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806 & 808 Chestnut St, Winona Lake
$899,900
5 Beds ⋅ 6 Baths ⋅ 202644202 MLS ⋅ 4,882 SqFt. ⋅ Julie Hall
Discover the timeless charm and exceptional potential of the Chestnut House Bed & Breakfast, a distinctive historic property nestled in the heart of The Village at Winona. Built in 1906, this beautiful Princess Anne style home blends historic character with modern comforts, offering a unique opportunity to own a well-established hospitality property in one of the area's most desirable destinations. Featuring four thoughtfully appointed guest suites, each with a private bath and inviting accommodations, the Chestnut House provides a welcoming experience for visitors seeking a memorable stay. The home's historic architecture and enduring charm create an atmosphere that sets it apart from traditional lodging options. Adding even greater value and versatility to this exceptional offering is a separate, newly updated one bedroom, one bath caretaker's home. Complete with all appliances and offered turnkey, this additional residence is ready for immediate use and provides comfortable on-site living for an owner operator, innkeeper, or caretaker. Ideally located within walking distance of the shops, restaurants, and attractions of The Village at Winona, the property also offers convenient access to Winona Lake, Grace College, and the surrounding area's year-round activities and events. Whether you're looking to continue the bed and breakfast's hospitality tradition, invest in a unique income producing property, or explore new possibilities, this rare offering combines historic appeal, a desirable location, and the added benefit of a move in ready second residence. Two homes. One exceptional opportunity. Experience the charm, character, and possibilities of the Chestnut House Bed & Breakfast in Winona Lake, Indiana.

806 & 808 Chestnut St, Winona Lake

Listing courtesy of Julie Hall from Patton Hall Real Estate. Cell: 574-268-7645

407 Wooster Rd, Winona Lake
$325,000
5 Beds ⋅ 5 Baths ⋅ 202643295 MLS ⋅ 4,047 SqFt. ⋅ James Bausch
Investment Opportunity! Location, Location, Location AND new furnace! Grace College is directly across the street, making this an attractive rental location. The Village at Winona is just a short walk away, offering restaurants, shopping, and entertainment. Tenants can also enjoy easy access to the area's popular biking and walking trails at the edge of campus. Previously owner-occupied with the additional units rented out, this property provides the opportunity to live in one unit while your tenants help pay the mortgage! Whether you're looking to expand your investment portfolio or offset your own housing expenses, this property offers flexibility and room to increase revenue. Unit 1 is the spacious main residence, featuring beautiful hardwood flooring, 2 bedrooms, and 1.5 bathrooms. A generous living room showcases a feature fireplace and built-in bookshelves, while the large separate dining room provides plenty of space for entertaining. The kitchen offers abundant cabinetry for storage and organization. Upstairs, you'll find two generously sized bedrooms and a full bathroom. In the past, the dining room has also served as a third bedroom, offering additional flexibility. Unit 2 is located in the walkout lower level and features 1 bedroom and 1 bathroom. Unit 3, also located in the walkout lower level, enjoys peaceful views of the backyard and mature shade tree. This 1-bedroom, 1-bathroom unit features a charming eat-in kitchen with a pantry for extra storage. Unit 4 is situated above the garages and offers hardwood flooring, an open-concept living, dining, and kitchen area with 1 bedroom and 1 bathroom. Additional Income Potential! The spacious breezeway offers the possibility of adding coin-operated laundry machines for tenants, while two garage bays could potentially be rented separately for additional storage income. Units 1 and 2 are currently vacant, providing an opportunity for immediate occupancy or securing new tenants. All four units have historically been rented below market value, creating potential for increased rental income. Tenants currently pay their own electricity, while the landlord covers the remaining utilities. Future leases could potentially incorporate utility bill-backs to help offset operating expenses. Four units, multiple income opportunities, and an unbeatable location near Grace College and Winona Lake amenities! Live in one and rent the others, or maximize the property's potential as a fully leased investment.

407 Wooster Rd, Winona Lake

Listing courtesy of James Bausch from RE/MAX Results. Cell: 574-742-4531

2464 E 225 S Rd, Warsaw
$?
2 Beds ⋅ 2 Baths ⋅ 202641241 MLS ⋅ 1,524 SqFt. ⋅ Chad Metzger
Enjoy the space, privacy, and peaceful setting this well-maintained 2-bedroom, 2-bath home Selling via Live & Online Auction on Oct. 31st at 10 pm has to offer! Situated on a full acre in a desirable rural setting, this property combines comfortable living with plenty of outdoor space and practical amenities. An inviting layout provides a comfortable foundation for making the space your own. The main level features a convenient bedroom suite, making everyday living easy and accessible. The home also offers a partial basement for additional storage or flexible use. Step outside and enjoy the landscaped grounds, open back deck, and gazebo—perfect for relaxing, entertaining, or simply taking in the surrounding countryside. A detached 2-car garage provides excellent parking and storage, while a whole-house generator offers valuable peace of mind. Numerous improvements have been completed within the last couple of years, adding to the home's appeal and making it an excellent opportunity for its next owner. This property offers a wonderful combination of acreage, recent improvements, and desirable outdoor amenities, making it a great opportunity for those seeking comfort, privacy, and versatility in a peaceful rural setting!

