Refine Search
Sort by
105 Orange Blossom Dr, Nicholasville
$359,900
3 Beds ⋅ 3 Baths ⋅ 26029898 MLS
Welcome to 105 Orange Blossom Drive, a spacious and flexible ranch-style home in Nicholasville's Orchard neighborhood offering thoughtful updates, multiple living areas, and room to spread out. The main level features approximately 1,737 square feet of above-grade living space with a welcoming front foyer, an office/flex room, an updated kitchen with added cabinetry, appliances, and quartz countertops, plus an open dining area and additional flex space. Down the hall, you will find two bedrooms, a full bathroom, and a first-floor primary suite with a fully renovated private bath. The lower level adds approximately 1,300 square feet of additional basement/lower-level space and offers even more versatility with a separate rear entry, access from the two-car garage, a second kitchen area, separate laundry, a full bathroom, a large living room, and two bonus rooms currently used as bedrooms. Whether you need guest space, work-from-home areas, hobby rooms, recreation space, or multi-generational flexibility, this layout offers options that are hard to find at this price point. Recent improvements include a new roof, new windows, new gutters, new dual-fuel HVAC, updated kitchen finishes, and a renovated primary bath. Outside, the property offers generous parking, two sheds, and a porch off the dining area for enjoying the backyard. With three full bathrooms, multiple flex spaces, a two-car garage, approximately 1,737 square feet above grade, and approximately 1,300 square feet of additional basement/lower-level space, this home offers a strong combination of space, updates, and functionality in an established Nicholasville location close to local shops, restaurants, schools, and everyday conveniences.

105 Orange Blossom Dr, Nicholasville

104 Appaloosa Trl, Wilmore
$1,475,000
3 Beds ⋅ 5 Baths ⋅ 26029819 MLS
One-of-a-kind, highly desirable modern country custom luxury one-story ranch with a full walkout basement, on magnificent 5 acres in a quiet and peaceful country setting, yet conveniently located minutes to Lexington and Nicholasville, near Harrodsburg Road for an easy, no-traffic commute to work, shopping, and services. Well-thought-out plan design features an abundance of natural light, boasting 10 to 22-foot-tall ceilings, 360-degree picturesque countryside views, a 3-master-suite concept with all bedrooms featuring full bathrooms and large walk-in closets, a large office/library room, custom design, and high-quality finishes, materials, and workmanship throughout. Oversized 3-car garage, 400 Amp electric service, Finnish sauna room with seating for 6, reinforced concrete shelter accessed from the basement, full brick veneer and foam wrap,- long list of upgraded features you must see for yourself! Beautiful new subdivision of Bluegrass Dreams allows outbuildings, horses, and farm animals, etc., see covenants for details. A couple of minutes to the quiet and cozy historic town of Wilmore, home of renowned Asbury College, minutes to the Kentucky River and Shaker Village; 10 minutes to Nicholasville, 15 minutes to Lexington. Do not miss a wonderful opportunity to own this beautiful home!

