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

3 Beds ⋅ 3 Baths ⋅ 1724357 MLS

"Living the dream," is what you will say about living here! Wonderful lakefront house in Oldham County's Lake Pointe neighborhood is located on a 1.18-acre lot with direct lake access. New carpeting, fresh paint, ready to move in! First floor primary suite! Kitchen opens to the breakfast room and the fabulous 2 story great room with vaulted ceilings, great light and views! The adjoining glassed in sunroom opens directly onto the deck overlooking the lake! Very large and convenient side entry-two car garage, laundry room. Two bedrooms and bath on the 2nd floor! The huge lower-level family room which walks out has a fireplace. There are also 2 great unfinished storage areas. Lots of extra parking in Driveway. Seldom do these houses come on the market!

3205 W Mount Zion Rd, Crestwood

3 Beds ⋅ 3 Baths ⋅ 1723732 MLS

Welcome to 3107 Thoroughbred Court. This fabulous, renovated, walkout ranch is located on a quiet cul-de-sac in the Kentucky Acres subdivision in Crestwood. Come fall in love with this gorgeous, semi secluded 1.13 property surrounded by mature trees. Turning onto this property brings you onto a newly paved driveway that leads up to the side entry 2 car garage. Follow the stairs around the front of the home to the covered front entrance. Heading inside brings you into the foyer that connects to the great room, kitchen, and the basement stairs. Continuing straight ahead leads into the fantastic great room with soaring vaulted ceiling and lovely, brick, wood burning fireplace. The brand new carpet in this room continues down the hall and into all of the bedrooms. Open off the great room is the eat-in kitchen. The kitchen offers stunning new black granite countertops, ample cabinet space, new sink and faucet, new stainless steel appliances, pantry, and dining area with bay window. The primary suite offers a spacious bedroom with tray ceiling, two large closets, and private full bath with walk-in shower. There are two more good sized bedrooms and a 2nd full bath rounding out the main level. Heading downstairs leads you into an enormous L-shaped family room also with brand new carpet. Off the family room are a half bath, combination laundry and utility room, and access to the garage. Out back the 12' x 12' deck, and covered patio underneath, offer great entertaining spaces and wonderful views of the huge yard. The backyard provides abundant space for kids or pets to play in. Don't miss out on this one and schedule a showing today!

3107 Thoroughbred Ct, Crestwood

4 Beds ⋅ 3 Baths ⋅ 1723304 MLS

Proposed custom home by Tracee Dore Builders in the highly desirable Brentwood community. Situated on a beautiful 1-acre wooded walkout lot in Crestwood, KY, this is your opportunity to build a home tailored to your lifestyle. Personalize every detail by selecting your own finishes from start to finish with the guidance of an experienced builder who also has a background in interior design. Tracee personally accompanies you to every design appointment, helping you choose finishes that reflect your style while ensuring your home is both beautiful and functional for your everyday needs. Create the custom home you've always envisioned in one of Crestwood's most sought-after communities.

6295 Sunset Cir, Crestwood

3 Beds ⋅ 2 Baths ⋅ 1723019 MLS

Welcome home to this immaculate and beautifully maintained all-brick walkout ranch in sought-after Kentucky Acres! Set on a private, park-like 1.18 acres, this 3-bedroom, 2-bath home offers a finished lower level and a stunning in-ground pool framed by mature Japanese maples and white vinyl fencing - your own backyard retreat. The main level features a vaulted great room with a brick fireplace and custom crown beam detail, hardwood floors throughout the main living areas, and a spacious primary suite with a tray ceiling and an updated en-suite bath featuring a cultured marble double vanity and skylight. The second full bath also features a skylight, filling both baths with beautiful natural light. Bedrooms are carpeted throughout. The finished walkout lower level includes a family room, a private office, and a full laundry. Outside, enjoy a meticulously groomed lawn, curved driveway, and storage outbuilding. Septic inspected and pumped March 2023. Kentucky Acres HOA $52 annually. With school starting in just weeks, now is the time to make this move-in-ready home yours. Schedule your showing today!

