Caldwells Add Homes with Osceola Middle School Middle school

Caldwells Add Homes with Osceola Middle School Middle school

Welcome to Caldwell's Addition, a charming subdivision nestled in the heart of Ocala, Florida, within the vibrant Marion County. This delightful community is a perfect blend of tranquility and convenience, making it an ideal place for families, professionals, and retirees alike. With its picturesque streets and friendly neighbors, Caldwell's Addition exudes a warm, welcoming atmosphere that feels like home.

Residents of Caldwell's Addition enjoy easy access to a variety of local amenities, including parks, shopping centers, and dining options. The proximity to major roadways ensures that you can easily explore all that Ocala and the surrounding areas have to offer. Whether you're looking for a weekend adventure or a quiet evening stroll, this neighborhood provides the perfect backdrop for an active lifestyle.

One of the standout features of Caldwell's Addition is its close-knit community feel, which is further enhanced by its connection to Osceola Middle School. This highly regarded institution is just a stone's throw away, making it an excellent choice for families with school-aged children. Parents can rest easy knowing that their kids will receive a quality education in a supportive environment, fostering both academic growth and personal development.

The homes in Caldwell's Addition are diverse in style and size, catering to a variety of preferences and budgets. Each property is thoughtfully designed, often featuring spacious yards, modern amenities, and inviting interiors that create a perfect sanctuary for relaxation and entertainment.

Discover the charm and convenience of Caldwell's Addition—where community spirit meets comfortable living in beautiful Ocala, Florida. Your dream home awaits!

Newest Caldwells Add Homes with Osceola Middle School Middle school

$649,900
3 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$410,000
3 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$399,900
4 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$569,000
2 Beds ⋅ 3 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$499,000
4 Beds ⋅ 3 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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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