Crestwood Homes with Driveway Parking

Crestwood Homes with Driveway Parking

Welcome to Crestwood, a charming city nestled in Oldham County, Kentucky. Known for its picturesque landscapes and friendly community, Crestwood offers a peaceful retreat while still being conveniently located near major cities like Louisville.

One of the many conveniences of living in Crestwood is the abundance of homes with driveway parking. Whether you're looking for a cozy bungalow or a spacious family home, you'll find plenty of options that offer the convenience of a private driveway. Say goodbye to circling the block in search of parking – in Crestwood, you can pull right up to your doorstep.

With its top-rated schools, beautiful parks, and a variety of local shops and restaurants, Crestwood has something to offer for everyone. Whether you're a nature lover, a foodie, or a history buff, you'll find plenty to explore and enjoy in this vibrant community.

If you're looking for a place to call home where small-town charm meets modern convenience, look no further than Crestwood. Come see why so many people are proud to call this city their home.

Newest Crestwood Homes with Driveway Parking

6311 Breeze Hill Rd, Crestwood
$680,000
4 Beds ⋅ 5 Baths ⋅ 1732372 MLS
Discover refined living at 6311 Breeze Hill Road in Crestwood. This stately two-story residence offers 4 bedrooms, 4 full baths and 1 half bath, complemented by a beautifully finished walkout lower level. Gleaming hardwood floors grace the first floor, where the great room is anchored by an elegant gas fireplace. The primary suite is a true retreat, with a generously proportioned bedroom, an expansive walk-in closet and a spacious ensuite bath. Upstairs, three additional bedrooms include two connected by a Jack-and-Jill bath and one with its own private ensuite. The finished walkout basement offers a second great room with its own gas fireplace and seamless access to the grounds, an ideal setting for entertaining, guests, fitness or a private office. An impressive 3-car attached garage plus a separate 2-car detached garage offer exceptional space for collector vehicles, a workshop or storage. Outdoors, the deck overlooks a tranquil, shaded lot. Arrange your private showing today. Briar Hill Park is in the front of the neighborhood. It offers a playground, tennis/pickleball courts, basketball courts, hiking and biking trails.

6311 Breeze Hill Rd, Crestwood
6618 Heritage Hills Dr, Crestwood
$530,000
3 Beds ⋅ 3 Baths ⋅ 1731878 MLS
Welcome to 6618 Heritage Hills in Crestwood, Kentucky! This beautiful all-brick home offers 3 bedrooms, 2.5 bathrooms, and an ideal combination of comfort, functionality, and convenience! Built just 8 years ago, this home offers the appeal of newer construction and flexible living space. The partially finished basement provides additional room to enjoy, while the unfinished portion offers plenty of space for future expansion, a home gym, hobby area, or valuable storage. Located in the highly regarded Oldham County School District and approximately 10 minutes from the Gene Snyder Freeway (I-265), this home offers convenient access to Louisville-area shopping, dining, and everyday amenities while enjoying its Crestwood setting. With timeless brick construction, versatile living space, and a convenient location, this home has so much to offer. Schedule your private showing today and discover the possibilities!

6618 Heritage Hills Dr, Crestwood
6705 Robin Rd, Crestwood
$275,000
3 Beds ⋅ 1 Baths ⋅ 1731772 MLS
Charming 3-bedroom, 1.5-bath ranch in Clore Crest, just over the Jefferson County line in Crestwood (Oldham County). This 1,075 sq ft home, built in 1975, offers a family room, a roomy kitchen, and a separate laundry room. The primary bedroom has its own attached half bath. Out back, a fully fenced yard backs up to the South Oldham Library. Zoned for Crestwood Elementary.

