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, friendly communities, and rich history, Jessamine County offers a perfect blend of rural charm and suburban convenience. Just a short drive from Lexington, residents enjoy easy access to big-city amenities while basking in the tranquility of country living.

For homebuyers seeking affordability without sacrificing quality, Jessamine County features a variety of homes priced under $250,000. Whether you’re a first-time buyer, looking to downsize, or searching for a family-friendly neighborhood, this county has something to offer everyone. From cozy bungalows to spacious two-story homes, you’ll find properties that cater to diverse lifestyles and budgets.

Imagine sipping your morning coffee on a charming porch, surrounded by the lush greenery that Jessamine County is known for. With its welcoming atmosphere, you’ll be sure to connect with friendly neighbors and engage in local events that bring the community together. Explore the beautiful parks, enjoy outdoor activities, or take a leisurely stroll through the historic downtown area, where you’ll find unique shops and delightful eateries.

Investing in a home in Jessamine County means more than just acquiring property; it’s about becoming part of a vibrant community that values connection and quality of life. With its affordable housing options, stunning scenery, and a strong sense of community, Jessamine County is the perfect place to call home. Don’t miss the opportunity to find your dream home in this charming county!

Newest Jessamine County Homes under $250,000

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
• • • Open House- Saturday, October 3rd from 1-3pm • • • 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
309 Faulconer Dr, Nicholasville
$220,000
3 Beds ⋅ 3 Baths ⋅ 26025405 MLS
Spacious townhome offering plenty of room and NO HOA! The main level features an open layout with a large kitchen offering abundant cabinetry, generous workspace, tile flooring and a pantry, all overlooking the living area with LVP flooring. Fresh paint and new carpet throughout give the home a clean, move-in-ready feel. Step outside onto the expanded deck—perfect for grilling, entertaining or relaxing while enjoying views of the community pond. The nice-sized backyard is fully enclosed, providing a great outdoor space for pets, play or gatherings. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in closet and private bath with double bowl vanity. Two additional bedrooms share a second full bath, while the large loft provides flexible space for a home office, playroom, sitting area or additional living space. A conveniently located second-floor laundry area and extra storage add to the home's functionality. Additional features include a main-level half bath, attached one-car garage and two-car driveway for additional off-street parking. With generous living space, a large kitchen, fresh updates and a fully enclosed backyard, this townhome is a great find to call home or add to an investment portfolio.

309 Faulconer Dr, Nicholasville
916 Hickory Hill Dr, Nicholasville
$199,900
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
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
120 Cherrybrook Dr, Nicholasville
$210,000
2 Beds ⋅ 2 Baths ⋅ 26023598 MLS
Welcome to this beautiful 2BR/2BA townhome in the gated 7-Acre Lake of the Orchard community in Nicholasville! This low-maintenance home offers comfortable living in a scenic setting with an impressive array of amenities, including a heated pool, tennis court, walking track, fishing lake, and clubhouse. The recently painted bathroom adds a fresh, clean touch to the home. Enjoy the perfect blend of convenience, comfort, and an active lifestyle in this desirable community!

120 Cherrybrook Dr, Nicholasville
321 Camp Daniel Boone Rd, Lexington
$45,000
4 Beds ⋅ 2 Baths ⋅ 26023132 MLS
Welcome to the idea of your own private escape with room to rebuild and reimagine! Come create your own slice of Kentucky river life! Discover a rare opportunity along the scenic Kentucky River for a peaceful, rural and rustic setting. This property is a unique riverfront parcel offering direct water access with options for your own excellent fishing, and endless possibilities. Quiet views and endless potential, bring your own plans to reimagine a raised river home from the ground up, create a seasonal getaway, or enjoy the land as a weekend camping escape. Located on Camp Daniel Boone Road, just off the historic Valley View Ferry, near to the Kentucky River Lock 9, this site carries a river rich heritage. Camp Daniel Boone Road once included a beloved camp in 1890 and a YMCA summer camp from 1911-1978. The nearby Valley View Ferry in operation since 1785 is one of Kentucky's, if not the USAs, oldest nonseasonal and continuously operating ferries, providing free access across Jessamine, Madison and Fayette counties via KY-169. Now a small neighborhood community with a few residential homes, you can enjoy the freedom of unincorporated Jessamine County with a Lexington address. The existing structure and barn are being sold "AS IS" so if you can dream it, this is where you can build it! PLEASE NOTE: HOLD HARMLESS must be signed by all parties BEFORE walking on land or scheduling a showing. 321 Camp Daniel Boone is a 0.85 acre lot (per PVA) on the Kentucky River. This lot is in a flood zone. To enter the home or barn, walk on the land you do so only at your own risk. Lots of potential here for a river front dream home, vacation rental or other use. Agents must have all parties wishing to view the home sign and return the attached HOLD Harmless form Before requesting a showing appointment. Recommend full length pants and appropriate shoes/boots/footwear to walk on land.

321 Camp Daniel Boone Rd, Lexington
Start Your Search