Jessamine Homes with Walk Up Access Basement

Jessamine Homes with Walk Up Access Basement

Welcome to Jessamine County, a hidden gem nestled in the heart of Kentucky, where the charm of small-town living meets the vibrancy of modern conveniences. Located just a stone's throw away from Lexington, Nicholasville serves as the county seat and offers a delightful blend of picturesque landscapes and a welcoming community. This thriving city is known for its rich history, excellent schools, and abundant recreational opportunities, making it an ideal place for families and individuals alike.

One of the standout features of homes in this area is the presence of walk-up access basements. These unique spaces provide not only additional storage but also versatile living areas that can be transformed into anything your heart desires—a cozy family room, a home gym, or even an entertainment hub for gatherings with friends. The convenience of walk-up access means that you can seamlessly transition between your basement and the main living areas, enhancing your home's functionality.

In Jessamine County, you’ll find a diverse range of properties, from charming single-family homes to sprawling estates, each with its own character and appeal. The neighborhoods are lined with friendly faces, and the local parks and recreational facilities invite you to enjoy the great outdoors. Whether you’re sipping coffee on your porch, exploring the scenic trails, or attending community events, life in Jessamine County is both enriching and fulfilling.

If you’re looking for a home that combines comfort, convenience, and the potential for personalized space, consider the captivating properties in Nicholasville with walk-up access basements. Your dream home awaits in this enchanting part of Kentucky!

Newest Jessamine Homes with Walk Up Access Basement

$2,225,000
4 Beds ⋅ 5 Baths ⋅ 26021915 MLS
A Modern Retreat on two private acres just south of Lexington, and just east of the Airport and Keeneland! Completely fenced with an impressive entrance gate, this mini estate sits on a corner lot in the desirable community of Equestrian Estates. Lush landscaping gives a parklike view through every window! Welcome to over 5900 square feet of reimagined space with 3600 square feet on the main level that opens to views of the pool and flora beyond! The unique layout is perfect for entertaining and inside/outside living that invites you to head out to the pool and enjoy nature! The heart of the home is a sleek show-stopping chef's kitchen which draws attention to the stunning views outside. Sleek, white cabinetry with Jennair micro/convection double oven (2026), dishwasher, and gas cooktop plus a Thermador refrigerator. White quartz countertops and generous counter space made for cooking, gathering, and hosting. Two guest bedrooms can accommodate sleep or work with their generous size and light and a guest bath which also doubles as a private bath for one of the bedrooms. Retreat to the primary suite on the first floor where a spa-inspired bath offers a true escape conceived for restoration and repose. Upstairs you will find an impressive 668-square private guest bedroom with ensuite with large closets for more than clothes! The finished lower level is built for living well with its steam shower for ultimate relaxation, 2-person whirlpool tub, a flex space for a home gym, 5th "bedroom", or private office, while the bar is perfect for entertainment, game night, or a spot to watch UK sports! This is more than a house-it is a lifestyle in a location that rarely offers such privacy and uniqueness! Call for a private showing to be wowed by the experience.

201 Ponder Way, Nicholasville
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 26020099 MLS
Set on a private one-acre lot adorned with beautiful, mature trees, this exceptional custom home, one owner home offers privacy, space, and timeless elegance in a Jessamine County golf course setting. A majestic drive welcomes you to the property, creating a striking first impression and a true sense of arrival. Situated on Hole 7, the home is spacious, refined, and thoughtfully designed for both everyday comfort and upscale entertaining. The primary suite is a serene retreat featuring a large, luxurious bath with heated floors. Three additional bedrooms, 4.5 baths, nicely sized closets and generous living spaces provide room for family and guests alike. The home showcases a custom kitchen with Viking professional stainless steel appliances. The butler's pantry is complete with a glass refrigerator, dishwasher and ice machine and there is a wet bar with built-ins and wine cooler. A beautifully appointed office with exquisite trim work, tray ceilings, and lovely chandelier is an ideal place for work or study. A large bonus room and finished space above the garage add flexibility for recreation, guests, or a private retreat. Partially finished basement has a gas fireplace, bar area, half bath, a 100" TV and large home gym. There is plenty of additional storage space in an unfinished area as well. Car enthusiasts and hobbyists will appreciate the 4.5 garage spaces, offering exceptional storage and functionality. The layout flows effortlessly, making the home equally suited for relaxed living or hosting on a grand scale. The resort-style outdoor living area is a true sanctuary, featuring a 20 X 40' salt pool, firepit, covered entertaining space with a television, and a dedicated pool half bath, all surrounded by mature trees that provide privacy, shade, and a tranquil natural backdrop—perfect for both lively gatherings and peaceful evenings overlooking the golf course. While undeniably a luxury home, it is also perfectly suited for children, offering expansive indoor and outdoor spaces to play, gather, and grow—making it as comfortable for family life as it is impressive for entertaining. Located near one of the region's most prestigious and picturesque horse farm, this property offers the serenity of country living while remaining just approximately 9 minutes from Tates Creek Road and Man O' War Boulevard, providing quick access to shopping, dining, and everyday conveniences. A rare opportunity to own a home that blends luxury craftsmanship, natural beauty, family-friendly design, privacy, and prime location in the heart of the Bluegrass.