6705 Robin Rd, Crestwood
6711 Highway 329, Crestwood
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 1731647 MLS
Experience the absolute best of both worlds on this spectacular Custom Built Estate on 28.67 ACRES, bordering the New Clore Station Development - 4 BEDROOM, 5 BATH, 4773 SQ FT FINISHED ABOVE GROUND - Offering a private country setting, stretching entirely FROM HIGHWAY 329 TO THE 329 BYPASS - Vast acreage with PRIVATE LAKE & mature woods - ensuring total seclusion while keeping premier shopping, dining, and entertainment just around the corner - Stunning Lake Views in Every Direction - Designed & lovingly maintained by its original owner - Expansive covered front porch with wood ceiling - Brick walkways - Hand-crafted front staircase with custom millwork from a template designed exclusively for this home - Private Study/Music Room off entry - Formal Dining Room with custom wainscoting, columns, & extraordinary trim work - Butler's Pantry connects the Dining Room to the Kitchen - Enormous Gourmet Kitchen with double ovens, warming drawer, microwave, extensive custom cabinetry, appliance garage, sink & vegetable sink, wraparound island with abundant seating, & back staircase to the second floor - Separate Dining Area with vaulted wood ceiling, large enough for big gatherings, surrounded by windows with wooded & lake views - Access to the maintenance-free Deck, NEW in 2026 - Great Room with soaring two-story vaulted ceiling, hand-cut stone wood-burning fireplace with gas starter, Palladian window, & custom built-in bookcases - Double doors to a massive screened porch with a compass set in the floor, so you always know which way you're facing - Columned alcove leads to the Primary Suite, with room for a sitting area, office, or reading retreat; spa-inspired bath with large soaking tub, etched glass accents, shower, dual sinks, vanity, & an enormous walk-in closet - Upstairs, an oversized hallway overlooks the Great Room, ideal for a sitting area or study nook; Jack-&-Jill Bedrooms with shared bath, plus an Additional Bedroom & Full Bath - IN THE LOWER LEVEL 3,300 SQUARE FEET OF ADDITIONAL UNFINISHED LIVING SPACE - Highlights include a Fireplace, large Finished Bathroom with shower, plumbed for an additional Bath, steps with access to the oversized 3-car Garage, & direct access to a Private Patio, Handcrafted stone walls & steps—designed, carved and placed by the owner-builder--lead down to the back of the property, creating a truly remarkable outdoor setting - Additional features include: NEW CARPET in all 2nd floor bedrooms, Refinished Hardwood Floors throughout the first floor (2026) - First Floor Laundry Room with closet, outside entrance & washtub sink - Three HVAC systems - Pull Down Attic Steps in the Garage - House Generator - Smoking Porch - Oversized 3-Car Garage with extra depth & width, Large Turnaround Driveway - Circle Driveway - Private country driveway leading to a Barn with electricity & Silo. Perfectly situated easy access to I-71 - Custom-built, thoughtfully designed, & impeccably maintained - A rare opportunity to own a truly distinctive home in an outstanding location

6711 Highway 329, Crestwood
5800 Sumner Pl, Crestwood
$825,000
5 Beds ⋅ 5 Baths ⋅ 1731424 MLS
BRENTWOOD SUBDIVISION- Oldham County White brick, a walkout lower level, and a fenced corner lot in Brentwood. This two-story sits on 0.45 acres in Crestwood's highly sought-after Brentwood neighborhood. The kitchen has Cambria Quartz Counter and island under brass pendants, a gas range, a butler's pantry with a beverage refrigerator, and a walk-in pantry, opening to a great room with a gas fireplace and built-ins. Upstairs, the primary bath has a freestanding tub, a frameless glass shower, and a double vanity with backlit mirrors. The walkout lower level adds a media wall, a bonus room, and a full bath, with a covered patio, a covered deck, and a fully fenced yard outside. Brentwood amenities include a clubhouse, pool, and tennis courts in the Oldham County School District.

5800 Sumner Pl, Crestwood
7510 E Orchard Grass Blvd, Crestwood
$310,000
3 Beds ⋅ 2 Baths ⋅ 1731383 MLS
Welcome to 7510 East Orchard Grass Blvd! This charming 3-bedroom, 2-full-bath Crestwood home pairs thoughtful updates with a warm, inviting style. The family room features a fireplace, perfect for cozy evenings. The updated kitchen offers butcher block countertops and new cabinets that add character and function. Enjoy the convenience and privacy of an en suite primary bathroom. Step outside to a large deck with a pergola overlooking the woods, a peaceful spot to relax or entertain, or bird watch and deer watch. A storage shed stays with the property. This home is close to Briar Hill Park. Schedule your showing today!

7510 E Orchard Grass Blvd, Crestwood
6300 Leyton Ct, Crestwood
$814,900
4 Beds ⋅ 4 Baths ⋅ 1731246 MLS
Welcome to 6300 Leyton Ct, located in the highly sought-after Brentwood neighborhood in Oldham County. Built in 2023 and situated on a spacious corner lot, this 4-bedroom, 3.5-bath home has been thoughtfully designed with upscale finishes and exceptional craftsmanship throughout. The main floor features beautiful engineered hardwood flooring, an open-concept layout, abundant natural light, a coffered ceiling in the living room, and a gas fireplace. Interior selections and design were completed by award-winning Lisa Lynn Designs, creating a timeless yet modern aesthetic. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry, quartz countertops, a 5-burner gas cooktop, and generous prep and storage space, including a coffee bar/butler's pantry area. The spacious primary suite offers a luxurious bath with dual vanities and a walk-in shower featuring body sprays. Upstairs, a convenient Jack-and-Jill bath connects two bedrooms, while the third bedroom includes its own private ensuite bath. Additional highlights include designer lighting fixtures, custom blinds, high-efficiency zoned HVAC, and an oversized 2-car garage. The unfinished walkout basement features 9-foot ceilings, plumbing for a future bathroom, and the potential to add a 5th bedroom and additional finished living space. Enjoy outdoor living from the oversized covered deck and covered patio overlooking the fully fenced backyard. Brentwood neighborhood amenities include a pool, clubhouse, and tennis courts, all conveniently located within the award-winning Oldham County School District.

