Windsor Homes under $600,000

Windsor Homes under $600,000

Welcome to Windsor, Missouri—a hidden gem that perfectly balances small-town charm with modern conveniences. Nestled in the heart of Henry County, this vibrant community is renowned for its exceptional school district, which serves as a cornerstone for families seeking a nurturing and academically enriching environment for their children.

The Windsor School District is dedicated to fostering a love of learning and personal growth, offering a comprehensive curriculum that caters to students from preschool through high school. With a strong emphasis on academic excellence, innovative programs, and extracurricular activities, the district prepares students for future success while instilling values of teamwork and leadership. The dedicated educators and supportive community ensure that every child receives the attention and resources they need to thrive.

For those considering a move to this picturesque town, Windsor boasts a variety of homes under $600,000, making it an attractive option for first-time buyers, growing families, and anyone looking to settle down in a welcoming community. From charming single-family homes with spacious yards to modern properties with contemporary amenities, there’s something for everyone in Windsor’s real estate market.

Imagine enjoying peaceful suburban living while still being just a short drive away from larger cities, ensuring you have access to all the amenities you desire. With its beautiful landscapes, friendly neighbors, and top-notch education system, Windsor, MO, is not just a place to live; it’s a place to call home. Come explore the endless possibilities that await you in this delightful town!

Newest Windsor Homes under $600,000

940 NE 981 Road, Windsor
$415,000
3 Beds ⋅ 2 Baths
Located in Henry County, Missouri, this 5-acre property combines country living, recreational opportunities, and a convenient location. Situated less than one mile from Highway 52 between Calhoun and Windsor, the property features a completely remodeled three-bedroom, two-bathroom farmhouse, a large metal outbuilding with stalls, established trails, mature walnut timber, and a wet-weather creek. The remodeled farmhouse offers comfortable rural living with spacious front and back porches overlooking the surrounding acreage. Whether enjoying a quiet evening outdoors or entertaining guests, the home provides a welcoming setting with room to enjoy the countryside. A large metal outbuilding with multiple stalls provides space for livestock, equipment storage, workshop activities, or other agricultural needs. The five acres offer opportunities for a small hobby farm, homesteading, or recreational use without the maintenance demands of a larger property. Established trails wind throughout the acreage, providing access to the wooded portions of the property. A wet-weather creek adds character to the landscape, while mature timber creates opportunities for outdoor recreation and wildlife activity. Numerous walnut trees are scattered throughout the property, offering potential future timber value depending on market conditions and tree quality. Despite its rural setting, the property provides convenient access to nearby communities. Windsor is approximately 10 minutes away, while Clinton is approximately 15 minutes away, offering shopping, dining, and additional amenities. With a remodeled farmhouse, functional outbuilding, mature walnut timber, trails, and a wet-weather creek, this Henry County acreage offers a combination of residential, agricultural, and recreational possibilities in west-central Missouri.

940 NE 981 Road, Windsor

Listing courtesy of Cajun Bradley of Whitetail Properties Real Esta.
225 S County Line Road, Windsor
$345,900
3 Beds ⋅ 3 Baths
Welcome home to this spacious, well-maintained, all-brick home situated on a rare 1.53-acre lot within walking distance to the city park! The main level boasts a formal living and dining combo, a generous family room with a cozy wood-burning fireplace, and an all-season sunroom perfect for relaxation. The kitchen features custom-built oak cabinets, additional built-in storage, granite countertops, stainless steel appliances, a gas stove, double oven, and built-in dishwasher. Enjoy the full, partially finished walk-out basement offering endless potential for expanded living space. Rare find with ample parking and storage—includes both a 2-car attached garage and a 2-car detached garage, plus a lawn/garden shed in the massive yard. A solid, quality-built home with space to stretch out inside and out! Short commute to Whiteman Air Force Base

225 S County Line Road, Windsor

Listing courtesy of Jo Johnson of Old Drum Real Estate.
305 Hillcrest Drive, Windsor
$180,000
3 Beds ⋅ 1 Baths
Move-in ready and well-maintained 3 Bed / 1 Bath home! Beautiful hardwood flooring runs throughout the living room and bedrooms. All kitchen appliances stay. Washer/Dryer stay. Home boasts a brand NEW roof and newer energy-efficient windows. Relax on the covered patio overlooking the large, spacious yard. The full, unfinished basement is already stubbed for a bathroom, offering immediate potential to add finished square footage and equity! Short commute to Whiteman Air Force Base.

305 Hillcrest Drive, Windsor

Listing courtesy of Jo Johnson of Old Drum Real Estate.
12101 NE J Highway, Windsor
$450,000
4 Beds ⋅ 3 Baths
Seller financing offered! Bring your elbow grease and make your move today to this humble 9.6 acre slice of paradise! This all-brick ranch-style home offers plenty of space for you, while the two detached shops have plenty to offer for storage and work! Inside you'll find a generous kitchen with counters and cabinets to spare, a coffee bar and barstools, and even a beautiful planter window to bring nature right into the home. The brick fireplace flanks the dining area and ties it to the comfortable living room. Upstairs you have the master suite and 2 more bedrooms with a main bath, while downstairs offers a family room, utility room, and one more bedroom and bathroom, plus a secret storage space behind the murphy-door bookcase! Outside, the driveway wraps past the ~4 acre pond and connects the home to both shops! The front ~40x60 building was build just a year ago and features 14ft ceilings, 12ft doors on the ends, and two 10ft doors on the side. The back ~18x35 shop is only 11 years old, is powered, and has a 10ft door. Both have full metal siding and roofing and a concrete floor! Financing offered at seller's discretion. Contact agent for more details.

