31

Crestwood, KY Homes for Sale with Acreage

Section Image
  • /81

    $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

    Jennifer O'Connor RE/MAX Properties East

    5319 High Crest 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
  • /57

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    6117 W Hwy 146, Crestwood, KY 40014

    Welcome to this beautifully renovated 4 bedroom, 3.5 bath home nestled on nearly 2.5 private acres in the highly sought after community of Crestwood. Located within the award winning South Oldham school district, this property offers a great blend of comfort and community. The main level features a spacious primary suite, first floor laundry, and an inviting layout; ideal for everyday living and

    Aaron Withrow Keller Williams Louisville East

    6117 W Hwy 146, Crestwood, KY 40014
  • /54

    $826,000

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

    7387 Grand Oaks Dr, Crestwood, KY 40014

    Welcome to your dream home in the heart of Grand Oaks, one of Crestwood's most desirable and picturesque communities. This custom-built, 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. Built just 6 years ago, this exceptional two-story home with a

    Debra Hissong Coldwell Banker McMahan

    7387 Grand Oaks Dr, Crestwood, KY 40014
  • /57

    $840,000

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

    6706 Payton Ln, Crestwood, KY 40014

    Hobby farm dream on 13 beautiful acres in Oldham County! 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. Fruit lovers will appreciate the apple, peach, pear, and mulberry trees, as well as black raspberries

    Sara Boyle Totally About Houses

    6706 Payton Ln, Crestwood, KY 40014
  • /44

    $750,000

    • 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
  • /69

    $925,000

    • 3 Beds
    • 5 Baths
    • 4,668 Sq Ft

    2913 Harrods Crossing Blvd, Crestwood, KY 40014

    Offered for the first time and at $75,000 BELOW APPRAISAL, this custom-built ranch in Harrods Crossing sits on over 2 acres of beautifully balanced open and wooded land, located in the highly desirable Oldham County school district. A tranquil creek, koi pond, and waterfall feature provide a stunning natural backdrop, all visible from the expansive flagstone patio or screened porch. A 3-car

    Joseph Simms RE/MAX Properties East

    2913 Harrods Crossing Blvd, Crestwood, KY 40014
  • /36

    $509,750

    • 4 Beds
    • 3.5 Baths
    • 2,793 Sq Ft

    4013 Old Farm Dr, Crestwood, KY 40014

    Enjoy peaceful country living at 4013 Old Farm Dr in the park-like Heritage Place neighborhood in Crestwood. Adding peace of mind, this home has a newer roof (2024) and several recent updates. Situated on a private, ~1 acre lot, your covered front porch invites you to relax and enjoy fresh air while overlooking the quiet street below. Inside, your cape cod layout is enhanced by updated LVP

    Maggie Terry Keller Williams Louisville East

    4013 Old Farm Dr, Crestwood, KY 40014
  • /28

    $569,900

    • 4 Beds
    • 3 Baths
    • 3,505 Sq Ft

    1402 W Hwy 22, Crestwood, KY 40014

    Endless Potential on 7+ Acres in Sought-After Oldham County - No HOA!This solid brick walkout ranch offers space, privacy, and flexibility—situated on over 7 flat, usable acres with no subdivision restrictions in a top-rated school district. Whether you're looking to update, expand, or build, this property offers a rare opportunity to create something special.Inside, you'll find 3

    Cheryl Sabin United Real Estate Louisville

    1402 W Hwy 22, Crestwood, KY 40014
  • /63

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    4003 W Hwy 22, Crestwood, KY 40014

    Escape to this colonial 2-story home with a rural setting, yet close to everything. With nearly 3,500 sq. ft. of living space on a sprawling 1.6-acre lot, completely free of HOA fees! The floor plan features a formal dining room perfect for special occasions, a spacious eat-in kitchen and a large family room with a cozy gas fireplace and floor to ceiling windows that beckons family time. The

    Thomas Jordan Semonin REALTORS

    4003 W Hwy 22, 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
  • /9

    $239,000

    • Land
    • 2.30 Acres
    • $103,913 per Acre

    7001 Highgrove Ln, Crestwood, KY 40014

    Set on 2.3 scenic acres in the established and highly desirable Highgrove development, this rare homesite is ready for your custom build in a neighborhood that's already thriving. Surrounded by mature trees and gently rolling land, and offering easy access to walking trails, green space, and the nearby beauty of Floyd's Fork, the lot provides both space and privacy. Located in the Oldham County

    Kristin Lally RE/MAX Properties East

    7001 Highgrove Ln, Crestwood, KY 40014
  • /74

    $610,000

    • 5 Beds
    • 3.5 Baths
    • 2,790 Sq Ft

    7105 Hollow Oak Ct, Crestwood, KY 40014

    Nothing but country charm in this gorgeous 5 BR home with wooded privacy, cul de sac and few restrictions. Live your best life watching wildlife from your back deck, above ground pool and woods to play in. This 2 year home was built by Ellis and Ellis Construction and completed with amazing finishes. Foyer with guest bath opens to the greatroom with stone, gas FP, vaulted ceiling and custom built

    Mindy Parrish Coldwell Banker McMahan

    7105 Hollow Oak Ct, Crestwood, KY 40014
  • /55

    $509,000

    • 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

    $1,390,000

    • 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 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
  • /65

