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Homes for Sale in Winnebago County WI with 5-Bedrooms

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  • /44

    $499,900

    • 8 Beds
    • 3 Baths
    • 3,360 Sq Ft

    515 Keyes St, Menasha, WI 54952

    Rare opportunity to own the historic John Strange Estate. This is a striking Queen Anne–style, three-story home on Doty Island. This expansive residence offers 8 bedrooms across all levels—flexible living at it's best, guests, or work-from-home space. Major updates include a New roof featuring multiple gables, Fresh new siding, and over 50 replaced windows, preserving character while adding value

    Agent Photo

    Roxanne Schwandt-Knutson

    EXP Realty LLC

    (920) 798-8486

    515 Keyes St, Menasha, WI 54952
  • /39

    $265,000

    • 5 Beds
    • 2 Baths
    • 2,012 Sq Ft

    980 8th St, Menasha, WI 54952

    This is a GREAT investment opportunity. This duplex gives you options. One side a two bedroom one bath. Currently renting for $1,200 a month. The other side a three bedroom with an attached garage and its $1000 on a month to month lease.. So you can either place you own tenant or live on side and have the other help pay your mortgage. That's where this gets really smart. Whether your looking to

    Brian Beckman Beckman Properties

    980 8th St, Menasha, WI 54952
  • /12

    $219,900

    • 5 Beds
    • 2 Baths
    • 1,818 Sq Ft

    1400 Knapp St, Oshkosh, WI 54902

    Welcome to **1400 Knapp Street**, a well-updated **duplex in Oshkosh** offering versatility and strong rental appeal. Both units feature **several updates** and **functional layouts**, with one unit offering **three bedrooms and one bath** and the other **two bedrooms and one bath**. Conveniently located near **schools, parks, downtown access, and quick highway connections**, this property

    Sarah Lund Epique Realty

    1400 Knapp St, Oshkosh, WI 54902
  • /58

    $284,900

    • 5 Beds
    • 2 Baths
    • 1,665 Sq Ft

    34 N 3rd St, Winneconne, WI 54986

    Beautifully renovated and move-in ready, this spacious home in Winneconne blends classic charm with modern updates. Thoughtfully refreshed throughout, the home offers generous living space, updated finishes. The bright, welcoming interior features ample natural light, large bedrooms, and updated bathrooms, providing comfort and flexibility for families, guests, or home office needs. Conveniently

    Matt Gerrits August and Main Realty

    34 N 3rd St, Winneconne, WI 54986
  • /16

    $199,900

    • 5 Beds
    • 2 Baths
    • 2,367 Sq Ft

    457 W 12th Ave, Oshkosh, WI 54902

    Discover this spacious duplex located at 457 W 12th Ave in Oshkosh, offering over 2300 square feet across two well-appointed apartments. The lower unit features 3 bedrooms and 1 bath, while the upper unit provides 2 bedrooms and 1 bath, presenting a versatile living arrangement. This property also includes a convenient 2-car garage, adding significant value and utility. Ideal for investors or

    Tim Neubauer Century 21 Ace Realty

    457 W 12th Ave, Oshkosh, WI 54902
  • /8

    $499,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,217 Sq Ft

    5316 Cornhusk Ln, Omro, WI 54963

    Beautiful new construction split ranch home by Prairie Stone Homes. Designed and built with comfort, style and exceptional attention to detail throughout. The open concept main living area features quartz countertops, sleek cabinetry, and desirable LVP flooring. The finished lower level expands your living space with endless possibilities; family room, home office, or for visiting guests. Easy

    Amy Smith First Weber, Realtors, Oshkosh

    5316 Cornhusk Ln, Omro, WI 54963
  • /36

    $305,000 Open Sun 11AM - 12PM

    • 5 Beds
    • 2 Baths
    • 1,976 Sq Ft

    2012 Roberts Ave, Oshkosh, WI 54904

    Space to spread out and room to grow await in this 5-bedroom, 2-bath split-level home set on an almost half-acre lot in the Town of Oshkosh. Step inside to find newer laminate flooring in both the upper and lower levels. Comfort meets efficiency with a mini-split unit on the main level, while peace of mind comes from a newer septic tank installed in 2023. Outside, the expansive yard invites

    Laura Rommelfanger Adashun Jones, Inc.

