Highland, WI homes for sale & real estate

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1370 Dodgeville St, Highland, WI 53543
1370 Dodgeville St, Highland, WI 53543
1370 Dodgeville St, Highland, WI 53543
ABOUT THIS HOME
Highland, WI Homes for Sale
Introducing a fantastic opportunity! This two-story, three-bedroom, one-and-a-half-bath home is ready for you! The main floor has an open kitchen, dining area, living room, full bath, and laundry/office space. The upper level consists of three bedrooms and a bathroom. Key features include a new metal roof, two-car attached garage, and full basement. Situated on the edge of town on . 37 acres, this property boasts a prime location. Book your private showing today!

$259,000

3 beds1.5 baths1,500 sq ft

1370 Dodgeville St, Highland, WI 53543

0.37 acre lot • 2 garage spots • Car-dependent

Bobbi Bomkamp Drone • Century 21 Affiliated

535 Spring St, Highland, WI 53543
535 Spring St, Highland, WI 53543
535 Spring St, Highland, WI 53543
ABOUT THIS HOME
Highland, WI Homes for Sale
Showings begin again - 6/28/25. Extra large home in the Village of Highland Wisconsin. For the buyer looking for a place for lots of family or friends, with 7 bedrooms and 3+ bathrooms there's plenty of room. Wrap around decks, large lot, 2 car garage, lots of additional off street parking. The basement offers potential for even more usable space. Easily merged into 1 unit by opening a few locked doors. Also listed as multi unit under MLS # 1994134.

$219,900

7 beds3.5 baths2,500 sq ft

535 Spring St, Highland, WI 53543

0.42 acre lot • 2 garage spots • Car-dependent

Brady Conner • Wisconsin.Properties Realty, LLC

110 Grand St, Highland, WI 53543
110 Grand St, Highland, WI 53543
110 Grand St, Highland, WI 53543
ABOUT THIS HOME
Highland, WI Homes for Sale
Newer 3 bedroom ranch style home located on a dead end street. This home offers an open concept that gives you the warm welcoming vibe. As you enter the home you will find a several windows that over look the deck. A large island that is great for entertaining. The stone gas fireplace is an elegant touch to the living room. Master bedroom offers a walk in closet, large bathroom with a double sink vanity and a private toilet. Enjoy the wrap around porch with a view that will make you feel like you're in the country. The basement walks out to the backyard, has two bedrooms, full bath, fireplace and plenty of room to hang out or entertain. Let's not forget about the 3 car heated garage that a

$499,900

3 beds2.5 baths3,160 sq ft

110 Grand St, Highland, WI 53543

0.58 acre lot • 3 garage spots • Car-dependent

Michelene Fisher • Fisher Realty Group, LLC

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306 S Wilson St, Cobb, WI 53526
306 S Wilson St, Cobb, WI 53526
306 S Wilson St, Cobb, WI 53526
ABOUT THIS HOME
Highland, WI Homes for Sale
Well maintained solid brick building. This building was constructed under government multi-family specifications when built and has been maintained in excellent condition ever since. Level entrances for all units. Blacktop parking lot. Coin operated laundry room on each floor with updated speed queen washer/dryer. All new Windows completed in 2025. Newly Remodeled units completed in 2025. New Hallway flooring and Paint completed in 2023. Building has always been fully rented for the last 10 years with a wait list in place.

$749,000

— beds— baths— sq ft

306 S Wilson St, Cobb, WI 53526

0.25 acre lot • Car-dependent

Tyler Paynter • Badger Realty Team

3145 County Road I, Avoca, WI 53506
3145 County Road I, Avoca, WI 53506
3145 County Road I, Avoca, WI 53506
ABOUT THIS HOME
Highland, WI Homes for Sale
Exquisite custom homestead with 16.33 acres in Clyde Township, Iowa County featuring 2376 sq ft built in 2021 with beautiful views. Home features 4 bedrooms, 2 1/2 baths eat in kitchen with large kitchen island, granite countertops and built-n Zline microwave drawer. Living room has electric built in fireplace & magnificent Bermuda patio door. Master bedroom features walk in closet, ensuite bathroom with custom walk-in shower. Large laundry/mudroom with entry from garage w/ 2 closets & deep soaking sink. Upper level has large living/family room, 3 large bedrooms w/ ample closet space, large full bath with double sinks, shower/tub. Detached 40x60 heated shop w/ 16' ceilings, 3 in

