Autumn Oaks Real Estate

Autumn Oaks Real Estate

Welcome to Autumn Oaks, a serene and picturesque subdivision nestled in the heart of Florida. This charming community is a hidden gem, offering residents a perfect blend of tranquility and convenience. Surrounded by lush oak trees and vibrant landscapes, Autumn Oaks is designed for those who appreciate the beauty of nature while enjoying modern amenities.

The subdivision boasts a variety of beautifully crafted homes, each exuding character and warmth. Whether you’re searching for a cozy starter home or a spacious family residence, Autumn Oaks has something to suit every lifestyle. The thoughtfully designed layouts and high-quality finishes ensure that every home feels like a sanctuary.

One of the standout features of Autumn Oaks is its community spirit. Residents enjoy a friendly atmosphere, with neighbors who take pride in their homes and surroundings. The community hosts regular events and gatherings, fostering connections and creating lasting friendships. Children can play safely in the nearby parks, while adults can unwind with leisurely strolls along the tree-lined streets.

Conveniently located, Autumn Oaks offers easy access to major highways, making commutes to nearby cities a breeze. Local shopping, dining, and entertainment options are just a short drive away, ensuring that everything you need is within reach. The area is also known for its excellent schools, making it an ideal choice for families.

In Autumn Oaks, you’ll find not just a house, but a place to call home. Experience the charm and warmth of this wonderful community, where every day feels like a breath of fresh air. Come discover your dream home in Autumn Oaks today!

Newest Listings in Autumn Oaks

3 Beds ⋅ 3 Baths ⋅ TB8518384 MLS

Virtually Staged. Welcome to 18561 Winding Oaks Boulevard, an exceptional executive pool home nestled on over a half-acre in the highly sought-after Autumn Oaks community. Offering nearly 3,000 square feet of living space, this beautifully remodeled residence combines luxury, comfort, and modern updates throughout. Featuring 3 bedrooms, 3 bathrooms, and a spacious 3-car garage, this home is designed for both everyday living and entertaining. The open floor plan showcases luxury vinyl plank flooring throughout, updated finishes, and abundant natural light. Step outside to your private screened pool oasis overlooking the expansive fenced yard—perfect for relaxing or hosting family and friends. Enjoy peace of mind with a newer roof and countless upgrades that make this home truly move-in ready. All new pool equipment and heater. Located in one of Hudson's most desirable neighborhoods, Autumn Oaks is known for its oversized homesites, mature landscaping, and estate-style living while remaining convenient to shopping, dining, medical facilities, and the Suncoast Parkway. This rare opportunity offers the perfect blend of elegance, space, and modern updates in a premier location.

18561 Winding Oaks Boulevard, Hudson

3 Beds ⋅ 3 Baths ⋅ W7886480 MLS

Virtually Staged. Discover the perfect blend of space, privacy, and Florida outdoor living in this 3-bedroom, 2.5-bath pool home situated on just over half an acre in one of Hudson's most desirable deed-restricted communities known for its larger homesites and mature landscaping. Tucked among beautiful oak trees, this property offers a peaceful setting where you'll often enjoy visits from native Florida birds and wildlife right from your own backyard. The screened pool and expansive lanai create the ideal space for entertaining, relaxing, or enjoying your morning coffee while taking in the natural surroundings. Inside, you'll find a spacious floor plan with plenty of room to spread out, while the attached 3-car garage provides ample space for vehicles, hobbies, storage, or a workshop. The generous homesite offers the privacy and elbow room that are becoming increasingly difficult to find. Lovingly maintained and ready for its next chapter, this home presents an outstanding opportunity for buyers to add their own style and updates while enjoying all the benefits of a well-established community and an exceptional lot. If you've been searching for a home with space to breathe, a private pool, and the chance to create your own vision, this is one you won't want to miss.

18451 Winding Oaks Boulevard, Hudson

3 Beds ⋅ 2 Baths ⋅ TB8498292 MLS

PRICE IMPROVEMENT! Exceptional opportunity to own an updated pool home on 1.01 acres in sought-after Autumn Oaks. Recently reduced by $15,000, this property now represents one of the most competitively priced pool homes in the community. Major updates have already been completed, allowing the next owner to move in and enjoy rather than renovate. Tucked away with no rear neighbors, this move-in ready home offers the space, privacy, and Florida lifestyle buyers are searching for. Recent improvements include a 2022 roof, 2022 HVAC, luxury vinyl plank flooring (2026), interior paint (2025), exterior paint (2026), updated bathrooms (2024 & 2025), resurfaced pool (2026), plus freshly painted pool deck, driveway, walkway, and garage floor. Inside, the flexible split-bedroom floor plan features two living areas and an updated central kitchen that opens seamlessly to the covered lanai and newly resurfaced pool—perfect for entertaining guests or enjoying your own private backyard retreat. The 1.01-acre homesite also includes an irrigation well to help reduce watering costs, all within a community known for larger homesites and low HOA fees. Finding a move-in ready pool home on over an acre in Autumn Oaks at this price point is becoming increasingly rare. Schedule your private showing today.

