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906 E Fort King Street, Ocala
$935,000
3 Beds ⋅ 3 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
The Wedding Cake House Gracing the heart of Ocala, the legendary Wedding Cake House is a masterpiece of Victorian romance and refined restoration. Originally built as a gift of love, this iconic residence has been thoughtfully renewed for modern living—featuring all-new electrical, plumbing, and A/C systems while preserving every handcrafted detail that defines its charm. From its ornate gingerbread trim to sun-dappled verandas and soaring ceilings, each space tells a story of timeless beauty and grace. The interiors flow with light and warmth, inviting elegant entertaining or quiet reflection. Beyond its iron gates, manicured gardens and stately trees create a private sanctuary just moments from Ocala’s vibrant downtown. Whether envisioned as a luxurious private home or a boutique venture, the Wedding Cake House stands as a rare opportunity to own one of Florida’s most celebrated architectural treasures—where history, craftsmanship, and modern comfort live in perfect harmony.

906 E Fort King Street, Ocala

206 Se 15th Avenue, Ocala
$750,000
3 Beds ⋅ 3 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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. ?

206 Se 15th Avenue, Ocala

910 Se 2nd Street, Ocala
$485,000
4 Beds ⋅ 3 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
BUYER LOST FINANCING- HOME IS AVAILABLE. Experience the charm of downtown Ocala in this beautifully updated 4-bedroom, 3-bath pool home nestled in the desirable SE Historic District. With a roof (2021) and driveway (2022), this home offers both peace of mind and timeless appeal. Step inside to discover rich hardwood floors, tile in all three bathrooms, and carpet in the bedrooms for comfort and warmth. The kitchen is designed for both everyday living and entertaining, featuring granite counters, an island with seating, and ample cabinetry. Enjoy seamless indoor-outdoor living with a sparkling private pool—perfect for relaxing or hosting gatherings year-round. Beyond the home itself, the location is unmatched. Walk or ride your golf cart to downtown Ocala’s restaurants, art galleries, shops, and entertainment venues, all just minutes away. With proximity to WEC (World Equestrian Center) and HITS, this property is also a fantastic option for use as an Airbnb or seasonal rental. This move-in ready home captures the best of historic character, modern updates, and unbeatable convenience—all in the heart of Ocala.

910 Se 2nd Street, Ocala

605 Se Tuscawilla Avenue, Ocala
$460,000
3 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34471 Zip Code
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).

605 Se Tuscawilla Avenue, Ocala

30 Se Wenona Avenue, Ocala
$459,000
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

217 Ne Tuscawilla Avenue, Ocala
$300,000
4 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34470 Zip Code
Located within the Tuscawilla Park Historic District in Midtown Ocala, this property is just a few blocks from the downtown square. Both residences on this property have been updated with 2024 HVACs, newer water heaters and windows. There have also been updates to the electric and plumbing. The rear home and garage were updated with new roofs in 2022, and front home has a durable metal roof. This property is perfect for either long term tenants, or for short term guests, or both. The front 2 BR/1BA home includes a screened front porch, and inside laundry. The 2 BR/1BA rear back has a full kitchen, patio area, and fire pit. There is also a detached garage large enough for a small car or could be updated for use as a laundry room, hobby room, or workshop. This property is ideally located near shops, dining, and entertainment. Plus, two blocks away, you can jump on Highway 40, head West and you'll be at WEC in about 20 minutes; head East and in less than 15 minutes you can jump in the river with your kayak at Silver Springs!

217 Ne Tuscawilla Avenue, Ocala

721 Ne 2nd Street, Ocala
$210,000
5 Beds ⋅ 4 Baths ⋅ Caldwells Add SubDv. ⋅ 34470 Zip Code
Renovator’s Dream in the Heart of Ocala Located in Ocala’s sought-after Historic District, this 1918-built gem turned triplex offers a rare opportunity to own a piece of the city’s rich architectural history. Just steps away from both Midtown and Downtown Ocala, this walkable location places you near vibrant restaurants, shops, and community events — perfect for investors or future homeowners looking to be in the center of it all. With 2,451 living square feet, the home has been thoughtfully divided into three separate units, presenting excellent income-producing potential or a unique multi-generational living setup. Unit 1: Efficiency apartment Unit 2: 2 bedrooms, 2 bathrooms Unit 3: 2 bedrooms, 1 bathroom This is a renovation takeover, ideal for buyers ready to bring their vision and craftsmanship to life. Some finishing carpentry work, HVAC, and electrical updates are needed to complete the transformation and unlock the property's full value. Whether you’re a seasoned investor or a handy homeowner, this is a golden opportunity in a character-filled neighborhood. Located within the City's East Ocala Redevelopment Area with up to 40k per year in qualifying Historic Building Improvement Grants. Cash offers preferred, but renovation loan options may be considered for qualified buyers.

721 Ne 2nd Street, Ocala

205 Ne Sanchez Avenue, Ocala
$199,000
4 Beds ⋅ 2 Baths ⋅ Caldwells Add SubDv. ⋅ 34470 Zip Code
Historic district two-story home serves as a duplex with a detached garage in short distance to Tuscawilla Park, Midtown Station, downtown Ocala square for leisure and small-town city lifestyle living. Airbnb potential with two residences; upstairs unit (207) is vacant, is approximately 1,000 living square feet, has two bedrooms with closets, one bath, living room, dining room and kitchen. Smart built-in shelving is in the living room and kitchen. 2024 HVAC unit installed. Downstairs unit (205) is occupied with long-term tenant (month to month) with approximately 1,000 living square feet, two bedrooms with closets and one bath. An additional living room could serve as a third bedroom. Separate water and electrical meters. This is also a great residence for multi-family use with the opportunity of having five bedrooms with in-laws or teenagers in one unit. This charming home can use some TLC and updating. Termite bond is transferable! There is a detached two-car garage that can be used for storage. Enjoy the quaint backyard courtyard area for privacy (privacy fence) or relax on your large front covered porch and enjoy evening sunsets!

205 Ne Sanchez Avenue, Ocala