$359,000 Renovated 3 bed, 2 bath home for sale in Crestwood, KY 40014, on 1.45 acres in Oldham County. $140,000 in upgrades make this home move-in ready, minutes to I-71, South Oldham schools, and Crestwood dining. 2023 renovation: new HVAC (no A/C before), plumbing, electrical, drywall, and white oak hardwood floors. Kitchen: LG appliances, quartz counters, deep sink, breakfast bar. New hall bath with walk-in shower; primary bath with Kohler, Delta, TOTO fixtures. Tiled fireplace surround, widened doorways, new doors and trim, fresh paint, three added closets, basement updates, concrete porch, professional landscaping. New roof (2025); basement waterproofed by United Dynamics with new sump pump (2026). Rare turn-key acreage 20 minutes to Louisville. Schedule your showing today. 3 Beds ⋅ 2 Baths ⋅ 1728763 MLS Renovated 3 bed, 2 bath home for sale in Crestwood, KY 40014, on 1.45 acres in Oldham County. $140,000 in upgrades make this home move-in ready, minutes to I-71, South Oldham schools, and Crestwood dining. 2023 renovation: new HVAC (no A/C before), plumbing, electrical, drywall, and white oak hardwood floors. Kitchen: LG appliances, quartz counters, deep sink, breakfast bar. New hall bath with walk-in shower; primary bath with Kohler, Delta, TOTO fixtures. Tiled fireplace surround, widened doorways, new doors and trim, fresh paint, three added closets, basement updates, concrete porch, professional landscaping. New roof (2025); basement waterproofed by United Dynamics with new sump pump (2026). Rare turn-key acreage 20 minutes to Louisville. Schedule your showing today. 3921 W Highway 22, Crestwood
$1,350,000 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. 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
$760,000 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! 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
$950,000 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! 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
$1,158,000 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. 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
$499,900 NEW PRICE+ BRAND-NEW ROOF & NEW APPLIANCES! Welcome to your private countryside retreat in desirable Crestwood! Nestled on 2.19 rolling acres with mature landscaping and a peaceful pond, this charming home offers the perfect blend of space, character, and convenience. Step inside to a light-filled formal living room, dining room with French doors, and an updated kitchen featuring new stainless steel appliances, farmhouse sink, abundant cabinetry, and an oversized pantry. The inviting family room showcases exposed beams and a brick gas fireplace, with access to the enclosed porch and expansive deck perfect for relaxing, entertaining, and enjoying the beautiful surroundings. Upstairs you'll find three bedrooms, including a primary suite with private bath, plus convenient second-floor laundry. An extended driveway and 2.5-car garage provide plenty of parking and storage. Enjoy peaceful views, abundant wildlife, and country living while still being just minutes from I-71, shopping, dining, and the award-winning Oldham County School District. With a brand-new roof, new appliances, 2.19 acres, pond, and a new price of $499,900, this Crestwood property is ready for its next chapter! 3 Beds ⋅ 3 Baths ⋅ 1723072 MLS NEW PRICE+ BRAND-NEW ROOF & NEW APPLIANCES! Welcome to your private countryside retreat in desirable Crestwood! Nestled on 2.19 rolling acres with mature landscaping and a peaceful pond, this charming home offers the perfect blend of space, character, and convenience. Step inside to a light-filled formal living room, dining room with French doors, and an updated kitchen featuring new stainless steel appliances, farmhouse sink, abundant cabinetry, and an oversized pantry. The inviting family room showcases exposed beams and a brick gas fireplace, with access to the enclosed porch and expansive deck perfect for relaxing, entertaining, and enjoying the beautiful surroundings. Upstairs you'll find three bedrooms, including a primary suite with private bath, plus convenient second-floor laundry. An extended driveway and 2.5-car garage provide plenty of parking and storage. Enjoy peaceful views, abundant wildlife, and country living while still being just minutes from I-71, shopping, dining, and the award-winning Oldham County School District. With a brand-new roof, new appliances, 2.19 acres, pond, and a new price of $499,900, this Crestwood property is ready for its next chapter! 3822 Carriage Hill Dr, Crestwood
