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417 E 4th Street, Seymour
$180,000
3 Beds ⋅ 3 Baths
Charming 1850s Character Home in the Heart of Seymour Step back in time while enjoying modern comforts in this beautifully maintained 3-bedroom, 2-bathroom home built in 1850. Full of historic charm and thoughtful updates, this property offers 1,719 square feet of finished living space on a spacious 0.16-acre lot. Inside, gleaming hardwood floors and original wood trim showcase the home's character, especially on the second floor where the staircase leads to two generously sized bedrooms. The main level offers convenient one-level living options with a bedroom and full bath, plus an eat-in kitchen with a dining combo layout perfect for everyday meals. Cozy up next to one of two fireplaces, one in the kitchen and one in the primary bedroom, for added warmth and ambiance. Notable updates made in 2020 include the HVAC system, numerous replacement windows, and 200-amp electrical service, offering added peace of mind. An enclosed front porch provides a private spot to relax, while the fenced backyard and rear storage building with alley access provide extra space and storage for a growing family. With guest street parking and a driveway, plus a prime location near Seymour Community Schools, this home is full of possibility and ready for its next chapter. Photos have been professionally enhanced for lighting, color, and image quality. No property features have been materially altered.

417 E 4th Street, Seymour

Listing courtesy of Weichert, REALTORS®.

501 S Chestnut, Seymour
$175,000
2 Beds ⋅ 2 Baths
Discover a charming single-family residence, an inviting home built in 1900, offering 1432 square feet of thoughtfully designed living space, located at 501 S Chestnut in SEYMOUR, IN. This property presents a unique opportunity for those seeking a blend of historical character and contemporary comfort, ready for immediate enjoyment. The residence encompasses two comfortable bedrooms, providing ample private retreats. Two full bathrooms ensure convenience and ease for all occupants. Step outside to discover a private yard, offering a personal sanctuary for relaxation or outdoor activities. A dedicated patio area provides an ideal setting for al fresco dining or enjoying the fresh air. This delightful single-story home, situated on a generous 5040 square foot lot, promises a lifestyle of comfort and ease. We invite you to explore the possibilities this captivating property offers.

501 S Chestnut, Seymour

Listing courtesy of RE/MAX Professionals.

709 S Vine Street, Seymour
$174,900
3 Beds ⋅ 2 Baths
Step right up to 709 S Vine ST in SEYMOUR, IN, where a ready-to-move-in single-family residence from 1951, spanning a cozy 1100 square feet, is practically winking at you. This inviting home is more than just a place to live; it's a launchpad for your next great adventure. Prepare for pampering in a bathroom that features a delightful walk-in shower, ready to wash away the day's worries. One of the bedrooms offers the ultimate in convenience with its own private ensuite bathroom, making morning routines a breeze and evening wind-downs utterly luxurious. Beyond the walls, discover your very own private yard, perfect for impromptu picnics or stargazing. And for those moments when you just want to kick back and relax, a covered deck and a charming porch are waiting to host your morning coffee or evening chats. Don't miss your chance to experience the playful charm and comfortable living this delightful property has to offer!

709 S Vine Street, Seymour

Listing courtesy of Schuler Bauer Real Estate Powe.

721 Pershing Street, Seymour
$164,900
2 Beds ⋅ 1 Baths
Cozy, affordable, and full of potential!! Perfect for first-time buyers, downsizers, or investors, this charming 2-bedroom, 1-bath home is conveniently located on the west end of Seymour, just minutes from the interstate and major highways!! Enjoy peace of mind knowing the big-ticket updates have already been taken care of, including a NEW HVAC system (2026), NEW water heater (2026), NEW gutters (2024), and a roof that's only 7 years old!! Inside, you'll find hardwood flooring and a fully applianced kitchen with convenient access to the shady, fully fenced backyard. Affordable living, major updates, and a convenient location make this one worth a look! Don't miss your chance to make it your own!

721 Pershing Street, Seymour

Listing courtesy of Real Broker, LLC.

723 W Oak Street, Seymour
$161,900
2 Beds ⋅ 1 Baths
Historic charm meets modern updates! This beautifully refreshed 2-bedroom, 1-bathroom home offers 997 square feet of comfortable living space with the character of an 1890 home and the peace of mind of extensive updates. Nearly every major component has been thoughtfully improved, including all new windows, roof, flooring, electrical, plumbing, water heater, insulation, and a beautifully updated bathroom. Fresh crown molding and trim add an elevated finishing touch while preserving the home's original charm. The single-level layout offers convenient living, making this home both functional and inviting. Also, just a few minutes walk to one of Seymour's most popular sites, Poplar Street Tavern and Restaurant.

723 W Oak Street, Seymour

Listing courtesy of CENTURY 21 Scheetz.

711 W Jackson Street, Seymour
$145,900
2 Beds ⋅ 2 Baths
This 2 bedroom, 1 and a half bath home is ready to move in at day of closing! This home has all new plumbing, windows, (upstairs window is Thermopane), electric furnace, new (1 layer) roof, oven/range, range fan, light fixtures, switches & outlets, vent fan, smoke alarms, new cabinets and counter top in kitchen, new tub/shower, sinks and toilets in bathrooms, and has passed city inspection. New flooring throughout consists of carpet in living room, 2 bedrooms, and hallway, and vinyl plank laminated flooring in kitchen and bathrooms. Original structure was added on to in 2025 and completed in 2026. This affordable home also includes a multi use area to make whatever you want! (Multi use area is finished out but not included in square foot living area). Laundry area is in located part of the 1/2 bathroom. Entry doors in front and back with a wood deck recently added in the back. Completely remodeled home ready to go with cash or multiple types of financing,

711 W Jackson Street, Seymour

Listing courtesy of C. King Real Estate Company.

