Historical Homes in Central Florida

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$229,000

3 Bed

2 Bath

LEESBURG

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Welcome home to this fantastic property This generous!.46 acre of land makes this big lot a dream of possibilities. Park your trailer, truck, boat, RV or build a huge mancave, workshop, car garage, or shed, you name it. Featuring, brand new roof, electrical panel, new kitchen with granite countertop, stainless steel appliances. In addition to that enjoy a comfortable front porch to sit back and relax observing the garden and the mature trees. This gorgeous property makes a great 3/2 with the bonus room/office for the whole family to enjoy. Perfect for first time buyer or as a passive income investment. Did I say that there is No HOA??? . No HOA and fully fenced. Come and discover the beautiful city of Leesburg, it's Rich history, famously known for the Venetian Garden Park located by the Lake Harris Chain of Lakes. Enjoy fishing on your boat, bird watching, playing sand volleyball by the Ski Beach. Or explore the Downtown's antiques shops, cafes and restaurants. Just one hour and 30 minutes from Orlando themes Parks, Daytona , or Smyrna Beach. Don't wait, call for a showing today!

$299,000

4 Bed

2 Bath

LEESBURG

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Charming 1939 Home with Pool in Leesburg’s Historic District Step into timeless elegance with this beautifully maintained 4-bedroom, 2-bath home located in the heart of Leesburg’s historic district. This property seamlessly blends historic charm with modern updates, featuringoriginal hardwood floors and antique doors that speak to its 1939 heritage. One of the standout features of this home is the unique pass-through fireplace, creating a cozy ambiance between the family room and one of the bedrooms—perfect for relaxing evenings or intimate gatherings. Outside, the backyard is truly a private oasis. Mature bamboo surrounds the space, offering natural shade, privacy, and a peaceful atmosphere. The lush, low-maintenance landscaping makes it easy to enjoy the outdoors without the hassle of extensive upkeep. A sparkling in-ground pool is the centerpiece, ideal for cooling off on warm Florida days or entertaining guests year-round. Recent upgrades include a brand new roof and updated electrical system, adding comfort and peace of mind. Don’t miss your chance to own a piece of Leesburg history with all the charm and modern conveniences you’ve been looking for.

$389,000

3 Bed

2 Bath

BRADENTON

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Step into a piece of Old Florida with this beautifully preserved 1925-built home, brimming with character and charm. Located on a spacious corner lot in desirable West Bradenton, this 3-bedroom, 2-bathroom residence offers over 1,900 square feet of inviting living space.You’ll fall in love with the recently refinished hardwood floors, freshly painted original plaster walls, and soaring 9.5-foot ceilings that evoke a classic elegance throughout. Modern updates blend seamlessly with vintage appeal, including new appliances and a thoughtfully converted garage—now serving as a versatile utility room with extra space ideal for a home office or workshop.The expansive lot provides ample room to add a pool, guest house, or lush garden oasis. Just minutes from SRQ Airport and the stunning beaches of Anna Maria Island, this location offers the best of both convenience and coastal living. Enjoy easy access to top-rated schools, shopping, dining, recreation, and entertainment.Don’t miss your chance to own a unique slice of Florida history—where timeless design meets everyday comfort.Professional Photos coming soon!

$374,900

4 Bed

2 Bath

MOUNT DORA

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Under contract-accepting backup offers. BEAUTIFUL HOME on a large corner lot in the Historic District of Mount Dora. This charming 4 bedroom, 2bath home offer plenty of living options and features a metal roof- installed in 2023. Lush landscaping, afenced yard and a large patio, perfect for entertaining. 2 separate driveways provides plenty of parkingoptions. Approximately 1/2 mile to the Heart of Downtown Mount Dora!!