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,529 Sq Ft

    5212 Mary Clayton Ln, Crestwood, KY 40014

    Charming Home on 1.2 Acres in Oldham County - Endless Potential! Welcome to 5212 Mary Clayton Lane, a diamond in the rough nestled on a beautiful and flat 1.2-acre lot in sought-after Oldham County, Kentucky. This spacious home offers room to grow and the opportunity to make it your own with just a bit of updating. The two-story covered front porch makes a welcoming first impression and opens

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

    5212 Mary Clayton Ln, Crestwood, KY 40014
  • /4

    $3,504,000

    • Land
    • 61 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
  • /83

    $433,500 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,996 Sq Ft

    4700 Lost Valley Dr, Crestwood, KY 40014

    *MOTIVATED SELLER*This is THE HOME you have been waiting for! 1 FULL ACRE in AWARD WINNING OLDHAM COUNTY SCHOOLS! East Oldham Middle school and Locust Grove Elementary schools are both right around the corner.Almost 3000 Finished Square Feet with a HUGE walk out basement.The beautiful deck on the back of the first level makes outdoor living spaces a reality because this home

    Laci Gillespie United Real Estate Louisville

    4700 Lost Valley Dr, Crestwood, KY 40014
  • /33

    $592,000

    • 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

    $615,000

    • 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

    $624,500

    • 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
  • /10

    $1,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,770 Sq Ft

    7203 Sunset Ln, Crestwood, KY 40014

    ****Homearama 2025!!!**** Welcome to this prestigious home built on 1 acre in the South Oldham School District. Brought to you by last year's Homearama winning team, WinMark Homes, LLC and Lisa Lynn Designs. This home has all of the upgrades you would expect in Homearama and more! Complete with 10' ceilings and 8' solid doors throughout the 1st floor, a custom scullery, a library with custom

    Mark Church The Breland Group

    7203 Sunset Ln, Crestwood, KY 40014
  • /58

    $569,000

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

    5311 Lee Ave, Crestwood, KY 40014

    Modern Farmhouse FOR SALE in the heart of Crestwood on 1.1 Acres! Discover the perfect blend of space, style, and convenience with this stunning 4-bedroom, 3-bath modern farmhouse nestled on a spacious 1.1-acre lot in the heart of Crestwood. Just 7 minutes from the Gene Snyder Freeway, this home offers peaceful, country-like living with quick access to city amenities. Features You'll Love:

    Chanse Lanham P and S Homes

    5311 Lee Ave, Crestwood, KY 40014
  • /67

    $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
  • /2

    $1,800,000

    • 5 Beds
    • 6 Baths
    • 7,135 Sq Ft

    6405 Chatham Ct, Crestwood, KY 40014

    Stunning 5-Bedroom Showstopper in Brentwood's Prestigious Estate Section!Welcome to this extraordinary custom home, nestled on over an acre in the highly sought-after new estate section of Brentwood in Oldham County. Boasting 5 spacious bedrooms, 4 full baths, and 2 half baths, this expansive residence offers over 7,000 sq ft of beautifully designed living space—perfectly blending elegance,

    WSG Homes Keller Williams Louisville East

    6405 Chatham Ct, Crestwood, KY 40014
  • /75

    $622,900

    • 4 Beds
    • 2.5 Baths
    • 3,818 Sq Ft

    5314 Brookswood Rd, Crestwood, KY 40014

    Located on 1.34 acres in the Woodsboro neighborhood- you don't want to miss out on this AMAZING property. This spacious open ranch home has it all. Both covered porches are done in trex with aluminum railings. The living room features a wood burning fireplace with a stone chimney. The kitchen, separated by the breakfast bar, boasts stainless steel appliances, plenty of cabinet space, a pantry,

    Walt Schumm RE/MAX Real Estate Champions

    5314 Brookswood Rd, Crestwood, KY 40014
  • /57

    $985,000

    • 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
  • /35

    $1,295,000

    • 5 Beds
    • 5 Baths
    • 3,409 Sq Ft

    6303 Brentwood Dr, Crestwood, KY 40014

    PRESTIGE BUILDERS INC. Family owned and operated custom home builder since 1968 proudly introduces 6303 Brentwood Dr. sitting on a beautiful 1 ACRE LOT in Brentwood Subdivision in AWARD WINNING OLDHAM COUNTY school district. This home is currently under construction and features 5 Bedrooms, 3.5 Baths plus a 1/2 POOL BATH, This home is scheduled to be completed Late SUMMER of 2025, perfect for

    Paige Williams United Real Estate Louisville

    6303 Brentwood Dr, Crestwood, KY 40014
  • /2

    $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
  • /8

    $462,500 Coming Soon

    • 5 Beds
    • 4 Baths
    • 3,736 Sq Ft

    5200 Richard Ct, Crestwood, KY 40014

    COMING SOON.....Professional pictures available Aug 12....This FIVE Bedroom home in Oldham Schools nestled on an acre+ cul-de-sac is the dream of any family. Spacious fully equipped kitchen with updated cabinetry is a culinary dream. This two story walkout is truly a great gem. Living Room, Dining Room and Family Room all have their own fireplace. First floor bedroom perfect for home office with

    Rosemary Nobles RE/MAX Properties East

    5200 Richard Ct, Crestwood, KY 40014

Home Trends in Crestwood, KY

Housing Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$569,900
Median Townhouse Sale Price
$370,500
Median 2 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
11
Last 12 months Home Sales
142
Months of Supply
0.90
Median List Price
$567,450
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-52%
How to Buy a Home How to Finance a Home How to Sell a Home