Crestwood

Crestwood, located in beautiful Oldham County, offers a welcoming community with a blend of suburban comfort and small-town charm. Known for its beautiful neighborhoods, local restaurants and shopping, Crestwood provides residents with a peaceful setting while maintaining convenient access to Louisville and surrounding areas.

"Crestwood is a wonderful place to call home, offering beautiful neighborhoods, highly regarded schools, plenty of outdoor recreation, and convenient access to Louisville. It’s a community where you can enjoy a quieter lifestyle without sacrificing everyday conveniences."

What's great about living in Crestwood?

01

Beautiful parks and outdoor recreation: Crestwood offers plenty of opportunities to enjoy the outdoors, including The Maples Park, which features walking paths, a playground, a sprayground, and open green spaces. Nearby parks and recreational areas provide even more opportunities for walking, biking, sports, and spending time with family.

02

Welcoming community and beautiful neighborhoods: Crestwood is known for its friendly atmosphere, attractive residential neighborhoods, and strong sense of community. Residents can enjoy a more relaxed suburban lifestyle while still being close to the restaurants, shopping, and entertainment options available throughout Oldham County and the greater Louisville area.

03

Highly regarded schools and convenient location: Crestwood is served by Oldham County Schools, making the area appealing to families seeking educational opportunities. With convenient access to Interstate 71 and major roadways, residents can easily travel to Louisville for work, dining, shopping, and entertainment while enjoying the benefits of living outside the city.

Newest Listings in Crestwood

2205 Outer Circle Dr, Crestwood
$450,000
3 Beds ⋅ 2 Baths ⋅ 1732002 MLS
Enjoy the Best of Oldham County Country Living! Set on over an acre of beautiful grounds, this inviting traditional home offers the perfect blend of peaceful country charm, everyday comfort, and convenient access to Louisville. Relax on the screened porch or one of the decks while overlooking mature shade trees, fruit trees and cattle grazing on the neighboring farm. With a one-year-old roof and numerous additional updates, this well-maintained home is ready to welcome its next owners. Inside, a gracious entry opens to a spacious formal living room and adjoining dining room, perfect for entertaining. The impressive family room features a cathedral ceiling with exposed wood beams and a gas-log fireplace, creating a warm and inviting gathering space. The kitchen offers beautiful custom ash cabinetry, abundant storage, room for a casual dining table, and appliances that can remain. A convenient main-level laundry room doubles as a pantry, with easy access to the kitchen and oversized two-car garage. The main-level bedroom wing includes a comfortable primary bedroom with walk-in closet, two additional bedrooms, and an updated full bath. All three bedrooms feature ceiling fans. The finished areas of the full basement provide exceptional flexibility, with a large family room, built-in bookshelves, space for a home office or hobbies, an impressive workshop, and abundant storage. Outdoor enthusiasts and gardeners will appreciate the spacious yard, established trees, and garden shed on a concrete pad for lawn equipment and tools. Whether you're enjoying a quiet morning on the screened porch, entertaining on the deck, or making the most of the surrounding countryside, this property delivers the lifestyle buyers love about Oldham County. Conveniently located just off S. Camden Lane, you'll enjoy easy access to shopping, dining, interstate connections, Louisville employment centers, and area activities, along with access to Oldham County schools. Discover the space, charm, and country lifestyle you've been looking for—with the conveniences of Louisville close at hand!

2205 Outer Circle Dr, Crestwood
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
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
3817 Wiano Dr, Crestwood
$250,000
3 Beds ⋅ 1 Baths ⋅ 1731904 MLS
Welcome home to this desirable 3-bedroom, 1 bathroom, ranch situated on a spacious corner lot in Lakewood Valley! This 1,050 sq ft home features a warm and inviting living room highlighted by a wood-burning fireplace. Enjoy peace of mind with new A/C, furnace, dishwasher, range, microwave, and living room floors that were installed in 2020. The 2.5-car garage offers plenty of room for vehicles, storage, or a workshop. Step outside to a large deck overlooking the above-ground pool and expansive fenced-in backyard —a great setup for entertaining, relaxing, or enjoying summer days at home. Enjoy the convenience of a Crestwood address with a location closer to La Grange, offering easy access to nearby shopping, dining, and everyday amenities. The best part is no HOA!

3817 Wiano Dr, Crestwood
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, gleaming quartz countertops, 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. 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 has quartz counters and 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, beautiful 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 quartz 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
6618 Heritage Hills Dr, Crestwood
$550,000
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
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
2019 Montfort Cir, Crestwood
$529,000
3 Beds ⋅ 3 Baths ⋅ 1731757 MLS
Discover the charm of this custom-built, one-owner home, lovingly maintained inside and out and situated on nearly 3.5 acres across two lots in a desirable Crestwood location. Surrounded by mature trees and beautifully landscaped grounds, this inviting property offers a peaceful setting with plenty of room to relax, garden, and enjoy the outdoors. Inside, the coveted first-floor primary bedroom suite offers the convenience and option of one-level living. The thoughtfully designed eat-in kitchen features a peninsula, roll-out shelving, a pull-out pantry, and abundant solid-wood cabinetry, creating a functional and welcoming space for everyday meals and entertaining. The main level also includes a comfortable living room, a separate dining room, a second full bathroom, and a cozy family room centered around a fireplace. Upstairs, two generously sized bedrooms and a full bathroom with a double vanity provide comfortable accommodations for family or guests. The finished basement expands your living options, with endless possibilities for a recreation room, home office, hobby area, or media space. Notable updates include HVAC replacement in 2024 and Andersen Renewal window replacements, adding to the home's appeal and long-term enjoyment. With its thoughtful design, versatile living areas, and nearly 3.5 acres to enjoy, this well-cared-for home offers a wonderful blend of comfort, privacy, and opportunity in sought-after Croftboro Farms. Come explore all this special property has to offer and envision making it your own!