6300 Leyton Ct, Crestwood
7430 E Orchard Grass Blvd, Crestwood
$323,000
4 Beds ⋅ 3 Baths ⋅ 1731108 MLS
Welcome to 7430 E Orchard Grass Blvd in the desirable Orchard Grass Hills neighborhood of Crestwood! This spacious 4-bedroom, 2.5-bath home offers approximately 2,019 square feet of finished living space and a functional layout with plenty of room to grow. Recent updates include new flooring in the living room and basement, along with an updated bathroom that adds a fresh, modern touch. The finished walkout basement provides valuable additional living space and flexibility for a family room, recreation area, home office, or other needs. Outside, enjoy the newly designed horseshoe-style driveway, offering convenient access, additional parking, and enhanced curb appeal. With its combination of space, updates, and a convenient Crestwood location, this home is ready for its next owner.

7430 E Orchard Grass Blvd, Crestwood
4703 Grand Dell Dr, Crestwood
$720,000
4 Beds ⋅ 4 Baths ⋅ 1730307 MLS
Opportunities like this do not come often: a four bedroom, three and a half bath, walk-out, on over four acres, two car attached garage, and separate 40' x 48' shop in Oldham County. Inside the house, you are welcomed into the spacious front foyer. The first floor has an eat-in kitchen with pantry, separate dining room, living room, office, beautiful half bath, and laundry room. As a bonus, there is a laundry chute from the second floor to the first floor laundry. Plus, the two car attached garage has extra space for storage too. The second floor has a large en suite space with walk-in closet, three other bedrooms, and an additional full bathroom. Also, the basement is amazing—with its bar, entertaining space, full bathroom, extra room, and storage, it provides extra space to play or rest. An incredible, stand-out feature of this property is the separate shop. It has its own, dedicated 12' wide concrete driveway. The door is 10' high by 20' wide. The shop is almost 2,000 square feet of heated space with endless possibilities. It has a fully concreted floor for high PSI strength, and it is completely insulated. The building has 200 amp service, with a 30 amp camper/trailer plug on the outside wall. If you are looking for a great outside, this has it. There is a front porch, back deck, and back patio coming from the basement walk-out. And, the land is an amazing 4.2 acres, which includes part of a shared pond that is viewable from the house. The views of the wildlife are a bonus to the serene setting. The property gives you an oasis spot while still being tucked back into a neighborhood. In terms of location, it is very close to where Highway 53 and Highway 22 meet, providing quick access to many great amenities in LaGrange and beyond, while still feeling tucked away. Make an appointment to make this wonderful property your own.

4703 Grand Dell Dr, Crestwood
7104 Park Vue Dr, Crestwood
$277,900
2 Beds ⋅ 2 Baths ⋅ 1730299 MLS
Enjoy the feel of nearly new construction in highly desirable Park View Townhomes, ideally located just across the street from Maples Park in the heart of Crestwood. Only one year old, this stylish townhome offers modern finishes, thoughtful upgrades, an attached one-car garage, and a fantastic Oldham County location served by the highly regarded Oldham County school system. The bright, open main level features upgraded LVP flooring, abundant natural light, and a spacious living area that flows directly to a private balcony. The kitchen is both attractive and functional with granite countertops, stainless steel appliances, generous cabinetry, and a breakfast peninsula with plenty of seating for casual dining or entertaining. Upstairs are two spacious bedrooms along with a beautifully finished main bathroom featuring an upgraded shower with dual showerheads. Custom roller shades accent the living room and sliding glass door, while coordinated blinds and curtains throughout give the home a finished, move-in-ready feel. The attached garage includes a Level 2 EV charger, and the Samsung front-load washer and dryer, along with the deep freezer located in the garage, are included with the property. With attractive board-and-batten siding details, modern finishes, and low-maintenance living, this townhome combines style, convenience, and location. Enjoy quick access to downtown Crestwood, shopping, dining, golf, parks, and recreation, with I-71 nearby for an easy drive as well as quick drive to The Paddock Shops, Louisville, and everything the surrounding area has to offer.

7104 Park Vue Dr, Crestwood
6501 Heritage Hills Dr, Crestwood
$440,000
3 Beds ⋅ 2 Baths ⋅ 1729426 MLS
Welcome home to 6501 Heritage Hills Dr, an absolutely gorgeous modern farmhouse nestled in popular Oldham County. This wonderful ranch features an open layout with a large great room, kitchen and dining space. The great room includes a trey ceiling and a built-in media cabinet flanked by 6' windows that fill the room with natural light. The rear covered porch is directly accessible from the great room. The primary suite features a alarge bedroom, tile shower, double vanity, large closet, linen shelves, quartz counters and custom cabinets. The accessory bedrooms are tucked away in a private hallway with a large linen closet and a bath with tile tub/ shower walls. The attic space is framed with more than 350 square foot of storage space accessible from the garage. This home is very energy efficient and has a certified HERS rating of 67. Schedule your tour today!

6501 Heritage Hills Dr, Crestwood
5603 Farmhouse Dr Unit Lot 21, Crestwood
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 1728890 MLS
Modern farmhouse with 3,118 sq ft featuring 10' ceilings, an 18' vaulted living room, open kitchen with large island and wood beam detail, and a main level primary suite. The second floor offers three bedrooms and a loft overlooking the living room. Exterior includes white brick and siding, black windows, wood accented entry, and a 3 car garage. Located in Farmhouse Estates, this home blends clean modern design with functional everyday living.

5603 Farmhouse Dr Unit Lot 21, Crestwood
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