Brentwood Homes with Entry Side Parking

Brentwood Homes with Entry Side Parking

Welcome to the charming subdivision of Brentwood in Crestwood, Oldham County, Kentucky! Known for its picturesque surroundings and family-friendly atmosphere, Brentwood offers a peaceful retreat from the hustle and bustle of city life.

One of the standout features of homes in Brentwood is the convenience of entry side parking. With homes designed to accommodate this feature, residents enjoy easy access to their properties and ample parking space for guests.

Nestled in the heart of Crestwood, Brentwood provides a close-knit community feel while still being within easy reach of local amenities and top-rated schools. Whether you're looking for a cozy starter home or a spacious family residence, Brentwood offers a range of housing options to suit your needs.

Residents of Brentwood can take advantage of the beautiful parks, shops, and restaurants that Oldham County has to offer, making it an ideal location for those seeking a blend of tranquility and convenience.

If you're looking for a place to call home where entry side parking is a reality and community spirit thrives, look no further than Brentwood in Crestwood, KY. Come and discover the perfect balance of comfort and convenience in this idyllic neighborhood.

Newest Brentwood Homes with Entry Side Parking

$1,158,000
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
$620,000
5 Beds ⋅ 3 Baths ⋅ 1723029 MLS
Welcome to 1260 Pebble Drive, located in the heart of Shelbyville in the desirable Brentwood subdivision! This beautifully designed, custom-built home offers over 4,000 square feet of living space with five bedrooms and three full bathrooms. Featuring an open floor plan, this spacious home has been freshly painted throughout and offers numerous updates, including granite countertops, Trex decking, and newer appliances. The finished walkout basement provides even more space to relax and entertain, complete with a bar area and convenient utility garage. Situated on a desirable corner lot, the exterior is just as impressive with meticulous landscaping and a beautifully manicured yard. Conveniently located near shopping, dining, interstate access, the country club, and golf course, this home offers the perfect combination of space, style, and convenience. With generous living areas and thoughtful design throughout, this stunning Shelbyville home is truly a must-see!

1260 Pebble Dr, Shelbyville
$885,000
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
$1,395,000
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
$975,000
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
$829,000
4 Beds ⋅ 4 Baths ⋅ 1717868 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 10-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
$997,500
5 Beds ⋅ 5 Baths ⋅ 1715610 MLS
Welcome to 6368 Clare Lane — where elevated design, everyday comfort, and resort-style living come together in one exceptional home. Nestled in the heart of Crestwood, this beautifully appointed 5-bedroom, 4.5-bath residence offers the perfect balance of sophistication and functionality, all set on a meticulously maintained lot with incredible indoor-outdoor living.From the moment you arrive, the stately brick and stone exterior, manicured lawn, and inviting entry set the tone. Step inside to a light-filled, open-concept layout featuring rich hardwood flooring, detailed coffered ceilings, and thoughtfully designed living spaces ideal for both entertaining and everyday life. The heart of the home is the stunning chef's kitchen, complete with custom cabinetry, expansive countertops, high-e appliances, and a large center island. This space flows seamlessly into the breakfast nook overlooking the backyard and into the spacious great room, anchored by a beautiful stone fireplace and custom built-ins. The first-floor primary suite offers a private retreat with a spa-inspired ensuite bath and a generous custom walk-in closet. A desirable split-bedroom design includes two additional bedrooms connected by a full bath—perfect for family, guests, or a home office. The main level is completed by a mudroom, laundry room, powder room, and a spacious oversized 2-car garage. The finished lower level expands your living space with a large family and recreation area—ideal for entertaining, movie nights, or a home gym. Highlights include a custom wet bar with full-size refrigerator, a second fireplace with built-ins, two large bedrooms with egress windows, and a full bath. An additional 1,000+ square feet of unfinished space offers endless potential for future expansion or abundant storage.Step outside to your own private oasis—featuring a gorgeous in-ground pool, hot tub on a private deck, expansive patio, outdoor kitchen, fireplace with pizza oven, and a screened-in porch designed for year-round enjoyment. Whether hosting summer gatherings or enjoying quiet evenings under the lights, this backyard delivers—all within a fully fenced, beautifully landscaped setting. Located in sought-after Oldham County, this home offers the lifestyle, space, and setting today's buyers are looking for. Luxury isn't just a price point—it's the experience. And this home delivers.

6368 Clore Ln, Crestwood
$875,000
6 Beds ⋅ 5 Baths ⋅ 1712403 MLS
Refined living in Brentwood, part of the esteemed Oldham County School District. This beautifully appointed modern farmhouse with Craftsman architectural influence offers 6 bedrooms and 3,458 square feet of finished living space. A classic brick exterior complemented by freshly painted board-and-batten detailing is framed by curated landscaping and an irrigation system. The expansive front swinging porch - creates a welcoming, year-round gathering space. Inside, a light-filled open layout highlights custom craftsmanship throughout. The gourmet kitchen features ceiling-height cabinetry, granite and butcher-block counter space, a dedicated bar area with a beverage refrigerator, a coffee station, and a walk-in pantry with additional prep counter space, ideal for entertaining while maintaining an uncluttered workspace. The great room showcases attentive detail with a coffered ceiling and is anchored by a one-of-a-kind reclaimed wood mantel sourced from a historic barn in the Hoosier National Forest, paired with a gas-burning fireplace providing instant warmth and ambiance. Everyday living is effortless with a thoughtfully designed mudroom entry off the 3-car garage, offering an organized, functional space that supports busy routines while keeping the rest of the home pristine. The main-level primary suite is a private sanctuary with vaulted ceilings, direct access to the backyard and hot tub, heated bathroom floors, a deep soaking tub, and a spa-inspired shower with multiple shower heads, dual vanities and a walk-in closet. The second floor includes four bedrooms and two full bathrooms. The lower level expands the home's versatility with a full ensuite guest bedroom, a discreet safe room/storage shelter, and multiple unfinished areas ready to be customized into additional living, recreation, or wellness spaces. A covered rear porch overlooks a flat yard with a hot tub - ideal for relaxing or entertaining. The home is wired with CAT6 Ethernet throughout, readiness for wireless access points, and a private security system. Brentwood residents enjoy neighborhood amenities and activities, including clubhouse gatherings, pool days, tennis, pickleball, and a vibrant community atmosphere.

6370 Clore Ln, Crestwood
$1,185,000
4 Beds ⋅ 4 Baths ⋅ 1711473 MLS
Welcome to this exquisite luxury custom build by the renowned Mason Construction. Situated on over an acre in the sought after community of Brentwood, this 4-bedroom, 3.5-bath masterpiece showcases the builder's signature attention to detail and high-end masonry work.The open-concept floor plan is anchored by a gourmet kitchen and a light-filled great room, perfect for both intimate family evenings and grand-scale entertaining. The primary suite has a spa inspired ensuite and generous walk-in closet space. Three additional spacious bedrooms along with a loft and well-appointed baths ensure comfort for family and guests alike. A true must see!

7209 Sunset Ln, Crestwood
$1,290,000
5 Beds ⋅ 4 Baths ⋅ 1706352 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 1.2 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, front and rear landscaping, and front irrigation. Hurry before this beauty is gone and all the lots have been developed.

316 Sunset Cir, Crestwood
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