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Homes for Sale near South Oldham High School

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  • /27

    $265,000

    • 3 Beds
    • 1 Bath
    • 1,256 Sq Ft

    6905 Village Green Blvd, Pewee Valley, KY 40056

    Welcome to 6905 Village Green Boulevard. This adorable ranch home checks all the boxes! As you enter the front door you will notice all the beautiful natural sunlight that enters the front windows of the home as well as the vaulted ceiling. Through the living room you will notice the spacious kitchen and dining room which are absolutely perfect for any size get together. The property has over

    Agent Photo

    Scott Radcliff

    RE/MAX Premier Properties

    (502) 289-5190

    6905 Village Green Blvd, Pewee Valley, KY 40056
  • /50

    $924,750

    • 6 Beds
    • 5.5 Baths
    • 4,459 Sq Ft

    6611 Clore Lake Rd, Crestwood, KY 40014

    Welcome to this stunning home featuring an open-concept floor plan and vaulted ceilings in the spacious family room. Enjoy elegant touches throughout, including wide crown molding, a gas fireplace, and a built-in wet bar complete with ice maker, wine fridge, and sink are perfect for entertaining. The chef's kitchen is a dream come true, boasting KitchenAid appliances, quartz countertops, dual

    Agent Photo

    Steve Hughes

    The Breland Group

    (502) 427-7299

    6611 Clore Lake Rd, Crestwood, KY 40014
  • /46

    $824,900

    • 5 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    6301 Leyton Ct, Crestwood, KY 40014

    Stunning, MOVE-IN READY, modern farmhouse in Brentwood backing up to 17 acres of private, wooded green space! Beautiful selections! The partial wrap around deck is perfect for relaxing and entertaining! Inside, the open, spacious common area is ideal for entertaining. The living room, kitchen and Primary Bedroom have a large vaulted ceiling. The kitchen includes attractive, elegant custom

    Agent Photo

    Tracy French

    RE/MAX Premier Properties

    (502) 305-5378

    6301 Leyton Ct, Crestwood, KY 40014
  • /68

    $879,000

    • 4 Beds
    • 3.5 Baths
    • 3,839 Sq Ft

    7388 Edith Way, Crestwood, KY 40014

    Welcome to 7388 Edith Way — a nearly new, custom-built home in the award-winning Oldham County School District that's ready for you now — no waiting on construction! Just one year old, this home offers all the benefits of new construction without the delays. Thoughtfully designed and built with Hardie board cement siding, it delivers timeless style, exceptional durability, and low maintenance for

    Anne Hayden RE/MAX Properties East

    7388 Edith Way, Crestwood, KY 40014
  • /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
  • /64

    $949,900

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

    4405 W Hwy 22, Crestwood, KY 40014

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

    Matt Weaver Coldwell Banker McMahan

    4405 W Hwy 22, Crestwood, KY 40014
  • /49

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    6712 Hypoint Ridge Rd, Crestwood, KY 40014

    Nestled in the peaceful cul-de-sac of Caymount Spring, this inviting two-story home offers a serene retreat from the bustle of everyday life. The property features elegant hardwood floors throughout the main level, seamlessly connecting the spacious dining area, cozy family room, and modern kitchen. The Great Room stands out with its warm gas fireplace, creating a perfect ambiance for gatherings

    Daniel Perkins RE/MAX Real Estate Champions

    6712 Hypoint Ridge Rd, Crestwood, KY 40014
  • /27

    $770,000 Open House 12/07

    • 3 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    6007 Brentwood Dr, Crestwood, KY 40014

    Discover the perfect blend of contemporary living and community charm in this exquisite ranch-style home, built in 2022 and located in the desirable Brentwood subdivision. This home is designed for both relaxation and entertaining. Nestled in a tranquil neighborhood, residents of Brentwood enjoy access to fantastic amenities, including a community clubhouse, pool and tennis courts. The location

    Jeff Hudson RE Solutions LLC

    6007 Brentwood Dr, Crestwood, KY 40014
  • /82

    $725,000

    • 4 Beds
    • 4 Baths
    • 4,568 Sq Ft

    279 Persimmon Ridge Dr, Louisville, KY 40245

    Imagine launching your kayak onto Floyds Fork creek from your private backyard path, immersed in nature yet minutes from Louisville's best shopping, dining and commuting corridors. This original-owner luxury residence in the exclusive Persimmon Ridge community delivers 5,200 sq ft of flexible living designed for upscale leisure and entertaining. 279 Persimmon Ridge Dr. features an open floor

    Paige Williams United Real Estate Louisville

    279 Persimmon Ridge Dr, Louisville, KY 40245
  • /39

    $749,800

    • 5 Beds
    • 3 Baths
    • 3,560 Sq Ft

    6619 Heritage Hills Dr, Crestwood, KY 40014

    Incredible New Construction in Crestwood! The open-concept main level features soaring 18-ft vaulted ceilings, a floor-to-ceiling stone fireplace, rich LVP flooring, and a gourmet kitchen with quartz countertops, large island, GE appliances, wall oven/microwave, and custom backsplash. The primary suite offers a spa bath with soaking tub, custom tile shower, dual quartz vanity and walk-in closet.

