Crestwood Homes under $250,000

Crestwood Homes under $250,000

Welcome to Crestwood, Kentucky – a charming community nestled in the heart of Oldham County, just a stone's throw away from the vibrant city of Louisville. Crestwood is known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike.

Crestwood boasts a unique blend of suburban tranquility and convenient access to urban amenities. With its highly-rated schools, beautiful parks, and a variety of local shops and dining options, residents enjoy a quality of life that is both enriching and fulfilling. The city's rich history and welcoming atmosphere are complemented by a plethora of recreational activities, ensuring there’s always something to do, whether you’re hiking in the nearby parks or enjoying community events.

For those looking to plant roots in this delightful area, Crestwood offers an array of charming homes priced under $250,000. These properties present an excellent opportunity for first-time homebuyers or anyone seeking to downsize without compromising on comfort and style. From cozy single-family homes to inviting townhouses, Crestwood’s real estate market is diverse, catering to various tastes and needs.

With its affordable housing options and a strong community spirit, Crestwood is more than just a place to live; it’s a place to thrive. Discover your dream home in this delightful Kentucky town and experience the warmth and charm that Crestwood has to offer!

Newest Crestwood Homes under $250,000

4503 Timothy Way, Crestwood

4503 Timothy Way, Crestwood

3 Beds ⋅ 1 Baths ⋅ 1734490 MLS

Welcome home to this adorable, move-in-ready brick ranch in the highly desirable Country Village neighborhood of Oldham County! Featuring 3 bedrooms and 1 full bathroom, this charming home offers comfortable one-level living with a spacious layout and plenty of natural light. The large living room features a beautiful picture window, while the generously sized eat-in kitchen boasts updated cabinetry, stainless steel appliances, tile backsplash, and plenty of room for dining and entertaining. Laminate flooring adds warmth and style throughout the home, while the updated bathroom features tile flooring and a tiled tub/shower surround. A spacious laundry room provides additional convenience and functionality. Step outside to enjoy the large, private backyard, complete with a privacy fence and a separate wooden storage shed for all your outdoor equipment and storage needs. Ideally situated just off Highway 22 and within walking distance from Peggy Baker Park, this home offers easy access to outdoor recreation, parks, shopping, restaurants, entertainment, and major interstates. Located within the award-winning Oldham County school district, this wonderful property combines charm, convenience, and an unbeatable location. Don't miss your opportunity to make this delightful home your own!

4503 Timothy Way, Crestwood

6205 Park Rd, Crestwood

6205 Park Rd, Crestwood

3 Beds ⋅ 1 Baths ⋅ 1734466 MLS

Welcome home! This charming, single-level home features three bedrooms and one full bathroom in the desirable Oldham County School District. Fresh paint and new carpet provide a fresh, move-in-ready feel. The kitchen offers a convenient pantry along with an additional storage room for added functionality. Enjoy the fenced backyard, perfect for relaxing or entertaining. A wonderful opportunity for first-time homeowners or anyone looking for comfortable, easy living in a sought-after location!

6205 Park Rd, Crestwood

6323 Park Rd, Crestwood

6323 Park Rd, Crestwood

3 Beds ⋅ 1 Baths ⋅ 1733759 MLS

Welcome to this ranch home in Park Lake Estates! Situated on a quiet dead-end street, this 3 bed home offers comfortable one-level living with a functional layout and a warm, welcoming feel. Step inside to find a spacious living room that flows naturally into the eat-in kitchen. The kitchen features abundant cabinetry, updated finishes, and plenty of workspace. Down the hall, you'll find three bedrooms and a full bathroom. Outside, enjoy a fully fenced backyard with a deck and mature trees. Conveniently located near the new Clore Station and offering access to Oldham County Schools, this home combines small-community charm with everyday convenience. With great space and location, this home is ready to welcome you to your next chapter!