    2012 Roberts Ave, Oshkosh, WI 54904
  • /47

    $749,900

    • 5 Beds
    • 2.5 Baths
    • 2,914 Sq Ft

    1545 Arboretum Dr Unit 315, Oshkosh, WI 54901

    Breathtaking sunrises & sunsets await in this 3rd-floor southwest corner condo at River Mill. Enjoy unobstructed river views from 30 newer, triple-pane windows, offering abundant natural light. Flexible 3-5 BR layout includes primary and secondary suites, third BR, plus an exercise room and gaming/TV room with Murphy bed. A custom staircase leads to a unique loft/music room. Discover

    Chris Michala Standard Real Estate Services, LLC

    1545 Arboretum Dr Unit 315, Oshkosh, WI 54901
  • /36

    $270,000

    • 10 Beds
    • 4 Baths
    • 3,160 Sq Ft

    1119 Wisconsin St, Oshkosh, WI 54901

    Excellent investment opportunity near the UW Oshkosh campus and vibrant downtown. This spacious duplex features two large units, each offering 5 bedrooms and 2 full bathrooms. Located directly across from East Hall Park, the property combines a prime location with classic character, including beautiful original hardwood floors and woodwork throughout. Kitchen appliances are included, and separate

    Kevin Stein Expert Real Estate Partners, LLC

    1119 Wisconsin St, Oshkosh, WI 54901
  • /2

    $180,000

    • 5 Beds
    • 3 Baths
    • 2,384 Sq Ft

    1436 N Main St, Oshkosh, WI 54901

    Cash-Flowing Duplex with Strong Rental History – Value-Add Opportunity! Investor special with proven rental performance and immediate income. This duplex has a strong rental history and is currently generating cash flow, making it a solid addition to any portfolio. While the property could benefit from updates and improvements, it offers excellent upside potential for investors looking to

    Jamie Berger AXEN Realty, LLC

    1436 N Main St, Oshkosh, WI 54901
  • /2

    $368,000

    • 6 Beds
    • 3 Baths
    • 2,611 Sq Ft

    336 Wintergreen Dr, Omro, WI 54963

    Excellent investment opportunity with this spacious side-by-side multi-level duplex. Each unit features 4 bedrooms, 2 full bathrooms, and an attached 2 car garage...a highly desirable combination for today’s renters. The multi-level design provides a functional flow with defined living, dining, and bedroom spaces, along with ample storage throughout. Well cared for and offering strong rental

    Jack Doemel RE/MAX On The Water

    336 Wintergreen Dr, Omro, WI 54963
  • /90

    $875,000 Open Sun 11AM - 12:30PM

    • 5 Beds
    • 4 Baths
    • 3,564 Sq Ft

    5280 Oreilly Rd, Omro, WI 54963

    Showings begin 02/07/2026. Country living meets purposeful design in this custom-built 2021 ranch, on 9.72 acres. Designed for everyday comfort and elevated entertaining, the open-concept layout showcases vaulted ceilings, rich finishes, and a wood-burning fireplace that anchors the feeling of home. A gas fireplace brings warmth to the lower-level family room. The kitchen is a true showpiece,

    Patti Crump Better Homes and Gardens Real Estate Special Properties

    5280 Oreilly Rd, Omro, WI 54963
  • /27

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 4,818 Sq Ft

    1107 Twin Harbor Dr, Winneconne, WI 54986

    Large beautiful Ranch! Spacious interior, custom built, one owner and you can be the next owner. Entertain your friends in the huge lower level finished area, featuring multiple TV set up to watch 4 games at one time. Close to schools, parks, restaurants, snowmobile trail and boat launch. Be amazed at how spacious the house is on the inside.

