beersonthehouse.com Search Results

Calling all investors, flippers, or handy buyers! This is a great opportunity with excellent potential for rental, flip, or to renovate your own home in a desirable location. Home is cleaned out and ready for rehab. The seller is accepting cash-only, offers from buyers prepared to close quickly. The seller has never lived in the home and does not have information on the property. Buyers and their agents are responsible for verifying room dimensions, square footage, zoning, utilities, and school details.

3 Beds ⋅ 2 Baths ⋅ 202645627 MLS ⋅ 1,456 SqFt. ⋅ Susan Beyler

Calling all investors, flippers, or handy buyers! This is a great opportunity with excellent potential for rental, flip, or to renovate your own home in a desirable location. Home is cleaned out and ready for rehab. The seller is accepting cash-only, offers from buyers prepared to close quickly. The seller has never lived in the home and does not have information on the property. Buyers and their agents are responsible for verifying room dimensions, square footage, zoning, utilities, and school details.

52808 New York Dr, Middlebury

Listing courtesy of Susan Beyler from Harbor & Lake Real Estate. info@harborandlake.com

$600,000

Welcome to this charming, expansive and beautifully appointed home offering over 4,300 finished square feet of versatile living space, 3 potentially 4 bedrooms, 3 full baths, and 2 half baths! Designed for both everyday comfort and entertaining, the open floor plan blends generous living spaces with thoughtful updates and timeless charm. The heart of the home is the stunning chef's kitchen, renovated in 2022 and featuring quartz countertops, high-end appliances, tiled backsplash, abundant pull-out cabinetry, a massive center island, peninsula with additional seating, open wood shelving, and a convenient pot filler above the range. The kitchen flows seamlessly into the spacious living room, complete with a cozy fireplace, while a formal dining room offers the perfect setting for gatherings. A main-floor office provides an ideal work-from-home space. Hardwood flooring extends throughout the main level, complemented by a convenient mudroom with half bath and an additional half bath in the main living area. Upstairs, retreat to the oversized primary suite featuring elegant tray ceilings and a beautifully renovated (2023) ensuite bath with dual vanities, soaking tub, tiled shower, and a large walk-in closet. Two additional generously sized bedrooms offer unique dormer spaces that add character and functionality. The second full bath is thoughtfully designed with two vanities and a separate toilet and shower area, making busy mornings easier for everyone. Upstairs carpeting was replaced in 2023. The enormous walk-out basement offers endless possibilities for recreation, relaxation, and entertaining, with dedicated areas for ping pong and pool tables, a bar, TV lounge, full bath, and an additional flexible room that could serve as a potential fourth bedroom, hobby room, or private retreat. Step outside to the patio and enjoy easy access to the outdoors. Situated on two lots totaling an impressive 1.023 acres, this property offers room to spread out, entertain, and enjoy the privacy of the wooded setting. Outdoor features include a spacious 21' x 11' wood deck, a charming wraparound front porch perfect for relaxing or gathering with friends, and plenty of yard space to enjoy. With over 4,300 finished square feet, an abundance of entertaining space, extensive updates, and a desirable setting on two lots, this home offers the space, flexibility, and lifestyle you've been looking for!

3 Beds ⋅ 5 Baths ⋅ 202645258 MLS ⋅ 4,331 SqFt. ⋅ Allison Miller

Welcome to this charming, expansive and beautifully appointed home offering over 4,300 finished square feet of versatile living space, 3 potentially 4 bedrooms, 3 full baths, and 2 half baths! Designed for both everyday comfort and entertaining, the open floor plan blends generous living spaces with thoughtful updates and timeless charm. The heart of the home is the stunning chef's kitchen, renovated in 2022 and featuring quartz countertops, high-end appliances, tiled backsplash, abundant pull-out cabinetry, a massive center island, peninsula with additional seating, open wood shelving, and a convenient pot filler above the range. The kitchen flows seamlessly into the spacious living room, complete with a cozy fireplace, while a formal dining room offers the perfect setting for gatherings. A main-floor office provides an ideal work-from-home space. Hardwood flooring extends throughout the main level, complemented by a convenient mudroom with half bath and an additional half bath in the main living area. Upstairs, retreat to the oversized primary suite featuring elegant tray ceilings and a beautifully renovated (2023) ensuite bath with dual vanities, soaking tub, tiled shower, and a large walk-in closet. Two additional generously sized bedrooms offer unique dormer spaces that add character and functionality. The second full bath is thoughtfully designed with two vanities and a separate toilet and shower area, making busy mornings easier for everyone. Upstairs carpeting was replaced in 2023. The enormous walk-out basement offers endless possibilities for recreation, relaxation, and entertaining, with dedicated areas for ping pong and pool tables, a bar, TV lounge, full bath, and an additional flexible room that could serve as a potential fourth bedroom, hobby room, or private retreat. Step outside to the patio and enjoy easy access to the outdoors. Situated on two lots totaling an impressive 1.023 acres, this property offers room to spread out, entertain, and enjoy the privacy of the wooded setting. Outdoor features include a spacious 21' x 11' wood deck, a charming wraparound front porch perfect for relaxing or gathering with friends, and plenty of yard space to enjoy. With over 4,300 finished square feet, an abundance of entertaining space, extensive updates, and a desirable setting on two lots, this home offers the space, flexibility, and lifestyle you've been looking for!

221 Greenfield Dr, Middlebury

Listing courtesy of Allison Miller from Century 21 Circle. Office: 574-293-2121

$329,900

OPEN HOUSE SUNDAY NOVEMBER 8TH 2 TO 4. Beautiful well maintained home in desirable Middlebury! This 4 bedroom 2 full bath home is well updated and has tons of character, especially the beautifully landscaped almost half acre lot with hot tube and firepit area, 3 car garage and plenty of storage gives this home everything a family would need! Come see it soon as it won't last long!

