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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
  • /59

    $524,900

    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    7000 Colton Rd, Crestwood, KY 40014

    Welcome to this charming 4-bedroom, 3-bath home nestled in the highly desirable Kentucky Acres neighborhood. Situated on two parcels totaling 2.07 acres, this property offers a rare combination of privacy, space, and convenience.The first floor features a warm and inviting living room with a fireplace that opens seamlessly to the dining area. Just off the dining space is the kitchen with easy

    Rachel Touchstone Realty Advanced

    7000 Colton Rd, Crestwood, KY 40014
  • /5

    $365,000

    • Land
    • 5.45 Acres
    • $66,972 per Acre

    0 W Hwy 22 Hwy Unit 1705061, 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 1705061, Crestwood, KY 40014
  • /64

    $949,900

    • 4 Beds
    • 3.5 Baths
    • 4,460 Sq Ft

    4405 W Hwy 22, Crestwood, KY 40014

    Welcome home to 4405 W Hwy 22 - 4.4+ acres in Southern Oldham County surrounded by large-acreage properties and quiet country living. This home is ideal for the buyer who values a private pond, flat usable land, extensive garage and shop space, and outdoor living areas designed for everyday enjoyment. The 4400+ sq ft brick home has been meticulously updated and maintained, delivering both comfort

    Matt Weaver Coldwell Banker McMahan

    4405 W Hwy 22, 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
  • /40

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 4,528 Sq Ft

    7414 Cambridge Dr, Crestwood, KY 40014

    Beautiful 5-bedroom, 3.5-bathroom home in Briar Hill Estates.This spacious property features a three-car garage with entry into a convenient mud/laundry room. The main level offers an eat in kitchen, a family room with a gas fireplace, a formal dining room, and an additional flex space perfect for an office or playroom. The first-floor primary suite includes a large en suite bathroom and a large

    Meridith Hamilton Coldwell Banker McMahan

    7414 Cambridge Dr, Crestwood, KY 40014
  • /87

    $998,900

    • 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
  • /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
  • /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
  • /69

    $565,000

    • 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
  • /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 granite

    Mindy Parrish Coldwell Banker McMahan

    7001 Stable Ct, 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
  • /78

    $985,000

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

    2005 Oakshade Ct, Crestwood, KY 40014

    A Crestwood Masterpiece Where Luxury Meets Comfort Built 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 façade, lush gardens, and artful hardscaping set an

    Chandler Dale Covenant Realty LLC

    2005 Oakshade Ct, Crestwood, KY 40014
  • /56

    $440,000

    • 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
  • /49

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,942 Sq Ft

    7604 Briarwood Dr, Crestwood, KY 40014

    Located in Crestwood's desirable Briar Hill Farms neighborhood, this charming ranch home sits on 1.24 acres of park-like grounds offering a serene and private setting. The slate floor entrance leads into a spacious family room with crown molding and is perfect for everyday living and entertaining. The kitchen features tile flooring, an informal eating area, island, small pantry and double ovens.

    Daren Bailey Coldwell Banker McMahan

    7604 Briarwood 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
  • /50

    $650,000

    • 4 Beds
    • 5 Baths
    • 3,650 Sq Ft

    1405 Robertson Dr, Crestwood, KY 40014

    A rare Crestwood gem offering the perfect blend of comfort, space, and country charm, 1405 Robertson is set on 5 picturesque acres; an inviting retreat for those seeking privacy, natural beauty, and room to live the lifestyle they've always dreamed of. The main home features a spacious first-level layout designed for ease and functionality with three bedrooms and three baths as well as the

    Team Panella Keller Williams Collective

    1405 Robertson Dr, Crestwood, KY 40014
  • /59

    $998,000

    • 4 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    3713 High Crest Ct, Crestwood, KY 40014

    Have you ever wanted a home that is professionally designed? Design that looks like it stepped straight off of a magazine? Look no further, THIS HOME IS IT! Nothing short of GORGEOUS! Custom Brick, 2 story home with walk out basement in Woods of Hillview Subdivision, directly off of HWY 22, in award winning Oldham County Schools, has been recently renovated and professionally designed. With a

    Amanda Breslin Ray Home Stretch Realty

    3713 High Crest Ct, 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
  • /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 2025 Experience 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 the highly

