Oldham County KY Homes for Sale with Acreage

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  /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
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  /60

  $1,450,000

  • 6 Beds
  • 5.5 Baths
  • 7,208 Sq Ft

  9600 W Side Ct, Crestwood, KY 40014

  Welcome to your private oasis in the heart of Harrods Crossing—where elegance, comfort, and natural beauty converge on 2.17 peaceful acres in the award-winning North Oldham County school district. Tucked away at the end of a quiet cul-de-sac, this custom-built home blends timeless design with lifestyle-focused features, all just minutes from downtown Louisville, shopping, dining, and I-71.

  Katie Weil Nasser Coldwell Banker McMahan

  9600 W Side Ct, Crestwood, KY 40014
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  /79

  $1,100,000

  • 6 Beds
  • 4.5 Baths
  • 6,705 Sq Ft

  3221 Overlook Ridge Rd, Prospect, KY 40059

  3221 Overlook Ridge Rd sits on a 2.2-acre corner lot in a quiet North Oldham neighborhood. This all-brick home offers 6 bedrooms, 4.5 baths, and over 6,700 sq ft of well-designed living space.Inside, the foyer opens to a formal dining room on one side and a bright office on the other. The 2-story great room has floor-to-ceiling windows, a gas fireplace, and great backyard views. The

  David Yunker RE/MAX Properties East

  3221 Overlook Ridge Rd, Prospect, KY 40059
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  $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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  /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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  /104

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 5,074 Sq Ft

  9909 Glen Vista Dr, Prospect, KY 40059

  Perfectly positioned in one of the most coveted school districts in Kentucky, this stunning 5-bedroom, 4.5-bath home, on a two acre private lot, has been completely reimagined from the inside out. With a brand-new professionally designed landscape framing its elegant exterior and a meticulously remodeled interior that blends timeless beauty with modern comfort, this home offers a one-of-a-kind

  The Price Group Keller Williams Louisville East

  9909 Glen Vista Dr, Prospect, KY 40059
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  /74

  $997,500

  • 6 Beds
  • 5.5 Baths
  • 6,100 Sq Ft

  10801 Little Pond Rd, Goshen, KY 40026

  Privacy, 2.56 acres, and incredible outdoor living spaces are a few of the top features of this stunning North Oldham property! This home offers 6 bedrooms (3 of which have en suites), 5 1⁄2 baths, and an entirely private in-law suite with a full kitchen and 2nd laundry. With over 6,100 finished square feet, entertain inside and out with an impressive great room, well equipped kitchen to include

  Aaron Withrow Keller Williams Louisville East

  10801 Little Pond Rd, Goshen, KY 40026
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  /57

  $850,000

  • 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
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  /62

  $1,425,000

  • 4 Beds
  • 4.5 Baths
  • 5,716 Sq Ft

  7200 W Highway 42, Goshen, KY 40026

  Country living for outdoor enthusiasts! This picturesque property showcases a beautifully renovated traditional home set on nearly seven acres of gently rolling bluegrass in the highly desirable Goshen area. Situated within the award-winning North Oldham school district, the home features an open-concept layout thoughtfully updated by the current owner for modern, comfortable living. The

  Nell Pearce Bradley Lenihan Sotheby's International Realty

  7200 W Highway 42, Goshen, KY 40026
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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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  /81

  $1,075,000

  • 6 Beds
  • 4.5 Baths
  • 6,004 Sq Ft

  1701 Sylvan Cir, Goshen, KY 40026

  Welcome to your dream retreat in the heart of Goshen! Nestled on a quiet cul-de-sac in Longwood and backing up to a serene wooded lot, this gorgeous 6 bedroom, 4.5 bathroom home sits on 1.79 acres of peaceful privacy—just seconds from the award-winning North Oldham schools! Step inside and be greeted by soaring ceilings and an abundance of natural light that flows beautifully throughout the home.

  Jackie Exum Keller Williams Louisville East

  1701 Sylvan Cir, Goshen, KY 40026
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  /72

  $3,395,000

  • 5 Beds
  • 10 Baths
  • 13,965 Sq Ft

  13905 River Glen Ln, Prospect, KY 40059

  Welcome to elegance redefined at this beautiful estate nestled on over three verdant acres in prestigious River Glen. This exceptional property combines luxury living with practical comfort, all within the highly-regarded Oldham County School District while remaining just moments from the heart of Prospect.Step through the grand entrance foyer where soaring ceilings immediately captivate

  Elizabeth Boland Skelton Company REALTORS

  13905 River Glen Ln, Prospect, KY 40059
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  /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
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  /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
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  /41

