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Historical Homes in Florida's Big Bend

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.

$300,000
3 Bed
1 Bath
Charming Countryside Retreat in Quincy, FloridaDiscover your perfect escape in this quaint three-bedroom, one-bath home nestled on 4.67 acres of picturesque land. Formerly a thriving farmland, this property offers a serene backdrop, complete with a tranquil pond that still holds water--a perfect spot for relaxation or family gatherings.Built in 1950, this home has been thoughtfully updated to enhance your comfort. Recent renovations include brand-new floors, a sturdy roof, energy-efficient windows, and a new septic tank, ensuring peace of mind for years to come. The property is fully fenced, providing privacy and security for both children and pets.The expansive 4.67 acres allows for endless possibilities, offering the perfect canvas for advancements and improvements that enhance the home's rustic charm. Enjoy the benefits of well water with a newly installed well, making this home a self-sufficient haven. The kitchen features a new microwave, and the sellers are installing a new stove and refrigerator, making it ready for your culinary adventures.Whether you're looking for a peaceful weekend getaway or a full-time residence, this property promises a tranquil lifestyle surrounded by nature. Embrace the charm of country living--schedule a showing today!
$549,900
3 Bed
3 Bath
Tallahassee
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Charming home in a prime mid-town location with extensive upgrades and lucrative rental income. Welcome to this beautifully updated all-brick home, perfectly situated in the heart of mid-town. This residence has undergone significant renovations, blending modern comforts with classic charm, and presents an excellent investment opportunity with substantial rental income potential. The main home (2,120 sq ft) provides steady rental revenue, while the lower level (748 sq ft) has been successfully operated as an AirBnB, adding an additional income stream. Or live in the main home and rent the downstairs to offset your mortgage payment. Key Features and Improvements: New roof, New electrical + can lights throughout, Fully renovated bathrooms, Fully renovated kitchens, New appliances, Replaced wood floors (portion) and refinished wood floors (all) upstairs, Installed new floors in bathrooms, laundry room, and “sunroom” upstairs, Installed new floors throughout downstairs, Split upstairs utility room into separate laundry room and “sunroom”, Installed wood paneling upstairs (portion) and reworked built-in cabinets, Installed new drywall throughout downstairs, New hot water heater (downstairs), Replaced doors and trim throughout, Replaced windowsill trim throughout, Installed blinds throughout, Painted all surfaces throughout, Removed existing and installed new fence, Removed existing and installed new landscaping, Significant exterior demo- removed metal awning, decrepit shed, decrepit playset.
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$889,000
6 Bed
4 Bath
Monticello
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Priced at appraised value. 15.5 beautiful Acres minutes from the Leon County with easy access to I-10 and Capital Circle. Main house with In-law/Guest Suite is 3200 square feet with 4 bedrooms and 3 baths. Brand new barn apartment is 1400 square feet with 2 bedrooms and 1 bath. This breathtaking property checks ALL of the boxes! Please see associated docs as this home has so many features and details. The sellers have nick-named this home as "Monticello Yellowstone". Driving through the gated entry, you are greeted with Argentine Bahia Grass green pastures and most charming property. Five fenced and cross fenced pastures each with run in shelters, electric and water. Main house is 3200 square feet (Barn Apartment is additional 1400 Square Feet). Multiple level main main house is perfect for multi-generational living showcasing exposed beams, vaulted ceilings, bricked walls, and decked with tongue and groove hardwood ceilings. In-law/Guest Studio Suite also has private entrance with patio, mini kitchen, separate living space and walk-in shower. New 5000 square foot barn with 4 stalls, tack room, RV/Trailer parking. Barn also includes newly completed 2 bedroom / 1 bath apartment featuring spectacular 40 foot wood beam stretching across the entire living/ dining / kitchen space. Barn apartment has 40 foot deck overlooking pastures. As you walk through the property... enjoy many landscaped nooks, gravel walk ways, a large chicken coop, kids play area, above ground pool area (could be used for dog pen), rustic smaller barn used as a workshop, parking pavilion, and endless views of well manicured pastures. This is a must see property!
$250,000
2 Bed
2 Bath
Discover the allure of coastal living with this charming 1940's residence, recently re-zoned and nestled in the heart of Panacea. This unique property boasts two cozy bedrooms and 1.5 baths, complimented by a versatile third room, currently repurposed as a spacious laundry area with ample storage. Each bedroom has a private entrance, decently sized closet, and entrance to the jack and jill style bathroom. The storage shed out back is perfect for outdoor enthusiasts to store kayaks, while the convenient lean-to offers a shaded spot for cleaning the day's catch at the cleaning station. Just across the street, Posey's Up the Creek awaits to transform your fresh fish into a delightful meal. Privacy is a priority with a partially fenced backyard, where you can enjoy leisurely afternoons in the above-ground pool. Mornings are a delight on the screened-in front porch, and the expansive back deck is ideal for hosting memorable barbecues. Accessibility is effortless with multiple entrances and a handicap ramp, ensuring comfort for all of your guests! Holding over 60 feet of prime coastal highway frontage, the possibilities for this home are endless. Metal roof, tankless hot water heater, updated electrical, and located mere seconds from the water's edge and nature trail, this property is perfect for those seeking a peaceful homestead or weekend hideaway. All measurements and zoning requirements to be verified by buyer.
