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

4307 Wendy Hills Dr, Crestwood
$265,000
3 Beds ⋅ 1 Baths ⋅ 1732654 MLS
Welcome home to this well-maintained three-bedroom ranch in desirable Oldham County! Natural light fills the home, creating a warm and inviting atmosphere. Recent updates include new flooring and fresh paint in the kitchen, living room, hallway, and laundry area, along with new flooring in the bedrooms. Thoughtful features include a convenient laundry chute in the bathroom and a gas fireplace. The spacious 2.5-car garage with built-in shelving includes two additional rooms in the back, offering extra space for an office, game room, hobbies, or projects. Enjoy the outdoors with plenty of room for entertaining, and relaxing. This wonderful home offers comfort, convenience, and space to make it your own. Come see it for yourself!

4307 Wendy Hills Dr, Crestwood

Listing courtesy of Finish Line Realty LLC.

4620 Grand Dell Dr, Crestwood
$699,900
4 Beds ⋅ 4 Baths ⋅ 1732653 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.

7518 Floydsburg Rd, Crestwood
$240,000
3 Beds ⋅ 3 Baths ⋅ 1732642 MLS
A Great Opportunity in Crestwood! Brick Home on Nearly Half an Acre! Discover the possibilities at 7518 Floydsburg Road in Crestwood! Situated on a spacious corner lot of nearly half an acre, this two-story brick home offers approximately 1,800 square feet of finished living space, 3 bedrooms, 2.5 baths, and a partially finished basement. With classic brick construction, solid bones, and a detached 2.5-car garage, this property offers plenty of appealing features and an opportunity to make it your own. The generous lot provides room to enjoy outdoor living, while the garage offers additional space for parking, storage, hobbies, or a workshop. Thoughtfully priced to reflect the property's current condition, this home presents an opportunity for buyers to personalize, update, and add value. Whether you're an investor looking for your next project or a buyer ready to bring your own vision to life, this property offers plenty of possibilities in desirable Oldham County. Come explore the potential and envision what you can create at 7518 Floydsburg Road!

7518 Floydsburg Rd, Crestwood

Listing courtesy of Realty Advanced.

7304 Park Vue Dr, Crestwood
$289,900
2 Beds ⋅ 2 Baths ⋅ 1732613 MLS
Affordable new construction, attached garage in new development, close to EVERYTHING! Across from the beautiful, 20 acre Maples Park that features a walking trail, dog area, and amphitheater. Very spacious with the "farmhouse" look.

7304 Park Vue Dr, Crestwood

Listing courtesy of RE/MAX Real Estate Champions.

6311 Breeze Hill Rd, Crestwood
$680,000
4 Beds ⋅ 5 Baths ⋅ 1732372 MLS
Discover refined living at 6311 Breeze Hill Road in Crestwood. This stately two-story residence offers 4 bedrooms, 4 full baths and 1 half bath, complemented by a beautifully finished walkout lower level. Gleaming hardwood floors grace the first floor, where the great room is anchored by an elegant gas fireplace. The primary suite is a true retreat, with a generously proportioned bedroom, an expansive walk-in closet and a spacious ensuite bath. Upstairs, three additional bedrooms include two connected by a Jack-and-Jill bath and one with its own private ensuite. The finished walkout basement offers a second great room with its own gas fireplace and seamless access to the grounds, an ideal setting for entertaining, guests, fitness or a private office. An impressive 3-car attached garage plus a separate 2-car detached garage offer exceptional space for collector vehicles, a workshop or storage. Outdoors, the deck overlooks a tranquil, shaded lot. Arrange your private showing today. Briar Hill Park is in the front of the neighborhood. It offers a playground, tennis/pickleball courts, basketball courts, hiking and biking trails.

6311 Breeze Hill Rd, Crestwood

Listing courtesy of Coldwell Banker McMahan.

3002 Log Cabin Ct, Crestwood
$460,000
3 Beds ⋅ 3 Baths ⋅ 1732162 MLS
Lovely 3-bedroom, 3-full-bath Ranch in Oldham County offering an open floor plan and walkout basement, situated on 1+ acre. The updated kitchen features new granite countertops and additional wall of cabinetry for extra storage. New hardwood flooring enhances the great room, hallway, and bedrooms. Enjoy the wood-burning fireplace in the great room, a covered deck with composite flooring, and spacious, tree-lined backyard. The lower level includes a flex room with full bath, laundry room (washer & dryer remains), and 2-car garage with work area. Roof replaced in 2017. Hobbyists will appreciate the 20' x 20' metal pole barn with insulated walls, concrete floor, and electricity. Separate garden shed located in backyard. A wonderful combination of comfortable living and outdoor enjoyment.

