Crestwood, KY Homes for Sale with Acreage

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  $1,225,000

  • 4 Beds
  • 2.5 Baths
  • 3,118 Sq Ft

  5603 Farmhouse Dr Unit Lot 21, Crestwood, KY 40014

  Modern farmhouse with 3,118 sq ft featuring 10' ceilings, an 18' vaulted living room, open kitchen with large island and wood beam detail, and a main level primary suite. The second floor offers three bedrooms and a loft overlooking the living room. Exterior includes white brick and siding, black windows, wood accented entry, and a 3 car garage. Located in Farmhouse Estates, this home blends

  

  Walt Schumm

  RE/MAX Real Estate Champions

  5603 Farmhouse Dr Unit Lot 21, Crestwood, KY 40014
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  /45

  $788,900

  $61K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,421 Sq Ft

  2003 Wooded Oak Ln, Crestwood, KY 40014

  Set on a secluded 1.59 acre wooded estate in Grand Oaks, this refined residence offers a rare blend of privacy, elegance, and timeless architectural presence. Surrounded by mature trees and natural landscape, the home feels like a serene retreat moments from Crestwood. Inside, soft natural light and elevated finishes create an atmosphere of quiet luxury. The great room's fireplace adds

  

  Walt Schumm

  RE/MAX Real Estate Champions

  2003 Wooded Oak Ln, Crestwood, KY 40014
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  /2

  $175,000

  • Land
  • 1.8 Acres
  • $97,222 per Acre

  7008 Middlebrook Dr Unit Lot 2, Crestwood, KY 40014

  A rare opportunity to craft a private luxury estate on one of the most flexible and desirable parcels in the community. Middlebrook subdivision offers expansive acreage with full approval for outbuildings and barndominiums, giving you the freedom to design a residence that blends architectural creativity with refined country elegance. With generous space, exceptional privacy, and a well

  

  Walt Schumm

  RE/MAX Real Estate Champions

  7008 Middlebrook Dr Unit Lot 2, Crestwood, KY 40014
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  /2

  $299,000

  • Land
  • 6.9 Acres
  • $43,333 per Acre

  7007 Middlebrook Dr Unit Lot 19, Crestwood, KY 40014

  

  Walt Schumm

  RE/MAX Real Estate Champions

  7007 Middlebrook Dr Unit Lot 19, Crestwood, KY 40014
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  /2

  $229,000

  • Land
  • 2 Acres
  • $114,500 per Acre

  7012 Middlebrook Dr Unit Lot 3, Crestwood, KY 40014

  Discover elevated rural living on this distinguished parcel, where modern design possibilities meet serene natural surroundings. Lot 3 welcomes high end outbuildings and luxury barndominiums, allowing you to create a custom residence that reflects your personal style and standards.

  

  Walt Schumm

  RE/MAX Real Estate Champions

  7012 Middlebrook Dr Unit Lot 3, Crestwood, KY 40014
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  /49

  $1,074,900

  $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,040 Sq Ft

  5607 Farmhouse Lot 19 Dr, Crestwood, KY 40014

  Welcome home! This custom built home features an open floor plan with a vaulted ceiling in the great room, 2 fireplaces, and a cozy private retreat. Located in Farmhouse Estate, it is one of the last opportunities to have new construction in Crestwood's most desirable neighborhood! Custom built home features many amazing finishes and unique items...The''Keeping Room'' is easily accessible from

  

  Walt Schumm

  RE/MAX Real Estate Champions

  5607 Farmhouse Lot 19 Dr, Crestwood, KY 40014
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  /2

  $99,000

  • Land
  • 1 Acre
  • $99,000 per Acre

  7000 Middlebrook Dr Unit Lot 1, Crestwood, KY 40014

  Discover the freedom and flexibility of country living on this exceptional lot in a community where outbuildings and barndominiums are fully approved. With horses permitted on parcels over 4 acres, this property is ideal for anyone seeking space, privacy, and the ability to create a personalized homestead. Enjoy wide open acreage, peaceful surroundings, and the opportunity to design a lifestyle

  

  Walt Schumm

  RE/MAX Real Estate Champions

  7000 Middlebrook Dr Unit Lot 1, Crestwood, KY 40014
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  $450,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  5401 Tarrant Ln, Crestwood, KY 40014

  Peace, privacy, and plenty of space await at 5401 Tarrant Ln. Situated on over an acre and surrounded by mature trees, this 4-bedroom, 3-full-bath walk-out ranch offers a peaceful setting while remaining just minutes from all that Oldham County has to offer. Step inside to a spacious living room featuring vaulted ceilings, a fireplace, and oversized windows that fill the space with natural light.