$849,990

4 Bed

3 Bath

ORLANDO

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LOCATION! LOCATION! Come view this Mediterranean Spanish Revival estate, in addition to its rich historical charm and expansive grounds, includes a 2-story home boasting 4 bedrooms, 2.5 bathrooms, and 2,112 square feet of living space. The property features a detached 2-car garage, further enhancing its functionality. It’s 1925 origin, custom-built for vaudeville comedian Eddie Ross, adds a rich historical context, making it a true gem of the College Park area in Orlando. The detailed restoration, including original oak hardwood floors and timeless design elements like tapestry plaster and Gamble Rogers lighting, keeps the home’s vintage essence intact while providing modern comforts. The large living/family room and great room with it’s feature fireplace and the seamless indoor-outdoor flow to a Charleston-style cabana make it perfect for entertaining or simply enjoying serene moments. With its expansive grounds, and the possibility for further development, this home offers not only a beautiful living space but also future potential. It's rare to come across homes that marry history, elegance, and function so well, especially in such a desirable location close to Downtown Orlando, Edgewater Drive, and all the conveniences of the area. This is a prime opportunity for anyone looking to invest in a piece of Orlando’s architectural and cultural history. The property offers enough space for further development behind the home, whether it's adding a mother-in-law suite, a guesthouse, or even something entirely custom, the possibilities are vast. This offers incredible flexibility for future projects while still maintaining the charm of the original estate. It's an ideal opportunity for buyers seeking a blend of historic beauty and modern expansion potential in a prime Orlando neighborhood.

$274,900

1 Bed

1 Bath

MOUNT DORA

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Under contract-accepting backup offers. Nice 1 Bedroom 1 Bathroom in Downtown Mount Dora

$440,000

2 Bed

1 Bath

ORLANDO

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Welcome to 914 N Shine Avenue — a beautifully maintained 2-bedroom, 1-bath home nestled in the heart of Colonialtown North, one of Orlando’s most sought-after neighborhoods! With a 1-car detached garage, a spacious backyard, and modern updates, this gem offers the perfect blend of character and convenience just minutes from Downtown Orlando, Lake Eola, Mills 50, and the Milk District. The inviting living room boasts warm natural light, hardwood floors, and a cozy wood-burning fireplace — perfect for relaxing evenings. Just off the living room, the flexible Florida room is ideal for a home office, yoga space, or reading nook and opens to a lovely back deck through double French doors, creating seamless indoor-outdoor living. Wood floors are in all living spaces with the exception of the kitchen and laundry room that have tile (no carpet here)! Enjoy updated stainless steel appliances, ample cabinetry, a breakfast bar, and plenty of space for your dining table — whether it’s casual morning coffee or entertaining friends. The two generously sized bedrooms are separated by a refreshed full bath. You'll love the convenience of the indoor laundry area, featuring a newer stackable washer and dryer included in the sale! Step through the screened-in patio to your own private, oversized backyard — perfect for gardening, grilling, or even a future pool. Fully fenced for privacy and pets! There is a large area with pavers, making entertainment and grilling out easy! There is a garage that holds one car and additionally a storage shed! Roof 2017. 2023 HVAC system and new breakers in electrical panel, 2021 new kitchen appliances, new washer/dryer, full lawn irrigation system, ceiling fans in bedrooms and living room, and interior and exterior of the home painted. Walk, bike, or just a short drive to everything downtown has to offer — boutique shops, restaurants, coffee houses, parks, and nightlife are all within reach. Don’t miss this rare opportunity to own a slice of downtown Orlando with character, updates, and a backyard oasis!

$341,000

3 Bed

2 Bath

ARCADIA

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As you stroll up the charming brick walkway and step onto the inviting screened front porch of this 1946 cottage-style home, you can’t help but feel like you’ve discovered something truly magical. Inside, vintage charm dances through every room— from the warmth of beautiful tongue and groove ceilings, built-ins bursting with character, classic penny tile gracing the kitchen, and a retro-style refrigerator that feels like a sweet nod to yesteryear. The gleaming refinished wood floors whisper stories of the past, while tasteful vintage accents throughout the home tie it all together in timeless elegance. Both bathrooms have been beautifully updated, yet they still flaunt their nostalgic 1940s pastel tiles—including a hexagonal window in the oh-so-charming pink bath. The third bedroom features a walk-in closet that doubles as a laundry space, maximizing convenience. You'll find the home offers abundant storage with linen closets and built-in features thoughtfully placed throughout. Every detail throughout the home radiates care and refinement, wrapped in a pristine package of history and charm. Entertaining is effortless in the spacious yard, whether you're relaxing under the expansive 15 x 24 covered patio or hosting gatherings on the wooden deck just off the great room. Out back, a 12 x 20 shed with electricity awaits—perfect for your dream workshop, creative studio, or a private retreat. Nestled in the heart of Arcadia, a town brimming with historic charm, thrilling rodeos, and endless outdoor adventures, this home is a story waiting to be written—will you be the next chapter?

