Oshkosh Homes under $300,000

Welcome to Oshkosh, Wisconsin—a charming city nestled along the picturesque shores of Lake Winnebago in Winnebago County. Known for its vibrant community spirit and rich history, Oshkosh offers a delightful blend of small-town warmth and urban conveniences. With a population of approximately 66,000 residents, this city is a hub of activity, featuring an array of parks, cultural attractions, and recreational opportunities that cater to every lifestyle.

Oshkosh is famous for its annual events, including the EAA AirVenture, which draws aviation enthusiasts from around the globe. The city boasts a thriving downtown area filled with unique shops, delicious dining options, and a lively arts scene. Whether you're wandering through the beautiful gardens at the Oshkosh Public Museum or enjoying a leisurely stroll along the scenic riverwalk, you'll find that Oshkosh has something for everyone.

For those seeking affordable housing options, Oshkosh is an excellent choice. With a variety of homes available for under $300,000, you can find your dream home without breaking the bank. From charming historic houses to modern townhomes, the real estate market in Oshkosh offers diverse choices that cater to families, young professionals, and retirees alike.

With its welcoming atmosphere, strong sense of community, and affordable housing, Oshkosh is not just a place to live; it’s a place to thrive. Come explore the possibilities and discover why so many are proud to call Oshkosh home!

Newest Oshkosh Homes under $300,000

$189,900

50333715 MLS ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Great investment opportunity located near the UW–Oshkosh campus! This duplex features a spacious 3–4 bedroom upper unit and a 2-bedroom lower unit, offering excellent rental potential in a convenient location. The lower unit is currently rented, providing immediate rental income for the next owner. All utilities are separately metered. Whether you're looking to expand your rental portfolio or occupy one unit while generating income from the other, this property offers plenty of potential in a strong rental area.

1108 CHERRY Street, Oshkosh, WI 54901

Courtesy of Expert Real Estate Partners, LLC

PREF: 920-573-1317

$189,900

50333701 MLS ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Investor alert! 4BR/2R up-down duplex close to downtown. Each unit 2BR/1BA. Lower unit features updated fixtures+receptacles & central AC, updated flooring ('24), a spacious LR & double doors to main bedroom. Kitchen w/ newer appliances ('24) & bonus dining space. Upper unit w/ HW floor in living rm & BR's. Freshly painted both units ('24). 1-stall garage & parking for at least 4 cars.

327 W 16TH Avenue, Oshkosh, WI 54902

Courtesy of Dallaire Realty

Office: 920-569-0827

$240,000

50333699 MLS ⋅ 3 Beds ⋅ 2 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Mid-century ranch w/ character features awaits your TLC & finishing touches! This 3BR/2BA home greets w/ lannon stone exterior & original paneled front door. Large LR has a pass-thru w/ hi-top seating in the dining area w/ picture window overlooking the fenced yard. Primary BR w/ sliding door access to back yard & dual-access en-suite w/ tiled shower. Beds 2 & 3 enjoy classic oak HW flooring. 2nd full bath completes the 1st floor. LL adds 600+sqft composed of a rec-room w/ built-ins & workshop or office w/ unfinished floor. 2-stall attached garage. This unique value-property won't last long, book your showing today! Property to be sold "as is". Please be advised that all offers are due by 9:00 AM on October 5, 2026. Offers will be presented to the sellers later that evening.

1530 W 7TH Avenue, Oshkosh, WI 54902

Courtesy of Dallaire Realty

Office: 920-569-0827

$135,000

50333671 MLS ⋅ 3 Beds ⋅ 1 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Welcome home to this charming 3-bedroom, 1-bath ranch conveniently located near the university and downtown. This home offers comfortable single-level living with a functional layout and plenty of potential to make it your own. Three bedrooms provide flexibility for guests or a home office. Enjoy easy access to shopping, dining, entertainment and all that the downtown area has to offer. Whether you’re looking for a new home, looking to downsize or searching for an investment opportunity, this well-located ranch is one you’ll want to see! Rented at $1250/month.

810 MCKINLEY Street, Oshkosh, WI 54901

Courtesy of Beiser Realty, LLC

Office: 920-582-4011

$160,000

50333675 MLS ⋅ 4 Beds ⋅ 1 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Welcome to this 4-bedroom, 1-bath home offering plenty of space in a convenient location close to the university and downtown. The flexible floor plan provides room for bedrooms, a home office or additional living space to fit your needs. Enjoy easy access to local restaurants, shopping, entertainment, campus activities and everything downtown has to offer. Whether you’re looking for your first home, need a little more room or are searching for a property in a great location, this home offers plenty of possibilities. Come take a look and imagine making it your own! Home is rented at $1800/month.

731 SCOTT Avenue, Oshkosh, WI 54901

Courtesy of Beiser Realty, LLC

Office: 920-582-4011

$170,000

50333670 MLS ⋅ 4 Beds ⋅ 2 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Welcome to this spacious 4-bedroom, 1.5-bath two-story home conveniently located near the university and downtown. Fresh updates throughout include new LVP flooring, carpet and paint, giving the home a clean, refreshed feel. With plenty of room to spread out, the functional layout offers comfortable living spaces and four bedrooms with flexibility for guests, a home office or hobbies. The two-story design provides separation between living and sleeping areas, while the additional half bath adds everyday convenience. Just minutes from campus, downtown shopping, dining, entertainment and other local amenities. Whether you're looking for a place to call home or an investment opportunity, this property offers space, updates and a convenient location. Home is rented at $1700/month.