7705 Commonwealth Dr, Crestwood

5 Beds ⋅ 5 Baths ⋅ 1722302 MLS

Welcome to luxury living in Brentwood! Tucked away on a private cul-de-sac and backing to serene woods, this stunning 1.5-story home blends timeless elegance with exceptional craftsmanship. The open-concept design features soaring cathedral ceilings, a chef's GE Café kitchen with custom cabinetry, granite countertops, gas range, oversized island, and a light-filled breakfast room that opens to a covered deck overlooking the trees. The main-level primary suite offers a spa-inspired bath and walk-in closet, while the finished walkout basement includes a spacious recreation area, fifth bedroom, full bath, and exercise room. Enjoy a fenced backyard, covered patio, neighborhood pool, clubhouse, tennis courts, and award-winning Oldham County Schools—all in one extraordinary home. Tucked away on a premium cul-de-sac lot in Crestwood's coveted Brentwood Subdivision, 7606 Keller Way is where refined design, thoughtful craftsmanship, and private natural beauty converge into something truly extraordinary. Backing to a lush, private wooded backdrop, this 1.5-story masterpiece offers the kind of lifestyle that simply cannot be replicated at any price in today's active market. From the moment you arrive, the striking brick and stone exterior, stately rooflines, and impeccably manicured grounds signal that something special awaits inside. Step through the rustic wood-framed entry and into a home that flows effortlessly from one stunning space to the next. The heart of the main level is an open-concept great room anchored by soaring cathedral ceilings that draw the eye upward and outward through walls of windows to the private wooded canopy beyond. The GE Café kitchen is a chef's dream — white custom cabinetry, granite countertops, a dramatic custom range hood, professional-grade gas range, and a generous island that elongates the space for both prep and conversation. Just beyond, the sun-drenched breakfast area is framed by oversized windows on three sides, opening directly to the covered deck where you'll find your new favorite place to start every morning — ceiling fan overhead, treetops all around, and birdsong as your soundtrack. The formal dining room commands its own stage, with a coffered tray ceiling, elegant wainscoting, a statement chandelier, and rich hardwood floors that run seamlessly throughout the main level. It's the kind of room that makes every dinner feel like an occasion. The first-floor primary suite is a true retreat — a spacious sanctuary featuring a designer accent wall with custom millwork, tray ceiling, and views straight out to the trees. The spa-inspired en suite bath offers a dual-vanity with granite counters, oversized soaking tub framed in marble-style tile, glass-enclosed shower, and a walk-in closet that flows directly from bath to bedroom with the ease of a luxury hotel. Also on the main level: a beautifully appointed mud room with custom built-in cabinetry, bench, and hooks — the kind of detail that makes everyday living effortless — plus a fully outfitted laundry room with countertops, utility sink with brushed gold faucet, abundant cabinetry, and designer tile. Upstairs, generously sized secondary bedrooms each offer their own character — including a vaulted bedroom suite with built-in shelving, window seat, and dreamy proportions that any child or guest would love to call their own. And then there is the lower level — the feature that truly sets this home apart from every active listing in Brentwood today. The fully finished walkout basement, is a complete living environment unto itself: an expansive recreation room with hardwood-style flooring, a dedicated lounge area, a fifth bedroom, full bath, and an exercise room. With a walkout to the backyard and wooded acreage, this level is flooded with natural light and privacy — not the dark, unfinished afterthought you find elsewhere. This is living space buyers pay for, and in Brentwood right now, no active competitor offers anything like it. Outside, the premium 0.35-acre cul-de-sac lot provides the rare combination of privacy and community — fully fenced, backing to woods, with a covered deck and patio perfect for al fresco dining, entertaining, or simply exhaling after a long week. Residents of Brentwood enjoy access to a neighborhood clubhouse, pool, and tennis courts — and the award-winning Oldham County school district that continues to attract families from across the region.

7606 Keller Way, Crestwood

5 Beds ⋅ 5 Baths ⋅ 1722218 MLS

This Southern-style farmhouse welcomes you with a wonderful covered front porch in a well-kept neighborhood with sidewalks. Over 4,000 square feet of finished living space with 5 bedrooms and 4.5 baths, a finished walkout basement on 2 partially wooded acres in sought-after Northridge Farms subdivision located directly next to the award-winning Oldham County schools, East Oldham Middle and Locust Grove Elementary. This home is move-in ready and priced below recent appraisal. It is also conveniently located in between Historic La Grange and Crestwood. Both cities have an a quaint mix of local and large shopping options while being only 8 minutes to I-71. For list of recent updates see documents.

