Downtown Homes with Garage Faces Side Parking Features

Downtown Homes with Garage Faces Side Parking Features

Welcome to Downtown, Kentucky—a vibrant subdivision that perfectly blends urban charm with suburban tranquility. Nestled in the heart of the Bluegrass State, Downtown offers residents an eclectic mix of modern amenities and historic charm, making it an ideal place to call home.

One of the standout features of the homes in this area is the thoughtfully designed garage layouts. Many properties boast side-facing garages, a practical feature that enhances curb appeal while maximizing usable space on the property. These garages not only provide convenient parking options but also contribute to the aesthetic cohesion of the neighborhood. Whether you're hosting a gathering or simply enjoying a quiet evening, the side parking design ensures that your home remains a welcoming sight for both you and your guests.

Downtown is more than just a collection of homes; it is a thriving community. Residents enjoy easy access to a plethora of local shops, gourmet restaurants, and recreational parks, all within walking distance. The lively atmosphere is complemented by community events and farmer's markets, fostering a sense of belonging and connection among neighbors.

For families, the area is served by reputable schools and offers plenty of outdoor activities, making it an excellent choice for those seeking a balanced lifestyle. With its unique blend of contemporary living and rich history, Downtown, KY, is not just a place to live—it's a place to thrive. Explore the possibilities of making this delightful community your new home today!

Newest Downtown Homes with Garage Faces Side Parking Features

$310,000
4 Beds ⋅ 2 Baths ⋅ 26024335 MLS
Built of brick and stone in 1931, this traditional home offers the charm of another era with the space and features today's buyers want. Arched doorways and windows, tongue-and-groove ceilings and walls, and gorgeous fireplaces in both the living room and den give this home a personality all its own. The first floor features a cozy breakfast nook, a window-filled back den, and a convenient bedroom. Upstairs, you'll find three additional spacious bedrooms. Altogether, the home offers four bedrooms, one-and-a-half bathrooms, a partially finished basement, and a new HVAC system to boot! Although it's located right in the city, the large corner lot offers many of the features buyers love about country living—a wood privacy fence, mature trees, covered porches, a new above-ground pool with a deck, a detached garage, and off-street parking. Timeless construction, unforgettable character, and an outdoor space made for enjoying—this is one you'll want to see in person!

525 E Pike St, Cynthiana
$392,000
5 Beds ⋅ 3 Baths ⋅ 26024164 MLS
Have you often dreamed of having a home with the character and room of an old home and a nice large yard in or just outside of downtown Harlan? Often you either have the lot size you want or the beautiful older home that has stood the test of time and has features you just don't see in the newer homes. If you have been looking then you know how hard that is to find both features here. Here you go! This listing has it all!! With 1.77 acre of fenced in yard 5 bedrooms and 3 baths along with a heated and cooled basement this home is a hard to find gem! There is even a cozy 2 bedroom, 1 bath cottage in the side yard that can be used as a guest house! Like to travel and have an RV? No worries there is a place for it too! The property has a second entrance to the back coming off Ivy Hill where you can park the RV and there is already an electric hook up there for it! Someone is going to get a hard to find unique and wonderful property! It should be you! Call today to set up your showing and see this one of a kind property for yourself!!

522 N Main St, Harlan
$349,000
5 Beds ⋅ 2 Baths ⋅ 26023334 MLS
Acquire a timeless treasure beautifully preserved with desirable modern conveniences at the 'Pulliam-Curry House' - one of Harrodsburg's well-known, staple historic properties! Built in 1857 and recognized by the Kentucky Trust for Historic Preservation, this 3500+sf board and batten 5-bedroom, 2 full bath gothic revival home has been rehabilitated and improved to accommodate the present-day lifestyle. History comes alive through details such as well-maintained bargeboard, original hardwood flooring, grand 10ft ceilings, and gorgeous door casings/trim. Heritage is showcased through classic mantels, lovely built-ins, an iconic claw-foot tub, and enduring exposed brick, while the fully updated electrical and plumbing services give peace of mind for turn-key occupancy! The welcoming front foyer highlights a focal piece chandelier with a stately staircase. Providing abundant entertainment space, the living and dining areas are vast, with the modern, oversized, eat-in kitchen featuring gas stainless appliances, bountiful cabinet/countertop space, recessed lighting and tile flooring! Rare for a home of this era, the primary suite includes a considerable walk-in closet and private entry into an updated full bath, including a double vanity, stylish tub/shower combo and tile flooring. All bedrooms are sizable, and the bonus room presents additional flex space, while the interior entry unfinished basement allows for easy access to systems! The covered front porch and broad rear patio are ideal for outdoor enjoyment, and the nearly 1000sf detached 3-car garage offers concrete floor, electric and maximum space for storage, vehicles and equipment. Situated on a large, unique .58-acre lot (walking distance to downtown), excellent yard space is available for outdoor enjoyment! With the ability to personalize the exterior of the property while preserving historical integrity, opportunity abounds to make this home your own! Open to all offers and ready for a new owner - call on this property today!