4 Beds ⋅ 2 Baths ⋅ 202645096 MLS ⋅ 1,520 SqFt. ⋅ David Book

OPEN HOUSE SUNDAY NOVEMBER 8TH 2 TO 4. Beautiful well maintained home in desirable Middlebury! This 4 bedroom 2 full bath home is well updated and has tons of character, especially the beautifully landscaped almost half acre lot with hot tube and firepit area, 3 car garage and plenty of storage gives this home everything a family would need! Come see it soon as it won't last long!

104 Southern Cross Dr, Middlebury

Listing courtesy of David Book from Book Real Estate Services, LLC.

$8,350,000

33.4 acres of land zoned M-2 with city water and sewer to the site. This property includes the original very nice farm house with a 4 car garage and barn workshop. Extensive pre-development engineering work and plans have been done and are available, including typo maps, drainage site plan as well as building and parking elevations 1306 feet of road frontage,

2 Baths ⋅ 202643020 MLS ⋅ Brad Hooley

33.4 acres of land zoned M-2 with city water and sewer to the site. This property includes the original very nice farm house with a 4 car garage and barn workshop. Extensive pre-development engineering work and plans have been done and are available, including typo maps, drainage site plan as well as building and parking elevations 1306 feet of road frontage,

500 N Main St, Middlebury

Listing courtesy of Brad Hooley from Bartel & Company. Office: 574-825-2115

$475,000

Ready to love where you live? This beautifully maintained 4-bedroom, 3.5-bath home in prestigious Cedar Creek offers the space, updates, and comfort you’ve been looking for. Conveniently located in a cul de sac with a large yard. Step inside to gorgeous hardwood floors and an inviting open floor plan designed for both everyday living and entertaining. The spacious kitchen features solid-surface countertops, a prep island, and plenty of storage, while the living room’s gas-log fireplace with built-ins creates the perfect spot to relax. The beautiful primary suite offers a private retreat with a soaking tub and walk-in shower. Three additional bedrooms provide plenty of room for family, guests, or a home office. The walk-out lower level adds valuable living space with a family room and full bath. Outside, enjoy the composite deck, lower level patio, and a beautifully maintained lawn with a sprinkler system. Beautifully cared for and move-in ready, this Cedar Creek home checks all the boxes. Taxes will be substantially lower with Homestead Exemption.

4 Beds ⋅ 4 Baths ⋅ 202641153 MLS ⋅ 3,006 SqFt. ⋅ Laurie Ladow

Ready to love where you live? This beautifully maintained 4-bedroom, 3.5-bath home in prestigious Cedar Creek offers the space, updates, and comfort you’ve been looking for. Conveniently located in a cul de sac with a large yard. Step inside to gorgeous hardwood floors and an inviting open floor plan designed for both everyday living and entertaining. The spacious kitchen features solid-surface countertops, a prep island, and plenty of storage, while the living room’s gas-log fireplace with built-ins creates the perfect spot to relax. The beautiful primary suite offers a private retreat with a soaking tub and walk-in shower. Three additional bedrooms provide plenty of room for family, guests, or a home office. The walk-out lower level adds valuable living space with a family room and full bath. Outside, enjoy the composite deck, lower level patio, and a beautifully maintained lawn with a sprinkler system. Beautifully cared for and move-in ready, this Cedar Creek home checks all the boxes. Taxes will be substantially lower with Homestead Exemption.

13086 Bear Creek Ct, Middlebury

Listing courtesy of Laurie Ladow from Cressy & Everett - South Bend. Cell: 574-532-8779

$434,900

Sprawling ranch in the highly sought-after Highland Hills neighborhood in Middlebury Schools! This 3-bedroom, 2.5-bath home has over 3,300 finished square feet with an open layout, spacious living areas, a cozy fireplace and spacious fenced-in backyard with patio. It features solid hardwood floors, a stunning primary suite with walk-in closet, and main-level laundry. The partially finished basement provides additional living space and tons of potential with an additional 1,500+ unfinished square feet. Recent updates include brand new HVAC furnace and central A/C (2026) new roof (2022), stainless steel appliances (2022), reverse osmosis water filtration system, and many other recent upgrades throughout.

3 Beds ⋅ 3 Baths ⋅ 202622750 MLS ⋅ 3,304 SqFt. ⋅ Andrew Myers

Sprawling ranch in the highly sought-after Highland Hills neighborhood in Middlebury Schools! This 3-bedroom, 2.5-bath home has over 3,300 finished square feet with an open layout, spacious living areas, a cozy fireplace and spacious fenced-in backyard with patio. It features solid hardwood floors, a stunning primary suite with walk-in closet, and main-level laundry. The partially finished basement provides additional living space and tons of potential with an additional 1,500+ unfinished square feet. Recent updates include brand new HVAC furnace and central A/C (2026) new roof (2022), stainless steel appliances (2022), reverse osmosis water filtration system, and many other recent upgrades throughout.

115 Greenfield Dr, Middlebury

Listing courtesy of Andrew Myers from Myers Trust Real Estate. Office: 574-875-5149

$649,900

Built by Town & Country Builders, this beautiful home offers timeless quality in one of the area's most sought-after neighborhoods. Set on a private, wooded lot within walking distance to parks and the Pumpkin Vine Trail. Four bedrooms each include a private bath, plus a bonus room ideal as a 5th bedroom, for a total of 3.5 bathrooms. Hand-scraped hardwood floors and granite kitchen countertops add warmth and quality throughout. The lower level includes a hot tub connection on the patio access, plus rough-in plumbing for a fourth full bathroom. Enjoy outdoor living on the screened porch overlooking the backyard, complete with a natural gas grill hookup. A spacious 3 car attached garage completes the package, along with a roof installed just three years ago. Don't miss your opportunity to call this exceptional Highland Woods property home!

