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.

$224,900

2 Bed

1 Bath

UMATILLA

View this listing

COZY CRAFTSMAN COTTAGE STYLE 2 BEDROOM / 1 BATH IN THE HEART OF UMATILLA! This quaint abode nestled within a well-established neighborhood offers many comforts and conveniences both indoors and out. The home is situated on a generously sized .21-acre fenced lot, providing plenty of outdoor space for gardening, entertaining, or simply enjoying the Florida lifestyle under the Huge Covered Back Patio. HIGHLIGHTS INCLUDE: Wood Burning Fireplace; Oversized Fenced Backyard w/ Covered Patio & Detached Garage/Workshop/Storage with Electric; Koi Pond & Waterfall; Cabana & Grilling Station with Outdoor Utility Sink and Outdoor Lights for Entertaining! ADDITIONAL INFO/UPDATES: New HVAC (2022); New Luxury Vinyl Plank Flooring (2021); Fresh Interior Paint (2025); Fresh Exterior Paint (2021); New Roof (2018); New Plumbing (2018); New Electrical (2018); New Dishwasher (2018); New Washer & Dryer (2018). OVERALL, this home EXUDES the great features and elements most favorable in seeking ‘small town living’ with ‘big city access’. It’s the IDEAL PLACE to call ‘HOME’ year ‘round or your Florida ‘winter getaway’. Call to schedule your private showing today!!

$440,000

2 Bed

1 Bath

ORLANDO

View this listing

Under contract-accepting backup offers. 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!

$2,300

2 Bed

2 Bath

EUSTIS

View this listing

East Crooked Lake Rental! Experience the timeless charm of this 1920s lakefront home with sweeping panoramic views of beautiful East Crooked Lake. Nestled on a hilltop, the residence features a sunroom, spacious living room, gleaming wood floors, and a classic cast-iron tub in the guest bath. Built-ins throughout add character and functionality, while generous closet space provides plenty of storage. The home also offers a large kitchen, a separate dining room, and laundry conveniently located in the primary bath with washer and dryer included. Lawn care is provided for your convenience. Ideally located near the hospital, restaurants, grocery stores, and a variety of local shops.

$715,000

4 Bed

3 Bath

ORLANDO

View this listing

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.

$339,000

3 Bed

2 Bath

ARCADIA

View this listing

Under contract-accepting backup offers. Step into a perfect blend of vintage charm and modern updates! From a new roof and updated electrical to beautifully refreshed bathrooms and gleaming refinished hardwood floors, this 1946 cottage has been lovingly improved inside and out. Many updates, both cosmetic and structural, have been completed, ensuring peace of mind while preserving the home’s nostalgic character. (A complete remodeling list is available upon request.) As you stroll up the charming brick walkway and step onto the screened front porch, it feels like you’ve discovered something truly magical. Inside, original tongue-and-groove ceilings, built-ins brimming with character, and classic penny tile in the kitchen transport you back to a simpler time—while modern comforts make everyday living a breeze. A retro-style refrigerator gives a sweet nod to the past, and those refinished floors seem to whisper the stories of decades gone by. The bathrooms have been tastefully updated yet still flaunt their 1940s pastel tiles, including the pink bath’s whimsical hexagonal window. The third bedroom features a walk-in closet that doubles as a laundry space for ultimate convenience. Storage is abundant with linen closets and built-ins tucked thoughtfully throughout. Outdoors, entertaining is effortless—relax under the expansive 15x24 covered patio or host gatherings on the wooden deck just off the great room. A 12x20 shed with electricity offers endless possibilities for a workshop, creative studio, or private retreat. All of this sits in the heart of Arcadia, a town rich with historic charm, lively rodeos, and boundless outdoor adventures. This home is a story waiting to be written—will you be the next chapter?

