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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

521 Cassie Lynn Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
49Picture(s)
3,012Sqft
Turn-Key, 3 bedroom home is ready for your private tour! The setting and view from the back of the home will make you forget that you live in a subdivision. The almost half acre lot is adjacent to a large out lot with pond and wildlife. Inside you will appreciate the easy to use floor plan with a comfortable kitchen, large dinette and oversized family room.
$400,000

Condominiums

N52W35330 Lighthouse Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
32Picture(s)
2,564Sqft
Welcome to Lake Country! Peaceful Pond views are sure to please with this updated Bay Pointe beauty. Sparkling chef's dream kitchen 2014 features quartz counters, SS appliances, wine fridge, double ovens, gas range. Steps away enjoy 9' ceilings in your dining room. Open concept LR, Dark HWF's, corner brick GFP & room to roam in additional sunroom. Large deck off Sunroom.
$410,000

Single-Family

228 Concord Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
26Picture(s)
1,632Sqft
Charming Victorian 3 BRM/1 Bath close to many parks, schools, shops, restaurants and beautiful downtown Oconomowoc has come to the market! This highly sought out property has tons of character that will make it perfect for you including newer windows, furnace, siding and gutters, and a new garage doors. Inside you will enjoy the hardwood floors throughout the living room and upper level.
$199,900

Single-Family

W342N4868 Oak Ln, Oconomowoc, Wisconsin 53058

3Bedroom(s)
1Bathroom(s)
19Picture(s)
975Sqft
Cute, cozy cottage just steps away from Okauchee Lake. This updated home features three bedrooms and one bath. Hardwood laminate floors throughout. Tons of natural light throughout the refreshed kitchen with newer appliances. Enjoy your private yard with new deck and fire pit. Perfect for those summer nights near the lake. Newer deck addition along with furnace (2015).
$191,800

Single-Family

1332 Orchard Ter, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
37Picture(s)
1,400Sqft
There is more to this 3 bed, 1.5 bath Ranch in Oconomowoc than meets the eye. Walk in the front door and you are greeted immediately by this overhauled layout. Totally open concept in style and totally redone. The kitchen is absolutely fantastic, and truly a Chef's kitchen with premium finishes, plenty of counter top space, and cabinet space.
$289,900

Single-Family

1517 Fay Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,004Sqft
3 bedrooms/2 full baths/ranch design. Basement has one egress slider window and basement drain/vent rough-in for future full bath. Ceramic tiled shower/double sinks/granite vanity tops master bath. Spacious walk in closet master suite. Double sinks/granite vanity tops in Family Bath. 9' Main floor ceilings/Pitched ceiling in foyer, living room, kitchen, dinette/Tray ceiling master bedroom.
$399,990

Single-Family

W380N8291 Mill St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
20Picture(s)
2,210Sqft
Lots of room in this rural setting! Absolutely charming 4 bedroom 3 bath home with large rooms. Home has bright roomy kitchen with center Island & breakfast bar, Refrigerator, Oven/Range, including built in microwave & dishwasher! Laundry area in lower level includes washer & dryer. Note: plumbing in upper level for laundry. Large formal dining room.
$329,000

Single-Family

1505 Fay Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
6Picture(s)
2,873Sqft
4 bedroom/3.5 bath/flex room/spacious 2-story. Basement has 1 egress slider window/rough-in drain & vent for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite vanity tops master bath. Jack & Jill family bath/double sinks/granite vanity tops. Full bath in Bedroom #4. Master bedroom has 2 WIC's. 9' First floor ceilings/pitched ceiling master bedroom.
$494,990

Single-Family

W385N8342 Highlander Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
29Picture(s)
2,550Sqft
Great home on a gorgeous nearly 2 acre lot in the Town of Oconomowoc! Spacious interior offers 4 bedrooms and 3.5 baths. Great room with gas fireplace. Open kitchen has center island, open dining area, pantry, and appliances included. Mud room with built-in lockers. French doors lead to main floor den. Upper level master suite has large walk-in closet and private bath with large shower.
$529,900