104 Appaloosa Trl, Wilmore

2109 Chrisman Mill Rd, Nicholasville
$1,495,000
6 Beds ⋅ 6 Baths ⋅ 26028791 MLS
Set on 5 beautiful acres in Jessamine County, this brand-new home, built in 2026, offers the perfect blend of contemporary and traditional design. Experience the privacy and tranquility of country living with convenient access to Lexington and Central Kentucky. This stunning two-story residence pairs a striking brick exterior with over 6,000 finished square feet of thoughtfully designed living space. No detail has been overlooked. From the striking exterior to the meticulously designed interior, this home showcases exceptional craftsmanship, timeless architecture, and sophisticated modern finishes. Beautiful white pine hardwood flooring, elegant arched openings, extensive custom millwork, decorative wainscoting, detailed trim, and designer lighting create an impressive atmosphere throughout. A long driveway leads to a covered front porch and an inviting foyer, where soaring ceilings, elegant chandeliers, and abundant natural light set the tone. There are 10 ft ceilings the 1st and 2nd floor and 9 ft ceiling in the lower level. The main level offers elegant formal spaces featuring custom wainscoting and beautiful architectural woodwork. The living room showcases a gorgeous stacked-stone gas-log fireplace with custom accents. Enjoy a chef's kitchen complete with an oversized island, gas range, double ovens, and an eat-in breakfast area. Don't miss the ceiling-height cabinetry and additional lighting. Coffee and beverage bar with sink off the kitchen with additional storage close by. A convenient butler's pantry with a sink and additional dishwasher. Nearby mudroom drop zone makes everyday living effortless while maintaining an elegant atmosphere. The first-floor primary suite is a true retreat, featuring a spa-inspired bathroom with a freestanding soaking tub, tiled shower, and generous walk-in closet. Ease of access to the deck from the primary bedroom and home office flex space. Both a half bath and laundry on the 1st floor. Upstairs, an exceptionally spacious bonus room accompanies three additional bedrooms and two and a half bathrooms. This oversized recreation room is perfect for a pool table, movie room (with the nearby media closet), or entertaining, with a conveniently located half bath. The finished walk-out lower level features its own kitchen and wet bar with third dishwasher, a large recreation area, two additional bedrooms with egress windows, and a bathroom. This versatile space is ideal for guests, entertaining, a workout room or a potential in-law suite. Outdoors, enjoy a covered patio with beautiful ceiling, deck, front porch, and sweeping rural views. Attached three-car side-entry garage. -Construction Quality, Energy Efficiency & Everyday Comfort- Beyond the impressive architectural details and luxury finishes, this home incorporates a number of construction and mechanical features designed to enhance comfort, functionality, and long-term enjoyment. Additional insulation and air-sealing measures were incorporated into the exterior wall construction, including flash-foam insulation at key framing and sheathing connections to help minimize unwanted airflow and pest intrusion. Sound-dampening insulation was also installed in selected interior walls and floor assemblies, including areas adjoining bedrooms, bathrooms, and shared living spaces. These thoughtful construction details help reduce sound transmission and create a more comfortable indoor environment. A whole-home mechanical ventilation system provides controlled fresh-air exchange, while additional humidity-management equipment supports indoor comfort. The home also features a whole-house hot-water recirculation system designed to reduce the wait for hot water at fixtures throughout the residence. Three large-capacity water heaters serve the property, providing substantial hot-water capacity for a home of this size. Be sure to view the Video Tour, Virtual Floorplan Tour and Home Details sheet.

2109 Chrisman Mill Rd, Nicholasville

526 N 3rd St, Nicholasville
$375,000
5 Beds ⋅ 2 Baths ⋅ 26029162 MLS
Looking for lots of space, multi generation home? This is the ONE! Five bedroom brick ranch on full finished basement. Two kitchens one on main level and second in basement. Spacious floor plan with lots of storage. Main level offers large living room with fireplace, primary bedroom and three other bedrooms. Eat-in kitchen with lots of cabinet, counter top space, breakfast bar and walk in pantry. The basement with B Dry system installed in 2019 features the large family room, 2nd kitchen, bedroom and utility room. The backyard with custom steel post privacy fence and 2 entry gates is perfect for enjoying the outdoor and entertaining family and guest. Easy access to the covered deck from main level and patio from the basement walkout right into the large backyard. This is one you don't want to miss. This fantastic home with 3840 finished square footage had roof replaced 2019, new AC 2023 and is conveniently located close to S 27 Bypass , shopping and dining. Property Sold AS IS Inspection welcome

526 N 3rd St, Nicholasville

104 Deerfield Cir, Nicholasville
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 26028944 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

165 Bernie Trl, Nicholasville
$539,000
5 Beds ⋅ 4 Baths ⋅ 26028651 MLS
Space, flexibility, and room to grow -- this 5-bedroom home at 165 Bernie Trail checks every box! Featuring a rare basement en-suite bedroom perfect for guests, multi-generational living, or a private retreat, this home offers the layout today's buyers are searching for. Step outside to enjoy the covered deck, ideal for relaxing evenings, morning coffee, or entertaining rain or shine. A versatile bonus room adds even more flexibility and could easily serve as a playroom, home office, workout space, media room, or hobby area. The finished basement also includes a large utility garage with endless possibilities for storage, hobbies, lawn equipment, or a workshop setup. With generous living space and functional extras throughout, this is the kind of home that truly fits real life.