4 Beds ⋅ 4 Baths ⋅ 202636820 MLS ⋅ 3,841 SqFt. ⋅ Steve Miller

Built by Town & Country Builders, this beautiful home offers timeless quality in one of the area's most sought-after neighborhoods. Set on a private, wooded lot within walking distance to parks and the Pumpkin Vine Trail. Four bedrooms each include a private bath, plus a bonus room ideal as a 5th bedroom, for a total of 3.5 bathrooms. Hand-scraped hardwood floors and granite kitchen countertops add warmth and quality throughout. The lower level includes a hot tub connection on the patio access, plus rough-in plumbing for a fourth full bathroom. Enjoy outdoor living on the screened porch overlooking the backyard, complete with a natural gas grill hookup. A spacious 3 car attached garage completes the package, along with a roof installed just three years ago. Don't miss your opportunity to call this exceptional Highland Woods property home!

211 Greenfield Dr, Middlebury

Listing courtesy of Steve Miller from RE/MAX Results. Office: 574-533-9581

$615,000

Beautifully remodeled home offers an impressive combination of modern updates, spacious living areas, and luxurious amenities. Featuring two large living rooms, there is plenty of space to entertain, relax, or create a dedicated family and gathering area. The remodeled kitchen provides a fresh, updated space for preparing meals and entertaining, while the fireplace adds warmth and character to the home. The finished basement offers additional versatile living space that can be used as a recreation room, gym, media room, or whatever best fits your needs. The home's luxury features continue with a steam shower, heated bathroom floors, and built-in sauna, creating a private spa-like experience. Step outside to enjoy the backyard and its beautiful water feature, adding a peaceful focal point to the outdoor space. With extensive remodeling, generous living areas, a finished basement, and exceptional amenities, this Middlebury property is ready to welcome its next owner. Buyer to verify tax's, square footage, room sizes and schools

4 Beds ⋅ 3 Baths ⋅ 202633095 MLS ⋅ 3,575 SqFt. ⋅ Cyle Jaskolka

Beautifully remodeled home offers an impressive combination of modern updates, spacious living areas, and luxurious amenities. Featuring two large living rooms, there is plenty of space to entertain, relax, or create a dedicated family and gathering area. The remodeled kitchen provides a fresh, updated space for preparing meals and entertaining, while the fireplace adds warmth and character to the home. The finished basement offers additional versatile living space that can be used as a recreation room, gym, media room, or whatever best fits your needs. The home's luxury features continue with a steam shower, heated bathroom floors, and built-in sauna, creating a private spa-like experience. Step outside to enjoy the backyard and its beautiful water feature, adding a peaceful focal point to the outdoor space. With extensive remodeling, generous living areas, a finished basement, and exceptional amenities, this Middlebury property is ready to welcome its next owner. Buyer to verify tax's, square footage, room sizes and schools

55755 Little Creek Ln, Middlebury

Listing courtesy of Cyle Jaskolka from Realty Group Resources. Cell: 574-312-9718

$789,900

ELEGANCE MEETS COMFORT IN THIS EXCEPTIONAL MIDDLEBURY HOME. Welcome to this stunning 5 bedroom, 3 1/2 bath home nestled in The Summit, beautifully situated on a park-like setting at the end of a peaceful cup-de-sac. Offering over 4,600 sq ft. of thoughtfully designed living space, this meticulously maintained home blends timeless elegance with everyday comfort. The heart of the home is the beautifully appointed kitchen, featuring Wellborn soft-close custom cabinetry, a new GE Profile appliance package, double ovens, granite countertops, and a classic subway tile backsplash. The ML showcases gorgeous engineered hardwood flooring, neutral greige paint throughout, 5 3/4 trim/baseboards, recessed LED lighting and ceiling fans in every room. The inviting living are features a beautiful gas fireplace flanked by custom built-in cabinetry. The ML office is both stylish & functional, complete with built-ins & USB wall plugs. The spacious primary suite offers thoughtful custom touches, including built-in dresser bump out & wall mounted nightstands, that maximize both style & functionality. Additional features include: solid-core doors, split-door to the lower level, and a dedicated fenced dog run with turf & a convenient dog door. The fully fenced backyard offers peaceful, wooded view & exceptional privacy, along w/extensive landscaping, & custom fire pit. An oversized stamped-concrete patio provides the perfect space for entertaining or relaxing outdoors. The home is equipped with Navian tankless water heater. From beautiful finishes & custom cabinetry to the private outdoor retreat & thoughtful details throughout, this home has been exceptionally cared for and is truly move-in ready.

5 Beds ⋅ 4 Baths ⋅ 202632257 MLS ⋅ 4,473 SqFt. ⋅ Toni Bontrager

ELEGANCE MEETS COMFORT IN THIS EXCEPTIONAL MIDDLEBURY HOME. Welcome to this stunning 5 bedroom, 3 1/2 bath home nestled in The Summit, beautifully situated on a park-like setting at the end of a peaceful cup-de-sac. Offering over 4,600 sq ft. of thoughtfully designed living space, this meticulously maintained home blends timeless elegance with everyday comfort. The heart of the home is the beautifully appointed kitchen, featuring Wellborn soft-close custom cabinetry, a new GE Profile appliance package, double ovens, granite countertops, and a classic subway tile backsplash. The ML showcases gorgeous engineered hardwood flooring, neutral greige paint throughout, 5 3/4 trim/baseboards, recessed LED lighting and ceiling fans in every room. The inviting living are features a beautiful gas fireplace flanked by custom built-in cabinetry. The ML office is both stylish & functional, complete with built-ins & USB wall plugs. The spacious primary suite offers thoughtful custom touches, including built-in dresser bump out & wall mounted nightstands, that maximize both style & functionality. Additional features include: solid-core doors, split-door to the lower level, and a dedicated fenced dog run with turf & a convenient dog door. The fully fenced backyard offers peaceful, wooded view & exceptional privacy, along w/extensive landscaping, & custom fire pit. An oversized stamped-concrete patio provides the perfect space for entertaining or relaxing outdoors. The home is equipped with Navian tankless water heater. From beautiful finishes & custom cabinetry to the private outdoor retreat & thoughtful details throughout, this home has been exceptionally cared for and is truly move-in ready.

