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1420 9th St, Monroe
$259,000
2019242 MLS ⋅ ACTIVE Status
Wonderful investment opportunity in the heart of Monroe! This large side-by-side, two-story duplex sits on a corner lot just walking distance from the historic downtown square. Both units have been fully remodeled, featuring a 3 bed / 1 bath layout on one side and 3 bed / 1.5 bath on the other. Each unit has separate furnaces and electrical, plus new washers added in 2023. Major updates include a new roof in 2024, vinyl windows, and multiple interior improvements throughout. Property offers two off-street parking stalls. This location presents strong Airbnb/short-term rental potential, with a popular wedding venue just 3 minutes away hosting 30+ weddings per year. Guests can also enjoy a unique local perk — a front-lawn view of Minhas Brewery, the oldest brewery in the Midwest.

1420 9th St, Monroe

615 Level St, Dodgeville
$265,000
2019153 MLS ⋅ ACTIVE Status
Motivated Seller! This well-maintained full duplex is an exceptional opportunity for investors and owner-occupants alike, and the seller is ready to make a deal. Each of the two units offers a thoughtful layout with 2 bedrooms, a full bathroom, in-unit laundry, dedicated off-street parking, and a full private unfinished basement, giving tenants ample storage and living flexibility. The property includes two separate parcels, so each unit has its own generously sized yard. The current owner has kept up with regular furnace servicing and careful attention to the building's mechanicals throughout ownership, and recent updates take the guesswork out of ownership, including new flooring throughout, a new refrigerator in Unit 1, a new dryer in Unit 2, and a new spare water heater ready for installation. Located near shopping and restaurants, this property sits in an area that will attract and retain quality tenants for years to come.

615 Level St, Dodgeville

302 W Division St, Fond Du Lac
$122,500
2018171 MLS ⋅ ACTIVE Status
AS IS property with a Brand New Roof, requiring a Cash Offer. Will not qualify for Gov't loans. Plenty of square footage with this 3 bedroom, 2 bath home. This could also be made into a 2 Unit Income Property with the Addition of a 3 foot wall and 1 Door. The office area upstairs could easily be the kitchen/dining area. Utility meters could be separated. Already has 200 Amp Service. Really nice hard wood floors and wood accents throughout. The main level has kitchen, dining room, living room, 1 bedroom and a full bath. The upper level has 2 bedrooms, 1 full bath and an office space. DO NOT enter upper level back porch. Full basement, new water heater, large 2 car detached garage and storage shed. What is currently at the property stays through closing, seller unable to remove items.

302 W Division St, Fond Du Lac

1214-1216 N High Point Rd, Middleton
$899,000
2017358 MLS ⋅ ACTIVE Status
Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are metered separately. Strong rental demand due to location near shopping, dining, parks, and major commuter routes. Ideal for investors or owner-occupants seeking long-term value in a sought-after area. Updates include furnace for both units (2018), 1214 water heater (2024), 1216 water heater (2013). UHP Home Warranty included!

1214-1216 N High Point Rd, Middleton

505 Alan Dr, Mount Horeb
$1,275,000
2017059 MLS ⋅ ACTIVE Status
Well-maintained 8-unit brick apartment building with additional commercially zoned land included, offering future development or expansion potential. This property presents multiple value-add and long-term upside opportunities. The building itself is fully leased with year-to-year leases in place, providing immediate and stable cash flow. Recent capital improvements include a newer roof, updated mechanical systems, and a newer coin-operated laundry system for supplemental income. Each unit features separate electric meters, helping keep operating expenses efficient and transparent. Tenants benefit from basement storage units, adding everyday functionality and desirability. The property also offers a surface outdoor parking lot for convenient tenant parking. Solid brick construction, consistent rental history, and excess commercially zoned land make this a compelling opportunity for investors seeking income today with flexibility for future growth. Unit 5-8 Rent=$4,935/mo

