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Crestwood, KY Homes for Sale with Acreage

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  • /50

    $935,000

    • 5 Beds
    • 6 Baths
    • 6,232 Sq Ft

    5319 High Crest Dr, Crestwood, KY 40014

    Welcome to 5319 High Crest Drive, an extraordinary custom-built luxury home nestled on just under 4 private acres in the heart of prestigious Oldham County. This stunning 5-bedroom, 6-bathroom estate offers the perfect blend of elegant living and natural beauty. Peace of mind comes standard with major updates already complete, including a newer roof, HVAC systems, and water heater. Step inside

    Anne Hayden RE/MAX Properties East

    5319 High Crest Dr, Crestwood, KY 40014
  • /54

    $779,900

    • 5 Beds
    • 3.5 Baths
    • 3,027 Sq Ft

    7387 Grand Oaks Dr, Crestwood, KY 40014

    Welcome to 7387 Grand Oaks Dr, like-new 5-bedroom, 3.5-bath residence offers the perfect combination of high-end craftsmanship, thoughtful design, and natural beauty all set on a tranquil lot with wooded views in the back.This exceptional two-story home with a finished walkout basement has been meticulously maintained and upgraded throughout. From the elegant fixtures and rich flooring to

    Debra Hissong Coldwell Banker McMahan

    7387 Grand Oaks Dr, Crestwood, KY 40014
  • /53

    $850,000

    • 5 Beds
    • 4 Baths
    • 4,109 Sq Ft

    7300 Abbott Glen Dr, Crestwood, KY 40014

    This STUNNING 5 bedroom, 4 full bath home has been updated to perfection!Located in prestigious Abbott Glen subdivision, just minutes from Crestwood, in award winning Oldham County, this all brick home is the perfect combination of subdivision living and room to roam, with nearly 11 sprawling acres. Some of the many updates inside include a gorgeous Kitchen renovation with leathered Quartz

    Amanda Breslin Home Stretch Realty

    7300 Abbott Glen Dr, Crestwood, KY 40014
  • /81

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 5,393 Sq Ft

    7005 Quarry Dr, Crestwood, KY 40014

    Welcome to your new dream home! Located in the prestigious Oldham County, this beautifully maintained residence sits on a spacious corner lot in the upscale subdivision of Becker Quarry. Upon stepping inside, you are greeted with a grand open-concept layout with high vaulted ceilings and oversized windows that flood the main floor with natural light. You can also appreciate the uninterrupted

    Keisha Taylor The Collective Realty Co.

    7005 Quarry Dr, Crestwood, KY 40014
  • /82

    $799,900

    • 6 Beds
    • 4.5 Baths
    • 4,187 Sq Ft

    3903 Clarke Place, Crestwood, KY 40014

    Welcome home to 3903 Clarke Place, a stunning retreat in Clarke Pointe! Nestled in the rolling hills of Oldham County's sought-after Clarke Pointe subdivision, this incredible two-story brick home offers 6 bedrooms, 4.5 baths, over 4,100 square feet of finished living space, a 3-car garage, and a resort-style backyard with an inground pool - all on a beautifully landscaped 1-acre lot. Step into

    Matt Weaver Coldwell Banker McMahan

    3903 Clarke Place, Crestwood, KY 40014
  • /29

    $1,125,000

    • 4 Beds
    • 3.5 Baths
    • 3,335 Sq Ft

    6308 Brentwood Dr, Crestwood, KY 40014

    Fabulous 4-Bedrrom 3.5 Bath NEW home sitting on a spacious 1+ acre lot. This great Chris Carey built home has just been finished and is ready to move into. The open floor plan home features a huge Great room with fireplace and volume ceiling that opens up to a wonderful top of the line custom Kitchen with beautiful cabinets, quartz counter tops, stainless steel appliances, a large eating area and

    Steve Canfield Canfield Realty Group, LLC

    6308 Brentwood Dr, Crestwood, KY 40014
  • /33

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,597 Sq Ft

    6706 Payton Ln, Crestwood, KY 40014

    Hobby farm dream on 13 beautiful acres in Oldham Co! Enjoy breathtaking sunrises from the new deck overlooking a meandering stream and mature trees. This gracious two-story, all-brick home offers fresh paint and updated vanities, with plenty of opportunities to add your own decorative touch. The breakfast room and formal dining room both look out over fenced pasture, and a stocked/treated fishing

