Jessamine Homes with Walkout Basement

Jessamine Homes with Walkout Basement

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 modern convenience. With its lush rolling hills, vibrant parks, and proximity to Lexington, residents enjoy a tranquil lifestyle while still being just a stone’s throw away from urban amenities.

One of the standout features of homes in Jessamine County is the availability of properties with walkout basements. These unique homes not only provide additional living space but also offer seamless access to the beautiful outdoors. Imagine stepping out from your lower level onto a charming patio or deck, where you can soak in the stunning views of the surrounding countryside or entertain friends and family in your own backyard oasis.

Walkout basements are perfect for creating versatile spaces—think home gyms, playrooms, or cozy entertainment areas. The natural light flooding these spaces enhances the overall ambiance, making them feel inviting and warm. Whether you’re a growing family looking for extra room or a couple seeking a peaceful retreat, homes with walkout basements in Jessamine County cater to a variety of lifestyles.

In Jessamine County, you’ll find a welcoming community that values both tradition and progress. With excellent schools, local shops, and a plethora of outdoor activities, this county is not just a place to live; it’s a place to thrive. Come explore the charm of Jessamine County and discover your dream home with a walkout basement today!

Newest Jessamine Homes with Walkout Basement

601 Delaney Woods, Nicholasville
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 26026626 MLS
Discover the timeless appeal of country living, beautifully situated on 6 acres in the established Delaney Woods community. Offering a rare combination of privacy, space, and convenience, this gracious home provides a wonderful setting for enjoying the best of the Central Kentucky lifestyle. Inside, you'll find spacious living areas designed for both everyday living and entertaining, along with 4 bedrooms and 3.5 baths. The home's character and generous proportions provide an inviting foundation for its next owners to make it truly their own. Step outside to the peaceful screened-in back porch, a favorite gathering place and the perfect retreat for morning coffee, evening conversation, or simply enjoying the quiet beauty of the surrounding property. With 6 acres to explore and enjoy, there is plenty of room for outdoor living, gardening, recreation, or simply appreciating the privacy and mature surroundings. And for those with a vision, the possibilities continue inside. The unfinished basement offers an abundance of space and potential, ready to be transformed into a recreation room, home gym, media space, workshop, or additional living area. Above, the walk-up attic is an incredible blank canvas, ready for someone's ideas and imagination—whether that means a studio, office, playroom, guest space, or something entirely unique. Properties offering this combination of acreage, privacy, character, and opportunity are increasingly difficult to find. Whether you're looking for room to spread out, a peaceful place to call home, or a property you can thoughtfully customize over time, 601 Delaney Woods invites you to imagine what comes next.

601 Delaney Woods, Nicholasville
129 Mcpeek Pl, Nicholasville
$489,000
5 Beds ⋅ 3 Baths ⋅ 26026591 MLS
Come check out this custom 5-bedroom, 3-bathroom home! This home features a brick-and-stucco exterior with an open-concept floor plan in a quiet neighborhood. Inside, you'll find white oak flooring and upgraded trim throughout. High-end chandeliers and quality finishes throughout each room. Wooden beams, tray ceilings with lights, accent walls, a built-in bookshelf, and a secret storage room under the stairs stand out. The office features French doors and stunning wooden finishes. The kitchen includes a built-in pantry, a new Bosch refrigerator and stove, quartzite countertops, a marble backsplash, and a custom range hood. The master bath has a Jacuzzi and a waterfall shower, with a hot air option for the ultimate spa experience. All 3 bathrooms have heated tile flooring. The Osburn wood fireplace system with fan is both beautiful and keeps the house warm. The HVAC includes UV light and a whole-house humidifier system that maintains even humidity year-round. The kitchen has drinking-water filtration, plus a whole-house water filtration system that provides clean water for every faucet, shower, and appliance. The central vacuum system is integrated in the house and garage. This home also offers plenty of storage space, large closets, built-in garage shelves, and an overflow pantry. Outside, you will find beautiful landscaping, a garden box, and a fire pit. The custom shed has electricity, AC, and water. This is a truly one-of-a-kind home you won't find anywhere else!

129 Mcpeek Pl, Nicholasville
125 Doe Vly, Lexington
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 26026523 MLS
Welcome to 125 Doe Valley, where luxury living meets sweeping farmland views in Vine Grove! Currently under construction just across the Fayette County line in Nicholasville, this stunning new home offers over 3,500 square feet of finished living space, a three-car garage, and a full unfinished walkout basement with room for future expansion. Thoughtfully designed with four bedrooms, each featuring a dedicated bathroom and walk-in closet, the home includes a first-floor primary suite and luxury finishes throughout. Customization options are still available, offering the opportunity to make this home your own. Stunning views of protected farmland create a scenic backdrop, while Brannon Crossing and Tates Creek Centre are less than 10 minutes away. An exceptional opportunity to enjoy new construction, beautiful surroundings, and convenient access to Lexington.

