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$899,900
4 Beds ⋅ 4 Baths ⋅ 26020202 MLS
Classic Colonial living on five scenic acres overlooking High Point Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge, refinished cabinetry, new appliances, and custom built-in seating. The family room, with vaulted ceilings, dining room, office, powder room, and laundry room with drop zone complete the main living area. Upstairs, the completely reimagined primary suite features a spa-inspired bath with custom vanities, quartz countertops, a freestanding soaking tub, oversized tiled shower with dual shower heads, and designer finishes throughout. Two other bedrooms, with custom built-ins and generous closets, share an updated Jack and Jill bathroom. The finished walkout basement offers exceptional versatility with a fourth bedroom, updated full bath, and generous living and entertaining space. Step outside to enjoy all seasons on the expansive new deck featuring a screened porch with metal roof, infrared heater, and panoramic golf course views. Major improvements also include a new roof and gutters (2023), HVAC (2024), garage doors, front entry doors, whole-home water filtration and softening system, fresh landscaping, and expanded driveway. Golf enthusiasts will appreciate being a short walk or golf cart ride away from the clubhouse of Thoroughbred Golf Club, featuring brand new Trackman Simulator rooms and a full service restaurant, The Barn. Offering the best of both worlds - peaceful country living with Lexington just minutes away - this truly move-in-ready home is a rare opportunity!

1020 High Point Dr, 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
$1,995,500
5 Beds ⋅ 6 Baths ⋅ 26020008 MLS
Discover exceptional craftsmanship in this newest estate by Mike Kerwin Homes, beautifully situated on a one-acre in the rolling hills of Vine Grove, surrounded by more than 200 acres of pristine green space. Thoughtfully designed and masterfully built, this exceptional new plan brings together the most sought-after features from Mike Kerwin's latest custom homes—blending timeless quality with inspired, modern living. Inside, the open-concept floor plan is perfect for entertaining with a chef's kitchen, accented in quartz and Kitchen Concept cabinetry, flowing seamlessly into the great room and complemented by a fully equipped scullery pantry—perfect for housing everything from your pasta maker to sous vide machine. Dining is next level with the dedicated bourbon wet bar, complete with a stunning quartz backsplash with glass shelving designed for memorable evenings with friends. Peak into the powder room to see the hand painted walls that will impress. The luxurious primary suite offers a serene retreat, while a private second-story in-law suite ensures comfort for extended family. The finished walkout basement expands your living space with a wet bar, recreation room, and an additional bedroom and bath—ideal for guests or a nanny suite. Outdoor living is just as impressive. The covered back porch, featuring a masonry fireplace and cathedral bead board ceiling, opens to an adjacent patio overlooking breathtaking views of rolling green space and farmland—an idyllic backdrop for year-round enjoyment. For outdoor enthusiasts and hobbyists alike, the oversized three-car garage includes an auxiliary door for easy access, plus a thoughtfully designed drop zone just inside to keep daily life organized. This is more than a home—it's a statement of craftsmanship, comfort, and Kentucky beauty. You won't be surprised this is a First Prize winner in the Grand Tour of Homes.

128 Doe Vly, Nicholasville
$935,000
4 Beds ⋅ 3 Baths ⋅ 26020005 MLS
Welcome to the lifestyle you have been dreaming of! Nestled in the desirable Clays Crossing community, this beautiful ranch on almost 3/4 of an acre and a full basement offers over 4,000 sq. ft. of living space. With 3 bedrooms and 2 bathrooms on the main level, and one bedroom with egress and a bathroom in the basement, there is room for everyone to have their own space and walk in closet. The open concept layout is perfect for both everyday living and entertaining, featuring a chef inspired kitchen with a large walk-in pantry and elegant finishes throughout. The majority of the basement is finished with a theater room and wet bar, along with a large gym and luxury sauna. Whether you are hosting game nights, accommodating guests, or want a private space to work out and relax, this basement will provide those unforgeable memories. Located just minutes from Brannon Crossing, South Lexington, shopping, dining, and top amenities, this home delivers the ideal combination of luxury, location, and lifestyle. Don't miss your chance to call 610 Old Coach Rd home!

610 Old Coach Rd, Nicholasville
$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
$895,000
3 Beds ⋅ 2 Baths ⋅ 26019682 MLS
Experience refined country living on approximately 5 picturesque acres in one of Jessamine County's most desirable areas. Surrounded by beautiful farms and rolling countryside, this stately Bedford stone residence offers 3 bedrooms, 2 bathrooms, a sun-filled sunroom, and an unfinished basement providing exceptional potential for future living space, a wine cellar, home gym, or additional storage. Equestrian and agricultural amenities include two fenced pastures, an impressive barn with stalls, multiple storage buildings, and a detached garage perfectly suited for horses, livestock, equipment, or a private hobby farm. Public water is available in the area; however, the property currently enjoys crystal-clear water from a 68-foot well. Ideally located near Champion Trace Golf Club and just minutes from Lexington, Versailles, and Nicholasville, this exceptional property offers the rare opportunity to enjoy peaceful, private country living without sacrificing convenience. Create your own elegant equestrian retreat, luxury mini farm, or timeless Kentucky estate. Bedford stone homes are classic homes built with (or faced in) Indiana limestone, commonly called Bedford stone because it comes from the quarries around Bedford, Indiana. This durable limestone became extremely popular throughout Kentucky and the Midwest from the 1940s through the 1970s. They are known for: * Thick limestone exterior that is exceptionally durable and can last for generations. * Excellent curb appeal with a timeless, stately appearance. * Superior fire resistance and low exterior maintenance. * Ranch-style, split-level, and traditional two-story designs are the most common.