505 Alan Dr, Mount Horeb

218 Main St, Mcgregor
$229,000
2016669 MLS ⋅ ACTIVE Status
INVESTMENT OPPORTUNITY IN DOWNTOWN MCGREGOR! Located right on Main Street, this mixed-use property offers multiple income streams with commercial space on the main level and three residential apartments. When fully leased, the property offers gross rental potential of approximately $34,800 annually. Whether you're looking to expand your rental portfolio, operate your own business while generating rental income, or take on a value-add investment, this property offers plenty of potential in the heart of historic McGregor. The property is currently being offered AS-IS and has been priced to reflect its present condition. Known roof leakage is present, and the seller is offering buyers the opportunity to purchase at the current price before repairs are completed. If the seller elects to complete repairs, the listing price is subject to increase accordingly. Bring your ideas and take advantage of the opportunity to purchase this versatile Main Street property at its current AS-IS price.

218 Main St, Mcgregor

270 Brook St, Oregon
$799,000
2016589 MLS ⋅ ACTIVE Status
Exceptional owner-occupy opportunity with serious income potential! This well maintained 3 unit property (with potential to convert to 5 units, buyer to verify) offers the perfect blend of personal residence and investment. Live comfortably in one unit while the other units help cover your mortgage - or maximize cash flow with additional rental configuration options. The property features spacious layouts, strong natural light and a solid rental appeal, making it attractive for long term tenants or short term rental possibilities (subject to local regulations). Outside enjoy a standout amenity rarely found in multifamily homes - a private pool, creating added lifestyle value for an owner occupant and premium rental appeal. Ample parking, Flexible use potential and a layout that supports both privacy and income make this a smart buy for investors and house hackers alike. This one checks all the boxes!

270 Brook St, Oregon

1002-1004 Severson Dr, Madison
$949,900
2016361 MLS ⋅ ACTIVE Status
This spacious, well-maintained duplex on Madison’s East Side offers a fantastic opportunity for investors and/or homeowners! Each side features 4 bedrooms and 3 full bathrooms, including a private en-suite with double vanities and walk-in closets in the main bedrooms. The open-concept living and dining areas provide ample space, while a second living room in the lower level adds flexibility. Both units offer updated kitchens with stainless steel appliances and access to private decks, perfect for outdoor living. The walkout lower levels lead to a large backyard and oversized corner lot, ideal for recreation. Recent updates include newer carpet, wood/laminate flooring, and more. With a rock solid proven rental history, this duplex is a sound investment. Both units are currently occupied, so please allow at least 24 hours notice for showings. Don’t miss this opportunity to own a fantastic income property in a prime location!

1002-1004 Severson Dr, Madison

170 E Main St, Merrimac
$4,195
5 Beds ⋅ 3 Baths ⋅ 2013251 MLS ⋅ ACTIVE Status
Completely furnished turn-key Victorian masterpiece on Lake Wisconsin – just 100 yds to Memorial Park & public beach. 3,200+ sq ft, 5 BR / 3 BA (sleeps 13 comfortably), original hardwood floors, oak millwork, stained-glass windows, lake views from nearly every room. Updated kitchen w/ island, formal dining, parlor, main-level BR/office. Modern mechanicals: new HVAC, plumbing & electrical. Lease includes exclusive use of the iconic restored blacksmith shop (heated workshop w/ original forge), the stunning 1,200 sq ft schoolhouse event venue/garage w/ 14-ft coved ceilings (perfect for parties, weddings, or large gatherings), plus an additional detached 400 sq ft garage ideal for extra storage or toys. Proven top-rated short-term rental. Walk to ferry, cafes & parks; 5 min to Devil’s Lake, 10 min to Devil’s Head skiing, 15 min to Wis Dells. Wraparound porch, income potential, and unmatched historic charm – move in today.