    Fred Levein THINK Real Estate LLC

    6619 Heritage Hills Dr, Crestwood, KY 40014
  • /78

    $998,000

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

    2005 Oakshade Ct, Crestwood, KY 40014

    A Crestwood Masterpiece Where Luxury Meets Comfort Built just seven years ago with an uncompromising eye for detail, this exceptional estate rests on 1.27 meticulously landscaped acres in the sought-after community of Crestwood — with top-rated Oldham County schools right at your fingertips. From the moment you arrive, the stone-and-brick façade, lush gardens, and artful hardscaping set an

    Chandler Dale Covenant Realty LLC

    2005 Oakshade Ct, Crestwood, KY 40014
  • /58

    $679,900

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

    3802 Carriage Hill Dr, Crestwood, KY 40014

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

    The Price Group Keller Williams Collective

    3802 Carriage Hill Dr, Crestwood, KY 40014
  • /35

    $614,900 New Construction

    • 4 Beds
    • 4 Baths
    • 3,161 Sq Ft

    Washington Plan at Royal Oaks, Crestwood, KY 40014

    This stunning new construction home boasts a spacious 3,161 square feet, providing ample space for luxurious living. As you enter, the grandeur of the home unfolds in a two-story foyer with a majestic staircase, setting the tone for the elegance that awaits.The main floor features a large primary bedroom that serves as a peaceful retreat. The ensuite bathroom is a spa-like oasis with a separate

    Elite Homes Builder
    6635 Gibson Way Unit 36458129, Crestwood, KY 40014
  • /15

    $394,500 Open House 12/07

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

    3921 W Highway 22, Crestwood, KY 40014

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

    Donna Mink Mink Realty

    3921 W Highway 22, Crestwood, KY 40014
  • /30

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,671 Sq Ft

    9209 Foxtail Ct, Crestwood, KY 40014

    Nestled in the heart of Crestwood, this classic bi-level offers both charm and function in one of Oldham County's most desirable locations. With a newer roof (2024) and a newly added privacy fence, this property is move-in ready for your enjoyment. Inside, you'll find an open floor plan with a spacious living room & a bright kitchen that flows naturally into dining & features plenty of natural

    Kyle Elmore White Picket Real Estate

    9209 Foxtail Ct, Crestwood, KY 40014
  • /31

    $399,900

    • 4 Beds
    • 2 Baths
    • 3,026 Sq Ft

    6906 Clore Ln, Crestwood, KY 40014

    Discover this beautiful 4-bed, 2-bath log cabin in Crestwood, KY, blending rustic charm with modern comfort. Warm wood tones, exposed beams, and a cozy stone fireplace create an inviting atmosphere. The open living and kitchen areas offer great flow, while spacious bedrooms provide flexibility for family or office needs. Enjoy peaceful nature views from the covered porch and deck. Located moments

    Karan Singh 85W Real Estate

    6906 Clore Ln, Crestwood, KY 40014
  • /16

    $185,000

    • 3 Beds
    • 1 Bath
    • 930 Sq Ft

    7705 Fraziertown Rd, Pewee Valley, KY 40056

    Welcome home to this beautifully refreshed 3-bedroom, 1-bath ranch nestled in the heart of Pewee Valley! Step inside to find brand new flooring and freshly painted walls that create a bright, inviting feel throughout. The kitchen has been fully updated with sleek new cabinets, modern fixtures, and stylish finishes, making it perfect for cooking and entertaining. The bathroom has also been

    Katherine DeNardi-Grant Cornerstone Group REALTORS

    7705 Fraziertown Rd, Pewee Valley, KY 40056
  • /34

    $515,000

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

    3205 Lake Pointe Ct, Crestwood, KY 40014

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

    Adam Borders Keller Williams Collective

    3205 Lake Pointe Ct, Crestwood, KY 40014
  • /28

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    6108 Potts Ln, Crestwood, KY 40014

    This move-in-ready single-story home is in the highly rated Oldham County School District. It features 3 bedrooms, 2 full baths and a flexible bonus room perfect. Enjoy a new metal roof, new kitchen and laundry appliances, new flooring and a large fenced yard. No HOA, quiet dead-end street and close to schools, shopping, restaurants and I-71.

