Jessamine Homes with Interior Entry Basement

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

$938,900

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 offering $20,000 for carpet and paint allowance with an acceptable offer.

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

$875,000

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

$1,495,000

5 Beds ⋅ 6 Baths ⋅ 26000397 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!

202 Appaloosa Trl, Wilmore

$250,000

7 Beds ⋅ 6 Baths ⋅ 26013301 MLS

Calling all restoration enthusiasts, preservationists, and seasoned investors! Opportunities like this don't come around often. Situated on a generous 0.69-acre lot in the heart of Wilmore, this historic Colonial-style home is waiting for the right buyer to bring it back to life. This is not a cosmetic fixer-upper. The property requires extensive renovation and is best suited for those with the vision, resources, and expertise to undertake a significant restoration project. For the right person, however, the result could be extraordinary. Inside, you'll find over 6 bedrooms, 3 full bathrooms, 1 half bathroom, and an additional vanity room, along with a massive living room, spacious eat-in kitchen, abundant storage, original wood trim, historic architectural details, and multiple bedrooms featuring ensuite baths. A screened-in porch offers additional space to enjoy the property's peaceful setting. Adding to the property's appeal is a separate 1-bedroom, 1-bath dwelling located on the lot, providing additional possibilities for future use. Conveniently located near downtown Wilmore, Asbury University, and Asbury Theological Seminary, with easy access to Nicholasville and approximately 15 minutes from Lexington, this property combines small-town charm with accessibility. Whether your vision is restoring a grand historic residence, creating a multi-generational living arrangement, or undertaking a one-of-a-kind investment project, this property offers a rare opportunity to preserve a piece of Wilmore's history. Property is being sold as-is. Please allow 7 days to be listed before reviewing offers.

521 N Lexington Ave, Wilmore

$2,900,000

3 Beds ⋅ 5 Baths ⋅ 26013315 MLS

Welcome to 1368 Keene South Elkhorn Road, a rare opportunity to own a truly turn key 20 acre horse farm! Conveniently located near Versailles and Lexington, it has been home to multiple stakes winners and Arkansas and Kentucky Derby contenders! Located at the end of a quiet country lane, you'll appreciate the curb appeal of the home from the second you drive up. Step on to the wrap around porch and enter in to the airy two story foyer. To your left, you'll find the poplar paneled study with built-ins and fireplace. To your right, the spacious formal living room opens to the formal dining room. The kitchen boasts reclaimed hardwood floors from Hamburg Place, two refrigerators, walk in pantry, two sinks, breakfast nook, massive center island with cooktop and an Aga stove. A lovely screened porch, half bath and laundry room are off the kitchen. The first floor primary suite is generously sized and offers an en-suite bath and walk-in closet. Upstairs, you will find two large bedrooms, each with en-suite bathrooms and walk-in closets. The lower level features a bar area, theater room, sauna, guest quarters, spa like bathroom, home gym, office and plenty of storage space. The two car detached garage is at the rear of the home and has a staircase leading to storage above. There is also a 16x16 heated and cooled dog kennel building behind the garage. The 12 stall Amish built metal barn with 40x40 arena offers a tack room, tankless water heater, 2 wash/grooming stalls, hay loft and covered concrete pad for equipment storage. Other outdoor features include 7 paddocks, new 4 board fencing, recently paved driveway, Varnan waterers, and a small vineyard with multiple fruit trees including apple, pear, pawpaw, peaches, figs, apricots and plums. You'll love the location, just minutes from grocery stores, restaurants and Keeneland, and close to prestigious farms like Darley, Shadwell and Mill Ridge.

