Jessamine County Homes with Interior Entry Basement

Jessamine County Homes with Interior Entry Basement

Welcome to Jessamine County, located in the heart of Kentucky, just a stone's throw away from the charming city of Nicholasville. Known for its picturesque landscapes, friendly communities, and rich history, Jessamine County offers a perfect blend of small-town charm and modern amenities.

If you're in the market for a home with an interior entry basement, Jessamine County has an array of options to choose from. Whether you're looking for extra space for a growing family, a cozy entertainment area, or a peaceful retreat, homes with interior entry basements provide the flexibility and functionality you desire.

Imagine coming home to a beautifully designed living space that seamlessly connects to your basement, offering endless possibilities for customization and personalization. From creating a home office or gym to setting up a game room or guest suite, the options are truly endless.

With a focus on quality craftsmanship and attention to detail, homes with interior entry basements in Jessamine County are designed to enhance your lifestyle and provide the extra space you need to live and thrive. Explore the listings in this vibrant county to find your dream home with the perfect basement setup that suits your needs and preferences.

Newest Jessamine County Homes with Interior Entry Basement

104 Appaloosa Trl, Wilmore
$1,475,000
3 Beds ⋅ 5 Baths ⋅ 26029819 MLS
One-of-a-kind, highly desirable modern country custom luxury one-story ranch with a full walkout basement, on magnificent 5 acres in a quiet and peaceful country setting, yet conveniently located minutes to Lexington and Nicholasville, near Harrodsburg Road for an easy, no-traffic commute to work, shopping, and services. Well-thought-out plan design features an abundance of natural light, boasting 10 to 22-foot-tall ceilings, 360-degree picturesque countryside views, a 3-master-suite concept with all bedrooms featuring full bathrooms and large walk-in closets, a large office/library room, custom design, and high-quality finishes, materials, and workmanship throughout. Oversized 3-car garage, 400 Amp electric service, Finnish sauna room with seating for 6, reinforced concrete shelter accessed from the basement, full brick veneer and foam wrap,- long list of upgraded features you must see for yourself! Beautiful new subdivision of Bluegrass Dreams allows outbuildings, horses, and farm animals, etc., see covenants for details. A couple of minutes to the quiet and cozy historic town of Wilmore, home of renowned Asbury College, minutes to the Kentucky River and Shaker Village; 10 minutes to Nicholasville, 15 minutes to Lexington. Do not miss a wonderful opportunity to own this beautiful home!

104 Appaloosa Trl, Wilmore
420 Krauss Dr, Nicholasville
$469,000
3 Beds ⋅ 3 Baths ⋅ 26028639 MLS
Stop scrolling you found the one!! Welcome to this beautifully crafted new construction home, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan on a finished walk out basement. With luxury finishes throughout, this home blends modern style, comfort, and functionality. The spacious main level features an inviting living room that flows seamlessly into the dining area and chef-inspired kitchen, guest bathroom, laundry, complete with quality finishes and plenty of space for entertaining. The primary suite provides a private retreat with a luxurious bath and walk-in closets. The finished walk-out basement expands the living space with TWO additional bedrooms , full bathroom ,open great room—perfect for a media area, recreation room, home office, or entertaining. Step outside to enjoy the back patio and take in the lovely views overlooking peaceful green space. With its modern design, spacious living areas, luxury finishes, and desirable indoor-outdoor living, this exceptional new construction home is ready for its new owner!

420 Krauss Dr, Nicholasville
200 Burley Ridge Dr, Nicholasville
$565,000
5 Beds ⋅ 4 Baths ⋅ 26027154 MLS
Built in 2018 and set on a corner lot in Burley Ridge, this 5 bed, 3.5 bath home offers 3,213 square feet, a finished basement, and luxury touches throughout. A grand foyer with hardwood floors opens to the formal dining room and a great room with soaring ceilings and a fireplace. The eat-in kitchen features white cabinetry, granite countertops, a breakfast bar island, a large pantry, and a bottle/glass rinser at the sink. All stainless steel appliances stay. A home office nook off the kitchen and a powder room complete the main level. Upstairs, a catwalk overlooks the great room. The primary suite includes a walk-in closet and a spa-style bath with a double vanity, soaking tub, and tiled shower. Three generously sized bedrooms, a full hall bath, and a convenient upstairs laundry room round out the second floor. The basement adds a large recreation room, a fifth bedroom with its own full bath, and a flex room ready for a home gym, hobby space, or media room. Outside, enjoy a deck, a welcoming front porch, and a 2-car attached garage. Central vac throughout.

