21 - Oldham Co. S. of I-71 Homes with Entry Side Parking

21 - Oldham Co. S. of I-71 Homes with Entry Side Parking

Welcome to Oldham County, located just south of I-71 in the beautiful state of Kentucky. This charming region offers a serene and peaceful setting, making it an ideal place to call home.

Oldham County is known for its scenic landscapes, rolling hills, and picturesque countryside. Residents here enjoy a slower pace of life while still having convenient access to nearby cities like Louisville. With its close proximity to I-71, commuting to work or exploring the area is a breeze.

One unique feature of homes in Oldham County is the availability of entry side parking. This means that many homes in the area have parking spaces located on the side of the property, providing easy access for homeowners and guests. With entry side parking, you can conveniently park your vehicles without the hassle of maneuvering in and out of a crowded street or driveway.

Whether you're looking for a cozy cottage, a spacious family home, or a luxurious estate, Oldham County has a wide range of housing options to suit every taste and budget. From historic properties with character to modern new builds, there is something for everyone here.

In addition to its scenic beauty and convenient parking options, Oldham County also boasts excellent schools, recreational opportunities, and a strong sense of community. Whether you're a young professional, a growing family, or a retiree seeking tranquility, Oldham County offers a welcoming and desirable place to call home.

Newest 21 - Oldham Co. S. of I-71 Homes with Entry Side Parking

211 Cherry Hill Rd, Pewee Valley
$579,900
4 Beds ⋅ 4 Baths ⋅ 1734685 MLS
RARE FIND IN HISTORIC PEWEE VALLEY — WHERE DISTINCTIVE ARCHITECTURE, SPACE, AND SERENITY COME TOGETHER! Tucked away on a peaceful, tree-lined cul-de-sac street in the heart of historic Pewee Valley, this extraordinary contemporary home offers a rare combination of architectural character, generous living space, privacy, and picturesque natural surroundings. Situated on over half an acre in desirable Oldham County, home of the award-winning Oldham County School District, this impressive residence boasts over 3,500 square feet, 4 bedrooms, and 3 1/2 bathrooms, with an abundance of versatile living spaces and endless possibilities to make it your own! From the moment you step inside, you'll be captivated by the stunning two-story foyer, where soaring ceilings, dramatic floor-to-ceiling windows, and a beautiful staircase create an unforgettable first impression. Natural light pours into the space, highlighting the home's unique contemporary architecture and distinctive blend of craftsmanship, character, and comfort. The foyer opens to an expansive living room featuring oversized windows that frame the beautiful surroundings and bring the outdoors in. The thoughtfully designed main level also features a convenient half bath, a spacious laundry/flex room, and a generously sized kitchen that flows seamlessly into a spacious yet inviting dining area, complete with a charming coffee bar—perfect for everyday living or gathering with friends. Just off the kitchen, a sizable mudroom with built-ins offers convenient access to the side driveway, while direct access to the deck extends the living space outdoors. Imagine starting your morning with a cup of coffee surrounded by the sights and sounds of nature, or enjoying summer evenings grilling and entertaining against a backdrop of peaceful, wooded views. Upstairs, the primary suite offers a private retreat with its own en suite bathroom, while two additional bedrooms and a full bathroom complete the upper level. The walkout lower level adds another dimension of versatility, featuring an additional bedroom, a full bathroom, and multiple flex spaces with endless possibilities for a home office, fitness room, recreation area, hobby space. The convenient, direct access to the patio creates a natural connection to the expansive yard and beautiful outdoor setting. Notable recent improvements include a new roof in 2024 and a new HVAC system in 2025, providing valuable updates to this distinctive property. With its unique architectural design, impressive square footage, private half-acre-plus setting, and remarkable potential for personalization, this home presents an exceptional opportunity to create something truly special. Enjoy the peaceful, tucked-away atmosphere of historic Pewee Valley while remaining just minutes from shopping, dining, and convenient expressway access. A rare opportunity to embrace space, nature, and a lifestyle all your own in one of Oldham County's most charming communities!

