Winchester Homes with Attached Parking Features

Winchester Homes with Attached Parking Features

Welcome to Winchester, Kentucky, a charming city nestled in the heart of Clark County, where southern hospitality meets modern living. With a rich history dating back to the late 18th century, Winchester offers a delightful blend of small-town charm and contemporary amenities. Known for its vibrant community spirit and scenic landscapes, this city is an ideal place for families, retirees, and anyone looking to enjoy a peaceful lifestyle.

One of the standout features of Winchester is its diverse array of homes, many of which come equipped with attached parking. This convenient feature not only adds to the comfort of your living space but also enhances your overall quality of life. Imagine arriving home after a long day, pulling directly into your garage, and stepping into your cozy retreat. Homes with attached parking in Winchester provide an added layer of security and ease, especially during the colder months or inclement weather.

The local real estate market in Winchester caters to a variety of tastes and budgets, offering everything from charming historic homes to modern constructions. With the picturesque backdrop of the Kentucky countryside, residents can enjoy outdoor activities, local parks, and community events throughout the year. Plus, with easy access to major highways, commuting to nearby cities or exploring the beautiful Bluegrass region is a breeze.

Whether you're a first-time homebuyer or looking to settle into a serene community, Winchester's homes with attached parking are sure to meet your needs. Come discover the warmth and charm of Winchester, where your dream home awaits!

Newest Winchester Homes with Attached Parking Features

1494 Amster Grove Rd, Winchester
$165,000
2 Beds ⋅ 2 Baths ⋅ 26029929 MLS
Morning coffee overlooking the Kentucky River, evenings around a fire pit, and a riverfront setting to enjoy every day—welcome to 1494 Amster Grove Road! This 2-bedroom, 1.5-bath home offers an open floor plan with a wood-burning fireplace and a first-floor bedroom spacious enough for a king-size bed. Upstairs, a second bedroom and half bath provide additional space. Outside, enjoy river views from the deck and covered patio, a generous yard for gathering, and a large carport with room for a truck and boat. Metal cabinetry and epoxy flooring add practical touches to the first level. Previously used as both a long-term rental and an Airbnb, this property offers options for a full-time home, weekend getaway, or potential rental, subject to applicable requirements. Property is located in a flood zone.

1494 Amster Grove Rd, Winchester
103 Southern Ct, Winchester
$260,000
3 Beds ⋅ 2 Baths ⋅ 26029550 MLS
There's a lot to appreciate about this three-bedroom, one-and-a-half-bath brick ranch in Winchester! Inside, you'll find an eat-in kitchen, a comfortable living room, and a large sunroom with space to spread out, entertain, or enjoy a quiet afternoon. The owners have made plenty of updates over the past year, including a new furnace, laminate flooring, fresh interior paint, updated kitchen cabinets, and a new kitchen sink and faucet. Both bathrooms have been refreshed with new vanities, toilets, faucets, lighting, and exhaust fans. Other improvements include new interior doors and baseboards, outlets and switches, diffusers, lighting, and a new front door and storm door. Outside, there's landscaping, a patio, an attached carport, and a storage shed. If you're looking for one-level living with many of the updates already taken care of, come take a look!

103 Southern Ct, Winchester
314 Botts Ct, Winchester
$299,900
3 Beds ⋅ 2 Baths ⋅ 26028838 MLS
This stunning remodeled 3 bedroom 2 bathroom all brick ranch in Verna Hills subdivision is a must see! From the moment you walk in, your only concern is moving in. The following items have been done: new drywall in 50%+ of the home done to completely remove all wallpaper, new roof, soffit, gutters (2025), new hot water heater, new custom back sliding glass door, crawlspace completely waterproofed with vapor barrier and newly installed sump pump, brand new privacy fence, all new vinyl flooring and paint, completely upgraded kitchen with custom cabinetry, backsplash, quartz countertops, and stainless steel appliances, 2 custom designed bathrooms with custom tile and trim work and all new custom light fixtures. Schedule a showing soon to see this great home!

314 Botts Ct, 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! Rony Jo Ballou Broker Auctioneer.

131 Teal Ln, Winchester
200 Evergreen Dr, Winchester
$457,900
4 Beds ⋅ 3 Baths ⋅ 26028668 MLS
***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The Paddock offers approximately 1,986 square feet of thoughtfully designed main-level living with 3 bedrooms, 2.5 baths and a versatile flex room suitable for a home office or optional fourth bedroom. The open kitchen, dining and great-room layout features 10-foot ceilings, bar seating and an expanded walk-in pantry. A private primary suite includes a spacious walk-in closet and well-appointed bath, while two additional bedrooms and a second full bath provide comfortable accommodations for family or guests. Covered front and rear outdoor spaces and an attached 2-car garage complete the main level. The home is planned over an unfinished walkout basement, providing excellent storage and future finishing potential, with plumbing stubbed for a future basement bath. Floor plan, square footage, finishes and construction details are subject to final plans, specifications and selections. Images are conceptual renderings.

