Oakdale Real Estate

Oakdale: A Charming Town in Monroe County, Wisconsin

Nestled in the heart of Monroe County, Wisconsin, Oakdale is a picturesque town that offers a tranquil and welcoming atmosphere. With its small-town charm and beautiful natural surroundings, Oakdale is the perfect place to call home.

One of the highlights of Oakdale is its convenient location. Situated in the southwestern part of Wisconsin, Oakdale offers easy access to larger cities like La Crosse and Madison, making it an ideal choice for those seeking a peaceful lifestyle with the amenities of urban areas just a short drive away.

Nature enthusiasts will find plenty to explore in Oakdale. The town is surrounded by stunning natural beauty, including rolling hills, lush forests, and crystal-clear lakes. Residents can enjoy outdoor activities such as hiking, fishing, and boating, making Oakdale a haven for those who appreciate the great outdoors.

In addition to its natural beauty, Oakdale also boasts a strong sense of community. The town hosts various events and festivals throughout the year, bringing residents together and fostering a close-knit atmosphere. With its friendly neighbors and welcoming spirit, Oakdale offers a warm and inviting environment for individuals and families alike.

When it comes to real estate, Oakdale has a range of options to suit different preferences and budgets. From charming single-family homes to spacious rural properties, there is something for everyone in this lovely town. Whether you're looking for a cozy retreat or a place to raise a family, Oakdale has the perfect home waiting for you.

In conclusion, Oakdale is a hidden gem in Monroe County, Wisconsin, offering a peaceful lifestyle, beautiful surroundings, and a strong sense of community. If you're searching for a place that combines small-town charm with easy access to urban amenities, Oakdale is the perfect choice.

Newest Listings in Oakdale

$209,900

ACTIVE Status

Exceptional 12.65-acre wooded homesite and recreational property just 4 miles from Tomah! This surveyed, perk-tested parcel combines two adjoining tracts into one premium offering with a dedicated building site along a quiet dead-end road. Towering white pines, mature oak and maple, wooded trails, thick cover, and pockets of wetland create outstanding habitat for whitetail deer and wild turkey. Whether you're planning a custom home, cabin, or weekend retreat, this property offers the perfect blend of privacy, recreation, and convenience. Enjoy hunting, hiking, wildlife watching, or simply relaxing beneath a beautiful timber canopy while remaining just minutes from I-90/94, shopping, schools, and all the amenities of Tomah. Rare buildable recreational acreage in Monroe County with endless possibilities for country living.

Lots 3 & 4 Grayling Ave, Oakdale

Listing courtesy of United Country Midwest Lifestyle Properties.

$199,900

ACTIVE Status

Exceptional 11.18-acre wooded homesite and recreational property just 4 miles from Tomah! This surveyed, perk-tested parcel combines two adjoining tracts into one premium offering with a dedicated building site, mature pine, oak and maple timber, and frontage on both Grayling Ave. and Hwy. 12. A private driveway leads to an established -acre food plot complete with a box blind, water tub, and planted apple trees, creating a turnkey setup for whitetail deer and wild turkey. Established trails, abundant wildlife, and a peaceful dead-end road setting offer outstanding hunting, camping, or country living opportunities. Enjoy the privacy of a secluded woodland retreat while remaining just minutes from I-90/94, shopping, schools, and all the conveniences of Tomah. A rare buildable recreational property in Monroe County.

Lots 1 & 2 Grayling Ave, Oakdale

Listing courtesy of United Country Midwest Lifestyle Properties.

$99,900

ACTIVE Status

Discover a chance to own 97+/- acres of permanently protected wildlife habitat in Monroe County. Known as The Grosbeak Marsh Preserve, this exceptional conservation property offers expansive wetlands, native vegetation, and outstanding habitat supporting waterfowl, deer, cranes, raptors, and countless migratory bird species. Protected by a perpetual conservation covenant, the land is preserved in its natural state, creating an unmatched opportunity for conservation-minded ownership, wildlife observation, photography, education, and long-term environmental stewardship. Conveniently located near Tomah, Fort McCoy, and I-90/94, this property represents an increasingly rare chance to own and preserve a piece of Wisconsin's natural heritage. Buyers review recorded conservation restrictions.

Grosbeak Avenue, Oakdale

Listing courtesy of United Country Midwest Lifestyle Properties LLC.

$167,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Back on the market! Potential buyer has too many pets per HOA rules. (2 allowed) Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bath townhome ideally located in the friendly Raintree Community. The thoughtfully designed layout features all living spaces on the second level with the convenience of a private single-car garage below. Natural light fills the home through the east-facing living room window and south-facing patio door, which opens from the dining area to a spacious deck, perfect for morning coffee, outdoor dining, or relaxing in the sunshine. Outdoor enthusiasts will love the unbeatable location on the trail system, just moments from the Oakdale Nature Preserve and Discovery Center, with easy access to the Gateway State Trail for miles of walking, biking, and exploring. Per seller, the HOA includes water, sewer, sanitation, lawn care, snow removal, and access to the community pool, making homeownership simple and enjoyable.

4836 Grenwich Trail, Oakdale

Listing courtesy of Realty ONE Group SIMPLIFIED.

$449,900

ACTIVE Status

Own your own private lake! This extraordinary 50 acre recreational retreat just 5 miles east of Tomah features a stunning 17 acre private lake plus a newly constructed 2.5 acre pond?creating a rare Wisconsin playground for fishing, boating, hunting, camping and year-round recreation. The extensively managed fishery includes walleye, largemouth bass, crappie, perch and bluegill, along with a private boat launch and 11 aeration diffusers. Established food plots, thick bedding cover, trails and surrounding agriculture create excellent whitetail hunting opportunities, while Bear Creek frontage adds further recreational diversity. A drilled well and electrical service are already on-site near the newer pond. Gated access, UTV trails, thousands of planted evergreens and convenient I-90/94 access complete this exceptional sportsman?s retreat.

000 Us Hwy 12, Oakdale

Listing courtesy of United Country Midwest Lifestyle Properties.

$799,900

ACTIVE Status

Here?s an exciting opportunity to own a well-positioned campground in the heart of Central Wisconsin! Conveniently located just off the interstate, this property offers easy access for traveling campers while being tucked away enough to provide a peaceful, wooded setting where you won?t hear the interstate. The campground features approximately 45 wooded campsites, with a mix of sites including full hookups, along with city water and sewer?a valuable amenity for both campers and future expansion. The property includes a bath house, office, and laundry building. A pole shed with a lean-to provides excellent storage for equipment, maintenance needs, & campground operations. Situated on approximately 15 acres, there is plenty of room to expand the campground & increase its income potential. With its convenient interstate access, wooded atmosphere, established infrastructure, & opportunity for growth, this property offers a fantastic opportunity for an entrepreneur looking to own & expan

556 N Oakwood Street, Oakdale

Listing courtesy of Castle Rock Realty.

$29,900

ACTIVE Status

A vacant lot located in the village of Oakdale on Tara Dr. It is tax parcel 165-00037-0000. It is .400 acres, seller states a portion of the property may be located in the flood plain. Enjoy easy living close to highway or freeway access. Expand your portfolio in ownership and call today to tour this lot.

Lot 31 Tara Drive, Oakdale

Listing courtesy of Century 21 Affiliated.

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