Crestwood Real Estate

Crestwood Real Estate

Welcome to Crestwood, Kentucky – a hidden gem nestled in the heart of Oldham County! This charming city offers a delightful blend of suburban tranquility and vibrant community spirit, making it an ideal place for families, young professionals, and retirees alike.

Crestwood is renowned for its picturesque landscapes, featuring lush greenery and rolling hills that create a serene backdrop for daily life. The area boasts a variety of parks and recreational facilities, perfect for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, Crestwood’s scenic trails and well-maintained parks cater to all ages.

The city is also home to a strong sense of community, with numerous local events and festivals that bring residents together throughout the year. From seasonal farmers' markets to holiday celebrations, there’s always something happening in Crestwood that fosters connection and camaraderie among neighbors.

Crestwood’s excellent school system, including the highly regarded Oldham County Schools, makes it a top choice for families seeking quality education for their children. The city is conveniently located near major highways, providing easy access to nearby cities like Louisville, where you can explore a wealth of dining, shopping, and entertainment options.

With its charming neighborhoods, friendly atmosphere, and strong community ties, Crestwood, KY, is more than just a place to live – it’s a place to call home. Come discover the warmth and beauty of Crestwood, where your dream lifestyle awaits!

Newest Listings in Crestwood

$1,225,000
4 Beds ⋅ 3 Baths ⋅ 1728890 MLS
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 clean modern design with functional everyday living.

5603 Farmhouse Dr Unit Lot 21, Crestwood

Listing courtesy of RE/MAX Real Estate Champions.

$539,000
4 Beds ⋅ 3 Baths ⋅ 1728849 MLS
Welcome to 7400 Abbott Lane, where classic character meets fresh updates in one of Oldham County's most desirable settings! Situated on 1.17 acres, this recently updated home offers fantastic curb appeal, plenty of space, and a setting that truly feels special. Inside, you'll find approximately 3,004 square feet with 4 bedrooms and 3 full bathrooms, including a convenient first-floor primary suite, along with spacious living and gathering areas throughout. The previous listing also highlights the home's historic farmhouse character, covered porch spaces, original hardwood features, and multiple fireplaces. Outside, the generous lot provides the privacy and breathing room buyers are looking for while still keeping you close to Crestwood conveniences, shopping, dining, and easy access to I-71. With its combination of acreage, character, recent improvements, and access to Oldham County Schools, this is a unique opportunity to enjoy prime Oldham County living in a property that stands apart from the typical neighborhood home.

7400 Abbott Ln, Crestwood

Listing courtesy of DREAM J P Pirtle REALTORS.

$359,000
3 Beds ⋅ 2 Baths ⋅ 1728763 MLS
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 walk-in shower; primary bath with Kohler, Delta, TOTO fixtures. Tiled fireplace surround, widened doorways, new doors and trim, fresh paint, three added closets, basement updates, concrete porch, professional landscaping. New roof (2025); basement waterproofed by United Dynamics with new sump pump (2026). Rare turn-key acreage 20 minutes to Louisville. Schedule your showing today.

3921 W Highway 22, Crestwood

Listing courtesy of OPTL Realty.

$549,900
4 Beds ⋅ 2 Baths ⋅ 1728727 MLS
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 eat-in area, with a formal dining room off the foyer. A split plan puts the primary on its own side of the house, away from the secondary bedrooms, with a walk-in closet, jetted tub, tiled glass shower, and double vanity. The walkout basement adds a fourth bedroom and family room opening to the patio. Updated HVAC, fresh paint inside and out, newly sealed drive, deck over a level yard.

4402 Abbott Grove Dr, Crestwood

Listing courtesy of THRIVE Realty.

$1,350,000
4 Beds ⋅ 5 Baths ⋅ 1728725 MLS
Currently under construction in the highly sought-after Brentwood community, this exceptional custom home offers the opportunity to enjoy luxury living in the award-winning Oldham County School District. Situated on a beautiful 1.04-acre homesite with room for a future pool, this thoughtfully designed residence blends timeless architecture with modern functionality. The open-concept main level is anchored by a stunning custom kitchen featuring a spacious walk-in pantry, separate catering/prep kitchen, and dedicated workstation, perfect for everyday organization, entertaining, and hosting on any scale. Expansive living spaces flow seamlessly to the covered Trex deck overlooking the private backyard, extending your living space outdoors. The first-floor primary suite is designed as a private retreat and is complemented by direct access to the main laundry room through the primary closet for everyday convenience. A second laundry room upstairs serves three generously sized ensuite bedrooms, each offering private baths, along with a spacious bonus room ideal as a media room, playroom, or second family room. The unfinished walkout basement provides incredible flexibility with the potential for a fifth bedroom, full bath, family room, and office, fitness room, or customized entertaining area. Additional highlights include a three-car side-entry garage, exceptional craftsmanship throughout, and an ideal blend of luxury finishes and practical design. Rarely does new construction offer this level of thoughtful planning in one of Crestwood's premier neighborhoods.

