Winchester Homes with Attached Garage Parking Features

Winchester Homes with Attached Garage Parking Features

Welcome to Winchester, Kentucky – a charming city nestled in the heart of Clark County, where Southern hospitality meets modern convenience. Known for its rich history and picturesque landscapes, Winchester offers a unique blend of small-town charm and vibrant community living. With a population that embraces the outdoors, residents enjoy easy access to parks, local shops, and delightful dining options. The city's historic downtown area is a treasure trove of boutiques and eateries, making it a perfect spot for leisurely strolls and community events.

One of the standout features of homes in Winchester is the availability of attached garage parking. This practical addition not only provides shelter for your vehicle from the elements but also offers extra storage space for your belongings. Imagine the convenience of stepping directly from your garage into your home, especially during those rainy Kentucky days! Whether you’re a first-time homebuyer or looking to settle down in a cozy neighborhood, Winchester's homes with attached garages cater to your needs, ensuring you have both functionality and comfort.

With a variety of architectural styles and price ranges, there’s something for everyone in Winchester. From charming bungalows to modern family homes, each property reflects the warmth and character of this inviting community. Experience the joy of homeownership in Winchester, where your dream home awaits, complete with the added benefit of attached garage parking. Embrace the lifestyle that this beautiful city has to offer, and make Winchester your new home today!

Newest Winchester Homes with Attached Garage Parking Features

203 Steve Cir, Winchester
$384,900
3 Beds ⋅ 3 Baths ⋅ 26030140 MLS
Conveniently located in a quiet cul-de-sac in one of Winchester's most desirable, established neighborhoods, this well-maintained 2,000+ sq. ft. home offers a spacious and functional layout. Cozy up by the wood-burning fireplace in the inviting living area, or step outside to enjoy the fully fenced, expansive backyard—perfect for pets, play, or outdoor entertaining. What truly sets this property apart is the ultimate peace of mind provided by a whole-home gas generator, offering seamless protection year-round. Packed with updates including a brand-new water heater, updated pool pump, replaced HVAC system, and an upgraded electrical panel, this turn-key residence is ready for its next chapter. The finished bonus room above the garage could be used as a 4th bedroom, office space, entertainment area—the options are endless! This home truly offers the perfect blend of comfort and functionality. Don't miss this fantastic opportunity—schedule your private tour today! (professional photos coming soon)

203 Steve Cir, Winchester
31 Casa Landa Way, Winchester
$380,000
3 Beds ⋅ 2 Baths ⋅ 26030008 MLS
This lovely white brick home w/black shutters is located in the prestigious Stoney Brook Subdivision. The large covered front porch welcomes you into a large foyer w/a great layout. Large living room opens into a formal Dining Room. Then step up into an efficient kitchen w/a breakfast bar as well as an eating area w/double windows. Family Room is open to the kitchen and features a fireplace and sliding glass doors to the back patio. Off the hallway are 3 bedrooms. The primary bedroom includes a full bath and a spacious walk-in closet. Two additional bedrooms w/nice sized closets and a 2nd full bath at the end of the wide hallway. Fenced backyard with patio across back of house. Large backyard.

31 Casa Landa Way, Winchester
1515 Sewell Shop Rd, Winchester
$565,000
3 Beds ⋅ 2 Baths ⋅ 26029913 MLS
Modern Farmhouse Beauty on 2.83 acres with beautiful farm views! Enjoy the perfect blend of style and country living in this beautiful BRAND NEW CONSTRUCTION home with an amazing view of the peaceful countryside! Offering 3 bedrooms and 2 baths, this home combines stylish finishes, an open inviting great room, functional layout, and room to enjoy the outdoors. The exterior features crisp white board and batten siding, black windows, a dark architectural roof, classic brick skirt accent, creating timeless curb appeal. Inside you will find vaulted ceilings in the great room and primary bedroom, a spacious kitchen, a gas log fireplace, a warm inviting foyer, and massive windows for appreciating the view. The primary suite offers a relaxing retreat complete with a beautiful tile shower and a separate soaking tub with modern fixtures. Two additional bedrooms and a second full bath provide comfortable, versatile living space. Step out back onto the covered porch and check out the outdoor kitchen area! If you have been searching for a brand new home with modern finishes, a functional efficient layout, aesthetic upgrades, quality turn key ready construction, and beautiful country views, this property deserves a closer look!

1515 Sewell Shop Rd, Winchester
307 Mcdowell Dr, Winchester
$285,000
3 Beds ⋅ 2 Baths ⋅ 26029425 MLS
Enjoy Southern living in this charming Cape Cod-style home featuring three bedrooms, two full bathrooms, and a dedicated office. The main level includes the primary bedroom, office, full bathroom, laundry room, and a kitchen with a breakfast bar and dining area. Upstairs are two additional bedrooms and a second full bathroom. A spacious, level yard provides plenty of room for entertainment. Come enjoy today.

