Crestwood Homes with Entry Side Parking

Crestwood Homes with Entry Side Parking

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

One of the appealing features of homes in Crestwood is the availability of Entry Side Parking. This convenient feature allows homeowners and guests easy access to parking spaces located at the side of the property, making it convenient and safe for vehicles to enter and exit the premises.

Whether you're looking for a cozy single-family home, a spacious townhouse, or a luxurious estate, Crestwood has a variety of real estate options to suit your needs. With well-maintained properties and a range of architectural styles to choose from, finding your dream home in Crestwood is a delightful experience.

In addition to its beautiful homes, Crestwood offers a thriving community with top-rated schools, local shops, restaurants, and outdoor recreational opportunities. Residents enjoy a high quality of life in this close-knit city, making it an ideal place to raise a family or enjoy a peaceful retirement.

Discover the beauty and convenience of Crestwood, where small-town charm meets modern amenities. Let us help you find the perfect home in this lovely city in Oldham County, Kentucky.

Newest Crestwood Homes with Entry Side Parking

5 Beds ⋅ 3 Baths ⋅ 1728908 MLS

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

4 Beds ⋅ 4 Baths ⋅ 1728844 MLS

Welcome to this beautiful two story home in the highly sought after neighborhood Magnolia Place! Upon entering this home you will immediately the Teak wood flooring throughout the main level. First floor features an open floor plan with formal dining room, family room with stone accented wood burning fireplace and built-in book cases. Rear door leads to a spacious patio and large backyard great for entertaining. The large eat-in kitchen has beautiful white cabinets and island with granite counter tops. Off the kitchen you will find a half bath and laundry room with more cabinets for storage. All four bedrooms are located on the second level. The spacious primary bedroom features walk-in closet and a newly renovated bathroom. The shared hall bathroom with ceramic tiled flooring and double sink vanity. Two additional bedrooms also have walk-in closets. The finished basement has an office, full bathroom and closets for storage. A central-vac system covers the whole home. This home is nestled in a cul-de-sac, minutes to I-71 and Oldham county schools to top it off! What more can you ask for!

5602 Sundrop Pl, Crestwood

4 Beds ⋅ 2 Baths ⋅ 1728727 MLS

Set on 1.04 acres in Crestwood with Oldham County Schools, this brick ranch keeps everyday living on one level. The great room rises to a vaulted ceiling with arched transom windows and a fireplace framed by floor to ceiling built-ins, and a separate living room means everyone gets their own space. The kitchen pairs granite counters and hardwood floors with a bar-height peninsula, gas range, and eat-in area, with a formal dining room off the foyer. A split plan puts the primary on its own side of the house, away from the secondary bedrooms, with a walk-in closet, jetted tub, tiled glass shower, and double vanity. The walkout basement adds a fourth bedroom and family room opening to the patio. Updated HVAC, fresh paint inside and out, newly sealed drive, deck over a level yard.

4402 Abbott Grove Dr, Crestwood

4 Beds ⋅ 5 Baths ⋅ 1728725 MLS

New construction in the highly sought-after Brentwood community, this exceptional custom home offers the opportunity to enjoy luxury living in the award-winning Oldham County School District. Situated on a beautiful 1.04-acre homesite with room for a future pool, this thoughtfully designed residence blends timeless architecture with modern functionality. The open-concept main level is anchored by a stunning custom kitchen featuring a spacious walk-in pantry, separate catering/prep kitchen, and dedicated workstation, perfect for everyday organization, entertaining, and hosting on any scale. Expansive living spaces flow seamlessly to the covered Trex deck overlooking the private backyard, extending your living space outdoors. The first-floor primary suite is designed as a private retreat and is complemented by direct access to the main laundry room through the primary closet for everyday convenience. A second laundry room upstairs serves three generously sized ensuite bedrooms, each offering private baths, along with a spacious bonus room ideal as a media room, playroom, or second family room. The unfinished walkout basement provides incredible flexibility with the potential for a fifth bedroom, full bath, family room, and office, fitness room, or customized entertaining area. Additional highlights include a three-car side-entry garage, exceptional craftsmanship throughout, and an ideal blend of luxury finishes and practical design. Rarely does new construction offer this level of thoughtful planning in one of Crestwood's premier neighborhoods.

