Jessamine Homes for Sale

Jessamine Homes for Sale

Welcome to Jessamine County, located in the heart of Kentucky, just a stone's throw away from the charming city of Nicholasville. This picturesque county is known for its beautiful landscapes, friendly communities, and rich history. Whether you're looking to settle down in a peaceful rural setting or prefer the convenience of suburban living, Jessamine County has something for everyone.

If you're in the market for a new home, you're in luck - there are plenty of homes for sale in Jessamine County. From cozy bungalows to spacious family homes, there's a wide variety of real estate options to choose from. Whether you're a first-time buyer, looking to upgrade, or searching for your dream home, you're sure to find the perfect property in Jessamine County.

With its close-knit communities, top-rated schools, and easy access to shopping, dining, and entertainment, Jessamine County is a wonderful place to call home. Imagine spending your weekends exploring the local parks, attending community events, and enjoying all that this vibrant county has to offer.

If you're ready to make a move to Jessamine County, now is the perfect time to start your search for the home of your dreams. Let us help you find the perfect property to suit your needs and budget. Contact us today to learn more about the homes for sale in Jessamine County and take the first step towards finding your forever home.

Newest Jessamine Homes for Sale

$260,000
3 Beds ⋅ 2 Baths ⋅ 26020278 MLS
Charming 3 BR, 2 BA ranch home in Willow Glen! This inviting one-level home offers a spacious living room with fireplace, eat-in kitchen, attached 1-car garage, and a private fenced backyard with storage shed. Enjoy outdoor living from the covered front porch or rear patio. Conveniently located near schools, shopping, and US 27 South bypass. Great opportunity for first-time buyers, downsizers, or anyone seeking comfortable living in Jessamine County. Being sold As Is; inspections welcome.

704 Pinoak Dr, Nicholasville
$1,575,000
4 Beds ⋅ 6 Baths ⋅ 26020236 MLS
Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is truly a showstopper, featuring custom cabinetry, an expansive island, statement lighting, and high-end finishes—perfect for gathering, entertaining, and making everyday moments feel special. Thoughtful details continue throughout, with the spa-like primary bathroom that brings the outisde in, to the 2 additional en suite bedrooms in the basement (2 additional bedrooms in basement without a window making 6 total beds), creating a home that feels polished, inviting, and unlike anything else. Step outside and discover your own private resort. The sparkling saltwater pool is surrounded by beautifully designed outdoor spaces and complemented by a stylish pool house, creating the perfect setting for summer entertaining, relaxing weekends, or enjoying peaceful evenings overlooking the property. A huge newer built barn/workshop provides incredible flexibility for hobbies, projects, equipment, storage, or additional workspace, which is also plumbed for you to add a half bath. Enjoy the privacy and open space of country living without sacrificing convenience. Ideally located approximately 18 minutes from the Nicholasville Road corridor, 15 minutes from Palomar's shopping and dining, and with easy access to Blue Grass Airport, this property offers the best of all worlds. (Versailles mailing address but Jessamine Co. Schools-and 2 miles just past Champions Trace Golf Course)

109 Stirling Ln, Versailles
$97,000
2 Beds ⋅ 1 Baths ⋅ 26020234 MLS
Great opportunity in the heart of Nicholasville! This 2-bedroom, 1 full bath home sits on a spacious ½-acre lot just minutes from downtown. Perfect for investors or buyers looking to renovate and make it their own, this property offers solid potential with room to add value. Generous lot provides space for expansion, outdoor living, or future improvements. Convenient location close to shopping, dining, and local amenities. Priced to sell—bring your vision and unlock the possibilities! Sold AS-IS.

101 Ilhardt Ave, Nicholasville
$164,900
2 Beds ⋅ 1 Baths ⋅ 26020232 MLS
Welcome home to this adorable, all-electric cottage that perfectly blends charm, comfort, and convenience. Featuring two bedrooms and one bathroom, this cozy home offers central heat and air, stainless steel appliances, and washer and dryer hookups. Relax on the covered front porch or make use of the large storage shed in the manageable backyard, which is easy to maintain while offering space for entertaining. You will appreciate the proximity to local shopping, dining, and parks. For added peace of mind, the sellers are providing a one-year home warranty.

