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100 Thomas Pl, Arena
$489,900
2032846 MLS ⋅ ACTIVE Status
Gain double the equity with half the costs! This duplex offers a great opportunity to owner-occupy while building your investment property portfolio. The vacant side has been fully renovated and is ready to move into, with all new flooring, a completely new kitchen including cabinets, countertops and appliances, fresh paint throughout, new central air, updated light fixtures, new window coverings and more. Both sides have benefited from major updates, including roofs and furnaces replaced in 2017 and new water heaters in 2026. The occupied side offers a similar layout and is in good overall condition, but retains its original cabinetry and light fixtures, giving a future owner the opportunity to update over time and potentially add additional value. Live in the renovated side while your tenant helps offset the mortgage, or add the property to your investment portfolio with one unit already occupied and the other ready for a new tenant.

100 Thomas Pl, Arena

2029 Jenifer St, Madison
$699,000
2032807 MLS ⋅ ACTIVE Status
Standout all-brick 2-unit loaded with classic Madison character in a prime Jenifer St location! Timeless architecture and original details give this property a charm that’s hard to replicate, while a new roof provides important peace of mind. Both units offer inviting living spaces with plenty of personality, along with access to their own front porches (open on first and enclosed on second) and back decks. Full basement with laundry, mechanicals (2 furnaces '14, 2 water heaters '23, softener ~'18), and loads of storage space. Conveniently located near Lake Monona, parks, restaurants, shops, and everything Madison’s vibrant east side has to offer, this property is a great opportunity for an owner-occupant or investor in an established neighborhood.

2029 Jenifer St, Madison

602 W Main St Unit 602, Madison
$2,450
2 Beds ⋅ 2 Baths ⋅ 2032794 MLS ⋅ ACTIVE Status
Limited-time special offer on parking! Experience elevated downtown living in Madison’s historic Bassett Neighborhood at The Depot! Aligned with top local renter search priorities, this light-filled 2-bedroom, 1.5-bathroom townhome-style apartment offers direct State Capitol views, high ceilings, hard-surface flooring, and central air conditioning. The layout maximizes natural light, offering private upstairs bedrooms and a full bath. The modern kitchen includes a dishwasher, range, microwave, and refrigerator, plus an in-unit washer and dryer. Rent includes complimentary 300Mbps high-speed Wi-Fi, water, sewer, and trash service. Community amenities feature a heated underground parking garage, indoor bike storage, fitness center, controlled access, and a rooftop terrace with Capitol panoramas. Steps from the Southwest Bike Path, Lake Monona, Kohl Center, Capitol Centre Market, and UW-Madison. Cat- and dog-friendly!

602 W Main St Unit 602, Madison

821 Ash St, Baraboo
$399,900
2032750 MLS ⋅ ACTIVE Status
Two-Unit Property Near Downtown Baraboo! Great opportunity for investors or owner-occupants looking for a versatile property w/income potential. This two-unit property is conveniently located close to downtown Baraboo, offering easy access to local restaurants, shops, entertainment, parks, schools, & everyday amenities. The two separate living units provide flexibility for a variety of ownership strategies—rent both units for multiple income streams, or live in 1 unit while generating rental income from the other. It's convenient location & multi-unit configuration make this an appealing addition to an investment portfolio or a great opportunity for someone looking to offset their own housing costs. Whether you're an experienced investor or just getting started in rental real estate, this property offers the combination of location, functionality, & income-producing potential that buyers are looking for. Don't miss the opportunity to own a multi-unit property in the heart of Baraboo!

821 Ash St, Baraboo

321 N Lincoln Ave, Beaver Dam
$379,900
2032648 MLS ⋅ ACTIVE Status
Excellent investment opportunity with this strong-producing 4-unit exceeding the 1% rule with $4410/month current rents! Two of the four units have been updated, including durable LVP flooring, while the property offers solid bones and continued potential to add value. Unit 1 will soon be vacant giving a buyer the opportunity to owner-occupy while collecting rent from the other units. Good size yard plus 4-car covered garage and ample off-street parking. The basement provides additional storage with a storage units for each apt, along with laundry hookups offering the perfect opportunity to add coin-operated laundry for additional income. A great opportunity to add a producing multi-family property to your portfolio—or live in one unit while your tenants help offset the mortgage!