7208 Sunset Ln, Crestwood

5 Beds ⋅ 3 Baths ⋅ 1728355 MLS

Builder Incentives of $10,000-$30,000 Available with an Acceptable Offer! Tailor your purchase with a negotiated price reduction, mortgage interest-rate buy-down, closing-cost assistance, completion of a custom basement wet bar, or a combination. The total incentive package depends on the purchase price, requested improvements, other concessions, and net proceeds to the seller. Financing-related incentives are subject to lender approval and loan-program limits. Homebuyers and real estate agents are invited to contact the listing agent, schedule a private showing, or visit an open house to explore the home and discuss available incentive options. Owner is a licensed real estate agent. Designed for the way people live today, this custom new-construction ranch combines welcoming open spaces, comfortable main-level living, and a flexible walkout lower level—all in a peaceful Crestwood setting convenient to shopping, dining, and everyday needs. At the heart of the home, the open kitchen, dining, and living areas come together beneath soaring 18-foot vaulted ceilings. A dramatic floor-to-ceiling stone fireplace anchors the space, while the oversized kitchen island becomes a natural gathering place for morning coffee, meals, homework, and entertaining. Quartz countertops, GE appliances, a wall oven and microwave, custom tile backsplash, and an electric cooktop with a gas line available for future conversion complete the kitchen. The main-level primary suite offers a private place to unwind, with a soaking tub, custom tile shower, dual quartz vanity, and spacious walk-in closet. Enjoy quiet mornings on the covered Trex front porch or relax and entertain on the covered rear patio, accessible from both the kitchen and primary suite. The walkout lower level adds two bedrooms, a full bath, and recreation space for guests, hobbies, or gatherings. A dedicated wet bar location offers an opportunity to personalize the space, with builder completion to the buyer's preferred design and finishes available as a negotiated upgrade. Quality extends beyond the visible finishes. The home features an open-span lower level with fewer support columns, products from established manufacturers, a Wi-Fi-enabled electric water heater with a 9-year manufacturer warranty, and a 7-year structural warranty for added peace of mind. Located in the South Oldham school area, the home offers the tranquility of Crestwood while remaining convenient to Brownsboro Road shopping, restaurants, schools, essential services, and planned future retail and commercial development in the Crestwood area.

6619 Heritage Hills Dr, Crestwood

4 Beds ⋅ 4 Baths ⋅ 1728292 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

5 Beds ⋅ 4 Baths ⋅ 1728245 MLS

Beautiful ranch on more than an acre lot in highly sought after Brentwood subdivision. The open concept kitchen and living room with a vaulted ceiling, dual slider providing soft natural light, and tiled linear fireplace. The kitchen has it all with a large island with double sided cabinetry, beautiful custom cabinets to ceiling with glass lighted uppers, gorgeous quartz tops, a 36' cafe cooktop and double oven, a drawer microwave, large pantry with custom cabinets, quartz countertops, and floating shelves. It finishes out with a large trayed dining area. An office or guest bedroom is also located on the main level with double french doors opening to the entry and the living room. The Primary suite checks all the boxes with a vaulted beamed ceiling with chandelier, a large soaking tub and tiled shower with bench, an oversized primary closet and separate toilet room. The powder room has stylish wallpaper and a modern black furniture vanity with toekick lighting. Off the oversized 3 car garage you will find a mudroom area with expansive large black cubbies and hooks. The tiled laundry room has timeless navy cabinetry with a large granite sink and quartz countertops. The 2 large bedrooms are equipped with hardwood floors, ceiling fans, and walk-in closets. A double sink bathroom with tiled to ceiling bath/shower, and linen closet finish out the main living floor. The modern open stairs lead to a walkout basement finished with an open living area with luxury vinyl plank flooring, a custom bar with sconces, two bedrooms with large closets, and a full bathroom. There is plenty of additional space for a future finish in this large basement as well. You will enjoy outdoor living on this over 1 acre lot with a covered front porch AND a large rear covered deck and porch with a nice private yard. Upgraded with both a covered and uncovered deck, a walkout patio, extra large garage, and front irrigation. Construction completion by October. Hurry before this beauty is gone and all the Brentwood lots have been developed.

