Caldwells Add Homes for Sale in Ocala - 8 homes

Remarks: Front porch sittin’ starts here—swing, unwind, and stay awhile at this charming 1913 bungalow. Situated on a beautiful corner lot in the heart of Historic Downtown Ocala, this home is full of timeless character and thoughtful updates. Historic features greet you with original pine floors, original windows, tall-airy ceilings, and two gas fireplaces with classic mantels. On the main level, you will find the living space, formal dining room, and kitchen, along with the primary suite featuring a private ensuite bath/laundry, a second bedroom, and an additional full bathroom. The attic has been lovingly transformed into a loft style third bedroom, along with a dedicated home office/workspace—just as special and inviting as the rest of the home. The kitchen has been beautifully curated with Café appliances, gas range, stone countertops, tile backsplash, and a cozy eat-in nook. The fully fenced yard offers space to relax and enjoy, complete with a storage building, carport with storage. And yes—the chicken coop, along with its flock of happy hens, can remain with the home if desired. Located within the highly regarded school zone for 8th Street Elementary, Osceola Middle, and Forest High School. No HOA and no deed restrictions. This charmer is ideal for full-time living, a seasonal retreat, or even a rental opportunity—all located within Ocala’s beloved Downtown Golf Cart District. Major updates include: HVAC (2017), water heater (2024), and driveway (2016).

Listing is courtesy of: CRYSTAL SNOOK REAL ESTATE (352-630-5270)

Listing Agent: Fabiola Barrios (772-342-2714)

Remarks: Turnkey Investment Opportunity in Ocala’s Historic District – Ideal for Short-Term Rental Use! Discover this beautifully remodeled home near the edge of Ocala's historic district! Placed on a spacious corner lot, the home features lots of curb appeal with a mature magnolia tree in the front yard and a cozy covered front patio and entryway with tongue and groove wood ceilings. Zoned RO (Residential-Office), the property provides added flexibility for future professional or mixed-use possibilities, making it a smart addition to any investment portfolio. Recently updated, the home features a total of 3-bedrooms and 2-baths with roughly 1,500 sq ft of space. Rich wood flooring runs throughout the living and dining areas, while tile and carpet provide comfort and functionality in the other spaces. A gas fireplace adds warmth and character to the living area, a perfect option for cozy evenings. The kitchen is well-suited for those who enjoy spending time cooking, complete with stainless steel appliances, ample cabinet storage, and tongue-and-groove wood ceilings that enhance the room’s charm. The spacious primary suite is a true retreat that includes French doors, a generous layout, walk-in closet, and a recently updated en-suite bathroom with pedestal sink and walk-in shower. Modern paint choices made throughout the home give a fresh, stylish feel while the many windows allow in abundant natural light. A Florida room– also featuring tongue-and-groove ceilings– extends the living space, leading to a large backyard that features wooden privacy fencing that is perfect for entertaining, pets, or simply quiet relaxation. NEW HVAC, and NEW ROOF. Located in historic downtown Ocala, the home is just minutes from shopping, dining, entertainment, and medical facilities, and approximately 10–15 minutes from the World Equestrian Center (WEC)– a major draw for visitors year-round. Whether you’re looking to expand your investment portfolio or secure a property with income-producing potential, this move-in ready home is a standout opportunity. Property is also available for rent.

Listing is courtesy of: SHOWCASE PROPERTIES OF CENTRAL (352-351-4718)

Listing Agent: Liz Gray (502-314-8055)

Remarks: 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.

Listing is courtesy of: GOLDEN OCALA REAL ESTATE INC (352-369-6969)

Listing Agent: Tasha Osbourne (352-613-6613)

Remarks: 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.

Listing is courtesy of: BB RESIDENTIAL REAL ESTATE LLC (352-208-9945)

Listing Agent: Caroline Fischer (352-233-9747)

Remarks: 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.

Listing is courtesy of: IT'S ALL ABOUT YOU...REAL ESTA (352-304-5687)

Listing Agent: Melissa Townsend (843-321-0819)

Remarks: Under contract-accepting backup offers. Welcome to easy, modern living in one of Ocala’s most desirable historic Woodfields. Built in 2021, this beautifully designed home blends the charm of the area with the benefits of low-maintenance newer construction. Featuring 3 bedrooms, 2 full bathrooms, and a half bath, plus a versatile bonus flex space, the home offers a functional layout perfect for a home office, playroom, gym, or additional living area. The exterior showcases classic curb appeal with Hardie board siding, mature landscaping, and an inviting large wraparound porch—ideal for morning coffee or relaxing evenings. The fully gated yard provides added privacy and peace of mind, making it perfect for pets, children, or simply enjoying your outdoor space. Located just minutes from downtown Ocala, you’ll love the convenience of golf cart access to local dining, shopping, entertainment, and community events. Enjoy the character of the historic Woodfields neighborhood while benefiting from the efficiency and reliability of a home built in 2021. This property offers the perfect combination of location, charm, and modern convenience—a rare opportunity to live near the heart of downtown Ocala. ?

Listing is courtesy of: MAIN STREET REALTY & DEVELOP (352-266-2918)

Listing Agent: Amanda Tuck (352-266-2918)

Remarks: Welcome to this Historic Masterpiece in Ocala. Built in 1903, this two-story, exquisite 4-bedroom, 3-bathroom historic home beautifully blends timeless charm with modern comforts. Nestled in an impeccable location just a short stroll from downtown Ocala's vibrant square, this magnificent residence offers the perfect urban lifestyle combined with the serenity of a historic neighborhood. After walking past the lush landscaping and majestic Live Oak in the front yard, you are greeted by the spacious front porch—an ideal place to relax and embrace the charm of Southern Living. Then, step inside to experience the artistry of thoughtful renovations that have carefully preserved the home's original details, showcasing the craftsmanship that defines this stunning property. From intricate moldings to custom inlay borders to gleaming hardwood floors, every corner reflects the love and care that has gone into maintaining its historical integrity. With its spacious layout, this turnkey home is perfect for families and entertaining alike. The generous living areas flow seamlessly into an updated kitchen, where modern amenities meet classic style. Each of the four bedrooms provides a serene retreat, while the three well-appointed bathrooms offer convenience and luxury. This home has been completely renovated and maintained meticulously. Some of the many upgrades include updated electric and plumbing, a standing seam metal roof (2021), new gutters (2025), updated HVAC systems (2016 and 2022), and an addition with a carport completed in 2018. Beyond the home's captivating interiors, screened-in back porch, fenced-in backyard, and generously-sized two-car carport, you’ll find yourself a short walking distance to downtown Ocala’s most popular dining & nightlife, super-hip restaurants, bars, cafes, shops, Ocala’s Downtown Square and Farmers Market. Also, a short walk to Eighth Street Elementary and Osceola Middle Schools. This is more than just a home; it’s a lifestyle of elegance, convenience, and community. Don’t miss your chance to own a piece of history that embodies the best of Ocala living. Schedule your private showing today and make this treasure your own.

Listing is courtesy of: NEWGATE REALTY, LLC (859-621-0829)

Listing Agent: Brandon Perry (859-621-0829)

Remarks: 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!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Michael Thomas, Sr. (407-923-9441)