Oldham County KY Homes for Sale with Acreage

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  /81

  $2,400,000

  • 7 Beds
  • 8 Baths
  • 6,908 Sq Ft

  2713 Mayo Ln, Prospect, KY 40059

  Back on the Market at an Incredible New Price! Welcome to 2713 Mayo Lane, a private estate where timeless tradition meets modern comfort. This unique property includes two homes: a grand primary residence and a charming 1,429 sq ft carriage house, separated by a newly gated six-car garage. Combined, they offer 7 beds, 6 full & 2 half baths, and over 5,700 sq ft above grade. Features include a new

  

  Michaela Johnson

  Noir Realty KY LLC

  (502) 369-0392

  2713 Mayo Ln, Prospect, KY 40059
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  /86

  $1,850,000

  • 6 Beds
  • 4.5 Baths
  • 7,644 Sq Ft

  5905 Mount Pleasant Rd, Prospect, KY 40059

  Welcome to 5905 Mt. Pleasant Drive! This French Country Estate is situated on a pristine 3.19 acre lot in the Reserve Estates of Sleepy Hollow in Prospect. This home offers luxury living and high end finishes throughout. As you walk through the grand entryway you cannot help but notice the two story foyer area. Flanked on either side are the office, that features gorgeous natural wood

  Craig Thomas RE/MAX Properties East

  5905 Mount Pleasant Rd, Prospect, KY 40059
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  /73

  $925,000

  • 4 Beds
  • 3.5 Baths
  • 4,946 Sq Ft

  4014 Fox Meadow Way, Prospect, KY 40059

  A stunning Colonial home awaits in the sought-after Estates of Hunting Creek, tucked within The Meadows Enclave of prestigious Oldham County! Step inside to discover a thoughtfully remodeled kitchen featuring high-end full inlay cabinetry, granite countertops, an expansive island, stainless steel appliances—including a GE Profile wall oven and a GE Advantium combination convection oven and

  Mark Naber Redfin

  4014 Fox Meadow Way, Prospect, KY 40059
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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
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  /46

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 5,582 Sq Ft

  3908 Eagle Way, Prospect, KY 40059

  Tucked away on a serene 2.2-acre wooded lot in the peaceful and picturesque Covered Bridge Crossing neighborhood, this elegant 1.5-story Southern Living-style home offers a harmonious blend of timeless charm and modern comfort. With 4 spacious bedrooms and 4.5 baths, the home is designed for both everyday living and exceptional entertaining. From the moment you step onto the inviting covered

  Nell Pearce Bradley Lenihan Sotheby's International Realty

  3908 Eagle Way, Prospect, KY 40059
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  /62

  $840,000

  • 5 Beds
  • 3 Baths
  • 4,088 Sq Ft

  4902 Sycamore Ridge Ln, La Grange, KY 40031

  This custom new construction walkout ranch is a must see and back on the market just in time for the perfect buyer! The home sits on an acre of land, with a covered front porch, covered back deck, and a basement patio. Featuring a spacious attached two car garage leading into the side entry, this home also has a vast amount of storage areas throughout the interior of the home. This 5 bedroom, 3

  Maddie Donmayer Homepage Realty

  4902 Sycamore Ridge Ln, La Grange, KY 40031
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  /98

  $1,425,000

  • 6 Beds
  • 6.5 Baths
  • 9,173 Sq Ft

  7422 Cedar Bluff Ct, Prospect, KY 40059

  Nestled at the end of a serene cul-de-sac in the prestigious Hunting Creek Estates, this exceptional residence is being offered for the first time since its original construction in 1995. Situated in highly sought-after Oldham County, this estate spans nearly 10,000 square feet of meticulously designed living space offering an unparalleled blend of classic sophistication and modern

  Alex Brey Oxford Rhine Real Estate

  7422 Cedar Bluff Ct, Prospect, KY 40059
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  /87

  $1,575,000

  • 6 Beds
  • 4.5 Baths
  • 6,180 Sq Ft

  3301 Overlook Ridge Rd, Prospect, KY 40059

  Welcome to paradise in The Overlook on Covered Bridge! This luxury estate sits on 1.98 acres in North Oldham County and features 6 bedrooms, 4.5 baths, and a convenient first-floor primary suite. Highlights include a renovated chef's kitchen with Viking stove and professional vented hood, all-new flooring, brand-new light fixtures, and a grand living room with a stunning fireplace. Entertain in

