Montgomery County Homes under $250,000

Montgomery County Homes under $250,000

Welcome to Montgomery County, Kentucky, where charm meets affordability! Nestled in the heart of the Bluegrass Region, Montgomery County is a delightful blend of small-town warmth and modern conveniences. With its picturesque landscapes, rich history, and vibrant community spirit, this county is an ideal place for families, retirees, and anyone looking to embrace a peaceful lifestyle.

One of the most appealing aspects of Montgomery County is the accessibility of homes under $250,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find an array of options that cater to various tastes and needs. From cozy bungalows to spacious family homes, the real estate market here offers remarkable value without sacrificing quality. Many properties feature charming architectural details, ample yards, and proximity to local amenities, making it easy to settle into your new abode.

Living in Montgomery County means enjoying a slower pace of life while still being close to essential services, schools, and recreational activities. Explore the scenic outdoors with hiking trails, fishing spots, and parks that invite you to experience nature at its finest. The community hosts various events throughout the year, fostering a sense of belonging and connection among residents.

With its affordable housing market and welcoming atmosphere, Montgomery County is more than just a place to live; it’s a place to call home. Discover the possibilities today and embark on your journey to finding the perfect property in this enchanting corner of Kentucky!

Newest Montgomery County Homes under $250,000

300 Ashgrove Dr, Mt Sterling
$169,000
3 Beds ⋅ 1 Baths ⋅ 26027647 MLS
A well built brick ranch for comfortable living with a practical layout and timeless appeal. Featuring 3 bedrooms and 1 full bath, this home is a great option for a first-time buyer, small family, or anyone looking to downsize without giving up the comforts of home. Inside, you'll find beautiful hardwood floors and a nice size kitchen and living space that are ready for you to make your own. The home offers a manageable size while still providing plenty of room for everyday living. Step outside to enjoy the nice fenced backyard, perfect for pets, children, gardening, or simply relaxing. A covered patio provides a great spot to enjoy the outdoors or to work on small projects. A small storage building is also included for extra storage. Central location to the by-pass, interstate and downtown area is a big plus. Whether you're looking for your first home, a simpler lifestyle, or an affordable property with a great outdoor space, this nice brick ranch is worth a look.

300 Ashgrove Dr, Mt Sterling
4211 Junior St, Mt Sterling
$160,000
3 Beds ⋅ 1 Baths ⋅ 26027633 MLS
Tucked away at the end of Junior street you will find this adorable Bedford stone home on a quiet dead end street. Close to Camargo School. Beautiful Hardwood floors. Large Kitchen and living room with 3 good sized bedrooms and an unfinished basement for the hobbyist, music room, craft room, anything you like. Great sized yard and a chain link fence to keep your family and fur babies safe to have fun.

4211 Junior St, Mt Sterling
215 Antwerp Avenue, Mt Sterling
$190,000
3 Beds ⋅ 2 Baths ⋅ 26027613 MLS
Welcome to 215 Antwerp Ave! This 3-bedroom, 2-bath home checks several boxes buyers are looking for, including a basement, fenced backyard, and whole-home Generac generator. The basement provides valuable additional space for storage, a home gym, workshop, or future living space, while the fenced backyard is perfect for pets, entertaining, or simply enjoying your own private outdoor space. The Generac generator provides added peace of mind with dependable backup power when you need it. Conveniently located near downtown Mount Sterling, shopping, dining, and I-64, this home combines space, functionality, and a great location. Schedule your showing today!

215 Antwerp Avenue, Mt Sterling
812 Elmwood Dr, Mt Sterling
$229,900
3 Beds ⋅ 1 Baths ⋅ 26027153 MLS
Welcome to 812 Elmwood Drive! This one-owner home has been exceptionally well maintained and lovingly cared for over the years. While some of the finishes are original, their condition is a true testament to just how well this home has been kept. Enjoy easy one-level living with a functional layout, along with a newer roof and HVAC system. The unfinished walkout basement offers incredible potential to nearly double the home's finished living space and customize it to fit your needs. Outside, you'll find a large, fully fenced backyard with plenty of room to enjoy. Conveniently located in an established Mount Sterling neighborhood close to shopping, dining, schools, and everyday amenities. A rare opportunity to own a home that has been cared for by the same owner from the very beginning!

