Jessamine Homes with Driveway Parking Features

Jessamine Homes with Driveway Parking Features

Welcome to Jessamine County, Kentucky, a hidden gem that beautifully marries small-town charm with modern convenience. Nestled in the heart of the Bluegrass region, Jessamine County boasts a rich history, lush landscapes, and a vibrant community spirit. With its picturesque parks, top-rated schools, and a variety of local businesses, it's no wonder that this area is becoming a sought-after destination for families and professionals alike.

One of the standout features of homes in Jessamine County is the abundance of properties equipped with driveway parking. Imagine coming home after a long day and effortlessly pulling into your own private driveway, providing you with easy access and peace of mind. Driveway parking not only enhances the convenience of daily living but also adds an extra layer of security for your vehicles. Whether you have a family with multiple cars or simply appreciate the luxury of dedicated parking space, homes in this area cater to your needs.

The real estate market in Jessamine County offers a diverse range of homes, from charming historic houses to modern new builds, all featuring the desirable driveway parking feature. This makes it easier to host family gatherings or entertain friends without the hassle of street parking.

Explore the beauty and convenience of Jessamine County, where the perfect home awaits you, complete with the modern amenities you desire. Discover your dream home today, and experience the welcoming community and stunning landscapes that make this county truly special!

Newest Jessamine Homes with Driveway Parking Features

$1,385,000
4 Beds ⋅ 4 Baths ⋅ 26025171 MLS
*OPEN HOUSE SUN 2-4* Welcome to this exceptional new construction home located in the prestigious Drake's Landing Subdivision in the heart of Kentucky's Bluegrass region. This home is in Nicholasville, near the Jessamine County / Fayette County line, minutes from Lexington, just off of Clays Mill Extended. Thoughtfully designed for modern living with approximately 4,000 square feet, 4 bedrooms and a large bonus room and 3.5 bathrooms. Quality craftsmanship, timeless finishes, generous room sizes, and an inviting open-concept floor plan come together to create a home that is both beautiful and highly functional. From the moment you enter, the spacious two story foyer leads into an impressive main living area featuring high ceilings, abundant natural light, and an open kitchen, dining, and living room design. The gourmet-inspired kitchen is finished with quartz countertops, a tile backsplash, ample cabinetry with slow close doors and drawers, and generous workspace, making it ideal for everyday living and entertaining. Be sure to view the custom range hood with all its detail. This kitchen has a gas range, commercial size fridge / freezer and large pantry with built in wood shelves. The dining area has an accented trey ceiling, wood trim detail and flows directly into the spacious living room, creating a seamless gathering space. The private first-floor primary suite offers a tray ceiling and en-suite bathroom. This beautifully appointed bathroom has double vanities and multiple mirrors. Don't miss out on the under cabinet motion activate lighting that is also carried over to the shower edge and the built in shelves. From the dual shower head to the attractive tile and the freestanding soaking tub this space will become your oasis. A few more steps and you enter the custom closet with built-ins and motion lighting, as well as the built in bench. The wrought iron railing is a gorgeous accent in this luxury home. Don't miss the stairs as they light up as you ascend or descend. Upstairs are there are 3 additional bedrooms, providing plenty of space for family, guests, or flexible living arrangements. One upstairs bedroom features its own private ensuite full bathroom and large closet. A large finished flex space above the three-car garage adds valuable additional living area and includes built-in cabinetry, making it ideal for a media room, home gym, playroom, hobby space, home office, recreation room or additional guest area. Additional highlights include a side-entry three-car garage, large covered back porch, spacious rooms, high ceilings, quality finishes, and a versatile floor plan designed around today's lifestyle. The covered rear porch provides an inviting outdoor living space for morning coffee, entertaining, or relaxing at the end of the day. If you're searching for a new construction home in Kentucky's Bluegrass region with an open floor plan, first-floor primary suite, home office, finished bonus/flex space, and a three-car garage, this thoughtfully crafted home deserves a closer look.