7208 Sunset Ln, Crestwood

Listing courtesy of simpler.realestate.

$415,000
3 Beds ⋅ 3 Baths ⋅ 1728699 MLS
Welcome to 9534 Poplar Hill Dr, a 3 bed, 2.5-bath home in the desirable Poplar Hill subdivision! Offering 2,652 square feet of finished living space, this home combines traditional charm with comfortable, versatile living spaces throughout. Step inside to a welcoming foyer and a bright, spacious main level featuring a comfortable living room with a gas fireplace, dining room, and inviting eat-in kitchen. The kitchen offers abundant cabinetry, generous counter space, island, and plenty of natural light. A convenient first-floor laundry and half bath finishes up the main level. Upstairs, you'll find the spacious primary suite with a private bath and two walk in closets. You'll also find the other 2 bedrooms and full bath. The finished basement significantly expands the home's living space with a large den, craft or hobby room, and additional storage. Outside, enjoy the level, fenced-in yard, spacious deck, and covered front porch. Mature landscaping and a private wooded backdrop create a peaceful setting for relaxing or entertaining. An attached two-car garage provides convenient parking and additional storage. Come see all this inviting home has to offer!

9534 Poplar Hill Dr, Crestwood

Listing courtesy of Nest Realty.

$445,000
5 Beds ⋅ 3 Baths ⋅ 1728663 MLS
MOVE IN READY!! Welcome home to this beautiful brick home in highly desired Oldham County! This home features an inviting open-concept floor plan that effortlessly connects the spacious living room, dining area, and well-equipped kitchen perfect for everyday living and entertaining alike. The main-level primary suite offers a spacious en-suite bathroom including a jet soaking tub and large walk in closet. Upstairs, you'll find five large bedrooms and a full bathroom. Step outside and unwind on the deck overlooking peaceful wooded views, offering the perfect setting for morning coffee, evening relaxation, or gatherings. Completing the home is a convenient two-car attached garage with direct access to the first-floor laundry room. This home offers the perfect blend of modern convenience and serene living. This home is located down the street from Maple Park which includes splash pad, playground, walking trail and is also close to restaurants and shopping! Schedule your private showing today!

8003 Williamsgate Cir, Crestwood

Listing courtesy of EXP Realty LLC.

$450,000
3 Beds ⋅ 3 Baths ⋅ 1724416 MLS
Welcome to 9524 Poplar Hill Drive in Crestwood! This 3-bedroom, 2.5-bath home offers 1,847 square feet above grade plus additional space in the basement, giving you plenty of room to live, work and grow. Recent updates include new flooring throughout, a newer HVAC system, water heater and refrigerator. Outside, a large two-tier deck overlooks the fully fenced backyard, creating a great setup for outdoor dining, entertaining or simply enjoying the extra space. Garden beds, including a raised bed beside the deck, are already in place for anyone ready to put their green thumb to work. The basement adds even more flexibility with a small finished bonus room plus 722 square feet of unfinished space ready for storage, hobbies, a workshop or future finishing. An attached garage adds everyday convenience. Located on a quiet, low-traffic street with convenient access to commuter routes, parks and green space, this Crestwood home also offers access to Oldham County Schools. With thoughtful updates, flexible living space and an outdoor area designed to be enjoyed, 9524 Poplar Hill Drive is ready for its next chapter.

9524 Poplar Hill Dr, Crestwood

Listing courtesy of Keller Williams Collective.

$659,999
5 Beds ⋅ 4 Baths ⋅ 1728585 MLS
"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 including a Brand New Roof, New HVAC system, New Kitchen cabinets and Quartz Countertops, all New Stainless Steel Appliances and so much more. The master suite is a complete oasis with two separate walking closets and its private en-suite bathroom which offers a modern free-standing tub and a separate glass shower for extra comfort. There is a hidden surprise room in the basement behind the bookshelves for storm shelter or anything else you can think. Complete with an attached 2-car garage, this rare property delivers luxury, land, and an unforgettable setting!

3815 Carriage Pointe Dr, Crestwood

Listing courtesy of Americus Realty Group.