13889 Adirondack Ct, Middlebury

Listing courtesy of Toni Bontrager from Berkshire Hathaway HomeServices Elkhart. Office: 574-293-1010

$279,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath home nestled on a quiet street in one of Middlebury’s desirable neighborhoods. Conveniently located near schools, this move-in-ready home offers the perfect combination of comfort, convenience, and future potential. Inside, you’ll find an inviting layout featuring a spacious primary suite, updated stainless steel appliances, and newer mechanicals for added peace of mind. The home has been professionally cleaned and is ready for its next owner to move right in.The full unfinished basement offers an incredible opportunity to nearly double your finished living space, providing endless possibilities for additional bedrooms, a recreation room, home office, or workout area. Whether you’re a first-time homebuyer, looking to downsize, or searching for a home with room to grow, this property checks all the boxes. Available for a quick closing with immediate possession, you can start enjoying your new home right away. Don’t miss this fantastic opportunity to own a move-in-ready home in the heart of Middlebury!

3 Beds ⋅ 2 Baths ⋅ 202631867 MLS ⋅ 1,176 SqFt. ⋅ Chantel Boone

Welcome home to this beautifully maintained 3-bedroom, 2-bath home nestled on a quiet street in one of Middlebury’s desirable neighborhoods. Conveniently located near schools, this move-in-ready home offers the perfect combination of comfort, convenience, and future potential. Inside, you’ll find an inviting layout featuring a spacious primary suite, updated stainless steel appliances, and newer mechanicals for added peace of mind. The home has been professionally cleaned and is ready for its next owner to move right in.The full unfinished basement offers an incredible opportunity to nearly double your finished living space, providing endless possibilities for additional bedrooms, a recreation room, home office, or workout area. Whether you’re a first-time homebuyer, looking to downsize, or searching for a home with room to grow, this property checks all the boxes. Available for a quick closing with immediate possession, you can start enjoying your new home right away. Don’t miss this fantastic opportunity to own a move-in-ready home in the heart of Middlebury!

606 Claudia Ln, Middlebury

Listing courtesy of Chantel Boone from RE/MAX Results. Cell: 574-202-4408

$199,900

Escape to the tranquility of country living with this 6-acre property in the sought-after Middlebury Community School District. Surrounded by open skies and rural charm, this land offers the perfect setting for your dream home, hobby farm, or private getaway. Enjoy the peace and quiet of the countryside while still being just a short drive from local conveniences.

202614096 MLS ⋅ Crystal Miller

Escape to the tranquility of country living with this 6-acre property in the sought-after Middlebury Community School District. Surrounded by open skies and rural charm, this land offers the perfect setting for your dream home, hobby farm, or private getaway. Enjoy the peace and quiet of the countryside while still being just a short drive from local conveniences.

V/L County Road 28 ***, Middlebury

Listing courtesy of Crystal Miller from RE/MAX Results. Cell: 574-607-7156

$94,900

Private, secluded, wooded. Borders Morning Star Nature Preserve.

201452503 MLS ⋅ David Singell

Private, secluded, wooded. Borders Morning Star Nature Preserve.

53982 Midnight, Middlebury

Listing courtesy of David Singell from Myers Trust Real Estate. Cell: 574-536-1191

$299,900

Step back in time and bring your vision to life with one of Middlebury’s most recognizable historic homes—the Krider nursery family home. Originally built in 1890, this remarkable property showcases a beautiful blend of Second Empire and Italianate architecture while offering an incredible opportunity to complete the restoration of a true local landmark. Situated on approximately 1.5 acres, the home has already undergone extensive structural and mechanical improvements, including all new electrical, a new electrical panel, new gas, water, and electrical service lines, a new metal roof (2017), basement tuck-pointing and the exterior of home. Home offers original hardwood flooring. City water has already been run to the property and simply needs to be activated. Inside, you’ll find timeless character at every turn, including a spacious study, formal dining room, an expansive enclosed wraparound porch featuring a log fireplace, and original architectural details waiting to be showcased. The current kitchen plans are at the rear of the home, with plans already envisioned for a future addition that would include a pantry and main-level bedroom. Upstairs offers space for four bedrooms and space for 2 bathrooms, seller envisioned a jack and Jill for one. Upstairs has a loft area with built-in bookshelf. Original shutters for the windows remain stored in the attic, preserving even more of the home’s historic charm. Additional improvements include a restored carport and detached garage. Whether you’re dreaming of restoring a grand historic residence, creating a bed and breakfast, or owning one of Middlebury’s most iconic homes, the Krider House offers a rare opportunity to finish a remarkable restoration while honoring its rich history. Home is being sold in its current condition. Buyer to verify all measurements, zoning, intended use, and historical preservation requirements, if applicable.