211 Cherry Hill Rd, Pewee Valley
6503 Heritage Hills Dr, Crestwood
$489,900
3 Beds ⋅ 2 Baths ⋅ 1734533 MLS
Welcome to 6503 Heritage Hills, where beautiful finishes, low-maintenance living, and a wonderful Crestwood location come together! Situated on a desirable corner lot, this attractive brick ranch offers 3 bedrooms, 2 full baths, and the convenience of single-floor living. Step inside to discover an inviting open floor plan featuring luxury vinyl flooring throughout the main living areas, elegant arched doorways, and a spacious great room highlighted by a vaulted ceiling and cozy gas fireplace. The beautifully appointed kitchen is sure to impress with quartz countertops, a center island, subway tile backsplash, stainless steel appliances, stylish light fixtures, a double-door pantry, and an abundance of cabinet and counter space. Just off the kitchen, the generous dining area easily accommodates a large table, making it perfect for everyday meals or entertaining family and friends. The spacious primary suite features an extra-high tray ceiling and walk-in closet, while the stunning primary bath is a true showplace, complete with tile flooring, a quartz double vanity, and a gorgeous step-in shower featuring floor-to-ceiling tile with decorative accents and a glass block transom window. Two additional bedrooms and a stylish full bath provide comfortable accommodations for family or guests. Even the laundry room has a special touch with its decorative tile flooring! The oversized side-entry garage offers plenty of room for vehicles and additional storage, including a convenient bump-out ideal for a garage refrigerator or extra shelving. Pull-down attic stairs lead to a large, floored storage area, providing even more space to keep things organized. Outside, the oversized driveway provides ample parking, while the expansive rear patio and pergola create a wonderful setting for outdoor dining, relaxing, or entertaining. All this, plus award-winning Oldham County Schools and convenient access to local shopping, restaurants, and I-71! If you're looking for beautifully finished, low-maintenance, one-level living in Crestwood, 6503 Heritage Hills is a must-see!

6503 Heritage Hills Dr, Crestwood
4206 Ballard Ridge Ct, Smithfield
$899,900
5 Beds ⋅ 4 Baths ⋅ 1734405 MLS
Modern finishes, thoughtful upgrades, and a wooded one-acre setting come together in this Oldham County home built in 2025. Offering approximately 3,627 square feet, five bedrooms, three full baths, and one half bath, this home features an open floor plan, engineered wood flooring throughout, and an attached two-car garage. Custom built-in shelving and cabinetry welcome you in the foyer. The kitchen features GE Café appliances, quartz countertops, soft-close drawers and cabinets, and a septic-approved garbage disposal. A butler's pantry with two electrical outlets adds convenient storage and workspace. Remote-control blinds offer everyday convenience, while blackout blinds enhance the primary bedroom. Upstairs, three spacious bedrooms feature generous closets. The newly finished basement expands the living space with a bedroom, full bath, and a separate workout or multipurpose room. An electric fireplace set against a shiplap feature wall anchors the gathering area, which is wired for a television and speakers. A wet bar with a granite countertop and beverage refrigerator adds space for entertaining, while two large dedicated storage rooms help keep everything organized. Enjoy the wooded surroundings from the covered upper deck or the covered lower patio with an extended patio area. With flexible living spaces, extensive storage, and inviting outdoor areas, this home offers thoughtful details throughout.

4206 Ballard Ridge Ct, Smithfield
1001 Summit Parks Dr, La Grange
$542,400
5 Beds ⋅ 3 Baths ⋅ 1733941 MLS
NEW PRICE! SELLERS MOTIVATED TO SELL! With acceptable offer, Luxury, lifestyle, and exceptional space come together in this nearly new home nestled within the highly sought-after Summit Parks community in the award-winning Oldham County School District. built in 2022, this impressive home offers 5 bedrooms, a dedicated first-floor home office, a 2-car garage, and 2,827 finished square feet, with an additional 1,298 sq ft in the ready-to-finish basement already roughed in for a future full bathroom providing over 4,125 sq ft of potential living space. Situated on a beautifully landscaped .67 acre lot, the backyard is surrounded by elegant decorative iron fencing and offers abundant space for a future swimming pool while maintaining plenty of room for entertaining, recreation, or simply enjoying the peaceful surroundings. The spacious covered front porch invites quiet mornings with coffee, while the expansive rear patio overlooks the private backyard, creating the perfect setting for outdoor gatherings. A stunning wall of windows spans the back of the home, filling the interior with natural light and showcasing picturesque views year-round. Thoughtfully designed for today's lifestyle, the open-concept floor plan delivers effortless flow between the living, dining, and kitchen spaces. At the heart of the home, the chef-inspired kitchen features a generous center island, premium GE Profile appliances, a walk-in pantry, and ample workspace for everyday living and entertaining. Just off the garage entry, the mudroom with built-in cubbies keeps daily routines organized, while the dedicated first-floor office provides the ideal space for remote work, a private study, or a quiet flex room. Also, one of the main floor flex rooms was converted to a bedroom, perfect for guests or in-laws or to be used as an additional flex room again. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized glass-enclosed shower, dual vanities, and a spacious walk-in closet. Three additional generously sized bedrooms offer excellent closet space and share a well-appointed full bath. A convenient second-floor laundry room and versatile loft provide endless possibilities for a media room, playroom, study area, or additional lounge space. The expansive ready-to-finish basement presents an outstanding opportunity to customize additional living space, with plumbing already roughed in for a future full bathroom?perfect for creating a recreation room, home gym, guest suite, or entertainment area tailored to your lifestyle. Enjoy the serenity of a country setting without sacrificing convenience. Located just minutes from shopping, dining, parks, and the charm of historic downtown La Grange, with quick access to Louisville, this exceptional property offers the perfect balance of luxury, comfort, flexibility, and location. Combined with modern construction, outstanding future expansion potential, and the distinction of the award-winning Oldham County School System, this is a rare opportunity to own a home that truly has it all and offers the lifestyle that makes Oldham County one of Kentucky's most desirable places to call home.