    Sara Boyle Totally About Houses

    6706 Payton Ln, Crestwood, KY 40014
  • /38

    $730,000

    • 5 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    2105 Clarke Pointe Dr, Crestwood, KY 40014

    Welcome to this Stunning Ranch with a walkout finished basement that is 1 mile from LaGrange. This beautiful home sits on 1.6 acres in Clarke Pointe Subdivision boosting a total of 5 bedrooms & 3 1/2 bathrooms. The open floor plan on main level with a split concept for bedrooms is perfect for entertaining and having the privacy you need. A covered deck off kitchen is perfect for having a cup of

    Kristin Tucker RE/MAX Real Estate Champions

    2105 Clarke Pointe Dr, Crestwood, KY 40014
  • /75

    $1,090,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 3,710 Sq Ft

    2005 Oakshade Ct, Crestwood, KY 40014

    A Crestwood Masterpiece Where Luxury Meets ComfortBuilt just seven years ago with an uncompromising eye for detail, this exceptional estate rests on 1.27 meticulously landscaped acres in the sought-after community of Crestwood — with top-rated Oldham County schools right at your fingertips.From the moment you arrive, the stone-and-brick facade, lush gardens, and artful hardscaping

    Chandler Dale Covenant Realty LLC

    2005 Oakshade Ct, Crestwood, KY 40014
  • /61

    $679,000

    • 3 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    6900 Briarhill Rd, Crestwood, KY 40014

    Tucked away on over 3 private, wooded acres, this uniquely designed home offers the perfect blend of rustic charm and modern luxury — a true hidden retreat for those seeking peace, privacy, and connection to nature. Thoughtfully and completely renovated, the interior features rich hardwood floors throughout, with an open-concept layout that invites both relaxation and entertaining. The heart of

    Latonia Isenberg Semonin REALTORS

    6900 Briarhill Rd, Crestwood, KY 40014
  • /40

    $550,000

    • 3 Beds
    • 3 Baths
    • 2,775 Sq Ft

    3104 Horseshoe Ct, Crestwood, KY 40014

    Discover this beautifully updated 3-4 bedroom, 3-bath home tucked away on a serene, tree-lined acre in one of Crestwood's most desirable neighborhoods. With 1.06 acres of mature trees, lush landscaping, and a tranquil koi pond, this property offers the perfect blend of privacy and community.Step inside to find an inviting layout filled with natural light, timeless updates, and

    Danielle Greeson Keller Williams Louisville East

    3104 Horseshoe Ct, Crestwood, KY 40014
  • /22

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,335 Sq Ft

    1011 E Mount Zion Rd, Crestwood, KY 40014

    BACK ON MARKET with new updates and ready to sell! If the idea of a Hobby Farm, Homestead, Horses, Livestock, Crops, and/or Crop Leasing peaks your interest, this could be the perfect place to cultivate your dreams! This 7.5-acre property offers a 1300 square-foot Ranch Home with walkout unfinished basement, 2 Barns with 10 total horse stalls, a 3-Bay Equipment Shed, Tack House, and 3 Fenced

    Taylor Lewis Karimi Semonin REALTORS

    1011 E Mount Zion Rd, Crestwood, KY 40014
  • /3

    $190,000

    • Land
    • 2.66 Acres
    • $71,429 per Acre

    6403 New Cut Rd, Crestwood, KY 40014

    Bask in nature on this wooded 2.663-acre retreat. This gorgeous property in Oldham County is the perfect place for your dream home. A successful percolation test has already been performed. Additional acreage is available and adjoins this property. Don't miss this incredible opportunity and schedule your showing today.