200 Evergreen Dr, Winchester
225 Evergreen Dr, Winchester
$469,925
3 Beds ⋅ 2 Baths ⋅ 26028670 MLS
***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Discover the perfect blend of timeless design, modern comfort, and future expansion potential in The Mulberry, a thoughtfully designed ranch home offering well-appointed main-level living plus a full unfinished walkout basement ready for your personal vision. The open-concept floor plan is designed for both everyday living and entertaining, featuring a spacious Great Room with a gas fireplace, a bright dining area, and a beautifully designed kitchen complete with a large center island, walk-in pantry, abundant cabinetry, and dedicated oven/microwave wall cabinet. The adjoining rear covered porch extends your living space outdoors, creating the perfect setting for relaxing or entertaining while overlooking your backyard. The private primary suite serves as a peaceful retreat with a generous walk-in closet, dual vanity, oversized walk-in shower, soaking tub, and convenient access to the laundry room through the owner's hall. On the opposite side of the home, two additional bedrooms, a full bath, and a dedicated office provide comfortable accommodations for family, guests, or working from home.

225 Evergreen Dr, Winchester
230 Evergreen Dr, Winchester
$462,738
3 Beds ⋅ 2 Baths ⋅ 26028671 MLS
***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Experience the perfect blend of modern farmhouse style and peaceful country living with The Equestrian floor plan, a beautifully designed proposed new construction home in the desirable Locust Hill Acres subdivision. This thoughtfully crafted ranch floor plan features 3 bedrooms, 2 full baths, and an open-concept design ideal for both everyday living and entertaining. The home also includes an unfinished walkout basement, offering incredible flexibility for future expansion, additional living space, a recreation room, home gym, workshop, or abundant storage. The spacious great room flows seamlessly into the dining area and chef-inspired kitchen, complete with a large center island, pantry, abundant cabinetry, and premium finishes throughout. The private owner's suite serves as a relaxing retreat with a generous walk-in closet and a luxurious ensuite bath featuring dual vanities and a tiled walk-in shower. Two additional bedrooms provide comfortable accommodations for family, guests, or a dedicated home office. Step outside to enjoy the oversized cathedral-ceiling covered rear deck, perfect for entertaining or taking in the peaceful surroundings of your one-acre homesite. A welcoming covered front porch with exposed timber accents and a charming breezeway connecting the home to the detached two-car garage adds timeless character and exceptional curb appeal. Enjoy the tranquility of rural living while remaining just minutes from downtown Winchester and an easy commute to Lexington. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

230 Evergreen Dr, Winchester
250 Evergreen Dr, Winchester
$430,000
3 Beds ⋅ 2 Baths ⋅ 25009082 MLS
Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout. The spacious primary suite features a large walk-in closet and a private ensuite bath, providing a relaxing retreat at the end of the day. You'll love the kitchen's layout with a convenient pantry just steps away, as well as a separate utility room for added convenience. The bonus room or dedicated home office adds flexibility to fit your lifestyle needs. Enjoy morning coffee or evening sunsets from the large covered front and rear porches, and take advantage of the attached 2-car garage for extra storage. Set on a generous one-acre lot in a peaceful, rural setting, The Mulberry offers the charm of country living with the comfort of a well-crafted modern home. Don't miss your opportunity to build your dream home in Locust Hill Acres!

250 Evergreen Dr, Winchester
270 Evergreen Dr, Winchester
$380,000
3 Beds ⋅ 2 Baths ⋅ 25009085 MLS
Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch or take advantage of the unfinished walkout basement, offering endless possibilities for future expansion. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!

270 Evergreen 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
444 Wellington Way, Winchester
$309,900
4 Beds ⋅ 3 Baths ⋅ 26027910 MLS
This 4 bedroom, 3 bath home is quietly nestled within the Colby Ridge subdivision just off Bypass road. Updates can be seen throughout. Spacious great room, open living/ kitchen areas, large master bedroom with on-suite and walk-in closet, fully fenced yard and so much more. Schedule your showing today!

444 Wellington Way, Winchester
9930 Mount Sterling Rd, Winchester
$639,000
3 Beds ⋅ 1 Baths ⋅ 26027905 MLS
Possibilities Galore! This beautiful 3 bedroom brick home comes with 18 acres of land, a tobacco barn, and a 4700 square foot building. It is a prime location on the Clark and Montgomery County line. The huge building could be used for lots of things. It has electric and water. Come grab on to this great opportunity while it last.

9930 Mount Sterling Rd, Winchester
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