Crestwood Homes with Walkout Finished Basement

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

$825,000

5 Beds ⋅ 5 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 Cambria Quartz Counter and 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

$323,000

4 Beds ⋅ 3 Baths ⋅ 1731108 MLS

Welcome to 7430 E Orchard Grass Blvd in the desirable Orchard Grass Hills neighborhood of Crestwood! This spacious 4-bedroom, 2.5-bath home offers approximately 2,019 square feet of finished living space and a functional layout with plenty of room to grow. Recent updates include new flooring in the living room and basement, along with an updated bathroom that adds a fresh, modern touch. The finished walkout basement provides valuable additional living space and flexibility for a family room, recreation area, home office, or other needs. Outside, enjoy the newly designed horseshoe-style driveway, offering convenient access, additional parking, and enhanced curb appeal. With its combination of space, updates, and a convenient Crestwood location, this home is ready for its next owner.

7430 E Orchard Grass Blvd, Crestwood

$463,029

3 Beds ⋅ 2 Baths ⋅ 1730695 MLS

1.65 Acre Lot in Oldham County is Gorgeous & Private! Exceptional Crestwood home has it all! Spacious split-foyer design delivers convenience, function, and breathtaking views in every direction. With 3 bedrooms (plus the option of a 4th downstairs) and 2 full bathrooms, it's perfectly suited for a variety of family needs. Situated on a generous 1.65-acre lot in a quiet, premium neighborhood with everything just moments away, the property includes an expanded attached garage with a dedicated work area, plus a second insulated detached garage/workshop featuring a side boat cover—opening up endless possibilities for hobbies, storage, or larger projects. Inside, gorgeous engineered hardwood floors and attractive neutral finishes create a warm, inviting atmosphere. CLICK FOR MO The open living room flows seamlessly into the eat-in kitchen and dining area, making it ideal for entertaining. Modern updates shine throughout, including high-end kitchen appliances and ceiling fans in every room for year-round comfort. The bedrooms are generously sized with fresh carpet, large closets, and incredible views from every window. The primary suite includes a walk-in closet and a full bathroom that also conveniently serves the secondary bedrooms. The lower level is sure to become everyone's favorite hangout. A huge family room centers around a wood-burning fireplace with built-in blower, paired with a full bathroom. You'll also find a functional office space with full egress windows—easily convertible to a 4th bedroom—with the bathroom just steps away for ultimate flexibility. Step out back into a private, park-like setting that friends will envy. The gently wooded yard feels serene and special, while the land behind offers a unique bonus: a neighboring miniature donkey farm that feels like your own personal petting zoo—without the responsibilities. This Crestwood home is truly a game-changer. Don't schedule any other showings until you've seen it in person. Call today to experience everything it has to offer!

1618 Whittaker Rd, Crestwood

$720,000

4 Beds ⋅ 4 Baths ⋅ 1730307 MLS

Opportunities like this do not come often: a four bedroom, three and a half bath, walk-out, on over four acres, two car attached garage, and separate 40' x 48' shop in Oldham County. Inside the house, you are welcomed into the spacious front foyer. The first floor has an eat-in kitchen with pantry, separate dining room, living room, office, beautiful half bath, and laundry room. As a bonus, there is a laundry chute from the second floor to the first floor laundry. Plus, the two car attached garage has extra space for storage too. The second floor has a large en suite space with walk-in closet, three other bedrooms, and an additional full bathroom. Also, the basement is amazing—with its bar, entertaining space, full bathroom, extra room, and storage, it provides extra space to play or rest. An incredible, stand-out feature of this property is the separate shop. It has its own, dedicated 12' wide concrete driveway. The door is 10' high by 20' wide. The shop is almost 2,000 square feet of heated space with endless possibilities. It has a fully concreted floor for high PSI strength, and it is completely insulated. The building has 200 amp service, with a 30 amp camper/trailer plug on the outside wall. If you are looking for a great outside, this has it. There is a front porch, back deck, and back patio coming from the basement walk-out. And, the land is an amazing 4.2 acres, which includes part of a shared pond that is viewable from the house. The views of the wildlife are a bonus to the serene setting. The property gives you an oasis spot while still being tucked back into a neighborhood. In terms of location, it is very close to where Highway 53 and Highway 22 meet, providing quick access to many great amenities in LaGrange and beyond, while still feeling tucked away. Make an appointment to make this wonderful property your own.

