Nicholasville Real Estate | Nicholasville 5 Bedroom Properties for Sale

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

$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

$1,095,000

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

$1,225,000

5 Beds ⋅ 4 Baths ⋅ 26024290 MLS

This beautiful property offers appx 66 acres and is a serene escape, harmoniously blended with nature. The property contains a combination of open pasture suitable for horses or livestock and woodland. Its convenient location provides a peaceful retreat just a short distance from Lexington (about 30 minutes from Fayette Mall) and minutes away from the amenities of Nicholasville and Wilmore. The setting is perfect for those seeking a working farm with the quiet beauty of the countryside. Bordered by Jessamine creek with abundant wildlife and surrounded by mature trees It's a truly special place to call home. The house needs new flooring and one bathroom needs sink and toilet. Barn has recent storm damage and needs repair. It has some horse stalls in it. Separate concrete block storage building. This is part of a larger parcel of land and the exact acreage is subject to a survey.

1233 Corman Ln, Nicholasville

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 26023646 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. Open house Sunday September 6th 1-4 pm.

112 Pintail Ct, 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

$355,000

5 Beds ⋅ 2 Baths ⋅ 26022248 MLS

NEW PRICE IMPROVEMENT PRICED at RECENT APPRAISAL 9/10/26 !!!!!!!! Welcome to 501 Nottaway Drive in Nicholasville, Kentucky! This spacious all-brick ranch offers OVER 3,000 square feet of living space, featuring 5 bedrooms and 2 full bathrooms, including a recently added and beautifully updated primary bedroom suite. The newly renovated kitchen is sure to impress, featuring all-new cabinetry, beautiful granite countertops, and brand-new stainless steel appliances. The spacious kitchen provides plenty of room for cooking, gathering, and entertaining. The primary bedroom suite has been recently updated with fresh paint and all-new luxury vinyl plank flooring. The beautifully refreshed primary bathroom features a new shower, new sink, and new light fixtures, along with a spacious walk-in closet offering excellent storage. The inviting living area features a beautiful brick fireplace with a lovely electric insert, creating a warm and cozy focal point while providing the ambiance and convenience of an electric fireplace. With five bedrooms and a flexible floor plan, this home offers plenty of space for family, guests, a home office, hobbies, or additional living areas. Outside, enjoy a desirable corner lot with a nice, fully fenced backyard, offering plenty of room for pets, children, entertaining, gardening, or relaxing outdoors. Priced very competitively for a quick sale, and the motivated sellers are ready to make a deal! With this much space and so many updates, this house is sure to move quickly—don't miss it! Come see all that 501 Nottaway Drive has to offer. Don't miss your opportunity—come take a look and fall in love!

501 Nottaway Dr, Nicholasville

$484,900

5 Beds ⋅ 3 Baths ⋅ 26022427 MLS

*Back on market at NO fault of sellers-buyers financing fell through**SELLERS OFFERING A 1 YEAR HOME WARRANTY!* Why wait on a new build when this gorgeous move in ready home can be yours today?! Beautifully designed, step into this 5 bedroom(bonus room could be used as a 6th bedroom), 3 bathroom home gives your family plenty of space to spread out and live comfortably. The open concept floorplan features coffered ceilings, modern kitchen and plenty of natural light. Located in the peaceful and family friendly neighborhood of Burley Ridge, this home offers the space and lifestyle you have been looking for!

105 Tattersalls 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

$410,570

5 Beds ⋅ 3 Baths ⋅ 26020376 MLS

Under Construction. Current progress photos can be made available upon request. (Drywall Complete-Property is at the Trim Stage 8/25/26) Please see Documents tab for progress photos. The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes a first-floor guest bedroom and a Walk Out Basement with a 12x12 covered deck. The plan offers a versatile flex room off the entry and an open kitchen and family room at the rear of the home. The kitchen offers both a breakfast area, countertop dining at the island, and a pantry. Quartz kitchen counter tops with stainless steel 50/50 under-mount sink and full back splash. Stainless steel appliances including smooth top range, microwave and dishwasher. Upstairs are the primary bedroom suite, three bedrooms and a hall bath. The primary bedroom suite includes a bedroom with vaulted ceiling, huge closet, and spacious bath with tub/shower, window, and linen storage. Raised vanities in baths and 12x10 concrete patio. Job# 54AA

709 Anthony Dr, Nicholasville

$1,195,000

5 Beds ⋅ 4 Baths ⋅ 26020148 MLS

Ten acres and a beautiful 2 story brick home with walk out basement in Nicholasville. Yours for horses, hobby farm, or country romp about. Barn, fenced and gated driveway. Great room, large eat at island, formal dining room and gathering room! First floor bedroom. Massive primary suite with soaking tub and walk in closet. Unfinished basement ready for potential recreational dream rooms. One of kind! Be sure to watch our drone video!

1581 Wilmore Rd, Nicholasville

$169,500

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

$1,995,500

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

$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

$499,900

5 Beds ⋅ 3 Baths ⋅ 26019596 MLS

Better than new, this move-in ready home is packed with upgrades you won't find in many new builds. From the moment you step onto the inviting covered front porch and through the impressive glass front entry doors, you'll appreciate the thoughtful design and custom finishes throughout. The welcoming foyer features elegant custom millwork, a built-in mirror, designer wall sconces, and French doors leading into an office that create a stunning first impression. Just off the entry, you'll find an oversized coat. The heart of the home is the bright, open-concept kitchen featuring an oversized island, gas range, abundant cabinetry, a walk-in pantry, and a sunny dining area overlooking the living room. The family room offers a cozy gas fireplace flanked by custom built-in bookshelves, built-in Bluetooth speakers for seamless entertaining, and oversized windows that flood the space with natural light. Designed for flexibility, the main level includes a full bathroom and a first-floor bedroom, ideal for guests, second home office, or multigenerational living. Premium upgrades include a central vacuum system, tankless gas water heater, whole-home irrigation system with smart app controls, a convenient drop zone off the garage, illuminated stair lighting, and abundant storage throughout. Upstairs, retreat to the spacious primary suite through elegant French doors. The luxurious ensuite features dual vanities, a soaking tub, a large tiled shower, and an expansive walk-in closet. Three additional bedrooms share a well-appointed full bathroom, while the second-floor laundry room adds everyday convenience. Offering the convenience of exceptional storage, designer finishes, and modern smart-home features, this beautifully appointed Nicholasville home delivers the quality and upgrades today's buyers are looking for—without the wait of new construction.

804 Shelburne Way, Nicholasville

Nicholasville 5 Bedroom Properties for Sale

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