1368 Keene South Elkhorn Rd, Nicholasville

$995,000

4 Beds ⋅ 4 Baths ⋅ 26014307 MLS

Welcome to a stunning Jimmy Nash-built home set on a full acre in one of Central Kentucky's most picturesque neighborhoods. Rolling hills, sweeping horse farm views, and breathtaking sunsets create a storybook backdrop, while the community itself offers a stocked fishing pond, elegant consistency, and unmatched craftsmanship. Just 7 miles from Southland Christian Church and minutes from Keene and Champions Golf Courses, this location offers the perfect blend of convenience and country charm. Inside, the two-story entry opens to hardwood floors and an inviting layout designed for both everyday living and elegant entertaining. The vaulted hearth room with fireplace, airy breakfast area, and white kitchen with quartz countertops, propane gas cooktop, and bar seating provide a warm heart to the home. A spacious dining room, two-story family room with fireplace and cathedral ceiling with painted wood beams, powder room, and first-level laundry make daily life effortless. The first-floor primary suite offers true comfort with an ensuite bath for privacy and ease. Upstairs, three generously sized bedrooms each feature walk-in closets and share a large bathroom with dual vanities. A central vac, "Vacuflo" system adds to the home's thoughtful conveniences. The finished lower level is designed for fun and flexibility, offering a large entertainment area, a full bath, and plumbing for a minibar with ice maker, sink, and fridge. Custom built-in twin beds create cozy guest space, perfect for kids, grandkids, or quiet reading nooks. Three additional unfinished rooms provide abundant storage or room to expand. Outdoors, enjoy a covered front porch, side-entry garage, and a back patio ideal for evenings around the fire pit or shooting hoops at the basketball goal. Whether you're entertaining, stargazing under the clear Kentucky sky, or simply enjoying peaceful evenings at home, this property delivers the lifestyle you've been dreaming of. Although the address is Versailles, but this home is listed in the Jessamine County PVA and students go to school in Jessamine Count- Wilmore Elementary, and West Middle and High Schools. A 250 buried propane tank is used to fuel the gas stove, fireplace logs and water heater.

109 Mahin Trl, Versailles

$345,000

3 Beds ⋅ 3 Baths ⋅ 26011720 MLS

4.99% Interest Rate!! That's right a lower payment could be closer than you think! Qualified buyers can take advantage of a seller-paid 2-1 buydown with an introductory interest rate as low as 4.99%! A great rate, space, updates, and a hard-to-find in-town lot come together at this Nicholasville property. Situated on an oversized lot near downtown Nicholasville, this home offers the blend of character, functionality, and convenience that many buyers are searching for. Inside, you'll find over 2,500 square feet with 3 bedrooms, 2.5 bathrooms, multiple living spaces, and numerous recent improvements throughout. Recent updates include brand new carpet, renovated bathrooms, and beautiful wood flooring, creating a move-in ready feel while still maintaining the warmth and charm of an established home. The spacious layout provides flexibility for everyday living, entertaining, working from home, or simply spreading out with more room than many newer homes offer. Outside, the large yard provides space to enjoy outdoor living, gardening, pets, play, or future possibilities rarely found this close to town. Conveniently located near downtown Nicholasville shopping, dining, schools, and daily amenities, this property offers the opportunity to enjoy both space and accessibility in one unique setting.

208 W Brown St, Nicholasville

$1,680,000

4 Beds ⋅ 5 Baths ⋅ 26004981 MLS

Welcome to a home that redefines modern living. With its open-concept design, high ceilings, and abundant natural light, this property creates an inviting atmosphere that's both stylish and functional. The chef's kitchen is equipped with premium appliances, custom cabinetry, a huge walk in pantry and an oversized island perfect for gatherings. Retreat to the luxurious owner's suite featuring a spa-inspired bath and walk-in closet. The first floor laundry has loads of storage, including a sink, for multiple uses. Outdoor living is just as appealing with a private covered porch and patio ideal for entertaining or quiet evenings. The wood paneled study is ideal for working from home, followed by a work out in the lower level gym before relaxing in the sauna. Designed for comfort and convenience, this home blends elegance with everyday practicality, offering a lifestyle you'll love coming home to. Stirling Estates is located only minutes from Firebrook/Harrodsburg Road and perfect for hobby farm enthusiasts. Bring your horses or just revel in the beautiful Bluegrass sunsets.

100 Stirling Ln, Versailles

$1,495,000

5 Beds ⋅ 5 Baths ⋅ 26001098 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!

401 Appaloosa Trl, Wilmore

Jessamine Homes with Interior Entry Basement

Newest Jessamine Homes with Interior Entry Basement