4615 Northridge Cir, Crestwood

6 Beds ⋅ 5 Baths ⋅ 1722176 MLS

Some homes simply have space. This one has presence. Tucked into one of Oldham County's most sought-after neighborhoods, this exceptional custom-built home was designed for the moments that matter most. The soaring two-story entry makes a statement from the very first step inside, while walls of windows flood the home with natural light. Rich hardwood floors, custom millwork, beautiful built-ins, and timeless architectural details create a home that is both elegant and inviting. The dramatic two-story great room is the heart of the home, anchored by a gas fireplace and spectacular window wall. The beautifully appointed kitchen offers granite countertops, stainless appliances, double ovens, abundant workspace, and an easy flow for everything from quiet family dinners to holiday celebrations. One of the home's greatest strengths is its flexible floor plan. Two bedrooms on the first floor provide wonderful options for guests, multi- generational living, or a private home office. The spacious primary suite is a peaceful retreat with a beautifully updated bath, oversized walk-in closets, and serene backyard views. The finished walkout lower level expands the possibilities with generous gathering spaces, a wet bar, media area, office, full bath, an additional bedroom, and space for fitness, hobbies, game day, or overnight guests. And then you step outside. The covered deck overlooks an expansive, beautifully landscaped lawn where children can play, friends can gather, and evenings seem to last just a little longer. Nearly three-quarters of an acre offers the privacy, space, and peaceful setting that's becoming increasingly difficult to find. A 2.5 car garage, dual HVAC systems, thoughtful updates, quality craftsmanship, and exceptional attention to detail complete this remarkable home. It has an underground fence and the transmitter stays! Located in award-winning Oldham County Schools, this is more than a home with exceptional space and beautiful finishes. It's where birthdays are celebrated, holidays become traditions, grandchildren can't wait to visit, and ordinary Tuesday nights become the memories you'll cherish forever. Some houses impress you. The right one changes the way you live.

6702 Northwind Way, Crestwood

5 Beds ⋅ 4 Baths ⋅ 1721931 MLS

Situated on 1.7 picturesque acres in the highly sought-after Woods of Hillview subdivision in Crestwood, this stunning brick 1½-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 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 ⋅ 5 Baths ⋅ 1721703 MLS

Currently under 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

4 Beds ⋅ 3 Baths ⋅ 1721427 MLS

ASSUMABLE VA 2.5% INTEREST RATE FOR THOSE THAT QUALIFY, WITH LENDER APPROVAL. BY LISTING AGENT'S CALCULATIONS, THIS COULD SAVE A VA BUYER OVER $200K OVER THE LIFE OF THE LOAN. This nearly new 1.5-story home has been lovingly maintained, and it shows from the moment you arrive. The inviting front porch provides the perfect spot to enjoy your morning coffee, evening sunsets, or simply relax while overlooking the beautifully landscaped flower beds. Step inside to an open floor plan where the vaulted great room is filled with natural light from dramatic high windows, creating a bright and welcoming atmosphere by day and offering beautiful views of the moon and stars at night. The adjoining dining area and well-appointed kitchen are designed for both everyday living and entertaining, featuring solid surface countertops, stainless-finished appliances, shaker-style cabinetry, abundant counter space, a peninsula with breakfast bar seating, and plenty of electrical outlets for all your culinary needs. The dining area opens to a spacious rear deck overlooking the private, wooded 1.18-acre backyard, complete with a fire pit and storage shed, with plenty of room for a future pool, playground, or outdoor recreation. An additional fenced side patio creates a charming English garden-inspired retreat, perfect for outdoor dining, or simply enjoying the peaceful surroundings. The main-level primary suite offers generous space for a full bedroom suite, a walk-in closet, and an adjoining bath with dual vanities. A convenient laundry and mudroom connects to the attached two-car garage and adjoining it is a thoughtfully designed drop zone with built-in bench and hooks to help keep everyday life organized. Upstairs, you'll find two spacious bedrooms with large closets and a beautifully updated full bath. The finished walkout lower level expands your living space with a large family room featuring waterproof flooring and direct access to the picturesque fenced patio. A fourth bedroom, third full bath, and an additional finished room provide endless possibilities as a home office, fitness room, media room, music studio, or playroom. Nestled among mature trees in a peaceful setting while being conveniently located near some of Kentucky's top-rated public schools, shopping & dining, this exceptional home offers the perfect combination of comfort, style, functionality, and outdoor living. Schedule your private showing today—you won't be disappointed!

