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$399,900
4 Beds ⋅ 3 Baths ⋅ 26024961 MLS
This is the kind of property that feels like home the moment you arrive! Full of character and warmth, this wonderful one-level home on a walkout basement offers three spacious bedrooms and two full baths on the main level, along with two finished bedrooms/rooms (no window in one) & full bath in the partially finished basement. The heart of the home is a large eat-in kitchen you won't find anywhere else. Warm, welcoming and wonderfully unique, it features a cozy fireplace with attractive built-in pantry cabinets on either side, kitchen has beautifully updated cabinetry, pantry cabinets and granite counters, a five-burner gas range, double oven, updated single bowl sink, plus a second prep sink in the island. Outside you'll discover nearly .40 acres of space backing to green space, lots of privacy and beautiful established landscaping. This property is filled with mature trees and colorful perennials, including a magnificent blooming magnolia, a saw tooth oak and a gorgeous catalpa tree. There's room to play, swings for the kids & porch swings for the adults, a spacious deck off the main level, and an above-ground swimming pool surrounded by a built-in deck along with a recently installed privacy fence. Parking and storage are exceptional, with a two-car carport, drive-around driveway, two-car garage - room for your boat or camper plus abundant storage throughout the home. Improvements in recent years include the roof (2022), HVAC (2025), gutters, siding, soffits (2026), most windows and fresh interior paint, updated kitchen and baths. Two laundry options with a laundry room in the basement and a stackable laundry closet in the primary bath (laundry closet is also plumbed for shower). Character, space, privacy, beautiful grounds and thoughtful updates all come together in a property with so much to offer. Don't miss this one!

202 Natchez Trce, Nicholasville
$579,000
3 Beds ⋅ 3 Baths ⋅ 26024929 MLS
PRICED $20,000+ UNDER APPRAISAL! This exceptional 5-acre property offers space, versatility, and convenience just minutes from town. This nearly 2,000 square foot ranch home features 3 bedrooms and 3 full baths with a spacious living room and large dining room perfect for hosting family and friends. Need more space? The partial basement is ready for your finishing touches and could easily become a 4th bedroom, recreation room, or additional living area. Outside you will find a versatile barn just steps from the home, complete with stalls and two additional garages added to the original structure — ideal for horses, a workshop, or all your hobbies and equipment. Both the barn and field are equipped with underground irrigation and the barn has its own electrical service. With acreage, outbuildings, and endless possibilities, this one-of-a-kind property has everything you've been looking for and more!

1115 Jessamine Station Rd, Nicholasville
$2,099,000
4 Beds ⋅ 5 Baths ⋅ 26024892 MLS
A perfect example of a 'French Ranch' as noted in A Field Guide to American Houses on two private acres in the south part of Lexington. Completely fenced with an impressive entrance gate, this mini estate sits on almost 2 acres in the desirable community of Equestrian Estates. Lush, private landscaping gives a parklike view through every window! With over 5900 square feet of reimagined space total experience 3600 square feet on the main level that opens to views of the pool and flora beyond! The unique design and layout has a Palm Springs vibe 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 takes advantage of the stunning views outside. Shaker style white cabinetry with Jennair micro/convection double oven (2026), dishwasher, and gas cooktop plus a Thermador refrigerator makes being in the kitchen a pleasure. 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
$697,000
5 Beds ⋅ 4 Baths ⋅ 26024342 MLS
Incredible opportunity to own this expertly designed and custom-built 5-bedroom, 3.5-bath Ranch home, beautifully situated on 5.12 picturesque acres with breathtaking views and a perfectly positioned pond (Windmill is aerator for the pond)—all conveniently located just minutes from downtown Nicholasville. The exceptional open-concept floor plan is ideal for both everyday living and entertaining, featuring 3/4 inch solid oak flooring (on main level), Hardie board and batten exterior, impressive volume ceilings and an abundance of natural light. The Chef's Kitchen offers stainless steel appliances, a large center island and beautiful quartzite countertops. The first-floor primary suite features an impressive bath and spacious walk-in closet, while a private home office and inviting sunroom provide additional flexibility. Enjoy the warmth and character of two fireplaces, along with a covered front porch and expansive partially covered rear deck overlooking the scenic property. The partially finished walkout lower level features 9-foot ceilings, additional living space, ample storage and a safe room. A detached custom 2-car carport (36 X 24) with storage area (12 X 24) and a large driveway complete this exceptional property. Don't miss the opportunity to experience the privacy, quality and peaceful setting this fabulous home has to offer.

