Oakland Real Estate

Oakland, Wisconsin: A Charming City with Endless Opportunities

Nestled in the heart of Wisconsin, the city of Oakland offers a delightful blend of small-town charm and big-city amenities. With its picturesque landscapes, friendly community, and thriving economy, Oakland is an ideal place to call home for individuals and families alike.

One of the key attractions of Oakland is its natural beauty. Surrounded by lush greenery and dotted with serene lakes, the city provides a tranquil and peaceful environment. Residents can enjoy outdoor activities such as hiking, biking, fishing, and boating, making it a paradise for nature enthusiasts.

In addition to its natural wonders, Oakland boasts a vibrant downtown area that is bustling with shops, restaurants, and entertainment venues. From cozy cafes to trendy boutiques, there is something for everyone to enjoy. The city also hosts various cultural events and festivals throughout the year, providing residents with ample opportunities to immerse themselves in the local arts and culture scene.

Oakland's economy is thriving, with a diverse range of industries contributing to its growth. The city offers excellent job opportunities in sectors such as manufacturing, healthcare, education, and technology. This, coupled with a low cost of living and affordable housing options, makes Oakland an attractive destination for professionals and families looking to establish roots.

Education is also a top priority in Oakland, with a strong network of schools and universities. The city is home to esteemed educational institutions that provide quality education and prepare students for successful futures.

With its natural beauty, vibrant downtown, thriving economy, and excellent educational opportunities, Oakland, Wisconsin, is a city that offers endless possibilities. Whether you're seeking a peaceful retreat or a bustling urban lifestyle, Oakland has it all. Come and discover this hidden gem in the heart of Wisconsin.

Newest Listings in Oakland

$1,200,000

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Escape to your own private retreat on 38 beautiful acres! This lovingly maintained full-log cabin offers 3 bedrooms, a finished lower level with bonus room, and versatile space ideal for guests, a mother-in-law suite, or rental potential. Take in rolling hill views from the inviting front porch or unwind on the back deck beneath the pergola surrounded by woods. A large metal outbuilding with electricity, potential for heat, and a unique tiki bar adds endless possibilities for hobbies and entertaining. Enjoy beautifully landscaped grounds, open grassy areas, groomed trails, prime hunting land, and approximately 20 acres of agricultural land currently rented to a local farmer. A rare opportunity to enjoy country living with room to roam!

N3810 Scheppert Road, Oakland

Listing courtesy of Compass Real Estate Wisconsin.

$1,200,000

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

N3810 Scheppert Road, Oakland

Listing courtesy of Compass RE WI-Tosa.

$79,900

ACTIVE Status

Two entrance options on this 2.26-acre wooded lot provide flexibility for accessing the property, while the cleared open area offers practical space for parking or camping. The rolling terrain also includes a sloping area that may suit a walk-out-basement-style building, subject to buyer due diligence, site evaluation, and applicable approvals. A versatile land opportunity with room to consider multiple uses, from a convenient base for lake activities to a future building site. Fremsted Lake access options add recreational appeal to this 2.26-acre rolling parcel. Call for details regarding available lake access, including boat launch and swimming options. By appointment only please.

7183 Fremsted Road, Oakland

Listing courtesy of Lakeside Realty Group.

$269,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Looking to downsize without giving up comfort? Or simply want a home that is just the right size? This move-in-ready 2-bedroom, 2-bath condo offers easy living with thoughtful updates throughout. Freshly painted with new carpeting, updated kitchen appliances, washer and dryer, newer windows, patio door, and furnace, there?s little to do but move in and enjoy. Surrounded by mature pine trees, the setting offers a peaceful, private feel while giving you a place to relax and enjoy the simple pleasures of home. Walking distance to Lake Ripley, close to hiking and biking trails, short distance to shopping and downtown Cambridge! Come see why this could be the perfect fit for your next chapter! Lot size is an estimate.

N4524 Wolff Road, Oakland

Listing courtesy of RE/MAX Property Shop.

$60,000

ACTIVE Status

10 acres of wooded vacant land in Douglad county. Located just minutes from the City of Superior, this parcel has got what it takes. Come and see this mature wooded forest and dream what you can do with it. There are some improvements on the property such as a culvert and a driveway into the parcel. The neighbors have also had survey work completed and there should be some property markers that are available. There is probably some good hig and dry land according to the online elevation maps. Power is at the road and internet providers should be available as the neighbors have internet. There is no municipal gas or water available at this time. Wetlands maps shows that a fair amount of the property does not have wetlands per the Douglas County GIS website. This all looks good for development! Get away from the action and buy this 10 acres of country property. This property is zoned R2 Residential per Douglas County Zoning.

6700 E Clara Barton Rd, Oakland

Listing courtesy of RE/MAX Results.