2464 E 225 S Rd, Warsaw

Listing courtesy of Chad Metzger from Metzger Property Services, LLC. chad@metzgerauction.com

Commerce Drive, Warsaw
$265,000
202641028 MLS ⋅ Jennea Schirr
Prime commercial development opportunity in Warsaw! This 2.18-acre parcel is zoned C-3 and ideally positioned in an established commercial corridor near US-30, with approximately 23,781 vehicles passing daily per INDOT. Surrounded by existing commercial development and conveniently located near major access points, the property offers excellent potential for a variety of uses. C-3 zoning allows for a broad range of possibilities, including retail, office, restaurant, service businesses and more. City sewer and water are available. Whether you’re looking for a site for your own business or your next investment/development opportunity, this strategically located parcel offers flexibility in a high-traffic commercial area. Buyer to verify zoning, permitted uses, utilities, access and development requirements.

Commerce Drive, Warsaw

Listing courtesy of Jennea Schirr from McKinnies Realty, LLC Elkhart. Cell: 574-215-9291

1422 E Center St, Warsaw
$230,000
2 Beds ⋅ 3 Baths ⋅ 202640446 MLS ⋅ 2,166 SqFt. ⋅ Scott Gingerich
Opportunity and flexibility come together at this completely remodeled mixed-use property located along highly traveled Center Street in Warsaw. Offering 2,544 square feet and extensively renovated in 2023, this property is currently configured with professional office space on the main level and a separate residential apartment upstairs, creating an excellent opportunity for an investor or business owner looking to offset expenses with rental income. The main level offers a functional office layout featuring a private office or conference room, two additional open work areas, a kitchen, and bathroom space. Upstairs, the separate residential apartment provides its own kitchen and living space, allowing the property to serve multiple purposes under its R2 zoning. Both levels also offer the flexibility to be used residentially, making this an attractive option for investors looking for a duplex-style property. The 2023 renovation included updates to the flooring, electrical, plumbing, kitchens, bathrooms, and windows, giving the property a fresh, updated feel while taking care of many of the major improvements. The roof is also approximately three years old. Situated on a .20-acre lot with approximately 10 parking spaces, the property enjoys excellent visibility along Center Street with approximately 9,500 vehicles passing daily and convenient access to downtown Warsaw.

1422 E Center St, Warsaw

Listing courtesy of Scott Gingerich from The Gingerich Group.

2098 S Raccoon Run Blvd, Winona Lake
$424,900
3 Beds ⋅ 3 Baths ⋅ 202639467 MLS ⋅ 1,979 SqFt. ⋅ Jan Orban
Like-new condition without the wait to build! Built by Majestic Homes, The Tennessee offers nearly 2,000 square feet of finished living space with a thoughtfully designed open-concept floor plan. A flexible room provides the option for a fourth bedroom, home office, den, or guest space. Quality finishes and upgrades are found throughout, including quartz countertops, stainless steel appliances, ample cabinetry, luxury vinyl plank flooring, and a tiled walk-in shower. The home also showcases the quality construction Majestic Homes is known for, including an open-web truss system, high-efficiency Low-E Simonton windows, high-efficiency 50-gallon water heater, high-efficiency furnace and A/C, and double insulation on exterior walls. Even better, there is still time remaining on the original 10-year Quality Builders Home Warranty. Ideally located in Raccoon Run, directly across from the Stonehenge Clubhouse and within the Jefferson Elementary School district. Enjoy convenient access to US 30, Warsaw amenities, and the Village at Winona, with its trails, dining, shopping, and recreation just a short drive away.

2098 S Raccoon Run Blvd, Winona Lake

Listing courtesy of Jan Orban from Brian Peterson Real Estate.

207 Boys City Dr, Winona Lake
$329,000
4 Beds ⋅ 2 Baths ⋅ 202637639 MLS ⋅ 2,240 SqFt. ⋅ Savannah Beer
If you are looking for a house and location that feels like home, this is what you are looking for. Go right through your backyard to take a bike ride or a job on Winona Heritage trail or walk down to Limitless Park and enjoy the view of sunsets over Winona Lake. The location just doesn’t get any better. The home has been completely refreshed with all new flooring and paint. It is spacious, with a two-story entryway that leads into a cozy living room with a wood burning fireplace that makes the space warm and captivating. On the way to the back entry, there is a versatile mudroom that adds space for backyard adventuring equipment or extra storage next to the main floor laundry room. The spacious kitchen is the star of the home. Boasting an oversized island and plenty of storage space, it’s a perfect space to accommodate whatever you’d like, whether that be creating home-cooked delicacies or hosting dinner parties in the connected dining room. The second story features a full bath and four bedrooms. The bedrooms are great sizes and give plenty of space and could be seamlessly converted into an office, playroom, or second living space. The possibilities are endless! At the back of the property, there is a large shed with electrical just waiting for someone handy to take it over and use as a workshop or just extra storage. Thoughtfully mowed paths will lead to a fire pit. It’s the perfect space to hang out with friends and family, and the fenced in area gives peace of mind and some extra privacy when wanted. A lot and home this size is truly a gem in this area. Come by to take a look to truly understand what you don’t want to miss.

