Jessamine Homes with Detached Parking Features

Jessamine Homes with Detached Parking Features

Welcome to Jessamine County, Kentucky—a hidden gem that beautifully blends the charm of small-town living with the convenience of modern amenities. Nestled just south of Lexington, Jessamine County boasts picturesque landscapes, rich history, and a vibrant community spirit that makes it an ideal place to call home.

As you explore the diverse neighborhoods of Jessamine County, you'll discover an array of homes that cater to every lifestyle. Among the most sought-after features are homes with detached parking. These properties often come with spacious garages or carports, providing not only convenience but also a touch of elegance to your living space. Imagine the ease of parking your vehicle just steps away from your front door, while still enjoying the privacy and aesthetics of a beautifully landscaped yard.

The county's real estate market is thriving, offering a variety of homes that range from charming historic properties to modern builds. With detached parking options, you can enjoy the benefits of additional storage space for tools, recreational vehicles, or even a workshop—making it a perfect choice for hobbyists and families alike.

Living in Jessamine County means having access to excellent schools, beautiful parks, and a strong sense of community. Whether you're taking a stroll through the quaint downtown area or enjoying a weekend at one of the local festivals, you'll quickly find that this county offers a welcoming atmosphere.

If you’re searching for a home that combines comfort, practicality, and a sense of belonging, Jessamine County is the place for you. Explore the possibilities today and discover your dream home with detached parking features in this enchanting part of Kentucky!

Newest Jessamine Homes with Detached Parking Features

$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
$895,000
3 Beds ⋅ 2 Baths ⋅ 26019682 MLS
Experience refined country living on approximately 5 picturesque acres in one of Jessamine County's most desirable areas. Surrounded by beautiful farms and rolling countryside, this stately Bedford stone residence offers 3 bedrooms, 2 bathrooms, a sun-filled sunroom, and an unfinished basement providing exceptional potential for future living space, a wine cellar, home gym, or additional storage. Equestrian and agricultural amenities include two fenced pastures, an impressive barn with stalls, multiple storage buildings, and a detached garage perfectly suited for horses, livestock, equipment, or a private hobby farm. Public water is available in the area; however, the property currently enjoys crystal-clear water from a 68-foot well. Ideally located near Champion Trace Golf Club and just minutes from Lexington, Versailles, and Nicholasville, this exceptional property offers the rare opportunity to enjoy peaceful, private country living without sacrificing convenience. Create your own elegant equestrian retreat, luxury mini farm, or timeless Kentucky estate. Bedford stone homes are classic homes built with (or faced in) Indiana limestone, commonly called Bedford stone because it comes from the quarries around Bedford, Indiana. This durable limestone became extremely popular throughout Kentucky and the Midwest from the 1940s through the 1970s. They are known for: * Thick limestone exterior that is exceptionally durable and can last for generations. * Excellent curb appeal with a timeless, stately appearance. * Superior fire resistance and low exterior maintenance. * Ranch-style, split-level, and traditional two-story designs are the most common.

1730 Woods Rd, Nicholasville
$874,900
4 Beds ⋅ 4 Baths ⋅ 26019626 MLS
Hobby Farm on 5± Acres | Privacy, Charm & Modern Updates Welcome to 2419 Shun Pike, a stunning French Country brick colonial nestled on approximately 5 picturesque acres in an exceptional location. Offering timeless curb appeal, quality craftsmanship, and thoughtfully updated interiors, this one-of-a-kind property is the perfect blend of classic elegance and comfortable country living. Inside, you'll find 4 spacious bedrooms, including 2 spacious ensuite bedrooms, 4 full bathrooms, 2 inviting living areas on the main level, 2 laundry rooms, and an expansive sunroom filled with natural light. The beautifully renovated kitchen features quartz countertops, custom cabinetry, stainless steel appliances,a huge center island and is designed for both everyday living and entertaining. Recent improvements include new flooring, updated lighting and ceiling fans throughout, fresh landscaping, Radon mitigation system installed and a newly constructed one-car garage completed in 2025. Outside, the property truly shines. The fully functional barn is ideal for a hobby farm, horses, livestock, or equipment storage, while the impressive 5-car detached garage offers abundant space for vehicles, recreational toys, or workshop needs. And as a bonus you can cool off, relax and take in the views from the above ground pool. Set back from the road for exceptional privacy, this beautiful property offers the tranquility of country living with the convenience of shopping, dining, and everyday amenities just minutes away. Whether you're dreaming of a hobby farm, need room to spread out, or simply want a beautifully updated home on acreage, 2419 Shun Pike is a rare opportunity you won't want to miss.