    Derek Eisenberg Continental Real Estate Group, Inc

    6108 Potts Ln, Crestwood, KY 40014
  • /49

    $475,000

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

    7604 Briarwood Dr, Crestwood, KY 40014

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

    Daren Bailey Coldwell Banker McMahan

    7604 Briarwood Dr, Crestwood, KY 40014
  • /76

    $825,000

    • 4 Beds
    • 4.5 Baths
    • 4,589 Sq Ft

    6115 Winkler Rd, Crestwood, KY 40014

    Luxury Living in Briar Hill Estates! Don't miss this custom-built gem in Crestwood's premier neighborhood, home to top-rated Oldham County schools. Featuring 4 bedrooms, 4.5 baths, and a spacious walkout basement with room to expand, this home is perfect for any stage of life. Crafted for comfort and efficiency, it boasts a geothermal HVAC, Energy Star rating, whole-house air purification, and

    Jason Wade Parkside Realty

    6115 Winkler Rd, Crestwood, KY 40014
  • /94

    $1,170,000

    • 5 Beds
    • 4.5 Baths
    • 4,505 Sq Ft

    6293 Clore Ln, Crestwood, KY 40014

    Motivated Sellers! Come view this former Homearama featured home, absolutely packed with upgrades galore! As you enter this 5-bedroom 4.5 bathroom home, you'll see a soaring ceiling in the inviting and open floor plan living room with a fireplace. The kitchen was built with GE Cafe appliances and seemingly endless counterspace. Next to the kitchen is a huge walk-in pantry and stately laundry room

    Bobby Pinkston RE/MAX Premier Properties

    6293 Clore Ln, Crestwood, KY 40014
  • /87

    $998,900

    • 5 Beds
    • 4.5 Baths
    • 5,393 Sq Ft

    7005 Quarry Dr, Crestwood, KY 40014

    Welcome to your new dream home! Located in the prestigious Oldham County, this beautifully maintained residence sits on a spacious corner lot in the upscale subdivision of Becker Quarry. Upon stepping inside, you are greeted with a grand open-concept layout with high vaulted ceilings and oversized windows that flood the main floor with natural light. You can also appreciate the uninterrupted

    Keisha Taylor The Collective Realty Co.

    7005 Quarry Dr, Crestwood, KY 40014
  • /72

    $1,125,000

    • 5 Beds
    • 4.5 Baths
    • 4,549 Sq Ft

    6001 Brentwood Dr, Crestwood, KY 40014

    Welcome to one of Brentwood's most coveted estates, nestled in the highly sought-after Brentwood subdivision and served by award-winning Oldham County schools. This exceptional 5-bedroom, 4.5-bath residence showcases timeless craftsmanship, sophisticated design, and luxurious finishes throughout. From the moment you enter, you're greeted by 10-foot ceilings, 71⁄4-inch trim, and 8-foot solid core

    Gary Aronov Real Estate Go To

    6001 Brentwood Dr, Crestwood, KY 40014
  • /32

    $237,900

    • 2 Beds
    • 2 Baths
    • 1,507 Sq Ft

    6500 Matalin Place Unit 310, Crestwood, KY 40014

    Spacious 2BR + 1 Office Condo with Scenic Views in Madison Park - Crestwood's Premier Condo CommunityWelcome to 6500 Matalin Place Unit 310, an exceptional residence in the sought-after Madison Park Condominiums of Crestwood. Offering 1,507 sq. ft. - the largest floor plan in the entire community - this beautiful 2-bedroom, 2-bath home also includes a versatile office or flex room that can

    Mark Waggoner Semonin Realtors

    6500 Matalin Place Unit 310, Crestwood, KY 40014
  • /63

    $822,500

    • 5 Beds
    • 3 Baths
    • 3,100 Sq Ft

    207 Cherry Hill Rd, Pewee Valley, KY 40056

    Tucked away in the heart of highly sought-after Pewee Valley, this brand-new construction offers an impressive blend of timeless craftsmanship and modern design. The all brick-and-stone walkout ranch sits on a private, wooded .76-acre lot, giving you the rare combination of space, privacy, and convenience. Step inside through custom double wood entry doors to find soaring ceilings, abundant

    Shaun Wallace 1 Percent Lists Purple Door

    207 Cherry Hill Rd, Pewee Valley, KY 40056
  • /59

    $529,000

    • 5 Beds
    • 2 Baths
    • 3,096 Sq Ft

    100 Ash Ave, Pewee Valley, KY 40056

    Move in ready! This beautiful home has been updated recently with double pane, energy efficient windows on the entire home, a new electric panel, 2 AC units (2023), replaced/updated front porch, new stainless steel appliances (range, fridge & microwave), new carpet throughout, new driveway, and fresh paint. Washburn House sits on 1.68 acres at the corner of Ash Avenue & Lagrange Road. This