3072 Sugar Creek Pike, 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
$1,488,000
4 Beds ⋅ 4 Baths ⋅ 26023720 MLS
The Willett of Kensington is an Award Winning Grand Tour of Homes property built by Mitch Canup Homes is now available for purchase. This stunning custom ranch seamlessly blends luxury, functionality, and resort-style living. From its beautifully curated interior finishes to the breathtaking backyard retreat, every detail has been thoughtfully designed to impress. Step outside and enjoy your own private oasis featuring a heated, saltwater pool with a splash pad/ tanning ledge and an automatic cover--perfect for effortless relaxation and entertaining with safety and security in mind. The oversized, vaulted 3-car garage offers incredible versatility, currently serving as an exceptional flex space complete with a wall-mounted basketball goal for year-round fun. With its extra ceiling height, the garage is also lift-ready, making it ideal for car enthusiasts. A rear glass garage door creates a seamless connection to the pool area, transforming the space into a unique indoor-outdoor entertainment hub with endless possibilities. The floor plan is nearly flawless! The Willett has great flow and no wasted space. The efficiency of this open concept split bedroom ranch is practical and impressive. The level of finish and craftsmanship is obvious! Appliances, Flooring, Lighting, Cabinetry and Countertops are all on point. The current owners not only finished the basement beautifully but they mirrored the main floor by using. the same high end finishes to create a space that is equally attractive and inviting. Please take a moment to watch the video that really does show off this amazing property. No fancy gimmicks or explosions needed to show off this show stopper. However, you really must see the home in person to truly appreciate all that it offers. Luxury, recreation, and thoughtful design come together in one remarkable property - welcome home to The Willett of Kensington.

101 Kensington Pl, Nicholasville
$2,150,000
5 Beds ⋅ 6 Baths ⋅ 26023508 MLS
Experience luxury living at its finest in the coveted Harrods Ridge neighborhood. Set on a one-acre looking and overlooking the seventh fairway of Golf Club of the Bluegrass (Widow's Watch), this gorgeous, all-brick-and-stone residence offers more than 7,500 finished square feet, five bedrooms, and five and a half bathrooms. Beautiful architectural details and distinctive character are found around every corner! Each upstairs bedroom features a private en suite bathroom and walk-in closet, while one also includes an adjoining bonus or playroom. The expansive primary suite is a private retreat, with dual, oversized walk-in closets and a spa-inspired bathroom, featuring heated tile floors, a soaking tub, and a luxurious, tiled shower. The finished basement is designed for recreation and entertaining, with a massive gathering room, full kitchen and wet bar, theater room, workout room, and guest quarters with built-in queen-and-twin bunk beds. A dedicated golf cart garage provides additional convenience for when it's time to hit the links. Outside, the property truly feels like a private resort. A heated, gunite, saltwater pool steals the show and is accompanied by beautiful, travertine hardscaping. The rest of the property features tasteful landscaping, an irrigation system, and extensive outdoor lighting. A spacious artificial turf area, just beyond the basement doors, provides additional room for entertaining and play without the mess of real grass. Just off the kitchen, a vaulted, covered porch area, with a fireplace, built-in grill, and television creates an inviting outdoor living space just a few steps from the pool. Additional highlights include a three-car garage, stunning golf-course and rural views, and an exceptional combination of privacy, space, craftsmanship, and indoor-outdoor living. Best of all, this peaceful retreat is conveniently located just minutes from the area's premier shopping, dining, and entertainment destinations—offering remarkable accessibility without sacrificing privacy or tranquility.