165 Bernie Trl, Nicholasville

420 Krauss Dr, Nicholasville
$469,000
3 Beds ⋅ 3 Baths ⋅ 26028639 MLS
Stop scrolling you found the one!! Welcome to this beautifully crafted new construction home, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan on a finished walk out basement. 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 TWO additional bedrooms , 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

490 James Ln, Versailles
$1,199,000
6 Beds ⋅ 4 Baths ⋅ 26028622 MLS
Welcome to 490 James Lane, where space, privacy, and an incredible recreational lifestyle come together on 6.73 beautiful Kentucky acres. Built in 2019, this impressive 6-bedroom, 4-bath ranch offers the ease of first-floor living along with a full walkout basement designed for gathering, entertaining, and everyday life. Inside, hardwood floors, a spacious first-floor primary suite, and a beautifully appointed kitchen with chef-grade appliances create a home that feels both elevated and comfortable. With six bedrooms and four full baths, there is plenty of room for family, guests, a home office, fitness space, and more. Step outside and the property truly sets itself apart. Spend summer days around your private pool, then head to the recreational barn featuring a half basketball court and batting cages--an incredible setup for entertaining or year-round recreation. Situated on 6.73 acres and surrounded by picturesque Kentucky farmland, the property offers a sense of privacy and openness that is increasingly hard to find. And at the end of the day, settle in to watch gorgeous sunsets stretch across the surrounding countryside. 490 James Lane is more than a home--it's a place to gather, play, entertain, and enjoy the best of Kentucky living.

490 James Ln, Versailles

419 Nottaway Dr, Nicholasville
$250,000
4 Beds ⋅ 2 Baths ⋅ 26027564 MLS
Interest rates come and go but quality built, affordable homes in great, established neighborhoods are like Bigfoot sightings, alien encounters and the Bengals winning the Super Bowl. You believe, you just haven't seen it yet. Welcome to 419 Nottaway, your "too good to be true" address. You could easily move into this all brick ranch on a basement and make updates over time. You will be surprised at what a little paint can do. With minimal work you can pull up carpet and expose hardwood floors or update hinges and door knobs. With next year's tax return you can update the kitchen. At this price, the margins are there for an investor to come in and make some slight cosmetic updates, install new windows and rest easy knowing you are improving a home in an established neighborhood that offers a sure return on investment. If you are the homeowner who opts to purchase and renovate over time, you can rest easy knowing that the full basement means you won't outgrow this great home and the metal roof is there for a lifetime. This unicorn is equipped with a living room, dining room and kitchen on the main level along with 3 additional bedrooms and 1 full bath. The basement is currently set up into 2 areas. To the left at the bottom of the stairs is a great workshop area, the laundry area with an abundance of shelving and a full bath. The right side of the basement has a large den with a fireplace. Imagine the Bengals Super Bowl party you could host. There is a bedroom without windows in the basement. Off the bedroom is a bonus room that would make an amazing craft room or home office. There is also a large storage space as well. The large, level backyard is fully fenced and has ample space for your telescope, so you can check in on your extra-terrestrial friends. There is a storage shed with electric that conveys, so there are no worries about where to store your trail cameras and 'Squatching equipment. The back patio is completely covered, allowing you to enjoy cook outs with friends, family gatherings, gardening or quiet nights balancing your budget so you are ready when rates fall. That's something you can ABSOLUTELY believe in, because they WILL fall and YOU will be ready. Ignore all those non believers !! Call today and see this one for yourself !!

