Downtown Homes with On Street Parking Features

Downtown Homes with On Street Parking Features

Welcome to Downtown Carlisle, a charming subdivision nestled in the heart of Nicholas County, Kentucky. This vibrant community beautifully blends small-town charm with modern conveniences, making it an ideal place for families, young professionals, and retirees alike. With its picturesque streets lined with historic buildings and friendly neighbors, Downtown Carlisle offers a warm and inviting atmosphere that feels like home.

One of the standout features of this delightful area is the availability of homes with on-street parking. This convenient option not only enhances accessibility but also encourages a sense of community as residents interact with one another while coming and going. Imagine stepping out of your front door to greet friendly faces and share a smile with your neighbors, all while enjoying the ease of parking right outside your home.

The homes in Downtown Carlisle vary in style and size, catering to diverse preferences and budgets. Whether you’re searching for a cozy bungalow or a spacious family home, you’ll find a range of options that reflect the unique character of the neighborhood. With well-maintained properties and lush greenery, the aesthetic appeal of this subdivision is truly captivating.

Living in Downtown Carlisle means you’re just a stone’s throw away from local shops, restaurants, and parks, making it easy to enjoy the best of what this charming town has to offer. Experience the warmth and community spirit of Downtown Carlisle, where every street tells a story and every home welcomes you with open arms. Come discover your perfect home today!

Newest Downtown Homes with On Street Parking Features

519 W Main St, Lexington
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 26029769 MLS
Urban sophistication meets unforgettable entertaining in the heart of downtown Lexington! Welcome to an extraordinary loft-style condo at 519 W. Main Street, where contemporary design, industrial character, and an unbeatable location come together to create a truly unique living experience. From the moment you enter, you'll be captivated by the dramatic two-story layout, soaring ceilings, exposed brick accents, beautiful hardwood floors, and striking spiral staircase. The spacious, open-concept living area flows seamlessly into a stunning kitchen featuring an oversized island with seating, stainless steel appliances, stylish cabinetry, and generous counter space—perfect for gathering with friends and family. But what truly sets this property apart is its incredible entertainment potential! An impressive upper-level bar and lounge area features a large custom bar, abundant seating, and an open view overlooking the main living space. Downstairs, a dedicated recreation area offers room for shuffleboard, relaxing, and hosting unforgettable game nights. Step outside to enjoy exceptional covered outdoor living spaces overlooking Main Street, complete with room for comfortable seating and entertaining. The combination of exposed brick, expansive glass, modern finishes, and industrial architectural details creates a sophisticated urban atmosphere throughout. Located just moments from Rupp Arena, Central Bank Center, Lexington's finest restaurants, shopping, and nightlife, this property puts the best of downtown right at your doorstep. Whether you're looking for an exciting full-time residence or the ultimate downtown retreat, this exceptional condo offers a lifestyle that's anything but ordinary. Live downtown. Entertain in style. Experience Lexington like never before!

519 W Main St, Lexington
233 Highland Ave, Lancaster
$115,000
3 Beds ⋅ 1 Baths ⋅ 26029932 MLS
Great investment property or fixer upper. Home has 3 or 4 bedrooms with gas heat and central air, fireplace in den and basement with a huge backyard.

233 Highland Ave, Lancaster
129 Mockingbird Ln, Carlisle
$187,500
3 Beds ⋅ 1 Baths ⋅ 26029758 MLS
Move in ready. House has been remodeled with updated kitchen including cabinets, plumbing, and appliance. Completely new bathroom fixtures, new LVT flooring throughout, New HVAC and Hot Water Tank, Feshly painted through out. Ready for you to make this your new Home just in time for the holidays..and by the way.... it backs up to a farm for your privacy...

129 Mockingbird Ln, Carlisle
68 Nolan Ct, Stanton
$180,000
3 Beds ⋅ 1 Baths ⋅ 26029445 MLS
Welcome to 68 Nolan Ct in Stanton! This well-cared-for 3-bedroom, 1-bath home is move-in ready and offers comfortable living with plenty to appreciate. The home has been thoughtfully maintained and features a roof that is only approximately four years old, providing added peace of mind for the next owner. Outside, enjoy a private, fully fenced backyard—perfect for pets, children, entertaining, or simply relaxing outdoors. Whether you're looking for your first home, downsizing, or adding to your investment portfolio, this charming property is one you'll want to see. Schedule your showing today!

68 Nolan Ct, Stanton
415 Chestnut St, Lexington
$99,900
2 Beds ⋅ 1 Baths ⋅ 26029263 MLS
Turnkey investment producing $1,500/month, with expansion potential—up to 4 additional properties can be added to maximize cash flow. Property sold as-is.

415 Chestnut St, Lexington
1414 Cypress St, Paris
$159,900
3 Beds ⋅ 1 Baths ⋅ 26029033 MLS
1414 Cypress Street is conveniently located on an established Paris street with a long history in a well developed neighborhood! This home features 3 bedrooms, 1 full bath, and a fireplace. 1118 +|- Sq Ft of living. This home provides easy access to city parks, schools and the ever so booming downtown Main Street! This property could offer you an opportunity to put down roots in a community that has been around for generations. Affordable, convenient and full of possibilities!