  John Brace Redfin

  5401 Tarrant Ln, Crestwood, KY 40014
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  /99

  $638,500

  $14K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,772 Sq Ft

  3205 W Mount Zion Rd, Crestwood, KY 40014

  "Living the dream," is what you will say about living here! Wonderful lakefront house in Oldham County's Lake Pointe neighborhood is located on a 1.18-acre lot with direct lake access. New carpeting, fresh paint, ready to move in! First floor primary suite! Kitchen opens to the breakfast room and the fabulous 2 story great room with vaulted ceilings, great light and views! The adjoining glassed

  Joanne Owen Kentucky Select Properties

  3205 W Mount Zion Rd, Crestwood, KY 40014
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  /31

  $1,550,000

  • 56 Beds
  • 7 Baths
  • 5,065 Sq Ft

  7206 Sunset Ln, Crestwood, KY 40014

  NOTICE, One of a kind walkout ranch situated on a 1 acre setting with spacious flat rear yard with plenty of area for any outdoor activities. 3 full baths and one half bath on first floor along with an office. Open kitchen design with walk in pantry. Lower level with plenty of outdoor lighting, bar- kitchenette. Set up as 3 bedrooms that could be used for other activities, 2 full and 1 half bath.

  Charles Lotze Charlie Lotze Homes

  7206 Sunset Ln, Crestwood, KY 40014
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  $710,000

  $40K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,782 Sq Ft

  5314 High Crest Dr, Crestwood, KY 40014

  NEW PRICE — an incredible opportunity in the highly sought-after Oldham County School District! Welcome to a home where space, comfort, & flexibility come together beautifully. Situated on 1.3 acres & offering over 5,700 square feet of finished living space, this impressive 6-bedroom, 4.5-bath home provides room to spread out, entertain, work from home, host guests, & create memories for years to

  Wendy Watson Homepage Realty

  5314 High Crest Dr, Crestwood, KY 40014
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  $899,900

  • 6 Beds
  • 4.5 Baths
  • 4,953 Sq Ft

  5600 Chapel View Way, Crestwood, KY 40014

  Freshly updated with new flooring throughout the second floor and basement, plus fresh interior paint throughout the home, this move-in ready property is better than ever! This stunning 6-bedroom (3 ensuite), 4.5-bath home with a finished walk-out basement is located in a desirable single-entry neighborhood in South Oldham County, featuring just 46 homes on 1+ acre lots and only 25 minutes from

  Jeni McNickle Homepage Realty

  5600 Chapel View Way, Crestwood, KY 40014
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  $659,999

  • 5 Beds
  • 3.5 Baths
  • 3,968 Sq Ft

  3815 Carriage Pointe Dr, Crestwood, KY 40014

  "MORE THAN 2 ACRES. ENDLESS POSSIBILITIES. ONE EXTRAORDINARY HOME!" This completely remodeled Crestwood showstopper sits on over 2 stunning, level acres—offering exceptional privacy, space, and room to enjoy! Inside, discover soaring ceilings, beautiful architectural arches, 5 spacious bedrooms, 4 full bathrooms, and a Finished Walkout Basement. The property has been completely remodeled

  Jenney Martin Perez Americus Realty Group

  3815 Carriage Pointe Dr, Crestwood, KY 40014
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  $529,900

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,246 Sq Ft

  2400 Eastwood Cir, Crestwood, KY 40014

  Welcome to 2400 Eastwood Circle, situated on a spacious 1-acre corner lot in the desirable Westwood East neighborhood and located within the Oldham County School District. This home offers 3 bedrooms, 3 full baths, and 2 additional bonus rooms in the fully finished lower level, providing plenty of flexible living space. The main level features an inviting entry hall, formal dining room, and a

  Thomas Jordan Semonin Realtors

  2400 Eastwood Cir, Crestwood, KY 40014
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  /14

  $210,000

  $30K PRICE DROP

  • Land
  • 1.7 Acres
  • $123,529 per Acre

  5508 Clover Ridge Dr, Crestwood, KY 40014

  Rare opportunity to build a custom house on 1.7 flat acres in the desirable neighborhood of Croftboro Farms in Oldham County. This lot provides a recently paved driveway, landscape curbing, and a large pole barn. There are plenty of mature trees for privacy with fruit bearing trees lining the back of the property. The pole barn was built in 2015, and features a 220-amp electrical panel, water