419 Nottaway Dr, Nicholasville

112 Pintail Ct, Nicholasville
$1,519,500
5 Beds ⋅ 4 Baths ⋅ 26027920 MLS
Luxury new construction with elevated quality in prestigious Drakes Landing! Sophisticated modern 5 bedroom 3 1/2 bath ranch with a 3-car garage on a full finished basement with a well thought out plan. The living room will capture your attention with the towering ceiling, hardwood flooring, natural light, and a beautiful fireplace with wainscoting and lovely built-ins. This home is adorned with elegant crown molding, 8-foot doors, tiled bathrooms and timeless design throughout. You will enjoy cooking in the spacious chef's kitchen with CAFE appliances, custom cabinetry, quartz countertops and a huge walk-in pantry. The kitchen range is the CAFE Gas Double-Oven Range with convection. Relax in the primary bedroom suite with a tremendous amount of closet space plus a custom tiled bathroom with a rain shower two lovely vanities. The two guest bedrooms on the main level are spacious, and the guest bathroom is furnished with a custom double bowl vanity with a quartz countertop. There is also a beautiful half bath on the main level adjacent to the drop zone area. You may actually enjoy doing laundry in the beautiful laundry room conveniently located adjacent to the primary closet. The finished basement is a great retreat with a wet bar and lots of cabinetry plus a huge recreation/family room. The basement offers 2 flex rooms with custom Murphy doors. For added convenience there are 2 guest bedrooms in the basement with a lovely guest bathroom which has a double bowl vanity. The home has a tremendous amount of storage throughout plus a huge, finished storage room in the basement. Enjoy the outdoors on the covered patio with a cozy fireplace patio and a private fenced in backyard. The yard has professional landscaping with a complete irrigation system. You will have comfort in knowing this home is equipped with a whole home generator. This beauty has adequate space for an inground pool as well. Don't delay schedule your personal tour today.

112 Pintail Ct, Nicholasville

136 Lake Country Rd, Nicholasville
$495,000
3 Beds ⋅ 3 Baths ⋅ 26027903 MLS
Absolute Auction -----POSTPONED! The Auction for this Property has been postponed and a new date will be announced in the future. **During this time Serious Offers made under Auction Terms Will be Considered. Please Visit www.Bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. A Fabulous Opportunity to own this Sprawling Ranch Home Nestled on 5 Beautiful Acres. Enjoy peaceful rural living with the convenience of being just minutes from town. This lovely ranch home with finished basement offers 3 spacious bedrooms, 3 bathrooms, main level laundry room, dining room, dine-in kitchen, a large den with fireplace, formal living room, Large screened in rear deck/porch overlooking fields and trees. The basement offers a generous home office, full bath, family room with fireplace and access to attached double garage with additional laundry. Home Updates Include: New Roof 2023, New HVAC System 2023 & New Gutters & Downspouts 2024. Located behind the home is a very generous, detached garage/workshop and large field with back tree line. Don't Hesitate....Book Your Showing Today!! Chuck McKee - Auctioneer.

136 Lake Country Rd, Nicholasville

200 Burley Ridge Dr, Nicholasville
$565,000
5 Beds ⋅ 4 Baths ⋅ 26027154 MLS
Built in 2018 and set on a corner lot in Burley Ridge, this 5 bed, 3.5 bath home offers 3,213 square feet, a finished basement, and luxury touches throughout. A grand foyer with hardwood floors opens to the formal dining room and a great room with soaring ceilings and a fireplace. The eat-in kitchen features white cabinetry, granite countertops, a breakfast bar island, a large pantry, and a bottle/glass rinser at the sink. All stainless steel appliances stay. A home office nook off the kitchen and a powder room complete the main level. Upstairs, a catwalk overlooks the great room. The primary suite includes a walk-in closet and a spa-style bath with a double vanity, soaking tub, and tiled shower. Three generously sized bedrooms, a full hall bath, and a convenient upstairs laundry room round out the second floor. The basement adds a large recreation room, a fifth bedroom with its own full bath, and a flex room ready for a home gym, hobby space, or media room. Outside, enjoy a deck, a welcoming front porch, and a 2-car attached garage. Central vac throughout.

200 Burley Ridge Dr, Nicholasville

129 Mcpeek Pl, Nicholasville
$454,000
5 Beds ⋅ 3 Baths ⋅ 26026591 MLS
Come check out this custom 5-bedroom, 3-bathroom home! This home features a brick-and-stucco exterior with an open-concept floor plan in a quiet neighborhood. Inside, you'll find white oak flooring and upgraded trim throughout. High-end chandeliers and quality finishes throughout each room. Wooden beams, tray ceilings with lights, accent walls, a built-in bookshelf, and a secret storage room under the stairs stand out. The office features French doors and stunning wooden finishes. The kitchen includes a built-in pantry, a new Bosch refrigerator and stove, quartzite countertops, a marble backsplash, and a custom range hood. The master bath has a Jacuzzi and a waterfall shower, with a hot air option for the ultimate spa experience. All 3 bathrooms have heated tile flooring. The Osburn wood fireplace system with fan is both beautiful and keeps the house warm. The HVAC includes UV light and a whole-house humidifier system that maintains even humidity year-round. The kitchen has drinking-water filtration, plus a whole-house water filtration system that provides clean water for every faucet, shower, and appliance. The central vacuum system is integrated in the house and garage. This home also offers plenty of storage space, large closets, built-in garage shelves, and an overflow pantry. Outside, you will find beautiful landscaping, a garden box, and a fire pit. The custom shed has electricity, AC, and water. This is a truly one-of-a-kind home you won't find anywhere else!