636 S Obrien Street, Seymour
$145,000
4 Beds ⋅ 2 Baths
Welcome to a home filled with character, history, and opportunity! This spacious Seymour residence has been cherished by the same family for many decades and is now ready for its next chapter. With generous living space, a large yard, and plenty of original character, this property offers an excellent opportunity to create a home tailored to your vision. The main level features a large living room highlighted by a beautiful fireplace, a spacious dining room, an inviting foyer, and an additional den/bonus room that offers flexibility for an office, family room, playroom, or whatever best suits your needs. With 4 large bedrooms, abundant closet space, 1 full bathroom and 1 half bathroom, there is no shortage of space. The unfinished basement provides additional storage, while the exterior offers a huge backyard, generous parking area, and an inground pool that could become the centerpiece of an incredible outdoor living space. This is a property with tremendous potential for the buyer willing to bring their vision and make it their own. Whether you're looking to restore the home's existing character or create something completely your own, the possibilities are endless. Adding even more potential to the area, the City of Seymour is preparing to begin work on the O'Brien Street project, including new sidewalks that are expected to enhance the streetscape and curb appeal throughout the neighborhood. If you've been searching for a spacious home with character, outdoor amenities, and the opportunity to build significant value through renovation, this one deserves a look!

636 S Obrien Street, Seymour

Listing courtesy of 1 Percent Lists Indiana Real Estate.

6000 E Block County Rd 1000  N, Seymour
$145,000
ACREAGE! Discover 31.69 wooded acres in Jackson County-an exceptional opportunity for hunting, recreation, or your own private retreat. This property is known for its abundant wildlife, including whitetail deer and turkeys, with a strong history of successful harvests and mature bucks. Conveniently located just minutes from I-65, the property sits along the south side of County Road 1000 N and features a newly installed driveway for easy access. There are multiple trails that have been recently cleared for seamless navigation to tree stand locations and prime hunting spots. Perfect for outdoor enthusiasts, this land offers excellent opportunities for hunting, hiking, and birdwatching in a peaceful, natural setting. A power line easement borders the north and east sides. Don't miss this versatile recreational property with strong wildlife presence and convenient accessibility-ideal for your next outdoor escape. Property will be mushy during rainy season, but dry and perfect for deer season.

6000 E Block County Rd 1000 N, Seymour

Listing courtesy of Simplify Real Estate.

450 Kessler Boulevard, Seymour
$142,000
2 Beds ⋅ 1 Baths
Check out this solid all-brick ranch at **450 Kessler Blvd**. If you're looking for a home with great bones and plenty of room to grow, this is one you'll want to see in person. It's a comfortable **2-bedroom, 1-bath** layout that feels sturdy and well-kept. One of the best parts is the **large unfinished basement**-it's a huge open space that's just waiting for someone to turn it into a workshop, a second living area, or just use it for a ton of extra storage. **Outside & More:** * **Fenced Backyard:** Plenty of privacy and space for a dog or a garden. * **Carport:** Convenient off-street parking to keep your car out of the weather. * **Low Maintenance:** The brick exterior means you won't be spending your weekends worrying about siding or constant upkeep. Located in a great Seymour neighborhood, this place is perfect for anyone starting out or looking to downsize into something manageable but still spacious.

450 Kessler Boulevard, Seymour

Listing courtesy of Weichert, REALTORS®.

700 Block North Avenue, Seymour
$79,900
Unlock the potential of this 13-acre parcel of undeveloped land, perfectly positioned in the heart of an established residential community in Seymour. Just off Highway 11 and mere minutes from the I65 Exchange, this piece of real estate presents exciting opportunities for development. Imagine transforming this land into a continuation of the current residential community there, where additional single-family homes or townhouses can address the growing demand for housing in Seymour. For those looking to enhance community well-being, envision a public park complete with walking trails, playgrounds, and green spaces. With the aging population in mind, a senior living community could provide comfortable accommodations and easy access to local amenities, ensuring a high quality of life for residents. This land also holds the potential for a public cemetery or a pet cemetery, providing a respectful resting place for loved ones in the community. The surrounding area boasts an array of community amenities, including healthcare facilities, parks, schools, and shopping centers, further enhancing its appeal for potential residents and businesses. This site enhances the overall appeal of an adjacent 2.65 acre tract which can be purchased together (currently on the market MLS # 22100904).Don't miss this opportunity to shape a project that aligns with community needs and elevates local living. Contact us today to explore the exciting possibilities that await!

700 Block North Avenue, Seymour

Listing courtesy of Schuler Bauer Real Estate Powe.

315 E 4th Street, Seymour
$65,000
2 Beds ⋅ 2 Baths
INVESTOR OPPORTUNITY! Bring your creativity and vision to this property with endless possibilities for the right buyer. This property is being offered AS IS and will require significant renovation, making it a great opportunity for an investor, rehabber, or buyer looking for a project. The home has been taken down to the studs in many areas, with substantial demolition already completed and some flooring removed. The current condition makes it difficult to determine the original layout and intended use of some rooms. The property is connected to city water and sewer. Utilities and systems have not been fully verified by the seller. A gas line appears to be present but is not currently connected. Buyer should conduct their own inspections and verify the condition and availability of all utilities, systems, structure, and components. Property is being sold AS IS, with no warranties or representations regarding its current condition. Room dimensions are approximate due to the current condition and ongoing demolition; buyer to verify all measurements. Property is priced accordingly. If you're looking for a property where you can bring your own vision and create something new, this one is worth a look!

315 E 4th Street, Seymour

Listing courtesy of Berkshire Hathaway Home.

Information Deemed Reliable But Not Guaranteed. © 2026 MIBOR Broker Listing Cooperative