Oconomowoc, Wisconsin listings for sale

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$14,995,000 - Oconomowoc, WI
4513 N Hewitts Point Rd Oconomowoc, WI - This standout Oconomowoc Lake landmark property is available for the first time ever! A magnificent and substantial 20,000+ square foot stone home, it features 7 bedrooms, 12 bathrooms, 8 fireplaces, an elevator, garage parking for 10 cars, an indoor pool, theatre, gym and a guest suite/apt in its own wing. Nothing was overlooked; the highest quality craftsmanship and materials - stone, hardwood floors, high ceilings, handcrafted and exquisite woodwork and millwork. The setting and exterior amenities complement the amazing house and include a gated entry, huge level lawn at the front of the home, a vintage wet boathouse and stunning landscaping. Situated on 4.3 acres with 580' of excellent lake frontage, this is the essence of gracious and private lake living. A truly iconic estate.
2006 | 7 | 9 | 20,890 sqft.
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$4,250,000 - Oconomowoc, WI
W346n6701 Whittaker Rd Oconomowoc, WI - This exquisite executive estate on Okauchee Lake features 6 bedrooms, 4.5 baths, and a fully finished walk-out lower level complete with a billiard room, bar, natural fireplace, laundry, changing room, full kitchen, bedroom, and full bath. Built in 2004 by Moore Designs, this home underwent major updates including a chef's kitchen and wet bar by Dream Kitchens in 2019, a master bedroom/bath with wet bath and 5' infrared sauna in 2023, and a permanent pier/boat dock in 2020. The grounds features a Sport Court with basketball and pickleball, multi-level patio facing the lake with a 20'x40' heated in-ground pool, outdoor shower, and elevated conversation seating patio with gas fire pit. There's plenty of storage in this home with a 320 sq.ft master closet and a 1230 sq.ft garage!
2004 | 6 | 4 | 6,639 sqft.
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$2,100,000 - Oconomowoc, WI
S1w33777 Abitz Rd Oconomowoc, WI - Stunning Modern Farmhouse on 3 acres minutes from downtown Delafield. Thoughtfully designed custom home by JFK Design Build built with an attention to detail. Beautiful kitchen boasts double islands, hickory hard wood floors, quartz counter tops, spacious walk-in pantry & brick accent walls. Incredible great room with vaulted ceiling, shiplap walls, wood beams, floor to ceiling brick natural wood burning fireplace, custom barn door, & walkout to the covered patio. Main floor master suite features a vaulted ceiling with wood beams, hickory floors. Luxurious master bath finished with marble, shiplap walls, tile shower & free-standing soaker tub. The main floor includes wine cooler rm, home office & separate flex room. Two large bedrooms upstairs with en-suite bathroom & bonus room.
2020 | 3 | 4 | 4,638 sqft.
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$1,500,000 - Oconomowoc, WI
W340s2401 County Road C - Oconomowoc, WI - Entertain family & friends in this 4 bdrm/3 bath rustic contemporary not just a home but a lifestyle. Can be used as a multi generation home, 4000+ sq ft indoor space & 2000+ sq ft of outdoor patios and decks. Custom and quality thru-out, hardwood floors, tile, custom mill work, granite, slate & stone. Chef pleasing kit w/ multiple ovens, pop ups and pull outs, 7x5 island open to gathering area w/wet bar. Sun filled great rm w/2nd wet bar, NFP & vaulted ceilings. E & W Walls of windows & doors. 2nd kitchen open to family rm and a pass thru to theater/game rm w/2nd NFP. Master suite has vaulted ceilings, bath with SS, whirlpool & double vanity +. 2.5 attached heated garage, 30x40 add garage, 4+ stall horse barn. Fiberglass saltwater pool w/20x12 pool house all on 11+ acres. Wildlife abound
2004 | 4 | 3 | 4,108 sqft.
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$1,200,000 - Oconomowoc, WI
1622 Saint Andrews Dr Oconomowoc, WI - Experience luxury lake living in this custom-built condo featuring high end finishes throughout. Stunning kitchen boasts sleek granite countertops, deluxe cabinetry and massive central island, perfect for food prep or casual dining. Soaring ceilings and cherry HWF throughout the main living space. Three spacious bedroom ensuites provides the opportunity for multiple primary suites. Lower level offers a professional-style home gym with rubberized flooring, full bath and large office with built in desk (could be 4th bedroom with egress added). Private patio with gas line for easy grilling and futured gas line for outdoor fireplace. Enjoy 662' of gated Silver Lake frontage and pier shared with 7 other owners. Each owner has their own boat slip. Condo fees include insurance for unit interior!
