Caldwells Add Real Estate

Caldwells Add Real Estate

Welcome to Caldwell's Addition, a charming subdivision nestled in the heart of Ocala, Florida. Known for its serene atmosphere and friendly community, Caldwell's Addition offers a perfect blend of suburban tranquility and convenient access to urban amenities.

This delightful neighborhood boasts a variety of residential options, from cozy single-family homes to spacious properties with lush yards, making it an ideal place for families, retirees, and everyone in between. The tree-lined streets and well-maintained landscapes create a picturesque setting, inviting residents to take leisurely strolls or enjoy outdoor activities within the community.

Caldwell's Addition is strategically located near the vibrant downtown Ocala area, where you can explore an array of dining, shopping, and entertainment options. The rich cultural scene includes art galleries, theaters, and local events that foster a strong sense of community and belonging. For nature enthusiasts, the nearby parks and recreational facilities offer abundant opportunities for hiking, biking, and enjoying Florida's beautiful weather.

Families will appreciate the proximity to quality schools and educational institutions, ensuring that children receive a well-rounded education. Additionally, the area's easy access to major highways makes commuting to neighboring cities and attractions seamless.

Whether you’re looking to settle down or invest in a property, Caldwell's Addition is a hidden gem in Ocala that promises a warm, welcoming environment. Come and discover the charm of Caldwell's Addition, where community spirit and quality living converge!

Newest Listings in Caldwells Add

$458,000
2 Beds ⋅ 1 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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 ⋅ 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
$399,900
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
$649,000
4 Beds ⋅ 4 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$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
$545,000
Caldwells Add SubDv. ⋅ 34470 Zip Code
Strategically positioned at the corner of NE 2nd Street & NE 9th Avenue W, this parcel sits just minutes from Historic Downtown Ocala. The site offers the perfect balance of proximity to downtown restaurants, retail, and cultural amenities. Surrounded by established neighborhoods and steady rental demand, this lot is one of the few remaining infill development opportunities in the Ocala core. **Lot Size: ±2.56 acres **Downtown-Adjacent Location: Less than 1 mile to Ocala’s Historic Square, restaurants, shops, and cultural venues - Infill Opportunity **Zoning: R-3 (Multi-Family Residential) **Density Allowed: 12 units/acre | ±30 units max by code **Permitted Uses: Multi-family dwellings, single-family homes, two-family and multi-family dwellings, residence-office and residence-galleries, bed & breakfast, assisted living facility **Special Exceptions Possible: Professional offices, day care, churches, recreation facilities, neighborhood wellness centers **Parking Requirement: 1.5 spaces/unit. Additional spaces may be required for amenities. **Utilities: City water and sewer are nearby **Neighborhood Context: Surrounded by long-standing homes, an opportunity for a well-positioned, modern infill product. **Corner Exposure: Frontage on both NE 2nd St & NE 9th Ave for easy access and design flexibility **Connectivity: Access to major corridors, including US 301/441 and SR 40 This site represents a rare chance to deliver new housing just outside the downtown core — close enough to enjoy the amenities. Ideal for an investor, builder, or developer looking to capture demand for modern apartments or townhomes close to downtown Ocala’s growing market.

9th Ave, Ocala
$995,900
Caldwells Add SubDv. ⋅ 34470 Zip Code
Location, Location, Location. This 2-story office building is located on the main 4 lane road in Ocala, Silver Springs BLVD, (HWY 40) with 114 ft of frontage! This parcel is over half an acre at .61 with ample parking. The front of the Victorian building is a grand entrance with the high columns and red brick porch. On the side of the building is the wood ramp for accessibility.  The inside of the office is full of historic charm, solid original wood floors on the staircase and upstairs, high ceilings, built-ins, solid wood trimmings, and a full kitchen. There are 6 total private offices, one office with full private bathroom, 4 bathrooms, 1 large conference room, 1 dedicated workspace downstairs, 2 lobby areas, and dedicated closed storage. There is 3120 sqft total under roof. There also is an already existing illuminated sign on Silver Springs BLVD. The building is not a registered historic building and can be removed. The zoning is B2. This is a great opportunity!

944 E Silver Springs Boulevard, Ocala
Start Your Search