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

$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
$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
$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
$369,900
3 Beds ⋅ 2 Baths ⋅ 26020024 MLS
Welcome to 140 Dawson Pass! Located near City-County Park, this inviting 3-bedroom, 2-bath home offers a desirable split-bedroom floor plan and an open-concept design with a comfortable flow for both everyday living and entertaining. The spacious kitchen, dining, and living areas create the perfect gathering space for morning coffee, family dinners, and hosting friends. Freshly painted ceilings in the living room, kitchen, and primary bedroom, along with freshly painted bedrooms and bathrooms, give the home a fresh and welcoming feel. Plantation shutters throughout add timeless character and charm. Enjoy relaxing evenings and weekend gatherings on the large covered Trex deck, installed in September 2025, overlooking the backyard. Recent updates include a new roof (September 2025), new refrigerator, and new dishwasher, providing peace of mind for the next owner. The expansive 1,599 sq ft walkout basement offers incredible potential with a French door, patio, plenty of windows, and a full bathroom already roughed in. Whether you envision a home gym, media room, hobby space, guest suite, or a comfortable area for multigenerational living, this space allows you to create a home that fits your lifestyle. Sitting on a nice corner lot, this home offers the convenience of nearby parks, outdoor recreation, and everyday amenities while providing room to grow. With thoughtful updates, flexible living space, and a great location, 140 Dawson Pass is ready for its next chapter. Seller is a licensed real estate agent.

140 Dawson Pass, 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
$935,000
4 Beds ⋅ 3 Baths ⋅ 26020005 MLS
Welcome to the lifestyle you have been dreaming of! Nestled in the desirable Clays Crossing community, this beautiful ranch on almost 3/4 of an acre and a full basement offers over 4,000 sq. ft. of living space. With 3 bedrooms and 2 bathrooms on the main level, and one bedroom with egress and a bathroom in the basement, there is room for everyone to have their own space and walk in closet. The open concept layout is perfect for both everyday living and entertaining, featuring a chef inspired kitchen with a large walk-in pantry and elegant finishes throughout. The majority of the basement is finished with a theater room and wet bar, along with a large gym and luxury sauna. Whether you are hosting game nights, accommodating guests, or want a private space to work out and relax, this basement will provide those unforgeable memories. Located just minutes from Brannon Crossing, South Lexington, shopping, dining, and top amenities, this home delivers the ideal combination of luxury, location, and lifestyle. Don't miss your chance to call 610 Old Coach Rd home!

610 Old Coach Rd, Nicholasville
$340,000
4 Beds ⋅ 3 Baths ⋅ 26019901 MLS
Offering more than 2,200 square feet, this spacious Southbrook home combines standout curb appeal with a comfortable, connected layout. The main level flows easily between the living, dining and kitchen areas, making it well suited for both everyday life and entertaining. New vinyl flooring gives the space a fresh, updated feel, while the kitchen features stainless steel appliances and a newer dishwasher. Upstairs, you'll find all four bedrooms, including a generously sized primary suite with a walk-in closet, plus three additional bedrooms with flexibility for family, guests or a home office. Outside, enjoy a newly replaced upper deck overlooking the privacy-fenced backyard—an inviting space to relax, play or gather. Additional storage, an attached two-car garage and main-level laundry add everyday convenience. Recent improvements also include a rebuilt HVAC system, offering added peace of mind. Located in Nicholasville's established Southbrook neighborhood with convenient access to shopping, dining and Lexington, 404 E Ridge Drive offers the space, updates and functionality that can be difficult to find at this price point.

404 E Ridge Dr, Nicholasville
$799,999
3 Beds ⋅ 2 Baths ⋅ 26019873 MLS
Private 5-Acre Sanctuary Just Minutes from Downtown Lexington! Welcome to your private retreat nestled within the exclusive gated community of Village on the Green. Situated on 5 serene acres, this meticulously cared-for, mostly brick home offers over 2,100 square feet of polished, light-filled living space designed for effortless everyday living and entertaining. Inside, you'll discover a thoughtfully laid-out floor plan featuring 3 spacious bedrooms and 2 full bathrooms. The current owners have lovingly maintained and updated the property, offering complete turnkey confidence. Standout upgrades include a whole-home generator, ensuring continuous peace of mind and comfort regardless of the weather. Beyond your private lot, take advantage of the expansive communal green space professionally maintained by the HOA—offering all the benefits of a sprawling park-like setting without the upkeep. Enjoy the best of both worlds: ultimate privacy and acreage in a quiet setting, paired with the convenience of being just a 15-minute drive to downtown Lexington's top dining, shopping, and entertainment options.

17 Olde Village Dr, Nicholasville
$471,977
4 Beds ⋅ 3 Baths ⋅ 26019751 MLS
Contract writing period through Monday, July 27th at NOON. 7/25/2026 This home is APROX 60 DAYS FROM COMPLETION! The Gibson is a two-story plan with a second-floor primary suite. The first floor includes a study that has been configured as a first-floor bedroom with full bath in lieu of the powder room. The large family room is at the front of the home and connects to the kitchen and breakfast area with a very open layout. An optional fireplace is available in the family room, as well as flanking picture windows. A drop zone option can connect the kitchen and garage. A covered patio is available. The second floor includes the primary suite with ceilings vaulted to 9', and a spacious bath with garden tub and separate shower, double vanity, and two separate walk-in closets. Two additional bedrooms, a loft, hall bath, linen closet, and utility room with folding counter complete the second floor. Exterior details include a covered entry, hip roof design, and side entry garage layout. Job# 41GN

6301 Grey Oak Ln, Nicholasville
Start Your Search