18652 Autumn Lake Boulevard, Hudson

3 Beds ⋅ 2 Baths ⋅ W7884251 MLS

Welcome to this beautifully maintained one owner pool home in the Autumn Oaks community, ideally situated on a quiet cul-de-sac in Hudson. Thoughtfully cared for over the years, this home offers a rare combination of character, functionality, and meaningful updates that provide both comfort and long-term peace of mind. Step outside to your own private retreat featuring a screened in sparkling pool, and an expansive backyard with a thoughtfully enclosed section for pets or added flexibility. This versatile space is just perfect for relaxing, entertaining, and enjoying Florida living year-round. Inside, the home showcases distinctive architectural details, including custom molding and elegant archways, complemented by hard surface flooring throughout for a clean, cohesive look. Natural light fills the living spaces, enhancing the home’s warm and inviting feel. Recent improvements add significant value, including a new roof (2023), new A/C system (2024), new appliances, new garage door system, and a newly resurfaced driveway. Additional updates such as new windows and triple slider (2025), fresh exterior paint, and updated gutters contribute to both efficiency and curb appeal. The home also features a reconstructed drainage field and septic system, offering added confidence in the property’s infrastructure. Additional features include a radiant barrier, central vacuum system, wood-burning fireplace, and installed safety floor system, along with thoughtful touches throughout. Highlights include: • One-owner home with evident pride of care • Private, fully fenced backyard with in-ground pool • Custom molding and architectural archways • Hard surface flooring throughout • New roof (2023) and A/C system (2024) • Updated appliances, windows, and exterior features • Newly resurfaced driveway • Reconstructed drainage field and septic system • Cul-de-sac location with limited through traffic Conveniently located near shopping, dining, and everyday amenities, this home offers a balance of thoughtful updates, functional living space, and inviting outdoor features. A wonderful opportunity to own a well-cared-for home in an established community.

14024 Warm Springs Court, Hudson

3 Beds ⋅ 3 Baths ⋅ OM720641 MLS

Step into this spacious 3-bedroom, 2 1/2-bathroom home in the Heart of Ocala! Located in Autumn Oaks Subdivision, this home offers 2,449 square feet of living space. Built in 2002, the home sits on a 0.26-acre lot, providing ample room for outdoor enjoyment. Inside, you'll find a flowing floorplan, large living room, family/game room, formal dining room, eat-in kitchen featuring ample cabinets. Large Master Bedroom featuring tray ceiling, built-in cabinets and dual walk-in closet. Master bath has walk-in shower, jacuzzi tub and double sink vanities. The home is situated in a quiet neighborhood, close to schools, shopping, and dining options. Home has a large screened porch with insulated metal roof, large shed with concrete pad, paved driveway and sidewalk on nicely landscaped corner lot.

