Real Estate & Homes For Sale in 53066

210 homes

NEW - 2 MIN AGO
0.45 ACRES
$685,000
5 Beds
3.5 Baths
3,880 sqft
533 Majestic View LANE,
Oconomowoc, WI 53066
Active
NEW - 16 HRS AGO
NEW CONSTRUCTION
$674,900
3 Beds
2 Baths
1,760 sqft
1616 Belmont LANE #34C,
Oconomowoc, WI 53066
Active
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NEW CONSTRUCTION
BUILDABLE PLAN
$706,900+
3 Beds
2.5 Baths
2,279 sqft
Clara Plan in The Snyder Farm,
Oconomowoc, WI 53066
NEW - 21 HRS AGO
0.27 ACRES
$147,990
514 W TALBOTS WOODS DRIVE #Lt9,
Oconomowoc, WI 53066
Active
NEW - 22 HRS AGO
0.31 ACRES
$144,990
496 W TALBOTS WOODS DRIVE #Lt6,
Oconomowoc, WI 53066
Active
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NEW - 22 HRS AGO
0.27 ACRES
$147,990
520 W TALBOTS WOODS DRIVE #Lt10,
Oconomowoc, WI 53066
Active
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NEW - 22 HRS AGO
0.27 ACRES
$147,990
508 W TALBOTS WOODS DRIVE #Lt8,
Oconomowoc, WI 53066
Active
NEW - 23 HRS AGO
0.27 ACRES
$146,990
502 W TALBOTS WOODS DRIVE #Lt7,
Oconomowoc, WI 53066
Active
NEW - 1 DAY AGO
$30,000
0 W COUNTY ROAD O,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$516,500+
4 Beds
2.5 Baths
2,002 sqft
The Dover Plan in Olde Highlander,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$495,100+
3 Beds
2.5 Baths
1,600 sqft
The Weston Plan in Arrowood,
Oconomowoc, WI 53066
$750,000
1 Bed
1 Bath
1,283 sqft
34639 Elm STREET,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
$519,900
3 Beds
2 Baths
1,516 sqft
1037 Elderberry ROAD,
Oconomowoc, WI 53066
Active
8.03 ACRES
$1,100,000
5 Beds
3.5 Baths
4,884 sqft
W350S1951 Waterville ROAD,
Oconomowoc, WI 53066
Active
0.41 ACRES
$130,999
N998 WINDS WAY #Lt13,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$416,700+
3 Beds
2.5 Baths
1,562 sqft
The Spencer Plan in Olde Highlander,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$619,900+
3 Beds
2.5 Baths
2,279 sqft
Clara Plan in Prairie Creek Ridge,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$657,900+
3 Beds
2 Baths
2,191 sqft
Charlotte Plan in Prairie Creek Ridge,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$661,900+
4 Beds
2.5 Baths
2,643 sqft
Isabella Plan in Prairie Creek Ridge,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$674,900+
4 Beds
2.5 Baths
2,721 sqft
Berkshire Plan in Prairie Creek Ridge,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$533,800+
4 Beds
2.5 Baths
2,165 sqft
The Hudson Plan in Olde Highlander,
Oconomowoc, WI 53066
0.28 ACRES
$689,900
4 Beds
2.5 Baths
2,583 sqft
1480 Prairie Creek BOULEVARD,
Oconomowoc, WI 53066
Active
$309,900
3 Beds
1.5 Baths
2,830 sqft
972 Valentine ROAD,
Oconomowoc, WI 53066
Active
0.5 ACRES
$475,000
4 Beds
2.5 Baths
2,348 sqft
W378N5832 Farmwood HEIGHTS,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$529,900+
3 Beds
2.5 Baths
1,650 sqft
The Emerald Plan in Arrowood,
Oconomowoc, WI 53066
NEW CONSTRUCTION
0.41 ACRES
$739,990
4 Beds
3 Baths
3,013 sqft
1779 Quail CIRCLE,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
0.36 ACRES
$709,990
4 Beds
2.5 Baths
2,748 sqft
1763 Quail CIRCLE,
Oconomowoc, WI 53066
Active
0.69 ACRES
$800,000
4 Beds
2 Baths
1,280 sqft
1614 Sugar Island ROAD,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$509,800+
3 Beds
2 Baths
1,650 sqft
The McKinley Plan in Olde Highlander,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$534,500+
4 Beds
2.5 Baths
1,928 sqft
The Conway Plan in Olde Highlander,
Oconomowoc, WI 53066
3D VIEW
0.52 ACRES
$485,000
3 Beds
1.5 Baths
1,719 sqft
676 Summit Avenue,
Oconomowoc, WI 53066
Active
$259,900
3 Beds
1 Bath
1,124 sqft
803 E Lisbon ROAD,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$680,900+
3 Beds
3.5 Baths
2,477 sqft
Elsa Plan in Prairie Creek Ridge,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$782,900+
4 Beds
2.5 Baths
3,067 sqft
Jude Plan in The Snyder Farm,
Oconomowoc, WI 53066
$659,900
3 Beds
2 Baths
2,272 sqft
2938 Yahara DRIVE,
Summit, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$545,700+
4 Beds
2.5 Baths
2,314 sqft
The Addison Plan in Olde Highlander,
Oconomowoc, WI 53066
$559,900
3 Beds
3 Baths
2,593 sqft
N52W35321 Lighthouse LANE,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$485,900+
3 Beds
2.5 Baths
1,575 sqft
The Harlequin Plan in Arrowood,
Oconomowoc, WI 53066
NEW CONSTRUCTION
$589,900
2 Beds
2 Baths
1,838 sqft
597 Pioneer COURT #23 left,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$509,800+
3 Beds
2 Baths
1,931 sqft
The Adrian Plan in Olde Highlander,
Oconomowoc, WI 53066

53066 Real Estate Trends

Learn about the 53066 housing market through trends and averages.

Affordability
Home Value

Affordability of Living in 53066

The median home value is $575,203

Month	Median home value
May 2025	$542k
June 2025	$544k
July 2025	$545k
August 2025	$546k
September 2025	$549k
October 2025	$554k
November 2025	$560k
December 2025	$565k
January 2026	$568k
February 2026	$571k
March 2026	$574k
April 2026	$575k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in 53066, by Home Size

Home Size	Home Value*
2 bedrooms (See homes)	$389,447
3 bedrooms (See homes)	$493,352
4 bedrooms (See homes)	$638,822

*Home value over the past month

Real Estate & Homes For Sale in 53066

210 homes

53066 Real Estate Trends

Affordability of Living in 53066

Average Home Value in 53066, by Home Size

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53066 Neighborhoods

53066 Property Types

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