108 Pintail Ct, 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
$1,199,000
6 Beds ⋅ 4 Baths ⋅ 26024888 MLS
Welcome to 490 James Lane, where space, privacy, and an incredible recreational lifestyle come together on 6.73 beautiful Kentucky acres. Built in 2019, this impressive 6-bedroom, 4-bath ranch offers the ease of first-floor living along with a full walkout basement designed for gathering, entertaining, and everyday life. Inside, hardwood floors, a spacious first-floor primary suite, and a beautifully appointed kitchen with chef-grade appliances create a home that feels both elevated and comfortable. With six bedrooms and four full baths, there is plenty of room for family, guests, a home office, fitness space, and more. Step outside and the property truly sets itself apart. Spend summer days around your private pool, then head to the recreational barn featuring a half basketball court and batting cages—an incredible setup for entertaining or year-round recreation. Situated on 6.73 acres and surrounded by picturesque Kentucky farmland, the property offers a sense of privacy and openness that is increasingly hard to find. And at the end of the day, settle in to watch gorgeous sunsets stretch across the surrounding countryside. 490 James Lane is more than a home—it's a place to gather, play, entertain, and enjoy the best of Kentucky living.

490 James Ln, Versailles
$299,900
3 Beds ⋅ 2 Baths ⋅ 26024778 MLS
Welcome home to 524 Homestead Drive in Nicholasville! This lovely all-brick ranch offers the perfect combination of comfort, style, and easy one-level living. Featuring 3 bedrooms, 2 full baths, and 1,417 sq. ft. of finished living space, this well-maintained home has plenty to offer inside and out. Step inside to a bright, inviting interior featuring LVP flooring, a neutral color palette, and a spacious family room with vaulted ceilings, creating an open and comfortable space for everyday living or entertaining. The kitchen features granite countertops, ample cabinetry, and great functionality, while both bathrooms continue the upgraded feel with granite countertops as well. The spacious primary suite offers its own private bath, while two additional bedrooms provide flexibility for family, guests, or a home office. An oversized 1.5-car attached garage provides plenty of room for parking along with additional storage space. Outside, enjoy a large patio overlooking the privacy-fenced backyard—a great space for grilling, entertaining, pets, or simply relaxing outdoors. With its all-brick exterior, one-level floor plan, vaulted ceilings, granite countertops, fenced backyard, and convenient Nicholasville location, this home is ready for its next owner. For additional peace of mind, the seller is offering a one-year home warranty with a full purchase price offer. Schedule your private showing and come see everything 524 Homestead Drive has to offer!

524 Homestead Dr, Nicholasville
$940,000
4 Beds ⋅ 4 Baths ⋅ 26024699 MLS
Where luxury meets true craftsmanship--that's where 815 Bellerive stands apart. Located in the Turner Trace neighborhood along the border of Lexington and Jessamine County, this exceptional home offers approximately 3,150 square feet of thoughtfully designed living space, four bedrooms with the flexibility for a private home office, four full bathrooms, and a spacious three-car garage. The heart of the home is the stunning kitchen, featuring Bosch appliances, a gas range, custom range hood, and an impressive oversized island with a dramatic waterfall edge. The open layout flows effortlessly into the expansive living room, where vaulted ceilings and a sleek modern gas fireplace create a warm yet sophisticated gathering space. A generous dining area is framed by a four-panel sliding glass door that opens to the covered patio, complete with an outdoor fireplace for year-round entertaining. The luxurious primary suite is designed as a private retreat. Its spa-inspired bathroom features a large double vanity, freestanding soaking tub, oversized walk-in shower, convenient laundry chute, and a three-person sauna--bringing everyday relaxation to an entirely new level. Set on approximately one-quarter acre, this beautifully crafted home combines striking architectural details, elevated finishes, spacious living areas, and exceptional indoor-outdoor flow. 815 Bellerive is more than a home--it is a statement of quality, comfort, and modern luxury.

815 Bellerive Blvd, Nicholasville
$209,900
3 Beds ⋅ 1 Baths ⋅ 26024008 MLS
Charming 3-bedroom, 1-bath ranch-style home in Nicholasville's Edgewood subdivision. Featuring 1,080 sq. ft. of easy, single-level living, an eat-in kitchen, primary bedroom on the main floor, and a lovely 0.17-acre lot. Conveniently located near local parks and amenities.