$759,000

4 Bed

3 Bath

ORLANDO

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PRICE IMPROVEMENT! Step into timeless sophistication with this exquisitely renovated 4-bedroom, 3-bath bungalow nestled in one of Orlando’s most beloved neighborhoods—Delaney Park. Built in 1926 and reimagined for modern living, this residence masterfully blends historic charm with contemporary design. The main level is designed for both comfort and convenience, featuring a luxurious primary suite with a stunning ensuite bath complete with a double-sink vanity and a spacious glass-enclosed shower. A generous guest bedroom and a beautifully remodeled full bath are also on this level, along with an open-concept living, dining, and kitchen area that's ideal for everyday living or stylish entertaining. The gourmet kitchen is a chef’s dream—granite countertops, stainless steel appliances, and a custom prep zone with its own beverage refrigerator. At the heart of the home, a cozy fireplace anchors the light-filled living area, while a walk-in laundry and storage room adds practicality to the charm. Upstairs, two additional bedrooms and a large full bath provide the perfect retreat for family or guests. Outside, enjoy your own private sanctuary—the backyard has a sparkling pool and spa, perfect for cooling off during sunny Florida days. A nearly new storage shed adds extra utility, while the fully fenced backyard offers both privacy and serenity. With major upgrades including new electrical and plumbing (2022) and a newer roof (2019), this home offers peace of mind in addition to style. Zoned for top-rated schools (Blankner K-8 and Boone High), and just minutes from downtown Orlando, this Delaney Park gem is not just a home—it’s a lifestyle.

$698,000

3 Bed

2 Bath

ALTOONA

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Escape to your own 5-acre retreat near the Ocala National Forest, between Orlando and Ocala! This beautifully RENOVATED 3-bedroom home (including a loft-style bedroom) blends FARMHOUSE charm with modern updates, Luxury Vinyl Plank flooring, featuring an UPDATED KITCHEN with Gas Range, luxurious primary bath, second bath, and AMAZING living room with a grand FIREPLACE focal point. Enjoy the versatility of the detached multi-car garage with oversized workshop, and an air-conditioned studio—ideal for dog grooming or an art studio and two stalls so bring the HORSES too. Minutes from Rocking Horse Ranch, a site for some amazing EVENTING, previously hosting some Olympic Trials! Outdoor living is elevated with a screened porch, luxe chicken coop area, fenced dog yard, and space for gardens, guests to camp, being perimeter fenced. A unique, turnkey property offering comfortable country living with limitless possibilities. Seller says Roofs, Heat & Air, Septic, Water Heater, and Electrical all about 3 years old.

$169,900

1 Bed

2 Bath

BRADENTON

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This Braden Castle Park 1925 cottage is the only home currently available that is NOT IN A FLOOD ZONE and had no water damage from last year’s storms. So, it is all ready for you to add your own personal touches and call it home, or your seasonal get-a-way. Nestled along the picturesque Manatee River, where it meets the Braden River, this one bedroom, 2 full bath, plus bonus room (small, but has a closet, window and the second full bathroom) offers a rare opportunity in a very special 55+ waterfront community. The one car garage has been used as a pottery/craft studio for several years; has electricity, water and an AC split unit. Untouched by the recent storms and not located in a flood zone, this cottage is situated in a neighborhood rich with history. Listed on the National Register of Historic Places, the community is home to charming, unique bungalows that showcase its distinctive character. Residents enjoy a dynamic waterfront lifestyle with direct Gulf access, a private boat ramp, a fishing pier dedicated to the neighborhood’s many Veterans;, boat slips, and an array of recreational amenities. The vibrant community center hosts various events and activities, fostering a warm and welcoming atmosphere. Enjoy coffee on the front patio while enjoying views of the river, fishing and boating a few doors down. In the evening, sit along the riverfront and enjoy your favorite book or social time with your neighbors. Braden Castle Park takes a step back in history and is truly an exceptional place to call home. Yet, you are close to shopping, beaches, a wide variety of restaurants, historic downtown Bradenton and RiverWalk. Truly the best of both worlds.New roof: 2022, updated electrical: 2005