2419 Shun Pike, Nicholasville
$2,090,000
4 Beds ⋅ 5 Baths ⋅ 26018896 MLS
Experience timeless design and refined Kentucky living in Vine Grove, a beautiful new construction opportunity set on a one-acre lot surrounded by picturesque horse farm views. This thoughtfully designed home blends classic architecture with elevated modern function, featuring a stunning stone entry, warm wood front door, board-and-batten exterior accents, soft green shutters, and a charming French-inspired roofline. The main level offers an exceptional floor plan with a spacious living room, open kitchen, dining area, lounge, private office, mud room, laundry, and a beautifully appointed primary suite. The primary wing includes a generous bedroom, spa-inspired bath, large closet, shoe closet, and direct access to the laundry area. Additional main-level bedrooms and baths provide comfort and flexibility for family, guests, or work-from-home living. The plan also includes a four-car garage, motor court, and elegant porte-cochère, creating a grand arrival experience while adding everyday function. Thoughtful indoor-outdoor flow is designed for both daily living and entertaining. The lower level will be delivered unfinished, offering the future owner flexibility to finish the space at an additional expense based on their preferred design and lifestyle needs. See the floor plan for a sample lower-level layout. Potential options may include a family room, exercise room, safe room, fifth bedroom, full bath, storage, or custom entertaining space, subject to final design, pricing, and builder approval. Located in Vine Grove subdivision and surrounded by rolling horse farm views, this home offers the rare combination of luxury design, privacy, acreage, and convenience. A truly special opportunity to customize a beautiful home in a scenic Central Kentucky setting.

232 Doe Run Rd, Nicholasville
$425,000
4 Beds ⋅ 3 Baths ⋅ 26018910 MLS
Unbelievable Opportunity to have your Own Piece of Paradise! Private, secluded, and brimming with natural beauty, this 8.61-acre property is the rural escape you've been dreaming of. Mature landscaping, stately trees, and unmatched scenery create a peaceful setting that feels a world away — yet you're just minutes from Wilmore and Nicholasville, and a short drive to Lexington. The property features a unique 4-bedroom, 3-bath home paired with a detached, oversized 2-car garage, a large barn, and a storage shed — offering plenty of room for vehicles, equipment, hobbies, or animals. This is truly a one-of-a-kind property: a rare combination of privacy, space, and convenience that's hard to find. Whether you're envisioning a hobby farm, a family homestead, or simply room to breathe, this land offers endless potential. Sold as-is; inspections welcome.

2175 Mcgee 1 Ln, Nicholasville
$365,000
4 Beds ⋅ 2 Baths ⋅ 26018833 MLS
Welcome to this beautifully renovated 4-bedroom, 2-bath ranch in the desirable Edgewood subdivision of Nicholasville. Thoughtfully updated from top to bottom, this home offers the feel of new construction with the charm of an established neighborhood. Inside, you'll find stylish new flooring, updated lighting, and modern ceiling fans throughout. The kitchen is a true highlight, featuring brand-new cabinetry, sleek appliances, and eye-catching blue accents that add just the right amount of character. Both bathrooms have been fully refreshed with contemporary vanities, mirrors, and lighting for a clean, polished look. The living room showcases a striking accent wall, creating a warm and inviting focal point. Outside, the oversized two-car garage and dual driveways provide plenty of space for extra parking—perfect for a boat, camper, or RV. Move-in ready and designed with both style and function in mind, this home is one you won't want to miss.

504 Barberry Ln, Nicholasville
$334,900
4 Beds ⋅ 2 Baths ⋅ 26017351 MLS
Welcome home to this beautifully maintained 4-bedroom, 2-full-bath residence that combines modern updates with spacious living. The heart of the home features custom cabinetry, offering both style and functionality for everyday living. Enjoy peace of mind with numerous recent improvements, including a roof that's only 2 years old, replacement windows installed in 2020, brand-new gutters (2025), and a new concrete driveway (2025). The fully finished basement provides abundant additional living space, perfect for a family room, home office, recreation area, or guest accommodations. Outside, you'll find a large, fully fenced backyard with a chain-link fence—ideal for children, pets, gardening, or entertaining. Located in a quiet, established neighborhood, this home offers the perfect balance of tranquility and convenience, with restaurants, shopping, and everyday amenities just minutes away. With its generous living space, quality updates, and excellent location, this move-in-ready home is one you won't want to miss!