4703 Grand Dell Dr, Crestwood

$750,000

5 Beds ⋅ 5 Baths ⋅ 1730104 MLS

Space is a luxury and at 1911 Clarke Pointe Drive, there is an extraordinary amount of it in all the right places. Set on just over an acre in Crestwood's Clarke Pointe, this impressive residence delivers more than 3,000 square feet of living space on the main level alone, an oversized 3 car garage, and an expansive finished walkout lower level offering an entirely additional dimension for entertaining, recreation and everyday life. From the moment you enter, the home feels substantial yet inviting. Hardwood floors, vaulted ceilings, designer finishes and beautifully updated baths set the tone, while oversized living spaces provide the freedom to gather on a grand scale without sacrificing warmth or comfort. The home has also been repainted over time, including recent paint updates on portions of the main level, creating a fresh and well-cared-for presentation. At the heart of the home is a kitchen designed to bring people together. Granite countertops, abundant cabinetry, updated appliances and a generous center island create an impressive workspace, while the oversized casual dining area easily accommodates family and friends. A walk-in pantry and spacious laundry room add exceptional everyday functionality, and the adjoining formal dining room provides an elegant setting for holidays and special occasions. The vaulted great room is centered around a beautiful fireplace and flows naturally to the expansive rear deck, where peaceful views across the surrounding Oldham County landscape create a picturesque backdrop for morning coffee, evening dinners or weekends spent entertaining outdoors. The landscaping was refreshed approximately two years ago, further enhancing the home's acre-plus setting and outdoor spaces. The main-level primary suite offers a private retreat of its own, highlighted by a beautifully renovated bath with dual vanities, tiled shower and soaking tub. Additional bedrooms and baths complete a remarkably spacious main floor—making the home especially appealing for those seeking the convenience of predominantly one-level living without compromising on size. Then there is the walkout lower level. Far more than simply additional finished space, this level lives almost like a second home. An additional bedroom with a full-size window and walk-in closet is joined by a spacious recreation and billiards area, family room with a second fireplace, full kitchen and dining area, additional bath, game or craft space, workshop and dedicated safe room. French doors open directly to the large rear patio and backyard, seamlessly connecting another level of indoor and outdoor living. Beyond its impressive living spaces, several meaningful improvements add to the home's comfort and convenience. The furnace was replaced approximately three years ago, the high-capacity water heater approximately five years ago, and an EV charger has been installed in the garage—an especially convenient addition for today's household. Offering exceptional scale, extensive main-level living, multiple entertaining spaces, thoughtful updates and an acre-plus setting within the Oldham County School District, 1911 Clarke Pointe Drive is the kind of home that is increasingly difficult to find - one with the space to gather, the flexibility to evolve and the setting to enjoy it all.

1911 Clarke Pointe Dr, Crestwood

$1,550,000

56 Beds ⋅ 7 Baths ⋅ 1729219 MLS

NOTICE, One of a kind walkout ranch situated on a 1 acre setting with spacious flat rear yard with plenty of area for any outdoor activities. 3 full baths and one half bath on first floor along with an office. Open kitchen design with walk in pantry. Lower level with plenty of outdoor lighting, bar- kitchenette. Set up as 3 bedrooms that could be used for other activities, 2 full and 1 half bath. Open main areas with sliding doors leading to a patio

7206 Sunset Ln, Crestwood

$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

$645,000

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 septic tank, 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

$694,975

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

$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

$719,900

4 Beds ⋅ 4 Baths ⋅ 1728136 MLS

Welcome to 4540 Northridge Circle. This custom build will certainly get your attention! With five bedrooms, and 3.5 baths, you will know right away this makes the short list. The first floor is very inviting with hardwood, and a stunning trim package. As you enter the living room, the large windows allow you to watch the birds, wildlife, or the snowfall. All while sitting by the beautiful fireplace. The custom kitchen is truly designed for entertaining. The large primary is on the first floor as well. It has an amazing garden tub, custom shower, and walk in closet. Upstairs is three more bedrooms, and a full bath. Don't forget the finished lower level and three car garage. All on 1.3 acres. What are you waiting for? Call today for your private showing!

4540 Northridge Cir, Crestwood

Crestwood Homes with Walkout Finished Basement

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