Jessamine County Homes under $350,000

Jessamine County Homes under $350,000

Welcome to Jessamine County, Kentucky—a hidden gem that beautifully blends small-town charm with modern conveniences. Nestled in the heart of the Bluegrass Region, Jessamine County is known for its picturesque landscapes, rich history, and a vibrant community spirit. With a population that enjoys a tranquil lifestyle, this county is perfect for families, retirees, and anyone looking to escape the hustle and bustle of city life.

One of the most appealing aspects of Jessamine County is its diverse real estate market, particularly for those seeking homes under $350,000. Here, you can find a variety of properties that cater to different tastes and lifestyles. From charming single-family homes nestled in quiet neighborhoods to contemporary townhouses with modern amenities, Jessamine County offers an array of options that won’t break the bank.

Imagine enjoying your morning coffee on a spacious porch, surrounded by the lush greenery that Kentucky is famous for. With affordable housing options, you can invest in a home that not only fits your budget but also provides you with the comfort and space you need. In addition to beautiful homes, Jessamine County boasts excellent schools, parks, and recreational facilities, making it an ideal place for families to grow and thrive.

Whether you're a first-time homebuyer or looking to downsize, Jessamine County has something for everyone. Explore the possibilities today and discover why this charming county is the perfect place to call home!

Newest Jessamine County Homes under $350,000

510-512 N Central Ave, Nicholasville
$314,900
4 Beds ⋅ 4 Baths ⋅ 26027731 MLS
Newly completed duplex. Each side is completed with two spacious bedrooms, 1.5 bathrooms, and a nice open living concept. Enjoy the luxury vinyl plank flooring on the first level. Beautiful Cabinetry and access to rear yard. Size lot is great for long-term tenants. Dimensional shingles, city sewer, city water, electric heat pump on each side. Electric water heater. Located conveniently downtown Nicholasville. Do not miss this hard to find opportunity!

510-512 N Central Ave, Nicholasville
109 Dogwood Ct, Nicholasville
$324,900
4 Beds ⋅ 3 Baths ⋅ 26027638 MLS
Exceptional Value in a Great Nicholasville Location! Welcome to 109 Dogwood Ct., a spacious all-brick 4-bedroom, 2.5-bath home offering nearly 2,500 sq. ft. of living space on an impressive .468-acre lot near the end of a quiet cul-de-sac street. Priced at approximately $131 per square foot, this home offers an outstanding opportunity for buyers looking for space, value, and potential. The main level features a welcoming living room, formal dining room, comfortable family room, kitchen, laundry room, half bath, and convenient 2-car attached garage. Upstairs you'll find a spacious primary suite, three additional bedrooms, a full bath, and a walk-in attic providing excellent storage space. A stair lift chair is already installed to provide convenient access to the second floor if needed. Step outside and enjoy the expansive backyard, offering plenty of room for entertaining, gardening, recreation, or even a future swimming pool. The back patio provides a great spot for relaxing and enjoying the large outdoor space. The sellers recognize that the home could benefit from some updating and are willing to offer a flooring and painting allowance with an acceptable offer, giving buyers the opportunity to personalize the home to their own taste. If you're looking for a large home, a substantial lot, and tremendous value in Nicholasville, this is one you won't want to miss. Schedule your showing today!

109 Dogwood Ct, Nicholasville
801 Woodspointe Way, Wilmore
$325,000
4 Beds ⋅ 3 Baths ⋅ 26027598 MLS
This MOVE-IN READY 4-Bedroom, 1,920 sqft home features all new flooring, appliances, countertops, vanities, fresh paint, and 3 bathrooms! And it's an easy sidewalk stroll to Wilmore Elementary in the desirable Jessamine County school district. All new appliances, new quartz countertops and sink. New luxury vinyl flooring, new vanities, and fresh paint give a consistent flow from the main floor to the finished basement. The new hot water heater and new roof means years of stress-free living ahead! Private wood fenced backyard with upper and lower back decks. Mosey on down to Asbury Seminary and Asbury University and all that downtown Wilmore has to offer. Grab a seat on the front deck under the shade of the old oak tree, watch the sunset, and enjoy the vibes of this quaint neighborhood.