    Jimmy Welch Team Keller Williams Collective

    100 Ash Ave, Pewee Valley, KY 40056
  • /82

    $494,500

    • 5 Beds
    • 2 Baths
    • 2,722 Sq Ft

    138 Rollington Rd, Pewee Valley, KY 40056

    GREAT LOCATION! HISTORIC HOME in Pewee Valley!! Welcome to 138 Rollington Rd., built circa 1870 in an early Kentucky Pioneer community originally known as Rollington (Circa 1790) Located on spacious 1.35 Acre lot just off Central Avenue and Hwy 22, Ballardsville Rd., this home only a few minutes from the Gene Snyder Freeway and Louisville. Step inside the vintage entry foyer that has greeted

    Steve Hall Homepage Realty

    138 Rollington Rd, Pewee Valley, KY 40056
  • /58

    $1,650,000

    • 5 Beds
    • 4.5 Baths
    • 5,870 Sq Ft

    7203 Sunset Ln, Crestwood, KY 40014

    Stunning New Construction Home - Featured in Homearama 2025Experience exceptional craftsmanship and timeless luxury in this brand-new custom-built masterpiece, proudly featured in Homearama 2025. Created by the award-winning team of Lisa Lynn Designs and Windmark Homes, this home is a rare blend of elegance, innovation, and thoughtful design.Nestled on a beautiful one-acre lot in

    Mark Church The Breland Group

    7203 Sunset Ln, Crestwood, KY 40014
  • /30

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,522 Sq Ft

    2915 W State Highway 22, Crestwood, KY 40014

    Cape Cod on 3.6 Acres This well-kept Cape Cod home offers just over 1,500 sq. ft. of comfortable living space, featuring 3 bedrooms and 1 full bath. The main level includes a welcoming living room, cozy den, dining area, spacious kitchen, a bedroom, and a full bath. Upstairs, you'll find two additional bedrooms plus a versatile bonus space perfect for a home office, craft room, or playroom. Enjoy

    William Hahn Hahn Realty

    2915 W State Highway 22, Crestwood, KY 40014
  • /5

    $200,000

    • Land
    • 1 Acre
    • $200,000 per Acre

    5504 Farmhouse Dr, Crestwood, KY 40014

    Beautiful pond view lot in Farmhouse Estates! Come build the home of your dreams with the builder you choose! Excellent fallaway ready for you to build your dream home! Nice mature trees and great views. The pond makes for a private rear yard. This is a great neighborhood in an excellent location with strong home values!

    Patrick Pollard Pollard Realty

    5504 Farmhouse Dr, Crestwood, KY 40014
  • /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
  • /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
  • /55

    $499,000

    • 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
  • /5

    $375,000

    • Land
    • 5.45 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
  • /44

    $750,000

    • 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
  • /4

    $3,504,000

    • Land
    • 61.4 Acres
    • $57,068 per Acre

    16-00-00-2 Clore Ln, Crestwood, KY 40014

    Over 60 acres of private unrestricted acres! A rare find in Oldham County Kentucky! just 10 minutes to Louisville and Eastern Jefferson County! This 61.4 acres is located just off I-71 Exit 14 and is a wooded private heavenly retreat with hiking trails, campsites, picnic area and even Long Creek frontage with multiple water falls and fishing holes. This Blueline Stream frontage is over 1800 feet

    Steve Hall Homepage Realty

    16-00-00-2 Clore Ln, Crestwood, KY 40014
  • /51

    $585,900

    • 4 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    7001 Stable Ct, Crestwood, KY 40014

    Beautifully detailed, new construction, 4 BR home by Ellis & Ellis Construction in Oldham Co. on one acre! Sitting back from the road with stream and woods on small cul da sac for tranquil living. Primary BR and bath on main level with 3 BR's and full bath on 2nd level. Open living/kitchen has a gas FP with buit ins along with Cairo Oak flooring. Kitchen has 42'' soft close cabinets and granite

    Mindy Parrish Coldwell Banker McMahan

    7001 Stable Ct, Crestwood, KY 40014
  • /18

    $595,000

    • 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
  • /5

    $399,000

    • 4 Beds
    • 3 Baths
    • 3,568 Sq Ft

    3400 S Camden Ln, Crestwood, KY 40014

    Investment Opportunity: Spacious Home on 4.97 Acres Prime Property with Development Potential.Attention Investors!!Discover a unique investment opportunity with this expansive home set on a 4.97-acre lot. Whether you're looking to restore this home to its former splendor, invest for future development, or simply enjoy the space and privacy of nearly five acres, this property offers

    Michael Frank Eline Realty Company

    3400 S Camden Ln, Crestwood, KY 40014

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