Caldwells Add Homes with Sidewalk Exterior Features

Caldwells Add Homes with Sidewalk Exterior Features

Welcome to Caldwell’s Add, a charming subdivision nestled in the heart of Ocala, Florida! Known for its friendly atmosphere and picturesque surroundings, Caldwell’s Add is the perfect place for families, retirees, and everyone in between. This vibrant community is characterized by its well-maintained homes, lush greenery, and inviting sidewalks, making it an ideal setting for leisurely strolls and outdoor gatherings.

Caldwell’s Add offers a variety of homes designed with modern living in mind. Each property is thoughtfully constructed, featuring stunning exteriors and spacious interiors that cater to both comfort and style. One of the standout features of this subdivision is the presence of sidewalks, encouraging residents to enjoy the beautiful Florida weather while promoting an active lifestyle. Whether you’re taking a morning jog, walking the dog, or simply enjoying a peaceful evening stroll, the sidewalks provide a safe and welcoming environment for all.

Located in Marion County, Ocala is known for its rich equestrian culture and vibrant community life, offering a plethora of activities and amenities. From local parks and recreational facilities to shopping and dining options, everything you need is just a stone’s throw away.

Caldwell’s Add is not just a place to live; it’s a community where you can build lasting memories and friendships. If you’re looking for a home that combines comfort, convenience, and charm, look no further than Caldwell’s Add in Ocala, Florida. Your dream home awaits!

Newest Caldwells Add Homes with Sidewalk Exterior Features

$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
$698,000
4 Beds ⋅ 4 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
****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
$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
$549,900
5 Beds ⋅ 4 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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
$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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