$297,000 Don't let the driveway make you back out of a Crestwood gem! This spacious home offers a park-like setting just 10 minutes from shopping, restaurants, entertainment, Oldham County Schools and all of the amenities of East Louisville. Relax or entertain in the welcoming, oversized living room featuring a fireplace and BRAND NEW replacement flooring with a transferable warranty. You'll flow with ease to the bright eat-in kitchen with ample cabinet and counter space. On the first level you will find 3 spacious bedrooms and one full bathroom that has access to the primary bedroom. The full unfinished basement is awaiting your finishing touches or to provide additional storage options. Further, the additional half bathroom to the primary bedroom provides massive potential to create yourown luxurious primary suite. Ample parking, a large, flat backyard and one car garage round out the quiet, scenic backdrop that could be your private oasis. Property is eligible for 100% USDA financing, see if you are too! 3 Beds ⋅ 2 Baths ⋅ 1722573 MLS Don't let the driveway make you back out of a Crestwood gem! This spacious home offers a park-like setting just 10 minutes from shopping, restaurants, entertainment, Oldham County Schools and all of the amenities of East Louisville. Relax or entertain in the welcoming, oversized living room featuring a fireplace and BRAND NEW replacement flooring with a transferable warranty. You'll flow with ease to the bright eat-in kitchen with ample cabinet and counter space. On the first level you will find 3 spacious bedrooms and one full bathroom that has access to the primary bedroom. The full unfinished basement is awaiting your finishing touches or to provide additional storage options. Further, the additional half bathroom to the primary bedroom provides massive potential to create yourown luxurious primary suite. Ample parking, a large, flat backyard and one car garage round out the quiet, scenic backdrop that could be your private oasis. Property is eligible for 100% USDA financing, see if you are too! 5412 Pearce Way, Crestwood
$2,200,000 Welcome to this extraordinary 1.5-story custom-built estate, lovingly designed and meticulously maintained by its original owner. Set on 6.57 acres with breathtaking wooded & lake views, this one-of-a-kind property combines timeless elegance, exceptional craftsmanship, & peaceful privacy with convenient access to parks, shopping, dining, New Clore Station, & I71. A charming brick walkway leads to the expansive covered front porch, setting the tone for the remarkable craftsmanship found throughout. The grand two-story foyer features a hand-crafted staircase & custom millwork. A private study/music room with custom built-ins and bay window is complemented by an impressive formal dining room with exquisite wainscoting, columns, & trim. A convenient butler's pantry connects to the enormous gourmet kitchen, featuring double ovens, warming drawer, microwave, extensive custom cabinetry, multiple sinks, appliance garage, & a large wraparound island with abundant seating. The adjoining dining area is surrounded by windows showcasing the spectacular property views and opens to a newly installed (2026) maintenance-free deck. The dramatic great room features a soaring two-story vaulted ceiling, hand-cut stone wood-burning fireplace with gas starter, Palladian window, & custom built-ins. Double doors open to a massive screened porch with a compass set into the floor, creating the perfect space to enjoy the surrounding landscape. The luxurious primary suite offers multiple access points to the deck & screened porch, along with a spacious sitting area, spa-inspired bath, and enormous walk-in closet. Upstairs are three additional bedrooms, two full baths, a Jack & Jill arrangement, and a generous hallway suitable for a study nook or sitting area. The walkout lower level provides a finished bath with shower and more than 3,300 square feet of unfinished space, including a fireplace, additional plumbing for a future bath, outdoor access to the oversized 3-car garage, lots of windows with lake views & private patio access. Outdoor highlights include handcrafted stone walls and steps created by the owner-builder, a large turnaround & circle driveway, private country drive to a barn with electricity & silo. Additional features