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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

$1,095,000
5 Beds 3 Baths 26024294 MLS
Refined Country Living in Holloway Estates. Beautifully situated on a one-acre corner lot bordered along the side and rear by deed-restricted farmland, this custom five-bedroom home offers an exceptional combination of privacy, space, and timeless views. From lush pastures and mature trees to breathtaking sunsets, the setting is truly something special—best enjoyed from the expansive vaulted covered deck. Thoughtfully refreshed with new interior paint, lighting, kitchen appliances, and updated landscaping, the home is beautifully presented and move-in ready. Inside, the main level features a spacious kitchen with stainless appliances, designer countertops and a large hidden pantry, along with a striking stone fireplace and generous living spaces designed for both everyday comfort and entertaining. A main-level guest suite with full bath provides flexibility for visitors or multigenerational living, while the formal dining room can easily transition to a private home office, as its currently functioning. A mudroom, dedicated laundry room with utility sink, geothermal system, and large three-car garage complete the main level. Upstairs, the impressive primary suite offers a large walk-in closet, private bath and stunning views, accompanied by three additional bedrooms and another full bath. The full unfinished walkout basement presents an incredible opportunity to create additional living, entertaining, fitness, or recreational space tailored to your lifestyle. Basement has several rooms framed out including a dedicated bathroom that is stubbed out and ready to finish, completed the home would total over 5,100 finished square feet. Offering the serenity of the countryside with the comfort and sophistication of a custom home, this special Holloway Estates property delivers room to breathe, beautiful views, and a setting that's increasingly hard to find.

103 Hidden Meadow Ln, 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

$475,000
3 Beds 3 Baths 26022689 MLS
Welcome to this beautifully crafted new construction home, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan. 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 an additional bedroom , 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

$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

$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

$429,900
4 Beds 3 Baths 26019703 MLS
Highlights of this home include: * Gorgeous curb appeal with modern board-and-batten accents. * Bright, airy interior with lots of natural light. * Contemporary gray cabinetry with open shelving and stainless appliances. * Family room with fireplace and direct access to the elevated deck. * Raised garden beds already in place for buyers with a green thumb. For the details: Beautiful open-concept home featuring LVP flooring, granite countertops, breakfast bar, eat-in kitchen, dining area, and a spacious family room. A convenient main-level powder room. Upstairs the oversized primary suite offers a double bowl vanity, tiled shower, private water closet, and TWO walk-in closets. You will also find 3 additional spacious bedrooms with ample sized closets to match. The laundry room is conveniently located on the 2nd floor near all of the bedrooms and includes a folding area and cabinetry. (Washer and dryer included!) Enjoy outdoor living on the spacious deck overlooking the fully fenced backyard with a patio below. Gardening enthusiasts will appreciate the thoughtfully planted raised beds filled with herbs and seasonal blooms, including thyme, mint, sunflowers, and more, creating your own backyard garden oasis. The walk-out basement offers endless possibilities for future living space, while the large patio provides even more room to relax and entertain. This home truly offers the perfect blend of modern finishes, outdoor living, and room to grow.

133 Winners Cir, Nicholasville

$1,750,900
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

$505,000
4 Beds 4 Baths 26013496 MLS
Tucked against a backdrop of peaceful green space and rolling Kentucky skies, this exceptional Burley Estates home offers the perfect blend of luxury, functionality, and future potential. Located just minutes from downtown Nicholasville, you'll enjoy the convenience of town while savoring the privacy and serenity that feels worlds away. From the moment you arrive, you'll appreciate why this home stands apart from new construction. Thoughtfully upgraded and meticulously maintained, it delivers the space today's buyers crave with the finishes they desire. The heart of the home is a beautifully appointed kitchen featuring granite countertops, stainless steel appliances, tile backsplash, center island, and abundant workspace for everything from weeknight dinners to holiday gatherings. The adjoining living room is filled with natural light and anchored by a gas fireplace with custom built-ins, creating a warm and inviting atmosphere. Rich hardwood flooring flows throughout the main level, while the first-floor primary suite provides a private retreat complete with spacious accommodations and spa-inspired comfort. Upstairs, you'll find generously sized secondary bedrooms and well-appointed baths, offering flexibility for family, guests, home offices, or hobbies. But the true opportunity lies below. The expansive walkout basement is already framed for possibility, featuring abundant windows, direct access to the backyard, rough-ins for a full bath and wet bar, and a large safe room. Imagine creating the ultimate entertainment destination with a game room, media lounge, and party space. Add a fifth bedroom with private ensuite for guests or multigenerational living, a dedicated fitness studio, home office, or hobby room—all while maintaining ample storage space. Few homes offer this much untapped equity and customization potential. Outside, enjoy morning coffee on the elevated deck overlooking green space, summer cookouts on the oversized patio, and plenty of room for pets, play, and outdoor enjoyment within the fully fenced backyard. Recent improvements provide peace of mind, including: • Two new water heaters (2025) • New convection oven (2025) • New garage door motor (2025) • Professionally tested radon system • Electrical inspection completed with recent upgrades • Tinted rear windows for enhanced energy efficiency and comfort • Basement rough-ins for future full bath and wet bar Homes offering this combination of location, square footage, updates, views, and unfinished walkout basement potential are increasingly difficult to find. Whether you're looking for room to grow, space to entertain, or an opportunity to create instant value through future basement finishing, 209 Angliana Drive delivers on every level. Move in now. Dream bigger later. And make this extraordinary home your own.

209 Angliana Dr, 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

$1,695,000
4 Beds 5 Baths 26015193 MLS
Proposed New Construction Opportunity in Drakes Landing! This is your chance to be one of the final homeowners in the highly sought after and exclusive Drakes Landing neighborhood. The lucky buyer will have the first opportunity to choose from Madewell Homes' remaining lot selections in the final phase of this premier community and create a home designed specifically around their lifestyle. Madewell Homes is a fully custom home builder with a passion for bringing each client's vision to life. With a family-owned foundation and over 40 years of combined experience, their team works closely with homeowners through every step of the process to create a truly one of a kind home with exceptional craftsmanship, thoughtful design, and quality that stands the test of time. The possibilities are endless with a custom build — from architectural details and finishes to layouts tailored for the way you live and entertain. Drakes Landing offers the perfect setting with its established charm, desirable location, and the rare opportunity to build in one of the area's most exclusive neighborhoods. Please note: Photos shown are from a previously completed Madewell Homes project in a similar neighborhood and are provided as examples of the builder's quality, craftsmanship, and design capabilities. Don't miss this rare opportunity to build your dream home in the final phase of Drakes Landing with one of the area's most trusted custom builders

555 Canvasback Dr Unit Lot A, Nicholasville