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

$430,000
4 Beds ⋅ 3 Baths ⋅ 26021501 MLS

100 Vetch Dr, 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
$430,000
4 Beds ⋅ 3 Baths ⋅ 26021502 MLS

100 Ne Vetch Dr, Nicholasville
$535,000
3 Beds ⋅ 3 Baths ⋅ 26021079 MLS
Thoughtfully built and meticulously maintained, this Nicholasville home sits in one of Greystone's quietest pockets, overlooking open farmland with a back porch made for slow mornings and long evenings. The view is the kind that doesn't change — peaceful, pastoral, and all yours. Inside and out, this one was built with intention. A whole-house generator means you're never left in the dark. A storm shelter with interior access puts peace of mind steps away. The oversized 3-car garage includes a full 8 feet of extra depth for trucks, workbenches, or gear, and a separate detached garage keeps lawn equipment out of the way. Add a basement for additional storage, a security system, and dimmers throughout, and the details speak for themselves. The roof is just 6 years old, so that's one more thing off your list. The riding mower conveys with the home. Turnover in this subdivision is rare — homes here get held onto. If you've been waiting for quiet, space, and a view worth coming home to, this is the one to see.

104 Greystone Dr, Nicholasville
$950,000
4 Beds ⋅ 4 Baths ⋅ 26021069 MLS
Escape to the countryside in this immaculate 4-bedroom, 3.5-bath home that checks every box. Situated on over 11 acres of lush, secluded land, this property offers the maximum privacy your family craves. Inside, you'll find a freshly painted home featuring a stunning new kitchen remodel—a perfect space with granite counters and premium new appliances. There is plenty of space to host with the large breakfast area and formal dining room. Designed for year-round entertaining, the finished basement boasts a huge recreation room and wet bar, while the expansive covered porches offer the perfect spot to relax on your fully private lot. With a 1st-floor primary suite, three additional bedrooms, and a massive 3-car garage, there is room for everyone. Located only 7 minutes from Wilmore and 10 minutes from Nicholasville, this rare find offers a peaceful rural lifestyle without sacrificing proximity to town. The over 11 acre property features maximum privacy at the end of a dead end road, filled with beautiful wooded trails, access to jessamine creek and beautiful waterfalls. The property is filled with abundant wildlife, with deer and turkey frequently sighted out the back door. Come see this beautiful property now before its too late!

405 Lone Oak Rd, Wilmore
$410,570
5 Beds ⋅ 3 Baths ⋅ 26020376 MLS
Under Construction. Current progress photos can be made available upon request. (Property is at the drywall Stage 7/20/2026) Please see Documents tab for progress photos. The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes a first-floor guest bedroom and a Walk Out Basement with a 12x12 covered deck. The plan offers a versatile flex room off the entry and an open kitchen and family room at the rear of the home. The kitchen offers both a breakfast area, countertop dining at the island, and a pantry. Quartz kitchen counter tops with stainless steel 50/50 under-mount sink and full back splash. Stainless steel appliances including smooth top range, microwave and dishwasher. Upstairs are the primary bedroom suite, three bedrooms and a hall bath. The primary bedroom suite includes a bedroom with vaulted ceiling, huge closet, and spacious bath with tub/shower, window, and linen storage. Raised vanities in baths and 12x10 concrete patio. Job# 54AA

709 Anthony Dr, Nicholasville
$1,575,000
4 Beds ⋅ 6 Baths ⋅ 26020236 MLS
Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is truly a showstopper, featuring custom cabinetry, an expansive island, statement lighting, and high-end finishes—perfect for gathering, entertaining, and making everyday moments feel special. Thoughtful details continue throughout, with the spa-like primary bathroom that brings the outisde in, to the 2 additional en suite bedrooms in the basement (2 additional bedrooms in basement without a window making 6 total beds), creating a home that feels polished, inviting, and unlike anything else. Step outside and discover your own private resort. The sparkling saltwater pool is surrounded by beautifully designed outdoor spaces and complemented by a stylish pool house, creating the perfect setting for summer entertaining, relaxing weekends, or enjoying peaceful evenings overlooking the property. A huge newer built barn/workshop provides incredible flexibility for hobbies, projects, equipment, storage, or additional workspace, which is also plumbed for you to add a half bath. Enjoy the privacy and open space of country living without sacrificing convenience. Ideally located approximately 18 minutes from the Nicholasville Road corridor, 15 minutes from Palomar's shopping and dining, and with easy access to Blue Grass Airport, this property offers the best of all worlds. (Versailles mailing address but Jessamine Co. Schools-and 2 miles just past Champions Trace Golf Course)

109 Stirling Ln, Versailles
$874,900
4 Beds ⋅ 4 Baths ⋅ 26020202 MLS
Classic Colonial living on five scenic acres overlooking Thoroughbred Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge, refinished cabinetry, new appliances, and custom built-in seating. The family room, with vaulted ceilings, dining room, office, powder room, and laundry room with drop zone complete the main living area. Upstairs, the completely reimagined primary suite features a spa-inspired bath with custom vanities, quartz countertops, a freestanding soaking tub, oversized tiled shower with dual shower heads, and designer finishes throughout. Two other bedrooms, with custom built-ins and generous closets, share an updated Jack and Jill bathroom. The finished walkout basement offers exceptional versatility with a fourth bedroom, updated full bath, and generous living and entertaining space. Step outside to enjoy all seasons on the expansive new deck featuring a screened porch with metal roof, infrared heater, and panoramic golf course views. Major improvements also include a new roof and gutters (2023), HVAC (2024), garage doors, front entry doors, whole-home water filtration and softening system, fresh landscaping, and expanded driveway. Golf enthusiasts will appreciate being a short walk or golf cart ride away from the clubhouse of Thoroughbred Golf Club, featuring brand new Trackman Simulator rooms and a full service restaurant, The Barn. Offering the best of both worlds - peaceful country living with Lexington just minutes away - this truly move-in-ready home is a rare opportunity!