1730 Woods Rd, Nicholasville
$775,000
3 Beds ⋅ 3 Baths ⋅ 26019313 MLS
Rare opportunity to own a meticulously crafted property spanning 5 acres of lush, private land. This residence features a thoughtfully designed 3-bedroom, 3-full-bathroom layout that maximizes natural light and provides a sophisticated retreat from the everyday. The exterior features are equally impressive, anchored by a high-quality 2-stall barn complete with two designated tack rooms, ideal for equestrian pursuits or flexible storage needs. This turn-key property represents the perfect combination of residential comfort and functional outdoor space, ready to welcome its next owner.

1208 Clear Creek Rd, 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
$1,580,000
4 Beds ⋅ 6 Baths ⋅ 26008312 MLS
Location - Crazy convenient to ALL the things: Shopping, Dining, Movie Theaters, Medical & Dental, Recreation & more. Privacy Galore - the privacy & peacefulness is truly amazing. The treelined road of enchantment will deliver you to a magical place known as Tuscany Valle & yet only 5 minutes away from all of the above. Meticulous - the property has been unbelievably maintained...inside & out. An Entertainer's dream - this house was meant for hosting family & friends during all four seasons. The heated salt water pool with automatic cover, outside shower, decking & large covered rear & front porches will have you cool while having fun in the sun. The finish basement will allow you to host THE BEST holiday gatherings for making memories for years to come. First floor primary suite with sitting room. Oversized 3 Car Garage. Spacious guest rooms & ample baths. You won't be disappointed.

204 Porta Verde, 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
$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
$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
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 26006255 MLS
A beautifully crafted custom home designed for effortless luxury living. Light-filled open spaces, a stunning kitchen, and covered outdoor living create an ideal setting for entertaining, while the private primary suite offers a peaceful retreat. A full basement provides exceptional potential for future living space.

112 Doe Valley Rd, Nicholasville
$1,549,900
4 Beds ⋅ 5 Baths ⋅ 26005530 MLS
Motivated sellers have already secured and closed on their next home, presenting an exceptional opportunity for buyers seeking a like-new luxury property today! Privacy, panoramic countryside views, and exceptional design define this 5800 square foot custom-built ranch on one acre in Vine Grove, ideally situated across from Talon Winery. Completed in 2023, the thoughtfully designed living space provides opportunity for both everyday comfort and entertaining, featuring a chef's kitchen with Wolf and Sub-Zero appliances, spacious open-concept living, a formal dining room, and a private primary suite with a fireplace, custom walk-in closet, and direct access to the laundry room. Two additional en-suite bedrooms on the main level provide comfort and flexibility for family or guests alike. The recently finished walkout basement includes a theater room, full bar, additional bedroom and bath, and flexible spaces for a gym, another bedroom, or recreation. Enjoy sweeping rural views from the expansive screened porch, while the three-car garage with EV charger adds modern convenience.

157 Doe Vly, Nicholasville
$1,590,000
3 Beds ⋅ 4 Baths ⋅ 26007469 MLS
New construction by Steven Poor Custom Homes in beautiful and convenient Vine Grove! Fantastic ranch design featuring 10' and 12' ceilings, split bedroom design with over 3500 sf finished, full unfinished basement, 3 car garage and great outdoor living area. As of July 6, the home is under roof. Call LA with any questions.

229 Doe Run 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
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 26014150 MLS
Tucked among the trees in sought-after Barkley Woods, this exceptional 1.5 story home on an acre blends luxury, comfort, and thoughtful design throughout. A soaring two-story foyer welcomes you, where stunning bamboo hardwood floors lead to an open-concept living space overlooking the private wooded backyard. The chef's kitchen features custom glazed cabinetry, bar top for 2, premium Electrolux Icon appliances, including a 66-inch refrigerator/freezer, gas cook top, range hood, and built in combo convection microwave/oven. Vaulted ceilings and shaker wall paneling complete the dining room. The first-floor primary suite offers private access to the covered deck and a spa-inspired bath with dual granite vanities, an oversized marble shower with dual shower head system with the best water pressure ever and toilet closet. A rare first-floor guest suite with a full bath adds flexibility for family and visitors. Additional bonus 1/2 bath. Upstairs, you'll find 3 bedrooms (2 with vaulted ceilings) a bonus room/possible 6th bedroom, office space, large walk in attic, and a Juliet balcony overlooking the great room. The beautifully remodeled walk-out basement is an entertainer's dream. Featuring a stoned, gas fireplace with wood mantle sourced from a KY barn from the 1800s, home theater area, full bath, and area to add a bar/kitchenette. A hidden bourbon-style room behind custom Murphy doors with rustic, barn wood shelving system is sure to excite. The large patio includes a stone retention wall, wood burning fireplace with the same beam mantle, and LED string lights. The bird watching is phenomenal!! Extra bonuses: pantry, aux garage, 2 car garage, double front door, large, covered front porch, foam insulation throughout, Arlo security cameras, roof and gutters 2023, laundry room, coat closet, custom switch plates, meticulously maintained, and on a cul-de-sac in a mature neighborhood complete with a walking trail and green space.

104 Deerfield Cir, Nicholasville