129 Mcpeek Pl, Nicholasville

109 Waxwing Ln, Nicholasville
$625,000
4 Beds ⋅ 4 Baths ⋅ 26025825 MLS
***Seller is offering $10,000 to buy down rate for potential buyers!*** Welcome to 109 Waxwing Lane in Brannon Oaks! This spacious Ball Homes Dogwood floor plan truly has it all--thoughtfully designed spaces, tasteful modern finishes, and room for your family to grow. This well-cared-for home features fresh paint, upgraded carpet, and an inviting open-concept layout. The kitchen is made for both everyday living and entertaining with granite countertops, upgraded cabinetry, a full-wall backsplash, and stainless steel appliances, all flowing seamlessly into the dining and living areas with a fireplace. The first floor also offers a versatile bedroom with an ensuite bathroom, perfect for guests, a home office, playroom, or flex space. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in tiled shower, double vanity, and his-and-hers closets, along with two additional bedrooms and a versatile loft that could be converted into a fifth bedroom. The finished walkout basement is an entertainer's dream, featuring a wall-to-wall theater setup with a projector--perfect for movie nights, game days, or gathering with friends and family. A full bathroom with a tiled shower adds even more functionality to the lower level. Step outside to the covered patio and private, fenced backyard--an ideal space for kids to play, pets to roam, and relaxing or entertaining outdoors. Ideally located with convenient access to everyday essentials, grocery shopping, popular restaurants, The Summit, Brannon Crossing, Nicholasville Road, and the Tates Creek Centre area, this home puts shopping, dining, entertainment, and major roadways just minutes away. With flexible living space across three levels, modern upgrades throughout, a private backyard, and a location that keeps you close to everything, 109 Waxwing Lane is the kind of home that checks all the boxes.

109 Waxwing Ln, Nicholasville

157 Doe Vly, Nicholasville
$1,549,900
4 Beds ⋅ 5 Baths ⋅ 26025813 MLS
Priced below appraised value, this custom home offers an exceptional opportunity to enjoy luxury living without the wait of building. Set at the end of a cul-de-sac on one acre in the Vine Grove neighborhood, this nearly 6,000 square-foot ranch was built in 2022 and offers sweeping countryside views. Step through the double front doors to find wide-plank hardwood floors, custom trim, designer wallpaper and stylish lighting throughout. The home office features dramatic built-ins, while the formal dining room offers plenty of space for hosting. The vaulted great room is centered around a floor-to-ceiling stone fireplace flanked by custom cabinetry, with glass doors opening to the screened porch and framing views of the gently rolling hills. The chef's kitchen features custom cabinetry, leathered marble countertops, an oversized contrasting island, abundant storage, Wolf and Sub-Zero appliances and a walk-in pantry. The spacious primary suite includes a private fireplace and a beautiful ensuite with separate vanities, a freestanding soaking tub and an oversized glass shower. A thoughtfully designed laundry room and drop zone offer extensive cabinetry, generous counter space and direct access to the impressive primary closet. Two additional en-suite bedrooms complete the main level. Downstairs, the newly finished walkout basement offers an expansive recreation area, full wet bar, additional bedroom and full bath, home gym with backyard access, and several flexible rooms for an office, playroom or potential fifth bedroom. The home theater, complete with tiered seating, a projector and large screen, is ready for movie nights and game days. Outside, the screened porch is made for relaxing and entertaining, with a wood-plank ceiling, the home's third fireplace, and plenty of room for dining and lounging while enjoying the peaceful farm views. An adjoining patio, manicured lawn, side-entry three-car garage and EV charger complete the property. Enjoy the privacy of the countryside while remaining just minutes from Lexington, Brannon Crossing, shopping and dining.

