10 Longstanding Florida Homes With Character and Comfort Still Ready for New Owners

Written By

Mathew Abraham

Updated on

Mathew Abraham

Mathew Abraham, editor of Century Homes America, brings his passion for architectural history to explore the stories behind America’s most iconic homes.

10 Longstanding Florida Homes With Character and Comfort Still Ready for New Owners
Margaret Mosley, DUCK REALTY INC via Zillow

These Florida homes have stood through sunshine, storms, and shifting skylines — and they’re still standing strong. Built with care and purpose, each one blends classic character with everyday comfort, offering front porches, solid woodwork, and layouts made to breathe. They’ve weathered time without losing what makes them special. From quiet coastal corners to tucked-away towns, these homes offer more than curb appeal — they offer history that still works. They’re still available for buyers today, ready for new stories without losing their old soul.

1. Ranch Home in Deland, Florida (1920)

1. Ranch Home in Deland, Florida (1920)
J. Todd Swann, SWANN REAL ESTATE INC via Zillow

Built in 1920, this beautifully updated home offers the perfect blend of classic charm and modern comfort—ideal for multi-generational living or potential rental income. Situated on a spacious 0.43-acre lot just minutes from downtown DeLand, this property boasts both location and versatility. The main residence features 3 bedrooms and 2 bathrooms, an expansive great room, and a formal dining area—perfect for entertaining. French doors open to a generous outdoor deck, ideal for relaxing with your favorite beverage. Enjoy gorgeous wood floors throughout, a gourmet kitchen with granite countertops, white shaker cabinets, and stainless-steel appliances, plus recessed lighting and indoor laundry for modern convenience.

2. American Foursquare Home in Vero Beach, Florida (1925)

2. American Foursquare Home in Vero Beach, Florida (1925)
Star Knudson, Dale Sorensen Real Estate Inc. via Zillow

Built in 1925, step into timeless charm with this beautifully updated historic home in original Vero Beach. Featuring a brand-new roof and thoughtfully preserved details, this residence blends classic character with modern comforts. Enjoy hardwood floors, vintage accents, and a spacious layout perfect for entertaining. Nestled in a desirable neighborhood just minutes from downtown, beaches, and parks. Don’t miss this rare opportunity to own a piece of Vero Beach history.

3. Folk Victorian Farmhouse in Jacksonville, Florida (1870)

3. Folk Victorian Farmhouse in Jacksonville, Florida (1870)
JENNIFER CROXTON, ROUND TABLE REALTY via Zillow

Built in 1870, welcome to the Tallman House, full of Old Florida charm. Nestled on 1.8 acres in the heart of Mandarin, this unique property includes a 3-bedroom main house (2984 sq ft) with a 2-car garage, a separate guest house (684 sq ft), a workshop/hobby garage (736 sq ft), and a firepit area. The 2024-renovated kitchen features a 6-burner gas range and views of the oak-shaded grounds. Enjoy original red oak and heart pine floors, two fireplaces, spacious living and dining areas, and a wraparound porch perfect for rocking chairs. The primary suite offers a custom walk-in closet and an updated bath. Outside, relax on the screened back porch or entertain in the brick-floored courtyard.

4. Folk Victorian–Craftsman Home in Ocala, Florida (1918)

4. Folk Victorian–Craftsman Home in Ocala, Florida (1918)
Crystal Snook, CRYSTAL SNOOK REAL ESTATE via Zillow

Built in 1918, this 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.

5. Folk Victorian Home in Deland, Florida (1924)

5. Folk Victorian Home in Deland, Florida (1924)
Brenda McGough, DASH REAL ESTATE COMPANY via Zillow

Built in 1924, this home is situated on a double lot and a tree-lined street just minutes from shopping, restaurants, and activities. The possibilities are endless with a double lot and in-law suite. This two-story residence features hardwood floors, high ceilings, a cozy fireplace, and vintage built-ins. One of the home’s most remarkable features is its exterior brickwork, which was carefully relocated from DeLand’s first Christian church built in 1894, adding a rare and meaningful piece of local history to this unique property.

6. American Foursquare Home in Live Oak, Florida (1900)

6. American Foursquare Home in Live Oak, Florida (1900)
Jon Jackson, REMAX PROFESSIONALS, INC. via Zillow

Built in 1900, this home once served as the parsonage for the Methodist Church. This beautifully preserved two-story gem offers over 3,000 sq ft of heated and cooled space, blending timeless character with thoughtful updates. Inside, you’ll find five spacious bedrooms and 2.5 bathrooms, original charm throughout, and an incredible six fireplaces that anchor the vintage ambiance. The home retains its original steel shingles, with the lower level upgraded with spray foam insulation for enhanced comfort and efficiency.

7. Queen Anne Victorian Home in Orlando, Florida (1884)

7. Queen Anne Victorian Home in Orlando, Florida (1884)
Tom Buitenhuis, OLDE TOWN BROKERS INC via Zillow

Built in 1884, this Queen Anne Victorian estate on iconic Honeymoon Row offers panoramic views of Lake Cherokee. Set on one of Downtown Orlando’s largest residential lots, this rare property blends historic charm with modern sophistication, offering a once-in-a-lifetime opportunity to own a living piece of history. The main residence, a 5-bedroom, 4-full-bath, 2-powder-room home, honors 19th-century craftsmanship while offering modern comforts. Original millwork, stained-glass accents, and eight decorative fireplaces highlight the estate’s character.

8. Craftsman Bungalow in Tampa, Florida (1924)

8. Craftsman Bungalow in Tampa, Florida (1924)
Autumn Etheredge, COMPASS FLORIDA LLC via Zillow

Built in 1924, this home is tucked along the oak-shaded streets of New Suburb Beautiful, one of South Tampa’s most sought-after neighborhoods. It has been reimagined with intention, love, and a deep appreciation for both design and community. From the outside, it’s picture-perfect: a white picket fence, a charming front porch swing, and lush landscaping set the tone. Step inside, and you’re met with a sun-drenched interior filled with warm finishes, custom details, and a floor plan that flows effortlessly from room to room.

9. Queen Anne Victorian Home in Palatka, Florida (1900)

9. Queen Anne Victorian Home in Palatka, Florida (1900)
FRANKIE GUERRIDO, REMAX SUPREME via Zillow

Built in 1900, this one-of-a-kind property is nestled in the heart of the historic district, offering timeless charm with modern convenience. Spanning two stories, it features a private elevator for effortless access between floors. A wrap-around porch invites you to relax and take in the neighborhood’s character, while the screened back porch provides a peaceful retreat for enjoying the fresh air. With a spacious yard, there’s plenty of room to roam, garden, or entertain. The detached garage offers the potential to be converted into an Accessory Dwelling Unit (ADU), creating additional living space or rental income.

10. Spanish Colonial Home in Lakeland, Florida (1922)

10. Spanish Colonial Home in Lakeland, Florida (1922)
Aimee DeBaca, LA ROSA REALTY PRESTIGE via Zillow

Built in 1922, this stunning Spanish Colonial masterpiece offers 4,988 sq ft of elegance. It features 4 beds, 3.5 baths, a gourmet kitchen, a grand spiral staircase, a new roof, a whole-house generator, water filtration, and a screened pool. The 1-bed, 1-bath guest house is perfect for visitors. Enjoy 0.51 acres, a private courtyard, and RV hookups. It’s located near Lake Hollingsworth, Downtown Lakeland, and golf courses.

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