1001 Summit Parks Dr, La Grange
7407 W Kilgus Cir, Crestwood
$365,000
3 Beds ⋅ 3 Baths ⋅ 1733669 MLS
Extremely well-maintained brick ranch in the heart of Crestwood on a beautiful 0.53-acre lot, with Oldham County Schools, public sewer, and a rare 3-car garage setup: a 1-car attached plus a 2-car detached garage. Inside, gleaming hardwood floors, new carpet, and crown molding lead to a bright living room with a fireplace and a large bay window. The updated kitchen features quartz counters, white subway tile, stainless appliances, and a stone-front peninsula that opens to the eat-in dining area, where sliding doors step out to the brand-new deck overlooking the fenced backyard. A flex room with French doors and a domed ceiling makes a perfect office or formal dining room. All three large bedrooms are on the main level, including a primary bedroom with an ensuite half bath, and the hall bath offers a tiled walk-in shower and a jetted soaking tub. The finished lower level adds a family room, an office area, and a full bath, plus laundry and an unfinished storage room. Move-in ready and close to shopping, dining, and parks!

7407 W Kilgus Cir, Crestwood
5700 Old Floydsburg Rd, Crestwood
$574,900
5 Beds ⋅ 3 Baths ⋅ 1733588 MLS
Seller is offering $10,000 towards rate buydown or closing costs with an accepted offer. If you've been searching for newer construction with acreage in Crestwood, 5700 Old Floydsburg Road offers a combination that's becoming increasingly difficult to find. Built in 2023 and situated on 1.30 acres, this 5-bedroom, 3-bath home offers plenty of space along with a layout that provides some interesting possibilities for its next owner. With few neighboring homes in sight and a privacy fence surrounding much of the property, the homesite offers a sense of separation that's hard to duplicate in a traditional neighborhood. Inside, you'll find generous living space and a large primary bedroom with plenty of room to create a comfortable retreat. Multiple bedrooms provide options for family, guests, a home office, hobbies, or whatever best fits your lifestyle. Upstairs may be one of the home's most versatile spaces. An expansive open loft-style room with its own full bath could function as a second primary suite, private guest quarters, a space for extended family, or an oversized bedroom with its own sitting or living area. For buyers looking for a home that can accommodate different living arrangements under one roof, this space opens up some great possibilities. Outside, the 1.30-acre lot gives you something that's increasingly hard to come by this close to Crestwood's everyday conveniences—room. Room for pets, a garden, outdoor entertaining, hobbies, or simply a little more distance between you and neighboring homes. A deck and separate sunroom add even more usable space, while the side-entry garage and separate outbuilding provide additional room for vehicles, lawn equipment, tools, storage, or recreational gear. The location keeps shopping, dining, schools, and everyday necessities within easy reach, while the acreage and limited neighboring homes give the property a character all its own. Five bedrooms, three full baths, 1.30 acres, newer construction, an outbuilding, and the potential for two separate primary suites—all in Crestwood. 5700 Old Floydsburg Road offers plenty of space and plenty of possibilities for its next owner.