1056 High Point Dr, 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
$615,000
5 Beds ⋅ 3 Baths ⋅ 26018929 MLS
Welcome home to this gorgeous property in the highly sought-after Lone Oak subdivision, where timeless meets exceptional functionality. Thoughtfully renovated this property features quality craftmanship, modern conveniences and incredible indoor and outdoor living spaces. The heart of the home has been transformed with an open concept layout, seamlessly connecting the kitchen and formal living area. The kitchen features custom built in cabinetry, a newly added pantry and custom trim work, creating a warm and inviting space for everyday living and entertaining. Major updates provide peace of mind, including a new HVAC (2025), new sump pump, and a new sewage/upflush pump in basement. The upstairs bath has been beautifully remodeled with a spacious walk-in shower, while the finished basement offers an expansive family room and a versatile bedroom. Both spaces feature durable, waterproof polyurea flooring designed to withstand years of wear. Step outside to your own private backyard retreat. Enjoy the saltwater pool with a new liner and filter (2025), a new pool heater (2024) and an ultra-quite pool pump. Relax on the trex deck just off the screened in porch, surrounded by a new privacy fence and expanded concrete pool deck perfect for entertaining family and friends. Car enthusiasts, hobbyist or those needing extra space will appreciate the impressive 30x36 ft detached garage, fully insulated and equipped with heating and air conditioning for year-round comfort. The detached garage also has 10ft ceilings, 8ft doors and a vaulted ceiling for a car lift. The widened driveway provides additional parking and curb appeal. With extensive updates throughout, incredible outdoor amenities and a prime location in one of the area's most desirable neighborhoods, this exceptional Lone Oak home is truly one you don't want to miss!!

200 W Fairway Dr, Nicholasville
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 25506210 MLS
A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home, situated on 5 acres of land, is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features a 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship. The chef's kitchen boasts a double island with granite countertops and a unique pantry door, creating an ideal space for culinary adventures. Experience luxury in the primary suite, complete with a spacious walk-in closet and a spa-like bath featuring a walk-in shower, soaking tub, dual vanities, and direct patio access. Each guest bedroom offers its own private walk-in closet and full bath, ensuring comfort for all. The basement showcases stylish bourbon barrel decor leading to a vibrant game room and a stunning wine bar, perfect for entertaining. A home theater provides the ultimate movie experience. Additionally, a separate guest house offers versatility as a bedroom, office, or gym ideal for guests or a personal retreat. This property also includes a 1-acre wooded lot across the street from the house. Everything in this home reflects exquisite taste and style. Owner/Agent.

520 Cassity Way, Nicholasville
$950,000
6 Beds ⋅ 6 Baths ⋅ 26015069 MLS
Wind Haven was designed for comfort and entertaining. This magnificent 6 bedroom, 4 full bath home resting on an acre of land with a beautiful lush greenscape in the rear for serenity and privacy. This fabulous home offers an expansive, exquisite gourmet kitchen, 2 fireplaces, 3 car garage and finished basement. The primary suite is cavernous as one would expect in a home as lovely as this home is. There is a bedroom and full bath on the first floor, a spacious wet bar for game day gatherings, updated bathrooms, large walk in closets and many other favorite design features found in homes of the highest quality. Wind Haven has so much to offer, this is one you won't want to miss!