2019 Montfort Cir, Crestwood
6711 Highway 329, Crestwood
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 1731647 MLS
Experience the absolute best of both worlds on this spectacular Custom Built Estate on 28.67 ACRES, bordering the New Clore Station Development - 4 BEDROOM, 5 BATH, 4773 SQ FT FINISHED ABOVE GROUND - Offering a private country setting, stretching entirely FROM HIGHWAY 329 TO THE 329 BYPASS - Vast acreage with PRIVATE LAKE & mature woods - ensuring total seclusion while keeping premier shopping, dining, and entertainment just around the corner - Stunning Lake Views in Every Direction - Designed & lovingly maintained by its original owner - Expansive covered front porch with wood ceiling - Brick walkways - Hand-crafted front staircase with custom millwork from a template designed exclusively for this home - Private Study/Music Room off entry - Formal Dining Room with custom wainscoting, columns, & extraordinary trim work - Butler's Pantry connects the Dining Room to the Kitchen - Enormous Gourmet Kitchen with double ovens, warming drawer, microwave, extensive custom cabinetry, appliance garage, sink & vegetable sink, wraparound island with abundant seating, & back staircase to the second floor - Separate Dining Area with vaulted wood ceiling, large enough for big gatherings, surrounded by windows with wooded & lake views - Access to the maintenance-free Deck, NEW in 2026 - Great Room with soaring two-story vaulted ceiling, hand-cut stone wood-burning fireplace with gas starter, Palladian window, & custom built-in bookcases - Double doors to a massive screened porch with a compass set in the floor, so you always know which way you're facing - Columned alcove leads to the Primary Suite, with room for a sitting area, office, or reading retreat; spa-inspired bath with large soaking tub, etched glass accents, shower, dual sinks, vanity, & an enormous walk-in closet - Upstairs, an oversized hallway overlooks the Great Room, ideal for a sitting area or study nook; Jack-&-Jill Bedrooms with shared bath, plus an Additional Bedroom & Full Bath - IN THE LOWER LEVEL 3,300 SQUARE FEET OF ADDITIONAL UNFINISHED LIVING SPACE - Highlights include a Fireplace, large Finished Bathroom with shower, plumbed for an additional Bath, steps with access to the oversized 3-car Garage, & direct access to a Private Patio, Handcrafted stone walls & steps—designed, carved and placed by the owner-builder--lead down to the back of the property, creating a truly remarkable outdoor setting - Additional features include: NEW CARPET in all 2nd floor bedrooms, Refinished Hardwood Floors throughout the first floor (2026) - First Floor Laundry Room with closet, outside entrance & washtub sink - Three HVAC systems - Pull Down Attic Steps in the Garage - House Generator - Smoking Porch - Oversized 3-Car Garage with extra depth & width, Large Turnaround Driveway - Circle Driveway - Private country driveway leading to a Barn with electricity & Silo. Perfectly situated easy access to I-71 - Custom-built, thoughtfully designed, & impeccably maintained - A rare opportunity to own a truly distinctive home in an outstanding location

6711 Highway 329, Crestwood
2010 Clarke Pointe Dr, Crestwood
$589,900
4 Beds ⋅ 3 Baths ⋅ 1731588 MLS
Beautiful 4-bedroom ranch on 1.3 acres in Oldham County featuring an open-concept floor plan, vaulted ceilings, and a primary bedroom with direct deck access. Two additional bedrooms are located on the first floor. Enjoy the full front porch, sunroom, mature trees, and inground pool. The walkout basement offers a fourth bedroom, full bath, family room, and additional space ideal for a home gym. Solar system included. HSA Home Warranty included for added peace of mind. Don't miss this spacious home with exceptional indoor and outdoor living!

2010 Clarke Pointe Dr, Crestwood
5800 Sumner Pl, Crestwood
$825,000
5 Beds ⋅ 4 Baths ⋅ 1731424 MLS
BRENTWOOD SUBDIVISION- Oldham County White brick, a walkout lower level, and a fenced corner lot in Brentwood. This two-story sits on 0.45 acres in Crestwood's highly sought-after Brentwood neighborhood. The kitchen has a dark granite island under brass pendants, a gas range, a butler's pantry with a beverage refrigerator, and a walk-in pantry, opening to a great room with a gas fireplace and built-ins. Upstairs, the primary bath has a freestanding tub, a frameless glass shower, and a double vanity with backlit mirrors. The walkout lower level adds a media wall, a bonus room, and a full bath, with a covered patio, a covered deck, and a fully fenced yard outside. Brentwood amenities include a clubhouse, pool, and tennis courts in the Oldham County School District.

5800 Sumner Pl, Crestwood
7510 E Orchard Grass Blvd, Crestwood
$310,000
3 Beds ⋅ 2 Baths ⋅ 1731383 MLS
Welcome to 7510 East Orchard Grass Blvd! This charming 3-bedroom, 2-full-bath Crestwood home pairs thoughtful updates with a warm, inviting style. The family room features a fireplace, perfect for cozy evenings. The updated kitchen offers butcher block countertops and new cabinets that add character and function. Enjoy the convenience and privacy of an en suite primary bathroom. Step outside to a large deck with a pergola overlooking the woods, a peaceful spot to relax or entertain, or bird watch and deer watch. A storage shed stays with the property. This home is close to Briar Hill Park. Schedule your showing today!

7510 E Orchard Grass Blvd, Crestwood
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