307 Mcdowell Dr, Winchester
131 Teal Ln, Winchester
$617,000
3 Beds ⋅ 4 Baths ⋅ 26028684 MLS
If you're looking for space, character, and a home with plenty of possibilities, this one deserves a look! This beautiful ranch-style home offers a full basement, two garages, and an inviting floor plan with impressive architectural details throughout. Step inside and you'll immediately notice the gorgeous hardwood flooring, detailed trim work, and spacious living areas. The great room features a vaulted ceiling, brick fireplace, and beautiful custom built-in cabinetry. The kitchen offers an abundance of rich wood cabinetry, granite countertops, stainless steel appliances, double ovens, and a breakfast area. A formal dining room showcases elegant wainscoting, crown molding, and a beautiful chandelier, adding character and charm. The screened-in porch provides another great space to relax and enjoy the outdoors. The full basement offers additional space and flexibility, while the two garages provide plenty of room for vehicles, storage, or hobbies. With its generous living spaces, beautiful woodwork, and thoughtful design, this home has so much to offer. Come see the possibilities for yourself!

131 Teal Ln, Winchester
121 Bay Hill Dr, Winchester
$279,900
3 Beds ⋅ 3 Baths ⋅ 26028464 MLS
Looking for a Short Term Rental or Mid Term Rental? Want room to spread out and space to make your own? Welcome to 121 Bay Hill Drive in Winchester, offering three bedrooms, two and a half baths, and over 2,700 square feet of finished living space. With room for a possible fourth bedroom and multiple flexible spaces, you can create the home offices, sewing room, craft room, or gaming room you've been looking for. Whether you need space to work, unwind, or enjoy your favorite hobbies, this home offers plenty of possibilities. A beautifully landscaped lot adds to the appeal, while the location approximately two minutes from the interstate makes commuting and everyday travel convenient. Come explore how this versatile home can fit your next chapter!

121 Bay Hill Dr, Winchester
5039 Combs Ferry Rd, Winchester
$2,299,000
5 Beds ⋅ 4 Baths ⋅ 26028074 MLS
Experience exceptional craftsmanship, privacy and resort-style living on over 12 acres in the highly desired Combs Ferry area of Clark County. Quietly tucked away yet conveniently located just 15 minutes from Hamburg in Lexington, as well as Winchester and Richmond, this extraordinary custom home was built in 2022 and offers 6,284 finished square feet, plus an additional 1,545 square feet of unfinished space ready for the next owner to customize. From the moment you enter, the quality and attention to detail are unmistakable. Andersen 400 Series windows and doors, decorative ceilings, custom trim and built-ins, engineered hardwood flooring, quartz countertops and designer lighting are featured throughout. The spacious kitchen is a true centerpiece, showcasing custom cabinetry, soft-close doors and drawers, under-cabinet lighting, a hidden walk-in pantry, double ovens, built-in microwave and a 5-burner gas range with built-in Thermador appliances. The main-level primary suite is a private retreat, complete with decorative beams, a stacked-stone gas fireplace, double vanities, soaking tub, expansive walk-in closet and an oversized tiled pass-through shower featuring dual shower heads and a centered rain head. Large walk-in closets accompany every bedroom, providing exceptional storage throughout. The finished lower level expands the possibilities with a home gym, dedicated movie theater with projector and equipment, home office/bonus room, wet bar with granite countertops, wine and beverage refrigerators and dishwasher, plus an additional bedroom with egress window, full bathroom, and walk-in closet. Multiple unfinished areas and the additional 1,545 square feet provide tremendous potential for future customization. Step outside and discover your own private entertainment destination. The 45,000-gallon oversized heated chlorine pool features a tanning ledge, deep-end swim ledge, fountain, LED lighting and energy-efficient variable-speed pump. Enjoy evenings around the custom outdoor fireplace, with the convenience of a dedicated outdoor bathroom. The property also includes a basketball court, shooting range, and detached garage with concrete floors and double garage bays. Additional thoughtful features include a formal dining room with custom moldings, laundry room with built-in cabinetry, mudroom/drop zone with built-ins and cubbies, spray foam insulation, three all-electric HVAC systems, and two 60-gallon water heaters. This is far more than a home; it is a custom-built private estate designed for everyday luxury, entertaining, recreation and relaxation, with room to make it uniquely your own. The combination of acreage, exceptional construction, extensive amenities and convenient location is truly rare. Schedule your private showing today and experience this breathtaking property firsthand. Seller is a licensed Realtor in Kentucky.

