Leavenworth Homes under $500,000

Welcome to Leavenworth, Kansas, a charming city that beautifully blends rich history with modern living. Nestled in Leavenworth County, this vibrant community is not only known for its picturesque landscapes and friendly atmosphere but also for its exceptional school district, making it an ideal place for families looking to settle down.

The Leavenworth School District offers a robust educational experience for children of all ages. With a commitment to fostering academic excellence, the district boasts a variety of programs that cater to diverse learning styles and interests. Parents can take comfort in knowing that their children have access to dedicated educators, advanced placement courses, and extracurricular activities that encourage personal growth and community involvement. Schools in the district are equipped with modern facilities and resources, ensuring that students receive a well-rounded education.

For those considering a move to this inviting city, Leavenworth offers a wonderful selection of homes priced under $500,000. Whether you’re searching for a cozy bungalow, a spacious family home, or a charming historic property, you’ll find something that fits your lifestyle and budget. The real estate market here is diverse, with options that cater to first-time buyers as well as those looking to upgrade.

Living in Leavenworth means being part of a close-knit community that values education, family, and quality of life. With its excellent school district and affordable housing options, Leavenworth is not just a place to live; it’s a place to thrive. Come discover your dream home in this lovely city today!

Newest Leavenworth Homes under $500,000

$259,900

3 Beds ⋅ 1.5 Baths

This Updated Home is move In ready, featuring new flooring and new paint throughout the living space. It combines comfortable daily living with functional design elements, offering an inviting atmosphere across both levels. The upgraded kitchen is equipped with numerous cabinets for storage. The main large bathroom features a double sink, while a second upgraded bathroom adds convenience to the layout. The finished lower level provides an additional versatile space, anchored by a fireplace for quiet evenings. Outdoor living is available with a covered back deck great for entertaining or enjoying the outdoors. Large level yard with a fence and shed. The two car garage is great for vehicles or additional storage. Must see!

108 S 11th Street, Leavenworth

Listing courtesy of Lori Hobbs of Lori Hobbs Real Estate, LLC.

$249,900

3 Beds ⋅ 2 Baths

Welcome home to this beautifully refreshed 3-bedroom, 2-bathroom split-entry home in Leavenworth! Featuring fresh interior and exterior paint, this home offers a bright, inviting atmosphere and is move-in ready! You'll love the spacious living areas, attached two-car garage, and long driveway providing plenty of additional parking. Step outside to enjoy the large backyard, perfect for entertaining, pets, or simply relaxing outdoors. With its fresh updates, great curb appeal, and plenty of room to enjoy both inside and out, this charming home is ready for its next owners. Don't miss your opportunity to make it yours!

729 Oak Street, Leavenworth

Listing courtesy of Shelby Eckert of Keller Williams Southland.

$149,900

3 Beds ⋅ 1.5 Baths

Just in Time for the holidays. Old World beauty and charm . Authentic style and tradition 3 bedroom ( each nicely sized) and 1 and 1/2 bath 2 Story .Kitchen is complete with lots of cabinetry, upgraded appliances . .Includes Lovely deck and nice sized fenced yard . Single car detached garage convenient to home . Priced to Sell! Don't miss this wonderful opportunity to own a home filled with charm, character, and timeless appeal! Seller's will sell "AS IS" but inspections are welcome.

1037 9th Avenue, Leavenworth

Listing courtesy of Michelle Knight of Realty Executives.

$189,900

3 Beds ⋅ 1 Baths

Beautifully remodeled starter home. Freshly painted interior with new baseboards and crown molding. Painted kitchen cabinets with new tile back splash and epoxy counter tops. Brand new ac unit and new front gutters. Hardwood floors on the main level. Updated bathroom with a tile tub/shower. Fenced in back yard. Centrally located. Unfinished basement with laundry room and one car garage. Alley parking. Move in ready. Agent owned

759 Pennsylvania Avenue, Leavenworth

Listing courtesy of Marcy McMahan of Realty Executives.

