Jessamine Homes with Finished Basement

Jessamine Homes with Finished Basement

Welcome to Jessamine County, located in the heart of Kentucky, just south of Nicholasville. Known for its picturesque landscapes and vibrant community, Jessamine County offers the perfect blend of small-town charm and modern amenities.

If you're searching for homes with finished basements in Jessamine County, you're in luck! Many properties in this area feature beautifully finished basements that provide additional living space and versatility. Whether you're looking for a cozy family room, a home office, or a guest suite, a finished basement adds value and functionality to your home.

Imagine hosting movie nights with friends and family in your spacious basement entertainment area or creating a home gym where you can stay active year-round. With finished basements becoming increasingly popular among homebuyers, investing in a property with this feature can set your home apart in the real estate market.

In Jessamine County, you'll find a variety of homes with finished basements to suit your preferences and lifestyle. From traditional to modern designs, there's a perfect match for every buyer. Explore the listings in this area to discover the ideal home that combines comfort, style, and functionality with a finished basement that exceeds your expectations.

Newest Jessamine Homes with Finished Basement

$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
$399,900
4 Beds ⋅ 2 Baths ⋅ 26019332 MLS
Located in the highly sought-after Talbott Subdivision, this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, style, and convenience in the heart of Wilmore. Just minutes from Asbury University, local parks, and downtown Wilmore, you'll love the welcoming community and ideal location. Inside, the open-concept living room and kitchen create an inviting space for gathering with family and friends. The updated kitchen features stainless steel appliances, a gas range, and ample cabinet space, while large windows throughout the home flood the interior with natural light. The split-level design provides a functional layout with flexible living space to fit a variety of lifestyles. Outside, the backyard is ready for entertaining or relaxing with an above-ground pool and plenty of room to enjoy the outdoors. Combining thoughtful updates, a desirable floor plan, and an unbeatable location, 516 Talbott Drive is one you won't want to miss.

516 Talbott Dr, Wilmore
$579,900
4 Beds ⋅ 4 Baths ⋅ 26019258 MLS
Tucked away at the end of a quiet cul-de-sac in Nicholasville, 47 Woodbriar Court is the kind of home that feels special from the moment you arrive. Surrounded by mature trees and peaceful views, this property offers a beautiful sense of privacy while still keeping you close to the conveniences of town. The home's charming turret gives it a storybook presence, adding character and architectural interest that makes it stand out in the most memorable way. It creates a feeling of warmth and uniqueness before you ever step through the door. Inside, you'll find spacious, inviting living areas designed for both everyday comfort and meaningful gatherings. The layout offers plenty of room to relax, entertain, and create a home that fits your life beautifully. The finished walkout basement adds even more space and flexibility, perfect for a cozy movie room, guest area, game room, home office, or quiet retreat. Out back, the setting becomes even more special. The deck is ideal for slow mornings with coffee, summer dinners outside, or peaceful evenings overlooking the wooded surroundings. The above-ground pool adds the perfect touch of fun and relaxation, creating a backyard escape where memories can be made all season long. With its wooded lot, private cul-de-sac location, spacious interior, finished walkout basement, deck, pool, and charming turret, 47 Woodbriar Court is more than just a house. It is a place to fall in love with, settle into, and truly call home.

47 Woodbriar Ct, Nicholasville
$600,000
4 Beds ⋅ 4 Baths ⋅ 26018900 MLS
ONLINE ONLY ABSOLUTE AUCTION!!! Online BIDDING ENDS Sunday, August 9, 2026 at 7:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. **Welcome to 1441 Newman Road, a spacious ranch-style home offering more than 4,000 square feet of finished living space in a beautiful setting surrounded by ±6 acres of greenspace. While the property carries a Lexington address, it is located in Jessamine County. The stone-accented home features 4 bedrooms, with the potential for a 5th bedroom, along with 3 full and 1 half baths. The finished, walk-out basement provides flexible living space for entertaining, recreation, guests, or a home office. Enjoy the outdoors from the large covered back porch overlooking the peaceful greenspace and in-ground pool. Additional amenities include an attached 2-car garage and a detached workshop, offering plenty of space for hobbies, storage, or projects. A rare opportunity to enjoy spacious living, versatile amenities, and a private setting in a convenient location**