1001 Ne 22nd Avenue, Ocala

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About Rhonda Cassidy

Meet Rhonda Cassidy Trusted Ocala REALTOR®, Luxury Home Specialist, and Advocate for Buyers & Sellers Throughout Central Florida Real estate isn't just my career—it's my calling. I was born and raised in Ocala, Florida, and for more than five decades I've had the privilege of watching this community grow into one of the most desirable places to call home. It's where I raised my two beautiful daughters, where my grandchildren are creating their own memories, and where my family continues to put down roots. Ocala isn't simply the market I serve—it's home. Before beginning my career in real estate, I spent more than 20 years as a store manager for one of the nation's largest furniture retailers. Those years taught me the importance of leadership, communication, customer service, and earning people's trust. While I enjoyed my career, I always knew there was something else I was meant to do. For years, my mother and I dreamed about getting our real estate licenses together. Life had different plans. After courageously battling breast cancer, she passed away before we ever attended our first class together. I put that dream aside for a while. Then one day, when my employer wanted to relocate me away from Ocala, I realized God was opening a different door. Instead of moving away from the community I loved, I chose to pursue the career that had always been on my heart. I've often said: "My previous career chose me. I chose real estate." Looking back, my only regret is that I didn't pursue it sooner. A Different Kind of Real Estate Experience Buying or selling a home is one of the biggest financial and emotional decisions most people will ever make. It's not something people do every day. That's why I never forget that every transaction represents someone's next chapter. Whether you're purchasing your very first home, relocating to Central Florida, downsizing into a 55+ community, searching for a luxury home, or saying goodbye to a family home filled with memories, I believe you deserve more than someone who simply unlocks doors or places a sign in your yard. You deserve someone who stands beside you every step of the way. My Promise to Every Client When someone hires Rhonda Cassidy, they can expect honesty. I believe the best advice isn't always the easiest advice to hear. My responsibility isn't to tell clients what they want to hear—it's to give them the knowledge, guidance, and perspective they need to make confident decisions. Sometimes that means having difficult conversations. Sometimes it means recommending a different strategy. Sometimes it means protecting a client from making an expensive mistake. No matter the situation, my commitment remains the same: Your best interests will always come before my own. When we work together, I want you to know that I'm in your corner. We're wearing the same team jersey. Solving Problems Is What I Do Every real estate transaction has challenges. Appraisal issues. Inspection concerns. Unexpected repairs. Negotiations. Changing market conditions. My clients often describe me as a problem solver because I focus on finding solutions instead of focusing on obstacles. I believe my job is to carry as much of the stress as possible so my clients don't have to. One seller who originally tried selling his home on his own eventually hired me after realizing how complicated the process had become. He nearly accepted an offer that wasn't in his best interest before we sat down and reviewed his options together. Although we didn't always agree during the process, honesty remained at the center of every conversation. By the time we closed, he sold his home for approximately $26,000 more than he had originally planned. Afterward, he told me several times, "I wish I had hired you sooner." That client has since referred multiple friends and family members to me—not because I told him what he wanted to hear, but because I protected his interests from beginning to end. To me, that's what great representation looks like. Compassion Beyond the Transaction Some of the most meaningful moments in my career have nothing to do with sales prices. I've worked with families who were grieving the loss of a parent while trying to sell a home from another state. During those difficult seasons, I knew they needed more than a Realtor. They needed someone they could trust. I coordinated cleaning out the home. I arranged lawn maintenance. I handled details they couldn't easily manage from hundreds of miles away. My goal was simple: Take as much off their shoulders as possible so they could focus on healing. Real estate isn't always about buying and selling. Sometimes it's about helping people through one of life's biggest transitions with compassion, patience, and understanding. Staying Ahead in a Changing Market Real estate is constantly evolving, and so is my approach. Every Monday is what I call Marketing Monday. It's dedicated time to studying market trends, reviewing competing listings, analyzing pricing strategies, evaluating buyer activity, and looking for opportunities to better position my clients' homes. I also embrace today's technology to provide my clients with a competitive advantage. My marketing strategy includes: Professional digital marketing Artificial intelligence (AI) marketing Search engine optimization (SEO) YouTube video marketing Social media marketing Ongoing market analysis Continuous education and innovation The real estate industry changes quickly, and I believe my clients deserve an agent who never stops learning. Areas of Expertise Throughout my career, I've developed particular expertise in: 55+ communities throughout Ocala and The Villages Golf course communities Luxury homes Pool homes Relocation to Central Florida Residential home sales Buyer representation Seller representation As an eXp Luxury Certified Agent, I understand the unique marketing, negotiation, and presentation strategies required to successfully represent luxury properties while delivering exceptional service to every client, regardless of price point. Leadership, Mentorship, and Giving Back I'm proud to be an eXp Realty ICON Agent, a recognition earned through production, professionalism, and contribution to the company. I'm equally proud to serve as a mentor to new real estate agents. I remember what it felt like when I first entered this business and didn't always know where to turn. Helping other agents build successful careers allows me to give back to an industry that has given so much to me. Watching others succeed is one of the most rewarding parts of my career. Life Outside of Real Estate When I'm not helping clients, you'll usually find me spending time with my family. Being a Nana to my twin granddaughters, Camilla ("Mug") and Charlotte ("Sweet Char"), is one of life's greatest blessings. My husband and I also enjoy playing golf together in an Ocala golf league, spending time on the water fishing, and taking advantage of everything Central Florida has to offer. One of my favorite things about living here is that both Florida's east coast and west coast are just a short drive away. Whether we're enjoying the beach, spending time outdoors, or making memories with family, I'm reminded every day why I love calling this area home. Why Clients Continue to Choose Rhonda Cassidy Clients choose me because they know I'll tell them the truth. They know I'll answer the phone when I'm available—even after traditional business hours—because real estate doesn't always happen between 9 and 5. They know I'll continue learning, adapting, and embracing new technology to better serve them. Most importantly, they know I'll always work as though I'm wearing the same team jersey. When your goals become my goals, we become partners. That's how I believe real estate should be. Ready to Make Your Next Move? Whether you're buying your first home, selling a luxury property, relocating to Ocala, exploring 55+ communities, or simply wondering what your home is worth in today's market, I'd be honored to help. Let's have a conversation about your goals and create a strategy that puts your best interests first.

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