Caldwells Add Homes for Sale

Caldwells Add Homes for Sale

Welcome to Caldwell's Addition, a hidden gem nestled in the heart of Ocala, Florida, within the vibrant Marion County. This charming subdivision is characterized by its friendly community atmosphere, lush greenery, and convenient access to the best that Ocala has to offer. Whether you’re a first-time homebuyer, looking to downsize, or seeking a peaceful retreat, Caldwell's Addition provides a welcoming environment that feels like home.

The homes for sale in Caldwell's Addition are as diverse as the residents who call it home. From cozy single-family residences to more spacious properties perfect for growing families, there’s something for everyone. Many of these homes boast modern amenities, well-maintained interiors, and inviting outdoor spaces ideal for entertaining or simply enjoying the Florida sunshine. The neighborhood’s tree-lined streets and well-kept yards create a picturesque setting, making it an ideal place to settle down.

Living in Caldwell's Addition means you’re just a stone’s throw away from Ocala's vibrant downtown, where you can explore charming shops, delightful dining options, and a rich cultural scene. With easy access to major highways, you're also conveniently located for day trips to nearby attractions, including the stunning natural springs and beautiful parks that Marion County is known for.

If you're ready to discover your dream home in Caldwell's Addition, explore our listings today and take the first step towards a life filled with comfort, community, and endless possibilities!

Newest Caldwells Add Homes for Sale

1333 Se 3rd Street, Ocala
$589,000
3 Beds ⋅ 5 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
Virtually Staged. A distinctive mansard roof and welcoming brick entry introduce this spacious two-story home on a quiet street with little through traffic in the Caldwells neighborhood, nestled between Ocala’s historic district and Woodfields. Located within Ocala’s designated golf cart area, the home offers convenient golf cart access to neighborhood parks and downtown dining, shopping, and events. Inside, updated flooring, soft neutral tones, and sage accents complement the living spaces with room to gather, entertain, and spread out. The kitchen features white Shaker-style cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook with a built-in window seat. Separate living and family rooms offer flexibility for everyday living, while the dining room provides a dedicated space for meals and celebrations. Upstairs, three generously sized bedrooms each feature a large walk-in closet. The spacious primary suite includes an ensuite bath with dual sinks and a tiled shower, while the upstairs guest bathroom offers a separate tub and shower. Updated bathrooms showcase marble-look tile and clean, classic finishes. The expansive covered rear patio extends the living space outdoors, overlooking a large, fenced backyard where mature bamboo creates a lush natural privacy screen. There is ample room for outdoor dining, entertaining, or simply unwinding. An attached two-car garage adds parking and storage. Set on approximately 0.39 acre in southeast Ocala, this move-in-ready home brings together timeless character, generous space, and a desirable location.

1333 Se 3rd Street, Ocala
818 Se 3rd Street, Ocala
$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
819 Se 2nd 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
505 Se Sanchez Avenue, 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
805 E Fort King Street, 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
923 Ne 2nd Street, Ocala
$280,000
2 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34470 Zip Code
BACK ON THE MARKET – BUYER FINANCING FELL THROUGH! CLEAN INSPECTION! APPRAISAL DONE! SURVEY COMPLETE! Where timeless character meets modern functionality! This beautifully preserved and thoughtfully updated 1948 vintage bungalow offers a rare combination of charm, privacy, and convenience less than one mile from Downtown Ocala. Meticulously maintained, the home features an updated roof (2023), tankless water heater, 28 new windows, updated bathroom vanity, updated stainless steel appliances, luxury vinyl plank flooring, and updated light fixtures. Original doors, doorknobs, and cabinetry with vintage hardware have been carefully preserved, blending historic charm with modern comforts. The light-filled Florida room overlooks mature oak trees and features new windows and window treatments, which are included throughout the home. A rare find in Florida, the semi-finished basement offers a half bath and workbench, providing versatile space for hobbies, storage, or projects. *Please note the basement has a lower ceiling clearance, estimated 6'.* A built-in Murphy bed with integrated storage adds flexibility to the guest bedroom. Outside, mature landscaping, a private garden, storage shed, and peaceful walking path with a small bridge create a serene retreat. The recently redone brick paver driveway adds to the home’s curb appeal, while no current rear or side neighbors enhance the sense of privacy. Conveniently located near Downtown Ocala, The Forge, Midtown Station, and the 1890 Tea House, the Reilly Arts Center, and more, this lovingly maintained home offers historic character, thoughtful updates, and an exceptional setting. Schedule your private showing today!

923 Ne 2nd Street, Ocala
721 Se 5th Street, Ocala
$374,900
4 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
RECENTLY IMPROVED PRICE! 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
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