200 Burley Ridge Dr, 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
201 Appaloosa Trl, Wilmore
$1,685,000
3 Beds ⋅ 4 Baths ⋅ 26026018 MLS
Experience luxury country living in this striking, brand-new custom home situated on five scenic Bluegrass Kentucky acres. Boasting approximately 4,000 square feet and three master suites on the main first floor, plus another 4000 sf of unfinished walkout basement and a 500 sf bonus room above the garage, this thoughtfully designed residence combines an open, upscale floor plan with the privacy and beauty of the Kentucky countryside. The exterior showcases light brick and stone, dramatic black-and-white architectural accents, a three-car side-entry garage, a circular front walkway feature, and an impressive, curved concrete driveway. Inside, the first-floor primary suite, spacious gathering areas, cozy gas fireplace, and carefully selected premium finishes create a comfortable yet refined setting. A walkout lower level and covered upper and lower outdoor-living spaces provide exceptional opportunities for relaxing and entertaining while enjoying calm and serene surrounding views. Final interior finish work, grading, and landscaping are currently underway. The five-acre setting offers room to enjoy the outdoors, with horses, farm animals, and outbuildings permitted. Public water, underground electric, and fiber-optic service add modern comfort and convenience. Peaceful and private, yet conveniently connected to Wilmore, Nicholasville and Lexington via US 68, this distinctive luxury estate delivers space, style and country living without sacrificing accessibility. The list of details is so long that we can't include everything here. Breathtaking views of the Kentucky countryside all around. Don't miss this one-of-a-kind gem. Call now for more details; you still could be able to pick your finishes!

201 Appaloosa Trl, Wilmore
210 Porta Verde, Nicholasville
$1,385,000
5 Beds ⋅ 5 Baths ⋅ 26021798 MLS
Welcome to this beautiful Tuscany Valle home, perfectly situated on a private acre with a backyard designed for everyday enjoyment and effortless entertaining. A winding front walk and covered porch invite you into a welcoming foyer with a wood-beamed ceiling. Just off the entry, the light-filled dining room/music room sets the tone for this warm and inviting home. The spacious family room is truly the heart of the home, featuring a coffered ceiling, built-ins flanking a handsome stone fireplace, and wonderful views of the covered porch, pool and lush backyard. It opens seamlessly to the eat-in kitchen, where granite countertops, a stone backsplash, gas range and oversized leathered-granite island with breakfast bar make gathering a pleasure. The adjoining keeping room features another stone fireplace, beautiful wood beams, cathedral ceiling and a charming office alcove. The first-floor primary suite is a peaceful retreat with wood-beamed ceiling and a beautifully appointed bath featuring a frameless glass shower with multiple shower heads, soaking tub, dual vanities and spacious walk-in closet. Upstairs, you'll find three generously sized bedrooms, each with bath access, plus a huge playroom/flex space. The finished lower level offers something for everyone with a large recreation/theater room, projector and built-in speakers, exercise room, wet bar, fifth bedroom/office, full bath and workshop with walkout access. Two storage rooms provide plenty of space, and geothermal HVAC and a whole-house generator add efficiency and peace of mind. Outside, the backyard is where this home truly shines. Enjoy the large covered porch, sparkling pool, swing, outdoor shower, fenced yard and mature landscaping—perfect for relaxing, entertaining and making memories. A three-car attached garage and additional parking pad complete this exceptional property.