916 Hickory Hill Dr, Nicholasville
$525,000
6 Beds ⋅ 6 Baths ⋅ 26024624 MLS
***Seller offering a 2/1 buy down with acceptable offer by September 17th! Reach out for more information. Perfect for owner occupants or any savvy investors looking for low maintenance, move-in ready rentals for YEARS to come with NO HOA. Available as a duplex at $540K, individual townhomes at $285K or a package of 2 duplexes (105-107 Elkchester Circle & 105-107 Josephine Court). Conveniently located with easy access to all of Nicholasville's amenities and a short 15 minutes from Lexington! The main level features a generous living/dining space, upgraded kitchen with stainless steel appliances, ample cabinetry, a large walk-in pantry, and a large island. You'll also find another large closet for additional storage/cleaning supplies & an oversized half bath on the main level. Upstairs offers 3 spacious bedrooms, including a primary that boasts 9 foot ceilings with an attached bathroom including a dual vanity, easy-clean shower, and walk-in closet. The second floor also has 2 other bedrooms with walk-in closets, a huge hallway bathroom with its own linen closet & a designated laundry room. Other features include a one car attached garage, back patio, front porch, and the ability to add your own privacy fence! Warranties include: 10 year window warranty, 5 year roof labor & 30 year roof manufacturer's warranty, 1 year HVAC labor, 1 year plumbing labor, and 1 year electrical labor.

105-107 Elkchester Cir, Nicholasville
$1,625,000
5 Beds ⋅ 5 Baths ⋅ 26024599 MLS
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
$299,900
3 Beds ⋅ 2 Baths ⋅ 26024515 MLS
Built in 2025 and offering the feel of new contruction, this beautiful home is move-in ready. Enjoy the benefits of a newer home with modern finishes. The open and inviting layout is perfect for both everyday living and entertaining. Enjoy and have confidence with everything only being a year old giving you peace of mind. Coveniently located in Nicholasville with easy access to shopping, dining, schools, and surrounding areas. Don't miss your opportunity to own this like-new 2025-built home- schedulel your private showing today.

401 Broadway St, Nicholasville
$329,900
4 Beds ⋅ 2 Baths ⋅ 26024418 MLS
If your family is in need of space, this home has it! This updated home has 4 bedrooms and 2 baths. There is an abundance of extra parking for all your vehicles, recreational vehicles and toys. Plenty of space for entertaining and space for children to play and ride their toys safely in the huge backyard. The kitchen has been upgraded with a stainless steel farmhouse sink, leather granite countertops and stainless steel appliances. New paint and flooring through out the home. The primary bedroom is a nice size; the primary bathroom has been updated and the shower has new glass doors. The walkout basement has the laundry/bonus room area along with another bedroom. There is room to add another bathroom downstairs which means equity! The large 2 car garage is located in the basement off the extra, extra big driveway at the rear of the home. A large storage shed provides extra storage and room for lawn equipment. Homes in this area, with this much yardage does not come by often. This home is eligible for the 0% down, 100% financing through the USDA program. Come see this spacious, updated home and lot today!

800 Pinoak Dr, Nicholasville
$208,000
3 Beds ⋅ 1 Baths ⋅ 26024352 MLS
Charming brick home featuring 3 bedrooms, 1 full bath, and a 1-car garage. The home offers wood flooring, a spacious kitchen with an open-concept layout, and a large, flat backyard. Storage shed remains with the property. Convenient layout with plenty of potential to make this home your own!

502 Alta Ave, Nicholasville
$399,900
4 Beds ⋅ 3 Baths ⋅ 26024357 MLS
All one level Ranch Style home with charming open and vaulted living room completed with Luxury vinyl plank flooring that is included through out the home. Open eat in kitchen is completed with loads of cabinetry and countertop space, plus quartz countertops. Kitchen island is a perfect place to entertain or food prep. Eat in area is completed with windows to rear exterior tree lined lot. Owners suite has full bathroom with tiled shower, double bowl vanities, and is completed with double closets. Additional bedrooms have nice closet space. This split bedroom design is perfect for a growing family or a downsizing family. 4th bedroom may also be used for a home office or formal dining room. 2 car full insulated garage includes opener and remotes. All electric home with dimensional shingled roof. The lot is one we all want! Nice tree lined lot with nice privacy and shade! Do not miss this charming home! Catch it soon enough and you may still be able to make choices on completion details.

232 Krauss Dr, Nicholasville
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