Jessamine County Homes under $250,000

Jessamine County Homes under $250,000

Welcome to Jessamine County, Kentucky – a hidden gem nestled in the heart of the Bluegrass Region! Known for its picturesque landscapes and charming small-town atmosphere, Jessamine County offers a delightful blend of rural serenity and urban convenience. With a rich history and a vibrant community, this area is perfect for families, retirees, and anyone looking to enjoy the best of Kentucky living.

One of the most appealing aspects of Jessamine County is its affordability. For those in search of their dream home, you’ll be pleased to discover a variety of homes available for under $250,000. Whether you’re a first-time homebuyer or seeking a cozy retreat, the options here are both diverse and inviting. From quaint bungalows to spacious family residences, Jessamine County has something to suit every taste and budget.

Imagine waking up in a charming home surrounded by lush greenery, with local parks and recreational areas just a stone’s throw away. Enjoy leisurely weekends exploring the beautiful landscapes, or take a short drive to nearby Lexington for shopping, dining, and entertainment. The friendly community and strong school systems make Jessamine County an ideal place to raise a family or settle down for a peaceful retirement.

With its affordable housing market and welcoming atmosphere, Jessamine County is not just a place to live – it’s a place to thrive. Come discover your new home in this enchanting county, where Southern hospitality meets modern living!

Newest Jessamine County Homes under $250,000

327 Ethel Dr, Nicholasville
$42,500
2 Beds ⋅ 1 Baths ⋅ 26027366 MLS
Great investment opportunity or fix up and make it your own! Property is sold as-is, where-is, no warranties implied or expressed and will convey with a quit claim deed at close of escrow.

327 Ethel Dr, Nicholasville
111 N Central Ave, Nicholasville
$75,000
1 Beds ⋅ 1 Baths ⋅ 26026910 MLS
Wanting to flip a home, then this is the one you want! Call with any questions you may have.

111 N Central Ave, Nicholasville
528 Foxwood Dr, Nicholasville
$230,000
3 Beds ⋅ 1 Baths ⋅ 26026699 MLS
This cozy three-bedroom, 1 bath home has been completely transformed! Almost everything is NEW- including floors, bathroom, kitchen cabinets, granite counter tops, central air, and water heater! Plus, it has a separate laundry room- the perfect place to lock away all that family mess. Perfect size, fresh updates, LARGE fenced yard, and ready for its new owner!

528 Foxwood Dr, Nicholasville
169 Lois Ln, Nicholasville
$199,900
5 Beds ⋅ 3 Baths ⋅ 26026647 MLS
Welcome to this beautiful 5-bedroom home with a bonus room, offering plenty of space, comfort, and flexibility. This move-in-ready home features a welcoming front porch, a spacious layout, and room for everyone to spread out and enjoy.Outside, you'll appreciate the detached garage, double driveway, and abundant parking space perfect for multiple vehicles, guests, or extra storage needs. The combination of generous living space and convenient parking makes this property a great opportunity for families, entertaining, and everyday living.

169 Lois Ln, Nicholasville
508 W Maple St Unit A-B, Nicholasville
$245,000
2 Beds ⋅ 2 Baths ⋅ 26026560 MLS
Great opportunity for investors! This duplex at 508 West Maple Street sits on a great lot with plenty of space and lots of potential. The property offers the opportunity to renovate and make it your own, with endless possibilities for someone looking to add value. A new roof was installed in 2025, and the windows were replaced in 2018. Whether you're an investor looking for your next project or someone looking for a property with room to grow, this one is worth taking a look at. Very large lot, tons of space, and so much potential! (Note: the seller also has 408 W Maple Street listed for sale. If you're interested in purchasing both properties, the seller would consider selling them together.)

508 W Maple St Unit A-B, Nicholasville
408 W Maple St, Nicholasville
$215,000
2 Beds ⋅ 1 Baths ⋅ 26026543 MLS
This Charming 1936 cottage style home in the heart of downtown Nicholasville is full of character and opportunity. The home features beautiful hardwood floors, built-in shelving, a spacious backyard, and an unfinished basement offering additional storage. A new roof was installed in 2025. With its classic charm, great location and room to make it your own, this home is a great opportunity for an investor or first time home buyer. (Note: The seller is also offering 508 W Maple Street, a duplex, for sale. For investors or buyers looking for multiple properties, there may be an opportunity to purchase both properties together.)