$190,000

3 Beds ⋅ 2 Baths

Beautiful home situated in charming & historical Leavenworth! Front porch offers the perfect place for morning coffee or evening relaxation. Entering the home, you are greeted with a thoughtfully designed & warm living room. Eat-in kitchen offers food pantry, all appliances stay, & plenty of counterspace & cabinetry. Main level laundry room with more storage. Spacious, main level Primary Bedroom Suite with walk-in closet and updated bathroom with more space than you would expect. Second bedroom & full bathroom complete the main level. Fun upper-level bedroom would also work well as an office, reading room, or hobby space. Plus, quality finishes, doors, trim, & curtains leave this home feeling warm and cohesive! Unfinished basement offers ample storage space. Room for an off-street parking space behind the home. There is plenty of fun to discover in Leavenworth-bustling downtown, museums, riverfront scenery, parks and many community events throughout the year. The perfect blend of updates, charm, design and comfort will have you saying yes to this home!

1331 Metropolitan Avenue, Leavenworth

Listing courtesy of Shelly Koenigsfeld of Keller Williams KC North.

$25,000

3 Beds ⋅ 2 Baths

Fantastic opportunity in Leavenworth, Kansas! Whether you are looking to add a rental property to your portfolio or wanting a single-family home, this 3-bedroom, 2-bathroom property offers excellent potential. The layout features an eat-in kitchen and adjacent family room. A major highlight is the large, detached two-car garage—ideal for a workshop, parking cars, boats, and motorcycles, or storing small business equipment. Conveniently located near Fort Leavenworth and other local amenities. Please note this home is being sold in its present "as-is" condition and will require TLC—including, but not limited to, flooring, drywall, and paint repairs. All information is deemed reliable but not guaranteed; buyers are encouraged to conduct their own due diligence before bidding (buyer/agent to verify all measurements, taxes, and boundary lines). Bid to win today!

1801 5th Avenue, Leavenworth

Listing courtesy of Russ Everhart of Mayo Auction & Realty Inc.

$299,000

This is an opportunity to own a 1980 built Triplex in Leavenworth! Two of the three units are already producing income at this triplex at 905 Madison St. Both upstairs units are leased at $920 per month each. The basement unit is vacant and ready for occupancy, which gives a buyer two options. An investor can lease it at market rent to complete the rent roll. An owner-occupant can move in and let the upper units cover a large share of the monthly payment. Owner-occupant buyers should ask their lender about 2–4 unit financing, which can require less down than a standard investment loan. The property is in Leavenworth with access to Fort Leavenworth, downtown, and routes toward the Kansas City metro. You get cash flow from day one and built-in upside on the third unit. Ask for the leases and rent roll, check the numbers, and schedule your showing. Information deemed reliable but not guaranteed. Buyer/Agent to verify all information.

905 Madison Street, Leavenworth

Listing courtesy of Devaune Johnson of Lifestyles Realty Missouri, INC.

$244,900

3 Beds ⋅ 1.5 Baths

Welcome home to this inviting three-bedroom, two-bathroom property in Leavenworth! The home offers a comfortable layout with a spacious living room filled with natural light and a large kitchen with ample counter space for meal preparation and everyday dining. The finished basement provides additional living space with flexibility for a family room, home office, recreation area, or guest space. Outside, enjoy the fenced backyard, offering room for outdoor activities, entertaining, or simply relaxing. Conveniently located near local schools, shopping, dining, parks, and other community amenities, this property offers comfort, functionality, and versatile living spaces to accommodate a variety of needs.

704 N 20th Street, Leavenworth

Listing courtesy of Vicki Testerman of Mainstay Brokerage LLC.

$267,900

Whether you’re looking to expand your investment portfolio or live in one unit while renting out the other, this well-maintained Leavenworth duplex offers flexibility and opportunity! Each unit features 2 bedrooms, 1 full bathroom, a spacious living area, an eat-in kitchen, and a full unfinished basement providing plenty of additional storage. Both units offer private entrances, separate utilities, individual heating and cooling systems, and their own water heaters. Enjoy off-street parking, backyard space, and patios. Conveniently located just minutes from Fort Leavenworth, shopping, dining, and major roadways, this property offers an attractive location for potential tenants. With numerous updates completed in previous years and a functional layout designed for comfortable living, this duplex is a great addition to any real estate portfolio. Two units. Multiple possibilities. One great investment opportunity! Schedule your showing today!