3002 Log Cabin Ct, Crestwood

Listing courtesy of RE/MAX Real Estate Champions.

2003 Oakshade Ct, Crestwood
$689,900
5 Beds ⋅ 4 Baths ⋅ 1732132 MLS
Welcome home to 2003 OakShade Court, a spacious Craftsman-style home nestled on 1.35 acres in the desirable Grand Oaks subdivision of Crestwood. Located on a quiet cul-de-sac, this five-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, space, and peaceful country living. The inviting open-concept layout is ideal for everyday living and entertaining, while the kitchen features beautiful granite countertops plus the added convenience of a first floor primary bedroom. The second floor offers 3 additional bedrooms and full bath. An added bonus is also a flex space that could be a play room or teen hangout. The finished walkout basement adds an additional family room, bedroom, and bath, perfect for overnight guests or anyone seeking a comfortable space of their own. Step outside onto the back deck and enjoy the wooded backdrop and tranquil sounds of a water feature from a pond on the neighboring property, creating a peaceful and relaxing backyard setting. A tractor garage provides convenient space for lawn equipment, tools, and additional storage. Grand Oaks residents also enjoy access to a neighborhood lake and pond with docks for fishing and relaxing by the water. Surrounded by natural beauty yet conveniently close to shopping, dining, award winning schools, and everyday amenities. This property offers room to spread out without sacrificing convenience.

2003 Oakshade Ct, Crestwood

Listing courtesy of Coldwell Banker McMahan.

7001 Middlebrook Dr, Crestwood
$1,091,908
2 Beds ⋅ 3 Baths ⋅ 1731967 MLS
Modern farmhouse featuring 2,070 sf on the main floor plus an optional loft. 9' ceilings, a vaulted living room, open kitchen/dining, and a private primary suite. RV garage with 14' walls and an unfinished basement w/ rough ins. Quality design and craftsmanship in newly developed neighborhood.

7001 Middlebrook Dr, Crestwood

Listing courtesy of RE/MAX Real Estate Champions.

7711 Commonwealth Dr, Crestwood
$375,000
3 Beds ⋅ 2 Baths ⋅ 1731909 MLS
Perfectly situated on a sprawling 1.34 acre lot in Kentucky Acres, this Crestwood home offers the perfect balance of indoor comfort and outdoor freedom. Located just minutes from town conveniences and within Award-Winning Oldham County School District, you have a private retreat and amenities just a short distance away. Inside your 3 bedroom, 2 bath home, the foyer welcomes you to take a load off with a convenient coat rack and cubbies and relax in your living room. Open to a formal dining room, you have the ideal layout for dinner parties and upcoming holiday gatherings. Continue through to the eat-in kitchen with peninsula for extra seating, as well as a breakfast nook with bay windows overlooking the scenic backyard. You'll love to unwind in the adjoining family room, vaulted with beautiful, exposed beams and a warm fireplace. You have easy access to your back deck, allowing you to enjoy a nice flow of indoor and outdoor entertainment and dining. Down the hall, your primary bedroom offers an ensuite bathroom, laundry room, and large walk-in closet. Two additional generously-sized bedrooms share a nice hall bathroom. Outdoors, you'll love spending time on the back deck that overlooks your expansive fenced-in yard. With endless possibilities for gardening, outdoor entertainment, or simply enjoying your own private retreat, you may never want to leave home. For additional peace of mind, updates include a brand new HVAC (2026), new effluent pump (2025), new breaker box (2024), and much more! Kentucky Acres is a quiet community and perfectly situated within the realm of country living, yet not far from W. Mt Zion Rd, giving you easy access to Louisville amenities while providing all of the charm that Crestwood offers. Schedule your private showing today!

7711 Commonwealth Dr, Crestwood

Listing courtesy of Keller Williams Collective.