    Wendy Hayden Persimmon Tree Realty

    6403 New Cut Rd, Crestwood, KY 40014
  • /67

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 4,107 Sq Ft

    4405 Carolyn Ct, Crestwood, KY 40014

    Does the idea of living on over an acre with privacy—without giving up a sense of community—sound like your dream? What if you added top-tier schools to the mix? Welcome home to Northridge in Crestwood. Tucked away at the end of a quiet cul-de-sac on 1.2 gently rolling acres, this all-brick ranch is the kind of place where kids can ride bikes safely, bonfires are regular events, and

    Danielle Baise White Picket Real Estate

    4405 Carolyn Ct, Crestwood, KY 40014
  • /58

    $1,650,000

    • 5 Beds
    • 4.5 Baths
    • 5,870 Sq Ft

    7203 Sunset Ln, Crestwood, KY 40014

    Stunning New Construction Home - Featured in Homearama 2025Experience exceptional craftsmanship and timeless luxury in this brand-new custom-built masterpiece, proudly featured in Homearama 2025. Created by the award-winning team of Lisa Lynn Designs and Windmark Homes, this home is a rare blend of elegance, innovation, and thoughtful design.Nestled on a beautiful one-acre lot in

    Mark Church The Breland Group

    7203 Sunset Ln, Crestwood, KY 40014
  • /23

    $419,000

    • 3 Beds
    • 1 Bath
    • 1,522 Sq Ft

    2915 W State Highway 22, Crestwood, KY 40014

    Cape Cod on 3.6 AcresThis well-kept Cape Cod home offers just over 1,500 sq. ft. of comfortable living space, featuring 3 bedrooms and 1 full bath.The main level includes a welcoming living room, cozy den, dining area, spacious kitchen, a bedroom, and a full bath. Upstairs, you'll find two additional bedrooms plus a versatile bonus space perfect for a home office, craft room, or

    William Hahn Hahn Realty

    2915 W State Highway 22, Crestwood, KY 40014
  • /78

    $1,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,215 Sq Ft

    9600 W Side Ct, Crestwood, KY 40014

    Welcome to 9600 West Side Ct in Harrods Crossing. This walkout two story home offers, comfort, elegance and a peaceful setting on 2.17 acres at the end of a cul-de-sac. Don't let the zip code fool you! This home is in the award-winning North Oldham County school district. This home features beautiful hardwood floors throughout the main living spaces offering a seamless flow from the formal

    Remire Heinze BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    9600 W Side Ct, Crestwood, KY 40014
  • /38

    $482,000

    • 3 Beds
    • 2 Baths
    • 1,611 Sq Ft

    5270 Payton Ln, Crestwood, KY 40014

    Move right in to this lovely 3 bedroom, 2 full bath ranch home that also offers a Sun Room and an attached side entry 2 car garage all located on over 2.5 beautiful acres. Conveniently located off Highway 22. This home is just like new - only 6 years old.

    Michael Logsdon RE/MAX Real Estate Champions

    5270 Payton Ln, Crestwood, KY 40014
  • /36

    $573,000

    • 5 Beds
    • 3 Baths
    • 3,350 Sq Ft

    7218 Sunset Ln, Crestwood, KY 40014

    REDUCED!!!! This spacious 5 Bedroom (possible 6th) 3 bath raised ranch features a front and back porch, a rear deck, attatched 3 car garage, and detached 3 car garage. with copious amounts of storage in the loft of the detatched garage and the lower level of the house leaves you with many options.

    Jim Henderson Henderson Realty Service LLC

    7218 Sunset Ln, Crestwood, KY 40014
  • /56

    $450,000 Open Tue 5:30PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    4610 Glenarm Rd, Crestwood, KY 40014

    Fully renovated and move-in ready, this Crestwood gem feels straight out of HGTV! Situated on 2.72 acres, this home has been thoughtfully updated from top to bottom with modern finishes and stylish details. Renovations include new kitchen appliances, cabinetry, countertops, and tile backsplash, along with refinished wood flooring, new drywall, ceiling fans, doors, and windows. The bathrooms

    Cindy Hack, RE/MAX Pr RE/MAX Properties East

    4610 Glenarm Rd, Crestwood, KY 40014
  • /69

    $575,000 Open Tue 5:30PM - 6:30PM

    • 4 Beds
    • 3 Baths
    • 4,882 Sq Ft

    4612 Glenarm Rd, Crestwood, KY 40014

    This spacious ranch-style home offers almost 3200 sq ft on the main level plus 1,688 sq ft of finished living space in the lower level. Nestled on a flat 1.77-acre lot, this property provides the perfect blend of comfort, versatility, and room to grow. Step inside to a welcoming foyer that opens to a large great room with access to the rear deck—ideal for indoor/outdoor living. The open floor