2823 Hollow Oak Dr, Crestwood

4 Beds ⋅ 5 Baths ⋅ 1721297 MLS

Exquisite Custom-Built Estate | One-Owner Home | Stunning Views in Every Direction - This extraordinary 1.5 story custom-built Estate, sitting on 6.57 acres, is a true one-of-a-kind masterpiece, meticulously designed & lovingly maintained by its original owner. From the moment you arrive, you'll appreciate the exceptional craftsmanship, timeless elegance, & breathtaking natural surroundings that make this home unlike any other. A charming brick walkway leads to the expansive covered Front Porch featuring a beautiful wood ceiling & ample space for outdoor seating while overlooking the manicured front lawn & mature trees. Step through the front door into a grand two-story Foyer highlighted by a hand-crafted staircase & exquisite custom millwork created from a template designed exclusively for this home. Just off the Foyer, a Private Study or Music room features custom bookcases, built-in shelving, & a beautiful bay window. The impressive Formal Dining Room is a showpiece, featuring custom wainscoting, columns, & extraordinary trim work. A conveniently located Butler's Pantry connects the Dining Room to the Kitchen, making entertaining effortless. The enormous Gourmet Kitchen is designed for both everyday living & entertaining on a grand scale. Features include double ovens, a warming drawer, microwave, extensive custom cabinetry, appliance garage, large main sink with picturesque views of the property, an additional vegetable sink, & a spacious wraparound island with abundant seating. The adjoining Dining Area comfortably accommodates large gatherings & is surrounded by windows that capture stunning wooded & lake views. A vaulted wood ceiling adds warmth & character while providing access to the expansive maintenance-free Deck, newly installed in 2026. The expansive Deck offers generous space for entertaining, relaxing, & enjoying the serene surroundings. No matter where you stand in this home, every window frames a breathtaking view. The spectacular Great Room features a soaring two-story vaulted ceiling, a hand-cut stone wood-burning fireplace with gas starter, a dramatic Palladian window, & custom built-in bookcases. Open the double doors in the Great Room and let in the country air & enjoy a massive screened Porch, with an accurately place compass placed in the floor, so you will always know what direction you are viewing. A columned Alcove leads to the luxurious Primary suite, while multiple access points connect the Great Room, Deck, Screened Porch, & Primary Suite for seamless indoor-outdoor living. The spacious Primary Suite easily accommodates a Sitting Area, Private Office, or Reading Retreat. The Spa-inspired Primary Bath includes a large soaking tub with etched glass accents, private shower with seating, dual sinks, vanity, abundant storage, & an enormous walk-in closet. A private rear staircase leads to the upper level, where an oversized hallway provides additional space for a Sitting Area or Study Nook while overlooking the Great Room below. Upstairs you'll find a Jack-&-Jill Bedroom arrangement with shared Bath, an additional Bedroom & Full Bath & lots of closet space. The walkout lower level offers more than 3,300 square feet of additional Unfinished living space. Highlights include a fireplace, large Finished Bathroom with shower, plumbed for an additional Bath, steps access to the oversized 3-car Garage, & direct access to a Private Patio. Outside, handcrafted stone walls & steps--designed, carved and placed by the owner-builder--lead down to the property, creating a truly remarkable outdoor setting. Additional features include: Refinished Hardwood Floors throughout the first floor (2026) - First Floor Laundry Room with closet, custom cabinetry, washtub sink, custom hanging rods and opens to the outside - Three HVAC systems - 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 near the exciting New Clore Station development, this exceptional property offers the best of both worlds--peaceful privacy & convenient access to parks, shopping, dining, & easy access to I-71. Custom-built, thoughtfully designed, & impeccably maintained, this one-owner estate is a rare opportunity to own a truly distinctive home in an outstanding location. Note: listing agent has an ownership interest in the property.

6711 Highway 329, Crestwood

4 Beds ⋅ 4 Baths ⋅ 1721124 MLS

Super sharp 4 Bedroom 3.5 Bath 1.5 story custom-built home with an open floor plan sitting on a private, wooded lot on a quiet cul-de-sac. This great home features a gourmet Kitchen with lots of custom cabinets, quartz countertops and stainless-steel appliances. Large breakfast area and a separate dining room. 1st floor master bedroom suite with a beautiful master bathroom with a soaking tub, plus a shower. Loads of closet space. Beautiful custom trim work throughout and lots of hardwood floors. Main floor laundry room. The 2nd floor features 2 large bedrooms, a 2nd full bathroom, plus a large sitting area for office area or TV area. The lower level has a huge great room with kitchen area, plus the 4th bedroom and the 3rd full bathroom. This is a great new home. Don't miss out.

6209 Brentwood Ct, Crestwood

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