Caldwells Add Homes for Sale

Caldwells Add Homes for Sale

Welcome to Caldwell's Addition, a charming subdivision nestled in the heart of Ocala, Florida. This inviting community offers a perfect blend of suburban tranquility and vibrant city life, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Caldwell's Addition is not just a place to live; it’s a place to thrive.

The homes for sale in Caldwell's Addition are as diverse as the residents who call this community home. From cozy single-family residences to spacious modern designs, there’s something to suit every taste and budget. Many properties feature beautiful yards, perfect for enjoying Florida’s sunny weather, while others come equipped with updated amenities that cater to today’s lifestyle demands. The neighborhood’s well-maintained streets and charming architecture create a welcoming environment that fosters a sense of belonging.

Living in Caldwell's Addition means you’re just minutes away from Ocala’s best attractions. Enjoy a leisurely afternoon at one of the nearby parks, explore the vibrant local dining scene, or indulge in shopping at the various boutiques and stores. For those who appreciate the great outdoors, the region is surrounded by stunning natural landscapes, including lush forests and scenic trails.

With homes for sale in Caldwell's Addition, you have the opportunity to become part of a community that values connection and quality living. Whether you’re looking to buy your first home or seeking a peaceful retreat, Caldwell's Addition is ready to welcome you with open arms. Discover your dream home today in this delightful Ocala neighborhood!

Newest Caldwells Add Homes for Sale

3 Beds ⋅ 2 Baths ⋅ OM727882 MLS

Nestled in the walkable, golf cart–friendly Historic District of downtown Ocala, this beautifully renovated home blends timeless character with modern conveniences. Boasting three bedrooms, one full bath and one half bath, it’s the perfect balance of era-appropriate detailing and contemporary upgrades. The interior is completely renovated with new wiring and plumbing, a stylish new kitchen with modern appliances, and updated fixtures and finishes throughout, while preserving charming historic accents. Located in a golf cart and walking-friendly neighborhood, the home is just a short stroll or ride to shops, dining, and major medical facilities, with central access to Ocala’s vibrant downtown scene and parks. The exterior and interior balance preserved architectural details—moldings, trim, and vintage touches. The outdoor spaces are low-maintenance, with parking options available in a neighborhood known for its downtown charm. This property presents a strong move-in-ready option with turnkey updates and modern conveniences, plus solid investment potential for buyers seeking a historic, character-filled home in a coveted area. If you’re looking for a downtown Ocala residence that honors its history while delivering contemporary practicality, this renovated 3BR/1.5BA charmer in the Historic District is worth a look.

819 Se 2nd Street, Ocala

3 Beds ⋅ 2 Baths ⋅ OM726189 MLS

Historic charm, an unbeatable location, and a front porch worth slowing down for! Located just a few short blocks from the Downtown Market, Ocala’s Historic Downtown Square, splash pad, award-winning restaurants, boutiques, special events, and so much more, this bungalow offers the best of downtown living. Pride of ownership is evident throughout this 3 bedroom, 1 1/2 bath home, where original wood trim, moldings, built-in shelving, and wood floors preserve the warmth and character of its historic roots. A light-filled bonus room adds flexible living space and is framed by oversized double-paned wood windows, creating the perfect spot for a reading nook, home office, art studio, or exercise space. Out back, the large deck provides ample room to relax, entertain, and soak up the Florida sunshine. Additional features include a carport with room for your golf cart — fitting for this golf cart-friendly neighborhood — plus storage and workshop space for hobbies, tools, or weekend projects. Classic bungalow character, thoughtful updates, and a downtown lifestyle come together in one truly special Ocala Historic District home. Roof 2022. HVAC 2021.