1441 Newman Rd, Lexington
$455,000
4 Beds ⋅ 3 Baths ⋅ 26018845 MLS
Welcome to Your Dream Home in Keene Crossing! Nestled in one of Nicholasville's most highly sought-after neighborhoods, this stunning 4-bedroom, 2.5-bathroom property offers the perfect combination of expansive living space and unbeatable convenience. Located right off Nicholasville Road, you are just minutes away from local favorites like Copper River Grill, everyday essentials like Lowe's and Walgreens, and Saint Joseph Health Jessamine. Plus, enjoy an effortless commute with downtown Lexington just a short drive away! Step past the beautiful two-story foyer and immediately feel the grandeur of the main floor's extensive square footage. A formal sitting room greets you at the entrance, flowing seamlessly into a formal dining room—perfect for hosting holiday dinners. The heart of the home features a bright eat-in kitchen that overlooks an expansive great room boasting high ceilings and a cozy fireplace. Transition effortlessly to outdoor living through the great room's access to a brand-new back deck, ideal for summer barbecues and relaxing evenings. Upstairs, you will find four generously sized, freshly painted bedrooms providing ample closet space and a peaceful retreat for everyone in the family. The crown jewel of this property is the massive, fully finished walk-out basement. Offering an abundance of flexible square footage, it features two extra rooms perfect for storage closets, hobby spaces, or a home office. The expansive main recreation area is a blank canvas ready to be reimagined into your ultimate man-cave, a secondary living room, or the perfect game-day gathering hub to watch sports with family and friends. With quiet streets, a friendly community vibe, and a highly functional layout, 504 Thames Circle is ready for you to move right in. Schedule your private tour today!

504 Thames Cir, Nicholasville
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 26018823 MLS
Nestled among mature trees in the prestigious Barkley Woods community, this one-owner custom-built ranch offers a rare combination of exceptional craftsmanship, timeless design, and an unforgettable natural setting. Backing to a mature tree-lined backdrop and surrounded by a fully fenced backyard, the property offers a level of privacy and tranquility rarely found in today's market. Encompassing 5,228 finished square feet and nearly 6,900 square feet under roof, the thoughtfully designed floor plan is filled with natural light and refined architectural details. Soaring 11-foot ceilings, elegant 8-foot interior doors throughout the main level, rich hardwood flooring, extensive custom millwork, and expansive windows create warm, inviting spaces that seamlessly connect to the picturesque landscape beyond. Designed for effortless entertaining and everyday living, the chef's kitchen is the heart of the home. An oversized quartz island anchors the space, complemented by custom cabinetry, a generous walk-in pantry, and an adjoining butler's pantry with wet bar. Expansive sliding glass doors open to the covered outdoor living area, where peaceful views of the mature trees create the perfect backdrop for morning coffee, family gatherings, or quiet evenings at home. Built by its original owners with an uncompromising commitment to quality, the home features 2x6 exterior wall construction, a four-zone HVAC system for exceptional comfort and efficiency, and an impressive 1,100-square-foot garage with an oversized door that easily accommodates a boat, oversized vehicles, or even a recreational vehicle. Every space has been thoughtfully designed to balance elegance with everyday livability, but it is the setting that truly distinguishes this home. Whether entertaining guests or simply enjoying the peaceful surroundings from your own backyard, this is a property that offers a lifestyle as remarkable as its craftsmanship.

