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29574 Outlook Road, Glendale
$539,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Set among the rolling Driftless hills of Monroe County, this 38.61-acre former dairy farm is filled with history, beauty, and possibility. Once home to prized, award-winning Guernsey cows, the property offers nearly 20 tillable acres with room to raise crops, graze animals, or create the homestead you?ve been dreaming of. A large machine shed?with half concrete and half gravel flooring?provides excellent space for equipment, storage, or hobbies. The 4-bedroom, 1-bath farmhouse needs elbow grease and vision, but offers the opportunity to restore a country home with character. Multiple potential building sites may also make this an appealing setting for a shared retreat or family compound, subject to local approvals. Come walk through the tall grass, listen to songbirds singing from the fence posts, and experience the quiet sense of peace this land provides?all within approximately 30 minutes of shopping, healthcare, and interstate access.

29574 Outlook Road, Glendale

Listing courtesy of Advantage Realty, LLC.

315 Hilltop Circle, Warrens
$289,900
ACTIVE Status
This cabin-style upper/lower fully furnished duplex offers a cozy, peaceful retreat surrounded by privacy, with warm wood finishes & rustic details creating a true home-away-from-home feel. Unit 1 features 2 bedrooms & 1 bath with a full kitchen & living area w/ gas fireplace. Unit 2 spans two levels with 2 bedrooms & 2.5 baths. The main level features vaulted wood ceilings, a stone fireplace, dining area, half bath & primary suite with private bath, while upstairs offers a loft-style 2nd bedroom & full bath. Multiple decks & patios provide places to relax & enjoy the peaceful surroundings, with steps leading down to a private fire pit area. With 4-5 parking spaces, this property is perfect for a rental portfolio. Turn key!!

315 Hilltop Circle, Warrens

Listing courtesy of @properties La Crosse.

Lot 8 Elderado Road, La Grange
$459,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Bring your vision to life with this new construction home in a desirable country subdivision, where you'll have the opportunity to choose your finishes and make it truly your own! Set on 1.52 acres with approximately half the lot wooded, you'll enjoy mature trees, a spacious backyard for entertaining, and a peaceful setting just minutes from town and shopping. The planned layout features 3 main-level bedrooms, including a primary suite with walk-in closet and private bath with dual vanities, plus main-floor laundry and a covered porch. Want even more? There's room for an additional outbuilding or detached garage. Perc tested for a conventional septic system. Bring your ideas and create the new construction home you've been dreaming of!

Lot 8 Elderado Road, La Grange

Listing courtesy of @properties La Crosse.

12559 County Highway Pp, Byron
$295,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
FAMILY HOME ON 2.23 ACRES 7 miles from Tomah and so easy to get to! Insulated garage/shop space, room for animals or gardening. New quality metal roof 2024, new well 2023, 200-amp breaker box. Bedroom and extra non-conforming bedroom or office in basement along with rec-room and a full bathroom. Home interior needs a little work and some finishing touches, trim, paint, etc.. Garage/shop is insulated and has 220volt hookup for compressor, welder, etc. Garage is deeper than wide-extra leanto attached for mower, motorcycle, ATV etc.. Many perennials and lilacs, etc... Backyard area is fenced and has tree fort, chicken coop, miscellaneous sheds. Items that stay- all wood piles, fencing for dog/animals, fort stays, chicken coop stays, garden and work shed, garage lean-to. Lots of space- great area!! Dimensions may be estimated.

12559 County Highway Pp, Byron

Listing courtesy of Open Gate Real Estate.

20308 Orbit Road, Sheldon
$464,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Take a look at this well-maintained home located in the heart of the Driftless Area. This modern ranch-style home offers all the amenities needed for maintenance-free living. The attached 3-car garage, complete with in-floor heat, provides ample space for vehicles and storage. Relax on the covered porch while enjoying stunning sunsets and views of the surrounding countryside. Additionally, the property features a second address and access offering excellent potential for a future build. This property is a rare find, perfectly situated just one mile from Brookwood Schools. Nestled in the heart of the Driftless Area, it offers unparalleled access to outdoor recreation, including Wildcat Mountain State Park, the Kickapoo Valley Reserve, and the scenic Kickapoo River

20308 Orbit Road, Sheldon

Listing courtesy of Winding Rivers Realty.

16291 Hassock Avenue, Adrian
$332,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Built in 2024, this 3BD/2BA country home on .88+/- acres offers approximately 1,200 sq. ft. of thoughtfully planned one-level living with the functionality of a barndominium-style setup. Features include 9' ceilings, in-floor heat, soft-close cabinetry, and a design allowing for future living-space expansion. A large mature oak anchors the front yard, while the backyard features an established garden, greenhouse, and pergola-covered fire-pit area. Multiple outbuildings provide useful storage and workspace, complemented by a large gravel drive and parking pad with room for vehicles, trailers, and equipment. A newer country property built around simple living, usable outdoor space, and room to grow.

16291 Hassock Avenue, Adrian

Listing courtesy of United Country Midwest Lifestyle Properties LLC.