505 Se Sanchez Avenue, Ocala

4 Beds ⋅ 4 Baths ⋅ G5111885 MLS

****MOTIVATED SELLERS BRING WRITTEN CONTRACT OFFERS.**** STEP INTO A PIECE OF HISTORY WITH THIS ICONIC VICTORIAN PINK TWO-STORY TREASURE—WHERE TIMELESS CHARM MEETS MODERN OPPORTUNITY. PERFECTLY POSITIONED AND RICH WITH CHARACTER, THIS STANDOUT PROPERTY IS CURRENTLY ZONED HISTORIC RESIDENTIAL COMMERCIAL (RBH-3) AND OFFERS INCREDIBLE FLEXIBILITY, WITH ELIGIBILITY TO REZONE TO RBH-1, 2, OR 3 TO SUIT YOUR VISION. WHETHER YOU’RE DREAMING OF A DISTINCTIVE LIVE-WORK SPACE, BOUTIQUE PROFESSIONAL OFFICES, OR AN ENCHANTING BED & BREAKFAST, THE POSSIBILITIES HERE ARE AS EXPANSIVE AS THE HOME ITSELF. INSIDE, YOU’LL FIND A GENEROUS, ADAPTABLE FLOORPLAN READY TO BE TAILORED TO YOUR NEEDS—BLENDING VINTAGE ELEGANCE WITH FUNCTIONAL VERSATILITY. THIS IS MORE THAN A PROPERTY—IT’S AN EXPERIENCE. FROM ITS EYE-CATCHING EXTERIOR TO ITS INVITING INTERIOR SPACES, EVERY DETAIL INVITES YOU TO IMAGINE WHAT COULD BE. A TRUE MUST-SEE TO FULLY APPRECIATE. BE SURE TO EXPLORE THE IMMERSIVE 3D TOUR ATTACHED TO THE LISTING FOR A REAL-TO-LIFE PREVIEW. OPPORTUNITIES LIKE THIS ARE RARE—CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING AND BRING YOUR VISION TO LIFE.

805 E Fort King Street, Ocala

2 Beds ⋅ 2 Baths ⋅ OM722474 MLS

Welcome to this beautifully preserved and thoughtfully updated 1948 vintage home, where timeless character meets modern functionality. Situated on a fully fenced 0.52-acre corner lot just minutes from downtown, this property offers a rare combination of space, privacy, and charm that is increasingly hard to find. The expansive grounds feature a storage shed, private garden, and a peaceful walking path with a small bridge, creating a setting that feels tucked away, yet connected to everything. From the moment you arrive, the mature trees and established landscaping set the tone for what’s inside. This home has been meticulously maintained and enhanced with key upgrades, including a new roof (2023), tankless water heater, 28 new windows, updated bathroom vanity, new stainless steel kitchen appliances, luxury vinyl plank flooring, updated light fixtures, and fresh interior and exterior paint. Inside, original details have been carefully preserved, including pristine original doors, doorknobs, and cabinetry with vintage hardware- all in excellent condition. These elements blend seamlessly with the home’s updates, offering both character and everyday livability. The finished Florida room is filled with natural light and overlooks the mature oak trees the area is known for, creating a calm and inviting space to start or end your day. With new windows and window treatments, this room is designed to stay comfortable year-round, and window treatments are included throughout the home. A rare feature in Florida homes, the semi-finished basement provides additional flexibility with a half bath and workbench—ideal for hobbies, storage, or a dedicated workspace. The guest bedroom includes a built-in Murphy bed with integrated storage, allowing the space to easily adapt to your needs. Outdoors, the combination of mature landscaping, no current rear or side neighbors, and thoughtfully designed outdoor features creates a setting that feels both private and usable. The recently redone brick paver driveway adds to the home’s curb appeal and overall quality. Located near downtown Ocala and close to new entertainment and dining options such as The Forge, Midtown Station, and the 1890 Tea House, this home is positioned within a growing and evolving part of the community while still offering a sense of retreat. This is a rare opportunity to own a vintage home that has been preserved, updated, and cared for with intention. Schedule your private showing today.

923 Ne 2nd Street, Ocala

4 Beds ⋅ 2 Baths ⋅ OM722132 MLS

Located in Ocala’s Historic District and Golf Cart District, just 4 blocks from the Downtown Farm Market, this 2-story cottage is full of charm, character, and potential. The current floor plan configuration offers 3 bedrooms and 2 bathrooms, with the primary bedroom and both full baths on the first floor, plus 2 bedrooms and a bonus room upstairs. Original features include wood floors in many rooms, high ceilings, a fireplace in the formal living and dining area, and a double fireplace shared by the family room and primary bedroom. The cottage is positioned on the parcel with ample room for a future garage and/or pool. This home is ready for updates and restoration making it an exceptional opportunity for a buyer with vision to create a dream home in one of Ocala’s most sought-after historic neighborhoods.

