Downtown Homes with Detached Parking Features

Downtown Homes with Detached Parking Features

**Discover the Charm of Downtown Kentucky**

Welcome to Downtown, a vibrant and historic subdivision nestled in the heart of Kentucky. This area seamlessly blends the charm of small-town living with the conveniences of urban life, making it an ideal location for families, young professionals, and retirees alike. With its picturesque streets and rich cultural heritage, Downtown is a place where community spirit thrives.

One of the standout features of homes in this area is the availability of detached parking. In Downtown, you'll find a variety of residences that offer this desirable amenity, ensuring that your vehicles are not only safely parked but also easily accessible. Detached garages and parking spaces provide homeowners with added convenience and privacy, allowing you to enjoy your home without the worry of street parking.

The homes in Downtown range from charming historic properties to modern builds, catering to diverse tastes and lifestyles. Many of these residences boast unique architectural details, spacious layouts, and beautifully landscaped yards, creating an inviting atmosphere for both residents and visitors.

Beyond the homes, Downtown is brimming with local shops, restaurants, and parks, offering an array of activities for everyone. Whether you're enjoying a leisurely stroll along the scenic streets or indulging in the local culinary scene, there's always something to explore.

If you're looking for a community that offers character, convenience, and a sense of belonging, Downtown Kentucky is the perfect place to call home. Come and experience the warmth and charm of this delightful subdivision today!

Newest Downtown Homes with Detached Parking Features

721 Headley Ave, Lexington
$259,000
3 Beds ⋅ 1 Baths ⋅ 26028969 MLS
Beautifully updated while preserving its timeless character, this classic 1930s brick Cape Cod is nestled in one of Lexington's vibrant, walkable neighborhoods. This charming 3-bedroom home offers beautiful hardwood floors, abundant natural light, a tastefully updated kitchen, and inviting living spaces that blend historic character with everyday comfort. The welcoming front pergola provides the perfect spot to enjoy your morning coffee, while the fenced backyard features a fire pit area and plenty of space to relax or entertain. A detached garage and unfinished basement provide valuable storage and future potential. Enjoy a short walk to West Sixth Brewery, convenient access to the Legacy Trail, and all the dining, shopping, and entertainment that downtown Lexington has to offer. Move-in ready and full of character, this is one you won't want to miss.

721 Headley Ave, Lexington
418 Estill St, Berea
$399,900
6 Beds ⋅ 4 Baths ⋅ 26028547 MLS
Homes like this don't come along every day, especially in this part of Berea! Welcome to 418 Estill Street, a truly unique home offering over 2,800 square feet, 6 bedrooms, 3 full bathrooms, and a half bath, all in a location filled with the charm and character that make Berea so special! One of the standout features is the mother-in-law suite with its own separate entrance, full kitchen and den, offering flexibility for extended family, guests, or additional living space. Inside, you'll also appreciate the comfort of heated tile floors in the kitchen and entryway, along with the convenience of an EV charging station. And wait until you see the outdoor space! Beautiful mature trees add character to the backyard, while the screened-in back deck gives you a wonderful place to relax and enjoy your surroundings. There's also an additional deck that's perfect for grilling, firing up the smoker, or gathering with family and friends. The fenced backyard gives your four-legged family members room to run and play while you enjoy some time on the deck. A carport with two attached storage sheds provides extra convenience and space for all those things you need to tuck away. But what makes this property even more special is its location! Situated near Berea College and historic College Square, you're close to locally owned restaurants, coffee shops, boutiques, and art galleries. Just down Estill Street is the historic Log House Craft Gallery, and nearby you'll find Boone Tavern, the Berea College Farm Store, and the many arts, music, festivals, and community events that give Berea its one-of-a-kind personality. And for those who love the outdoors, the Pinnacles and beautiful hiking trails are just a drive away. There's a certain charm about Berea that you simply can't recreate, and this home offers the space, flexibility, and location to enjoy it! With six bedrooms, multiple outdoor entertaining areas, and features you don't find in every home, 418 Estill Street is anything but ordinary. Come see what makes this one so special!