$1,150,000

4 beds2.5 baths2,376 sq ft

3145 County Road I, Avoca, WI 53506

16.33 acre lot • 3 garage spots • Car-dependent

Jerry Beranek • Century 21 Complete Serv Realty

103 or 105 S Prospect St, Montfort, WI 53569
103 or 105 S Prospect St, Montfort, WI 53569
103 or 105 S Prospect St, Montfort, WI 53569
ABOUT THIS HOME
Highland, WI Homes for Sale
Brand new ranch style condo with brand new appliances. Over 1,800 sq ft living space on the main level. Full unfinished basement. Stubbed for bathroom, walls in basement studded for 2 more bedrooms and a big family rec room. This would double your living space. Spacious 2 car garage. Open floor plan. Big roomy kitchen with lots of cupboards and counter top area! Master bedroom has walk in closet and master bathroom. 3rd bedroom in the basement to be completed prior to closing. HOA fees are $25/month.

$299,500

3 beds2 baths1,923 sq ft

103 or 105 S Prospect St, Montfort, WI 53569

7,840 sq ft lot • $25 HOA • 2 garage spots

Gerald Adametz • Jon Miles Real Estate

103 Prospect St, Montfort, WI 53569
103 Prospect St, Montfort, WI 53569
103 Prospect St, Montfort, WI 53569
ABOUT THIS HOME
Highland, WI Homes for Sale
Brand new ranch style condo with brand new appliances. Over 1,800 sq ft living space on the main level. Full unfinished basement. Stubbed for bathroom, walls in basement studded for 2 more bedrooms and a big family rec room. This would double your living space. Spacious 2 car garage. Open floor plan. Big roomy kitchen with lots of cupboards and counter top area! Master bedroom has walk in closet and master bathroom. 3rd bedroom in the basement to be completed prior to closing.

$299,500

3 beds2 baths1,923 sq ft

103 Prospect St, Montfort, WI 53569

$25 HOA • Car-dependent

Gerald Adametz • Jon Miles Real Estate

165+/- Acres Miess Rd, Dodgeville, WI 53533
165+/- Acres Miess Rd, Dodgeville, WI 53533
165+/- Acres Miess Rd, Dodgeville, WI 53533

$1,050,000

— beds— baths— sq ft

165+/- Acres Miess Rd, Dodgeville, WI 53533

165 acre lot • Car-dependent

Patrick Guyse • Whitetail Dreams Real Estate

308 S Madison St, Montfort, WI 53569
308 S Madison St, Montfort, WI 53569
308 S Madison St, Montfort, WI 53569
ABOUT THIS HOME
Highland, WI Homes for Sale
Residential building site near the park, pool and downtown Montfort and adjoins a flat village owned lot for more elbow room. Sloped enough for a walkout lower level to economically add extra living space for your new home. Utilities to the lot line for your convenience ! Seller rep can be contracted to build for you or bring your own builder and get started while rates are down !

$20,000

— beds— baths— sq ft

308 S Madison St, Montfort, WI 53569

0.27 acre lot • Car-dependent

Gerard Abing • RE/MAX Advantage Realty

Property at 4.5AC Vac Lot Biba Rd, Muscoda, WI 53573

$89,900

— beds— baths— sq ft

4.5AC Vac Lot Biba Rd, Muscoda, WI 53573

Thad Johnson • Wilkinson Auction & Realty Co.

Average home prices near Highland, WI

Cities

Highland, WI real estate trends

$160K

Sale price

$131

Sale $/sq ft

Over list price

3.2%

Days on market

Down payment

—

Total homes sold

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