1020 High Point Dr, Nicholasville
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 26020148 MLS
Ten acres and a beautiful 2 story brick home with walk out basement in Nicholasville. Yours for horses, hobby farm, or country romp about. Barn, fenced and gated driveway. Great room, large eat at island, formal dining room and gathering room! First floor bedroom. Massive primary suite with soaking tub and walk in closet. Unfinished basement ready for potential recreational dream rooms. One of kind! Be sure to watch our drone video!

1581 Wilmore Rd, Nicholasville
$1,995,500
5 Beds ⋅ 6 Baths ⋅ 26020008 MLS
Discover exceptional craftsmanship in this newest estate by Mike Kerwin Homes, beautifully situated on a one-acre in the rolling hills of Vine Grove, surrounded by more than 200 acres of pristine green space. Thoughtfully designed and masterfully built, this exceptional new plan brings together the most sought-after features from Mike Kerwin's latest custom homes—blending timeless quality with inspired, modern living. Inside, the open-concept floor plan is perfect for entertaining with a chef's kitchen, accented in quartz and Kitchen Concept cabinetry, flowing seamlessly into the great room and complemented by a fully equipped scullery pantry—perfect for housing everything from your pasta maker to sous vide machine. Dining is next level with the dedicated bourbon wet bar, complete with a stunning quartz backsplash with glass shelving designed for memorable evenings with friends. Peak into the powder room to see the hand painted walls that will impress. The luxurious primary suite offers a serene retreat, while a private second-story in-law suite ensures comfort for extended family. The finished walkout basement expands your living space with a wet bar, recreation room, and an additional bedroom and bath—ideal for guests or a nanny suite. Outdoor living is just as impressive. The covered back porch, featuring a masonry fireplace and cathedral bead board ceiling, opens to an adjacent patio overlooking breathtaking views of rolling green space and farmland—an idyllic backdrop for year-round enjoyment. For outdoor enthusiasts and hobbyists alike, the oversized three-car garage includes an auxiliary door for easy access, plus a thoughtfully designed drop zone just inside to keep daily life organized. This is more than a home—it's a statement of craftsmanship, comfort, and Kentucky beauty. You won't be surprised this is a First Prize winner in the Grand Tour of Homes.

128 Doe Vly, Nicholasville
$429,900
4 Beds ⋅ 3 Baths ⋅ 26019703 MLS
Highlights of this home include: * Gorgeous curb appeal with modern board-and-batten accents. * Bright, airy interior with lots of natural light. * Contemporary gray cabinetry with open shelving and stainless appliances. * Family room with fireplace and direct access to the elevated deck. * Raised garden beds already in place for buyers with a green thumb. For the details: Beautiful open-concept home featuring LVP flooring, granite countertops, breakfast bar, eat-in kitchen, dining area, and a spacious family room. A convenient main-level powder room. Upstairs the oversized primary suite offers a double bowl vanity, tiled shower, private water closet, and TWO walk-in closets. You will also find 3 additional spacious bedrooms with ample sized closets to match. The laundry room is conveniently located on the 2nd floor near all of the bedrooms and includes a folding area and cabinetry. (Washer and dryer included!) Enjoy outdoor living on the spacious deck overlooking the fully fenced backyard with a patio below. Gardening enthusiasts will appreciate the thoughtfully planted raised beds filled with herbs and seasonal blooms, including thyme, mint, sunflowers, and more, creating your own backyard garden oasis. The walk-out basement offers endless possibilities for future living space, while the large patio provides even more room to relax and entertain. This home truly offers the perfect blend of modern finishes, outdoor living, and room to grow.

133 Winners Cir, Nicholasville
$1,750,900
5 Beds ⋅ 6 Baths ⋅ 26019640 MLS
Rare opportunity to purchase a large ranch with a basement on 5 acres and within 10 minutes of Man O' War Blvd!! This lovely ranch has been recently updated and offers tons of upgrades. The first floor greets you with a nice large open living area w/ Great Room, Kitchen, Dining Room and Living Room. In addition, the first floor offers a huge master suite that boasts a renovated bathroom with tile shower/dual vanities/custom WIC and soaking tub, two guest bedrooms (both have their own bathrooms connected), rec room on the rear of the home and walk in laundry room w/ custom cabinetry!! Need more space? This property has it all with a full finished basement that offers a gigantic family room w/ gas fireplace/custom ceiling, second kitchen w/ full complement of appliances, 2nd laundry room, two guest bedrooms w/ full baths connected, cedar storage closet, rec/bonus room, recently added 1/2 bath and storage/mechanical room. This property has tons of nice outdoor space including multiple waterfalls, updated trex deck, covered patio, stocked pond and expansive landscaping/brick fences and stone retaining walls. Other upgrades/updates include: recently updated heating/cooling, new paint throughout, new windows throughout, updated exterior/interior railing, new garage doors/openers, some updated lighting and plumbing, new flooring throughout, new fridge/ice maker in main kitchen and recently painted exterior brick among many others. The property has many upgraded features including heated floors, two koi ponds, solid core doors, granite window ledges, irrigation system with Well water, three gas fireplaces, two tankless water heaters, basement kitchen and an oversized three car garage. Schedule your showing today and experience luxury at its finest in one of Nicholasville's most desirable subdivisions at Emerald Estates.

151 Pearl Ln, Nicholasville
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