    Mark Church The Breland Group

    7203 Sunset Ln, Crestwood, KY 40014
  • /48

    $489,000

    • 4 Beds
    • 3 Baths
    • 3,089 Sq Ft

    7001 Derby Dr, Crestwood, KY 40014

    This split-bedroom walkout ranch offers generous space on both levels. The kitchen features oak cabinetry, a peninsula, a second bar-top area, a nook, and a large pantry. The vaulted great room includes a fireplace with a custom mantle. The main bedroom has a vaulted ceiling, private bath, and walk-in closet. The finished walkout lower level adds a bar with an integrated aquarium, defined media

    Scott Hack Finish Line Realty LLC

    7001 Derby Dr, Crestwood, KY 40014
  • /54

    $774,900

    • 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 the

    Debra Hissong Coldwell Banker McMahan

    7387 Grand Oaks Dr, Crestwood, KY 40014
  • /42

    $995,000

    • 5 Beds
    • 3 Baths
    • 3,410 Sq Ft

    5008 S Hwy 53, Crestwood, KY 40014

    Gorgeous walk-out ranch new construction on 5 acres with a pole barn in place! This beautiful home has an open plan. The French doors lead to the foyer where you will see the formal dining room and the mudroom (attached to the laundry room) on the other side. The family room has a stone fireplace and a door to the covered rear porch. The kitchen has white cabinetry with quartz counters stainless

    Patrick Pollard Pollard Realty

    5008 S Hwy 53, Crestwood, KY 40014
  • /2

    $1,280,000 Open Sun 2PM - 4PM

    • 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
  • /5

    $399,000

    • 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
  • /56

    $584,900

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    5806 Summit View Ln, Crestwood, KY 40014

    Immaculate, 4 Bedroom and 3 Bathroom walkout ranch on 5 private wooded acres. The owners have created a dream kitchen with light gray cabinetry, solid surface countertops, stainless steel appliances, and a cozy breakfast area overlooking the peaceful woods.The vaulted and beamed family room is warm and inviting with a gas log fireplace and abundant natural light. The spacious primary suite

    Cameron Schanie Premier Homes Realty

    5806 Summit View Ln, Crestwood, KY 40014
  • /15

    $394,500

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft

    3921 W Highway 22, Crestwood, KY 40014

    Turn-Key Completely Professionally Renovated 3BD 2BA on nearly 2.50 Acres! Highly sought after area, just 5 min to South Oldham HS. The Open Family Room is filled with natural light that flows into a massive Great Room flanked by Built-in Bookcases, a Beautiful Tiled Gas Fireplace, and a Breakfast Bar. Next is the Perfect Kitchen with Full Height Cabinetry, Stunning Quartz C-Tops, and High-End LG

    Donna Mink Mink Realty

    3921 W Highway 22, Crestwood, KY 40014
  • /58

    $679,900

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    3802 Carriage Hill Dr, Crestwood, KY 40014

    Step into this stunning 2-year-old modern farmhouse that perfectly blends timeless charm with contemporary design. Situated on 1.19 acre in Crestwood KY, this 3 bed, 2 bath ranch style home offers like new construction, without the wait. From the striking board-and-batten exterior with black-framed windows to the warm and inviting modern interiors, this home offers both style and functionality at

    The Price Group Keller Williams Collective

    3802 Carriage Hill Dr, Crestwood, KY 40014
  • /34

    $515,000

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

    3205 Lake Pointe Ct, Crestwood, KY 40014

    Welcome to your unique chance to own water front property in the Crestwood area! With an open concept and recent remodel this unique Ranch with water views and access is not a common item in Oldham county. Step outside of your kitchen an onto the back deck to enjoy sitting peacefully covered and lakeside. Enjoy entertaining? You will love this home's classic brick smokehouse and serving area just

    Adam Borders Keller Williams Collective

    3205 Lake Pointe Ct, Crestwood, KY 40014
  • /20

    $460,000

    • 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

Home Trends in Crestwood, KY

Housing Trends

Median Sale Price
$470,500
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$289,900
Median 2 Bedroom Sale Price
$229,900
Average Price Per Sq Ft
$202
Number of Homes for Sale
55
Last 12 months Home Sales
252
Months of Supply
2.60
Median List Price
$507,374
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
7%
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