812 Elmwood Dr, Mt Sterling
106 Ronameki Dr, Mt Sterling
$195,000
3 Beds ⋅ 2 Baths ⋅ 26026966 MLS
Welcome home to this classic 3-bedroom, 1.5-bathroom brick ranch boasting 1,595 square feet of single-story living space. Generously sized bedrooms offer ample closet space, large windows for natural light, and a flexible setup for a home office or guest room. Combining timeless curb appeal with a highly functional layout, this home offers a lot, whether you are looking to purchase your first home, downsize into seamless one-story living, or find a solid property with great bones to add your personal updates. Situated on a lovely lot with plenty of outdoor space, it stands ready to welcome its next owners. Listing agent is related to seller

106 Ronameki Dr, Mt Sterling
65 Long Lane, Mt Sterling
$140,000
3 Beds ⋅ 2 Baths ⋅ 26026055 MLS
Nice 3 bedroom, 2 full bathroom mobile home, Cute as it can be. Many updates have been done, such as new HVAC, 9 new windows, paint and flooring. The kitchen is open and has so many storage cabinets. Bedrooms are good sized. Lot is level with the back yard fenced in for safety for your children or fur babies. Make your appointment today.

65 Long Lane, Mt Sterling
30 Samuels Avenue, Mt Sterling
$145,000
3 Beds ⋅ 2 Baths ⋅ 26025970 MLS
Classic Downtown Mt. Sterling Home with Space, Character & Potential! If you've been looking for a solid, older home in the heart of Mt. Sterling with room to make it your own, this one deserves a look! This well-built 3-bedroom, 1½-bath home offers the kind of space and features that are increasingly hard to find downtown. The home sits one of the largest lots on the street, providing plenty of outdoor space while keeping you close to downtown shopping, restaurants, schools, and community amenities. A welcoming large front porch provides the perfect spot to sit and enjoy the neighborhood, while the spacious back deck offers additional room for entertaining or relaxing. Inside, you'll find three bedrooms, 1½ baths, a full basement and a large floored attic, offering excellent storage and potential for additional usable space. A two-car garage adds valuable parking and storage, a real bonus for a downtown property. This is a solidly built home with good bones (pretty molding, thin plank hardwood, double front doors) and plenty of potential. It does need some elbow grease, but the opportunity is here to bring back its charm and make it your own. Whether you're looking for a primary residence, an investment property, or a home you can renovate over time, this downtown property offers a great starting point. Bring your vision and discover what this Mt. Sterling home could become!

30 Samuels Avenue, Mt Sterling
800 Pine Hill Rd, Jeffersonville
$219,000
2 Beds ⋅ 1 Baths ⋅ 26025807 MLS
3.75 acres of beautiful, flat, cleared, and buildable land paired with a newly remodeled A-frame cabin! Whether you're looking to downsize, invest, or have the perfect place to live while building your dream home, this property offers endless possibilities. Recent 2026 updates include fresh interior paint, new flooring, updated plumbing, new fixtures, a new storm door, new second-level exterior door, beautiful bifold barn doors in the laundry room, new kitchen appliances, and a new bathroom vanity and toilet. The spacious acreage provides plenty of room for a future home, shop, or recreational space while the updated A-frame offers immediate comfort and functionality. Once your dream home is complete, the A-frame could easily transition into a guest house or short-term rental for additional income potential. Conveniently located just 15 minutes from Mount Sterling and less than 30 minutes from the Red River Gorge, this property combines privacy, convenience, and opportunity all in one unique package. Call today to schedule your private showing! Property is under contract with a 48 hour kickout in place.

