Real Estate & Homes For Sale in 53066

215 homes

NEW - 2 MIN AGO
NEW CONSTRUCTION
$649,900
3 Beds
3 Baths
2,470 sqft
1518 Weston Ridge ROAD,
Oconomowoc, WI 53066
Active
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NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$529,300+
3 Beds
2 Baths
1,885 sqft
The Coral Plan in Olde Highlander,
Oconomowoc, WI 53066
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NEW CONSTRUCTION
BUILDABLE PLAN
$538,700+
3 Beds
2 Baths
1,572 sqft
The Harlow Plan in Arrowood,
Oconomowoc, WI 53066
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NEW CONSTRUCTION
BUILDABLE PLAN
$600,700+
4 Beds
2.5 Baths
2,045 sqft
The Hoffman Plan in Arrowood,
Oconomowoc, WI 53066
NEW - 1 DAY AGO
$558,500
1 Bed
1.5 Baths
1,061 sqft
215 E Pleasant STREET #412,
Oconomowoc, WI 53066
Active
NEW - 1 DAY AGO
0.62 ACRES
$130,000
Lot 31 PRIMROSE CIRCLE,
Oconomowoc, WI 53066
Active
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NEW - 2 DAYS AGO
$299,900
3 Beds
1.5 Baths
1,320 sqft
449 W Wisconsin AVENUE #9,
Oconomowoc, WI 53066
Active
NEW
$2,300,000
3 Beds
4 Baths
4,166 sqft
904 W Labelle AVENUE,
Oconomowoc, WI 53066
Active
0.39 ACRES
$485,000
Studio
304 S Silver Lake STREET,
Oconomowoc, WI 53066
Active
0.34 ACRES
$625,000
5 Beds
2 Baths
3,788 sqft
727 E Madison STREET,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
3D VIEW
$527,000+
4 Beds
2.5 Baths
2,091 sqft
The Harrington Plan in Olde Highlander,
Oconomowoc, WI 53066
NEW CONSTRUCTION
BUILDABLE PLAN
$594,900+
3 Beds
2 Baths
1,841 sqft
The Hendrix Plan in Arrowood,
Oconomowoc, WI 53066
0.43 ACRES
$599,900
3 Beds
1.5 Baths
1,928 sqft
1330 Christopher COURT,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$523,400+
3 Beds
2 Baths
1,482 sqft
The Elaine Plan in Arrowood,
Oconomowoc, WI 53066
OPEN SUN, 1-2:30PM
$315,000
2 Beds
2 Baths
1,389 sqft
273 Oconomowoc PARKWAY,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$724,900+
3 Beds
2.5 Baths
2,239 sqft
Riley Plan in The Snyder Farm,
Oconomowoc, WI 53066
0.45 ACRES
$685,000
5 Beds
3.5 Baths
3,880 sqft
533 Majestic View LANE,
Oconomowoc, WI 53066
Active
3D VIEW
0.73 ACRES
$594,999
3 Beds
2.5 Baths
2,286 sqft
112 N Meadowside COURT,
Oconomowoc, WI 53066
Active
OPEN SUN, 12-4PM
NEW CONSTRUCTION
$674,900
3 Beds
2 Baths
1,760 sqft
1616 Belmont LANE #34C,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
BUILDABLE PLAN
$706,900+
3 Beds
2.5 Baths
2,279 sqft
Clara Plan in The Snyder Farm,
Oconomowoc, WI 53066
$465,000
3 Beds
2 Baths
1,627 sqft
445 E Harvard STREET,
Oconomowoc, WI 53066
Active
0.27 ACRES
$147,990
514 W TALBOTS WOODS DRIVE #Lt9,
Oconomowoc, WI 53066
Active
0.31 ACRES
$144,990
496 W TALBOTS WOODS DRIVE #Lt6,
Oconomowoc, WI 53066
Active
0.27 ACRES
$147,990
520 W TALBOTS WOODS DRIVE #Lt10,
Oconomowoc, WI 53066
Active
0.27 ACRES
$147,990
508 W TALBOTS WOODS DRIVE #Lt8,
Oconomowoc, WI 53066
Active
0.27 ACRES
$146,990
502 W TALBOTS WOODS DRIVE #Lt7,
Oconomowoc, WI 53066
Active
0.29 ACRES
$525,900
3 Beds
2 Baths
1,672 sqft
1345 Bluebird DRIVE,
Oconomowoc, WI 53066
Active
3.01 ACRES
$1,400,000
4 Beds
3.5 Baths
5,294 sqft
N69W34498 Oconomowoc ROAD,
Oconomowoc, WI 53066
Active
$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
786 sqft
34639 Elm STREET,
Oconomowoc, WI 53066
Active
$639,900
2 Beds
3 Baths
2,484 sqft
1758 Bess COURT,
Oconomowoc, WI 53066
Active
NEW CONSTRUCTION
QUICK MOVE-IN
$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

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

215 homes

53066 Real Estate Trends

Affordability of Living in 53066

Average Home Value in 53066, by Home Size

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53066 Property Types

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