53066 Real Estate and Properties for Sale

$4,199,000
Active
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W343N6293 S Bayview Rd

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 5 Baths
  • 5,034 sqft
$499,000
Active
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1077 Christopher Ct

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,477 sqft
$614,900
Active
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1522 Champion Ct

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,116 sqft
$689,900
Active
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1480 Prairie Creek Blvd

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,583 sqft
$309,900
Active
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972 Valentine Rd

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,830 sqft
$70,000
Active
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W2294 W Schure Dr, Lt76

Ashippun, WI 53066

  • Vacant Land
$2,150,000
Active
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N67W34857 Ireland Dr

Oconomowoc, WI 53066

  • Single Family
  • 5 Beds
  • 4 Baths
  • 4,476 sqft
$3,495,000
Active
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W356N5136 Lakeshore Dr

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,351 sqft
$549,900
Active
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215 E Pleasant St, 212

Oconomowoc, WI 53066

  • Single Family
  • 1 Bed
  • 2 Baths
  • 1,062 sqft
$699,900
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111 S Main St

Oconomowoc, WI 53066

  • Commercial
  • 6,534 sqft
$199,900
Active
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Lt1-3 Road L -

Merton, WI 53066

  • Vacant Land
Broker Compensation: 2.4- See "Compensation Terms" Below at Bottom of Page
$499,900
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Lt9-13 Road L -

Merton, WI 53066

  • Vacant Land
Broker Compensation: 2.4%- See "Compensation Terms" Below at Bottom of Page
$279,900
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L16,17,18 Road L -

Merton, WI 53066

  • Vacant Land
Broker Compensation: 2.4%- See "Compensation Terms" Below at Bottom of Page
$624,990
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1314 Lynn Cir

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,004 sqft
$719,990
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1316 Periwinkle Pass

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,769 sqft
$689,990
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1338 Lynn Cir

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,748 sqft
$775,000
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960 S Wayfare Trl

Summit, WI 53066

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,733 sqft
$725,000
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N5158 Union Hill Rd

Concord, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 4,253 sqft
$179,000
Active
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1734 Switchgrass St

Oconomowoc, WI 53066

  • Vacant Land
$449,900
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W119 Park Dr

Concord, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,276 sqft
$625,000
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1013 Ann Marie Way

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,875 sqft
$1,099,000
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2125 N Peninsula Rd

Summit, WI 53066

  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,900 sqft
$299,900
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W398N5953 Autumn Woods Dr

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,212 sqft
$684,900
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472 W Talbot's Woods Dr, Lt2

Dousman, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,884 sqft
$2,750,000
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N76W36096 Saddlebrook Ln

Lac La Belle, WI 53066

  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,940 sqft
$487,000
Pending
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W646 Townline Rd

Ashippun, WI 53066

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,357 sqft
$557,000
Active
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268 Lakeridge Dr

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,809 sqft
$824,900
Active
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419 Ingleside Ct, Lt41

Dousman, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,540 sqft
$674,900
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520 W Wisconsin Ave

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,274 sqft
$659,900
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1747 Switchgrass St

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,281 sqft
$899,900
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N63W35828 Frederick Dr

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,903 sqft
$659,900
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1298 Juniper Ln

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,700 sqft
$754,900
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1722 Switchgrass St

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,431 sqft
$259,000
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423 W South St

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 1 Bath
  • 819 sqft
$819,900
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1248 N Lost Woods Rd

Summit, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,422 sqft
$709,900
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1372 Prairie Creek Cir, 20C

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,929 sqft
$589,900
Active
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758 Burr Oak Ct

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,880 sqft
$419,900
Pending
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1123 S Utica Rd

Summit, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,718 sqft
$710,000
Active
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438 River Bluff Cir

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,758 sqft
$1,250,000
Active
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1620 St Andrews Dr, 13

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,900 sqft
$122,500
Active
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N903 Winds Way, Lt54

Ashippun, WI 53066

  • Vacant Land
$685,000
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1390 Foxwood Pass

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,352 sqft
$420,000
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207 E Jefferson St

Oconomowoc, WI 53066

  • Multi-Family
$799,900
Active
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34899 Pabst Rd

Summit, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,819 sqft
$515,000
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N8104 LaSalle Cir

Ixonia, WI 53066

  • Single Family
  • 5 Beds
  • 2 Baths
  • 2,342 sqft
$819,900
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35233 Walleye Ct

Summit, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,685 sqft
$629,900
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N5181 Union Hill Rd

Concord, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,090 sqft
$4,100,000
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3005 N Silver Cedar Rd

Summit, WI 53066

  • Single Family
  • 5 Beds
  • 4 Baths
  • 5,437 sqft
$2,975
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118 N Main St

Oconomowoc, WI 53066

  • Commercial
  • 1,268 sqft
$710,000
Active
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1370 Mamerow Ln E