6496 Sunset Cir, Crestwood

3 Beds ⋅ 3 Baths ⋅ 1728045 MLS

Welcome to 2400 Eastwood Circle, situated on a spacious 1-acre corner lot in the desirable Westwood East neighborhood and located within the Oldham County School District. This home offers 3 bedrooms, 3 full baths, and 2 additional bonus rooms in the fully finished lower level, providing plenty of flexible living space. The main level features an inviting entry hall, formal dining room, and a spacious living room with a vaulted ceiling, gas fireplace, and built-in bookcases. The kitchen offers white cabinetry and stainless steel appliances, with a conveniently located laundry room just off the kitchen. The primary bedroom includes a walk-in closet and private full bath. Enjoy additional year-round living space in the sunroom, complete with a heat source. Outside, you'll find a storage shed

2400 Eastwood Cir, Crestwood

4 Beds ⋅ 3 Baths ⋅ 1726798 MLS

Welcome to this beautifully appointed home in Oldham County's desirable Westwood neighborhood, offering more than 3,600 finished square feet, 4-5 bedrooms, 2.5 baths, and a walkout lower level, all set on a picturesque, tree-lined one-acre lot. A two-story entry foyer opens to the impressive great room, where soaring ceilings, a gas fireplace, and an open layout create a striking first impression. The adjoining formal dining room provides an ideal setting for entertaining, while the eat-in kitchen features white cabinetry, quartz countertops, a breakfast bar, gas range, and shiplap detailing. Just beyond the kitchen are the first-floor laundry room, two-car garage, and a covered porch overlooking the property. The spacious first-floor primary suite is a private retreat with a tray ceiling, custom walk-in closet, and generously sized bath featuring dual vanities, a jetted tub, and walk-in shower. Both the primary suite and great room open directly to the expansive deck and pool, where the surrounding mature trees create a beautiful backdrop across the one-acre lot. Upstairs, three spacious bedrooms each feature walk-in closets and share a full bath finished with a quartz countertop. The walkout lower level extends the home's living and entertaining space with a family room and wet bar, game area, and a separate room perfectly suited for a playroom or additional gathering space. Another versatile room provides options for a home office, fitness space, or potential fifth bedroom. Direct access to a separate patio and backyard creates an easy connection to the home's outdoor spaces. Additional updates include a new water heater and an HVAC system approximately three years old. Offering an exceptional combination of space, privacy, and indoor-outdoor living in one of Oldham County's established neighborhoods, this Westwood home is one you won't want to miss!