207 Boys City Dr, Winona Lake

Listing courtesy of Savannah Beer from Patton Hall Real Estate. Cell: 219-682-8348

2245 Bandit Cv, Winona Lake
$429,860
3 Beds ⋅ 2 Baths ⋅ 202634905 MLS ⋅ 2,015 SqFt. ⋅ Timothy Tower
OPEN HOUSE SUNDAY 1:pm-3:pm, $10,000 builder options... or upgrades available to the buyer. BRAND NEW (2026) WINDSOR VILLA!! - in the fresh NEIGHBORHOOD of RACCOON RUN! Nestled outside of Warsaw, this HOME features 3 bedrooms, 2 bathrooms, SUNROOM, WATER VIEWS, SPACIOUS 3-car garage. LOCALLY made CUSTOM cabinetry, 5 STAR Energy rated, and much more!! Join the VILLA LIFESTYLE!! Electronic monitoring & access devices are not included in the price of the home. !! The furniture and décor in some of our marketing/images are virtual representations, intended to provide a visual example of the property’s possibilities. *AI image rendering of grass and lighting.

2245 Bandit Cv, Winona Lake

Listing courtesy of Timothy Tower from CENTURY 21 Bradley Realty, Inc. Cell: 260-503-8466

1 Park Ave Unit 302, Winona Lake
$339,900
2 Beds ⋅ 2 Baths ⋅ 202621998 MLS ⋅ 1,201 SqFt. ⋅ Brian Peterson
Experience the beauty and charm of lakefront living in this stunning 2-bedroom, 2-bathroom condo located in the historic Winona Lake Hotel. With approximately 1,200 square feet, this beautifully maintained, move-in-ready home offers gorgeous views of Winona Lake and an exceptional opportunity to enjoy the best of the Winona Lake Village lifestyle. Inside, you’ll find beautiful engineered hardwood floors, spacious living areas, and custom-tiled showers in both bathrooms. The condo is being offered fully furnished, making it truly move-in ready—simply bring your personal belongings and begin enjoying lake life. Step outside and take in the peaceful lake views, with access to a pier and the opportunity to enjoy all that Winona Lake has to offer. A two-car garage provides convenient parking and additional storage, a wonderful feature for year-round living or weekend getaways. Beyond your front door is the charming Village of Winona, where you can stroll along scenic walking trails and bicycle trails, enjoy the beautiful lakefront, browse the local farmers market, and experience the community’s shops, restaurants, and seasonal events. And when the holidays arrive, Winona Lake becomes something truly special—a picturesque, Hallmark-style Christmas village, beautifully decorated and filled with small-town holiday charm. Whether you’re looking for a full-time residence, a peaceful lake retreat, or a place to enjoy every season, this exceptional condo combines historic character, beautiful lake views, modern comfort, and an unbeatable village lifestyle.

1 Park Ave Unit 302, Winona Lake

Listing courtesy of Brian Peterson from Brian Peterson Real Estate.

3202 E Rocky Way, Winona Lake
$419,740
3 Beds ⋅ 2 Baths ⋅ 202603091 MLS ⋅ 2,025 SqFt. ⋅ Brian Peterson
$10,000 BUILDER OPTIONS OR UPGRADES AVAILABLE IF CLOSING BY 12/31! Brand-new 'Windsor Homes' villa in Raccoon Run. This thoughtfully designed Ryder floor plan offers effortless one-level living with an open great room, kitchen, and dining area, ideal for both everyday comfort and entertaining. The kitchen features a kitchen island, perfect for hosting family and friends. A light-filled sunroom provides additional living space with serene water views. The private owner’s suite includes a spacious bath and walk-in closet, while the split-bedroom layout ensures comfort and privacy for guests or a home office. A rare 3-car garage adds convenience and storage. Nestled in the villa section of the desirable Raccoon Run community in Winona Lake, just across from Stonehenge Golf Club, this home offers a relaxed, maintenance-friendly lifestyle in a welcoming neighborhood. 5-Star Energy Rating and 10-Year Structural Warranty included—designed for peace of mind and long-term value.

3202 E Rocky Way, Winona Lake

Listing courtesy of Brian Peterson from Brian Peterson Real Estate.

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 of 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. Some listings have been excluded from this website.


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