$1,925

2 Bed

1 Bath

ORLANDO

View this listing

Beautiful College Park, Bring your stuff and move right in. The charming 2 bedroom 1 Bath home has been freshly remodeled with a new bathroom and updated kitchen. The inside features original wood flooring large bedrooms, a Large Den that could be a 3rd bedroom and a fenced in back yard. The home has a large laundry room area with lots of storage. Located minutes from the packing district and downtown college park.

$1,620

2 Bed

1 Bath

ORLANDO

View this listing

Mid Century Modern duplex in the heart of College park. Are you looking for a great place to live located withing walking distance to downtown college Park? Then look no further. This 2 bedroom 1 bath duplex features vintage wood flooring, updated kitchen with granite countertops and stainless steel appliances. Enjoy you own private covered parking space as well.

$239,900

2 Bed

1 Bath

UMATILLA

View this listing

Imagine waking up each morning to the peaceful view of Lake Umatilla and the quiet charm of small town life. This 100 year old home with 2 Bedroom + Den/Office sits right in the heart of Umatilla where you can walk to downtown shops, local restaurants, and Cadwell Park. It is more than just a home it is a piece of history filled with character at every turn.Inside you are welcomed by the warmth of original hardwood floors and the charm of vintage doorknobs that carry you back in time. The living room invites you to gather around the gas fireplace while the den/office offers the perfect spot for working from home or simply relaxing with a good book. This layout is cozy yet practical.Step outside to find a detached garage with a fenced in yard. Important updates including a new water heater in 2024, roof in 2013, and A/C in 2015.This is a place where history, community, and everyday living come together. All that is missing is you.

$374,900

3 Bed

2 Bath

BRADENTON

View this listing

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.

$150,000

1 Bed

2 Bath

BRADENTON

View this listing

Under contract-accepting backup offers. Check out this NEW PRICE!!!! 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

$450,000

5 Bed

3 Bath

EUSTIS

View this listing

HISTORIC ELEGANCE. You will be instantly charmed by this 5 Bedroom, 3 Bath home and impressed by the welcoming curb appeal. Walk through the front door into a light and bright sunroom entry parlor. As you roam the rooms you will see that there have been many recent renovations and modern upgrades. You will find granite counter tops throughout, upgraded wood cabinetry, laminate flooring, fresh paint, security system, remodeled bathrooms and the roof is only 3 years old. The main floor has the Family room, Dining Room, Kitchen, Laundry Room, Primary Bedroom/Flex space and a Full Bathroom. Upstairs there are 3 Bedrooms and a full bath. This rare gem not only has 2 floors, but also a finished basement which has a living area, bedroom, and full bathroom. This space is perfect for an in-law suite, Master Bedroom, guest room, or teenage paradise. You will have plenty of space for entertaining and enjoying the Florida weather on the large back deck and gazebo in the backyard. Downtown Eustis is short walk and there is plenty of shopping and restaurants close by. If you are a nature lover, Lake County is home to numerous parks, lakes, springs, hiking trails and close to the Ocala National Forest. Currently this property is a single-family home, however, there is an option for some commercial opportunities as it is zoned RT. Don't let this one slip through your fingers, make an appointment to see it today!

$239,000

3 Bed

2 Bath

LEESBURG

View this listing

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! Seller will contribute $5,000 as a buyer credit!

$698,000

3 Bed

2 Bath

ALTOONA

View this listing

Escape to your own 5-acre retreat near the Ocala National Forest, between Orlando and Ocala! This beautiful MIGHT AS WELL BE NEW 3-bedroom home blends FARMHOUSE charm with modern updates, Luxury Vinyl Plank flooring, featuring a GOURMET KITCHEN with Gas Range, luxurious baths and AMAZING living room with a grand FIREPLACE focal point. Enjoy the versatility of the detached multi-car GARAGE SUITABLE to run your BUSINESS with oversized workshop and an air-conditioned studio—ideal for many businesses, maybe mechanic, roofer, dog grooming, trainer or an art studio, etc. 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.