  Jillian Fritz Weichert Realtors-ABG

  5508 Clover Ridge Dr, Crestwood, KY 40014
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  /19

  $1,295,000

  • 5 Beds
  • 3.5 Baths
  • 4,154 Sq Ft

  6496 Sunset Cir, Crestwood, KY 40014

  Beautiful ranch on more than an acre lot in highly sought after Brentwood subdivision. The open concept kitchen and living room with a vaulted ceiling, dual slider providing soft natural light, and tiled linear fireplace. The kitchen has it all with a large island with double sided cabinetry, beautiful custom cabinets to ceiling with glass lighted uppers, gorgeous quartz tops, a 36' cafe cooktop

  Stacy Conley Louisville Realty Group

  6496 Sunset Cir, Crestwood, KY 40014
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  /5

  $375,000

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

  0 W Hwy 22 Hwy Unit 1720637, 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 1720637, Crestwood, KY 40014
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  /58

  $525,000

  $30K PRICE DROP

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

  1105 E Hwy 22, Crestwood, KY 40014

  Great cape cod on over an acre in Crestwood not in a subdivision! This charming cap cod has been beautifully updated and is move in ready! The house sits on just over an acre minutes to the local schools. The home has a first floor primary, hardwood floors on the main level. Two bedrooms and a bath on the second level. Lovely finished walk out basement. Outside you have a beautiful treed yard

  Patrick Pollard Pollard Realty

  1105 E Hwy 22, Crestwood, KY 40014
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  $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
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  $539,000

  • 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 Finish Line Realty LLC

  4612 Glenarm Rd, Crestwood, KY 40014
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  /4

  $155,000

  $35K PRICE DROP

  • Land
  • 2.66 Acres
  • $58,271 per Acre

  6403 New Cut Rd Unit Tract 2, 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 Unit Tract 2, Crestwood, KY 40014
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  $400,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  3107 Thoroughbred Ct, Crestwood, KY 40014

  Welcome to 3107 Thoroughbred Court. This fabulous, renovated, walkout ranch is located on a quiet cul-de-sac in the Kentucky Acres subdivision in Crestwood. Come fall in love with this gorgeous, semi secluded 1.13 acre property surrounded by mature trees. Turning onto this property brings you onto a newly paved driveway that leads up to the side entry 2 car garage. Follow the stairs around the

  Jack May May Team REALTORS

  3107 Thoroughbred Ct, Crestwood, KY 40014
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  $719,900

  • 4 Beds
  • 3.5 Baths
  • 4,278 Sq Ft

  4540 Northridge Cir, Crestwood, KY 40014

  Welcome to 4540 Northridge Circle. This custom build will certainly get your attention! With five bedrooms, and 3.5 baths, you will know right away this makes the short list. The first floor is very inviting with hardwood, and a stunning trim package. As you enter the living room, the large windows allow you to watch the birds, wildlife, or the snowfall. All while sitting by the beautiful

  Stephen Adams Bob Hayes Realty Company

  4540 Northridge Cir, Crestwood, KY 40014
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  /40

  $499,900

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,776 Sq Ft

  3822 Carriage Hill Dr, Crestwood, KY 40014

  NEW PRICE+ BRAND-NEW ROOF & NEW APPLIANCES! Welcome to your private countryside retreat in desirable Crestwood! Nestled on 2.19 rolling acres with mature landscaping and a peaceful pond, this charming home offers the perfect blend of space, character, and convenience. Step inside to a light-filled formal living room, dining room with French doors, and an updated kitchen featuring new stainless

  Aleksandra Dovedan Realty Advanced

  3822 Carriage Hill Dr, Crestwood, KY 40014
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  $750,000

  • 5 Beds
  • 4.5 Baths
  • 6,129 Sq Ft

  1911 Clark Pointe Dr, Crestwood, KY 40014

  Space is a luxury and at 1911 Clarke Pointe Drive, there is an extraordinary amount of it in all the right places. Set on just over an acre in Crestwood's Clarke Pointe, this impressive residence delivers more than 3,000 square feet of living space on the main level alone, an oversized 3 car garage, and an expansive finished walkout lower level offering an entirely additional dimension for