2003/2005 Ottawa Street, Leavenworth

Listing courtesy of Trisha Alton of Realty Executives.

$257,000

3 Beds ⋅ 2 Baths

Beautiful well maintained Raised Ranch home with pride of ownership from the original builder and family. This home sits on a corner lot with 3 bedrooms on the main level with a 4th non-conforming bedroom on the lower level. The main level has open living space with a comfortable large living room, fireplace. lots of windows with deck out back. The kitchen opens into LR, newly painted cabinets for a modern look and feel. The hall bathroom was updated with a walk-in shower that includes a seat, new paint, & closet doors. The primary bedroom features custom built in cabinet drawers and 2 closets, & carpet. The main bedrooms are carpeted but have the original hardwood floors underneath. The stairs to the lower level are at the entrance of the house. Currently there is a stair lift that can stay or not. Spacious lower level is the length of the house finished with drop down ceiling and carpeting, with fireplace. The 4th non-conforming bedroom has carpet, shelves above, & 2 egress windows. The 2nd bathroom in lower level is very functional with shower, toilet, sink, and the washer and dryer that stay. One garage has garage door opener and keypad. Other garage has a shop great for a handy man includes work bench & separate furnace both garages face south. Yard has been well maintained, with mature trees providing plenty of shade. Home warranty offered by sellers.

1913 Grand Avenue, Leavenworth

Listing courtesy of Lynn Gambrell of United Real Estate Kansas City.

$175,000

2 Beds ⋅ 1 Baths

Beautifully updated and move-in-ready Leavenworth home where almost everything is new: roof, windows, siding, flooring, lighting, AC, furnace and water heater. Out front, a new covered porch with an exposed timber gable and fresh landscaping gives the home great curb appeal. Inside, recessed LED lighting, crown molding and new luxury vinyl plank flooring run through the main living areas. The kitchen has white shaker cabinets, butcher block countertops, a slate subway tile backsplash and matte black fixtures. A door off the kitchen leads to the backyard. A laundry closet with a black shiplap accent wall and storage shelf sits just off the kitchen. The bedrooms have plush new carpet and six-panel doors. The updated bathroom has a new tub/shower surround, vanity and toilet. Outside, there's a privacy fence, mature shade trees and a concrete parking pad. With all-new mechanicals and a new roof, there's nothing left to do but move in. Schedule your showing today!

1409 Dakota Street, Leavenworth

Listing courtesy of Kenrick Thompson of United Real Estate Kansas City.

$290,000

3 Beds ⋅ 2 Baths

Welcome home! This 3 bedroom, 2 bath Split Entry home in Hometown Village offers a great combination of comfort, updates, and outdoor space. Enjoy peace of mind with a brand new roof and brand new carpet, along with a newer A/C and water heater. The kitchen features granite countertops, newer stainless steel appliances, kitchen island with additional cabinetry and newer flooring. Just off the dining room, step outside to discover a huge backyard with a deck, perfect for entertaining, summer barbecues, or simply relaxing outdoors. Spacious lower level provides additional living room and full bathroom. With valuable updates and plenty of room to enjoy both inside and out, this home is one you won't want to miss!

4008 Garland Avenue, Leavenworth

Listing courtesy of Shayla Hoffmann of BG & Associates LLC.

Start Your Search

The data relating to real estate displayed on this website comes in part from the Heartland Multiple Listing Service database compilation. The properties displayed on this website may not be all of the properties in the Heartland MLS database compilation, or all of the properties listed with other brokers participating in the Heartland MLS IDX program. Detailed information about the properties displayed on this website includes the name of the listing company.

The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use

Leavenworth Homes under $500,000

Newest Leavenworth Homes under $500,000

How much is your home worth?

How much is your home worth?