Vacant Land

Lt31 Primrose Cir, Oconomowoc, Wisconsin 53066

4Picture(s)
0Sqft
Prime lot in the Arrowhead Districtlocated on a cul-de-sac over looking Okauchee Lake backing to a wooded area and green space. Side sloping lot with a walk out basement exposure. Bay View Estates subdivision is a development of 53 home sites and includes a 7 acre centrally located gathering / play area. Conveniently located minutes from shopping close to Hartland, Delafield and Oconomowoc.
$84,900

Single-Family

255 Lakeridge Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
29Picture(s)
2,924Sqft
Beautifully updated home in Oconomowoc's Lakeridge! 2-story foyer greets you flanked by dining room and den. Hardwood flooring on main level. Large great room with fireplace. Kitchen has breakfast bar, center island, SS appliances included, and nice size dining area with patio doors to deck. Half bath on main.
$389,900

Single-Family

457 5th St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1Bathroom(s)
23Picture(s)
1,664Sqft
4 bedroom Cape Cod on generous sized lot. 2-1/2 car attached garage leads to breezeway and rear patio. Partially finished lower level w/ bar. Appliances included. Lots of storage. Low maintenance exterior. Newer furnace & air. Upgraded electric.
$199,900

Condominiums

1003 Ann Marie Way, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
22Picture(s)
1,861Sqft
Exceptional property w/numerous upgrades in this side x side building w/golf course view in desirable Glen of Oconomowoc. Southern and Western exposure for all day sunQualify & craftsmanship throughout this spacious unit. Vaulted ceilings in every room! Gorgeous HWD floors throughout main living area.
$474,900

Vacant Land

Lt102 Harvard St, Oconomowoc, Wisconsin 53066

7Picture(s)
0Sqft
Walk to Fowler Lake Park and downtown Oconomowoc Small lot for a just enough home. A little more grass than if you owned a condo but nobody telling you what to do. No sidewalks. This lot is 50 feet wide and 100 feet deep.It backs to the Greenland School green space. Southern exposure to the rear. 7 foot side setbacks and 20 foot front and rear setbacks.
$44,900

Vacant Land

Lt103 Harvard St, Oconomowoc, Wisconsin 53066

7Picture(s)
0Sqft
Walk to Fowler Lake Park and downtown Oconomowoc Small lot for a just enough home. A little more grass than if you owned a condo but nobody telling you what to do. No sidewalks. This lot is 50 feet wide and 100 feet deep.It backs to the Greenland School green space. Southern exposure to the rear. 7 foot side setbacks and 20 foot front and rear setbacks.
$44,900

Two-Family

W380N6775 Lake Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
Driveway entranceParking(s)
38Picture(s)
2,283Sqft
Rare opportunity to own this wonderful 4/5 BR, 2 full BA home on 7. 3 acres with separate building that has endless possibilities for mother-in-law quarters, home office building, art studio etc. Extra building is 1,576 sq ft,heated, has KIT, Liv Rm, full BA & BR. Spacious Liv Rm w/tall ceilings & HWF's. Full BA on 1st floor has large claw foot soaking tub.KIT overlooks Fam Rm w/FP.
$440,000

Single-Family

W380N6779 Lake Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
38Picture(s)
2,283Sqft
Rare opportunity to own this wonderful 4/5 BR, 2 full BA home on 7. 3 acres with separate building that has endless possibilities for mother-in-law quarters, home office building, art studio etc. Extra building is 1,576 sq ft,heated, has KIT, Liv Rm, full BA & BR. Spacious Liv Rm w/tall ceilings & HWF's. Full BA on 1st floor has large claw foot soaking tub.KIT overlooks Fam Rm w/FP.
$440,000

Single-Family

N55W34613 Road E, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/2Bathroom(s)
49Picture(s)
2,641Sqft
Terrific newer home located on 90' of prime Okauchee Lake frontage with a completely remodeled boathouse with a full guest suite! The interior is done is tasteful light hickory with accents of slate throughout. The main floor master is very accommodating and features a vaulted tongue-and-groove hickory ceiling.
$1,299,000

Single-Family

662 Juneau Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,876Sqft
Unique property features +/- 150 ft of Oconomowoc River frontage, Double Lot. Walking distance to downtown Oconomowoc, Fowler Park. and the backyard is adjacent to Riverside Park. 3 Car Detached Garage, Natural woodwork and some wood flooring. Master suite on 2nd floor has private bathroom with shower stall and 3 skylights.
$289,000