170 E Main St, Merrimac

E11062 Center Rd, Sumpter
$699,000
2012850 MLS ⋅ ACTIVE Status
Seize a rare investment opportunity with this versatile Multi-Family property, perfectly designed for comfortable family living or investment potential. Unique with common areas (Kitchen, Living Rm, Pantry, Dining & more) invite relaxation & connection. Each residence boasts 6/7 spacious bedrooms, 1 full bath and 6/7 half baths, accommodating large or extended families with ease. Situated on a sprawling 1.40 acre lot, the property provides abundant parking & outdoor flexibility. Whether reimagined for gatherings, recreational activities or creative projects, the ample grounds invite outdoor enjoyment & expansion, supporting both privacy & possibilities for future growth. Secure this exceptional opportunity. Listied under Assess Value. Sellers have not ran a buisness out of this property in a long time, no past records on file.

E11062 Center Rd, Sumpter

497b Lake St St, Montello
$275,000
2004573 MLS ⋅ ACTIVE Status
Investors, Rental property, corporate headquarters, VRBO, CBRF, Air B&B Community based Residential facility, 8- apartments with a large living room, Kitchen and dining room, window air, 2 full baths plus Apt. 1 and 6 each have a half bath, private office. All electric heat, sprinkler system in place, no basements, everything on 1 floor, laundry, pantry's and walk out patios. Black top parking out-front on a large lot. Currently no income. Set your own rents. Great extra income property. many different uses, nursing home, apt. building, efficiency rental. Located in a great historical city of Montello Wi. located near the fox river system. Quiet neighborhood. great investment! Built in 1997. Brick and vinyl exterior. Easy to maintain. Additional building available See MLS #1999848

497b Lake St St, Montello

497a Lake St, Montello
$299,900
2004572 MLS ⋅ ACTIVE Status
Investors, Rental property, corporate headquarters, VRBO, CBRF, Air B&B Community based Residential facility, 8 one-bedroom apartments with a central living/dining room, Kitchen and dining room, window air, 2 full baths plus Apt. 1 and 6 each have a half bath, private office. All electric heat, sprinkler system in place, no basements, everything on 1 floor, laundry, pantry's and walk out patios. Black top parking out-front on a large lot. Currently no income. Set your own rents. Great extra income property. many different uses, nursing home, apt. building, efficiency rental. Located in a great historical city of Montello Wi. located near the fox river system. Quiet neighborhood. great investment! Built in 1997. Brick and vinyl exterior. Additional building available See MLS #1999848

497a Lake St, Montello

E12505 County Road W, Greenfield
$1,349,000
2001600 MLS ⋅ ACTIVE UNDER CONTRACT Status
Turnkey Investment Opportunity. Presenting Orchard Park Mobile Home Park, a well-maintained and strategically located asset in the heart of the Baraboo Bluffs —just minutes from the natural beauty & recreational draw of Devil’s Lake State Park. This offering includes 12 mobile home units & one single-family residence, providing a unique opportunity for an owner/operator to live on-site while managing the park. Several of the mobile homes have been recently updated or replaced, with many units added within the last few years—minimizing immediate capital expenditures. The single-family home offers comfortable living quarters or could be used to generate additional rental income. Potential expansion subject to approval of township and county. Updated Septic's, newer well & road upgraded!

E12505 County Road W, Greenfield

497 S Lake St, Montello
$575,000
1999848 MLS ⋅ ACTIVE Status
Former CBRF, Community based Residential facility, 2 units 8 rooms each. 16 total rooms large living rooms, Kitchens and dining rooms, new carpet front building, 2 full baths in each building, plus Apt. 1 and 6 each have a half bath, private office in each building, all electric heat, window air, sprinkler system in place, no basements, laundry, pantry's and walk out patios. Black top parking out-front on a large lot, 2 car detached garage. Current tenant is relocating. Currently no income. Set your own rents. Great extra income property. many different uses, nursing home, apt. building, efficiency rental. Located in a great historical city of Montello Wi. located near the fox river system. Quiet neighborhood. great investment! Built in 1997. Brick and vinyl exterior. Easy to maintain.

497 S Lake St, Montello

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.