Jessamine Homes with Interior Entry Basement

Jessamine 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 Homes with Interior Entry Basement

$2,099,000
4 Beds ⋅ 5 Baths ⋅ 26024892 MLS
A perfect example of a 'French Ranch' as noted in A Field Guide to American Houses on two private acres in the south part of Lexington. Completely fenced with an impressive entrance gate, this mini estate sits on almost 2 acres in the desirable community of Equestrian Estates. Lush, private landscaping gives a parklike view through every window! With over 5900 square feet of reimagined space total experience 3600 square feet on the main level that opens to views of the pool and flora beyond! The unique design and layout has a Palm Springs vibe 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 takes advantage of the stunning views outside. Shaker style white cabinetry with Jennair micro/convection double oven (2026), dishwasher, and gas cooktop plus a Thermador refrigerator makes being in the kitchen a pleasure. 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
$697,000
5 Beds ⋅ 4 Baths ⋅ 26024342 MLS
Incredible opportunity to own this expertly designed and custom-built 5-bedroom, 3.5-bath Ranch home, beautifully situated on 5.12 picturesque acres with breathtaking views and a perfectly positioned pond (Windmill is aerator for the pond)—all conveniently located just minutes from downtown Nicholasville. The exceptional open-concept floor plan is ideal for both everyday living and entertaining, featuring 3/4 inch solid oak flooring (on main level), Hardie board and batten exterior, impressive volume ceilings and an abundance of natural light. The Chef's Kitchen offers stainless steel appliances, a large center island and beautiful quartzite countertops. The first-floor primary suite features an impressive bath and spacious walk-in closet, while a private home office and inviting sunroom provide additional flexibility. Enjoy the warmth and character of two fireplaces, along with a covered front porch and expansive partially covered rear deck overlooking the scenic property. The partially finished walkout lower level features 9-foot ceilings, additional living space, ample storage and a safe room. A detached custom 2-car carport (36 X 24) with storage area (12 X 24) and a large driveway complete this exceptional property. Don't miss the opportunity to experience the privacy, quality and peaceful setting this fabulous home has to offer.

3072 Sugar Creek Pike, Nicholasville
$2,150,000
5 Beds ⋅ 6 Baths ⋅ 26023508 MLS
Experience luxury living at its finest in the coveted Harrods Ridge neighborhood. Set on a one-acre looking and overlooking the seventh fairway of Golf Club of the Bluegrass (Widow's Watch), this gorgeous, all-brick-and-stone residence offers more than 7,500 finished square feet, five bedrooms, and five and a half bathrooms. Beautiful architectural details and distinctive character are found around every corner! Each upstairs bedroom features a private en suite bathroom and walk-in closet, while one also includes an adjoining bonus or playroom. The expansive primary suite is a private retreat, with dual, oversized walk-in closets and a spa-inspired bathroom, featuring heated tile floors, a soaking tub, and a luxurious, tiled shower. The finished basement is designed for recreation and entertaining, with a massive gathering room, full kitchen and wet bar, theater room, workout room, and guest quarters with built-in queen-and-twin bunk beds. A dedicated golf cart garage provides additional convenience for when it's time to hit the links. Outside, the property truly feels like a private resort. A heated, gunite, saltwater pool steals the show and is accompanied by beautiful, travertine hardscaping. The rest of the property features tasteful landscaping, an irrigation system, and extensive outdoor lighting. A spacious artificial turf area, just beyond the basement doors, provides additional room for entertaining and play without the mess of real grass. Just off the kitchen, a vaulted, covered porch area, with a fireplace, built-in grill, and television creates an inviting outdoor living space just a few steps from the pool. Additional highlights include a three-car garage, stunning golf-course and rural views, and an exceptional combination of privacy, space, craftsmanship, and indoor-outdoor living. Best of all, this peaceful retreat is conveniently located just minutes from the area's premier shopping, dining, and entertainment destinations—offering remarkable accessibility without sacrificing privacy or tranquility.

207 Eagle Dr, Nicholasville
$132,000
3 Beds ⋅ 1 Baths ⋅ 26023002 MLS
Rare Investment Opportunity in Edgewood Estates! This approximately 1075 SF Brick home offers 3 bedrooms/ 1 bath, and a full basement. THIS PROPERTY IS BEING SOLD AS-IS IN A LIVE ONSITE AND IN PERSON AUCTION WITH ONLNE PRE-BIDDING AND LIVE SIMULCAST BIDDING. PRICE DOES NOT REFLECT ACTUAL LISTING PRICE. THIS PROPERTY IS BEING SOLD AT ABSOLUTE AUCTION AND WILL SELL TO THE HIGHEST BIDDER. AUCTION IS TUESDAY, SEPTEMBER 15, 2026, AT 7PM. 10% BUYERS PREMIUM ADDED TO FINAL BID TO DETERMINE CONTRACT PURCHASE PRICE. 10% DOWN DUE WITHIN 24 HOURS OF AUCTION ENDING. CLOSE WITHIN 30 DAYS OF AUCTION ENDING.