157 Doe Vly, Nicholasville

312 W Ridge Dr, Nicholasville
$367,000
5 Beds ⋅ 3 Baths ⋅ 26025623 MLS
Welcome to 312 West Ridge Drive, a spacious 5-bedroom, 3-full-bath home offering comfortable living and an incredible backyard designed for enjoying time at home. The living room features a vaulted ceiling and fireplace, creating a welcoming gathering space, while the finished basement provides additional room for entertaining, relaxing, or accommodating guests. Outside is where this property truly shines. The covered deck is ideal for grilling and enjoying the outdoors, overlooking a backyard with plenty of space to entertain, gather with friends and family, or simply enjoy some room to spread out. With a versatile layout, finished basement, and an outdoor space that is truly exceptional, 312 West Ridge Drive offers the kind of setting that makes it easy to picture yourself staying awhile... Don't wait! This opportunity won't last long.

312 W Ridge Dr, Nicholasville

106 Deerfield Cir, Nicholasville
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 26025259 MLS
Welcome to the good life! This 1.5-story stunner brings 5 bedrooms, 4.5 baths, and a farm view that stops you in your tracks. Watch the sunset from the travertine lanai with a grill, fridge, masonry fireplace, gas lanterns, all four seasons covered! Big Ass fan keeps the air moving. Custom shades keep it comfortable. Walk in and the 18' stone foyer opens straight to a great room with a 12' coffered ceiling. Formal dining sits next to a butler's bar with wine fridge. The kitchen is where this house really shows off. Granite, maple cabinetry, double Wolf ovens, Wolf gas cooktop, microwave drawer, new counter-depth fridge. Coffee bar with a live-edge counter. Instant hot water. Walk-in pantry big enough to actually use. Owners suite is on the main floor with a sitting area, newly renovated bath, done right. Bedrooms are generous. Downstairs, the walkout basement keeps the party going. There's a rec room, private patio, theater room, home gym, bedroom, full bath. Plus lots of unfinished storage. Extra features include an Irrigation system and 15kw generator should the electricity go out. Country peace and quiet ,minutes from Lexington.

106 Deerfield Cir, Nicholasville

202 The Backstretch, Nicholasville
$1,625,000
5 Beds ⋅ 5 Baths ⋅ 26024599 MLS
Live where the golf cart becomes your second car! This exceptional home in highly sought-after Equestrian Estates offers more than 5,000 square feet of finished living space on 1.13 acres, with beautiful views of the surrounding farmland. The open floor plan offers first-floor living, including a spacious primary suite spanning the entire left side of the home with two walk-in closets. Five total bedrooms provide plenty of space, while a flexible main-level room can be used as a home office or formal dining room. The finished walk-out lower level features a large family room, two of the bedrooms, 1.5 baths, and a kitchenette—perfect for guests, entertaining, or multigenerational living. Enjoy outdoor living with four separate covered patios located along the back and side of the home. A front-facing garage, spacious circle drive, and convenient drive-through garage add both curb appeal and functionality. And the location is hard to beat! Take a short golf cart ride to Keene Trace Golf Club, offering an 18-hole golf course, par-3 course, resort-style pool, fitness facilities, and upscale dining and bar options. Luxury, space, convenience, and the golf-cart lifestyle—all in one exceptional Equestrian Estates home. Garage orientation was reversed from last time the house was listed. Seller added a circle drive with front entry. New sod where old side driveway was located is being installed 9/8/2026 and the garage doors are being installed on 9/9/2026. Sellers/Builder are Licensed KY Broker/Realtors.