    Cindy Hack, RE/MAX Pr RE/MAX Properties East

    4612 Glenarm Rd, Crestwood, KY 40014
  • /5

    $200,000

    • Land
    • 1 Acre
    • $200,000 per Acre

    5504 Farmhouse Dr, Crestwood, KY 40014

    Beautiful pond view lot in Farmhouse Estates! Come build the home of your dreams with the builder you choose! Excellent fallaway ready for you to build your dream home! Nice mature trees and great views. The pond makes for a private rear yard. This is a great neighborhood in an excellent location with strong home values!

    Patrick Pollard Pollard Realty

    5504 Farmhouse Dr, Crestwood, KY 40014
  • /5

    $230,000

    • Land
    • 1.09 Acres
    • $211,009 per Acre

    5501 Farmhouse Dr, Crestwood, KY 40014

    Check out this beautiful lot in Farmhouse Estates! Come build your dream home and use the builder of your choice! This 1+ acre lot lays perfect and optimizes a private lot setting! The view from the front of the home is spectacular! You can literally see for miles! Lot appears to lay well for a side walk out, you would have a great flat rear yard. Come check this hard to find lot out!

    Patrick Pollard Pollard Realty

    5501 Farmhouse Dr, Crestwood, KY 40014
  • /55

    $499,000

    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft

    5400 Highpoint Dr, Crestwood, KY 40014

    Welcome to 5400 High Point Drive, a stunning 4-bedroom, 3.5-bathroom home nestled in the sought-after High Point neighborhood. This beautifully property offers a spacious first-floor primary suite complete with a luxurious en suite bathroom. The finished walkout basement provides ample space for entertainment or relaxation, while the huge outdoor deck overlooks a gorgeous, private

    Travis Adkinson Covenant Realty LLC

    5400 Highpoint Dr, Crestwood, KY 40014
  • /105

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,258 Sq Ft

    5517 Farmhouse Dr, Crestwood, KY 40014

    Southern Living at its finest - a private wooded retreat with resort-style amenities! Welcome to this stunning residence nestled on a serene, private, wooded lot in the heart of Oldham County. Just two years young, this exquisite residence perfectly blends timeless charm, elegant design, and luxurious comfort. Framed by lush, mature landscaping, the home's expansive and inviting front porch sets

    Jennifer Carroll Semonin REALTORS

    5517 Farmhouse Dr, Crestwood, KY 40014
  • /5

    $375,000

    • Land
    • 5.45 Acres
    • $68,807 per Acre

    0 W Hwy 22 Hwy Unit 1688991, Crestwood, KY 40014

    Excellent and rare opportunity to own this 5+ acre lot off Hwy 22. There is a barn on the property.

    Ellen Kronauer Family Realty LLC

    0 W Hwy 22 Hwy Unit 1688991, Crestwood, KY 40014
  • /4

    $3,504,000

    • Land
    • 61.4 Acres
    • $57,068 per Acre

    16-00-00-2 Clore Ln, Crestwood, KY 40014

    Over 60 acres of private unrestricted acres! A rare find in Oldham County Kentucky! just 10 minutes to Louisville and Eastern Jefferson County! This 61.4 acres is located just off I-71 Exit 14 and is a wooded private heavenly retreat with hiking trails, campsites, picnic area and even Long Creek frontage with multiple water falls and fishing holes. This Blueline Stream frontage is over 1800 feet

    Steve Hall Homepage Realty

    16-00-00-2 Clore Ln, Crestwood, KY 40014
  • /51

    $585,900

    • 4 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    7001 Stable Ct, Crestwood, KY 40014

    Beautifully detailed, new construction, 4 BR home by Ellis & Ellis Construction in Oldham Co. on one acre! Sitting back from the road with stream and woods on small cul da sac for tranquil living. Primary BR and bath on main level with 3 BR's and full bath on 2nd level. Open living/kitchen has a gas FP with buit ins along with Cairo Oak flooring. Kitchen has 42'' soft close cabinets and