    Glenn Schachtner Glenn Schachtner Realty

    1107 Twin Harbor Dr, Winneconne, WI 54986
  • /16

    $300,000

    • 8 Beds
    • 2 Baths
    • 2,184 Sq Ft

    1007 Jackson St, Oshkosh, WI 54901

    Investment Opportunity! Spacious 8-bedroom upper/lower duplex offering flexibility, strong income potential, and abundant living space. Close to campus, each unit features generous room sizes, functional layouts, and ample natural light. Ideal for investors seeking a high-yield rental. Each unit is has 4 bedrooms and 1 bathroom, the upper and lower are the exact same layouts.

    David Zouski Expert Real Estate Partners, LLC

    1007 Jackson St, Oshkosh, WI 54901
  • /73

    $799,900

    • 5 Beds
    • 4 Baths
    • 3,684 Sq Ft

    2346 Hickory Ln, Oshkosh, WI 54901

    One of a kind character home with 110 feet of frontage on Lake Winnebago. Set on a quiet street in Oshkosh, this 5 bedroom 4 bathroom home exudes quality with breathtaking views from many rooms. Flexible floor plan with both a 1st floor & 2nd floor primary suite, both with incredible sightlines over the Lake - watch wildlife from the time you wake until the time you watch the sun set. Hardwood

    Tyler Beckman Beckman Properties

    2346 Hickory Ln, Oshkosh, WI 54901
  • /43

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 3,420 Sq Ft

    9205 Willow Ln, Fremont, WI 54940

    Welcome to your dream lakefront home on Lake Poygan's Norwegian Bay! This spacious, open-concept residence offers an inviting and functional layout -great for year-round living or a relaxing weekend getaway. Inside, you'll find soaring ceilings & a warm wood-burning fireplace that anchors the main living space. Large windows & glass doors flood the home with natural light while providing

    Michael Drexler RE/MAX Lyons Real Estate

    9205 Willow Ln, Fremont, WI 54940
  • /25

    $230,000

    • 5 Beds
    • 2 Baths
    • 2,370 Sq Ft

    407 E Irving Ave, Oshkosh, WI 54901

    Duplex east side of Oshkosh. Both units were rehabbed, cabinets, appliances, LVP and tile. New doors and roof. New paint on exterior, ready for move in or income property. 1-3 bedroom and 1-2 bedroom fully occupied.

    Steve Hoopman First Weber, Realtors, Oshkosh

    407 E Irving Ave, Oshkosh, WI 54901
  • /68

    $559,900

    • 5 Beds
    • 3.5 Baths
    • 3,201 Sq Ft

    3341 Mockingbird Way, Oshkosh, WI 54904

    Impressive space and stunning pond views await in this custom home. Anchored by a freestanding 2-sided fireplace, the living room wraps effortlessly with vaulted ceilings and built-in cabinetry. A full wall of windows leads into a 4-seasons room overflowing with natural light. A massive island highlights the kitchen, surrounded by hardwood cabinets and sprawling countertops perfect for

    Jennifer Landro LPT Realty

    3341 Mockingbird Way, Oshkosh, WI 54904
  • /33

    $305,000

    • 6 Beds
    • 2 Baths
    • 2,174 Sq Ft

    807 W Gruenwald Ave, Oshkosh, WI 54901

    Upper/lower duplex in a prime Oshkosh location tucked into a quiet community just blocks from amenities. Easy access to HWY 41, the college, and everything you will need. Freshly remodeled throughout with luxury vinyl plank flooring, neutral paint colors, brand-new kitchens and baths, stainless steel appliances, updated lighting, and newer vinyl windows. Bright, open living areas flow into the

    Kim Batterman Keller Williams Fox Cities

    807 W Gruenwald Ave, Oshkosh, WI 54901
  • /5

    $249,900

    • 6 Beds
    • 2 Baths
    • 2,458 Sq Ft

    735 Jackson St, Oshkosh, WI 54901

    Welcome to 735 Jackson Street, a well-positioned duplex on the north side of Oshkosh offering two large, spacious three-bedroom, one-bath units. Each apartment features a practical layout with comfortable living spaces, making this property highly appealing to tenants and owners alike. This is a great investment opportunity for a landlord or an owner-occupant—live in one unit and rent the other,

    Sarah Lund Epique Realty

    735 Jackson St, Oshkosh, WI 54901
  • /2

    $209,900

    • 5 Beds
    • 3 Baths
    • 2,128 Sq Ft

    411 W Irving Ave, Oshkosh, WI 54901

    Investment opportunity. Rent is $2500 total. Tenants pay utilities.