  Fernando Martinez Column Realty

  3301 Overlook Ridge Rd, Prospect, KY 40059
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  /8

  $800,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Lot 175 Sycamore Ridge Ln, La Grange, KY 40031

  Proposed Build on 1.74 Acres! This stunning new construction will feature 3 bedrooms, 2.5 bathrooms, and a versatile flex room, offering over 2,500 sqft above grade plus an additional 2,500 sqft unfinished basement for future expansion.The split floor plan is designed with convenience and style in mind. A large living room opens seamlessly to the chef-inspired kitchen, complete with a

  Gary Aronov Real Estate Go To

  Lot 175 Sycamore Ridge Ln, La Grange, KY 40031
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  /69

  $895,000

  • 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
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  /103

  $999,900

  • 5 Beds
  • 4.5 Baths
  • 5,321 Sq Ft

  3617 Red Oak Dr, La Grange, KY 40031

  Enter the tree lined drive to your private paradise. So many possibilities on this gorgeous 12 acre property in Oldham County. Traditional 5 BR home with in-law/guest suite, large eat in kitchen, formal dining and living rooms, heated sunroom, huge primary bedroom with amazingtiled bath, bar/den area, private office or additional BR with private access. Trex decking on upper level with large

  Mindy Parrish Coldwell Banker McMahan

  3617 Red Oak Dr, La Grange, KY 40031
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  /81

  $1,100,000 Open Sat 1PM - 4PM

  • 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
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  /64

  $995,000

  • 5 Beds
  • 4 Baths
  • 4,419 Sq Ft

  3902 Clarke Pointe Ct, Crestwood, KY 40014

  Welcome to 3902 Clarke Pointe Court, an exceptional retreat nestled on 1.15 acres in the serene, sought-after community of Clarke Pointe. Surrounded by lush Kentucky landscape and set on a private cul-de-sac, this custom-built home blends timeless elegance with modern comfort. Built in 2023, you'll step inside to discover over 4,400 finished square feet of beautifully designed living space that

  Lynette Masterson Keller Williams Louisville East

  3902 Clarke Pointe Ct, Crestwood, KY 40014
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  /66

  $825,000 Open Sat 1PM - 3PM

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

  2312 Running Brook Rd, La Grange, KY 40031

  You don't want to miss this One of a Kind post and beam home in La Grange KY. A Truly unique opportunity, this home, situated on 15 acres of rolling fields, woods, creeks and a pond, gives you the feel of the countryside with the convenience of downtown LaGrange just minutes away. The first floor features an open floor plan with many windows and sliding doors filling the home with light all day

  Jenna Tracy Schuler Bauer Real Estate Services ERA Powered

  2312 Running Brook Rd, La Grange, KY 40031
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  /63

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 4,813 Sq Ft

  3343 N Buckeye Ln, Goshen, KY 40026

  This gorgeous 5 BR/4.5 Bath home is nestled on 2.8 wooded acres with seasonal views of the Ohio River and includes one of the larger boat slips in Tartans Landing. This beauty is perched above the floodplain and offers a tranquil 'treehouse like' setting. Greet your guests from your inviting covered front porch and welcome them into the large foyer with built-in window seating and beautiful

  Michael Jones Cornerstone Group REALTORS

  3343 N Buckeye Ln, Goshen, KY 40026
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  /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
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  /54

  $814,000

  • 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
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  /45

  $850,000

  • 5 Beds
  • 4.5 Baths
  • 5,827 Sq Ft

  8104 Houston Ln, Pewee Valley, KY 40056

  This immaculate home nestled away in PeWee Valley offers the serenity of country living with all the nearby conveniences of city life! Featuring over 4000 square feet on the first two levels with 5 bedrooms and 4.5 bathrooms. Too much to detail in just one paragraph - so you'll need to check out the photos! The basement has over 1700 sq/ft of finished living area with an unfinished full

  Chuck Fugate Compass Realtors, LLC

  8104 Houston Ln, Pewee Valley, KY 40056
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  /48

  $825,000

  • 5 Beds
  • 3 Baths
  • 4,037 Sq Ft

  331 Central Ave, Pewee Valley, KY 40056

  Introducing Ash Lea—an extraordinary offering of timeless heritage and refined living. Recognized on the National Register of Historic Places and steeped in Kentucky legacy, this stately five-bedroom estate rests gracefully on nearly three acres in Oldham County. Thought to have been constructed as early as 1824, the residence is a striking example of Folk Victorian architecture, impeccably

