Caldwells Add Homes for Sale

Caldwells Add Homes for Sale

Welcome to Caldwell’s Addition, a delightful subdivision nestled in the heart of Ocala, Florida, within the vibrant Marion County. This charming community offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

Caldwell’s Addition boasts a variety of homes for sale, each exuding character and charm. From cozy single-family houses to spacious multi-bedroom dwellings, there’s something to suit every taste and budget. Many of the homes feature lush, landscaped yards, inviting porches, and modern amenities that cater to today’s lifestyle. Whether you’re looking for a starter home or a larger residence to accommodate a growing family, Caldwell’s Addition has options that will meet your needs.

The subdivision is conveniently located near essential services, including shopping centers, schools, and parks, ensuring that everything you need is just a short drive away. Residents can enjoy the beautiful Florida weather at the nearby parks, perfect for picnics, outdoor activities, and leisurely strolls. The community is also well-connected to major roadways, making commuting to nearby cities and attractions a breeze.

Investing in a home in Caldwell’s Addition means becoming part of a welcoming community where neighbors become friends. Don’t miss the opportunity to explore the homes for sale in this charming subdivision—your dream home awaits! Embrace the lifestyle of Ocala, where comfort, convenience, and community come together in perfect harmony.

Newest Caldwells Add Homes for Sale

$458,000
2 Beds ⋅ 1 Baths ⋅ OM731232 MLS
Full-sized, genuine historic grandeur set in a minimized abode. Truly lavish for a home with small stats, this 2 bedroom 1 bath with a hard-to-beat downtown location is a perfect starter, an estate down-size, or a central Florida vacation nook with tons of possibilities. With modern amenities, enhanced bungalow charm and just a three block proximity to the Ocala market, you won’t find anything in this prized Historic District with a more attainable price point and a more welcoming, single-story oasis to steal away to at the end of the day. Private and exploding with oversized exterior living space, this one is a day napping in a garden hammock or your evening bistro decked out for social gatherings. Large rooms, stunning heart pine wood, high-ceilings with picture rail and over 2100sf under roof gives this wee historic home a buff profile. Favorite modern twists include a triple-headed marble shower room with built in bench seating, tankless gas hot water heater, nearly 500sf of rear multi-level decking off the new kitchen, and stainless steel appliances. An indoor laundry with its own sink, two fireplaces, mature landscaping, a grand front porch with attached porte-cochere, and a detached garage/workshop with electric, round out your new home. You’re just in time for the holiday golf cart parades! Established, bonded 'community feels' in the heart of Ocala. Zoned R3, this property also offers multi-family flexibility and investment potential beyond the genuine impact of residing in one of Ocala’s earliest memories.

818 Se 3rd Street, Ocala
$649,900
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
$410,000
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
$649,000
4 Beds ⋅ 4 Baths ⋅ G5111885 MLS
WELCOME TO THE HISTORIC OSBOURNE HOUSE RARE OPPORTUNITY TO OWN THIS ICONIC 1922 VICTORIAN TWO-STORY TREASURE IN ITS TRADEMARK PINK COLOR SCHEME. 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 & PURPOSE. WHETHER YOU’RE DREAMING OF A DISTINCTIVE RESIDENTIAL HOME. A 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 MODERN 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
$285,000
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
$399,900
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
$569,000
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
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