6323 Park Rd, Crestwood

7518 Floydsburg Rd, Crestwood

7518 Floydsburg Rd, Crestwood

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

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Melissa Lapinsky

For me, real estate has never been just about buying and selling houses. It's about people, relationships, and the trust someone places in you when making one of the biggest decisions of their life. I've been blessed to serve families throughout Louisville and the surrounding communities since 2007. Over the years, I've learned that success in real estate isn't measured simply by the number of homes sold or awards received. It's measured by the relationships built, the people helped, and the confidence my clients feel knowing someone truly has their best interests at heart. As Managing Partner of the Lapinsky Group, I'm passionate about creating an experience where people feel valued, supported, and genuinely cared for. I believe in leading by example, doing what's right even when no one is watching, and building a team that shares those same values. Integrity, hard work, communication, and a servant's heart are at the center of everything we do. I'm incredibly grateful to have been recognized among Louisville's Top 100 Realtors, but what means the most to me is the continued trust of clients who return to us and refer their friends and family. That is something I will never take for granted. Outside of real estate, my greatest blessings are my faith and my family. I'm a wife, a mom to two wonderful daughters, and someone who believes that God has a purpose for every season of life. My faith guides the way I live, lead, and serve others. Jeremiah 29:11 has always held a special place in my heart, reminding me to trust God's plans and His timing. I know firsthand that a home is so much more than four walls. It's where families gather, traditions begin, memories are made, and life unfolds. It's where you celebrate the good days, find comfort during the hard ones, and create a place where everyone belongs. Whether you're buying your first home, selling a home filled with memories, or preparing for a new chapter, my goal is simple: to make sure you feel heard, informed, and confident every step of the way. People First. Home Always. It's more than our tagline. It's what I believe, how I lead, and the promise behind everything we do.

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Kelly Turner

Hi, I’m Kelly Turner! After 19 years in healthcare, I decided to follow my passion for homes and interior design, which led me to an exciting career in residential real estate. When I’m not helping clients, I love spending time outdoors camping, boating, and hiking, as well as focusing on wellness and creating special moments with my family. It’s incredibly rewarding to help people find their dream home—a place where they can create lasting memories with their loved ones. I can’t wait to help you find your perfect home!

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Cindy Webb

I’m Cindy Webb, a Kentucky Realtor, wife, mom, gardener, lover of old homes, and someone who believes a home is so much more than four walls. It’s where life happens. It’s where memories are made, families grow, holidays are celebrated, and new chapters begin. When I’m not helping clients, you’ll probably find me tending my garden, dreaming up magical outdoor spaces with my husband, or getting lost in the worlds of fantasy. I love enchanted forests, folklore, mythical creatures, and all the little things that remind us there’s still a bit of wonder in the world. I guess you could say I believe a little magic belongs in everyday life. Whether you’re buying your very first home, saying goodbye to one filled with memories, or searching for the place where your next adventure begins, I’m here to guide you with honesty, communication, and a whole lot of heart. I believe my clients deserve someone who will advocate fiercely for them, negotiate with confidence, and protect their best interests every step of the way. When you hire me, you’re not just getting a Realtor, you’re getting someone who’s truly in your corner. Real estate isn’t just my career, it’s about helping people through one of the biggest milestones of their lives. I don’t take that responsibility lightly, and I consider it a privilege every single time someone trusts me to walk that journey with them. If we’ve never met, welcome! I’m so glad you’re here. I hope you’ll stick around for real estate tips, local happenings, a little behind-the-scenes of life in Kentucky, and a glimpse into the things that inspire me, from homes and gardens to a touch of everyday magic.

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Collin Dowell-Levine

Hi, I’m Collin! 👋 I became a licensed REALTOR® in April 2026, but my love for real estate started long before that. I’ve always been obsessed with home renovation, interior design, and scrolling through listings “just to look.” Now I get to turn that passion into a career by helping people find homes that fit not just their needs, but the life they want to build. Buying or selling a home can feel overwhelming, and I know that firsthand. Twelve years ago, my own REALTOR® made the experience exciting instead of stressful, and that’s the experience I want to create for my clients. I’m not a pushy salesperson—relationships come first. I’ll be honest, transparent, and by your side every step of the way. When I’m not talking real estate, I’m usually drinking coffee, spending time with my husband, our three kids, and our very spoiled pets. I’m also a Tolkien geek who rereads The Lord of the Rings every year. Whether you’re buying, selling, or just thinking about what’s next, I’d love to help make the journey a fun one. 🏡☕