207 Eagle Dr, 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
$134,500
5 Beds ⋅ 2 Baths ⋅ 26020127 MLS
Absolute Auction, Live On-Site Saturday, September 12th. Doors Open at 9:00 am for final preview. Bidding Begins at 10:00 am Sharp. Selling to the Highest Bidder Regardless of Listing Price. Contracted to sell at Absolute Auction Only! Offers Prior to Auction will Not Be Entertained. Please Visit www.bluegrassauction.com for Bidder & Agent Registration Forms and Complete Terms & Conditions. Available for Showings & Inspections Prior to Auction Day. This Fabulous 2 Story Home Boasts Amazing Hardwood Floors In All Rooms except Kitchen & Baths, 10 ft. Ceilings on 1st Floor, 6 Intricately Detailed Fireplaces & Mantles, Formal Living Room, Parlor, Very Large Dining Room with Hallway Access to Large Dine-In Kitchen, 1st Floor Laundry Room, 2 Bedrooms on 1st Floor & 3 Very Large Bedrooms on 2nd Floor. Beautiful Front Living Room Staircase to Spacious 2nd Floor Landing. Rear Staircase with Access to Kitchen. Floored attic and Rear Soffit Storage. Updated Roof in 2024. Only 1/2 Block from Downtown Main Street Shops & Restaurants. Detached Garage with Rear parking Space. Absolute Must See!!! Book Your Showing Today!!! Chuck McKee Auctioneer.

107 Bell Ct, 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
$899,900
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
$220,000
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
$795,000
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
$950,000
6 Beds ⋅ 6 Baths ⋅ 26015069 MLS
Wind Haven was designed for comfort and entertaining. This magnificent 6 bedroom, 4 full bath home resting on an acre of land with a beautiful lush greenscape in the rear for serenity and privacy. This fabulous home offers an expansive, exquisite gourmet kitchen, 2 fireplaces, 3 car garage and finished basement. The primary suite is cavernous as one would expect in a home as lovely as this home is. There is a bedroom and full bath on the first floor, a spacious wet bar for game day gatherings, updated bathrooms, large walk in closets and many other favorite design features found in homes of the highest quality. Wind Haven has so much to offer, this is one you won't want to miss!

110 Wind Haven Dr, Nicholasville
$850,000
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 having professional painters paint the interior rooms .

109 Barkley, Nicholasville
$697,000
4 Beds ⋅ 3 Baths ⋅ 26012829 MLS
This stunning all-brick, two-story home is nestled on a picturesque golf course. Boasting hardwood floors throughout, this residence offers an upgraded kitchen and bath, along with four spacious bedrooms and two and a half baths. It features a finished walk-out basement, adding additional living space and versatility. The home is equipped with tons of storage options, including expansive closets, built-in shelving, and dedicated storage rooms. The property is set on an expansive 6.3-acre lot, with 1.3 acres surrounding the home and an additional 5 acres beautifully maintained by the golf course.

120 High Point Ct, 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
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 25009221 MLS
Original farm house to the prestigious Chandamere Subdivision. A beautiful country setting for an amazing home with updates and character throughout. Don't miss this opportunity to purchase this wonderful property.

50 Chandamere Way, Nicholasville
$329,900
3 Beds ⋅ 3 Baths ⋅ 26011720 MLS
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
$865,000
3 Beds ⋅ 4 Baths ⋅ 26003062 MLS
Seller is MOTIVATED! This home gives new meaning to "custom-built." Every square inch was curated and thoughtfully selected for this home. It's classy and modern, yet still warm and inviting. It's open, and bright with sliding doors across the back, making it the most stunning setting to entertain and host. The primary suite is huge, yet functional, giving endless possibilites to create a true owners sanctuary. A fully finished basement adds space to really create anything you desire. The property is 5 acres, so there's room to roam and add any amenities you want now or in the future. Are you dreaming of a home that's so uniquely special you think it doesn't exist? Let's make that dream come true, because this home is IT!

104 Barkley Ests, Nicholasville