5506 Cross Creek Dr, Crestwood

5 Beds ⋅ 4 Baths ⋅ 1726766 MLS

Situated on 1.7 picturesque acres in the highly sought-after Woods of Hillview subdivision in Crestwood, this stunning brick 1.5-story home offers the perfect blend of space, comfort, and timeless elegance. Offering 5 bedrooms, 3.5 baths, and thoughtful updates throughout, this home is designed for both everyday living and entertaining. The inviting two-story family room features soaring vaulted ceilings, beautiful hardwood floors, a cozy fireplace, and flows seamlessly into the spacious kitchen complete with stainless steel appliances, abundant maple cabinetry, a center island with bar seating, and a convenient beverage station. The first-floor primary suite is a true retreat, offering a private sitting area, direct access to a secluded deck, dual vanities, a Jacuzzi tub, separate shower and a large walk-in closet. A formal dining room, laundry room, and half bath complete the main level. Upstairs, you'll find three generously sized bedrooms, a full bath with double vanity, built-in bookcases, and an open catwalk overlooking both the grand foyer and family room below. The finished basement provides even more living space with a large family room, fifth bedroom, and full bath—ideal for guests, multi-generational living, or a private home office. Step outside to enjoy the covered vaulted deck overlooking a tranquil koi pond and an expansive backyard, creating the perfect setting for relaxing or entertaining. Additional features include a two-car garage, irrigation, and numerous recent improvements, including new HVAC systems (2024 & 2025), a tankless water heater (2023), a new roof with transferable warranty (2024), several freshly painted rooms (2024 & 2026), an EV charging outlet, new garbage disposal (2026), new septic pump (2026), and new carpet in primary bedroom, second floor, and basement (2026). This exceptional property offers the peaceful setting you've been searching for with the convenience of Crestwood living. Don't miss your opportunity to call this beautiful home your own!

3707 High Crest Ct, Crestwood

4 Beds ⋅ 4 Baths ⋅ 1726598 MLS

Brand new custom designed home in BRENTWOOD subdivision. This Gorgeous 1.5 story home has 3,493 square feet and includes: 4 bedrooms, 3.5 bathrooms. Unfinished 2,236 sq. ft. basement has so much potential! Plenty of space to add a bath, a couple of bedrooms, and a large family room. Or, customize to exactly what you want with the builder! Located on a cul-de-sac with very little traffic and wooded area behind this home for privacy. Upstairs, you will find 3 bedrooms, 2 full baths and an expansive hallway, First floor Primary Suite is luxurious! A spacious walk in pantry with custom built-in shelving and beautiful custom cabinets in the kitchen. Soaring ceilings. Easy to show and just beautiful!

6303 Leyton Ct, Crestwood

4 Beds ⋅ 4 Baths ⋅ 1726281 MLS

Welcome to 6502 Arbor Ridge Dr, ideally situated on a quiet cul-de-sac in Arbor Ridge, one of Crestwood's most desirable neighborhoods. This exceptional 4-bedroom, 3.5-bath home with a finished basement and heated in-ground pool offers the space, features, and location you've been looking for. Step inside to a stunning two-story great room featuring hardwood floors, a coffered ceiling, fireplace, and built-ins, all open to the spacious kitchen with granite countertops, an abundance of cabinetry and counter space, an eat-in area, and access to a charming sun nook with a vaulted ceiling overlooking the backyard. The first-floor primary suite offers direct access to the covered porch and a spacious bath with dual vanities, jetted tub, separate shower with frameless glass door, and an incredible walk-in closet-one of the largest in the neighborhood-complete with a custom closet system. The main level also features a formal dining room, half bath, and laundry room. Upstairs, you'll find three additional bedrooms and a full bath. The finished basement provides even more room for entertaining and everyday living with a family room featuring surround sound, game area, space, workout room, office/flex room and full bath with a steam shower. Outside, the meticulously maintained and private backyard feels like your own personal retreat. Relax on the covered porch or paver patio, or cool off in the 16' x 32' heated saltwater in-ground pool with an automatic cover. Additional features include an irrigation system, water softener and whole-house water filtration system. The location is just as impressive-enjoy easy access to I-71, minutes to the South Oldham campus and award-winning Oldham County Schools, and less than half a mile to Gustavo's and nearby Crestwood restaurants and shopping. With continued growth bringing even more shopping, dining, and commercial options near the Crestwood exit, this is an opportunity to enjoy an established neighborhood in one of Oldham County's most convenient and growing areas-all while being just a quick trip from everything East Louisville has to offer.

6502 Arbor Ridge Dr, Crestwood

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