511 Pinewood Dr, Nicholasville
$355,000
5 Beds ⋅ 2 Baths ⋅ 26022248 MLS
NEW PRICE IMPROVEMENT PRICED at RECENT APPRAISAL 9/10/26 !!!!!!!! Welcome to 501 Nottaway Drive in Nicholasville, Kentucky! This spacious all-brick ranch offers OVER 3,000 square feet of living space, featuring 5 bedrooms and 2 full bathrooms, including a recently added and beautifully updated primary bedroom suite. The newly renovated kitchen is sure to impress, featuring all-new cabinetry, beautiful granite countertops, and brand-new stainless steel appliances. The spacious kitchen provides plenty of room for cooking, gathering, and entertaining. The primary bedroom suite has been recently updated with fresh paint and all-new luxury vinyl plank flooring. The beautifully refreshed primary bathroom features a new shower, new sink, and new light fixtures, along with a spacious walk-in closet offering excellent storage. The inviting living area features a beautiful brick fireplace with a lovely electric insert, creating a warm and cozy focal point while providing the ambiance and convenience of an electric fireplace. With five bedrooms and a flexible floor plan, this home offers plenty of space for family, guests, a home office, hobbies, or additional living areas. Outside, enjoy a desirable corner lot with a nice, fully fenced backyard, offering plenty of room for pets, children, entertaining, gardening, or relaxing outdoors. Priced very competitively for a quick sale, and the motivated sellers are ready to make a deal! With this much space and so many updates, this house is sure to move quickly—don't miss it! Come see all that 501 Nottaway Drive has to offer. Don't miss your opportunity—come take a look and fall in love!

501 Nottaway Dr, Nicholasville
$475,000
3 Beds ⋅ 3 Baths ⋅ 26022689 MLS
Welcome to this beautifully crafted new construction home, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan. 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 an additional bedroom , 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
$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
$900,000
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. A new roof in the last 4 years and a new HVAC system 7 months ago equal low maintenance for many years to come. 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.

405 Lone Oak Rd, Wilmore
$220,000
3 Beds ⋅ 1 Baths ⋅ 26019869 MLS
This charming and updated 1950s home offers a great blend of character, comfort, and convenience. Located on a peaceful dead end 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 privacy fenced 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 move in ready home is ideal for anyone who appreciates classic charm, thoughtful updates, and a convenient neighborhood setting.

105 Restk Ct, Nicholasville
$879,000
4 Beds ⋅ 5 Baths ⋅ 26018565 MLS
Welcome to 337 Hawthorne Drive, an exceptional custom-built home nestled in the highly sought-after Hawthorne subdivision. Offering approximately 5,850 square feet of beautifully designed living space, this impressive residence combines timeless elegance, quality craftsmanship, and modern comfort. Set on one of the neighborhood's most desirable lots, this home offers an uncommon sense of privacy with no neighboring home on the left, direct access to a scenic walking path, and a tranquil pond just steps away. The backyard also backs to picturesque farmland, creating a peaceful, country-like setting while remaining just minutes from Lexington. Inside, you'll find room for everyone to live, work, and entertain in style. A breathtaking two-story great room is filled with natural light and highlighted by custom built-ins and a gas fireplace. The spacious kitchen is a chef's dream, featuring granite countertops, stainless steel appliances, a large center island, and an adjoining sunroom that's perfect for morning coffee while taking in the serene surroundings. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and oversized walk-in closet. Upstairs, you'll find three generously sized bedrooms, including one with a private balcony, along with two additional full baths. The finished lower level provides exceptional flexibility with expansive recreation and entertainment spaces, guest accommodations, and an additional full bath. Outdoor living is just as impressive. Enjoy the large rear deck overlooking the private backyard, where mature landscaping, open farmland, and the adjacent walking trail create a setting that's both peaceful and picturesque. Whether you're enjoying an evening stroll around the pond or relaxing at home with no immediate neighbor to the left, this property offers a level of privacy that's rarely available in a neighborhood setting. Additional highlights include a 3-car garage, irrigation system, Generac backup power system, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable home in one of Jessamine County's premier neighborhoods. Schedule your private showing today and experience the exceptional lifestyle that 337 Hawthorne Drive has to offer.

337 Hawthorne Dr, Nicholasville
$850,000
4 Beds ⋅ 4 Baths ⋅ 26016270 MLS
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. Seller is having professional painters paint the interior rooms .

109 Barkley, Nicholasville
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 26001081 MLS
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!

305 Appaloosa Trl, Wilmore
Start Your Search