  $1,150,000

  • 4 Beds
  • 5 Baths
  • 3,868 Sq Ft

  12005 Hunting Crest Dr, Prospect, KY 40059

  A true Oldham County home~ blending modern sophistication and historic charm. This circa 1870s Italianate house is positioned on one private acre in the Estates of Hunting Creek. The owners have continued to update including a furnace in 2024, plumbing improvements, waterproofing and maintaining the copper roof. It offers 4 bedrooms, including two suites with walk-in closets, plus an additional

  Colleen Walker EXP Realty LLC

  12005 Hunting Crest Dr, Prospect, KY 40059
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  /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
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  /70

  $1,000,000

  • 6 Beds
  • 4.5 Baths
  • 5,222 Sq Ft

  4907 Sycamore Ridge Ln, La Grange, KY 40031

  The American Dream, Captured in a HomeStep into this transitional-style six bedroom farmhouse, a masterpiece guaranteed to leave you in awe. Its sleek, distinctive exterior sets the tone for an interior that is both breathtaking and inviting. From the moment you walk through the door, you'll be greeted by an abundance of natural light cascading into the expansive, soaring ceilings. At the

  Chandler Dale Covenant Realty LLC

  4907 Sycamore Ridge Ln, La Grange, KY 40031
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  /65

  $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
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  /47

  $1,789,500

  • 7 Beds
  • 7 Baths
  • 6,729 Sq Ft

  13804 Fairway Ln, Goshen, KY 40026

  Welcome to 13804 Fairway Ln, the home known as ''Fairway Knole''. Sitting on one of the highest points between the Ohio River and the 15th fairway of Harmony Landing golf course. This exquisite Norman French style residence, perfectly situated among formal landscaping in the most sought-after area of north Oldham County.Originally built by an automotive heiress, it is reminiscent of homes built

  Steve Canfield Canfield Realty Group, LLC

  13804 Fairway Ln, Goshen, KY 40026
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  /50

  $1,749,300

  • 5 Beds
  • 7 Baths
  • 8,822 Sq Ft

  13909 River Glen Ln, Prospect, KY 40059

  Nestled in one of the most prestigious neighborhoods in Prospect, this magnificent estate sits gracefully on nearly four acres of impeccably maintained grounds. From the moment you arrive at the stately circle driveway, the grandeur of this home is undeniable. With a brand-new roof and exquisite architectural details, this property is as breathtaking inside as it is outside.Upon entering the

  Laura Rice & Associates Lenihan Sotheby's International Realty

  13909 River Glen Ln, Prospect, KY 40059
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  /49

  $980,000

  • 4 Beds
  • 3 Baths
  • 3,819 Sq Ft

  5016 S Hwy 53, Crestwood, KY 40014

  Incredible walk out ranch new construction on 5 acres in an absolutely beautiful setting! You will appreciate the open layout as you enter the front door of the home. The home offers engineered wood floors, a beautiful fireplace in the family room and loads of natural light! The kitchen has beautiful cabinetry with quartz counters and stainless appliances, including a gas range. The split plan

  Patrick Pollard Pollard Realty

  5016 S Hwy 53, Crestwood, KY 40014
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  /91

  $4,750,000

  • 8 Beds
  • 7.5 Baths
  • 13,009 Sq Ft

  1700 Park Shore Rd, La Grange, KY 40031

  This distinctive Bluegrass farm offers 82 acres of emerald green pastures located in the equine centric L'Esprit community in Oldham County. A tree lined drive leads to the impressive centerpiece of Meadowland Farm, a resplendent neoclassical residence with approximately 10840 square feet of elegant living space. Two shimmering ponds flank the main house which was designed with an emphasis on

  Nell Pearce Bradley Lenihan Sotheby's International Realty

  1700 Park Shore Rd, La Grange, KY 40031
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  /95

  $2,900,000

  • 8 Beds
  • 8 Baths
  • 10,163 Sq Ft

  2713 Mayo Ln, Prospect, KY 40059

  Welcome to 2713 Mayo Lane, a stunning estate where timeless tradition meets modern luxury. This extraordinary property showcases exceptional craftsmanship and attention to detail at every turn.As you approach via the grand arched driveway, you'll be captivated by the property's charm, which includes two distinctive homes: the primary residence and a charming carriage house. Between them lies a

  Tamika DeWalt Noir Realty KY LLC

  2713 Mayo Ln, Prospect, KY 40059
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  /5

  $3,595,000

  • 7 Beds
  • 7.5 Baths
  • 8,690 Sq Ft

  14401 River Glades Ln, Prospect, KY 40059

  Introducing an extraordinary opportunity to own a luxury masterpiece in the gated enclave of River Glades. This new construction by Black Label Builders seamlessly combines timeless elegance with modern innovation. Designed with the discerning homeowner in mind, this 7-bedroom estate spans an impressive 8,600 square feet and showcases an unparalleled level of craftsmanship. The grand main floor