800 Pine Hill Rd, Jeffersonville
305 Harrison Ave, Mt Sterling
$249,999
2 Beds ⋅ 2 Baths ⋅ 26025562 MLS
Discover a thoughtfully redesigned home where character meets modern functionality. This unique property features an inviting open-concept kitchen and living area, creating a welcoming space for everyday living and entertaining. The main level offers a private bedroom, full bathroom, and convenient utility room. The staircase leads to the upper-level primary suite, providing a peaceful retreat with a dedicated bathroom and large closet. The plans incorporate abundant natural light, a beautiful view from the private balcony, and an updated layout intended to maximize comfort and usability. Featuring existing brick exterior character alongside a carefully planned renovation, that includes all new appliances, new roof, plumbing and HVAC. Conveniently located in the heart of Mt. Sterling, near downtown. Just minutes from local shops, community events, and historic district. This property is ready for its next chapter!

305 Harrison Ave, Mt Sterling
1310 Osborne Road, Mt Sterling
$150,000
3 Beds ⋅ 2 Baths ⋅ 26025440 MLS
**ABSOLUTE AUCTION** The Auction will begin online on 9/18/2026 at djsauctionsusa.com and will end with a live onsite simulcast at the home on Saturday 10/10/2026 at 12:00 noon. Go to djsauctionsusa.com for Auction information and Terms and Conditions. This beautiful home single story home sits on a wonderful almost 2ac lot right across from Easy Walker Park. This home has 3 beds and 2 baths all on a single story. Since purchasing this home the seller has added an approximately 500sqft four seasons sun room on the back of the home along with changing the attached 1 car garage in to a sitting room or game room. This home sits in a great location with a beautiful lot it has several nice large trees which add to its charm. It has a large detached 2 car garage with an added garden shed on the back and also has a garden shed with a loft for extra storage as well, along with a carport. This is a very solid home and ready to make your own. The crawl space is fully lined and has an interior entrance. This is your chance to buy a wonderful property in a great location and make it your own. Please go to djsauctionsusa.com for terms and conditions and auction info.

1310 Osborne Road, Mt Sterling
227 Jameson St, Mt Sterling
$145,000
3 Beds ⋅ 2 Baths ⋅ 26025057 MLS
<br>This 3-bedroom, 2-bath manufactured home offers 1,088 square feet of living space on a large, private lot close to schools, shopping, and downtown Mt. Sterling. The home has already been converted to real property and is priced with its potential in mind.<br><br>A large covered front porch provides plenty of room to sit outside, while the asphalt driveway and additional parking area offer space for multiple vehicles. Inside, you'll find an eat-in kitchen, walk-in closets, appliances that remain with the home, and an added bonus room that would make a great plant room, sitting area, office, or flexible extra space.<br><br>The metal roof was installed in 2017. Outside, the property is fenced on three sides, and mature trees, including walnut trees, help create a more private backyard setting.<br><br>A detached 24' × 20' building with electricity adds even more possibilities. Use it as a workshop, hobby space, studio, storage area, or explore its potential for a home-based business.<br><br>This home is ready for someone willing to bring a little vision and make it their own. With a convenient location, plenty of parking, a spacious lot, and useful additional buildings, it offers an affordable opportunity with room to improve over time.

227 Jameson St, Mt Sterling
116 E High St, Mt Sterling
$190,000
4 Beds ⋅ 2 Baths ⋅ 26024958 MLS
Welcome to this charming home located in the heart of downtown Mt. Sterling, just minutes from local restaurants, shopping, and other downtown amenities. Step inside to a warm and spacious living room featuring a cozy fireplace. The home also offers a beautiful dining room, 4 bedrooms, 2 bathrooms, and tall ceilings throughout most of the home, adding to its spacious feel and classic character. With its convenient downtown location and welcoming interior, this home has plenty to offer its next owner. Property is being sold as-is; however, inspections are welcome. Buyer to verify schools and square footage.

116 E High St, Mt Sterling
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