321 N Lincoln Ave, Beaver Dam

810 Chapin St, Beloit
$370,000
2032627 MLS ⋅ ACTIVE Status
Historic Charm Meets Investment Opportunity! Built in 1925 and located in the desirable Beloit College district, this all-brick property offers two exceptionally spacious rental units—one upper and one lower—each featuring beautiful wood floors, classic architectural character, and modern updates. A welcoming front porch adds to the property’s old-world charm and appeal. Ideally located just steps from Beloit College and close to downtown, this property offers excellent convenience for tenants and strong rental potential for an investor. Current rents are below market value, and both leases are month-to-month, providing a new owner with flexibility and significant upside potential. Whether you're looking for a unique investment or an owner-occupant opportunity with rental income from the second unit, this property offers versatility, character, and location in one package. A great opportunity to own a piece of Beloit history while positioning yourself for future rental growth.

810 Chapin St, Beloit

824 N Clover Ln, Cottage Grove
$650,000
2032582 MLS ⋅ ACTIVE Status
BRAND NEW roof, siding, & garage doors. Seize the chance to own & live in a side-by-side duplex in Cottage Grove, WI, while earning rental income! Both units are mirrored images and have similar updates in last 10 years. LVT flooring throughout, new tile in bathrooms, quartz countertops in kitchen, new furnaces, newer kitchen appliances & much more (see docs for full list of updates); Both sides currently rented: Unit A, 2,050, until 4/30/27 & Unit B, $1,875 until 2/28/27. Located in top-rated school district, merely two blocks from K-2 school, this duplex promises both comfort & convenience. 1 pet allowed, and both units provide a large, private backyard and deck. Some other features to highlight open concept living, primary bedroom en-suite, & 2 car garage. Not interested in owner-occupancy? Hold it as an investment property. Long term tenant on left side and currently leased under market value!

824 N Clover Ln, Cottage Grove

4405 School Rd, Madison
$2,400
3 Beds ⋅ 1 Baths ⋅ 2032571 MLS ⋅ ACTIVE Status
Available now! Spacious 3-bedroom ranch offering approximately 1,700 finished sq. ft. Hardwood floors and a bright kitchen with abundant cabinetry, stainless steel appliances and Sub-Zero refrigerator. Finished lower level provides additional living and recreation space and is currently set up as a music studio, complete with a separate studio area, interior viewing window and private exterior entrance. Enjoy a spacious deck and backyard, plus a 2-car detached garage. Bosch washer and dryer included. Tenant pays all utilities. Dogs and cats considered for an additional fee. A unique rental with flexible living space, great outdoor areas and plenty of storage! Some photos have been digitally enhanced to illustrate planned new carpeting. New carpet is scheduled to be installed on 9/23; actual color, style and appearance may vary slightly. Carpet sample can be shown at showing.

4405 School Rd, Madison

209-215 School Rd, Cottage Grove
$899,900
2032541 MLS ⋅ ACTIVE Status
Fantastic 4 Unit Investment Opportunity in Cottage Grove! Well maintained and located in the Monona Grove School District, this property offers spacious 2 bedroom, 1 bath units with the features today’s renters want! Each unit includes in unit laundry, a gas fireplace, generous living space, and a private garage. Strong rental appeal combined with room to increase rents, making this an excellent opportunity to improve cash flow and long-term investment value. Convenient Cottage Grove location and a property that has been well cared for make this a standout addition to any portfolio. Another 4 unit property immediately next door is also available for sale—an excellent opportunity to expand your portfolio with 8 total units!

209-215 School Rd, Cottage Grove

201-207 School Rd, Cottage Grove
$899,900
2032505 MLS ⋅ ACTIVE Status
Fantastic 4 Unit Investment Opportunity in Cottage Grove! Well maintained and located in the Monona Grove School District, this property offers spacious 2 bedroom, 1 bath units with the features today’s renters want! Each unit includes in unit laundry, a gas fireplace, generous living space, and a private garage. Strong rental appeal combined with room to increase rents, making this an excellent opportunity to improve cash flow and long-term investment value. Convenient Cottage Grove location and a property that has been well cared for make this a standout addition to any portfolio. Another 4 unit property immediately next door is also available for sale—an excellent opportunity to expand your portfolio with 8 total units!