6920 Floyds Ridge Ct, Crestwood
$750,000
5 Beds ⋅ 4 Baths ⋅ 1731905 MLS
How rare to stumble upon new construction that's move-in ready with no wait! Welcome to 6920 Floyds Ridge Court in the lovely subdivision of Royal Oaks in Oldham County. The Revere floor plan from Elite Builders is an exceptional one, boasting a moderately open flow with high ceilings, walls of windows, and a rear that overlooks the woods of Floyds Fork. Set at the end of a cul de sac, the curb appeal here may be the prettiest on the street, with softly variegated beige brick and extra-tall double front doors. The covered entry is recessed and stately. Stepping inside, soaring ceiling height in the entryway couples with the glass front doors (with privacy screening) and a second-level window to welcome family and guests alike into a space that's bright and beautiful. The formal dining area is just inside and to the right, overlooking the front yard. This room is spacious enough for the largest dining furniture, but could just as happily serve as a private home office space. Wide, blonde plank floors run throughout the first floor and lead to the incredible great room. The open staircase and a wall of windows over looking Floyds Fork provide two gorgeous focal points, while a fireplace wall just begs for nights cozied up on the sofa in front of the fire as Kentucky's soft, winter weather begins to settle in. Adjacent to this space, the open kitchen and a second dining area are an entertainer's dream; light, white cabinetry, gas cooktop, wall oven and dual pantries provide the space and the functionality for dinners of any size and any fashion. The dining area has glass doors opening to the elevated rear deck, where dinner parties can extend to the outside (just imagine Thanksgiving coffee and dessert under the stars, wrapped in a blanket). The primary suite stretches along the left side of the first floor, promising privacy from the secondary bedrooms as well as easy accessibility. When it's new motorized shades are open, the primary bedroom overlooks the rear yard and the treetops beyond, and its Southern-facing windows allow for soft light both in the morning and evening. The en suite bath is spa-like, with an enormous step-in shower with bench and glass door. The dual-sink vanity is extra-wide, providing ample storage, while the lighter wood cabinetry offers visual warmth. A private water closet, linen closet, and incredibly spacious walk-in closet round out the space. This spacious suite opens to the laundry room (with shelving for supply storage as well as a small storage closet), which walks through to the front hall. Here, built-in cabinetry provides the perfect drop zone, while a nicely appointed powder room rounds out the first floor. Upstairs, a catwalk-like hallway leads to three additional bedrooms, all with ample closet space. These spaces share a hall bath, with extra-wide vanity and a tub/shower and toilet space tucked behind a door for privacy. Walk-in attic access is accessible on this level. The finished walk-out basement is an incredible feature, and one not often found in freshly finished new construction. A large family room spans most of the space and walks out to the rear yard. A fifth true bedroom is here (currently used as a home gym), and opens Jack-and-Jill style to a full bath that has a tub/shower combo and linen storage. For those wanting to move into Oldham County without losing easy access to the interstates surrounding Louisville Metro, Royal Oaks is just the ticket. Minutes away from the Gene Snyder, and halfway between I-64 or I-71 via Old Henry Road, the location offers convenience as well as privacy along the farm-dotted roads of Crestwood, but it's the "new" of this house that will really wow you. With multiple warranties still in place, thoughtful finishes, and an expansive footprint, you're guaranteed to be welcomed home.

6920 Floyds Ridge Ct, Crestwood

Listing courtesy of Semonin Realtors.

6618 Heritage Hills Dr, Crestwood
$530,000
3 Beds ⋅ 3 Baths ⋅ 1731878 MLS
Welcome to 6618 Heritage Hills in Crestwood, Kentucky! This beautiful all-brick home offers 3 bedrooms, 2.5 bathrooms, and an ideal combination of comfort, functionality, and convenience! Built just 8 years ago, this home offers the appeal of newer construction and flexible living space. The partially finished basement provides additional room to enjoy, while the unfinished portion offers plenty of space for future expansion, a home gym, hobby area, or valuable storage. Located in the highly regarded Oldham County School District and approximately 10 minutes from the Gene Snyder Freeway (I-265), this home offers convenient access to Louisville-area shopping, dining, and everyday amenities while enjoying its Crestwood setting. With timeless brick construction, versatile living space, and a convenient location, this home has so much to offer. Schedule your private showing today and discover the possibilities!

6618 Heritage Hills Dr, Crestwood

Listing courtesy of 85W Real Estate.

6705 Robin Rd, Crestwood
$275,000
3 Beds ⋅ 1 Baths ⋅ 1731772 MLS
Charming 3-bedroom, 1.5-bath ranch in Clore Crest, just over the Jefferson County line in Crestwood (Oldham County). This 1,075 sq ft home, built in 1975, offers a family room, a roomy kitchen, and a separate laundry room. The primary bedroom has its own attached half bath. Out back, a fully fenced yard backs up to the South Oldham Library. Zoned for Crestwood Elementary.

6705 Robin Rd, Crestwood

Listing courtesy of White Picket Real Estate.

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