110 Wind Haven Dr, Nicholasville
$850,000
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.Natuarul 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 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 muli-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 welcomed. Home is in Jessamine County. Please schedule a private showing today.

1224 Hall Rd, Nicholasville
$457,000
4 Beds ⋅ 2 Baths ⋅ 26015593 MLS
A charming RANCH Home in a great Location is calling you Home - 100 Natchez Trace. An updated four bedroom, two bath all brick with an unfinished basement awaits its next owner for the next 58 years and beyond. One owner and now move in ready for the next family to enjoy. A thoughtful floor plan that added a fourth bedroom and laundry room now on the first floor to repurpose the square feet for better function. The large foyer leads the way for showcasing all Real hardwood floors throughout the house in all main areas - No Carpet. The spacious dining room with fireplace has an accent wall to capture your eye. The nearby great room with fireplace & built ins, provides views to the rear yard and covered patio. Along with an open concept to the new kitchen presenting white cabinetry, an island, granite countertops, tiled flooring, all stainless appliances and new lighting throughout the house. A nearby pantry, drop zone and large laundry area are sure to please. The oversize two car garage and deep driveway adds a nice feature. The primary suite provides real hardwood floors, walk in closet and tiled bath with a step in shower. Three generous size guest bedrooms and a guest bath with dual sinks, tiled surround tub and two linen closets add to the space of this updated home. Add more square feet in the basement to your desired plan. All new windows, exterior trim, landscaping, cabinetry, tile & paint throughout the home, updated lighting, plumbing, electric & so much more. Put this Ranch Home at the top of your list to tour today.

100 Natchez Trce, Nicholasville
$249,900
3 Beds ⋅ 2 Baths ⋅ 26009082 MLS
This charming Cape Cod Home is located walking distance to downtown. Cute as can be! There have been numerous updates in the past including total kitchen and downstairs bath renovation! The owners have taken loving care of this home. Crown molding, mantle, banister, entry hardwood has been refinished, carpet over hardwood, stone fireplace with gas logs, ample walk-in closets, full unfinished basement with work bench, 1 car detached garage & fenced yard are just a few amenities that are featured in this older home with updates! Main level offers bedroom & full bath with a jacuzzi and skylight, formal dining room, living area, and an updated kitchen with island bar ample cabinets and all appliances. This lovely kitchen has a Greenhouse window to provide optimal light for growing your plants indoors. Don't miss out on this little jewel of a home.

301 S 3rd St, Nicholasville
$242,500
3 Beds ⋅ 2 Baths ⋅ 26016173 MLS
Welcome home to this adorable, beautifully updated 3-bedroom, 2-bath ranch offering timeless character and exceptional storage. Original hardwood floors in excellent condition flow throughout much of the home, while the updated kitchen blends modern convenience with classic charm, featuring granite countertops, a tile backsplash, and the home's original wainscoting that has been lovingly preserved. Both bathrooms have been tastefully updated, and replacement windows provide added efficiency and comfort. The convenient main-level utility room includes the washer and dryer. Storage is abundant with an unfinished basement, an incredible floored attic with pull-down stairs, and multiple outbuildings. Outside, you'll find an attached carport with a storage shed, plus a second detached carport complete with a storage closet and workshop--perfect for hobbies, tools, or extra vehicles. Enjoy relaxing on the covered back patio or flat, partially fenced backyard. This move-in-ready home offers the perfect combination of character, updates, and functionality.

305 1/2 S 3rd St, Nicholasville
$875,000
3 Beds ⋅ 4 Baths ⋅ 26003062 MLS
Seller is MOTIVATED! This home gives new meaning to "custom-built." Every square inch was curated and thoughtfully selected for this home. It's classy and modern, yet still warm and inviting. It's open, and bright with sliding doors across the back, making it the most stunning setting to entertain and host. The primary suite is huge, yet functional, giving endless possibilites to create a true owners sanctuary. A fully finished basement adds space to really create anything you desire. The property is 5 acres, so there's room to roam and add any amenities you want now or in the future. Are you dreaming of a home that's so uniquely special you think it doesn't exist? Let's make that dream come true, because this home is IT!

104 Barkley Ests, Nicholasville
Start Your Search