125 Doe Vly, Lexington
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
109 Waxwing Ln, Nicholasville
$625,000
4 Beds ⋅ 4 Baths ⋅ 26025825 MLS
Price Slashed! Welcome to 109 Waxwing Lane in Brannon Oaks! This spacious Ball Homes Dogwood floor plan truly has it all--thoughtfully designed spaces, tasteful modern finishes, and room for your family to grow. This well-cared-for home features fresh paint, upgraded carpet, and an inviting open-concept layout. The kitchen is made for both everyday living and entertaining with granite countertops, upgraded cabinetry, a full-wall backsplash, and stainless steel appliances, all flowing seamlessly into the dining and living areas with a fireplace. The first floor also offers a versatile bedroom with an ensuite bathroom, perfect for guests, a home office, playroom, or flex space. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in tiled shower, double vanity, and his-and-hers closets, along with two additional bedrooms and a versatile loft that could be converted into a fifth bedroom. The finished walkout basement is an entertainer's dream, featuring a wall-to-wall theater setup with a projector--perfect for movie nights, game days, or gathering with friends and family. A full bathroom with a tiled shower adds even more functionality to the lower level. Step outside to the covered patio and private, fenced backyard--an ideal space for kids to play, pets to roam, and relaxing or entertaining outdoors. Ideally located with convenient access to everyday essentials, grocery shopping, popular restaurants, The Summit, Brannon Crossing, Nicholasville Road, and the Tates Creek Centre area, this home puts shopping, dining, entertainment, and major roadways just minutes away. With flexible living space across three levels, modern upgrades throughout, a private backyard, and a location that keeps you close to everything, 109 Waxwing Lane is the kind of home that checks all the boxes.

109 Waxwing Ln, Nicholasville
1977 Henry Ln, Nicholasville
$895,000
2 Beds ⋅ 1 Baths ⋅ 26025696 MLS
This one-of-a-kind Nicholasville property offers 68.04 total acres made up of four separate parcels: 35.28 acres, 20.74 acres, 7.02 acres with the home, and 5 acres. Located at the end of a private road, this property offers exceptional privacy and premium hunting land with woods, two creeks, a pond, and abundant habitat for deer, turkey, and other wildlife. With plenty of acreage for hunting, trails, recreation, and outdoor enjoyment, this is a rare opportunity to own a private Kentucky retreat close to town. The separate parcels create unique possibilities, whether you want to build close to friends or family while maintaining your own space, live in the existing home while building your dream home, or explore income-producing opportunities. Approximately two acres are already fenced and include a large run-in shed, making it ideal for horses, livestock, or hobby farm use. The open-concept home features an unfinished basement with room to expand. Relax on the porch and enjoy the peace, quiet, and privacy this incredible acreage provides. Seller will consider selling the 35.28-acre tract and 7.02-acre tract together, and the 20.74-acre tract and 5-acre tract together; however, purchases and closings must occur simultaneously. A truly unique property where the possibilities are endless.

1977 Henry Ln, Nicholasville
312 W Ridge Dr, Nicholasville
$367,000
5 Beds ⋅ 3 Baths ⋅ 26025623 MLS
Welcome to 312 West Ridge Drive, a spacious 5-bedroom, 3-full-bath home offering comfortable living and an incredible backyard designed for enjoying time at home. The living room features a vaulted ceiling and fireplace, creating a welcoming gathering space, while the finished basement provides additional room for entertaining, relaxing, or accommodating guests. Outside is where this property truly shines. The covered deck is ideal for grilling and enjoying the outdoors, overlooking a backyard with plenty of space to entertain, gather with friends and family, or simply enjoy some room to spread out. With a versatile layout, finished basement, and an outdoor space that is truly exceptional, 312 West Ridge Drive offers the kind of setting that makes it easy to picture yourself staying awhile... Don't wait! This opportunity won't last long.

312 W Ridge Dr, Nicholasville
51 Ave Of Champions, Nicholasville
$1,624,000
5 Beds ⋅ 5 Baths ⋅ 26025499 MLS
Set on one of the largest lots in the desirable Champions neighborhood and overlooking the 14th green of Keene Trace Golf Club's Champion Trace course, this exceptional five-bedroom, four-and-a-half-bath home offers tranquil golf-course and landscaped views. Designed by world-renowned golf course architect Arthur Hills, Champion Trace has provided the setting for prestigious events, including the PGA TOUR Barbasol Championship, NCAA Golf Championships and Men and Women's SEC Championships. A circular drive creates a welcoming arrival to the home, where a grand foyer with a striking staircase introduces spacious interiors designed for both everyday living and entertaining. The updated eat-in kitchen provides a natural gathering space and opens to an expansive screened-in porch. A vaulted sunroom captures views of the beautifully landscaped grounds, while the screened-in porch overlooks the heated saltwater pool with diving board. Together, these spaces create an inviting connection between indoor and outdoor living, whether enjoying a quiet morning, relaxing poolside, or gathering with family and friends. A versatile first-floor room can serve as a bedroom, private office, or additional living space. Upstairs, the spacious primary suite features a well-appointed bathroom and large walk-in closet, along with three additional bedrooms, a full bathroom, a half bathroom, and the laundry room. Two stairways lead to the finished basement, where a well-appointed bar creates a natural gathering space. Walk-out access extends to the hot tub and beautifully landscaped grounds, providing an ideal setting for relaxed evenings and entertaining. Numerous updates throughout the home blend modern convenience with timeless character, including a new roof, newer systems, updated light fixtures, and additional improvements and decorative details. The location offers the convenience of Jessamine County living with easy access to Lexington, nearby dining and shopping, and downtown Lexington just a convenient drive away. From peaceful mornings overlooking the golf course to afternoons by the pool and evenings gathered around the basement bar or hot tub, this Champions home offers an exceptional combination of space, setting, and everyday lifestyle.