205 Jessamine Ave, Nicholasville
$899,900
4 Beds ⋅ 4 Baths ⋅ 26020202 MLS
Classic Colonial living on five scenic acres overlooking High Point Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge, refinished cabinetry, new appliances, and custom built-in seating. The family room, with vaulted ceilings, dining room, office, powder room, and laundry room with drop zone complete the main living area. Upstairs, the completely reimagined primary suite features a spa-inspired bath with custom vanities, quartz countertops, a freestanding soaking tub, oversized tiled shower with dual shower heads, and designer finishes throughout. Two other bedrooms, with custom built-ins and generous closets, share an updated Jack and Jill bathroom. The finished walkout basement offers exceptional versatility with a fourth bedroom, updated full bath, and generous living and entertaining space. Step outside to enjoy all seasons on the expansive new deck featuring a screened porch with metal roof, infrared heater, and panoramic golf course views. Major improvements also include a new roof and gutters (2023), HVAC (2024), garage doors, front entry doors, whole-home water filtration and softening system, fresh landscaping, and expanded driveway. Golf enthusiasts will appreciate being a short walk or golf cart ride away from the clubhouse of Thoroughbred Golf Club, featuring brand new Trackman Simulator rooms and a full service restaurant, The Barn. Offering the best of both worlds - peaceful country living with Lexington just minutes away - this truly move-in-ready home is a rare opportunity!

1020 High Point Dr, Nicholasville
$250,000
2 Beds ⋅ 1 Baths ⋅ 26020168 MLS
Three properties being sold together. 3 separate lots. 503 does not have electric connected as all the wiring must be re-done . 501 is a tenant home currently but will be moving out with an acceptable offer. This home has to be renovated from floors to ceilings and everything in between as does 503. 501 1/2 is a mobile home on a separate lot and and also need completely renovated. These homes are being sold together only and "AS IS" " WHERE IS". Seller asks that all inspections be made prior to making an offer. These homes require cash buyer. There are on warranties. Buyer must obtain all necessary permits etc. after closing . 503 had new roof, soffit and guttering in 2025.

501, 501 1/2, 503 Broadway, Nicholasville
$1,375,000
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!

1581 Wilmore Rd, Nicholasville
$224,500
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
$429,900
4 Beds ⋅ 3 Baths ⋅ 26020117 MLS
The Sutton plan by Houghton Homes is a beautifully crafted two-story home that blends timeless curb appeal with modern, functional living. Designed with comfort in mind, this inviting layout features four spacious bedrooms, including both the primary suite and a second bedroom conveniently located on the main level--perfect for ease of living and flexibility. At the heart of the home, the open-concept kitchen and dining area create a warm and welcoming space for gathering. The kitchen is thoughtfully appointed with 42' soft-close cabinetry, gleaming quartz countertops, a stylish tiled backsplash, a large island for added workspace and seating, and a generous walk-in pantry. A full suite of stainless-steel appliances completes this well-designed space, making it ideal for both everyday living and entertaining. Luxury vinyl plank flooring greets you at the entry and flows seamlessly throughout the main living areas, adding both durability and style. The owner's suite offers a peaceful retreat with a private bath featuring a beautifully tiled walk-in shower, double-bowl vanity with quartz countertops and undermount sinks, and a spacious walk-in closet. Upstairs, you'll find additional bedrooms and an abundance of storage, including a large finished walk-in storage room over the garage. Thoughtful details continue throughout the home with 9-foot ceilings on the main level, 8-foot ceilings upstairs, and ceiling fans in the family room and all bedrooms for added comfort. Step outside to enjoy the 12' x 16' rear patio--perfect for relaxing evenings or hosting guests in your outdoor space. This charming, custom-built home offers the perfect balance of style, comfort, and functionality. Don't miss your chance to make this exceptional Houghton Homes property your own!

417 Krauss Dr, 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
$483,469
5 Beds ⋅ 3 Baths ⋅ 26020078 MLS
Contract writing period through Thursday, July 30th at NOON. The Greenfield offers a great first floor layout with a large family room opening to a spacious island kitchen and breakfast area. The kitchen features an island design with countertop dining and a corner pantry. The first floor includes a coat closet and full bath, conveniently located off the entry hall, as well as a bedroom at the rear of the home. Upstairs are the primary suite and three additional bedrooms, all with vaulted ceilings. The primary suite includes a large walk-in closet, luxurious bath with double bowl vanity, separate shower, and garden tub. The hall bath features a spacious double bowl vanity. A separate utility room with folding counter is conveniently located on the second floor. Additional primary bath upgrades are possible, and a loft can be configured in lieu of bedroom #4. Job# 46GN

6321 Grey Oak Ln, Nicholasville
$341,677
3 Beds ⋅ 3 Baths ⋅ 26020080 MLS
Contract writing period through Thursday, July 30th at NOON. The Asbury Park, part of the Trend Collection by Ball Homes, is two-story plan with a very open first floor layout with the family room, kitchen, and breakfast area open to one another. The two-car garage is located at the rear of the home and has a side entry. Access to the garage is via a corridor off the kitchen, convenient to the coat closet and the walk-in utility room. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. A covered patio option is available. Upstairs are the primary bedroom suite, and two bedrooms and a hall bath. The primary bedroom suite includes a bedroom with vaulted ceiling, large closet, and spacious bath with tub/shower, and linen storage. Upgrade primary bath options include a garden tub, separate shower, and picture window. Exterior details include a covered entry or front porch, per elevation.

427 Fern Trl, Nicholasville
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