$599,900

5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

This storybook home is ready to come to life with a new owner's vision and industrious spirit. The 6+ acre lot is private with wooded surroundings and trails, just minutes from town. Inside, the floor plan impresses with a sunken living room, three-story fireplace, spacious kitchen, and sunroom. What's more, a massive primary bedroom with a private balcony is primed to be turned into a true retreat. Downstairs is even more living space and a walk-out to the poured patio and yard. The property's tennis court offers three-season fun or a great spot for a future outbuilding. And don't forget the attached two-car garage with bonus parking for guests or extra vehicles. An extra perk is that the home is fueled by natural gas -- no need for LP! Close to downtown, Lake Ripley w/ country club, and convenient grocery. Don't miss the chance to restore this property to its full potential while living on the outskirts of beautiful Cambridge.

W9236 Highway 18, Oakland

Listing courtesy of Realty Executives Cooper Spransy.

$1,695,380

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

A truly rare offering on Lake Ripley?where distinctive architecture, remarkable privacy, and extraordinary waterfront living come together. Designed by acclaimed architect Helmut Ajango, this exceptional residence was thoughtfully created to embrace its natural surroundings, capturing panoramic lake views and creating an effortless connection between the home and the water. The main living spaces are beautifully positioned to take full advantage of the setting. The living room, kitchen, and dining areas flow together while remaining visually connected to the water, creating an inviting environment for both intimate gatherings and entertaining. Expansive lake views become part of everyday life, from quiet mornings overlooking the water to spectacular sunsets at day?s end. The finished walk-out lower level extends the living experience outdoors, with a spacious recreation room, bar opening to the lake. This is more than a lake home?it?s a private retreat!

W9225 Ripley Road, Oakland

Listing courtesy of RE/MAX Property Shop.

$345,500

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Lake shore private living with turnkey convenience come together in this furnished log chalet set, flexible guest bunkhouse on almost 2 acres with shoreline suited to canoeing, kayaking, and full pontoon use. Shared access is available for docking and dropping your boat, if desired, making time on the water easy to enjoy. Inside, the main Chalet Log Styled Cabin the main floor offers two bedrooms, a full bath, laundry, in-floor heat, a gas stone fireplace and mini-split heating and cooling for year-round comfort. Trendy rustic accents throughout showcase a full wall of windows create a warm inviting gathering space while keeping the lake setting in view. Spacious log accented loft with dynamite views and entertaining area. The property is offered fully furnished for a straightforward transition. The seasonal bunkhouse adds useful overflow space with a 3/4 bath, kitchenette, and bunkbeds with propped TV. Several storage sheds provide room for gear, tools, and recreational equipment. This is a private oasis near Danbury and Webster, WI in Burnett County.

7109 Rainbow Lane, Oakland

Listing courtesy of Lakeside Realty Group.

$269,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

N4524 Wolff Road, Oakland

Listing courtesy of RE/MAX Property Shop.

$550,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Discover the peace & quiet of coveted lake living in the Shoreplace neighborhood! Beautifully remodeled & thoughtfully updated, offers quality finishes throughout, including custom kitchen cabinetry, with soft close doors, solid-surface quartz countertops, and a spacious kitchen/dining area. Inviting main level features vaulted ceilings and engineered hardwood floors. Primary suite w/walk through bath and generous walk-in closet are a bonus. The LL provides an expansive family room centered around a wood burning fireplace - perfect for relaxing or entertaining. Additional highlights include an oversized two-car garage, fenced yard, newer roof, windows, water softener & heater. There's plenty of space both inside and out. Enjoy the peace of mind of numerous quality updates while being a short walk from Lake Ripley (Deeded Access). A wonderful opportunity to enjoy a peaceful setting with lake privileges. All updates listed are per seller.

W9295 Oakland Road, Oakland

Listing courtesy of Coldwell Banker Real Estate Group.

$299,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

This cabin has been updated top to bottom! Make your way up to Danbury to see this charming retreat that perfectly blends modern convenience with cabin warmth. Inside, you will find a stunningly updated layout complete with a cozy loft?ideal for, a reading nook, or extra space to sleep. Almost everything has been meticulously updated, making this turnkey home ready for you to move right in and start making memories. The highlights continue outdoors with a huge, newly installed deck, perfect for entertaining guests, morning coffee, or relaxing after a long day. Finish your long day on the lake with a cozy fire inside!

7861 Birch St Unit 6, Oakland

Listing courtesy of C21 Affiliated/Hudson.

$429,900

ACTIVE Status

Included Parcel ID's: 022-0613-0743-068 and 022-0613-0743-069. 2 Buildable lots with Lake access! Sale includes both adjacent parcels, and Seller will not sell parcels separately. Rare opportunity to own two adjoining wooded parcels in the desirable Woodcrest neighborhood, just steps from deeded access to Lake Ripley, which is an all sports lake. Enjoy added privacy, flexibility, and space to design your dream home on an oversized homesite, or build on one and sell or retain the second. Conveniently located just minutes from charming downtown Cambridge with easy access to Hwy 12 and quick 20 minute commute to Madison. Bring your own builder and start planning your lake-area retreat. Sewer connection established and capped for future use, saving Buyer $5,300.

N 4179 Woodcrest Lane, Oakland

Listing courtesy of Winterberry Realty, LLC..

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