1414 Cypress St, Paris
422 Johnson Ave, Lexington
$359,900
2 Beds ⋅ 3 Baths ⋅ 26028685 MLS
Historic charm meets modern convenience in this inviting downtown Lexington home. Original hardwood floors, painted brick accents, and soaring ceilings create a warm and welcoming atmosphere from the moment you step inside. The main floor offers spacious living areas, a kitchen with stainless steel appliances, a half bath, first floor laundry, and a large primary bedroom with a private ensuite bath. Just beyond the main living room, a bright front room with a vaulted ceiling and oversized windows provides additional living space filled with natural light, perfect for relaxing, gathering, or whatever best fits your lifestyle. Upstairs, the loft style second bedroom and full bath offer privacy and flexibility for guests, family, or a home office. Outside, the large fenced backyard provides plenty of space to entertain, garden, or simply enjoy the outdoors. A spacious storage shed offers additional room for tools, lawn equipment, and seasonal storage. One of the property's most unique features is its double lot size and rare alley access from Wilkirson Alley, providing dual access to the property along with multiple off street parking spaces, as well as the opportunity to add a detached garage with an ADU! This uncommon amenity is a true advantage for downtown living and adds both convenience and everyday functionality. Located just minutes from Transylvania University, Greyline Station, Duncan Park, the Living Arts and Science Center, the Legacy Trail, local restaurants, shopping, and everything downtown Lexington has to offer, this home offers the perfect balance of historic character, modern updates, and an unbeatable location.

422 Johnson Ave, Lexington
107 S Burns Ave, Winchester
$359,900
4 Beds ⋅ 2 Baths ⋅ 26027372 MLS
Built in 1913 and located two blocks from Main Street, 107 S Burns Avenue retains its original interior detail: coffered ceilings, cherry wood wainscoting, hardwood floors, leaded diamond-pane windows, brick fireplaces with their original mantels, and built-ins throughout. The home offers four bedrooms, two full baths, and 2,352 square feet. The upper level has been fully renovated and includes a private fourth bedroom, full bath, built-in workspace, generous knee-wall storage, and a dedicated heating and cooling system. In the kitchen, custom cabinetry complements an original double-drainboard cast-iron sink, while the main-level bath retains a beautifully reglazed original clawfoot tub. Outdoors, an eight-foot privacy fence creates a secluded backyard setting with an above-ground pool and ample space for relaxing and entertaining. An original carriage-door garage adds another layer of historic character, complemented by off-street parking for up to three vehicles. Located just two blocks from Main Street, the home offers convenient access to downtown Winchester's locally owned restaurants, boutiques, theater, festivals, and community events. College Park and the public library are also just a few blocks away.

107 S Burns Ave, Winchester
111 N Central Ave, Nicholasville
$69,900
1 Beds ⋅ 1 Baths ⋅ 26026910 MLS
Wanting to flip a home, then this is the one you want! Call with any questions you may have.

111 N Central Ave, Nicholasville
207 Main St, Augusta
$450,000
26026537 MLS
Opportunity awaits at 207 Main Street in the heart of Augusta, Kentucky! Located in this charming Ohio River community, this updated commercial property offers a versatile space with the potential to accommodate a variety of business ventures. Numerous updates throughout give the building a fresh, inviting feel while still allowing the next owner to make the space their own. Whether you're looking for retail space, professional office space, or a location to bring a new business concept to life, this Main Street property offers plenty of possibilities. Take advantage of the location, character, and small-town charm of historic Augusta and bring your vision to Main Street!

207 Main St, Augusta
120 Rand Ave, Lexington
$345,000
3 Beds ⋅ 3 Baths ⋅ 26025916 MLS
Welcome to this charming turn-of-the-century gem nestled in the heart of Lexington's vibrant North Limestone (NoLi) district! Combining timeless 1900s craftsmanship with modern comfort, this 3-bedroom, 2.5-bathroom home with a new roof offers the ideal blend of historic warmth and downtown convenience. Step onto the cozy front porch and step inside to admire original, beautifully preserved hardwood floors and a thoughtful, flowing floorplan designed for effortless living and entertaining. At the heart of the home is a stunning kitchen featuring a spacious center island, a generous walk-in pantry, and brand-new appliances. Whether you're preparing a quick weeknight meal or hosting friends, this functional and inviting space makes cooking a delight. Outside, escape to your private sanctuary: a relaxing back deck overlooks a fully fenced backyard. Enjoy the ultimate downtown lifestyle! Stroll to local restaurants, neighborhood bars, coffee shops, parks, and Transylvania University. Everything you love about NoLi and downtown Lexington is just steps from your front door. Make this your opportunity to own a piece of historic charm with all the modern upgrades—schedule your tour today!

120 Rand Ave, Lexington
151 Rand Ave, Lexington
$149,900
2 Beds ⋅ 1 Baths ⋅ 26025555 MLS
Back on the market with valuable improvements and now offered at an updated price! This two-bedroom, one-bath home features hardwood floors, newer windows, a convenient laundry and utility area, and a spacious kitchen with room for dining. Recent updates include a brand-new heating and air-conditioning system backed by a transferable 10-year warranty, plus a brand-new refrigerator and electric stove with a one-year manufacturer warranty. Outside, enjoy a privacy-fenced backyard, deck, and storage shed. Located just north of downtown Lexington, the home offers convenient access to Transylvania University, Greyline Station, and the locally owned restaurants, shops, and entertainment found throughout the North Limestone area. With several big-ticket improvements already completed and room to add your own personal touches, 151 Rand Avenue offers a great opportunity for a homeowner or investor.

151 Rand Ave, Lexington
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