313 Hilltop Circle, Warrens
$325,000
ACTIVE Status
Build your investment portfolio in the heart of Warrens with this rare, turn-key duplex! The upper unit currently rented for $1,600/month features 2 bedrooms and 2.5 bathrooms. The primary bedroom includes a walk-in closet and private ensuite with a shower and jetted tub. The open living and dining area is highlighted by a cozy gas fireplace and walk-out deck. The lower unit currently rented for $1,500/month offers 2 bedrooms and 1 bathroom, along with its own living room, dining space, and walk-out patio. Both units have private entrances, share a common area with laundry, and offer off-street parking. Warm, cabin inspired character adds to the appeal, and all log furniture is included! A great opportunity to add a versatile, income-producing property to your portfolio.

313 Hilltop Circle, Warrens

Listing courtesy of @properties La Crosse.

119 W Hall Street, Kendall
$228,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Say goodbye to high energy bills. Built in 2024, this energy-efficient 3-bed, 2-bath ranch in Kendall, WI is engineered for year-round comfort and low utility costs. Upgraded vinyl siding, extra interior and exterior insulation, a frost-protected foundation, and an air-to-air heat recovery ventilator set this home apart. In-floor radiant heat, mini-splits, Energy Star appliances, and Low-E windows complete the high-performance package. The open floor plan features full accessibility with ramped entry, 36? doorways, and first-floor laundry. Heated attached garage, patio, and all appliances included. Municipal water and sewer. Corner lot in the Village of Kendall. Schedule your showing today.

119 W Hall Street, Kendall

Listing courtesy of Castle Rock Realty.

1717 Lakeview Drive, Tomah
$389,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Make lasting memories in this spacious family home offering room for everyone! Perched on a higher lot w views overlooking Lake Tomah, this property features a private, fenced in backyard filled w beautiful perennial gardens & a convenient garden shed. Inside, you will find large family & rec rooms w plenty of space for entertaining, relaxing, & even room for a pool table. The updated kitchen boasts new cabinetry, countertops, abundant storage & eat in area. New carpet just installed in the 3 bedrooms on the main floor. Natural sunlight pours into every room. The lower level offers 2 additional large rooms, providing endless possibilities for hobbies, recreation, or game nights. Laundry hookups are available on the lower or main level. Located in a sought after neighborhood, close to schools, parks, the lake, & downtown area. Plus, a home warranty is included for added peace of mind. Don't miss your opportunity to make this wonderful home yours!

1717 Lakeview Drive, Tomah

Listing courtesy of First Weber Inc.

1148 Grandview Avenue, Tomah
$549,900
ACTIVE Status
Exceptional space meets modern versatility! This stunning, contemporary duplex sits beautifully on a quiet residential lot, boasting incredible curb appeal with neutral siding and brick accents. Each expansive unit features a generous 4-bedroom, 3-bathroom layout designed for comfortable family living or premium rental income. The inviting interiors showcase a cozy living room fireplace perfect for chilly evenings. A bright, flexible dining room/den combo flows seamlessly through sliding patio doors to the spacious backyard, making indoor/outdoor entertaining a breeze. Complete with a multi-stall garage and lawn with mature evergreens. Rare property for investors or owner occupants! 1148 less rent takes care of lawn. Schedule your showing today!

1148 Grandview Avenue, Tomah

Listing courtesy of Coldwell Banker River Valley,.

805 Walker Street, Wilton
$249,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Complete remodel has been finished on this 4-bedroom 2 bath home in the center of Wilton. You'll love the beautiful handmade Amish cabinets in the kitchen which also includes an island. All new flooring and trim throughout the house along with solid oak doors on the main floor. New 100-amp electrical panel and all new wiring was run, all walls were spray foamed and additional insulation was added into the attic as well. 1 bedroom on the main floor along with 3/4 bathroom and a main floor laundry room. Upstairs you will find 3 bedrooms including the master bedroom and a full bathroom. New one car detached garage with alley entrance was built in 2025 along with a new poured cement patio to back zero-step entry. New roof installed in 2024, also has new furnace and water heater.

805 Walker Street, Wilton

Listing courtesy of Simonson Real Estate & Auction.

15680 County Road M, Tomah
$279,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Completely updated country retreat with room to spread out! This beautifully refreshed manufactured home offers the comfort and space you have been looking for, nestled on a spacious country lot surrounded by mature trees and peaceful views. Step inside to discover a home that has been thoughtfully updated throughout, offering a fresh, modern, feel while maintaining a warm and inviting atmosphere. The generous living spaces provide plenty of room for everyday living and entertaining, while the finished basement adds valuable additional living space, with a family room, 4th bedroom, and office. Enjoy morning coffee on the expansive deck! Shed for extra storage. Country living close to town.

15680 County Road M, Tomah

Listing courtesy of Coldwell Banker River Valley,.

