Recently Sold Homes in 53066, WI

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SOLD AUG 12, 2026

ABOUT THIS HOME
Recently Sold Home in 53066, WI:
Welcome to this wooded retreat nestled in the beautiful Stone Pine neighborhood off scenic Waterville Road. It is just minutes to either Delafield or Oconomowoc and I-94. The spacious screen porch makes you feel like you are in a tree house! Great spot for watching fall Packer Games! The main floor features maple hardwood floors and the updated kitchen has cherry cabinetry, granite counters, and stainless steel appliances. The walk-out LL is finished with an additional bedroom, bath, and full kitchen. Master suite has a vaulted ceiling, big walk in closet with custom built-ins, private deck, and bath with jetted tub and heated floors. Best of all, there is a NEW ROOF and gutters in 2025 and

$800,000 Last sold price

4 beds3.5 baths3,422 sq ft

1248 N Lost Woods Rd, Oconomowoc, WI 53066

Michael Gustafson • The Real Estate Company Lake & Country

SOLD JUL 30, 2026

ABOUT THIS HOME
Recently Sold Home in 53066, WI:
THIS IS A ONE-PARTY EXCLUDED LISTING. FOR COMPARABLE PURPOSES ONLY.

$650,000 Last sold price

3 beds2 baths2,118 sq ft

35055 Wayfare Trl, Oconomowoc, WI 53066

Robin Mccormick • Keller Williams Realty-Lake Country

SOLD JUN 26, 2026

$765,000 Last sold price

4 beds2.5 baths2,600 sq ft

35550 Wayfare Trl, Oconomowoc, WI 53066

Robin Mccormick • Keller Williams Realty-Lake Country

SOLD AUG 3, 2026

ABOUT THIS HOME
Recently Sold Home in 53066, WI:
Well-maintained custom-built home w/ fully private pond features large living room withvaulted ceilings, hardwood floors, tranquil views, gorgeous towering double sided naturalfireplace w/ gas starter. Expansive custom kitchen & dining area w/ ss appliances, massivework island and walk-in pantry. Sliders from dining area lead to no maintenance upperdeck overlooking pond and yard. First floor primary bedroom/bath w/ walk-in closet. Mudroom & laundry round out first floor. 2nd floor w/ two nice sized bedrooms, loft and full bath. Finished exposed walk-out lower level boasts bar, rec room, exercise room & additionalsleeping space w/ egress windows. 3 car extra depth garage. So mu

$850,000 Last sold price

3 beds3.5 baths3,733 sq ft

960 S Wayfare Trl, Oconomowoc, WI 53066

Kelly Kasten • RE/MAX Universal

SOLD AUG 14, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in 53066, WI:
Hardwood floors great you as you step in to this perfectly updated ranch. Formal living room is open to dining room with built-ins. Kitchen with snack bar open to the Family room with NFP and patio doors to expansive entertainment patio. Jump right in and start enjoying summer with the 18x35 inground pool with diving board! Put the wall back in to make it a 3 bedroom again or enjoy the HUGE master bedroom with dual closets. Recently updated hall bath with walk-in shower and tiled half bath. Ceramic tiled rec area in lower adds so much living space. Two additional dens/rooms in lower level for crafts or hobbies. This yard feels like a park backing up to the subdivision common space with pond

$443,000 Last sold price

2 beds1.5 baths2,139 sq ft

36651 Prairie Dr, Oconomowoc, WI 53066

Liz Tobolt • First Weber Inc - Delafield

Property at 36640 Prairie Dr, Oconomowoc, WI 53066, 3 beds, 1.5 baths

$425,000 Last sold price

3 beds1.5 baths1,624 sq ft

36640 Prairie Dr, Oconomowoc, WI 53066

Terese Jacobi • First Weber Inc - Brookfield

Property at 417 S Golden Lake Rd, Oconomowoc, WI 53066, 3 beds, 3.5 baths

$1,275,000 Last sold price

3 beds3.5 baths2,200 sq ft

417 S Golden Lake Rd, Oconomowoc, WI 53066

Katy Sayers • Keller Williams Realty-Lake Country

Property at 39509 Golden Lake Park Rd, Oconomowoc, WI 53066, 3 beds, 1 bath

$231,000 Last sold price

3 beds1 bath1,314 sq ft

39509 Golden Lake Park Rd, Oconomowoc, WI 53066

Robert Hanon • Shorewest Realtors, Inc.

Property at 861 Summer Creek Rd, Oconomowoc, WI 53066, 4 beds, 3.5 baths

$680,000 Last sold price

4 beds3.5 baths3,300 sq ft

861 Summer Creek Rd, Oconomowoc, WI 53066

Carrie Urban • Coldwell Banker Realty

Property at 268 Lakeridge Dr, Oconomowoc, WI 53066, 3 beds, 2 baths

$552,400 Last sold price

3 beds2 baths1,809 sq ft

268 Lakeridge Dr, Oconomowoc, WI 53066

Spheeris Team* • Coldwell Banker Elite

Property at 329 S Golden Lake Rd, Oconomowoc, WI 53066, 4 beds, 2 baths

$3,955,000 Last sold price

4 beds2 baths2,249 sq ft

329 S Golden Lake Rd, Oconomowoc, WI 53066

Molly Ogden • Ogden & Company, Inc.