5039 Combs Ferry Rd, Winchester
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
330 Spencer Ln, Winchester
$769,900
3 Beds ⋅ 3 Baths ⋅ 26026365 MLS
Beautiful custom home built in 2024 with high-end upgrades throughout. Surrounded by mature trees on over 3 acres with mountain views, this home offers a beautiful mix of privacy, quality, and convenience. From the moment you walk up, you can see the quality of craftsmanship. A large front porch welcomes you with double front doors. Once inside, you're immediately drawn to the soaring ceilings, wood-planked ceiling, wall of black-framed windows, and abundant natural light. The open loft overlooking the great room adds to the unique design and makes the space feel even more impressive. The quality and craftsmanship throughout this home truly stand out and are increasingly hard to find in today's market. You'll find solid wood doors, engineered hardwood floors, custom cabinetry, quartz countertops, designer lighting, and thoughtful details throughout. The primary suite is located on the first floor and features a large walk-in closet and spa-like bathroom. The primary bath includes a beautiful marble tile wet room and freestanding soaking tub, creating a relaxing retreat. The setting is one of the things that makes this property so special. Mature trees surrounding the home give it a peaceful, private feel while still keeping you within an easy drive of Lexington. Outdoor living is just as impressive, with approximately 815 square feet of covered porches, including a screened porch accessible directly from both the primary bedroom and great room. It's the perfect place for morning coffee, quiet evenings, or gatherings with friends. The home is just 1.5 miles from Exit 10 on the Mountain Parkway, approximately 29 minutes from Hamburg Pavilion, 22 minutes from the Red River Gorge, and about 19 minutes from Kroger in Winchester. The oversized 24x30 garage, built in 2026, provides plenty of room for vehicles, storage, a workshop, or recreational equipment. Outside, the 3+ acre lot offers plenty of room to enjoy the property as it is or create your own outdoor space, with room for a future pool and entertaining area. If you've been looking for a newer home with acreage and privacy without feeling too far removed from everything, this is one you'll want to see. If you're tired of seeing the same cookie-cutter homes, this one is refreshingly different. The home has even been selected by Architectural Designs to be featured in a client album on their website.

330 Spencer Ln, Winchester
600 College St, Winchester
$215,000
3 Beds ⋅ 2 Baths ⋅ 26026485 MLS
Welcome to 600 College Street! Offering over 1,700 square feet, this versatile Winchester home features 3 bedrooms, 2 full bathrooms, plus an additional room ideal for a 4th bedroom, home office, or flex space. Inside, you'll find a spacious living room and a dining room with plenty of room to create additional living or entertaining space. The kitchen offers a walk-in pantry and conveniently located laundry area. An unfinished basement provides ample storage and walkout access, while the attached one-car garage adds everyday convenience. Outside, enjoy a covered front porch and a peaceful back porch surrounded by mature trees for added privacy. Conveniently located near Downtown Winchester, College Park, Legacy Grove, local shopping, dining, and everyday amenities, with easy access to I-64 for a straightforward commute toward Lexington. Improvements, including a roof replacement, LVP flooring, renovated kitchen and baths, and updated plumbing all done in 2024. Schedule your private showing today!

600 College St, Winchester
317 Vanover Way, Winchester
$249,900
3 Beds ⋅ 2 Baths ⋅ 26025070 MLS
Welcome to 317 Vanover Way! This beautiful, well-maintained 3-bedroom, 2-bath home is move-in ready and waiting for its next owner. Step inside to a spacious living room with the bedrooms conveniently located just off the main living area. Coming in from the garage, you'll find a functional mudroom and laundry area that leads directly into the kitchen. Outside, enjoy a nice-sized fenced backyard and a deck that's perfect for entertaining, relaxing, or enjoying time outdoors. A comfortable, well-care-for home with a layout that makes everyday living easy!

317 Vanover Way, Winchester
104 Teal Ln, Winchester
$629,000
5 Beds ⋅ 4 Baths ⋅ 26023607 MLS
Space, craftsmanship, and versatility come together in this stunning all-brick 1.5-story home with a finished basement, located in the desirable Mallard Place subdivision! Designed to maximize every square foot, this home offers three levels of comfortable and flexible living space. The main level welcomes you with beautiful hardwood floors, vaulted ceilings, and a cozy gas fireplace. The spacious primary suite features an en suite bath, while two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. A formal dining room and eat-in kitchen provide plenty of space for everyday living and entertaining. The basement is made for gathering, featuring an entertainment area complete with a bar, along with a bonus room and plenty of storage. Upstairs, you'll find even more flexible space, including a loft-style bedroom, two additional bonus rooms that could be used as bedrooms, a family room, and additional attic storage. Step outside to enjoy the backyard retreat, complete with an in-ground pool—perfect for relaxing and entertaining! With so much space and so many possibilities inside and out, this home is one you truly need to see in person. Schedule your private showing today!

104 Teal Ln, Winchester
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