Nicholasville Real Estate | Nicholasville Homes with a Pool for Sale

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

$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

$449,500

3 Beds ⋅ 3 Baths ⋅ 26024258 MLS

Hard to find ranch home with this much square footage. Extra large side entry garage plus extra side drive for you RV, boats or other toys. Lots of remodeling in 2021 includes new roof, HVAC, all baths and kitchen. 5 x 21 above ground pool added with all accessories in last couple of years for the grandkids. Large corner lot in desirable Keene-Land subdivision

600 Keene Way, 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

$799,900

3 Beds ⋅ 3 Baths ⋅ 26023019 MLS

Built in 2021, this barndominium-inspired home sits on 1.5 acres just ¼ mile off US 27 in Nicholasville. Featuring 3 bedrooms, 2.5 baths, an open floor plan with 10' ceilings throughout home, vaulted ceilings with exposed beams in main living space, and a spacious kitchen with large center island. Enjoy a heated saltwater pool, approximately 4' deep on each end and 5' in the middle, plus a covered front porch and pergola-covered patio. The detached 3-car garage includes a bonus flex/office space off the back and a huge storage area above the garage. A unique property offering acreage, outdoor living, abundant storage and a convenient location. NO Deed or Neighborhood Restrictions!

255 Danville Loop 1 Rd, 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

$370,000

4 Beds ⋅ 4 Baths ⋅ 26021550 MLS

Welcome to this lovely home in the popular Southbrook community! The inviting living room features a gas fireplace and flows seamlessly into the dining area and spacious kitchen, creating a comfortable space for everyday living and entertaining. A convenient half bathroom and laundry room are also located on the first floor. The first floor primary suite offers a trey ceiling, double vanities, and a huge walk-in closet. Upstairs, you'll find three generously sized bedrooms along with Jack and Jill bathrooms for added convenience. Step outside to the fully fenced backyard, where a patio shaded by a beautiful pergola provides the perfect spot to relax or entertain. Enjoy summer days in the well-maintained above-ground swimming pool, with a large storage shed providing plenty of space for outdoor equipment and extras. A wonderful home with plenty of space both inside and out!

200 Northbrook Rd, Nicholasville

$899,000

6 Beds ⋅ 3 Baths ⋅ 26021133 MLS

Tucked away on 11.76 acres across two tracts, this Craftsman style home offers the privacy of country living with the convenience of being only 15 minutes from Lexington. If you've been dreaming of room to roam without giving up nearby shopping, dining, and everyday amenities, this property delivers. With 6 bedrooms and 2.5 bathrooms, there is plenty of space for family and guests. The custom kitchen is designed for both everyday living and entertaining, featuring abundant cabinetry, generous counter space, and a walk in pantry. The spacious primary suite is located on the main floor and includes a recently renovated ensuite with a soaking tub, walk in tile shower, and updated finishes. Upstairs, you'll find a spacious family room, a sixth bedroom, and a partially finished walk in attic that could easily become additional living space, a home office, game room, or fitness room. Outside is where this property truly shines. A long private driveway leads you home, creating a peaceful setting tucked well away from the road. Enjoy mornings on the covered front porch, evenings on the covered back patio, and summer days by the saltwater pool. The acreage includes open pasture and raised garden beds, making it an excellent fit for horses, a hobby farm, or anyone looking to enjoy the Kentucky lifestyle. Additional features include hardboard siding, an oversized two car garage, and a location that puts you in the heart of the Bluegrass. You'll enjoy easy access to Lexington while living in the rolling hills of Kentucky Horse Country and Bourbon Country, where scenic backroads, horse farms, and world class bourbon distilleries are all part of everyday life. Properties that offer this much acreage, privacy, and living space this close to Lexington are hard to find. Come experience the best of country living without giving up the convenience of the city.

2680 Adena Ln, 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

$824,900

4 Beds ⋅ 4 Baths ⋅ 26019626 MLS

Hobby Farm on 5± Acres | Privacy, Charm & Modern Updates Welcome to 2419 Shun Pike, a stunning French Country brick colonial nestled on approximately 5 picturesque acres in an exceptional location. Offering timeless curb appeal, quality craftsmanship, and thoughtfully updated interiors, this one-of-a-kind property is the perfect blend of classic elegance and comfortable country living. Inside, you'll find 4 spacious bedrooms, (an office that coud be used as a 5th bedroom) including 2 spacious ensuite bedrooms, 4 full bathrooms, 2 inviting living areas on the main level, 2 laundry rooms, and an expansive sunroom filled with natural light. The beautifully renovated kitchen features quartz countertops, custom cabinetry, stainless steel appliances, a huge center island and is designed for both everyday living and entertaining. Recent improvements include new flooring, updated lighting and ceiling fans throughout, fresh landscaping, Radon mitigation system installed and a newly constructed one-car garage completed in 2025. Outside, the property truly shines. The fully functional barn is ideal for a hobby farm, horses, livestock, or equipment storage, while the impressive 5-car detached garage offers abundant space for vehicles, recreational toys, or workshop needs. And as a bonus you can cool off, relax and take in the views from the above ground pool. Set back from the road for exceptional privacy, this beautiful property offers the tranquility of country living with the convenience of shopping, dining, and everyday amenities just minutes away. Whether you're dreaming of a hobby farm, need room to spread out, or simply want a beautifully updated home on acreage, 2419 Shun Pike is a rare opportunity you won't want to miss. Pool can be removed at buyers request.

2419 Shun Pike, Nicholasville

$569,900

4 Beds ⋅ 4 Baths ⋅ 26019258 MLS

Tucked away at the end of a quiet cul-de-sac on over an 1 acre of land in Nicholasville, 47 Woodbriar Court is the kind of home that feels special from the moment you arrive. Surrounded by mature trees and peaceful views, this property offers a beautiful sense of privacy while still keeping you close to the conveniences of town. The home's charming turret gives it a storybook presence, adding character and architectural interest that makes it stand out in the most memorable way. It creates a feeling of warmth and uniqueness before you ever step through the door. Inside, you'll find spacious, inviting living areas designed for both everyday comfort and meaningful gatherings. The layout offers plenty of room to relax, entertain, and create a home that fits your life beautifully. The finished walkout basement adds even more space and flexibility, perfect for a cozy movie room, guest area, game room, home office, or quiet retreat. Out back, the setting becomes even more special. The deck is ideal for slow mornings with coffee, summer dinners outside, or peaceful evenings overlooking the wooded surroundings. The heated above-ground pool adds the perfect touch of fun and relaxation, creating a backyard escape where memories can be made all season long. With its wooded lot, private cul-de-sac location, spacious interior, finished walkout basement, deck, pool, and charming turret, 47 Woodbriar Court is more than just a house. It is a place to fall in love with, settle into, and truly call home.

47 Woodbriar Ct, 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

$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

Nicholasville Homes with a Pool for Sale

Newest Nicholasville Homes with a Pool for Sale

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