801 Woodspointe Way, Wilmore
524 Southbrook Dr, Nicholasville
$269,900
3 Beds ⋅ 2 Baths ⋅ 26027541 MLS
Lovely two-story home featuring a desirable first-floor primary suite with a spacious walk-in closet and large full bath with an extended vanity. The kitchen offers abundant cabinet space and opens to a dining area that is perfect for entertaining. The inviting family room features a ceiling fan and a comfortable, functional layout. Upstairs, you'll find two generously sized bedrooms along with a full private bath. New carpet has been installed in all bedrooms. Recent updates include a newer roof, water heater, carpet offering added peace of mind for the next owner. A covered front porch provides the perfect spot to relax and enjoy the outdoors. The spacious, privacy-fenced backyard features an extra-large, level yard, perfect for entertaining, play, or pets, along with a large patio for outdoor enjoyment. The two-car garage includes an automatic opener and remotes, plus a convenient door providing direct access to the backyard. A wonderful combination of comfortable living space & main mechanical updates, This one is ready to welcome its new owner!

524 Southbrook Dr, Nicholasville
327 Ethel Dr, Nicholasville
$42,500
2 Beds ⋅ 1 Baths ⋅ 26027366 MLS
All offers must be submitted by 5:00pm 10/7/26. 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
109 Allison Cir, Nicholasville
$267,500
3 Beds ⋅ 2 Baths ⋅ 26027302 MLS
In a time where every dollar needs to be accounted for, it's nice to find a home that goes ahead and crosses several items off your "to buy" list. Full set of kitchen appliances? Check. Washer AND dryer? Check. Fence in back yard? Check. A 1 year home warranty for a little peace of mind? Check! This 3 bedroom, 2 full bath home has so much to offer, at an incredible price. The open floor plan welcomes you inside with laminate flooring and the perfect space to entertain friends and family. The 1st floor has a bedroom and full bathroom, which is great if you don't want to deal with the steps! Upstairs are two additional bedrooms along with the second full bathroom. You're also sure to love the sunroom located off of the dining area. This space is not included in the square footage and is just a pure bonus. Covered deck space allows you to grill dinner out of the elements, no excuses for not making your famous burgers now! The fenced back yard is the perfect space for your favorite 4 legged friend to run. With a location that allows you easy access to dining, shopping, and everyday necessities, this one is truly a must see.

109 Allison Cir, Nicholasville
106 Allison Cir, Nicholasville
$265,000
3 Beds ⋅ 2 Baths ⋅ 26027005 MLS
Welcome to this lovely, well-maintained ranch in the much-desired Brookside Place/Lone Oak neighborhood! This move-in-ready, single-level home offers comfortable living with 3 bedrooms, 2 full baths, and a 2-car attached garage, all in a convenient Nicholasville location. The inviting kitchen features a nice-sized eat-in area and a full complement of black appliances, including a new dishwasher and range. The vaulted living room offers an open, airy feel, complete with ceiling fan and new carpet. The spacious primary suite includes laminate flooring, a private en-suite bath and large walk-in closet, while two additional bedrooms feature attractive wood laminate flooring and share the hall bath. Step outside to enjoy the fully fenced backyard, offering privacy and easy outdoor living. The kitchen provides convenient access to the deck for grilling and entertaining. Ideally located near shopping, schools, restaurants, and everyday amenities, this home combines comfort, convenience, and low-maintenance living. Why rent when you can make homeownership yours? Come take a look—you may have just found your next home!

106 Allison Cir, 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
304 Skaggs Blvd, Nicholasville
$344,900
3 Beds ⋅ 2 Baths ⋅ 26026576 MLS
Newly Built Ranch with Exceptional Finishes Welcome home to this beautifully designed, newly built all-one-level ranch, offering 3 spacious bedrooms and 2 full bathrooms with thoughtful details throughout. An inviting front porch and charming curb appeal create a warm first impression, while the open-concept interior is designed for comfortable everyday living and entertaining. The spacious family room flows seamlessly into the eat-in kitchen, creating a bright and welcoming gathering space. The gourmet kitchen features painted cabinetry, granite countertops, a large island with additional cabinetry, smooth-top range, built-in oven and microwave, and a stylish range hood. With 10-foot ceilings, mostly 8-foot doors, smooth ceilings and beautifully finished curved drywall corners, this home offers an elevated feel throughout. Luxury vinyl plank flooring extends through the main living areas, while the bathrooms feature attractive tile finishes. The desirable split-bedroom layout provides privacy for the spacious bedrooms, each offering generous closet space. The primary suite is a true retreat with a double-bowl vanity and beautifully tiled walk-in shower. Additional highlights include a large two-car garage with opener, loads of accessible attic storage, and quality stick-built construction. Newly completed and move-in ready, this charming ranch is the perfect place to call home all the benefits of new construction without the wait!

304 Skaggs Blvd, 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
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