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Sam Turner

Meet Sam Turner! 👋 Sam Turner is a REALTOR® with Lapinsky Realty Group who brings honesty, dependability, and a strong commitment to serving others into everything he does. In addition to helping clients with their real estate needs, Sam proudly serves in the Kentucky National Guard—an experience that has strengthened his dedication to hard work, communication, and being someone others can rely on. For Sam, real estate is about much more than simply buying and selling houses. It’s about building relationships, getting to know his clients, understanding what they’re looking for, and being there to guide them throughout the entire process. Whether you’re buying your first home, searching for your next one, selling a property, looking for a lake house, or trying to find the perfect piece of land, Sam is ready to help. One thing you can always expect from Sam is straightforward, honest communication. He understands that real estate questions don’t always happen during regular business hours, which is why he makes being available to his clients a priority. Whether you have a quick question, want to schedule a showing, or simply need someone to talk through your options with, Sam wants his clients to know they can pick up the phone and call. Sam especially enjoys the people side of real estate. Every client has a different story, a different goal, and a different idea of what the perfect property looks like—and helping people turn those ideas into reality is what makes the job rewarding for him. From homes and lake properties to acreage and land, Sam is ready to help you find what you’re looking for and make the process as smooth as possible along the way. If you’re thinking about buying or selling—or you just have a real estate question—reach out and say hello. Sam loves meeting new people and would be happy to help!

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Kristi Hodges

Hi, I’m Kristi! I’m so excited to begin this new chapter in my career and bring my passion for helping people into the world of real estate. After spending years in the classroom, I’ve learned that some of the most rewarding moments come from building relationships, listening to others, and helping people reach their goals. While my career path may look a little different today, my heart for helping people remains the same! My years in education taught me the importance of communication, patience, organization, problem-solving, and truly listening to understand someone’s needs. As a teacher, every day brought new opportunities to guide, encourage, and support others through important milestones. These are skills I’m excited to carry with me into real estate, where I can help individuals and families navigate one of life’s biggest and most exciting decisions. I understand that buying or selling a home can bring a mix of excitement, questions, and even a little uncertainty. My goal is to make the experience as comfortable and enjoyable as possible by keeping you informed, listening to your priorities, and helping you feel confident throughout the process. Whether you’re purchasing your first home, looking for a little more space, downsizing, or searching for the place where you’ll make memories for years to come, I’m excited to help you explore your options and find the right fit for you. To me, real estate is about so much more than houses. It’s about people, their stories, their dreams, and the next chapter they’re ready to begin. I want my clients to feel heard, supported, and valued every step of the way. That’s why the philosophy “People First. Home Always.” means so much to me. Every client has unique needs and goals, and I believe they deserve a personal experience built around what matters most to them. Although I may be trading lesson plans and homework for home searches and real estate contracts, my passion for helping people hasn’t changed. I’m bringing the same enthusiasm, dedication, and heart from the classroom into every client relationship. I can’t wait to meet you, hear your story, and be part of your journey toward finding a place you can truly call home. Same passion for helping people — just with houses instead of homework! 😊 Let’s make your next chapter a great one.

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Gina Gruse

Hi! My name is Gina Gruse. 24 years in real estate… and apparently I still haven’t had enough! 😂 I spent 23 years in the title industry, so I’ve seen the good, the bad, the crazy, the last-minute surprises, and probably more paperwork than any one person should ever have to see. 😉 Along the way, I learned that real estate is about so much more than paperwork and transactions—it’s about people, relationships, and helping make life a little easier. Now I’m excited to be part of the Lapinsky Realty Group team as the Office Coordinator! What exactly do I do? Well… a little bit of everything! I’m here to help our agents, our clients, and anyone who walks through our doors. Need an answer? I’ll find it. Need to know who to call? I’ll point you in the right direction. Need someone to help untangle a real estate mess? I’m your girl! 😂 I love being the person behind the scenes helping keep things moving, solving problems, and making sure everyone feels taken care of. At Lapinsky Realty Group, we believe in helping with heart, leading with integrity, and treating people like family—and I’m pretty sure that’s exactly where I belong. So whether you’re buying, selling, investing, working with one of our amazing agents, or just have a question about real estate, come see me! I’m here to help… and I promise I’ll try not to make you fill out unnecessary paperwork. 😉🏡❤️

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Jessie Lapinsky

Hi, I’m Jessie Lapinsky, the Marketing Coordinator for the Lapinsky Group! I’m the person behind a lot of what you see from our team — from social media and marketing our listings to creating content, promoting events, and helping make sure the Lapinsky Group brand always looks its best. I love getting to use my creativity every day while working alongside such a great group of people and helping showcase the homes, clients, and stories that make real estate so special. When I’m not working, one of my absolute favorite things to do is travel. ✈️ Whether I’m exploring somewhere completely new, heading back to a favorite destination, or already planning where I want to go next, I’m always up for an adventure. I love experiencing new places, trying new things, and making memories along the way. I’m excited to be part of the Lapinsky Group and to continue bringing fresh ideas, creativity, and a little fun to everything we do! 🤎

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