4 Beds ⋅ 1 Baths ⋅ 202629465 MLS ⋅ 2,256 SqFt. ⋅ Jennea Schirr

Step back in time and bring your vision to life with one of Middlebury’s most recognizable historic homes—the Krider nursery family home. Originally built in 1890, this remarkable property showcases a beautiful blend of Second Empire and Italianate architecture while offering an incredible opportunity to complete the restoration of a true local landmark. Situated on approximately 1.5 acres, the home has already undergone extensive structural and mechanical improvements, including all new electrical, a new electrical panel, new gas, water, and electrical service lines, a new metal roof (2017), basement tuck-pointing and the exterior of home. Home offers original hardwood flooring. City water has already been run to the property and simply needs to be activated. Inside, you’ll find timeless character at every turn, including a spacious study, formal dining room, an expansive enclosed wraparound porch featuring a log fireplace, and original architectural details waiting to be showcased. The current kitchen plans are at the rear of the home, with plans already envisioned for a future addition that would include a pantry and main-level bedroom. Upstairs offers space for four bedrooms and space for 2 bathrooms, seller envisioned a jack and Jill for one. Upstairs has a loft area with built-in bookshelf. Original shutters for the windows remain stored in the attic, preserving even more of the home’s historic charm. Additional improvements include a restored carport and detached garage. Whether you’re dreaming of restoring a grand historic residence, creating a bed and breakfast, or owning one of Middlebury’s most iconic homes, the Krider House offers a rare opportunity to finish a remarkable restoration while honoring its rich history. Home is being sold in its current condition. Buyer to verify all measurements, zoning, intended use, and historical preservation requirements, if applicable.

313 Bristol Ave, Middlebury

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

$335,000

**OPEN HOUSE Thursday 8/20 FROM 4-6PM** Located along State Road 120, this nicely-maintained home sits on 1.5 acres and offers plenty of room to enjoy both indoors and out. Major updates include a new furnace, central air conditioning, water heater, and gutters in 2023, along with a metal roof installed in 2020. The water softener and garage door are both less than one year old. With many of the major mechanical and exterior improvements already completed, this property offers added peace of mind for its next owner.

3 Beds ⋅ 3 Baths ⋅ 202630047 MLS ⋅ 2,240 SqFt. ⋅ Nubia Cruz

**OPEN HOUSE Thursday 8/20 FROM 4-6PM** Located along State Road 120, this nicely-maintained home sits on 1.5 acres and offers plenty of room to enjoy both indoors and out. Major updates include a new furnace, central air conditioning, water heater, and gutters in 2023, along with a metal roof installed in 2020. The water softener and garage door are both less than one year old. With many of the major mechanical and exterior improvements already completed, this property offers added peace of mind for its next owner.

11975 W State Road 120th Rd, Middlebury

Listing courtesy of Nubia Cruz from eXp Realty, LLC.

$399,000

Located in the heart of downtown in endearing Middlebury, the possibilities in this home are ENDLESS! The upper two levels were once a Bed & Breakfast, with 4 Bedrooms and 5 baths. The lower level has a separate entrance with entirely separate living quarters! The historic charm exudes in the two upper levels. Rich woodwork, a butlers pantry and the original fireplace provide character that is rare to find! The yard is spacious and backs up to the extremely popular Pumpkinvine Trail, great for walking and biking enthusiasts! This is a rare gem! Don't miss your chance to make it your own! *Property had water in the basement and has been professionally remedied. The flooring has been removed and the seller is offering a $3,000 flooring allowance with an acceptable offer.

4 Beds ⋅ 6 Baths ⋅ 202619303 MLS ⋅ 4,112 SqFt. ⋅ Jami Stamm

Located in the heart of downtown in endearing Middlebury, the possibilities in this home are ENDLESS! The upper two levels were once a Bed & Breakfast, with 4 Bedrooms and 5 baths. The lower level has a separate entrance with entirely separate living quarters! The historic charm exudes in the two upper levels. Rich woodwork, a butlers pantry and the original fireplace provide character that is rare to find! The yard is spacious and backs up to the extremely popular Pumpkinvine Trail, great for walking and biking enthusiasts! This is a rare gem! Don't miss your chance to make it your own! *Property had water in the basement and has been professionally remedied. The flooring has been removed and the seller is offering a $3,000 flooring allowance with an acceptable offer.

435 S Main St, Middlebury

Listing courtesy of Jami Stamm from Coldwell Banker Real Estate Group. Cell: 574-596-4868

$539,900

Brand-new construction featuring 4-5 Bedrooms, 3 Full Bathrooms, and a desirable split-bedroom floor plan. The open-concept living area offers plenty of room to gather, while the upstairs bonus space provides flexibility for a home office, recreation room, hobby area, or additional living space. The kitchen comes complete with a full appliance package, and additional upgrades include a water softener and on-demand hot water heater. Enjoy low-maintenance living with slab construction, plus a covered front porch and an oversized covered rear patio overlooking neighboring woods for a peaceful and private setting. Move-in ready with modern finishes throughout.

5 Beds ⋅ 3 Baths ⋅ 202621264 MLS ⋅ 2,584 SqFt. ⋅ Nicolas Wyse

Brand-new construction featuring 4-5 Bedrooms, 3 Full Bathrooms, and a desirable split-bedroom floor plan. The open-concept living area offers plenty of room to gather, while the upstairs bonus space provides flexibility for a home office, recreation room, hobby area, or additional living space. The kitchen comes complete with a full appliance package, and additional upgrades include a water softener and on-demand hot water heater. Enjoy low-maintenance living with slab construction, plus a covered front porch and an oversized covered rear patio overlooking neighboring woods for a peaceful and private setting. Move-in ready with modern finishes throughout.

