Crestwood Real Estate

Crestwood Real Estate

Welcome to Crestwood, a charming city nestled in the heart of Oldham County, Kentucky. Known for its picturesque landscapes and tight-knit community, Crestwood offers residents a perfect blend of small-town charm and modern convenience.

With its close proximity to Louisville, just a short drive away, Crestwood provides easy access to a wide range of amenities, including shopping, dining, and entertainment options. However, residents also enjoy the peace and tranquility of suburban living, with beautiful parks and green spaces scattered throughout the area.

Families are drawn to Crestwood for its top-rated schools and safe neighborhoods, making it an ideal place to raise children. The city also boasts a strong sense of community, with local events and festivals that bring residents together year-round.

For those who appreciate the outdoors, Crestwood offers plenty of opportunities for recreation, with hiking trails, golf courses, and scenic spots for picnicking or fishing. Whether you're looking to relax in nature or explore the local shops and restaurants, Crestwood has something for everyone.

Come discover the beauty and warmth of Crestwood, where small-town living meets modern convenience in the heart of Oldham County, Kentucky.

Newest Listings in Crestwood

5 Beds ⋅ 3 Baths ⋅ 1728908 MLS

If you've been searching for newer construction with acreage in Crestwood, 5700 Old Floydsburg Road offers a combination that's becoming increasingly difficult to find. Built in 2023 and situated on 1.30 acres, this 5-bedroom, 3-bath home offers plenty of space along with a layout that provides some interesting possibilities for its next owner. With few neighboring homes in sight and a privacy fence surrounding much of the property, the homesite offers a sense of separation that's hard to duplicate in a traditional neighborhood. Inside, you'll find generous living space and a large primary bedroom with plenty of room to create a comfortable retreat. Multiple bedrooms provide options for family, guests, a home office, hobbies, or whatever best fits your lifestyle. Upstairs may be one of the home's most versatile spaces. An expansive open loft-style room with its own full bath could function as a second primary suite, private guest quarters, a space for extended family, or an oversized bedroom with its own sitting or living area. For buyers looking for a home that can accommodate different living arrangements under one roof, this space opens up some great possibilities. Outside, the 1.30-acre lot gives you something that's increasingly hard to come by this close to Crestwood's everyday conveniences—room. Room for pets, a garden, outdoor entertaining, hobbies, or simply a little more distance between you and neighboring homes. A deck and separate sunroom add even more usable space, while the side-entry garage and separate outbuilding provide additional room for vehicles, lawn equipment, tools, storage, or recreational gear. The location keeps shopping, dining, schools, and everyday necessities within easy reach, while the acreage and limited neighboring homes give the property a character all its own. Five bedrooms, three full baths, 1.30 acres, newer construction, an outbuilding, and the potential for two separate primary suites—all in Crestwood. 5700 Old Floydsburg Road offers plenty of space and plenty of possibilities for its next owner.

5700 Old Floydsburg Rd, Crestwood

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

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

4 Beds ⋅ 4 Baths ⋅ 1728844 MLS

Welcome to this beautiful two story home in the highly sought after neighborhood Magnolia Place! Upon entering this home you will immediately the Teak wood flooring throughout the main level. First floor features an open floor plan with formal dining room, family room with stone accented wood burning fireplace and built-in book cases. Rear door leads to a spacious patio and large backyard great for entertaining. The large eat-in kitchen has beautiful white cabinets and island with granite counter tops. Off the kitchen you will find a half bath and laundry room with more cabinets for storage. All four bedrooms are located on the second level. The spacious primary bedroom features walk-in closet and a newly renovated bathroom. The shared hall bathroom with ceramic tiled flooring and double sink vanity. Two additional bedrooms also have walk-in closets. The finished basement has an office, full bathroom and closets for storage. A central-vac system covers the whole home. This home is nestled in a cul-de-sac, minutes to I-71 and Oldham county schools to top it off! What more can you ask for!

5602 Sundrop Pl, Crestwood

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

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

4 Beds ⋅ 5 Baths ⋅ 1728725 MLS

New 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

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

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

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

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

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

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