Single-Family

909 York Imperial Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
33Picture(s)
2,158Sqft
Energy efficient smart home with gorgeous southern exposure windows and deck awaits you! Make it your next home! Soaring ceilings and large windows allow light to flood the open concept living, dining, and kitchen.
$279,900

Two-Family

35 Park St, Oconomowoc, Wisconsin 53066

1Bedroom(s)
1Bathroom(s)
Electric door openerParking(s)
21Picture(s)
0Sqft
Rare investment opportunity awaits you in this bungalow style duplex, located within walking distance to Oconomowoc City Beach, Park Street Beach, city parks & all of downtown's amenities. Your tenants will love all the conveniences this property has to offer w/ private entrances.
$209,900

Single-Family

35 Park St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,273Sqft
Welcome home to your charming new bungalow on Park Street. You will love the location of this home! Take a short stroll to explore Oconomowoc City Beach, Park St. Beach, City parks, as well as downtown Oconomowoc shopping, restaurants and more! Sit back and relax as you enjoy your morning coffee on your three seasons porch.
$209,900

Single-Family

1823 Springhouse Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
42Picture(s)
2,459Sqft
Eastlake Village at Pabst Farms is the setting for this split bedroom ranch style home. Custom built for the current owner. Open concept floor plan and gorgeous hardwood flooring. Kitchen boasts maple cabinetry, solid surface counters with snack bar and overlooks the great room with gas fireplace and southern exposure windows. Formal dining room could be a perfect den/office option.
$469,900

Single-Family

704 Browning Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
78Picture(s)
1,894Sqft
The brand new hickory hardwoods are the first thing to capture your eye in this 4 BR, 2 BA updated ranch home. Complete with a fully remodeled kitchen including soft close drawers and beautiful granite counters, and brand new stainless appliances. Two beautiful fireplaces in both Family Room ( w/vaulted ceiling, power blinds) and living rooms.
$340,000

Vacant Land

Lt2 Buchanan Rd, Oconomowoc Lake, Wisconsin 53066

4Picture(s)
0Sqft
First time ever offered! Over 358 ft of pristine swimming frontage on a fantastic wooded 5-acre estate sized lot. Recently split off from one of the major older estates on Oconomowoc Lake. Drive down a long wooded private road to view this gorgeous, heavily wooded lot. This property offers outstanding views, exceptional frontage, & a prime location on one of Wisconsin's premier lakes.
$2,750,000

Single-Family

377 Lake Bluff Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
27Picture(s)
3,050Sqft
OCONOMOWOC. Within easy walking distance to downtown Oconomowoc this 3000 square foot custom built ranch is guaranteed to stand up to the most discriminating buyer.
$575,000

Single-Family

W352N5286 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,530Sqft
Beautifully updated 3BR/2BA home with 50 ft. of frontage on Okauchee Lake! Enjoy this excellent location on the lake with great frontage. Interior offers large great room with walls of windows and amazing lake views. Gas fireplace in great room. Open kitchen has granite countertops, breakfast bar, and SS appliances included. Main floor bath features steam shower.
$687,000

Single-Family

617 Madison St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
36Picture(s)
2,472Sqft
Beautiful brick ranch is perfectly located in the Fowler Park neighborhood on a spacious city lot with mature trees. Completely updated interior features Hickory floors throughout, bright white kitchen cabinets, stainless steel appliances, granite counters, unique basketweave backsplash tile, & modern lighting. Cozy gas fireplace has a stone surround and TV mount above.
$374,900

Single-Family

604 Highland Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
29Picture(s)
968Sqft
Enjoy the pleasures of this updated ranch home conveniently located within walking distance to downtown Oconomowoc shopping, restaurants, & City Beach. Let the light shine through the beautiful stained glass window in the living room featuring new cedar accent wall. Retreat into the bedrooms and bath area to find updates throughout.
$189,900

Condominiums

1780 Regal Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
41Picture(s)
2,209Sqft
Enjoy a peaceful setting in this luxury, pet friendly condo in Village Crossing in Pabst Farms. Unit features 3 bedrooms, and 3 baths. The open floor plan includes a bright Living room with gas fireplace, patio to a beautiful nature view that flows nicely to the Dining room and kitchen. Enjoy your morning coffee in the spacious kitchen with island, Stainless steel appliances and granite counters.
$375,000
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