    Aaron Weigandt First Weber, Realtors, Oshkosh

    411 W Irving Ave, Oshkosh, WI 54901
  • /74

    $1,199,900

    • 7 Beds
    • 6 Baths
    • 7,783 Sq Ft

    2948 Buttercup Rd, Neenah, WI 54956

    This exquisite home is one you thought you could only dream of. Enjoy very high-end appliances throughout including 2 washers & dryers, a full exercise room, four-seasons room with a secret passage to the lower level, dedicated office, dedicated gun room with built-ins for storage, multiple bar refrigerators throughout for convenience and more. Enjoy the gourmet kitchen large enough to dance in!

    Lisa Kortens Coldwell Banker Real Estate Group

    2948 Buttercup Rd, Neenah, WI 54956
  • /41

    $639,900

    • 6 Beds
    • 3.5 Baths
    • 3,566 Sq Ft

    4175 Twilight Ct, Oshkosh, WI 54904

    This 3,566 sq. ft home on a wooded .78 acre lot is located on a quiet Cul-De-Sac. The remodeled kitchen is finished with crown molding, glass tile backsplash & granite countertops. The kitchen deck is ready for outdoor dining and leads to a stone paver patio. Two gas fireplaces provide warmth and character. Watch deer and wild turkeys from the primary bedroom’s private deck overlooking the wooded

    Frank Adashun Adashun Jones, Inc.

    4175 Twilight Ct, Oshkosh, WI 54904
  • /24

    $225,000

    • 5 Beds
    • 2 Baths
    • 2,672 Sq Ft

    1217 Jackson St, Oshkosh, WI 54901

    INVESTOR OPPORTUNITY - 2 unit up down right next to East Hall Park. Vacant Upper unit fully renovated 3 bed, 1 bath with vaulted ceiling in LR. Kitchen countertop & toilet being replaced. Lower (longterm tenant) is all original with wood floors and woodwork, 10 ft ceilings, decorative glass accents, 2 bed, 1 bath, open LR, and office. Needs some TLC. Large open porch for lower. Roof is 3 yrs old.

    Megan Lone Expert Real Estate Partners, LLC

    1217 Jackson St, Oshkosh, WI 54901
  • /41

    $265,000

    • 6 Beds
    • 2 Baths
    • 2,458 Sq Ft

    1403 S Main St, Oshkosh, WI 54902

    Spacious/versatile duplex in Oshkosh, perfect for investors or those seeking a flexible living..This upper/lower property features two generous 3-bedroom units, each offering room to spread out & enjoy. Both units have their own private entrances along with separate basement access, providing added convenience & privacy for occupants. Each unit has 1 parking spot. A good rental history, this

    Stacey Bolen Knaack Realty LLC

    1403 S Main St, Oshkosh, WI 54902
  • /22

    $749,900

    • 6 Beds
    • 6 Baths
    • 3,640 Sq Ft

    1574 Pond View Dr, Neenah, WI 54956

    Investment Opportunity!!!! Beautiful duplex just minutes from Neenah middle school. Spacious 1.5 story, 1820 sqft, 3 bdrm, 2.5 bath features granite countertops in kitchen, full appliance pkg, gas, stone fireplace, blinds, concrete patios with privacy fence. Full basement with sump pump and stubbed for future bath and Full concrete drive, sidewalk and lawn. Showings begin 2/22.

    Angie Gustafson N.J. Schmidt Realty

    1574 Pond View Dr, Neenah, WI 54956
  • /2

    $259,900

    • 8 Beds
    • 4 Baths
    • 2,772 Sq Ft

    420 W Lincoln Ave, Oshkosh, WI 54901

    Investment opportunity. This upper/lower duplex brings $3100/mo. and tenants pay utilities.

    Aaron Weigandt First Weber, Realtors, Oshkosh

    420 W Lincoln Ave, Oshkosh, WI 54901
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