201-207 School Rd, Cottage Grove

5830 Balsam Rd, Madison
$722,000
2032345 MLS ⋅ ACTIVE Status
Investor opportunity! This well-maintained 4-unit property offers meaningful updates and landlord-friendly features. Recent improvements include new windows (2026), insulated walls and attic (2023), and water heater (2022). Two upper units have been remodeled with updated flooring, and all units feature split-system AC/heat pumps for added year-round comfort. Each unit includes two tandem parking spaces and separately metered electricity, paid by tenants. Owner pays heat and water/sewer; property has its own water softener. Shared basement coin-operated laundry provides convenient tenant access and additional owner income (~$200/mo). Approximately half the basement is secured landlord storage, including a small finished office—can be used for supplies, records, or on-site management. All units rented, two with long term tenants in place. Convenient Madison location near shopping, dining, parks, transit, and commuter routes.

5830 Balsam Rd, Madison

4607 Monona Dr, Monona
$2,995
3 Beds ⋅ 2 Baths ⋅ 2032261 MLS ⋅ ACTIVE Status
Come home to Bloom Apartments and enjoy a lifestyle designed around comfort, style, and everyday convenience. Start your morning in the fitness studio, unwind by the fire pit, or gather with friends in the BBQ and picnic area. Pet owners will love the dedicated dog run and pet wash, while secure package storage with refrigerated lockers makes deliveries effortless. Inside, each residence feels refined and thoughtfully finished with premium GE appliances, gas ranges in all 1, 2, and 3 bedroom apartments, smart in-unit washers and dryers, and soft-close cabinetry. Add in Heated Underground parking, available storage lockers, trash chutes on every floor, and an on-site BMO Bank branch, and Bloom brings elevated everyday living to an ideal Monona location. Contact Founders 3 to start living the good life at Bloom Monona. (Photos include similar units for reference of finishes, please View Floorplan for each unit layout details)

4607 Monona Dr, Monona

4607 Monona Dr, Monona
$1,995
2 Beds ⋅ 2 Baths ⋅ 2032258 MLS ⋅ ACTIVE Status
Come home to Bloom Apartments and enjoy a lifestyle designed around comfort, style, and everyday convenience. Start your morning in the fitness studio, unwind by the fire pit, or gather with friends in the BBQ and picnic area. Pet owners will love the dedicated dog run and pet wash, while secure package storage with refrigerated lockers makes deliveries effortless. Inside, each residence feels refined and thoughtfully finished with premium GE appliances, gas ranges in all 1, 2, and 3 bedroom apartments, smart in-unit washers and dryers, and soft-close cabinetry. Add in Heated Underground parking, available storage lockers, trash chutes on every floor, and an on-site BMO Bank branch, and Bloom brings elevated everyday living to an ideal Monona location. Contact Founders 3 to start living the good life at Bloom Monona. (Photos include similar units for reference of finishes, please View Floorplan for each unit layout details)

4607 Monona Dr, Monona

4607 Monona Dr, Monona
$1,595
1 Beds ⋅ 1 Baths ⋅ 2032257 MLS ⋅ ACTIVE Status
Come home to Bloom Apartments and enjoy a lifestyle designed around comfort, style, and everyday convenience. Start your morning in the fitness studio, unwind by the fire pit, or gather with friends in the BBQ and picnic area. Pet owners will love the dedicated dog run and pet wash, while secure package storage with refrigerated lockers makes deliveries effortless. Inside, each residence feels refined and thoughtfully finished with premium GE appliances, gas ranges in all 1, 2, and 3 bedroom apartments, smart in-unit washers and dryers, and soft-close cabinetry. Add in Heated Underground parking, available storage lockers, trash chutes on every floor, and an on-site BMO Bank branch, and Bloom brings elevated everyday living to an ideal Monona location. Contact Founders 3 to start living the good life at Bloom Monona. (Photos include similar units for reference of finishes, please View Floorplan for each unit layout details)