414 N Main St, Harrodsburg
$374,000
4 Beds ⋅ 3 Baths ⋅ 26022570 MLS
Rare opportunity in historic downtown Richmond! This remarkably maintained 1914 Craftsman masterpiece offers modern luxury mixed with century-old charm. Enjoy unrivaled walkability to EKU with the campus beautiful, Irvine McDowell Park (Playgroung, Tasty Tuesdays, community events!), & downtown diverse dining & shopping options. The exterior boasts covered front/side porches with gorgeous hardwood ceilings, a quaint back brick patio right off of the kitchen, a spacious partially fenced yard, and a detached garage (with new roof & siding coming soon). Inside, enjoy extraordinary craftmanship plus 10ft ceilings, hardwood floors, luxury stained glass windows, and the cool & original 1914 mail slot. The living room features a cozy pellet stove in the fireplace and pocket doors opening to a grand dining room with a fireplace with stylish new light fixture. The updated kitchen shines with quartz countertops, a stylish backsplash, and stainless appliances and is heavenly. The main level also holds a bedroom, half bath, and a formal office/library with a wet bar! Up the grand staircase, find 2 updated full baths (with original cast-iron tubs) and 3 spacious bedrooms, including a primary suite with a large flex space (office/nursery) and a private rear staircase to the kitchen. BONUS: The finished 3rd-floor attic adds 412 SF of uncounted living space?perfect for a media room or gym. Homes of this caliber rarely hit the market. Plus 14 mo. home protection plan with Home Warranty Inc (core plan) offered to buyer at closing! Schedule your tour today

425 Breck Ave, Richmond
$1,350,000
7 Beds ⋅ 6 Baths ⋅ 26022319 MLS
Welcome to 170 E Main Street Let's make 170 E Main Street, Paris, KY your next destination! This exceptional property is a rare find in beautiful Bourbon County, offering an incredible combination of space, acreage, amenities, and beautiful finishes. This impressive home boasts almost 6,500 square feet of living space with 7 bedrooms, 5 full baths, and 1 half bath, providing plenty of room for a large family, entertaining, and all those special family gatherings. Beautiful finishes throughout the home add an elegant touch, while abundant storage ensures you'll have room for everything. Situated on almost 5 acres, the property offers plenty of outdoor space and privacy. Enjoy summer days in the in-ground saltwater pool, complete with a covered patio—perfect for relaxing or entertaining. A storage shed provides additional convenience. For the hobbyist, business owner, or anyone needing extra workspace, the property features a 30' x 40' detached metal shop. And with a 5-car attached garage, there is no shortage of parking or storage space. Properties offering this much living space, acreage, garage capacity, a shop, and a saltwater pool are truly hard to find. 170 E Main Street is a one-of-a-kind opportunity to enjoy the best of spacious country living while being conveniently located in beautiful Paris and Bourbon County. Come see all that this remarkable property has to offer—you won't want to miss this rare find!

170 E Main St, Paris
$292,500
4 Beds ⋅ 2 Baths ⋅ 26021577 MLS
Price Improvement! Welcome home to this beautifully updated Mid-Century Modern gem nestled in the heart of Berea! Situated on almost a half acre this rare, tree-lined double lot, and move-in-ready home offers the perfect blend of timeless character and modern updates. Inside, you'll find four spacious bedrooms (with a potential 5th on the first floor), 1.5 bathrooms, fresh paint throughout, and a bright, finished sunroom complete with its own mini-split system—creating the perfect space to relax, work, or entertain year-round. Major updates provide peace of mind, including a 2-year-old HVAC system, updated electrical panel, leaf filter gutters, and newly painted exterior. The kitchen comes equipped with a new refrigerator and dishwasher, while the new washer and dryer are also included, making your move even easier. An unfinished basement offers abundant storage, workshop, or the opportunity to create additional living space to fit your needs. Homes in this highly desirable Berea location rarely become availablle. Three minutes to the library, 4 minutes to Old Town and Berea College. Other amenities including city parks, skating rink and restaurants are minutes away. Don't miss your chance to own this unique property with generous outdoor space, thoughtful updates, and endless potential. Schedule your private showing today!

115 Cherry Road Ct, Berea
$170,000
3 Beds ⋅ 1 Baths ⋅ 26020180 MLS
Welcome home to this well-maintained 3-bedroom, 1-bath ranch offering comfortable one-level living in the heart of Carlisle. This inviting home features beautiful hardwood flooring throughout much of the interior, a spacious living room filled with natural light, and an eat-in kitchen with abundant cabinetry and workspace. The shared laundry and bathroom area is both functional and conveniently located. An additional bonus room provides endless possibilities as a home office, craft room, hobby room, or flex space. Step outside and enjoy the enclosed sunroom, perfect for relaxing, entertaining, or enjoying the outdoors year-round. Situated on a crawl space, the property also offers a partially fenced yard with room for pets, gardening, or outdoor enjoyment. Conveniently located near downtown Carlisle, schools, shopping, and local amenities, this home is full of charm and ready for its next owner. Schedule your private showing today!