418 Estill St, Berea
280 E Cumberland Ave, Jamestown
$335,000
4 Beds ⋅ 3 Baths ⋅ 26028545 MLS
Located in the heart of Jamestown, KY, this spacious single-level ranch offers just over 3,000 sq ft of living space with 4 bedrooms and 3 bathrooms. The open floor plan provides plenty of room to spread out and enjoy comfortable everyday living. Situated on a 1-acre lot, the property features a large backyard, outdoor living area, and a large detached garage with plenty of room for parking, storage, or projects. Conveniently located close to local shops, restaurants, and amenities, this property offers space, convenience, and plenty of potential

280 E Cumberland Ave, Jamestown
42 Samuels Avenue, Mt Sterling
$260,000
4 Beds ⋅ 2 Baths ⋅ 26027296 MLS
Thoughtfully Updated 4BR/2BA in Mount Sterling, KY Welcome to 42 Samuel's Avenue, a beautifully updated 4-bedroom, 2-bathroom home offering plenty of space and move-in-ready style in Mount Sterling, Kentucky. This home has been thoughtfully refreshed throughout, giving you modern updates with a true turnkey feel. Step inside to find new flooring and fresh paint throughout, creating a clean, bright, and inviting atmosphere in every room. New light fixtures and plumbing fixtures add a polished touch, while new tile in the bathrooms brings a stylish, updated look to both spaces. Outside, you'll love the fenced-in backyard, the perfect space for pets, play, or simply relaxing in your own private outdoor retreat. With so many quality updates already done for you, this home offers comfort and convenience from the moment you walk through the door. Schedule your showing today!

42 Samuels Avenue, Mt Sterling
217 S Main St, Nicholasville
$599,700
5 Beds ⋅ 5 Baths ⋅ 26026997 MLS
Completely Renovated 5BR/5BA Luxury Home — 4,600+ Sq Ft in the Heart of Nicholasville! Welcome to 217 South Main Street — a stunning luxury home offering over 4,600 square feet of beautifully renovated living space, right in the heart of Nicholasville, Kentucky. This 5-bedroom, 5-bathroom home has been completely transformed from top to bottom, delivering a true turnkey experience with high-end finishes throughout, including a convenient first floor primary bedroom. The kitchen shines with gorgeous quartz countertops and a stylish tile backsplash, while the bathrooms feature luxury tile finishes that elevate every detail. Refinished flooring flows throughout the home, bringing a fresh, polished feel to every room. Outside, you'll love the massive back deck — perfect for entertaining or simply relaxing — along with a newly fenced-in backyard offering privacy and space to enjoy the outdoors. With this much space, style, and quality craftsmanship, this home truly has it all. Don't miss your chance to own this one-of-a-kind luxury home in the heart of Nicholasville — schedule your showing today!

217 S Main St, Nicholasville
153 Pineview Ln, Carlisle
$239,900
5 Beds ⋅ 2 Baths ⋅ 26026985 MLS
Discover a rare opportunity to own a spacious two-story home with multiple living options and a separate apartment/guest house—perfect for those looking for flexibility, additional space, or income potential. From the moment you step inside, the character shines through with beautiful hardwood floors, original mantels with ceramic tile accents, and generously sized rooms just waiting for your personal touch. Previously configured as two apartments, the main home offers the potential to be converted back, creating exciting possibilities for multi-generational living, rental income, or an owner seeking additional living space. The separate apartment/guest house adds another layer of versatility for guests, extended family, a home office, or additional rental potential. This property offers endless possibilities for its next owner. The main floor offers a spacious kitchen, formal dining and living room. Also, a primary bedroom with a full updated bathroom. Upstairs you will find 4 additional bedrooms and another full bathroom. Bring your vision and make this unique property your own! Seller is offering $2,500 toward buyer's allowable closing costs, prepaid expenses, or other eligible costs with an acceptable offer. This added incentive makes an already appealing property an even greater opportunity for buyers!

153 Pineview Ln, Carlisle
114 W Lexington Ave, Danville
$485,000
3 Beds ⋅ 3 Baths ⋅ 26026623 MLS
This century old Queen Anne beauty is ready for it's new owners! This house oozes charm from the moment you step onto the deep front porch and enter into a proper foyer and see all the original details from the crown molding to the staircase details. Downstairs you'll find room for everything, two living areas, large formal dining, an office with full bath and massive laundry room. The main floor also hosts an updated kitchen with an large island perfect for entertaining. Walk out on to the screened in porch to enjoy your morning coffee or out to the deck to enjoy some sunshine. All three bedrooms are located upstairs, two spacious bedrooms share a full bath along side a primary suite with a lovely updated bathroom. A partial basement leaves plenty of room for storage or a workshop. You will also find a spacious garage for parking and the perfect sized backyard for a bit of privacy. Walking distance to downtown Danville, including Burke's Bakery for a sweet treat! Don't miss your chance to call this home.