210 Porta Verde, Nicholasville
405 Lone Oak Rd, Wilmore
$850,000
4 Beds ⋅ 4 Baths ⋅ 26021069 MLS
A Private Retreat with Waterfalls, Wooded Trails & 11.57 Acres in Wilmore Discover a rare opportunity to enjoy the beauty and privacy of the Kentucky countryside on 11.57 acres featuring wooded trails, access to creek, and beautiful waterfalls. Tucked away at the end of a dead-end road, this distinctive property offers a peaceful retreat surrounded by nature, with deer and wild turkey frequently spotted nearby. The 4-bedroom, 3.5-bath home offers 3,898 square feet of finished living space, a beautifully remodeled kitchen with granite countertops and updated appliances, and a spacious living and dining area. The finished walk-out basement features a large recreation room and wet bar, creating additional space for entertaining, hobbies, or relaxing. A first-floor primary suite, three-car garage, and expansive covered porches add comfort and convenience. Recent improvements include a newer roof and HVAC system. With room to explore, entertain, and enjoy the outdoors, this property offers a distinctive combination of comfortable living, privacy, and natural beauty. Now offered at $850,000. Schedule your private showing and experience the setting for yourself.

405 Lone Oak Rd, Wilmore
105 Restk Ct, Nicholasville
$199,900
3 Beds ⋅ 1 Baths ⋅ 26019869 MLS
MOTIVATED SELLER - BRING OFFERS! This charming and updated 1950s home offers a great blend of character, comfort, and convenience. Located on a peaceful deadend street with minimal traffic, the setting feels quiet and welcoming. The home features a remodeled kitchen, new LVP waterproof flooring, new carpet, new vinyl siding, new windows, and refreshed interior spaces that maintain the warmth of the original design. A large, floored attic provides excellent storage, and the spacious privacyfenced backyard offers plenty of room for outdoor enjoyment, pets, gardening, or relaxing in a private setting. The location is a standout feature—just two blocks from Rock Fence Park, within walking distance of the elementary school, and close enough to stroll to downtown shops and local restaurants. This moveinready home is ideal for anyone who appreciates classic charm, thoughtful updates, and a convenient neighborhood setting.

105 Restk Ct, Nicholasville
109 Barkley, Nicholasville
$799,500
4 Beds ⋅ 4 Baths ⋅ 26016270 MLS
Very Motivated seller. This home has space galore, an can be a nulti-generational home. Upstairs bedrooms are ready for your children to decorate with their imagination. With the location and flat property , This home also with a detached building for lawn equipment or hobby interest ready to go with electric. Luxury home just off Harrodsburg Rd , on a 2.5 acre lot. This home offers 4 bedrooms 3.5 baths with a recent remodeled master suite on the first floor with laundry and walk in closet. The second floor also has a master bedroom and 2 more bedrooms and a full bath. The basement has over 1100 sq feet of space. The garage is an over sized 2 car . The backyard has a 16x 20 fully insulated workshop with electricity. The current owners have made the following upgrades: new driveway, wood floors on the 1st floor, updated kitchen, new deck with porch capping, remodel of 1st floor master, new siding with capped windows, new insulated garage doors and insulated doors on the shop. Motivated Seller Come see this home and let us know what we can do to get you in this home.

109 Barkley, Nicholasville
1224 Hall Rd, Nicholasville
$825,000
3 Beds ⋅ 4 Baths ⋅ 26012726 MLS
A charming and truly exceptional retreat in Nicholasville and will be a great place to call home. On a total 3.75 picturesque acres, this stunning ranch on a full basement is a modern escape while remaining conveniently close to town. From the moment you step inside, the home makes a statement. Natural light and Kentucky sky. Every space has been thoughtfully done with a sophisticated design that blends contemporary elegance and livability. Show stopping kitchen is straight from the pages of a luxury design magazine, featuring custom cabinetry. Granite Counter tops and island, premium appliances, and expansive gathering spaces ideal for entertaining. The hardwood floors elevate the rooms. Offering 3 bedrooms and 3 1/2 baths, the layout provides both comfort and flexibility.Spacious,first floor primary suite is a peaceful sanctuary. While the full basement opens endless possibilities for hobbies, work spaces,entertaining,or multi-generational living. Perfect for a studio. A detached garage/workshop building adds functionality, outdoor living. Equally impressive with a patio designed to soak in the extraordinary scenery and sunsets.Elegant,private,and unforgettable-this is a once-in -a-lifetime opportunity to own a property that feels both luxurious and deeply connected to its natural surrondings.Inspections welcome. Home is in Jessamine County. Please schedule a private showing today.

