Jessamine Homes with Interior Entry Basement

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

$1,385,000

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

$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

$229,900

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

$919,800

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

$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

$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

$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

Jessamine Homes with Interior Entry Basement

Newest Jessamine Homes with Interior Entry Basement