  Brandon Jones Lenihan Sotheby's International Realty

  331 Central Ave, Pewee Valley, KY 40056
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  /55

  $825,000

  • 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! Seller is offering $10k toward closing costs or interest rate buy down. Take advantage! 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

  Sara Boyle Totally About Houses

  6706 Payton Ln, Crestwood, KY 40014
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  /64

  $849,900

  • 5 Beds
  • 3 Baths
  • 4,479 Sq Ft

  2300 W Elder Park Rd, Buckner, KY 40010

  Welcome home to 2300 W Elder Park Rd! This is a one-of-a-kind opportunity for the purchaser who wants a beautifully crafted custom home on 4+ acres including several large outbuildings with unlimited uses - you bring your hobby, collection or large equipment storage needs and this is your new home! The residence is a 5 BR and 3 BTH ranch style home that has been meticulously maintained. A stamped

  Matt Weaver Coldwell Banker McMahan

  2300 W Elder Park Rd, Buckner, KY 40010
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  /65

  $799,000

  • 5 Beds
  • 4.5 Baths
  • 4,274 Sq Ft

  7106 Oak Terrace, Pewee Valley, KY 40056

  This property has an accepted 48 hour right of refusal contract in place as of 8/19/2025. This exquisite property seamlessly blends luxury, functionality, and natural beauty. Situated on 1.49 acres, the expansive outdoor space is perfect for relaxation and recreational activities. The spacious layout is ideal for hosting guests or accommodating a large family. The home features a First-floor

  Jerry Sims Coldwell Banker McMahan

  7106 Oak Terrace, Pewee Valley, KY 40056
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  /2

  $819,900

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  4200 Ballard Woods Dr, La Grange, KY 40031

  This Spacious split ranch ranch floor plan is located in in Estates of Ballard Woods Subdivision, minutes from I 71. Enjoy a country setting minutes from all conveniences!

  Walt Schumm RE/MAX Real Estate Champions

  4200 Ballard Woods Dr, La Grange, KY 40031
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  /8

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  Lot 10 Sycamore Ridge Ln, La Grange, KY 40031

  Welcome to this stunning new construction home offering 2,300 sq. ft. above grade with an unfinished walkout basement for future expansion. The family room makes a statement with vaulted ceilings, wood beams, and a cozy fireplace. The kitchen is designed for both function and style with a massive island, custom finishes, oversized pantry, and a bonus wine fridge. The primary suite is a true

  Gary Aronov Real Estate Go To

  Lot 10 Sycamore Ridge Ln, La Grange, KY 40031
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  /48

  $339,900

  • 2 Beds
  • 1.5 Baths
  • 1,739 Sq Ft

  403 Horton Rd, La Grange, KY 40031

  Charming, updated Cape Cod home on 1.6 gently rolling acres - minutes from downtown La Grange! Whether you're drawn to wide open spaces or the energy of town life, this property delivers the best of both worlds. The thoughtfully renovated interior features modern updates throughout, including a stunning new kitchen with custom cabinetry, gas range, refrigerator and dishwasher, newly tiled

  Jon Karlen Finish Line Realty LLC

  403 Horton Rd, La Grange, KY 40031
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  /42

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,569 Sq Ft

  3809 Sumerlin Dr, Buckner, KY 40010

  Welcome to Darby Pointe, a charming and highly sought-after neighborhood nestled in the heart of Buckner, KY! This beautifully maintained home offers 3 spacious bedrooms, 3 full baths, and a finished walkout basement--providing the perfect blend of comfort, functionality, and style. A welcoming covered front porch sets the tone, inviting you to relax and enjoy the peaceful view of the front yard.

  Daren Bailey Coldwell Banker McMahan

  3809 Sumerlin Dr, Buckner, KY 40010
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  /18

  $189,900

  • Land
  • 3.20 Acres
  • $59,344 per Acre

  1805 Wildbriar Ct, La Grange, KY 40031

  Unique opportunity for a private, 3.2-acre wooded lot overlooking your own pond. This beautiful, secluded lot offers a peaceful setting with mature trees, perfect for a custom home surrounded by nature. Perfectly situated just 3 minutes from I-71, with easy access to shopping, dining, and award-winning Oldham County schools. Here is a rare chance to build your dream home in a quiet, established

  Jon Mand Lenihan Sotheby's International Realty

  1805 Wildbriar Ct, La Grange, KY 40031
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  /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
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  /69