51 Ave Of Champions, Nicholasville
106 Deerfield Cir, Nicholasville
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 26025259 MLS
Welcome to the good life! This 1.5-story stunner brings 5 bedrooms, 4.5 baths, and a farm view that stops you in your tracks. Watch the sunset from the travertine lanai with a grill, fridge, masonry fireplace, gas lanterns, all four seasons covered! Big Ass fan keeps the air moving. Custom shades keep it comfortable. Walk in and the 18' stone foyer opens straight to a great room with a 12' coffered ceiling. Formal dining sits next to a butler's bar with wine fridge. The kitchen is where this house really shows off. Granite, maple cabinetry, double Wolf ovens, Wolf gas cooktop, microwave drawer, new counter-depth fridge. Coffee bar with a live-edge counter. Instant hot water. Walk-in pantry big enough to actually use. Owners suite is on the main floor with a sitting area, newly renovated bath, done right. Bedrooms are generous. Downstairs, the walkout basement keeps the party going. There's a rec room, private patio, theater room, home gym, bedroom, full bath. Plus lots of unfinished storage. Extra features include an Irrigation system and 15kw generator should the electricity go out. Country peace and quiet ,minutes from Lexington.

106 Deerfield Cir, Nicholasville
112 A-B Meadowlark, Nicholasville
$319,900
4 Beds ⋅ 2 Baths ⋅ 26025233 MLS
Hard to find custom built duplex includes brick exterior, walk out basement and each unit includes 1+ car oversized garage. This charming duplex features 2 spacious bedrooms and bathroom on each side. Each Living Room has door to private front entry of home and nice views of front yard. Eat in kitchen includes range, refrigerator and nice pantry. Washer and Dryer closet includes additional shelving for storage. Unfinished walk out basement is perfect for storage or could be finished to add additional square footage. 1 car oversized garage could potentially hold 1+ cars. This one family owned duplex is a perfect opportunity for a family who wants their own living space will having direct access to one another. Dimensional shingled roof. Do not miss this chance!

112 A-B Meadowlark, Nicholasville
1115 Jessamine Station Rd, Nicholasville
$569,000
3 Beds ⋅ 3 Baths ⋅ 26024929 MLS
SELLER OFFERING $10,000 IN SELLER CREDITS! Use to buy down your rate, cover closing costs or help with your down payment! PRICED $30,000+ UNDER APPRAISAL! This exceptional 5-acre property offers space, versatility, and convenience just minutes from town. This nearly 2,000 square foot ranch home features 3 bedrooms and 3 full baths with a spacious living room and large dining room perfect for hosting family and friends. Need more space? The partial basement is ready for your finishing touches and could easily become a 4th bedroom, recreation room, or additional living area. Outside you will find a versatile barn just steps from the home, complete with stalls and two additional garages added to the original structure — ideal for horses, a workshop, or all your hobbies and equipment. Both the barn and field are equipped with underground irrigation and the barn has its own electrical service. With acreage, outbuildings, and endless possibilities, this one-of-a-kind property has everything you've been looking for and more!

1115 Jessamine Station Rd, Nicholasville
202 The Backstretch, Nicholasville
$1,625,000
5 Beds ⋅ 5 Baths ⋅ 26024599 MLS
Live where the golf cart becomes your second car! This exceptional home in highly sought-after Equestrian Estates offers more than 5,000 square feet of finished living space on 1.13 acres, with beautiful views of the surrounding farmland. The open floor plan offers first-floor living, including a spacious primary suite spanning the entire left side of the home with two walk-in closets. Five total bedrooms provide plenty of space, while a flexible main-level room can be used as a home office or formal dining room. The finished walk-out lower level features a large family room, two of the bedrooms, 1.5 baths, and a kitchenette—perfect for guests, entertaining, or multigenerational living. Enjoy outdoor living with four separate covered patios located along the back and side of the home. A front-facing garage, spacious circle drive, and convenient drive-through garage add both curb appeal and functionality. And the location is hard to beat! Take a short golf cart ride to Keene Trace Golf Club, offering an 18-hole golf course, par-3 course, resort-style pool, fitness facilities, and upscale dining and bar options. Luxury, space, convenience, and the golf-cart lifestyle—all in one exceptional Equestrian Estates home. Garage orientation was reversed from last time the house was listed. Seller added a circle drive with front entry. New sod where old side driveway was located is being installed 9/8/2026 and the garage doors are being installed on 9/9/2026. Sellers/Builder are Licensed KY Broker/Realtors.

202 The Backstretch, Nicholasville
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