515 Pinoak Dr, Nicholasville
$452,000
5 Beds ⋅ 2 Baths ⋅ 26001699 MLS
This rare beauty has only had 3 owners... A bank owner, a judge and a realtor. Current owner did all the flooring, drywall, ceilings, roof, hvac, mini splits, new pool, new hot tub, new light fixtures and more. You could not walk in the house when she first bought it. After 3-4 years of renovating, she lived there for years with no issues and low maintenance. Looking to pass the torch on to a new family. With a massive backyard which is very private, a firepit, and two kitchens in the hom,e this house offers a private getaway. The vaulted ceilings and crownmolding are magical. There is space to work and play. The utilities are surprisingly low! There is room to expand the downstairs bathroom to a large one and contine the remodeling. Home comes furnished.

302 Broadway St, Nicholasville
$349,000
2 Beds ⋅ 3 Baths ⋅ 26011589 MLS
Kentucky Palisades at High Bridge retreat on 3 wooded lots featuring a beautifully maintained elevated home and an exceptional 1800+ sq. ft. detached shop. Perfect for hobbyists, collectors, or workshop space. The insulated outbuilding includes HVAC, full bath , bonus rooms, cathedral ceilings, and oversized 8? and 11? doors. The home offers 2 bedrooms, 1.5 baths plus a sleeping loft, with vaulted ceilings, hardwood floors, skylights, granite countertops, custom cabinetry walk-in closet, and a full-height masonry fireplace with wood stove. Enjoy peaceful river views from the expansive screened porch. Offered fully equipped, including stackable washer and dryer. A rare waterfront property combining comfort, privacy, and incredible versatility. Boat ramp nearby for the community . Breathtaking views for the fun summer family gatherings. Lots 42, 43 & 44. Please use the Legacy Contract. If you don't have one please let me know and I can send one in Dotloop.

1395 Dix Dr, Wilmore
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 26001081 MLS
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!

305 Appaloosa Trl, Wilmore
$875,000
3 Beds ⋅ 4 Baths ⋅ 26012726 MLS
A charming and truly exceptional retreat in Nicholasville and will be a great place to call home. On a total 3.75 picturesque acres, this stunning ranch on a full basement is a modern escape while remaining conveniently close to town. From the moment you step inside, the home makes a statement.Natuarul light and Kentucky sky. Every space has been thoughtfully done with a sophisticated design that blends contemporary elegance and livability. Show stopping kitchen is straight from the pages of a luxury design magazine, featuring custom cabinetry, Granite Counter tops and island, premium appliances, and expansive gathering spaces ideal for entertaining. The hardwood floors elevate rooms. Offering 3 bedrooms and 3 1/2 baths, the layout provides both comfort and flexibility. Spacious, first floor primary suite is a peaceful sanctuary, While the full basement opens endless possibilities for hobbies, work spaces,entertaining,or muli-generational living. Perfect for a studio A detached garage/workshop building adds functionality, outdoor living. Equally impressive with a patio designed to soak in the extraordinary scenery and sunsets.Elegant,private,and unforgettable-this is a once-in-a -lifetime opportunity to own a property that feels both luxurious and deeply connected to its natural surrondings.Inspections welcomed. Home is in Jessamine County. Please schedule a private showing today.

1224 Hall Rd, Nicholasville
$298,900
3 Beds ⋅ 2 Baths ⋅ 26005192 MLS
Welcome Home! A Home to Entertain Family & Friends! This 3 Bedroom 2 Bath Ranch with Wide Driveway, & Oversized Garage (26x30) a Mechanics Dream, Fenced Backyard and still has room to park a Boat or RV. This home Features a Large Den which opens to Dining Area and Huge Kitchen. The Kitchen has an Abundance of Cabinets & Plenty of Countertop Space, a Gorgeous Herringbone Butcherblock Counter, a Single Basin Waterfall Sink with Pull Down Sprayer Faucet. The Side by Side Black Stainless Steel Refrigerator, Smooth top Range, Microwave, Dishwasher are provided but are not warranted. There is Laminate Flooring throughout the house and Ceramic Tile in Bathroom. The Primary Bedroom is Large and could accommodate a King Size Bed and Dresser, the Bathroom features a Jacuzzi Tub and Vaulted Ceiling. There are 2 additional Bedrooms. There is another Big Family Room with Gas Log Fireplace and has potential to become a 4th Bedroom or whatever you want it to be. Relax on the Covered Back Porch & enjoy your mornings & evenings.

520 Pinoak Dr, Nicholasville
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