  Brandon Jones Lenihan Sotheby's International Realty

  14401 River Glades Ln, Prospect, KY 40059
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  /51

  $6,995,000

  • 6 Beds
  • 11 Baths
  • 14,546 Sq Ft

  3602 River Ridge Cove, Prospect, KY 40059

  Nestled atop a vast 3.55-acre expanse along the scenic Ohio River, this magnificent estate stands as a pinnacle of luxury living, commanding breathtaking views of the river and the unspoiled beauty of Twelve Mile Island. Expertly designed by the esteemed local architect, Dan Fultz, the estate offers a harmonious blend of grand formal spaces for entertaining and cozy family areas, ideal for daily

  Jon Mand Lenihan Sotheby's International Realty

  3602 River Ridge Cove, Prospect, KY 40059
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  /57

  $579,900

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  2200 E Mount Zion Rd, Crestwood, KY 40014

  Welcome to the Peaceful, Relaxing & Charming Updated Ranch Retreat!This beautifully updated 3-bedroom, 2-bathroom ranch offers the perfect blend of comfort, style, and privacy—all nestled on a peaceful 1.36-acre lot.Step inside to find a spacious and light-filled interior featuring an open-concept living area, perfect for entertaining or relaxing with family. The kitchen has been

  Kristin Tucker RE/MAX Real Estate Champions

  2200 E Mount Zion Rd, Crestwood, KY 40014
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  /18

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  5905 S Highway 53, Smithfield, KY 40068

  Experience peaceful country living at 5905 S Hwy 53 in beautiful Smithfield, KY. This inviting property offers a spacious ranch set on a generous lot, surrounded by scenic farmland and open skies. With plenty of room to spread out both inside and out, it's perfect for those seeking space, privacy, and a slower pace of life.Inside, you'll find a functional layout with comfortable living

  Joey McCoy Re/Max Victory + Affiliates

  5905 S Highway 53, Smithfield, KY 40068
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  /42

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft

  4010 Kentucky 393, La Grange, KY 40031

  Charming Country Retreat... Over One Acre of PROPERTY...Lots of Modern Upgrades...Welcome to your Private Sanctuary nestled on just over one acre of peaceful, picturesque land. This beautifully maintained All Brick 3-bedroom, 2-bath Home blends timeless comfort with tasteful modern updates, offering the perfect balance of rural tranquility and contemporary living. Step inside to discover a

  Dale & Vickie Wesley RE/MAX Performance Realty

  4010 Kentucky 393, La Grange, KY 40031
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  /49

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 3,245 Sq Ft

  1950 Crystal Dr, La Grange, KY 40031

  LAKE FRONT home! No need to drive long distances to enjoy lake views, fishing and a boat dock. Have it all right in La Grange. Enjoy first floor living in this ranch home that also has a finished walk out basement. This home has had some recent updates like a new roof and a 2 year old mini-split system that keeps the sunroom cool. Lower level has a huge great room, bedroom, full bath, storage and

  Adam Willis Keller Williams Louisville East

  1950 Crystal Dr, La Grange, KY 40031
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  /57

  $1,675,000

  • Land
  • 26 Acres
  • $65,353 per Acre

  2351 Liberty Ln, Goshen, KY 40026

  Welcome to the *Barn at Liberty Lane* seeking an exceptional value? Architect-designed equestrian facility Custom-built in 2003 by Amlung Construction, this 5,151 sq ft structure merges elite craftsmanship with long-term function, history, and safety. This barn offers peace of mind for any discerning equestrian. Set on 25.63 acres with 6 paddocks--this working horse farm is as beautiful as it is

  Colleen Walker EXP Realty LLC

  2351 Liberty Ln, Goshen, KY 40026
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  /55

  $597,000

  • 4 Beds
  • 3.5 Baths
  • 3,886 Sq Ft

  1797 Zachary Dr, La Grange, KY 40031

  Welcome to your dream home in one of LaGrange's most sought-after neighborhoods in desirable Oldham County! This beautiful 4-bedroom, 3.5-bath home sits on a flat, spacious one-acre lot and offers the perfect blend of modern features and quiet country living. Built in 2019, this home provides peace of mind with newer major systems including HVAC, roof, furnace, and water heater. Step

  Keri Browning Coldwell Banker McMahan

  1797 Zachary Dr, La Grange, KY 40031
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  /39

  $375,000 Open Sun 2PM - 4PM

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

  3003 Coffee Tree Ct, Crestwood, KY 40014

  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 freshlypainted kitchen cabinets, updated light fixtures throughout, and thoughtful upgrades in every room, this home is truly move-in ready.Nestled on 1.18 acres at the end of