1224 Hall Rd, Nicholasville
521 N Lexington Ave, Wilmore
$239,900
7 Beds ⋅ 6 Baths ⋅ 26013301 MLS
Calling all restoration enthusiasts, preservationists, and seasoned investors! Opportunities like this don't come around often. Situated on a generous 0.69-acre lot in the heart of Wilmore, this historic Colonial-style home is waiting for the right buyer to bring it back to life. This is not a cosmetic fixer-upper. The property requires extensive renovation and is best suited for those with the vision, resources, and expertise to undertake a significant restoration project. For the right person, however, the result could be extraordinary. Inside, you'll find over 6 bedrooms, 3 full bathrooms, 1 half bathroom, and an additional vanity room, along with a massive living room, spacious eat-in kitchen, abundant storage, original wood trim, historic architectural details, and multiple bedrooms featuring ensuite baths. A screened-in porch offers additional space to enjoy the property's peaceful setting. Adding to the property's appeal is a separate 1-bedroom, 1-bath dwelling located on the lot, providing additional possibilities for future use. Conveniently located near downtown Wilmore, Asbury University, and Asbury Theological Seminary, with easy access to Nicholasville and approximately 15 minutes from Lexington, this property combines small-town charm with accessibility. Whether your vision is restoring a grand historic residence, creating a multi-generational living arrangement, or undertaking a one-of-a-kind investment project, this property offers a rare opportunity to preserve a piece of Wilmore's history. Property is being sold as-is. Please allow 7 days to be listed before reviewing offers.

521 N Lexington Ave, Wilmore
1368 Keene South Elkhorn Rd, Nicholasville
$2,795,000
3 Beds ⋅ 5 Baths ⋅ 26013315 MLS
Welcome to 1368 Keene South Elkhorn Road, a rare opportunity to own a truly turn key 20 acre horse farm! Conveniently located near Versailles and Lexington, it has been home to multiple stakes winners and Arkansas and Kentucky Derby contenders! Located at the end of a quiet country lane, you'll appreciate the curb appeal of the home from the second you drive up. Step on to the wrap around porch and enter in to the airy two story foyer. To your left, you'll find the poplar paneled study with built-ins and fireplace. To your right, the spacious formal living room opens to the formal dining room. The kitchen boasts reclaimed hardwood floors from Hamburg Place, two refrigerators, walk in pantry, two sinks, breakfast nook, massive center island with cooktop and an Aga stove. A lovely screened porch, half bath and laundry room are off the kitchen. The first floor primary suite is generously sized and offers an en-suite bath and walk-in closet. Upstairs, you will find two large bedrooms, each with en-suite bathrooms and walk-in closets. The lower level features a bar area, theater room, sauna, guest quarters, spa like bathroom, home gym, office and plenty of storage space. The two car detached garage is at the rear of the home and has a staircase leading to storage above. There is also a 16x16 heated and cooled dog kennel building behind the garage. The 12 stall Amish built metal barn with 40x40 arena offers a tack room, tankless water heater, 2 wash/grooming stalls, hay loft and covered concrete pad for equipment storage. Other outdoor features include 7 paddocks, new 4 board fencing, recently paved driveway, Varnan waterers, and a small vineyard with multiple fruit trees including apple, pear, pawpaw, peaches, figs, apricots and plums. You'll love the location, just minutes from grocery stores, restaurants and Keeneland, and close to prestigious farms like Darley, Shadwell and Mill Ridge.

1368 Keene South Elkhorn Rd, Nicholasville
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