  Aaron Withrow Keller Williams Collective

  1911 Clark Pointe Dr, Crestwood, KY 40014
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  /3

  $150,000

  • Land
  • 1.86 Acres
  • $80,645 per Acre

  7404 Abbott, Crestwood, KY 40014

  An exceptional opportunity to build in a beautiful Oldham County setting! This 1.86-acre lot offers a fantastic homesite with a very flat, usable layout and plenty of space to bring your vision to life. Electricity and water are available at the street, and the property has already been probe tested by the health department and determined suitable for a direct discharge septic system, helping

  Max Hargis DREAM J P Pirtle REALTORS

  7404 Abbott, Crestwood, KY 40014
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  /42

  $379,900

  Open Sun 2PM - 4PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  7406 Commonwealth Dr, Crestwood, KY 40014

  SELLER OFFERING A 5K BUYER CLOSING COST CREDIT! Experience a rare property where indoor comfort meets wide-open outdoor freedom. Situated on 1.03 picturesque acres in the highly sought-after Kentucky Acres in Crestwood, this stunning ranch gives you the space to breathe, play, and create your ultimate lifestyle. The sun-kissed lawn has been meticulously landscaped and includes an invisible fence

  Jackie Exum Keller Williams Collective

  7406 Commonwealth Dr, Crestwood, KY 40014
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  /10

  $180,000

  $20K PRICE DROP

  • 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
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  $875,000

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

  4009 Lake Ridge Way, Crestwood, KY 40014

  Welcome to an exceptional executive residence in the prestigious Clarke Pointe Estates, where over $135,000 in thoughtful upgrades have elevated this custom-built home into a truly remarkable retreat. Perfectly situated on a picturesque 1.32-acre lot overlooking a beautiful, stocked pond, this property offers the rare combination of luxury, privacy, and breathtaking open views. Designed for both

  Garrett Ackles Semonin Realtors

  4009 Lake Ridge Way, Crestwood, KY 40014
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  $3,200,000

  • 4 Beds
  • 2.5 Baths
  • 5,100 Sq Ft

  6801 Old Zaring Rd, Crestwood, KY 40014

  Situated across 44.4 acres of pristine Oldham County land, this exceptional property delivers the best of both worlds: a private, elegant residence for gracious country living along with a fully operational, revenue-ready equestrian center built to professional standards. Only 1.5 miles from Exit 14 on I-71 and less than 20 minutes to Downtown Louisville, this farm's location is truly rivaled by

  Jon Mand Lenihan Sotheby's Int'l Realty

  6801 Old Zaring Rd, Crestwood, KY 40014
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  /35

  $359,000

  Open Sun 2PM - 4PM

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

  3921 W Highway 22, Crestwood, KY 40014

  Renovated 3 bed, 2 bath home for sale in Crestwood, KY 40014, on 1.45 acres in Oldham County. $140,000 in upgrades make this home move-in ready, minutes to I-71, South Oldham schools, and Crestwood dining. 2023 renovation: new HVAC (no A/C before), plumbing, electrical, drywall, and white oak hardwood floors. Kitchen: LG appliances, quartz counters, deep sink, breakfast bar. New hall bath with

  Keith Ferriell OPTL Realty

  3921 W Highway 22, Crestwood, KY 40014
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  /68

  $549,900

  • 4 Beds
  • 2 Baths
  • 3,525 Sq Ft

  4402 Abbott Grove Dr, Crestwood, KY 40014

  Set on 1.04 acres in Crestwood with Oldham County Schools, this brick ranch keeps everyday living on one level. The great room rises to a vaulted ceiling with arched transom windows and a fireplace framed by floor to ceiling built-ins, and a separate living room means everyone gets their own space. The kitchen pairs granite counters and hardwood floors with a bar-height peninsula, gas range, and

  Ben Bass THRIVE Realty

  4402 Abbott Grove Dr, Crestwood, KY 40014
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  /2

  $1,600,000

  • 5 Beds
  • 7 Baths
  • 6,760 Sq Ft

  6405 Chatham Ct, Crestwood, KY 40014

  An exceptional opportunity awaits in prestigious Brentwood Estates, where luxury, privacy, and personalization come together to bring your dream home to life. Perfectly positioned on over an acre at the end of a quiet cul-de-sac, this custom-built residence offers a rare combination of peaceful surroundings and refined living in one of Oldham County's most desirable communities. Thoughtfully