5700 Old Floydsburg Rd, Crestwood
3503 Rock Rose Ln, La Grange
$457,000
3 Beds ⋅ 3 Baths ⋅ 1733450 MLS
Brick Ranch 3 bedroom, 2.5 bath. with Formal Living Room, Dining Room,Eat In Kitchen, Family Room with fireplace, Primary Bedroom with Master Bath, 2 large bedrooms with large closets, Full Hall Bathroom, Launry room with 1/2 bath and door to deck,covered deck with access from dining area, concrete porch with access from family room, attached 2 car garage, detached garage, 1.01 acre lot, concrete drive with plenty parking,country living just minutes to I-75 Home has major improvements in 2026 including: New Roof, New floor kitchen,family room and laundry room,New base cabinets and granite countertops, Granite countertop master bath,Replaced AC compressor, Installed new electrical panel , Replaced Hot Water Heater, New front entry door and storm door, push button door lock, Installed master bedroom floor plus more. Over $45,000 of improvements!

3503 Rock Rose Ln, La Grange
4620 Grand Dell Dr, Crestwood
$685,000
4 Beds ⋅ 4 Baths ⋅ 1732653 MLS
Welcome home to this custom built 3 story Victorian dream house in the highly sought after neighborhood of Grand Dell. An absolute vision of timeless elegance sitting on 4 luscious acres lined with trees! Prepare to be wowed by the most incredible lot available in the neighborhood with its long grande entrance off the road, and one of the largest rolling lots. Featuring an above ground pool, private garden house, extra detached garage and custom fenced garden with incredible panoramic views of your old Kentucky Home! This is a must see to believe available for the first time ever since its build in 30 years by its only owners. Your very own living dollhouse on a picturesque lot offering private glassed sunrooms and front porches to gaze at the stunning land that surrounds you! Inside features over 3000 finished square feet, 4 bedrooms and 4 baths with custom carpentry and gorgeous hardwoods throughout! Enormous updated kitchen with granite counter tops, beautiful handcrafted carpentry and cabinetry, and stainless appliances. In the great room, cozy up all winter long to the wood burning fireplace with surrounding built ins. Unique for its time offering 2 glassed in porches off the back and side of house made for all seasons to enjoy . Large first floor laundry room and 2 car attached garage! Upstairs you will find another bonus area serving many functions with 3 bedrooms, 2 full baths and that's not all! The third floor has been completely renovated with enormous family room or bedroom, hardwoods, vaulted ceilings with tons of natural light and own full bath providing a unique element of layout functionality for any buyers varying needs. Recently updated mechanicals throughout and extra detached garage for storage and land maintenance. Unfinished walkout basement providing tons of additional storage! The beautiful above ground pool overlooks the amazing views of the entire backyard with its own garden and garden house and pond! Truly a breath of heaven with this rare Crestwood Oldham Co. find! Schedule your private showing today! You don't want to miss this incredible opportunity to own your forever home!

4620 Grand Dell Dr, Crestwood
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
2003 Oakshade Ct, Crestwood
$689,900
5 Beds ⋅ 4 Baths ⋅ 1732132 MLS
Welcome home to 2003 OakShade Court, a spacious Craftsman-style home nestled on 1.35 acres in the desirable Grand Oaks subdivision of Crestwood. Located on a quiet cul-de-sac, this five-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, space, and peaceful country living. The inviting open-concept layout is ideal for everyday living and entertaining, while the kitchen features beautiful granite countertops plus the added convenience of a first floor primary bedroom. The second floor offers 3 additional bedrooms and full bath. An added bonus is also a flex space that could be a play room or teen hangout. The finished walkout basement adds an additional family room, bedroom, and bath, perfect for overnight guests or anyone seeking a comfortable space of their own. Step outside onto the back deck and enjoy the wooded backdrop and tranquil sounds of a water feature from a pond on the neighboring property, creating a peaceful and relaxing backyard setting. A tractor garage provides convenient space for lawn equipment, tools, and additional storage. Grand Oaks residents also enjoy access to a neighborhood lake and pond with docks for fishing and relaxing by the water. Surrounded by natural beauty yet conveniently close to shopping, dining, award winning schools, and everyday amenities. This property offers room to spread out without sacrificing convenience.

2003 Oakshade Ct, 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
2010 Clarke Pointe Dr, Crestwood
$589,900
4 Beds ⋅ 3 Baths ⋅ 1731588 MLS
Beautiful 4-bedroom ranch on 1.3 acres in Oldham County featuring an open-concept floor plan, vaulted ceilings, and a primary bedroom with direct deck access. Two additional bedrooms are located on the first floor. Enjoy the full front porch, sunroom, mature trees, and inground pool. The walkout basement offers a fourth bedroom, full bath, family room, and additional space ideal for a home gym. Solar system included. HSA Home Warranty included for added peace of mind. Don't miss this spacious home with exceptional indoor and outdoor living!

2010 Clarke Pointe Dr, Crestwood
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