13120 Bear Creek Ct, Middlebury

Listing courtesy of Nicolas Wyse from RE/MAX Results. Office: 574-533-9581

$1,200,000

Welcome to this extraordinary custom all-brick estate nestled in the heart of Middlebury's prestigious Highland Woods subdivision. Perched atop the area's rolling hills, this exceptional Town & Country-built residence offers more than 6,000 square feet of beautifully finished living space and has been completely transformed with over $800,000 in luxurious updates completed within the past two years. Step inside the stunning foyer and discover impeccable craftsmanship and designer finishes throughout. The inviting lodge-inspired family room features a striking stone fireplace, while the spectacular custom kitchen is a true showpiece with premium finishes, abundant storage, and a hidden butler's pantry. The adjoining buffet and beverage area makes entertaining effortless, whether hosting holidays in the formal dining room or enjoying casual meals in the bright breakfast area overlooking your private back yard. You will love the spacious mudroom/laundry room. The perfect "drop spot" for coats, or backpacks. The main-level den/office with gorgeous custom woodwork provides the perfect work-from-home space. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath with a soaking tub and oversized tiled shower. Three additional bedrooms include a Jack-and-Jill bath with a walk-in shower and a third full bath with tub. The lower level is designed for entertaining with a custom kitchen, stone accents, a spacious family room with a second fireplace, bar area, two additional bedrooms, a fourth full bath, and a stunning wine room where fireside entertaining is at your fingertips for game nights, gatherings, or relaxing with friends. Outside, enjoy a private backyard surrounded by mature trees and abundant wildlife, along with a newly constructed deck ideal for outdoor living and entertaining. Beyond its beautiful finishes, this home offers peace of mind with new roof, windows, updated mechanicals, and a heated three-car attached garage. Every detail has been thoughtfully updated, and nothing has been overlooked. This is a rare opportunity to own one of Middlebury's finest homes.

6 Beds ⋅ 6 Baths ⋅ 202629033 MLS ⋅ 6,412 SqFt. ⋅ Julie Thatcher

Welcome to this extraordinary custom all-brick estate nestled in the heart of Middlebury's prestigious Highland Woods subdivision. Perched atop the area's rolling hills, this exceptional Town & Country-built residence offers more than 6,000 square feet of beautifully finished living space and has been completely transformed with over $800,000 in luxurious updates completed within the past two years. Step inside the stunning foyer and discover impeccable craftsmanship and designer finishes throughout. The inviting lodge-inspired family room features a striking stone fireplace, while the spectacular custom kitchen is a true showpiece with premium finishes, abundant storage, and a hidden butler's pantry. The adjoining buffet and beverage area makes entertaining effortless, whether hosting holidays in the formal dining room or enjoying casual meals in the bright breakfast area overlooking your private back yard. You will love the spacious mudroom/laundry room. The perfect "drop spot" for coats, or backpacks. The main-level den/office with gorgeous custom woodwork provides the perfect work-from-home space. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath with a soaking tub and oversized tiled shower. Three additional bedrooms include a Jack-and-Jill bath with a walk-in shower and a third full bath with tub. The lower level is designed for entertaining with a custom kitchen, stone accents, a spacious family room with a second fireplace, bar area, two additional bedrooms, a fourth full bath, and a stunning wine room where fireside entertaining is at your fingertips for game nights, gatherings, or relaxing with friends. Outside, enjoy a private backyard surrounded by mature trees and abundant wildlife, along with a newly constructed deck ideal for outdoor living and entertaining. Beyond its beautiful finishes, this home offers peace of mind with new roof, windows, updated mechanicals, and a heated three-car attached garage. Every detail has been thoughtfully updated, and nothing has been overlooked. This is a rare opportunity to own one of Middlebury's finest homes.

205 Greenfield Dr, Middlebury

Listing courtesy of Julie Thatcher from Coldwell Banker Real Estate Group.

$4,999,900

Set on over 38 private acres in Middleburry, this remarkable 2018 Fireside Homes estate offers more than 12,000 sq ft of thoughtfully designed living space, combining luxury, privacy, and exceptional craftsmanship. A gated entrance opens to a long drive filled with natural beauty and wildlife. Inside, the home showcases extensive custom hardwoods and cabinetry, along with a fully integrated smart home system that seamlessly manages lighting, security, and entertainment. At the heart of the home, the commercial-grade chef's kitchen stands out with its custom Italian design, premium Gaggenau appliances, multiple ovens, dual dishwashers, built-in espresso system, and an oversized hidden pantry for added function and storage. The main level study offers a refined workspace with rich cherry paneling, herringbone flooring, and a private reading loft accessed by a hidden spiral staircase, exclusively reachable from the study or the primary suite. The main floor primary suite is designed as a true retreat, featuring vaulted ceilings, a two-sided fireplace, private sitting area with deck, and a spa-like bath with heated flooring, walk-in shower, and a walk-in closet with ample storage. The lower level is built for entertaining, with a custom bar, temperature-controlled wine cellar and tasting room, and a spacious gathering area designed for watching sporting events or hosting guests. A dedicated movie theater with professional-grade acoustics, luxury seating, and high-end projection creates an immersive experience. Outdoor living is equally impressive, with multiple covered decks/patios and a fully equipped grilling area. A private spa retreat set within the woods features a sauna, cold plunge, and a wood-fired hot tub, creating a resort-like experience just steps from home. This is only a glimpse into the level of detail and design that truly defines this extraordinary estate. Schedule your private showing to fully experience everything this remarkable property has to offer!