408 W Maple St, Nicholasville
100 Ashville Dr, Nicholasville
$249,900
3 Beds ⋅ 1 Baths ⋅ 26026301 MLS
Discover this beautifully updated 3-bedroom, 1-bath home in Nicholasville, offering comfortable living space, modern updates, and an exceptional 0.522-acre corner lot. The recently updated kitchen is a standout feature, showcasing granite countertops, modern fixtures, an island, and a convenient eat-in area—perfect for everyday meals and entertaining. Step outside to enjoy the huge fenced backyard, offering plenty of room for children, pets, gardening, outdoor activities, and gatherings. A spacious rear deck provides the ideal spot for morning coffee, relaxing evenings, or entertaining friends and family. Inside, you'll find three bedrooms with ample closet space and a well-appointed full bathroom. The home's combination of thoughtful updates, functional living space, and an unusually large lot makes it an excellent opportunity for first-time buyers, families, or anyone looking for more outdoor space. Conveniently located in Nicholasville with easy access to schools, parks, shopping, dining, and everyday amenities. Don't miss the opportunity to make this move-in-ready Nicholasville home your own—schedule your showing today!

100 Ashville Dr, Nicholasville
161 Cool Breeze Dr Unit 55, Nicholasville
$140,000
2 Beds ⋅ 1 Baths ⋅ 26025706 MLS
OPEN HOUSE SUNDAY OCT 4th 2 pm-4 pm. Motivated sellers, bring an offer! MOVE IN READY! Price Adjustment just for you. Come see this clean, well maintained and inviting 2 bedroom, 1 bath mobile home on a permanent foundation, new range with hood, all appliances included. A nice lot with beautiful trees. Situated in a quiet area with great proximity to Brannon Crossing shopping, Fayette Mall, new Kroger grocery, new shops, restaurants and more! New Library coming minutes away. Very Nice, detached 2 car garage with new doors, siding and roof. Come see all this home has to offer at an affordable price. Property located between Nicholasville and Lexington. Minutes from both for easy commute! Make an appointment today!! Buyer to verify sq footage.

161 Cool Breeze Dr Unit 55, Nicholasville
916 Hickory Hill Dr, Nicholasville
$199,500
3 Beds ⋅ 1 Baths ⋅ 26024008 MLS
Charming, comfortable, and move-in ready! Located on a quiet street in the Edgewood neighborhood, this 3-bedroom ranch-style home delivers effortless one-level living. The bright eat-in kitchen provides the perfect space for daily meals, while the main-floor primary suite offers single-story convenience. Step outside to a lovely 0.17-acre yard complete with full chain-link fencing—ideal for pets, gardening, or outdoor recreation. Quick, easy access to Nicholasville parks and conveniences!

916 Hickory Hill Dr, Nicholasville
103 Elkchester Cir, Nicholasville
$250,000
3 Beds ⋅ 3 Baths ⋅ 26024236 MLS
Enjoy maintenance free living that quality new construction offers with NO HOA. The main level features a generous living/dining space, upgraded kitchen w/ stainless steel appliances, ample cabinetry, a large walk-in pantry, and an island w/ bar seating. You'll also find another large closet for additional storage/cleaning supplies & an oversized half bath located on the main floor. Upstairs boasts 3 spacious bedrooms, including a primary that boasts 9 foot ceilings w/ an attached bathroom featuring a dual vanity, easy-clean shower, and walk-in closet. The second floor also has 2 other bedrooms w/ walk-in closets, a huge hallway bathroom w/ its own linen closet & a designated laundry room. Other features include a one car attached garage, back patio, covered front porch, and the ability to add your own privacy fence or storage shed! Warranties include: 10 year window warranty, 5 year roof labor & 30 year roof manufacturer's warranty, 1 year HVAC labor, 1 year plumbing labor, and 1 year electrical labor. Photos have been virtually staged with furniture.

103 Elkchester Cir, Nicholasville
1418 Old Railroad Rd, Nicholasville
$195,000
2 Beds ⋅ 1 Baths ⋅ 26024044 MLS
Back on the market due to no fault of the home! Welcome to 1418 Old Railroad Road, where peaceful country living meets everyday convenience. Set in a classic Kentucky setting, this charming home offers over 1,200 square feet of living space with 2 bedrooms and 1 full bathroom. The spacious kitchen features a large island, providing plenty of room for meal prep, gathering, and everyday living. Step outside to enjoy the covered front deck... a perfect spot to sip your morning coffee or unwind at the end of the day while taking in the surrounding countryside. Multiple outbuildings add valuable storage and workshop space, offering flexibility for hobbies, projects, equipment, or additional storage needs. If you're looking for a home with a little breathing room, useful outdoor space, and the charm of a country setting, 1418 Old Railroad Road is worth a look.

1418 Old Railroad Rd, Nicholasville
147 May Ct, Nicholasville
$223,000
2 Beds ⋅ 2 Baths ⋅ 26023912 MLS
Move-In Ready & No HOA Fees — Now is the time to move! Welcome home to this well-maintained 2-BR, 2-full-BA townhome, ideal for first-time buyers or anyone wanting low-maintenance living without the burden of HOA fees. Upgrades Include: updated appliances -stove, microwave, and dishwasher; fresh interior paint throughout, all new exterior doors, a new hot water heater and accompanying electrical box. This home offers peace of mind and turnkey convenience. One-year warranty provided. Property sold as-is. Schedule your showing today!

147 May Ct, Nicholasville
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