202 Deerfield Cir, 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
$990,000
5 Beds ⋅ 5 Baths ⋅ 26017108 MLS
Situated on 5.25 private acres in the highly sought-after Stirling Estates, this custom-built estate offers the perfect balance of luxury, privacy, and everyday comfort. Featuring 5 bedrooms, 4.5 bathrooms, and over three finished levels, this home provides exceptional space for entertaining, multi-generational living, or simply enjoying peaceful country living just minutes from Versailles and Lexington. The thoughtfully designed floor plan includes a spacious first-floor primary suite, a beautifully appointed kitchen with abundant cabinetry, built-in bookcases, formal and casual living spaces, three additional bedrooms, and two and a half full baths. Upstairs you'll find a dedicated recreation room, with a full bath, while the expansive walkout lower level offers two large living areas, a bedroom, full bath, bonus room, and endless possibilities for guests, a home gym, theater, or office. Step outside to your own private retreat. Spend summer days relaxing by the 30,000-gallon in-ground pool, entertain on the oversized patio and deck, or explore the wooded acreage complete with room for endless outdoor adventures. A gated entrance, 3-car garage, and new roof (2024) complete this exceptional property. Luxury homes offering this combination of acreage, privacy, custom craftsmanship, and resort-style amenities are a rare find. Experience the best of Kentucky living at 106 Stirling Lane.

106 Stirling Ln, Versailles
$340,000
4 Beds ⋅ 4 Baths ⋅ 26017835 MLS
Fantastic property for you and your growing family! This four-bedroom, four-full-bathroom split-foyer home is sure to meet all your needs. Upon entering, you proceed a few steps up to the left open floor plan, which includes the living room, dining area, and kitchen. The spacious living room is complemented by an oversized backyard with a privacy fence. The first-floor features three bedrooms, primarily bedroom with its own full bathroom, and two other bedrooms shared a common bathroom on the hallway. Additionally, there is a finished bedroom with a full bathroom, two full car garages, and ample storage space in the basement. The incredible basement area offers additional space, while the two-car attached garage provides convenient parking. This home offers a comprehensive range of amenities, Current owners remodeled all four bathrooms, removed the wall between the kitchen and dining area, installed new cabinets in the kitchen, added built ins in closet, entrance, and added basement bedroom, installed a tankless water heater in 2025, replaced the roof in 2023, updated the flooring throughout, installed new spindles and railing around the stairs, installed a newer concrete driveway, tiled the front porch and steps, and installed a large composite material deck at the back.

144 Shannon Pkwy, Nicholasville
$430,000
3 Beds ⋅ 2 Baths ⋅ 26018471 MLS
One look and you'll see why this charming ranch with a walk-out basement in Wilmore's desirable Talbott Subdivision checks all the boxes. Tucked away on a quiet dead-end cul-de-sac just minutes from Asbury Seminary and Asbury University, this home offers the perfect blend of comfort, convenience, and curb appeal. From the inviting covered front porch to the mature landscaping, spacious fenced backyard, and brand-new wood deck, the outdoor spaces are made for relaxing and entertaining. Storage is abundant with a walk-in floored attic and additional basement storage. Inside, the open great room features soaring vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace that creates a warm, welcoming atmosphere. The walk-out basement expands your living space with a large family room, beautifully remodeled full bathroom, mudroom, and a versatile bonus room that's perfect for a home office, guest space, workout room, or quiet retreat. Commuters will appreciate being just 15 minutes from the Man o' War and Harrodsburg Road intersection, with most of the drive taking you along the scenic beauty of Harrodsburg Road. Enjoy peaceful small-town living without sacrificing easy access to Lexington's shopping, dining, and amenities.

103 Hager Ct, Wilmore
$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
$334,900
4 Beds ⋅ 2 Baths ⋅ 26017351 MLS
Welcome home to this beautifully maintained 4-bedroom, 2-full-bath residence that combines modern updates with spacious living. The heart of the home features custom cabinetry, offering both style and functionality for everyday living. Enjoy peace of mind with numerous recent improvements, including a roof that's only 2 years old, replacement windows installed in 2020, brand-new gutters (2025), and a new concrete driveway (2025). The fully finished basement provides abundant additional living space, perfect for a family room, home office, recreation area, or guest accommodations. Outside, you'll find a large, fully fenced backyard with a chain-link fence—ideal for children, pets, gardening, or entertaining. Located in a quiet, established neighborhood, this home offers the perfect balance of tranquility and convenience, with restaurants, shopping, and everyday amenities just minutes away. With its generous living space, quality updates, and excellent location, this move-in-ready home is one you won't want to miss!

515 Pinoak Dr, Nicholasville
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