    Mindy Parrish Coldwell Banker McMahan

    7001 Stable Ct, Crestwood, KY 40014
  • /5

    $550,000

    • 4 Beds
    • 3 Baths
    • 3,568 Sq Ft

    3400 S Camden Ln, Crestwood, KY 40014

    Investment Opportunity: Spacious Home on 4.97 Acres Prime Property with Development Potential.Attention Investors!!Discover a unique investment opportunity with this expansive home set on a 4.97-acre lot. Whether you're looking to restore this home to its former splendor, invest for future development, or simply enjoy the space and privacy of nearly five acres, this property offers

    Michael Frank Eline Realty Company

    3400 S Camden Ln, Crestwood, KY 40014
  • /18

    $620,000

    • 4 Beds
    • 3.5 Baths
    • 3,922 Sq Ft

    3107 Salt Lick Rd, Crestwood, KY 40014

    Welcome to this beautiful home in Oldham County offering nearly 4,000 square feet of living space on a lush 1-acre lot. With 4 bedrooms, a first-floor primary suite, and a massive upstairs entertainment room, this home was built for flexibility and comfort. The primary suite boasts a gorgeous walk-in tiled shower, double bowl vanity, and two walk-in closets. The upstairs bonus space could easily

    Aubrey Elliott RE/MAX Properties East

    3107 Salt Lick Rd, Crestwood, KY 40014
  • /32

    $525,000

    • 3 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    3205 Lake Pointe Ct, Crestwood, KY 40014

    Welcome to 3205 Lake Pointe Ct! This home has the best square feet per shoreline of any property in the Crestwood area! Upon entering this home, you will fall in love with the open concept. Step outside of your kitchen an onto the back deck to enjoy sitting peacefully lakeside. Enjoy entertaining? You will love this home's smokehouse and serving area just off of your expansive, waterside

    Ron Bertucci Keller Williams Louisville East

    3205 Lake Pointe Ct, Crestwood, KY 40014
  • /57

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 4,230 Sq Ft

    6293 Sunset Cir, Crestwood, KY 40014

    This stunning custom-built Walk-Out Ranch by Paramount Quality Custome Homes is nestled on 1.06 acres in the final section of Brentwood. Featuring 4 bedrooms, 3.5 baths, and luxurious finishes throughout, the home boasts a gourmet kitchen with custom cabinetry, quartz countertops, and top-of-the-line GE appliances. Vaulted ceilings, hardwood flooring, decorative tile, and custom millwork add

    Nadia Holliday Semonin REALTORS

    6293 Sunset Cir, Crestwood, KY 40014
  • /9

    $180,000

    • Land
    • 1.39 Acres
    • $129,496 per Acre

    5502 Farmhouse Dr, Crestwood, KY 40014

    Beautiful pond view lot in Farmhouse Estates! Excellent fallaway ready for you to build your dream home! Nice mature trees and great views. The pond makes for a private rear yard. This is a great neighborhood in an excellent location with strong home values!

    Patrick Pollard Pollard Realty

    5502 Farmhouse Dr, Crestwood, KY 40014
  • /2

    $1,280,000

    • 5 Beds
    • 4.5 Baths
    • 4,004 Sq Ft

    5510 Farmhouse Dr, Crestwood, KY 40014

    This beautiful, custom built farmhouse is located in the beautiful Farmhouse Estates neighborhood. High ceilings throughout the home. His and hers primary closets. 3 car garage. 5 bedrooms with a large flex room. Laundry rooms on 1st and 2nd floor. Primary bedroom on 1st floor and an en-suite bathroom for 2 of the other bedrooms.

    Walt Schumm RE/MAX Real Estate Champions

    5510 Farmhouse Dr, Crestwood, KY 40014

Home Trends in Crestwood, KY

Housing Trends

Median Sale Price
$446,000
Median Single Family Sale Price
$519,910
Median Townhouse Sale Price
$324,900
Median 2 Bedroom Sale Price
$217,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
71
Last 12 months Home Sales
272
Months of Supply
3.10
Median List Price
$487,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-1%
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