325 Cady Avenue, Tomah
$228,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome home to this charming property nestled in a quaint neighborhood! This inviting home offers beautifully refinished hardwood floors and a spacious layout. Living room pellete stove adds warmth for the main level, and features a comfortable primary bedroom complete with a private en suite bath, along with convenient main-floor laundry just off the kitchen. The kitchen is designed with the home chef in mind, offering an abundance of cabinet space, a center island for meal prep, and plenty of room for cooking, baking, and entertaining. Upstairs you?ll find two additional bedrooms, with one serving as a walk-through to the other?ideal for a nursery, home office, playroom, or guest space.Outside, you?ll appreciate not one, but two garages: a newer 24x30 detached garage providing ample room for vehicles, plus an additional 16x22 for storage. Relax with your morning coffee in the enclosed front porch/sunroom or spend evenings entertaining on the backyard patio.

325 Cady Avenue, Tomah

Listing courtesy of First Weber Inc.

21376 Noble Avenue, Sheldon
$500,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Set on beautiful wooded acreage in the heart of the Driftless, this country retreat offers the perfect blend of privacy, natural beauty, & space. Designed to embrace its natural surroundings, the home features vaulted ceilings, warm wood floors, & expansive windows, capturing natural light & picturesque views. The spacious layout offers abundant room to gather, while the wraparound porch is the perfect spot to relax, entertain, and take in nature. The gorgeous woods include a natural spring & established trails, offering opportunities for hunting, hiking, & year-round recreation. Above the garage, a private bedroom & full bath provide an ideal guest suite or alternate primary suite. The 30x40 shop with dual lean-tos & a hoist is the finishing touch, with space for toys, tools, & hobbies.

21376 Noble Avenue, Sheldon

Listing courtesy of NextHome Prime Real Estate.

115 View Street, Tomah
$335,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Don?t miss this opportunity! This beautifully maintained quad-level home offers the perfect combination of comfort, space, and location. With approximately 2,300 square feet, 3 bedrooms, 2.5 bathrooms, and a spacious 0.31-acre lot, there is room to enjoy both everyday living and outdoor entertaining. The inviting interior features beautiful hardwood floors, a cozy fireplace, generous storage, and a comfortable layout designed for easy living. A newer roof, central air, and forced-air heating and home warranty provide added peace of mind. Step outside to enjoy the deck, spacious yard, and garden shed, while the two-car garage offers excellent parking and additional storage. Exceptionally well cared for, this home is truly move-in ready. Its desirable location adds even more appeal, making this a property you won?t want to overlook. Homes this well maintained and offering this much value don?t come along every day. Schedule your private showing today?you?ll want to see this one!

115 View Street, Tomah

Listing courtesy of First Weber Inc.

28720 County Highway Et, Byron
$631,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
$13,500 SELLER CREDIT TOWARD A 2/1 RATE BUYDOWN! Qualified buyers can take advantage of a lower interest rate and lower monthly payment for the first two years, paid by the seller! Ask lender for details! Escape to your own private retreat on nearly 15 acres with a beautiful private pond, wooded acreage and abundant wildlife. This 3-bedroom, 2 bath home offers the perfect blend of comfort, privacy and country living. Recent updates include a new roof, new back deck, many new windows and doors, plus a new RV shed with plenty of room for your recreational toys and equipment. Spend peaceful mornings overlooking the pond, evenings relaxing on the deck and your days enjoying the natural beauty of your own land. Properties like this are hard to find! Includes parcel 006-00739-0002 an additional 4.798 acres, for a total of 14.798 acres.

28720 County Highway Et, Byron

Listing courtesy of Cold Water Realty.

29053 State Highway 27, Portland
$289,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Opportunity and Location: 1977 Split Level Ranch on 11 acres just a short distance from Cashton. First time on market, has been owner occupied since build in 1977. Please note the many trophy buck mounts in both the home and the garage, all harvested from this property. Main level has 3 bedrooms and 1 bathroom. Lower level had a finished room but flooring is not present so is not counted in square footage. Two tax parcels (032-00571-0000 is 2 acres, Town of Portland and 016-00611-0000 is 9 acres, Town of Jefferson). Additional shed for storage. Note: basement is WOOD BASEMENT and some bowing has taken place and one support is broken. Functional, but will eventually need replacement and may not qualify for conventinoal loans. Priced accordingly or would be priced higher.

29053 State Highway 27, Portland

Listing courtesy of Shane Peterson Realty.

523 Schneider Street, Cashton
$229,900
2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
This 2 bedroom, 1.5 bath ranch home with 1.5-car attached garage offers the simple layout and design that appeals to buyers at any stage of life. Affordable, accessible and easy living! Main floor offers a spacious kitchen/dining with island, bright and sunny living room, main floor laundry, nice-sized bedrooms with closets, full bath with shower over tub and linen closet. Full poured-wall basement is partially finished for a family/rec room space or storage. This home is located on a quiet street, not far from the schools, and is situated on nearly 1/2 acre lot with a deck to enjoy the large backyard. Fresh landscaping with perennial plants, bordering the winding sidewalk up to the front door. Welcome Home!

523 Schneider Street, Cashton

Listing courtesy of Simonson Real Estate & Auction.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.