826 MCKINLEY Street, Oshkosh, WI 54901

Courtesy of Beiser Realty, LLC

Office: 920-582-4011

$125,000

50333665 MLS ⋅ 3 Beds ⋅ 1 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Enjoy convenient one-level living in this 3-bedroom, 1-bath ranch located close to the university and downtown. The ranch-style layout offers a practical floor plan with all three bedrooms and the full bath on the main level. With easy access to campus, downtown shopping, dining and local amenities, this home puts you close to everything while offering the simplicity of single-story living. Whether you’re looking for a place to call home or an investment opportunity, this property offers plenty of possibilities. Schedule your showing today! Rented for $925/month.

814 MCKINLEY Street, Oshkosh, WI 54901

Courtesy of Beiser Realty, LLC

Office: 920-582-4011

$155,000

50333662 MLS ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Great investment opportunity near the university and downtown! This upper/lower duplex offers two separate one-bedroom units, making it a great option for an investor or owner-occupant. The lower unit has been refreshed with new LVP flooring and fresh paint, creating a clean, updated living space. Each unit features one bedroom with its own living area, kitchen and bath. Conveniently located close to the university, downtown, shopping, dining and other local amenities. Whether you’re looking to add to your rental portfolio or live in one unit while renting the other, this duplex offers plenty of possibilities in a convenient location.

813 CHERRY Street, Oshkosh, WI 54901

Courtesy of Beiser Realty, LLC

Office: 920-582-4011

1757 MARICOPA Drive Unit C, Oshkosh, WI 54904

$165,000

50333656 MLS ⋅ 2 Beds ⋅ 1 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Offered fully furnished with a full appliance package for an easy transition into simpler condo living. This updated Oshkosh condo offers comfortable living with a full appliance package and a detached one car garage. Previously used as a rental, the condo offers options for personal enjoyment or potential rental use (subject to condo rules). Looking for an easier move? The seller is willing to sell the unit fully furnished, making this an appealing opportunity to settle in with less effort. Updates, everyday convenience, and furnishing flexibility come together in one inviting package. Easy access to Westhaven Golf Course, shopping, EAA, Aurora & Ascension hospitals, YMCA and highways.

1757 MARICOPA Drive Unit C, Oshkosh, WI 54904

Courtesy of First Weber, Inc.

$207,500

50333647 MLS ⋅ 3 Beds ⋅ 1 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

Warm, inviting + full of character, this Oshkosh home has charming features throughout. Hardwood floors, rich original woodwork + built-ins give the home a true classic feel, while the living & dining areas flow naturally together. The kitchen offers plenty of cabinetry + comes complete with appliances. Two first-floor bedrooms provide flexibility, while upstairs you’ll find a spacious third bedroom + additional flex space. The sunny enclosed front porch is the perfect spot to kick back & relax. Out back, enjoy a fenced yard with room for the dog, a garden or nights around the fire pit. Add a detached garage + convenient city location, and you’ve got a home with plenty to love. Home has a Shared Driveway.

935 W 8TH Avenue, Oshkosh, WI 54902

Courtesy of LPT Realty

OFF-D: 920-810-5151

$239,900

50333609 MLS ⋅ 3 Beds ⋅ 2 Baths ⋅ ACTIVE-NO OFFER Status ⋅ City of Oshkosh Municipality

This charming 3 bedroom, 2 full bath home offers comfortable living spaces, classic character, and a convenient Oshkosh location. With 1,368 sq ft of living space, there is room to settle in and make this home your own. Pride of ownership shines throughout this exceptionally well-maintained home. The kitchen and dining room feature durable tile flooring, and all appliances are included. Enjoy a manageable lot with a private concrete patio, perfect for relaxing or entertaining, plus a detached 1.5 car garage for parking and storage. Conveniently located near schools, shopping, dining, parks, and everyday amenities, this home offers comfort, value, and move-in-ready appeal. 48 hours requested for binding acceptance.

703 N SAWYER Street, Oshkosh, WI 54902

Courtesy of Keller Williams Fox Cities

PREF: 920-810-2206

$169,900

50333604 MLS ⋅ 1 Beds ⋅ 1 Baths ⋅ ACTIVE-OFFER NO BUMP-SHOW Status ⋅ City of Oshkosh Municipality

Charming and inviting, this cute home offers plenty of character with an incredible fenced-in backyard and beautiful curb appeal. Large windows fill the living room with natural light, creating a bright and welcoming space. The beautifully updated kitchen features gorgeous stone countertops and a stylish finish. Out back, enjoy a large patio in the spacious fenced yard, perfect for relaxing, entertaining, grilling, or enjoying summer evenings. A wonderful combination of charm, comfort, and outdoor living!

453 W 18TH Avenue, Oshkosh, WI 54902

Courtesy of Expert Real Estate Partners, LLC

PREF: 920-410-0019

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IDX Data Source: RANW MLS

Listings courtesy of RANW MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.