208 Tureman Ave, Carlisle
$799,000
5 Beds ⋅ 6 Baths ⋅ 25003424 MLS
A Historic Masterpiece of Unparalleled Value. Step into a world of timeless elegance at 102 East Lexington Ave, the most unique and artistically inspired Colonial estate in downtown Danville. Now newly priced to present an extraordinary opportunity, this 1915 architectural gem seamlessly blends historic grandeur with turnkey modern luxury. Spanning 6,191 square feet across four finished levels, the residence features custom ceiling and wall artistry, 5 bedrooms, and 6 baths. Every corner showcases meticulous preservation alongside structural updates including a newer roof, HVAC, and exterior weatherproofing. Complemented by serene custom gardens and a detached 3-car garage, this iconic cornerstone home is now accessible at an unmatched market value. Experience Danville's finest historic living today.

102 E Lexington Ave, Danville
$375,000
2 Beds ⋅ 2 Baths ⋅ 26011957 MLS
Experience the absolute best of Lexington living in this immaculate third-floor condo. Perfect for those seeking a vibrant, low-maintenance urban retreat, this property shines with excellent structural bones, generous proportions, and flawless interior condition. Beyond the front door lies a community designed for luxury and convenience. Entertaining is a dream on the resident-only rooftop terrace, beautifully updated with new lounge furniture for social events. Stay active in the private on-site gym, enjoy hassle-free deliveries via the dedicated package mail room, and benefit from top-tier on-site management. Complete with a coveted covered/numbered garage space plus an extra lot space, this building redefines convenience. Enjoy a true destination lifestyle where you can take the elevator down to grab dinner at a premier ground-floor restaurant, run errands at FedEx, or walk across the street to another local culinary favorite.

350 E Short St Unit 315, Lexington
$219,000
3 Beds ⋅ 2 Baths ⋅ 26011961 MLS
Remodeled and move-in ready! Conveniently located in downtown Winchester just minutes from Main Street and I-64, this charming home offers the perfect blend of character and modern updates. Major improvements include a near complete replacement of the heating, plumbing, and electrical systems, giving buyers peace of mind for years to come. Inside, you'll find all new flooring throughout, a beautifully updated kitchen featuring stainless steel appliances, a gas range, pantry, and plenty of space for cooking and entertaining. The home offers a primary suite, two additional bedrooms, an additional full bath, and a large utility room with extra storage and functionality. Outside, the 20x24 detached garage with electric is a rare bonus and ideal for carpentry projects, woodworking, hobbies, a workshop, home gym, storage for recreational equipment, or even the perfect space for car enthusiasts and DIYers. Enjoy small-town charm with quick access to shopping, dining, and interstate travel in this thoughtfully updated property ready for its next owner!

14 Cook Ave, Winchester
$1,499,900
5 Beds ⋅ 5 Baths ⋅ 26001175 MLS
An extraordinary opportunity to own one of downtown Versailles' most iconic residences— a wonderful multi-generational home, designed for living together - without compromise. A stately front porch framed by impressive columns and a classic fan-lighted front door welcomes you into a grand entry hall with fireplace. Throughout the home, soaring ceilings, gleaming hardwood floors, and oversized windows create a light-filled and timeless atmosphere. The formal living and dining rooms flank the entry hall, each showcasing exquisite woodwork and inviting fireplaces. A graceful curved front staircase—adorned with carved spindles, a hand-crafted rail, and a striking leaded-glass window on the landing—anchors the home with architectural distinction. The second level offers four bedrooms, two full baths, and a half bath. A former bedroom adjacent to the primary suite has been thoughtfully converted into a generous walk-in closet and opens to a charming second-story balcony overlooking the front yard of the home. A permanent staircase leads to the third-floor attic, offering excellent potential for future finishing. A rear staircase returns to the kitchen and rear entry hall, while an inviting sunroom provides tranquil views of the backyard. A seamless first -level addition showcases an impressive great room, a spacious primary suite with a tiled bath featuring a zero-entry shower, a walk-in closet, a private office and a screened patio. The presence of the original primary suite on the second level makes this home an ideal option for multi-generational buyers. At the rear of the property, you'll find a three-car garage, workshop, laundry room, walk-in pantry, and a second home office. Above the garage, a private guest suite features a full kitchen, living area, bedroom, and full bath. Set on 1.41 acres with room for future pool, the estate also includes a historic icehouse, smokehouse, and a separate guest house (approximately 650 sq ft per level, 2nd level non-conforming) offering a living room, kitchen, bedroom, and full bath. A whole-house generator services both the main residence and guest house. The property is being sold as-is, presenting a rare opportunity to steward a truly remarkable historic estate in the heart of Versailles.

160 Elm St, Versailles
$340,000
4 Beds ⋅ 2 Baths ⋅ 26008225 MLS
Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind. Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round. Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era. Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become.

443 S Maple St, Winchester
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