$699,900
5 Beds ⋅ 3 Baths ⋅ 1728355 MLS
Builder Incentives of $10,000-$30,000 Available with an Acceptable Offer! Tailor your purchase with a negotiated price reduction, mortgage interest-rate buy-down, closing-cost assistance, completion of a custom basement wet bar, or a combination. The total incentive package depends on the purchase price, requested improvements, other concessions, and net proceeds to the seller. Financing-related incentives are subject to lender approval and loan-program limits. Homebuyers and real estate agents are invited to contact the listing agent, schedule a private showing, or visit an open house to explore the home and discuss available incentive options. Owner is a licensed real estate agent. Designed for the way people live today, this custom new-construction ranch combines welcoming open spaces, comfortable main-level living, and a flexible walkout lower level—all in a peaceful Crestwood setting convenient to shopping, dining, and everyday needs. At the heart of the home, the open kitchen, dining, and living areas come together beneath soaring 18-foot vaulted ceilings. A dramatic floor-to-ceiling stone fireplace anchors the space, while the oversized kitchen island becomes a natural gathering place for morning coffee, meals, homework, and entertaining. Quartz countertops, GE appliances, a wall oven and microwave, custom tile backsplash, and an electric cooktop with a gas line available for future conversion complete the kitchen. The main-level primary suite offers a private place to unwind, with a soaking tub, custom tile shower, dual quartz vanity, and spacious walk-in closet. Enjoy quiet mornings on the covered Trex front porch or relax and entertain on the covered rear patio, accessible from both the kitchen and primary suite. The walkout lower level adds two bedrooms, a full bath, and recreation space for guests, hobbies, or gatherings. A dedicated wet bar location offers an opportunity to personalize the space, with builder completion to the buyer's preferred design and finishes available as a negotiated upgrade. Quality extends beyond the visible finishes. The home features an open-span lower level with fewer support columns, products from established manufacturers, a Wi-Fi-enabled electric water heater with a 9-year manufacturer warranty, and a 7-year structural warranty for added peace of mind. Located in the South Oldham school area, the home offers the tranquility of Crestwood while remaining convenient to Brownsboro Road shopping, restaurants, schools, essential services, and planned future retail and commercial development in the Crestwood area.

6619 Heritage Hills Dr, Crestwood

Listing courtesy of Real Broker, LLC.

$760,000
4 Beds ⋅ 3 Baths ⋅ 1728292 MLS
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, private garden house, extra detached garage and custom fenced garden with incredible panoramic views of your old Kentucky Home! This is a must see to believe available for the first time ever since its build in 30 years by its only owners. Your very own living dollhouse on a picturesque lot offering private glassed sunrooms and front porches to gaze at the stunning land that surrounds you! Inside features over 3000 finished square feet, 4 bedrooms and 4 baths with custom carpentry and gorgeous hardwoods throughout! Enormous updated kitchen with granite counter tops, beautiful handcrafted carpentry and cabinetry, and stainless appliances. In the great room, cozy up all winter long to the wood burning fireplace with surrounding built ins. Unique for its time offering 2 glassed in porches off the back and side of house made for all seasons to enjoy . Large first floor laundry room and 2 car attached garage! Upstairs you will find another bonus area serving many functions with 3 bedrooms, 2 full baths and that's not all! The third floor has been completely renovated with enormous family room or bedroom, hardwoods, vaulted ceilings with tons of natural light and own full bath providing a unique element of layout functionality for any buyers varying needs. Recently updated mechanicals throughout and extra detached garage for storage and land maintenance. Unfinished walkout basement providing tons of additional storage! The beautiful above ground pool overlooks the amazing views of the entire backyard with its own garden and garden house and pond! Truly a breath of heaven with this rare Crestwood Oldham Co. find! Schedule your private showing today! You don't want to miss this incredible opportunity to own your forever home!

4620 Grand Dell Dr, Crestwood

Listing courtesy of Housing Associates.

$1,295,000
5 Beds ⋅ 4 Baths ⋅ 1728245 MLS
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 and double oven, a drawer microwave, large pantry with custom cabinets, quartz countertops, and floating shelves. It finishes out with a large trayed dining area. An office or guest bedroom is also located on the main level with double french doors opening to the entry and the living room. The Primary suite checks all the boxes with a vaulted beamed ceiling with chandelier, a large soaking tub and tiled shower with bench, an oversized primary closet and separate toilet room. The powder room has stylish wallpaper and a modern black furniture vanity with toekick lighting. Off the oversized 3 car garage you will find a mudroom area with expansive large black cubbies and hooks. The tiled laundry room has timeless navy cabinetry with a large granite sink and quartz countertops. The 2 large bedrooms are equipped with hardwood floors, ceiling fans, and walk-in closets. A double sink bathroom with tiled to ceiling bath/shower, and linen closet finish out the main living floor. The modern open stairs lead to a walkout basement finished with an open living area with luxury vinyl plank flooring, a custom bar with sconces, two bedrooms with large closets, and a full bathroom. There is plenty of additional space for a future finish in this large basement as well. You will enjoy outdoor living on this over 1 acre lot with a covered front porch AND a large rear covered deck and porch with a nice private yard. Upgraded with both a covered and uncovered deck, a walkout patio, extra large garage, and front irrigation. Construction completion by October. Hurry before this beauty is gone and all the Brentwood lots have been developed.

6496 Sunset Cir, Crestwood

Listing courtesy of Louisville Realty Group.

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