Property at 4640 Lake Club Cir, Oconomowoc, WI 53066, 3 beds, 3 baths

$1,900,000 Last sold price

3 beds3 baths1,979 sq ft

4640 Lake Club Cir, Oconomowoc, WI 53066

Nicole Gillette • The Real Estate Company Lake & Country

Property at N69W34498 Oconomowoc Rd, Oconomowoc, WI 53066, 4 beds, 3.5 baths

$1,250,000 Last sold price

4 beds3.5 baths5,294 sq ft

N69W34498 Oconomowoc Rd, Oconomowoc, WI 53066

The Gizelbach Group* • Realty Executives Integrity Brookfield

Property at 1370 Mamerow Lane Ln E, Oconomowoc, WI 53066, 5 beds, 3.5 baths

$740,000 Last sold price

5 beds3.5 baths3,538 sq ft

1370 Mamerow Lane Ln E, Oconomowoc, WI 53066

Joy Jacobs • Coldwell Banker Elite

Property at 733 N Lapham St, Oconomowoc, WI 53066, 3 beds, 2 baths

$420,000 Last sold price

3 beds2 baths1,528 sq ft

733 N Lapham St, Oconomowoc, WI 53066

Erin Waldron • Property Dynamics/Appraisal Specialists

Property at W350S1951 Waterville Rd, Oconomowoc, WI 53066, 5 beds, 3.5 baths

$1,105,000 Last sold price

5 beds3.5 baths4,884 sq ft

W350S1951 Waterville Rd, Oconomowoc, WI 53066

Dahlia And Co Realty Group* • Realty Executives - Integrity

Property at 36860 Stillwater Dr, Oconomowoc, WI 53066, 4 beds, 3.5 baths

$889,900 Last sold price

4 beds3.5 baths3,642 sq ft

36860 Stillwater Dr, Oconomowoc, WI 53066

Bonnie Jones • Shorewest Realtors, Inc.

Property at N55W35032 Coastal Ave, Oconomowoc, WI 53066, 2 beds, 2 baths

$620,000 Last sold price

2 beds2 baths1,506 sq ft

N55W35032 Coastal Ave, Oconomowoc, WI 53066

Adrian Barrera • Shorewest Realtors, Inc.

Property at 1406 Mockingbird Ct, Oconomowoc, WI 53066, 3 beds, 3.5 baths

$671,000 Last sold price

3 beds3.5 baths3,037 sq ft

1406 Mockingbird Ct, Oconomowoc, WI 53066

Matthew Correa • RE/MAX Lakeside-South

Property at N50W35096 Wisconsin Ave, Okauchee, WI 53069, 2 beds, 1 bath

$1,145,000 Last sold price

2 beds1 bath1,118 sq ft

N50W35096 Wisconsin Ave, Okauchee, WI 53069

Kimberly Stark • First Weber Inc - Delafield

Property at 449 W Wisconsin Ave #9, Oconomowoc, WI 53066, 3 beds, 1.5 baths

$277,000 Last sold price

3 beds1.5 baths1,320 sq ft

449 W Wisconsin Ave #9, Oconomowoc, WI 53066

Paul Liebe • Lake Country Flat Fee

Property at 261 Ridgeway Path, Oconomowoc, WI 53066, 5 beds, 3.5 baths

$745,000 Last sold price

5 beds3.5 baths3,963 sq ft

261 Ridgeway Path, Oconomowoc, WI 53066

Metromls Non • NON MLS

Property at N57W34997 Pondview Ln, Oconomowoc, WI 53066, 7 beds, 4.5 baths

$1,180,000 Last sold price

7 beds4.5 baths5,917 sq ft

N57W34997 Pondview Ln, Oconomowoc, WI 53066

Tyler Metz • Lannon Stone Realty LLC

Property at W358N6658 Spring Hollow Cir, Oconomowoc, WI 53066, 3 beds, 2.5 baths

$815,000 Last sold price

3 beds2.5 baths2,430 sq ft

W358N6658 Spring Hollow Cir, Oconomowoc, WI 53066

Redfin Corporation

Property at 1345 Bluebird Dr, Oconomowoc, WI 53066, 3 beds, 2 baths

$520,000 Last sold price

3 beds2 baths1,672 sq ft

1345 Bluebird Dr, Oconomowoc, WI 53066

Jennifer Hart • RE/MAX Forward

Property at 126 N Maple Ter, Oconomowoc, WI 53066, 2 beds, 1.5 baths

$540,000 Last sold price

2 beds1.5 baths1,056 sq ft

126 N Maple Ter, Oconomowoc, WI 53066

Sarah Keily • Shorewest Realtors, Inc.

Property at 506 Pine Ter, Oconomowoc, WI 53066, 2 beds, 2 baths

$850,000 Last sold price

2 beds2 baths2,976 sq ft

506 Pine Ter, Oconomowoc, WI 53066

Glenn Hanon • Shorewest Realtors, Inc.

Property at 127 N Walnut St, Oconomowoc, WI 53066, 4 beds, 1 bath

$367,000 Last sold price

4 beds1 bath1,718 sq ft

127 N Walnut St, Oconomowoc, WI 53066

The Wesell Group* • Keller Williams-MNS Wauwatosa

Property at 434 Greenland Ave, Oconomowoc, WI 53066, 3 beds, 1 bath

$450,000 Last sold price

3 beds1 bath1,054 sq ft

434 Greenland Ave, Oconomowoc, WI 53066

Deanne Lane • Valor Realty LLC

Property at 987 Lake Country Ct, Oconomowoc, WI 53066, 3 beds, 2.5 baths

$385,000 Last sold price

3 beds2.5 baths1,890 sq ft

987 Lake Country Ct, Oconomowoc, WI 53066

Corienne Walek • Keller Williams Realty-Lake Country

Property at 966 Valentine Rd, Oconomowoc, WI 53066, 3 beds, 2.5 baths

$384,900 Last sold price

3 beds2.5 baths1,830 sq ft

966 Valentine Rd, Oconomowoc, WI 53066

Corienne Walek • Keller Williams Realty-Lake Country

Property at W350N6781 Baltic Pass, Oconomowoc, WI 53066, 4 beds, 2.5 baths

$625,000 Last sold price

4 beds2.5 baths2,400 sq ft

W350N6781 Baltic Pass, Oconomowoc, WI 53066

Patrick Bolger • Patrick Bolger Realty Group

Property at W351N6051 Bauers Ln, Oconomowoc, WI 53066, 4 beds, 3.5 baths

$935,000 Last sold price

4 beds3.5 baths4,400 sq ft

W351N6051 Bauers Ln, Oconomowoc, WI 53066

John Protiva • Century 21 Affiliated - Delafield

Property at W356N5886 Meadow Ct, Oconomowoc, WI 53066, 4 beds, 2.5 baths

$539,500 Last sold price

4 beds2.5 baths2,271 sq ft

W356N5886 Meadow Ct, Oconomowoc, WI 53066

Liz Finn-Gorski • Shorewest Realtors, Inc.

Property at W351N5305 Road C, Oconomowoc, WI 53066, 3 beds, 1 bath

$1,200,000 Last sold price

3 beds1 bath2,298 sq ft

W351N5305 Road C, Oconomowoc, WI 53066

Karla Cuculi • First Weber Inc - Delafield

Property at N52W37145 Juneau Ave, Oconomowoc, WI 53066, 3 beds, 2.5 baths

$545,000 Last sold price

3 beds2.5 baths1,852 sq ft

N52W37145 Juneau Ave, Oconomowoc, WI 53066

Stevi Chadwick • Real Broker Milwaukee

Property at W351N5464 Lake Dr, Oconomowoc, WI 53066, 2 beds, 4 baths

$1,550,000 Last sold price

2 beds4 baths2,012 sq ft

W351N5464 Lake Dr, Oconomowoc, WI 53066

Jennie Castillo • Coldwell Banker Elite

Property at 920 Oconomowoc Pkwy, Oconomowoc, WI 53066, 3 beds, 2 baths

$320,000 Last sold price

3 beds2 baths1,614 sq ft

920 Oconomowoc Pkwy, Oconomowoc, WI 53066

Sharon Tomlinson • Shorewest Realtors, Inc.

Property at 1189 Mockingbird Dr, Oconomowoc, WI 53066, 3 beds, 2.5 baths

$542,000 Last sold price

3 beds2.5 baths2,839 sq ft

1189 Mockingbird Dr, Oconomowoc, WI 53066

Shay Froemming • Froemming Realty LLC

Property at 1013 Ann Marie Way, Oconomowoc, WI 53066, 2 beds, 2 baths

$635,000 Last sold price

2 beds2 baths1,875 sq ft

1013 Ann Marie Way, Oconomowoc, WI 53066

Patrick Bolger • Patrick Bolger Realty Group

Property at 273 Silver Lake Trl, Oconomowoc, WI 53066, 3 beds, 2 baths

$575,000 Last sold price

3 beds2 baths1,856 sq ft

273 Silver Lake Trl, Oconomowoc, WI 53066

Jennifer Adams • List2Sell, LLC

Viewing page 3 of 6

Recently Sold Homes in 53066

There are currently 212 recently sold homes for sale in 53066 at a median listing price of $670K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 53066 stay on the market for 49 days and receive 4 offers. This map is refreshed with the newest listings in 53066 every 15 minutes.

In the past month, 60 homes have been sold in 53066. In addition to houses in 53066, there were also 50 condos, 0 townhouses, and 4 multi-family units for sale in 53066 last month. Find your dream home in 53066 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 53066 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 53066. If you're looking to sell your home in the 53066 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 53066 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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797

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* Data from the last year

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