  Rhonda Speaker Semonin REALTORS

  3003 Coffee Tree Ct, Crestwood, KY 40014
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  /46

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 3,029 Sq Ft

  2321 18 Mile Creek Rd, Westport, KY 40077

  Astonishing design offers 3 levels of view out of the great room over beautiful and dining area over beautiful hills. Beautiful inside and out! Decks with porches along two full sides of the house and a balcony off the primary suite. Open plan first floor with a great room, hardwood floors, dining area and a gorgeous kitchen. Lovely cabinets, a granite topped island that can seat 6 and stainless

  Tim Roe Coldwell Banker McMahan

  2321 18 Mile Creek Rd, Westport, KY 40077
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  /10

  $85,000

  • Land
  • 18 Acres
  • $4,600 per Acre

  0 W Highway 42, Pendleton, KY 40055

  Weekend getaway! Perfect for hunting, 2-wheeling, or camping. Many great building spots for your dream home and very convenient location to I-71.

  Vicky Westrick Weichert Realtors-ABG

  0 W Highway 42, Pendleton, KY 40055
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  /71

  $799,500

  • 4 Beds
  • 3.5 Baths
  • 4,187 Sq Ft

  3205 Wildwood Trail, La Grange, KY 40031

  Beautiful 5 acres in Oldham County! Piece of Paradise with lots of privacy provided by wooded areas on 3 sides on the house. Renovated New Kitchen with a Butler's Pantry, Quartz Countertop and Large Island. Convenient First Floor Primary Bedroom as well as Laundry. Spacious Bedrooms. Bonus Room above the garage is amazing space for crafting, exercise or whatever you need! The bonus room has a

  Tamara Bynum Vikre RealtyWorks LLC

  3205 Wildwood Trail, La Grange, KY 40031
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  /60

  $695,000

  • 6 Beds
  • 6 Baths
  • 4,853 Sq Ft

  6509 Shelburn Dr, Crestwood, KY 40014

  Some homes are just special - they have unique features that you can't easily find. THIS is one of those homes. Fresh from a remarkable renovation, this 6 bedroom, 4 full and 2 half bath modern Tudor-style home presents a rare opportunity for the discriminating buyer seeking a new home in desirable Oldham County. With its nearly 5000 sq feet of living space, it has old-world charm plus modern

  Steve Hoffman Hoffman Realty LLC

  6509 Shelburn Dr, Crestwood, KY 40014
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  /14

  $200,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2209 18 Mile Creek Rd, Westport, KY 40077

  Tucked away on just over 3 private acres, 2209 18 Mile Creek Rd offers the kind of peace and space that's hard to find. The 3-bedroom, 1-bath home spans 1,000 square feet and could shine with a little work — or, take advantage of the beautiful lot and build something brand new.Whether you're dreaming of a quiet country retreat, an investment opportunity, or a fresh start from the ground

  Breina Whelan Real Estate Go To

  2209 18 Mile Creek Rd, Westport, KY 40077
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  /83

  $450,000

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

  4700 Lost Valley Dr, Crestwood, KY 40014

  This is THE HOME you have been waiting for! 1 acre in OLDHAM COUNTY SCHOOLS! Do not miss this fantastic ranch home with endless reasons to make it yours! Almost 3000 Finished Square Feet!!The beautiful deck on the back of the first level makes outdoor living spaces a reality because this home offers 3 sizable areas! Once inside the home you find 3 bedrooms on the main level with a large

  Laci Gillespie United Real Estate Louisville

  4700 Lost Valley Dr, Crestwood, KY 40014
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  /34

  $700,000

  • 6 Beds
  • 5.5 Baths
  • 6,433 Sq Ft

  4615 Sadlers Mill Rd, La Grange, KY 40031

  -*-Oldham County Dream Home | Additional Guest House/Office | Gourmet Kitchen | Open, Modern Design-*- Say ''Location'' three times and come see this stunning showplace, with six bedrooms, five full baths, one half bath and a finished basement.You will find two Primary Bedrooms with En Suites, one with a sauna and each with independent heating and cooling.When friends and family walk into

  Jeff Duncan United Real Estate Louisville

  4615 Sadlers Mill Rd, La Grange, KY 40031
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  /39

  $209,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  2335 Ridge Rd, Pendleton, KY 40055

  Escape from the daily hustle and bustle with this spacious ranch-style floor plan, sprawling acreage, and proximity to nature. Located in the Oldham County School District, the abundance of mature trees and outdoor space of this property creates a park-like setting for various activities and relaxation. Enjoy peaceful mornings or dinner on the covered front porch overlooking the beautiful large

  Andrea Stauble Stonelake Realtors, LLC

  2335 Ridge Rd, Pendleton, KY 40055

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