include refinished hardwood floors (2026), first-floor laundry with custom cabinetry and exterior access, three HVAC systems, Pulldown steps in the garage to a large attic space, whole-house generator, smoking porch, and oversized 3-car garage. A truly exceptional one-owner estate offering privacy, craftsmanship, spectacular views, and unparalleled indoor-outdoor living in an outstanding location. Listing agent has an ownership interest in the property. -- 4 Beds ⋅ 5 Baths ⋅ 1721297 MLS Welcome to this extraordinary 1.5-story custom-built estate, lovingly designed and meticulously maintained by its original owner. Set on 6.57 acres with breathtaking wooded & lake views, this one-of-a-kind property combines timeless elegance, exceptional craftsmanship, & peaceful privacy with convenient access to parks, shopping, dining, New Clore Station, & I71. A charming brick walkway leads to the expansive covered front porch, setting the tone for the remarkable craftsmanship found throughout. The grand two-story foyer features a hand-crafted staircase & custom millwork. A private study/music room with custom built-ins and bay window is complemented by an impressive formal dining room with exquisite wainscoting, columns, & trim. A convenient butler's pantry connects to the enormous gourmet kitchen, featuring double ovens, warming drawer, microwave, extensive custom cabinetry, multiple sinks, appliance garage, & a large wraparound island with abundant seating. The adjoining dining area is surrounded by windows showcasing the spectacular property views and opens to a newly installed (2026) maintenance-free deck. The dramatic great room features a soaring two-story vaulted ceiling, hand-cut stone wood-burning fireplace with gas starter, Palladian window, & custom built-ins. Double doors open to a massive screened porch with a compass set into the floor, creating the perfect space to enjoy the surrounding landscape. The luxurious primary suite offers multiple access points to the deck & screened porch, along with a spacious sitting area, spa-inspired bath, and enormous walk-in closet. Upstairs are three additional bedrooms, two full baths, a Jack & Jill arrangement, and a generous hallway suitable for a study nook or sitting area. The walkout lower level provides a finished bath with shower and more than 3,300 square feet of unfinished space, including a fireplace, additional plumbing for a future bath, outdoor access to the oversized 3-car garage, lots of windows with lake views & private patio access. Outdoor highlights include handcrafted stone walls and steps created by the owner-builder, a large turnaround & circle driveway, private country drive to a barn with electricity & silo. Additional features include refinished hardwood floors (2026), first-floor laundry with custom cabinetry and exterior access, three HVAC systems, Pulldown steps in the garage to a large attic space, whole-house generator, smoking porch, and oversized 3-car garage. A truly exceptional one-owner estate offering privacy, craftsmanship, spectacular views, and unparalleled indoor-outdoor living in an outstanding location. Listing agent has an ownership interest in the property. -- 6711 Highway 329, Crestwood
$219,000 Rare investment opportunity for a 1,000 sqft, 100-year old cottage in highly desirable Crestwood - just minutes from I-71 and I-265, the Paddock and Springhurst shopping areas, and Norton Commons. Kenwood Station, SOMS, and SOHS school district. Situated on over 1 acre, this property offers tremendous potential for redevelopment as a rental cottage, renovation for a precious new home, or a private, but convenient land site for a custom new build. Bring your vision and unlock the potential of this exceptional homesite. 2 Beds ⋅ 2 Baths ⋅ 1720923 MLS Rare investment opportunity for a 1,000 sqft, 100-year old cottage in highly desirable Crestwood - just minutes from I-71 and I-265, the Paddock and Springhurst shopping areas, and Norton Commons. Kenwood Station, SOMS, and SOHS school district. Situated on over 1 acre, this property offers tremendous potential for redevelopment as a rental cottage, renovation for a precious new home, or a private, but convenient land site for a custom new build. Bring your vision and unlock the potential of this exceptional homesite. 8330 Ballardsville Rd, Crestwood
$1,185,000 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! 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