202 The Backstretch, Nicholasville

216 Doe Run Rd, Nicholasville
$1,949,000
6 Beds ⋅ 5 Baths ⋅ 26022718 MLS
An exceptional offering by acclaimed builder Michael Childers, 216 Doe Run is a stunning 2026 Parade of Homes residence showcasing thoughtful design, exceptional craftsmanship, and sophisticated finishes throughout. Offering an impressive 6,508 square feet with 6 bedrooms and 4.5 baths, this newly completed home pairs timeless architecture with the comfort, scale, and functionality of modern living, and was awarded for exterior design landscaping, and superior lighting. From the moment you enter, beautifully curated interiors, quality materials, and impressive architectural details create a home that feels both refined and inviting. Generous living spaces provide plenty of room for both everyday living and effortless entertaining, while six bedrooms offer exceptional flexibility for family, guests, home offices, or additional living spaces. Carefully selected finishes and thoughtful details throughout give the home a distinctive, custom feel. The expansive open floor plan features a Great Room with vaulted ceilings, fireplace, and a wall of glass doors opening to a large covered porch. There is a columned Dining Room with a tray ceiling and beautiful hardwood floors throughout. The chef's kitchen offers white cabinetry, Thermador appliances, and quartz countertops. The finished walkout basement features a Rec Room with an amazing wet bar, two bedrooms, and a full bath. Backing to a large treed green space and on a one-acre lot, the side entry 3-car garage rounds out this very livable home.

216 Doe Run Rd, Nicholasville

405 Lone Oak Rd, Wilmore
$850,000
4 Beds ⋅ 4 Baths ⋅ 26021069 MLS
A Private Retreat with Waterfalls, Wooded Trails & 11.57 Acres in Wilmore Discover a rare opportunity to enjoy the beauty and privacy of the Kentucky countryside on 11.57 acres featuring wooded trails, access to creek, and beautiful waterfalls. Tucked away at the end of a dead-end road, this distinctive property offers a peaceful retreat surrounded by nature, with deer and wild turkey frequently spotted nearby. The 4-bedroom, 3.5-bath home offers 3,898 square feet of finished living space, a beautifully remodeled kitchen with granite countertops and updated appliances, and a spacious living and dining area. The finished walk-out basement features a large recreation room and wet bar, creating additional space for entertaining, hobbies, or relaxing. A first-floor primary suite, three-car garage, and expansive covered porches add comfort and convenience. Recent improvements include a newer roof and HVAC system. With room to explore, entertain, and enjoy the outdoors, this property offers a distinctive combination of comfortable living, privacy, and natural beauty. Now offered at $850,000. Schedule your private showing and experience the setting for yourself.

405 Lone Oak Rd, Wilmore

151 Pearl Ln, Nicholasville
$1,699,900
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

520 Cassity Way, Nicholasville
$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

515 Pinoak Dr, Nicholasville
$316,900
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 and granite countertop, 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 stamped stone concrete front porch and 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. Large 2 car detached brick garage and new stamped stone concrete front porch and large concrete driveway. With its generous living space and generous storage, quality updates, and excellent location, this move-in-ready home is one you won't want to miss!

515 Pinoak Dr, Nicholasville

1576 Gayhart Ln, Nicholasville
$780,000
4 Beds ⋅ 4 Baths ⋅ 26014087 MLS
Welcome to this meticulously maintained custom-built ranch nestled on 18 beautiful acres of open and wooded land in Jessamine County. Designed with an inviting split-bedroom floor plan, this home is filled with natural light and offers the perfect blend of comfort and functionality. Gorgeous hardwood flooring flows throughout the main level, where a massive kitchen island connects seamlessly to the dining and living areas, creating an ideal space for entertaining. A stunning stone fireplace anchors the living room, while abundant cabinetry and counter space make the kitchen a dream for everyday living. The spacious primary suite features French doors leading to a luxurious bath with a walk-in shower, double vanity, and a large walk-in closet with direct access to the laundry room. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient half bath off the kitchen. The walk-out basement expands the living space with an additional bedroom, full bath, and endless possibilities for guests, recreation, or a home office. Two separate garages provide ample room for vehicles, equipment, hobbies, and storage. Outside, enjoy the covered back deck overlooking the pool and surrounding countryside. The true highlight of this property is the 18 acres of open and wooded acreage, offering endless opportunities for recreation and relaxation. Whether you enjoy ATV riding, hiking wooded trails, hunting, gardening, or simply taking in the peaceful views, this property delivers the privacy and outdoor lifestyle you've been searching for. Schedule your private showing today and experience everything this incredible property has to offer.

1576 Gayhart Ln, Nicholasville

1368 Keene South Elkhorn Rd, Nicholasville
$2,795,000
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

How much is your home worth?

Get instant property value now!