  Emily Hughes Lenihan Sotheby's Int'l Realty

  6405 Chatham Ct, Crestwood, KY 40014
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  $619,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,150 Sq Ft

  5006 Carpenter Dr, Crestwood, KY 40014

  Just over 5 acres with 800 ft road frontage in Fible Farms neighborhood, a lovely community nestled conveniently off Hwy 22, in the heart of Oldham County. Trees surround the boundary on the sides and back of property for ultimate privacy!A 16x40 IN-GROUND fiberglass POOL was installed in 2020 with aluminum fencing and river stone surrounding the over-sized concrete deck. Eight-foot depth

  Melissa Kemper Kemper Realty, LLC

  5006 Carpenter Dr, Crestwood, KY 40014
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  /3

  $199,000

  $51K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  8330 Ballardsville Rd, Crestwood, KY 40014

  Rare investment opportunity for a 1,000 sqft, 100-year old cottage in highly desirable Crestwood - just minutes from I-71 and I-265, the Paddock and Springhurst shopping areas, and Norton Commons. Kenwood Station, SOMS, and SOHS school district. Situated on over 1 acre, this property offers tremendous potential for redevelopment as a rental cottage, renovation for a precious new home, or a

  Katie Wells Premier Homes Realty

  8330 Ballardsville Rd, Crestwood, KY 40014
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  /16

  $1,700,000

  $300K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,909 Sq Ft

  3300 W Highway 22, Crestwood, KY 40014

  Opportunity knocks! OLDHAM COUNTY DEVELOPMENT OPPORTUNITY 17.85 ACRES. Prime location at intersection of Hwy 22 and Hwy 329. Zoned R-2.

  Morgan Shallcross Semonin Realtors

  3300 W Highway 22, Crestwood, KY 40014
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  /42

  $449,900

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,017 Sq Ft

  7705 Commonwealth Dr, Crestwood, KY 40014

  Meticulously maintained all-brick walkout ranch on a private, park-like 1.18-acre lot in Kentucky Acres, a sought-after acreage community in Oldham County. Over 2,000 square feet of finished living space, plus an in-ground pool, the only one currently offered in the neighborhood. The main level centers on a vaulted great room with brick fireplace and custom crown beam, with hardwood floors across

  Martha Hemminger simpler.realestate

  7705 Commonwealth Dr, Crestwood, KY 40014
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  /5

  $449,000

  $39K PRICE DROP

  • Land
  • 8 Acres
  • $56,125 per Acre

  6401 6403 6405 New Cut Rd, Crestwood, KY 40014

  Discover the perfect setting for your dream home on 8 wooded private acres in CRESTWOOD. Create your own secluded retreat surrounded by mature trees, natural beauty, and peaceful privacy. There are currently three tracts available, which may be purchased separately or together to create an expansive estate property. Each lot has successfully passed a percolation test and offers multiple potential

  Wendy Hayden Persimmon Tree Realty

  6401 6403 6405 New Cut Rd, Crestwood, KY 40014
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  /70

  $760,000

  • 4 Beds
  • 3.5 Baths
  • 3,009 Sq Ft

  4620 Grand Dell Dr, Crestwood, KY 40014

  Welcome home to this custom built 3 story Victorian dream house in the highly sought after neighborhood of Grand Dell. An absolute vision of timeless elegance sitting on 4 luscious acres lined with trees! Prepare to be wowed by the most incredible lot available in the neighborhood with its long grande entrance off the road, and one of the largest rolling lots. Featuring an above ground pool,

  Alissa Sample Housing Associates

  4620 Grand Dell Dr, Crestwood, KY 40014
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  /4

  $159,995

  • Land
  • 2.05 Acres
  • $78,046 per Acre

  3820 Carriage Hill Dr, Crestwood, KY 40014

  Don't miss this incredible opportunity to build the custom home you've always envisioned on this beautiful almost 2-acre lot in Oldham County. This scenic property provides plenty of space for your dream home, outdoor living, recreation, and gardening. Enjoy the peaceful surroundings while still being just minutes from shopping, dining, schools, parks, and major highways, which makes commuting

  Team Panella Keller Williams Collective

  3820 Carriage Hill Dr, Crestwood, KY 40014

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