2011 | 3 | 4 | 4,191 sqft.
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$1,199,900 - Oconomowoc, WI
N66w34839 Baltic Pass Oconomowoc, WI - Step into a new era of quality home building with this incredible new construction home from Elegant Builders LLC in the new Meadowlands subdivision nestled in the northwest corner of Okauchee Lake. Sitting on an acre lot backed up to Conservancy Land (no building), this 2800 sqft, 4 bedroom, 2.5 bath open concept ranch with tons of natural light is waiting for you. Split plan w full master suite, 2 bedrooms and 2nd full bath on main level. The 4th bedroom, is a 600 sqft bonus room above the huge 3.5 garage that could be anything you want: office, game room, etc. 1st floor laundry. Inviting 200 sqft covered porch off back with built-in natural fireplace. 2000 sqft of unfinished basement for future expansion. Full GE Cafe line of appliances w quartz counters. Construction in final phase.
2025 | 4 | 2 | 2,800 sqft.
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$1,150,000 - Oconomowoc, WI
550 Lake Bluff Dr Oconomowoc, WI - This show-stopping home has it all! Sought after Oconomowoc location with exclusive frontage and access to private Crystal Lake. This 5 bedroom beautifully updated ranch home wows from the moment you walk in the front door. Offers a main level master retreat, spacious open concept living, high ceilings, updated, light bright and airy design with plenty of gorgeous space for entertaining inside and out. The lower level grants access to your lakefront as well as fabulous additional living space. Fish, swim, kayak, float or just enjoy the view. You will love coming home.
2006 | 5 | 4 | 3,880 sqft.
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$1,075,000 - Oconomowoc, WI
34630 Springbank Rd Oconomowoc, WI - Nestled in the heart of lake country, in the quaint village of Oconomowoc Lake, this timeless, stately Tudor sits on 3+ private acres with a gorgeous tree-lined entrance. Spacious rooms throughout, perfect for entertaining. The backyard oasis features expansive maintenance free decks, large patio, inground pool & hot tub for all your outdoor enjoyment. A grand foyer with an enchanting spiral staircase welcomes you into the home. Updated with modern touches while preserving classic charm, this home has been meticulously cared for, showcasing pride of ownership. Enjoy the tranquility of your own retreat with great commuter access. Fenced in backyard. See all features and updates in documents. A rare opportunity to own a home that blends elegance, privacy, and convenience.
1991 | 5 | 3 | 4,500 sqft.
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$1,075,000 - Oconomowoc, WI
215 E Pleasant St Oconomowoc, WI - A condo community like no other! This stunning third floor condo showcases incredible views of Fowler Lake and downtown Oconomowoc! As you walk through the condo, every room is bright and inviting. One of the few units that has a balcony in the front and back of the unit offering views of Fowler Lake and downtown Oconomowoc. Walk into the open concept kitchen area and you'll see an inviting view of the great room and balcony overlooking Fowler Lake. The primary bedroom is large and warm with lots of windows and a spacious en suite, modern and glowing with character. Beyond this unit, the next owner can enjoy numerous amenities such as a rooftop view of Fowler Lake and Lac La Belle, a large community room with a pool table and kitchen, a workout facility, an open terrace area and garden!
2020 | 2 | 2 | 2,176 sqft.
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$997,500 - Oconomowoc, WI
W335n8953 Pleasant View Rd Oconomowoc, WI - Rare 20-acre hobby farm/homesteading opportunity in the Arrowhead School District! Situated on a beautiful country setting on a quiet dead-end road, this nostalgic farm features a renovated farmhouse, rebuilt dairy barn, new party barn, pole barn, cinder block machine shed, hog barn, milkhouse and smoke house. Charming farmhouse features a main floor master suite with a beautifully updated master bath, large updated kitchen with pantry & adjacent dining area, large mudroom/laundry room and cozy office nook. Built in value with potential to split off a 3-5 acre parcel!
1900 | 3 | 2 | 2,016 sqft.