721 Se 5th Street, Ocala

2 Beds ⋅ 3 Baths ⋅ OM719115 MLS

Live, Work or Airbnb Downtown. Downtown Ocala | No Historic Restrictions | Airbnb Potential Fully updated property located just minutes from Downtown Ocala and the Historic District, offering rare flexibility for Airbnb, short-term rental, home office, or creative space without historic renovation restrictions. This golf-cart-friendly neighborhood provides easy access to Ocala’s restaurants, boutiques, and entertainment. The home features engineered hardwood and bamboo floors, granite countertops, (2025) smart stainless appliances, gas range, (2024) mini-split climate systems, fiber-optic internet, LED lighting, tankless water heater, and full smart-home integration. (2026) Gas Tankless Hot Water Heater, (2019) Roof. This home features tons of storage space under the home. A standout feature is the detached climate-controlled bonus building, ideal for a guest suite, office, studio, or gym. The fully fenced property with electric gate also includes gazebos, deck space, and outdoor shower, perfect for relaxing or entertaining. Move-in ready with location, flexibility, and income potential.

44 Se 9th Terrace, Ocala

5 Beds ⋅ 4 Baths ⋅ O6383433 MLS

HUGE PRICE REDUCTION!!! Ocala Historic District! Main House: 4 Br, 3 Ba. Guest House: 1 Br, 1 Ba, Full Kitchen. This beautifully preserved 1895 Victorian masterpiece invites you to step back into the Gilded Age, an era when quality, elegance, and craftsmanship were the standard, not the exception. The welcoming covered front porch with swing leads to a grand entry featuring an impressive, hand-crafted staircase, an ornate 29 ft. foyer, a Formal Parlor, and 1 full Bath, all highlighted by original hardwood floors and soaring ceilings. Beyond the foyer, the spacious Family Room flows seamlessly into the Dining Room, Kitchen, and Indoor Laundry Room, offering modern convenience while preserving timeless Victorian character. The main residence offers 2,606 sq. ft. The main level has a versatile Flex Room with closets that could make it a 4th bedroom. Upstairs, you’ll find 3 generously sized Bedrooms and 2 full Baths, including a stunning Primary Suite with a wood cathedral ceiling, an en suite Bath and a private spiral staircase to the ground floor. Step outside to a massive wooden deck and paver patio just off the back door, conveniently located near the garage/workshop. An exceptional bonus is the 592 sq.ft. Guesthouse featuring 1 Bedroom, 1 full Bath, a full Kitchen, and a Great Room, ideal for extended family, guests, or potential rental income. R3 zoning provides added flexibility for a variety of uses. Main House HVAC 2023. Another Bonus: It's in the Golf Cart Zone as well as the Historic District. Just a couple of blocks away from the Historic Downtown Square, Citizens' Circle and Farmers' Market. Make your appointment today to see this rare beauty!

720 Se 3rd Street, Ocala

4 Beds ⋅ 3 Baths ⋅ OM715420 MLS

Own a true Ocala landmark at 30 SE Wenona Avenue, a rare and beautifully restored 1887 Victorian located in the heart of Ocala’s coveted Historic District, just steps from the vibrant Downtown Square filled with art, dining, entertainment, and culture. Officially recognized by the City and proudly listed on the National Register of Historic Places, this iconic property offers timeless architecture paired with modern functionality. Thoughtfully restored in 2016, the home spans 3,120 square feet and features four bedrooms and three bathrooms beneath soaring 12-foot ceilings. Original details shine throughout, including meticulously stenciled and refinished hardwood floors, coffered ceilings, and four fireplaces that create warmth and character in every space. Generous walk-in closets and an inviting floor plan presents both elegance and comfort. The updated galley-style kitchen is equipped with stainless steel appliances, while the stylish, renovated bathrooms complement the home’s historic charm. A striking wrought-iron staircase adds architectural interest, and major system updates include a new roof and HVAC (2021) along with a two-car carport addition, providing peace of mind. Zoned B2, this exceptional property offers unmatched flexibility—ideal as a private residence, professional office, boutique retail space, bed-and-breakfast, Airbnb, art gallery, bookstore, or coffeehouse. Whether you envision living in history or creating a one-of-a-kind commercial presence in Downtown Ocala, this is a rare opportunity to own a truly irreplaceable property. Historic charm. Prime location. Endless potential.

30 Se Wenona 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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