Oconomowoc, WI 53066

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,538 sqft
$399,000
Pending
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733 N Lapham St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,528 sqft
$363,000
Active
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725 W South St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,280 sqft
$895,000
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N61W37631 Parkview Dr

Lac La Belle, WI 53066

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,869 sqft
$1,450,000
Active
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N63W35883 Frederick Dr

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,674 sqft
$315,000
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69 S Chestnut St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,440 sqft
$759,900
Active
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2846 Kegonsa Dr

Summit, WI 53066

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,431 sqft
$719,900
Active
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1384 Bluestem Trl

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,501 sqft
$649,900
Active
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W343N6980 W Circle Dr

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,388 sqft
$444,900
Active
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970 Oconomowoc Pkwy

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,275 sqft
$856,000
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W389N7112 Pennsylvania St

Lac La Belle, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,000 sqft
$369,900
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457 W 5th St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,312 sqft
$459,900
Active
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957 Elderberry Rd

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,317 sqft
$629,000
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35077 Yahara Dr

Summit, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,200 sqft
$499,900
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940 Bartlett Dr

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,070 sqft
$829,900
Active
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3122 Mendota Ct

Summit, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,948 sqft
$649,900
Active
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W348N5840 Snapdragon Ct

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,408 sqft
$699,900
Active
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102 Woodland Ln

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,984 sqft
$1,295,000
Active
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180 Monastery Hill Dr

Lac La Belle, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,108 sqft
$650,000
Active
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W349N5830 Sunflower Ct

Lac La Belle, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,073 sqft
$719,900
Active
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W358N6658 Spring Hollow Cir

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,430 sqft
$749,990
Active
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1400 Periwinkle Pass

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,393 sqft
$1,500,000
Active
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W351N5464 Lake Dr

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 4 Baths
  • 2,012 sqft
$389,900
Active
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418 S Charles St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,664 sqft
$649,900
Active
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1518 Weston Ridge Rd

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,470 sqft
$2,775,000
Active
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3277 N Canterbury Ln

Summit, WI 53066

  • Single Family
  • 5 Beds
  • 6 Baths
  • 10,150 sqft
$3,200,000
Active
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1031 N Genesee Woods Dr

Summit, WI 53066

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,133 sqft
$558,500
Active
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215 E Pleasant St, 412

Oconomowoc, WI 53066

  • Single Family
  • 1 Bed
  • 2 Baths
  • 1,061 sqft
$130,000
Pending
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Lt31 Primrose Cir

Oconomowoc, WI 53066

  • Vacant Land
$289,900
Active
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449 W Wisconsin Ave, 9

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,320 sqft
$2,300,000
Active
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904 W Labelle Ave

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,380 sqft
$325,000
Pending
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834 S Silver Lake St

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 1 Bath
  • 833 sqft
$485,000
Active
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304 S Silver Lake St

Oconomowoc, WI 53066

  • Multi-Family
$569,900
Pending
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273 Silver Lake Trl

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,856 sqft
$615,000
Active
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727 E Madison St

Oconomowoc, WI 53066

  • Single Family
  • 6 Beds
  • 2 Baths
  • 3,788 sqft
$724,900
Active Under Contract
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261 Ridgeway Path

Oconomowoc, WI 53066

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,968 sqft
$2,200
Active
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411 W Wisconsin Ave

Oconomowoc, WI 53066

  • Commercial
  • 1,100 sqft
$499,900
Active
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1330 Christopher Ct

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,928 sqft
$784,900
Pending
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W347N5943 Lake Dr

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,325 sqft
$315,000
Active
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273 Oconomowoc Pkwy

Oconomowoc, WI 53066

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,389 sqft
$675,000
Active
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533 Majestic View Ln

Oconomowoc, WI 53066

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,880 sqft
$594,999
Pending
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112 N Meadowside Ct

Summit, WI 53066

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,286 sqft
$674,900
Active
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1616 Belmont Ln, 34C

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,760 sqft
$745,000
Active
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1333 N Riverline Dr

Oconomowoc, WI 53066

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,723 sqft
$465,000
Active
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445 E Harvard St

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,627 sqft
$147,990
Active
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514 W Talbots Woods Dr, Lt9

Dousman, WI 53066

  • Vacant Land
$147,990
Active
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520 W Talbots Woods Dr, Lt10

Dousman, WI 53066

  • Vacant Land
$144,990
Active
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496 W Talbots Woods Dr, Lt6

Dousman, WI 53066

  • Vacant Land
$147,990
Active
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508 W Talbots Woods Dr, Lt8

Dousman, WI 53066

  • Vacant Land
$146,990
Active
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502 W Talbots Woods Dr, Lt7

Dousman, WI 53066

  • Vacant Land
$525,900
Active
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1345 Bluebird Dr

Oconomowoc, WI 53066

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,672 sqft
Information is provided by Metro MLS. IDX information is provided exclusively for consumers' 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. Copyright 2026 Metro MLS - All Rights Reserved
Listing information is provided in part by the IDX program of the South Central Wisconsin MLS Corporation. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved.