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Oconomowoc truly embodies the spirit of Lake Country. As one of only two cities in all of Wisconsin to have not one, but two lakes accessible from the downtown area, Oconomowoc has become a premier living destination for young families and professionals alike. Located on the Interstate 94 corridor, living in Oconomowoc makes for an easy commute to either Milwaukee or Madison, while maintaining a friendly, small-town atmosphere. Home to several unique shops, restaurants, recreational opportunities, and a wealth of residential services, it’s no wonder this area is fast-growing.

Oconomowoc has a long history of delighting its residents with a healthy downtown and several points of interest. In fact, following the arrival of the railroad, Oconomowoc became a favorite summer retreat for tourists and wealthy vacationers from all major Midwest cities, including several well-known beer barons.  Some of the nation’s most affluent families were drawn to the excitement of the area and built stately summer homes on the lakes, most still present today. In the 1880’s Oconomowoc featured six luxury resorts and from then until the Great Depression, it was fondly known as the “Newport of the West.”

See all that Oconomowoc has to offer:

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Single-Family

1135 Willow Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,137Sqft
New Construction! Move in Ready - November 2022!! The Bridgeport model features 4 BR's, 2.5 BA's and a 1st floor Flex Room for additional living space. The Kitchen offers plenty of storage space complete with a large kitchen island with quartz counter tops and a corner walk-in pantry. The Family Room includes a corner gas fireplace with beautiful stone to ceiling detail.
$462,900

Single-Family

1187 Saratoga Pkwy, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/1Bathroom(s)
15Picture(s)
1,860Sqft
Home is being sold ''as-is''. Welcome home to this classic 4 bedroom, 2 story traditional home in popular Heritage Heights subdivision. Well loved for years by the current seller, this property is ready for its next story. You'll love the classic floor plan featuring an eat-in kitchen adjoining a living/dining combo room.
$315,000

Single-Family

1584 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,734Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the MAPLE model features all of today's smart home technology! This beautiful 3 bedroom/2 bath open concept ranch offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting and high end appliances and overlooks a large Great Room w/electric fireplace.
$499,900

Single-Family

85 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
17Picture(s)
1,764Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ROSEBURY floorplan is bright and open with 3 bedrooms, 2 full bathrooms, and a large Great Room! Beautifully appointed Kitchen offers large island, stainless steel appliances, quartz countertops, subway tile backsplash and soft close cabinetry! Nice Master Suite with tray ceiling, large walk in closet and double vanity in bath.
$529,900

Condominiums

W389N7114 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
27Picture(s)
3,000Sqft
Pre-construction (photos are of model)! North unit in the 2nd building to be built in this 6 unit development with 5 acres of land-this is a rare opportunity in Lake Country located next to one of the top new golf courses in the country! Stunning open floor plan, will have 3 beds, 3 baths with a walk-out lower level, custom, solid wood trim & 9' ceilings throughout.
$749,999

Single-Family

1837 La Belle Springs Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
23Picture(s)
3,140Sqft
Located in the heart of Pabst Farms and Lake Country, this home is far from being called a ''cookie cutter'' ranch. Built-ins, unique ceiling details, beautiful millwork and a well thought-out floorplan truly make this a special home.
$558,000

Single-Family

1287 Mamerow Ln W, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,137Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the MONONA model features all of today's smart home technology! This beautiful 3 bedroom/2.5 bath open concept ranch offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting and high end appliances and overlooks a large Great Room w/electric fireplace.
$609,900

Single-Family

505 South St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1Bathroom(s)
55Picture(s)
1,600Sqft
Great 4-bedroom one bath home with plenty of old-world charm. This home features a main floor bedroom, kitchen with 2 breakfast bars, main floor laundry, large formal dining room, and a large bonus room with patio doors leading to a large deck & stone patio area with 2 raised beds for your gardening needs. Bonus room could be used as an eat in kitchen or mudroom amongst other things.
$269,900

Single-Family

1299 Yosemite Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
35Picture(s)
2,729Sqft
Immaculate 4BD 3.5BA home in sought after Lakewood Estates w/nbrhd access to Crystal Lake! Fall in love w/the open concept layout & stunning hand scraped birch HWFs throughout main floor. Large kitchen w/beautiful island, gas range & tons of storage, perfect for cooking for a crowd! Spacious family room w/cozy nat. stone gas FP & abundant natural light w/windows on every wall.
$619,000

Single-Family

1555 Pumpkin Path, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
27Picture(s)
4,206Sqft
Move right into this spacious 5 bedroom in desirable Ocononomoc neighborhood. Big open floor plan with 2 living spaces and formal dining room. Large kitchen with island. Nice sized mud room off the garage entry. Huge master bedroom with walk in closet. All additional bedrooms with walk in closets as well. Finished lower level with full bath and guest room or a perfect office space.
$469,900

Single-Family

1182 Juniper Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,165Sqft
NEW CONSTRUCTION- Ready October 2022 - This beautiful Hudson model has all the amenities you are looking for! The Kitchen includes quartz countertops, a workspace island with overhang for additional seating, and is open to the Family Room which has a gas fireplace with beautiful stone to ceiling detail and LVP flooring.
$464,900

Single-Family

222 Pleasant St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
31Picture(s)
2,700Sqft
5-star lake lot, on gem of a lake, near quaint walkable downtown. Property features a gentle slope to the water, mature park-like trees, and panoramic views of the lake with a pier and small sand beach area. Fowler Lake is about 100 acres, 50 feet deep, great for fishing, and has very clear water.
$899,900

Condominiums

N52W35344 Lighthouse Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
34Picture(s)
2,588Sqft
Enjoy waterfront views from most rooms in this beautifully appointed ranch condo in tranquil Bay Pointe close to Okauchee Village. The kitchen has maple cabinetry and granite countertops and opens to the great room with vaulted ceilings, a 2 sided gas fireplace, and adjoining 4 season sun room. Enjoy your private deck and sunsets over the large fishing pond.
$509,900

Condominiums

W389N7112 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
26Picture(s)
3,000Sqft
Unique opportunity on 5 acres, only 6 units in this development-absolutely no detail has been spared! This stunning, open floor plan, 3 bdrm, 3 bath condo with a walk-out lower level features custom, solid wood trim & 9' ceilings throughout.
$749,999

Single-Family

1872 River Lakes Rd S, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
45Picture(s)
3,758Sqft
Spectacular home set on a premier lot in Eastlake Village at Pabst Farms! Spacious kitchen features maple cabinetry, Zodiac counters and stainless appliances along with breakfast bar! Great room offers a gas fireplace and french style doors leading to den/living room. A formal dining room and generous laundry complete the main level.
$649,900

Condominiums

N55W35038 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
4Picture(s)
1,506Sqft
Only one side-by-side left. Under Construction off pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$549,900

Condominiums

N55W35032 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
4Picture(s)
1,506Sqft
Under Construction off pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$549,900

Single-Family

W350N5354 Road B, Oconomowoc, Wisconsin 53069

2Bedroom(s)
1Bathroom(s)
14Picture(s)
713Sqft
BUILD YOUR DREAM HOME! Stellar Okauchee Lake property w/approximately 51' of frontage. This 0.239 acre lot features a gradually sloping lot conducive to constructing a new home with an exposed lower level. The existing home offers 2 bedrooms & 1 bath and a walkout lower level. The property is currently rented and in need of repairs/renovations and is being sold for the land value.
$575,000

Condominiums

N52W35453 Lighthouse Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
13Picture(s)
1,880Sqft
Under Construction off pond unit. The Peyton 1880 is a stand alone split-bedroom ranch condominium home. This home features open-concept living in the main living area, including the kitchen, dining area, & gathering room with GFP. Designed for the cook & entertainer, the kitchen features quartz counters, s.s. appliances, WIP & an island w/ seating.
$677,900

Condominiums

W354N5330 Coastal Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,810Sqft
Under Construction on pond unit. The Peyton 1810 is a stand alone split-bedroom ranch condominium. This home features open-concept living in the main living area, including the kitchen, dining area, & gathering room w/ GFP. Designed for the cook & entertainer, the kitchen features quartz counters, s.s. appliances, WIP & an island w/ seating.
$754,900

Condominiums

215 Pleasant St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
42Picture(s)
1,924Sqft
Spectacular Fowler Lake Village Condo! Tremendous lifestyle w/walkability. Grab a coffee or have dinner delivered to your door from Coco's! Terrific amenities including fabulous rooftop deck, expansive sun porch, party room, dog run and exercise area! 2 heated parking spots. An interior that is absolutely stunning! Total dream kitchen. Combined great room & formal dining area.
$1,250,000

Condominiums

215 Pleasant St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
43Picture(s)
2,176Sqft
Experience luxury living in the heart of downtown Oconomowoc! Formerly known as the ''Newport of the West'', Oconomowoc offers lakes, shops and year round events. Centered in the middle of this thriving community is this special 3rd floor corner condo, offering city, and breathtaking sunset and sunrise views from dual balconies.
$1,150,000

Single-Family

34829 Fairview Rd, Oconomowoc Lake, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
56Picture(s)
4,500Sqft
The home was constructed in 2015 with beautiful views and crystal clear sandy frontage on Oconomowoc Lake. This spacious 4 bedroom, 3 bath home with oversized 4+ finished garage is amazing. Open concept featuring a Large great room, formal dining area, extra large gathering room are but a few of the main floor features.
$2,590,000

Vacant Land

Lt2 Wadebridge Rd, Oconomowoc, Wisconsin 53066

6Picture(s)
0Sqft
Now is your chance to build your dream home in the much desired Burtonwood subdivision. This secluded lot is ready and waiting for your plans. Located in the Town of Oconomowoc (lower taxes) but close to Downtown with all the activities that Oconomowoc has to offer (parades, art fairs, restaurants, and more). This very established neighborhood will only add value to your home.
$150,000

Single-Family

1505 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
16Picture(s)
2,616Sqft
4 bedrooms/2.5 baths/Flex room/Elite series 2-Story. 1 egress window & drain/vent rough-in for future full bath. Ceramic tile walk-in shower/2 shower heads/double sinks/granite or quartz vanity tops master bath. Double sinks/granite or quartz vanity tops/shower over tub in Family bath. 2 WIC's master suite. 9' 1st floor ceilings/Pitched ceiling master bedroom.
$529,990

Single-Family

1491 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
15Picture(s)
2,660Sqft
HOUSE IS FOUNDATION - APPROX. COMPLETION FEBRUARY 2023.4 bedrooms/2.5 baths/Flex Room/Spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master and Family baths have double sinks/granite or quartz vanity tops. Master bath has ceramic tiled shower walls w/shower pan. Walk-in Closets in all bedrooms.
$529,990

Vacant Land

W340N7661 Townline Rd, Oconomowoc, Wisconsin 53066

14Picture(s)
0Sqft
INCREDIBLE. Location in the heart of Wisconsin's ''Horse Country'' this property boasts an indoor POLO arena w/ observation deck, two spacious bathrooms fully plumbed on septic w/ hot water and space to convert to full baths.
$999,900

Single-Family

86 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2/1Bathroom(s)
3Picture(s)
1,813Sqft
New construction by Stepping Stone Homes, the 2 story Willow model offers open concept living with 2 bedrooms and 2.5 bathrooms! This fabulous home is located in the Weston Meadows subdivision of Oconomowoc. The spacious kitchen overlooks the great room and includes upgraded cabinetry with crown molding, quartz counter-tops, oversized island, subway tile and stainless steel appliances.
$399,900

Vacant Land

Lt80 Shady Ln, Oconomowoc, Wisconsin 53066

9Picture(s)
0Sqft
Side-by-side townhouse OR single family home ... you decide! Don't miss this opportunity to purchase one of the last lots of its kind in Oconomowoc, Wisconsin in desirable Hickory Creek subdivision.
$119,900

Condominiums

333 Lake Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
25Picture(s)
1,300Sqft
Looking for a condo with lake views and a great location? This Draper Hall condo in downtown Oconomowoc has a bright open floor plan. Walls of windows provide views of both Fowler Lake and Lac LaBelle from the great room & wrap around balcony! Newer white kitchen with stainless appliances is open to the dining area.
$499,000
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