114 W Lexington Ave, Danville
305 W Main St, Mt Sterling
$464,900
5 Beds ⋅ 4 Baths ⋅ 26026409 MLS
Stately, spacious, and filled with timeless character, this circa 1915 Colonial brick home is a true downtown Mt. Sterling treasure! Offering an impressive 5 bedrooms, 3 full baths and 1 half bath, this historic home provides an abundance of space both inside and out, all while being filled with beautiful natural light. From the moment you step into the grand and inviting entry foyer—the kind foyers dreams are made of—you'll immediately appreciate the craftsmanship and charm found throughout. The home features a spacious living room, den/study or home office, formal dining room, kitchen with breakfast nook and beautiful cabinetry and counter tops, mudroom, and two laundry areas. Original character shines through with beautiful hardwood flooring, crown molding, intricate door frames and trim work, built-ins, and several fireplaces that add warmth and personality throughout the home. The finished third level offers even more incredible living space with a huge recreation/family room plus an additional bonus room with skylights. This versatile space could even serve as another primary suite with its attached bathroom featuring a relaxing soaking tub. Outside, the home is situated on a generous .60-acre lot right in downtown Mt. Sterling and features a picture-perfect front porch worthy of the cover of a home and garden magazine, a rear patio perfect for entertaining, and a detached garage with additional storage space in the rear. The unfinished basement provides even more room for storage. Recent improvements include a new architectural shingle roof installed in August 2026, along with new guttering and downspouts. As a Mt. Sterling Historic Registered Home, this property offers the history, craftsmanship, space, and character that simply cannot be recreated today. If you've always dreamed of owning a LARGE historic home in the heart of downtown Mt. Sterling, this may be the one you've been waiting for. This remarkable property truly must be seen in person to fully appreciate everything it has to offer!

305 W Main St, Mt Sterling
38 Johnson Avenue, Mt Sterling
$284,900
4 Beds ⋅ 2 Baths ⋅ 26026358 MLS
Cute, cozy, and charming are the three words that immediately come to mind with this beautiful Craftsman-style bungalow in downtown Mt. Sterling! Fully renovated in 2016 and still in pristine condition, this home perfectly blends classic character with modern updates. Inside, you'll find 4 bedrooms, 2 full baths, a welcoming living room with an electric fireplace, dining area, and a beautiful kitchen featuring an island, pantry, and cozy gas-log fireplace. A convenient utility area adds to the functionality, while the unfinished basement provides plenty of additional storage space. Step outside and enjoy even more! The property offers a detached two-car garage, storage shed, inviting covered front porch, and a rear covered patio overlooking the backyard—the perfect spot to relax, entertain, or enjoy your morning coffee. With its charming style, thoughtful updates, convenient downtown location, and truly move-in-ready condition, this home is just waiting for its next owner to arrive, unpack, and start making memories. This one is sure to please.

38 Johnson Avenue, Mt Sterling
412 Poplar Ter, Harlan
$125,000
3 Beds ⋅ 1 Baths ⋅ 26026305 MLS
I found your new house overlooking the city of Harlan. This house is just above sunshine preschool and a 5-minute walk to Harlan Independent School. There are great features about this home including a fenced in front and back yard with an above ground pool and deck. All 3 bedrooms and bath are located on the second floor with deep walk-in closets. Stainless dishwasher and refrigerator in the kitchen and an electric range. This property has a private drive with a 1 car detached garage. Schedule your showing today

412 Poplar Ter, Harlan
127 Center St, Lawrenceburg
$160,000
2 Beds ⋅ 1 Baths ⋅ 26026061 MLS

127 Center St, Lawrenceburg
454 W Lexington Ave, Danville
$310,000
5 Beds ⋅ 3 Baths ⋅ 26026015 MLS
Historic charm meets everyday comfort at this spacious two-story Carpenter Gothic home on sought-after Lexington Avenue—offered for sale for the first time in approximately 75 years. Offering 5 bedrooms, 3 full baths, and 3,384 square feet, the home provides room to gather, work, and relax while showcasing the distinctive character of its original Gothic Revival design. The main level features a convenient primary suite, a large eat-in kitchen, and three fireplaces that add warmth and timeless appeal throughout. Enjoy quiet mornings or relaxed evenings on the screened porch, while the double detached carport provides practical off-street parking. Ready for its next chapter, this historic home is a blank canvas awaiting a new owner's vision and loving finishing touches—a rare opportunity to restore, personalize, and enjoy a generously sized home on one of Danville's most historic and recognizable avenues.

454 W Lexington Ave, Danville
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