12101 NE J Highway, Windsor

Listing courtesy of Justin Dean of 1st Class Real Estate KC.
706 W Benton Street, Windsor
$205,000
1 Beds ⋅ 2 Baths
This charming one bedroom, two- bathroom home on a huge corner lot is ready for your personal touches! This well maintained home offers beautiful hardwood floors, stainless steel appliances, and a newer roof! Full basement with tons of potential. The back yard is really the show stopper, completely fenced in, large mature trees, and 2 sheds makes it the perfect place for a gardener!

706 W Benton Street, Windsor

Listing courtesy of Kayla Rehkop of Rock Island Realty, LLC.
405 E Colt Street, Windsor
$79,900
3 Beds ⋅ 1.5 Baths
Charming single-family home situated on a spacious city lot in the heart of Windsor. This inviting property offers 3 bedrooms, 1.5 bathrooms, and a comfortable layout featuring a bright living and dining area with a large picture window. The oversized kitchen provides plenty of space for cooking and gathering, while the family room offers additional room to relax or entertain. Enjoy the fenced backyard with a concrete patio and convenient rear entry into the home. An attached front-facing 1-car garage adds everyday convenience to this well-maintained property.

405 E Colt Street, Windsor

Listing courtesy of Julie Newton of Elite Realty.
709 W Benton Street, Windsor
$138,000
3 Beds ⋅ 1 Baths
Charming and well-maintained home situated on a spacious corner lot, offering a fantastic opportunity for homeowners or investors alike! This 3-bedroom, 1-bath residence features numerous updates, including a HVAC, electrical system, PEX plumbing, blown-in attic insulation, water heater, and installed gas line. Step inside to a freshly painted interior that creates a bright, clean, and move-in-ready feel. The living room showcases beautiful hardwood flooring, adding warmth and character, while all bedrooms feature luxury vinyl plank (LVP) flooring for a stylish and durable finish. The kitchen offers abundant cabinetry, delivering ample storage for all your cooking and organizational needs. Additional highlights include a detached garage located at the rear of the property, ideal for parking, storage, or a workshop. Previously a successful rental, this property presents excellent potential as an investment opportunity or a comfortable primary residence with versatile space.

709 W Benton Street, Windsor

Listing courtesy of Karen Godfrey of Keller Williams Platinum Prtnr.
300 E Florence Street, Windsor
$142,900
2 Beds ⋅ 1 Baths
Welcome to 300 E Florence St, Windsor! This beautifully renovated 2-bedroom, 1-bath bungalow is the perfect place to call home. Completely updated in 2025, this charming residence features over 1,100 sq ft of comfortable living space. Enjoy cooking in a modern kitchen with elegant granite countertops, and relax in freshly painted, sunlit rooms that radiate warmth and style. Set on a spacious lot, the property offers plenty of room for outdoor living and gardening, giving you the perfect opportunity to create your own backyard oasis. Whether you’re a first-time buyer or looking to downsize, this delightful bungalow is move-in ready and brimming with potential. Don’t miss your chance to make 300 E Florence St your new address and turn your dreams into reality!

300 E Florence Street, Windsor

Listing courtesy of Jenna Kennedy of Re/Max United.
104 E Colt Street, Windsor
$111,000
4 Beds ⋅ 2 Baths
Charming 4 bedroom home with so many possibilities. This large home is perfect for a growing family who is looking for space for everyone. It would also make a great investment property, great for a rental or a flip opportunity. This 2 story home has all the charm, its just looking for a family or an investor to put a personal touch on it. Close to downtown Windsor and not far from WAFB.

104 E Colt Street, Windsor

Listing courtesy of Michelle Hoskins of Old Drum Real Estate.
1193 SE 23 Highway, Windsor
$550,000
3 Beds ⋅ 3.5 Baths
Welcome to this beautifully custom built, partial earth contact home with 3-bed, 3.5-bathrooms filled with plenty of upgrades. Perfectly situated on 12 acres in Windsor, MO., this stunning residence boasts a variety of interior and exterior enhancements, offering modern comfort with timeless charm. Step inside to discover an inviting open floor plan with spacious ceilings throughout. The kitchen features granite countertops, custom cabinetry, a walk-in pantry, and stainless steel appliances, making it a perfect space for cooking and entertaining. The spacious living/dining area is filled with natural light, creating a warm and welcoming atmosphere with beautiful engineered hardwood flooring. The family room off the living area is so versatile, ideal for an office, mother in-law suite, or as a gameroom and sure to captivate your guests with endless entertainment. The master suite offers a private retreat with a spa-like en’suite bathroom featuring a walk-in shower, jacuzzi tub, and a generous walk-in closet. There is a laundry room and an additional bedroom on the main level. Upstairs you will find a sitting room, the 3rd bedroom, and another full bathroom. This bedroom walks out to a 2nd story deck. All bathrooms are custom tiled to enhance the theme throughout. Outside, you’ll find a wide-open yard, a covered front porch, and an open patio for outdoor entertaining or relaxing. Fenced pasture allows for your livestock of choice. The property also features a small pond and dock. Exterior home upgrades include a 50 year composition roof, James Hardie fiber cement siding, and energy-efficient fiberglass/wood windows, ensuring durability and curb appeal. Matching the main home is a 2 car detached garage added within the last 4 years. Also included is a 20x30 workshop with concrete floor and a 30x40 barn for all your equipment - both with ample electricity! Nestled back in a quiet part of the property, well off the main road, this home is just minutes from Whiteman AFB.

1193 SE 23 Highway, Windsor

Listing courtesy of Jo Johnson of Old Drum Real Estate.
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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.

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