4607 Monona Dr, Monona

4607 Monona Dr, Monona
$1,395
1 Baths ⋅ 2032256 MLS ⋅ ACTIVE Status
Come home to Bloom Apartments and enjoy a lifestyle designed around comfort, style, and everyday convenience. Start your morning in the fitness studio, unwind by the fire pit, or gather with friends in the BBQ and picnic area. Pet owners will love the dedicated dog run and pet wash, while secure package storage with refrigerated lockers makes deliveries effortless. Inside, each residence feels refined and thoughtfully finished with premium GE appliances, gas ranges in all 1, 2, and 3 bedroom apartments, smart in-unit washers and dryers, and soft-close cabinetry. Add in Heated Underground parking, available storage lockers, trash chutes on every floor, and an on-site BMO Bank branch, and Bloom brings elevated everyday living to an ideal Monona location. Contact Founders 3 to start living the good life at Bloom Monona. (Photos include similar units for reference of finishes, please View Floorplan for each unit layout details)

4607 Monona Dr, Monona

706 Forest Edge Dr, Mazomanie
$575,000
2032255 MLS ⋅ ACTIVE Status
Great investment opportunity with this well-maintained duplex in Mazomanie, featuring two mirroring units that each offer 3 bedrooms, 2 full baths, & 1,792 sq. ft. of comfortable living space, main-level laundry, a full finished basement, & a 2-car attached garage. The 706 side has had the same reliable, long-standing tenant since before the current owner purchased the property. This unit's deck & water heater were replaced in June 2026, and 2024 brought a refreshed main bathroom with new toilet & flooring, plus updated appliances in 2020. The 708 side was extensively updated in 2018, including new kitchen countertops & appliances, new LVP flooring throughout the kitchen, living room, dining area, & bathroom, & a refreshed bathroom with new countertop, toilet, light fixtures, & washer & dryer. A brand-new roof is scheduled for the end of September. Excellent storage throughout. This is a fantastic, low-maintenance investment in a great location. Schedule your showing today!

706 Forest Edge Dr, Mazomanie

255-259 Park St, Oregon
$575,000
2032203 MLS ⋅ ACTIVE UNDER CONTRACT Status
Calling all investors and owner occupants! Great opportunity to own a ranch-style side-by-side duplex in the heart of downtown Oregon. The 259 side has been gutted and completely redone, featuring new flooring and carpet, fresh paint, new doors and trim, new appliances and more—move-in ready for a new tenant or the perfect opportunity to live in one side while renting out the other! Major update with a new roof in 2024, plus one unit features a private, fenced-in backyard. Fantastic location just steps from schools, parks, pickleball courts, coffee shops, restaurants and everything downtown Oregon has to offer. Whether you're looking to add to your investment portfolio or offset your mortgage with rental income, this one is ready to go!

255-259 Park St, Oregon

3110 Winter Park Pl, Madison
$3,600
5 Beds ⋅ 4 Baths ⋅ 2032087 MLS ⋅ ACTIVE Status
Rare opportunit for this thoughtfully-renovated quality home available for rent!! The stunning kitchen features Tiffany quartzite countertops, solid wood ProCrat cabinets, smart GE range/oven & smart range hood w/sensing/touch control panel. Brazilian Cherry wood floor thru-out the main floor; Lower level w/ three exposed windows being finished in 2023 offers the 5th bedroom, a full bath & huge Rec Room; Nearly every room has been refreshed. Most of the house equipment & appliances were replaced in the past 3 years except AC, Furnace & Roof; Enjoy the awesome stonework on the façade and the large deck overlooking the 1/4 acre of backyard. Fantastic location close to schools, parks, grocery stores, restaurants, and more! Must see to enjoy the details of this wonderful home!

3110 Winter Park Pl, Madison

426 N Ingersoll St, Madison
$449,000
2032044 MLS ⋅ ACTIVE Status
Great location for this solid, 2-flat income property or convert to owner occupied residence. (See MLS #2032406). Two, 2-BR, 1 BA units, conveniently located to Tenney-Park, bus, schools, shopping. First-floor unit with newer refinished wood floors in main living areas. Large welcoming open front porch. Double entry with original front door. Large master bedroom with one walk-in and a second wardrobe closet. Eat-in kitchen. Upper unit includes large, eat-in kitchen; 3-season porch with lots of windows. New roof and gutter guards (2026); Newer vinyl windows, vinyl siding, front porch steps, boiler, sewer lateral and concrete replacement on driveway apron and sidewalk; hardwood floors on main level refinished (2022); new flooring and toilet upper bath (2022);Ultimate UHP. Both units are currently vacant and ready for some updates. Great location for either a rental or purchase as owner occupied. NEW 50-GAL WATER HEATER INSTALLED 9/24/26.

426 N Ingersoll St, Madison

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.