6 Beds ⋅ 7 Baths ⋅ 202614607 MLS ⋅ 12,367 SqFt. ⋅ Stephen Smith

Set on over 38 private acres in Middleburry, this remarkable 2018 Fireside Homes estate offers more than 12,000 sq ft of thoughtfully designed living space, combining luxury, privacy, and exceptional craftsmanship. A gated entrance opens to a long drive filled with natural beauty and wildlife. Inside, the home showcases extensive custom hardwoods and cabinetry, along with a fully integrated smart home system that seamlessly manages lighting, security, and entertainment. At the heart of the home, the commercial-grade chef's kitchen stands out with its custom Italian design, premium Gaggenau appliances, multiple ovens, dual dishwashers, built-in espresso system, and an oversized hidden pantry for added function and storage. The main level study offers a refined workspace with rich cherry paneling, herringbone flooring, and a private reading loft accessed by a hidden spiral staircase, exclusively reachable from the study or the primary suite. The main floor primary suite is designed as a true retreat, featuring vaulted ceilings, a two-sided fireplace, private sitting area with deck, and a spa-like bath with heated flooring, walk-in shower, and a walk-in closet with ample storage. The lower level is built for entertaining, with a custom bar, temperature-controlled wine cellar and tasting room, and a spacious gathering area designed for watching sporting events or hosting guests. A dedicated movie theater with professional-grade acoustics, luxury seating, and high-end projection creates an immersive experience. Outdoor living is equally impressive, with multiple covered decks/patios and a fully equipped grilling area. A private spa retreat set within the woods features a sauna, cold plunge, and a wood-fired hot tub, creating a resort-like experience just steps from home. This is only a glimpse into the level of detail and design that truly defines this extraordinary estate. Schedule your private showing to fully experience everything this remarkable property has to offer!

54420 County Road 33rd Rd, Middlebury

Listing courtesy of Stephen Smith from Irish Realty. steve.smith@irishrealty.net

$719,900

Beautiful church property on over six acres! 4000SF building was completely remodeled w/in the last five years by DJ Construction w/the utmost attention to detail from the studs to the finish work, well, HVAC, plumbing, windows, bathrooms, etc... "Turn key" church w/the following included: large sanctuary, chairs, tables, sound board, lighting & equipment, LED video screen, TVs, large foyer, meeting/classrooms, nursery, exterior lighted sign, extensive paved & gravel parking, fenced playground, & endless options to add on to grow further. Home also has extensive cosmetic/mechanical updates and attention to detail and offers 3+ bedrooms/2 baths. Church building & parsonage sell together and offer so much to the right organization or business that will utilize what this lovely property offers!

4 Baths ⋅ 202629794 MLS ⋅ Kyleen Miller

Beautiful church property on over six acres! 4000SF building was completely remodeled w/in the last five years by DJ Construction w/the utmost attention to detail from the studs to the finish work, well, HVAC, plumbing, windows, bathrooms, etc... "Turn key" church w/the following included: large sanctuary, chairs, tables, sound board, lighting & equipment, LED video screen, TVs, large foyer, meeting/classrooms, nursery, exterior lighted sign, extensive paved & gravel parking, fenced playground, & endless options to add on to grow further. Home also has extensive cosmetic/mechanical updates and attention to detail and offers 3+ bedrooms/2 baths. Church building & parsonage sell together and offer so much to the right organization or business that will utilize what this lovely property offers!

11020 County Road 4, Middlebury

Listing courtesy of Kyleen Miller from RE/MAX Results. Office: 574-533-9581

$575,000

This all-brick church in a peaceful Middlebury setting offers seating for 175-200 (up to 220) and an elevator serving all three levels for full accessibility. Recent updates include a roof (approx. 3 years), driveway (approx. 2 years), and updated bathrooms, along with 2 new central air units (3 total), and LED lighting throughout. The building also includes multiple classrooms, a kitchen, and Fellowship Hall. 1.91 total acres, including two buildable lots — perfect for expansion, additional parking or sold to reduce investment.

4 Baths ⋅ 202628997 MLS ⋅ Steve Miller

This all-brick church in a peaceful Middlebury setting offers seating for 175-200 (up to 220) and an elevator serving all three levels for full accessibility. Recent updates include a roof (approx. 3 years), driveway (approx. 2 years), and updated bathrooms, along with 2 new central air units (3 total), and LED lighting throughout. The building also includes multiple classrooms, a kitchen, and Fellowship Hall. 1.91 total acres, including two buildable lots — perfect for expansion, additional parking or sold to reduce investment.

206 Mill St, Middlebury

Listing courtesy of Steve Miller from RE/MAX Results. Cell: 574-238-1436

$369,500

***Open House, Sunday, 10/18 from 2 PM - 4 PM*** Peace is all you will think of at this home. Nestled on 1 acre in the desirable Middlebury area, this 3-bedroom, 1-bath retreat offers a perfect blend of comfort, privacy, and potential. Just seconds from Stone Lake, the property is currently a successful Airbnb and a proven income-producing opportunity. It is ideal as a full-time residence, weekend getaway, or investment. Inside, the layout includes a unique catwalk connecting the upstairs bedrooms, offering an open view that overlooks the living room below and adds character to the space. The property also features a brand-new well. Unwind on the covered porch, enjoy cozy evenings around the fire pit, and take advantage of the attached garage. Surrounded by nature in a peaceful, quiet setting, yet still close to all that Middlebury has to offer. This home is a rare find.

3 Beds ⋅ 1 Baths ⋅ 202622865 MLS ⋅ 1,990 SqFt. ⋅ Joshua Lenker

***Open House, Sunday, 10/18 from 2 PM - 4 PM*** Peace is all you will think of at this home. Nestled on 1 acre in the desirable Middlebury area, this 3-bedroom, 1-bath retreat offers a perfect blend of comfort, privacy, and potential. Just seconds from Stone Lake, the property is currently a successful Airbnb and a proven income-producing opportunity. It is ideal as a full-time residence, weekend getaway, or investment. Inside, the layout includes a unique catwalk connecting the upstairs bedrooms, offering an open view that overlooks the living room below and adds character to the space. The property also features a brand-new well. Unwind on the covered porch, enjoy cozy evenings around the fire pit, and take advantage of the attached garage. Surrounded by nature in a peaceful, quiet setting, yet still close to all that Middlebury has to offer. This home is a rare find.