  $530,000

  • 5 Beds
  • 2.5 Baths
  • 3,714 Sq Ft

  4426 Grand Cir, Crestwood, KY 40014

  Beautiful home in Grand Dell backing up to woods! This home has so much to offer! The main floor features a large family room with fireplace, a formal dining room and eat in kitchen that overlooks the rear yard. The first floor primary bedroom is HUGE and has a large bath attached. The second floor has 3 well sized bedrooms and a full bath. The walk out basement has a large entertainment room,

  Patrick Pollard Pollard Realty

  4426 Grand Cir, Crestwood, KY 40014
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  /2

  $335,000

  • Land
  • 10 Acres
  • $33,500 per Acre

  1 Singleton Ln, La Grange, KY 40032

  Rare opportunity in Oldham County. Ten acres just outside of the city of LaGrange zoned I-2 (Industrial). This property could meet a lot of commercial needs, or consider rezoning or obtaining a waiver to build your dream home. The tract lays well for a walk out basement with a beautiful wooded lot! The property is completely wooded with lots of mature hardwood trees. Utilities to be verified by

  Patrick Pollard Pollard Realty

  1 Singleton Ln, La Grange, KY 40032
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  /48

  $575,000

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

  3104 Horseshoe Ct, Crestwood, KY 40014

  Welcome to this stunning 3-bedroom, 3 full bath home nestled on a private, tree-lined lot in one of Crestwood's most sought-after neighborhoods. Sitting on 1.06 acres with mature trees, this property offers the perfect balance of space, comfort, and convenience.Inside, you'll find a bright and spacious layout featuring a formal dining room, beautifully updated finishes throughout, and a

  Danielle Greeson Keller Williams Louisville East

  3104 Horseshoe Ct, Crestwood, KY 40014
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  /40

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,626 Sq Ft

  3003 Coffee Tree Ct, Crestwood, KY 40014

  Buyer financing fell through. Back on the Market — Better Than Ever! This beautifully refreshed brick ranch offers over 1,600 square feet of open, easy living, all bathed in cool, neutral tones that create a calming, comfortable vibe. With freshly painted kitchen cabinets, updated light fixtures throughout, and thoughtful upgrades in every room, this home is truly move-in ready.Nestled on

  Rhonda Speaker Semonin REALTORS

  3003 Coffee Tree Ct, Crestwood, KY 40014
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  /36

  $595,000

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

  7218 Sunset Ln, Crestwood, KY 40014

  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
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  /56

  $450,000

  • 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
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  /69

  $575,000

  • 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
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  /44

  $1,895,000

  • 6 Beds
  • 6 Baths
  • 6,368 Sq Ft

  10411 W Highway 42, Goshen, KY 40026

  Nestled on 6.8 picturesque acres in prestigious Oldham County, this exceptional estate offers the perfect blend of luxury and tranquility. Originally built in 2008, the home boasts over 6,300 square feet of thoughtfully designed living space, featuring a spacious first-floor primary suite, exquisite woodwork, and timeless craftsmanship throughout. Upstairs, you'll find four generously sized

  Jon Mand Lenihan Sotheby's International Realty

  10411 W Highway 42, Goshen, KY 40026
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  /5

  $200,000

  • Land
  • 1.00 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
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  /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
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  /87

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,850 Sq Ft

  1701 Acorn Ln, La Grange, KY 40031

  Where Luxury Meets the Equestrian LifestyleWelcome to 1701 Acorn Lane—a private, impeccably upgraded horse farm where modern elegance blends seamlessly with the beauty of Kentucky's countryside. Set amid rolling pastures, a serene pond, and mature trees, this estate offers refined living, world-class equestrian facilities, and a front-row seat to nature's most breathtaking displays—from bald

  Jacob Gurney Parkside Realty

  1701 Acorn Ln, La Grange, KY 40031
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  /74

  $2,750,000

  • Land
  • 30 Acres
  • $91,606 per Acre

  2201 Fendley Mill Rd, La Grange, KY 40031

  In the gentle hills of Oldham County, KY lies a 30-acre oasis where time slows and nature takes center stage - a 7+ acre spring-fed lake, cradled in the arms of an old rock quarry, its waters shimmering a shade of blue you'd swear belonged in the tropics. Currently home to the nationally recognized FRP LaGrange Quarry, this Bluegrass retreat draws visitors from far and wide to experience its

  Mary Boley Knob & Key Realty, LLC

  2201 Fendley Mill Rd, La Grange, KY 40031

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