Jessamine Homes with Attached Parking Features

Jessamine Homes with Attached Parking Features

Welcome to Jessamine County, Kentucky, a hidden gem nestled in the heart of the Bluegrass region. Known for its picturesque landscapes and rich history, Jessamine County offers a unique blend of rural charm and modern conveniences. Just a short drive from Lexington, residents enjoy the tranquility of country living while having easy access to urban amenities. With its rolling hills, lush pastures, and vibrant communities, Jessamine County is the perfect place to call home.

One of the standout features of homes in Jessamine County is the availability of attached parking options. Whether you're a busy professional, a growing family, or someone who loves to entertain, having convenient access to your vehicle is a must. Many homes in this area come equipped with attached garages, providing protection from the elements and added security for your vehicle. Imagine arriving home on a rainy day, effortlessly pulling into your garage and stepping into the comfort of your home without a drop of rain touching you.

In addition to the practicality of attached parking, these homes often boast spacious interiors, modern amenities, and beautifully landscaped yards, making them ideal for both relaxation and entertaining. From cozy bungalows to expansive family homes, Jessamine County offers a diverse range of properties that cater to various lifestyles and budgets.

If you're searching for a place that combines serene living with the convenience of attached parking, look no further than Jessamine County. Discover your dream home in this enchanting region today!

Newest Jessamine Homes with Attached Parking Features

$1,385,000
4 Beds ⋅ 4 Baths ⋅ 26025171 MLS
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
$899,900
4 Beds ⋅ 4 Baths ⋅ 26023623 MLS
Introducing an exceptional new-construction opportunity in The Estates at Ashgrove, one of Nicholasville's newest developments. Perfectly positioned with scenic backyard views of the community's fully stocked pond, this thoughtfully designed home offers approximately 3,417 finished square feet, four bedrooms, three-and-a-half bathrooms and an oversized three-car garage. Inside, 10-foot ceilings enhance the main level, while the open kitchen, dining and great room provide an inviting setting for everyday living and entertaining. The great room features a dramatic cathedral ceiling and fireplace, and the kitchen is designed with a generous island and walk-in pantry. The private primary suite offers a spa-inspired bathroom, spacious walk-in closet and convenient direct access to the laundry room. A flexible front bedroom can also serve as a private home office. Upstairs, an expansive finished bonus level with a full bathroom and walk-in closet offers endless possibilities for a guest retreat, media room, recreation space or additional living area. Covered outdoor living spaces make it easy to relax and enjoy the peaceful pond views. Experience a scenic setting without sacrificing convenience—just moments from everything Brannon Crossing has to offer, minutes from The Summit at Fritz Farm, and ideally located near South Lexington and Nicholasville shopping, dining and recreation. Depending on the stage of construction, buyers may have the opportunity to personalize select finishes. Plans, dimensions, materials and specifications are subject to builder approval and change during construction.

105 Saddlebrook Ct, Nicholasville
$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
$579,000
3 Beds ⋅ 3 Baths ⋅ 26024929 MLS
PRICED $20,000+ UNDER APPRAISAL! This exceptional 5-acre property offers space, versatility, and convenience just minutes from town. This nearly 2,000 square foot ranch home features 3 bedrooms and 3 full baths with a spacious living room and large dining room perfect for hosting family and friends. Need more space? The partial basement is ready for your finishing touches and could easily become a 4th bedroom, recreation room, or additional living area. Outside you will find a versatile barn just steps from the home, complete with stalls and two additional garages added to the original structure — ideal for horses, a workshop, or all your hobbies and equipment. Both the barn and field are equipped with underground irrigation and the barn has its own electrical service. With acreage, outbuildings, and endless possibilities, this one-of-a-kind property has everything you've been looking for and more!

1115 Jessamine Station Rd, 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
$259,000
3 Beds ⋅ 2 Baths ⋅ 26024685 MLS
Welcome to this beautiful updated, move-in-ready ranch home in Nicholasville KY! Featuring 3 bedrooms, 2 full bathrooms, and an attached garage, this charming one-level residence was thoughtfully remodeled in 2024 with stylish finishes throughout. Step inside to discover eye-catching chevron-pattern waterproof vinyl plank flooring and freshly painted interior. The remodeled kitchen is the heart of the home, showcasing smart appliances, granite counter top, and a detailed island with rustic wood accents. Both bathrooms feature granite-topped vanities, for added peace of mind, the A/C unit was replaced 1 year ago. The home also includes a security system, and the washer & dryer convey with the property. This functional single-level-layout, and move-in-ready condition, offers the perfect combination of comfort, style, convince and price. Schedule your private showing today - this Nicholasville gem is ready to welcome its new owner!

108 Olivia 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
Start Your Search