10281 County Road 4, Middlebury

Listing courtesy of Joshua Lenker from McKinnies Realty, LLC Elkhart. Cell: 574-215-4959

$695,000

Here's an opportunity to own a versatile country property featuring two homes, a barn, and approximately 3 acres of pasture in Middlebury! Ideal for multi-generational living, hobby farming, or income potential. The primary residence offers 4 bedrooms and 2 full baths, a spacious living room with wood-burning fireplace, and a walkout basement complete with kitchenette, den, and additional bedroom. Recent updates include a new roof in 2025. Additional features include a large laundry/washroom, mudroom with sink and closet, and two decks for outdoor enjoyment. The second home includes 4 bedrooms, 1 full bath, and in-floor heat throughout, providing comfortable living or rental potential. Property is well-equipped with energy-efficient systems, including 15 solar panels, 48V system with two 300 Ah batteries, a 16-kW diesel generator backup and natural gas boiler heat. The 48’ x 32’ barn (built in 2020) is ideal for livestock or equestrian use and features 4 box stalls, 5 tie stalls, wash bay, and tack room. The property includes 2 geothermal waterers, a garden shed, apple trees, and raspberry plants. A unique rural property with flexible use and excellent homesteading potential—don’t miss this opportunity! The main home is wired for electricity - seller is willing to restore to NIPSCO power with a good offer.

4 Beds ⋅ 2 Baths ⋅ 202618544 MLS ⋅ 3,052 SqFt. ⋅ Leon Kramer

Here's an opportunity to own a versatile country property featuring two homes, a barn, and approximately 3 acres of pasture in Middlebury! Ideal for multi-generational living, hobby farming, or income potential. The primary residence offers 4 bedrooms and 2 full baths, a spacious living room with wood-burning fireplace, and a walkout basement complete with kitchenette, den, and additional bedroom. Recent updates include a new roof in 2025. Additional features include a large laundry/washroom, mudroom with sink and closet, and two decks for outdoor enjoyment. The second home includes 4 bedrooms, 1 full bath, and in-floor heat throughout, providing comfortable living or rental potential. Property is well-equipped with energy-efficient systems, including 15 solar panels, 48V system with two 300 Ah batteries, a 16-kW diesel generator backup and natural gas boiler heat. The 48’ x 32’ barn (built in 2020) is ideal for livestock or equestrian use and features 4 box stalls, 5 tie stalls, wash bay, and tack room. The property includes 2 geothermal waterers, a garden shed, apple trees, and raspberry plants. A unique rural property with flexible use and excellent homesteading potential—don’t miss this opportunity! The main home is wired for electricity - seller is willing to restore to NIPSCO power with a good offer.

57051 County Road 33, Middlebury

Listing courtesy of Leon Kramer from Bright Star Real Estate Services LLC. office: 574-821-7653

$425,000

Imagine owning a charming home just steps from the heart of one of Northern Indiana's most beloved tourist destinations. Located on historic Main Street in the quaint town of Middlebury, this property offers the ideal setting for a short-term rental, boutique Airbnb, or weekend getaway. The home sits on the Pumpkinvine Nature Trail and is just minutes away from Shipshewana's famous flea market and auctions, the Essenhaus Inn & Restaurant, Amish countryside tours, and endless opportunities for shopping, dining, and outdoor recreation. Whether visitors are coming for a girls' weekend, cycling adventure, Amish country experience, or Notre Dame football weekend, this location places them in the center of it all. Picture cozy gathering spaces, 4 thoughtfully designed bedrooms, and charming outdoor areas where guests can unwind after a day of exploring. With Middlebury's year-round tourism and limited boutique lodging options, this property presents an exciting opportunity to generate income while owning a piece of one of Indiana's most picturesque small towns. Whether you're looking to expand your investment portfolio or create a destination property with lasting appeal, this property offers location, charm, and exceptional Airbnb potential in one of the Midwest's hidden gems. All with a bonus apartment that could be rented!

4 Beds ⋅ 5 Baths ⋅ 202629722 MLS ⋅ 4,112 SqFt. ⋅ Jami Stamm

Imagine owning a charming home just steps from the heart of one of Northern Indiana's most beloved tourist destinations. Located on historic Main Street in the quaint town of Middlebury, this property offers the ideal setting for a short-term rental, boutique Airbnb, or weekend getaway. The home sits on the Pumpkinvine Nature Trail and is just minutes away from Shipshewana's famous flea market and auctions, the Essenhaus Inn & Restaurant, Amish countryside tours, and endless opportunities for shopping, dining, and outdoor recreation. Whether visitors are coming for a girls' weekend, cycling adventure, Amish country experience, or Notre Dame football weekend, this location places them in the center of it all. Picture cozy gathering spaces, 4 thoughtfully designed bedrooms, and charming outdoor areas where guests can unwind after a day of exploring. With Middlebury's year-round tourism and limited boutique lodging options, this property presents an exciting opportunity to generate income while owning a piece of one of Indiana's most picturesque small towns. Whether you're looking to expand your investment portfolio or create a destination property with lasting appeal, this property offers location, charm, and exceptional Airbnb potential in one of the Midwest's hidden gems. All with a bonus apartment that could be rented!

435 S Main St, Middlebury

Listing courtesy of Jami Stamm from Coldwell Banker Real Estate Group. Cell: 574-596-4868

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