549,900Pending3 beds 2 baths1,750 sq. ft.1742 Whalen DRIVE, Oconomowoc, WI 53066
MLS# 1939847Listed by: LOOS CUSTOM HOMES,LLC
$519,900Pending3 beds 3 baths1,608 sq. ft.1246 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1939700Listed by: SHOREWEST REALTORS, INC.
$1,075,000Active4 beds 3 baths2,800 sq. ft.N66W34839 Baltic Pass, Oconomowoc, WI 53066
MLS# 1938846Listed by: SHOREWEST REALTORS, INC.
$639,900Pending3 beds 3 baths2,142 sq. ft.1709 Hammock LANE, Oconomowoc, WI 53066
MLS# 1938414Listed by: TIM O'BRIEN HOMES
$484,900Active3 beds 2 baths1,592 sq. ft.997 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1937847Listed by: SHOREWEST REALTORS, INC.
$664,900Active4 beds 3 baths2,455 sq. ft.1254 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1937807Listed by: SHOREWEST REALTORS, INC.
$689,900Active4 beds 3 baths2,780 sq. ft.1367 Scotsland Ln, Oconomowoc, WI 53066
MLS# 1937429Listed by: TIM O'BRIEN HOMES
$675,000Active2 beds 2 baths2,200 sq. ft.36619 Normandale Dr, Summit, WI 53066
MLS# 1936470Listed by: SHOREWEST REALTORS, INC.
$694,900Pending3 beds 2 baths2,059 sq. ft.1380 Scotsland LANE, Oconomowoc, WI 53066
MLS# 1936008Listed by: TIM O'BRIEN HOMES
$1,849,900Active5 beds 6 baths6,083 sq. ft.W339S271 Foxtail Ct, Delafield, WI 53066
MLS# 1946544Listed by: COLDWELL BANKER ELITE
$589,900Pending4 beds 3 baths2,056 sq. ft.1213 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1935950Listed by: SHOREWEST REALTORS, INC.
$444,900Active2 beds 2 baths1,317 sq. ft.1007 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1935960Listed by: SHOREWEST REALTORS, INC.
$509,900Pending3 beds 3 baths1,503 sq. ft.1238 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1935942Listed by: SHOREWEST REALTORS, INC.
$644,900Active4 beds 3 baths2,499 sq. ft.1690 Whalen Dr, Oconomowoc, WI 53066
MLS# 1935194Listed by: COLDWELL BANKER REALTY
$799,990Pending4 beds 3 baths2,806 sq. ft.1754 Switchgrass STREET, Oconomowoc, WI 53066
MLS# 1934209Listed by: KAEREK HOMES, INC.
$464,900Active3 beds 2 baths1,592 sq. ft.1121 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1933922Listed by: SHOREWEST REALTORS, INC.
$539,900Pending3 beds 2 baths1,720 sq. ft.1017 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1932093Listed by: SHOREWEST REALTORS, INC.
$850,000Active3 beds 3 baths2,872 sq. ft.208 Maple Ter, Oconomowoc, WI 53066
MLS# 1948862Listed by: FIRST WEBER INC - DELAFIELD
$657,900Active4 beds 3 baths2,350 sq. ft.1733 Hammock Ln, Oconomowoc, WI 53066
MLS# 1946984Listed by: BIELINSKI HOMES, INC.
$721,900Active4 beds 3 baths2,428 sq. ft.1750 Whalen Dr, Oconomowoc, WI 53066
MLS# 1946982Listed by: BIELINSKI HOMES, INC.
$672,900Active4 beds 3 baths2,404 sq. ft.1737 Hammock Ln, Oconomowoc, WI 53066
MLS# 1946983Listed by: BIELINSKI HOMES, INC.
$790,000Active5 beds 4 baths4,300 sq. ft.1388 Mamerow Ln W, Oconomowoc, WI 53066
MLS# 1921141Listed by: SHOREWEST REALTORS, INC.
$4,895,000Active4 beds 5 baths8,158 sq. ft.N49W35398 Wisconsin Ave, Oconomowoc, WI 53066
MLS# 1920005Listed by: WIESNER REAL ESTATE, INC
$1,199,000Active3 beds 1 baths1,170 sq. ft.N53W34956 Road B, Oconomowoc, WI 53069
MLS# 1946032Listed by: BERKSHIRE HATHAWAY HS LAKE COUNTRY
$664,900Active3 beds 2 baths1,805 sq. ft.1746 Whalen Dr, Oconomowoc, WI 53066
MLS# 1946981Listed by: BIELINSKI HOMES, INC.
$629,990Pending5 beds 3 baths2,874 sq. ft.1591 Creekview LANE, Oconomowoc, WI 53066
MLS# 1916532Listed by: KAEREK HOMES, INC.
$619,990Pending4 beds 5 baths2,660 sq. ft.1536 Creekview COURT, Oconomowoc, WI 53066
MLS# 1916534Listed by: KAEREK HOMES, INC.
$634,900Active4 beds 3 baths2,033 sq. ft.1299 Arrowood CIRCLE W, Oconomowoc, WI 53066
MLS# 1914593Listed by: SHOREWEST REALTORS, INC.
$654,900Active3 beds 2 baths2,002 sq. ft.1700 Whalen Dr, Oconomowoc, WI 53066
MLS# 1913651Listed by: COLDWELL BANKER REALTY
$2,349,999Pending5 beds 8 baths8,500 sq. ft.N84W36411 Riverwood LANE, Oconomowoc, WI 53066
MLS# 1927456Listed by: SHOREWEST REALTORS, INC.
$1,675,000Active3 beds 3 baths2,882 sq. ft.1330 N Dousman ROAD, Summit, WI 53066
MLS# 1880450Listed by: STAPLETON REALTY
$564,900Pending3 beds 2 baths1,772 sq. ft.1388 Periwinkle PASS, Oconomowoc, WI 53066
MLS# 1942795Listed by: LOOS CUSTOM HOMES,LLC
$509,900Active3 beds 2 baths1,720 sq. ft.1120 Elderberry ROAD, Oconomowoc, WI 53066
MLS# 1942940Listed by: SHOREWEST REALTORS, INC.
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The information being provided by Wisconsin Real Estate Exchange is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is supplied by seller and other third parties and has not been verified. 2026 Wisconsin Real Estate Exchange All rights reserved.
The information being provided by Wisconsin Real Estate Exchange is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is supplied by seller and other third parties and has not been verified. 2026 Wisconsin Real Estate Exchange All rights reserved.
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.