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$889,000
4 Bed
3 Bath
Monticello
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Priced at appraised value. Main house is 3200 square feet with 4 bedrooms and 3 baths. Brand new barn apartment is 1400 square feet with 2 bedrooms and 1 bath. This would be an amazing short and/or long term rental property ... or even a wedding venue. This breathtaking property checks ALL of the boxes! Please see associated docs as this home has so many features and details. The sellers have nick-named this home as "Monticello Yellowstone". Driving through the gated entry, you are greeted with Argentine Bahia Grass green pastures and most charming property. Five fenced and cross fenced pastures each with run in shelters, electric and water. Main house is 3200 square feet (Barn Apartment is additional 1400 Square Feet). Multiple level main main house is perfect for multi-generational living showcasing exposed beams, vaulted ceilings, bricked walls, and decked with tongue and groove hardwood ceilings. In-law/Guest Studio Suite also has private entrance with patio, mini kitchen, separate living space and walk-in shower. New 5000 square foot barn with 4 stalls, tack room, RV/Trailer parking. Barn also includes newly completed 2 bedroom / 1 bath apartment featuring spectacular 40 foot wood beam stretching across the entire living/ dining / kitchen space. Barn apartment has 40 foot deck overlooking pastures. As you walk through the property... enjoy many landscaped nooks, gravel walk ways, a large chicken coop, kids play area, above ground pool area (could be used for dog pen), rustic smaller barn used as a workshop, parking pavilion, and endless views of well manicured pastures. This is a must see property!
$115,000
3 Bed
2 Bath
Tallahassee
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Great location close to shopping, universities, state offices, airport, bus routes. This home features the original Pickwick Knotty Pine paneling and original doors, an enclosed front porch, laundry room, fenced back yard, carport, storage barn. Owners starting renovating but are ready to turn it over to a new owner to make their own. Selling as is. Great potential with a little renovating.
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$285,000
2 Bed
2 Bath
Monticello
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This charming 2 Bed, 2 Bath Fully Renovated Home in historic Monticello, Florida is a must-see home! This beautifully renovated 2-bedroom, 2-bathroom home seamlessly blends contemporary upgrades with classic charm. Every inch of this residence has been meticulously remodeled to offer comfort and style. This is not a flip. The owners expected to live in this home and every detail was made with their long-term living comfort in mind. Step inside to find a cozy living space filled with natural light, perfect for enjoying our beautiful sunny weather. The kitchen boasts brand-new stainless steel appliances, butcher block countertops, and custom cabinetry. Both bathrooms feature elegant fixtures and finishes, providing a spa-like experience. Enjoy the spacious master suite with a HUGE walk-in closet and a private, fully updated bathroom. The second bedroom is generously sized, ideal for guests or a home office. Outside, the property includes a large, backyard perfect for relaxation or gatherings around the firepit, and the back deck offers a perfect place to shelter and watch our summer afternoon rains. This move-in-ready home is an exceptional find in a quiet, friendly neighborhood close to Monticello's walkable downtown. Don’t miss your chance to own a piece of modern elegance in a picturesque town. Check out this unique home today!
$359,900
3 Bed
2 Bath
Tallahassee
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Location, Location, Location! Spacious and remodeled home located close to both hospitals. 2022 roof and HVAC! Open floor plan and offering 3 bedrooms, 2 full baths, with an enclosed garage that would be perfect for a media or game room- ideal for entertaining or relaxing. This home also has an outdoor shower! With so much to offer, this home is a rare gem that beautifully blends comfort and functionality. Selling as-is with the right to inspect.
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$600,000
4 Bed
2 Bath
Chattahoochee
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Looking for a home on a large tract of land to live quietly in the country? Here's an opportunity to own a great home with almost 77 acres (total between three lots), outbuildings, pond, solar panels, small stage and more. Spacious home offers a large family room with huge, stone fireplace, warm knotty pine walls in the common area, 4 bedrooms/2 baths, enclosed garage (can be converted back), large laundry room, formal dining room and kitchen with bar, gas stove and oven along with tons of cabinets and counter top space. Great opportunity to have a homestead and live off-grid, have livestock, horses, catch fish in the pond, hunt and simply enjoy all of the beauty of the outdoors. The stage is nestled in the woods to hold events with plenty of parking in the small adjacent field. There are also established fruit trees and blueberries along with plenty of gardening opportunities. Metal roof, water well and small patch of planted pines included.
$75,000
2 Bed
1 Bath
St Marks is a beautiful town on the river with famous Cooter Stew Restaurant for best Hamburgers and River Front for Seafood and Music. 37 Mock was a nice home but several storms have left their marks so BE CAREFUL WALKING on the PINEWOOD FLOORS, Home has a newer kitchen, and on 2 lots. Bedroom measurements are estimates. It is connected to city water and city sewer, minutes to boat ramp, restaurants and Marina. Great fixer upper for fishermen.
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$409,900
4 Bed
3 Bath
This stunning 4 bedroom 3 bath tudor-style home in the Historic District of downtown Quincy. This home is timeless and has a historic yet modern feel to it. Beautiful hardwood floors, crown molding, plantation wood blinds, built-in shelving, wood burning stove/fireplace, shiplap, updated kitchen with custom cabinetry, stainless steel appliances, wolf gas stove, huge master suite with walk-in closet, jetted tub and a separate shower. Gorgeous sunroom that can be used as a butler's pantry, art studio or home office. Upstairs has three 3 bedrooms with huge closets and hall bathroom that was recently renovated with new vanity, tile and more. There's plenty of storage in the home as well as a storage shed which can be used as a workshop. There's also a patio for grilling out and entertaining guest. This home is one of a kind and won't last long.
$285,000
4 Bed
3 Bath
Tallahassee
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Charming Classic Home with Inviting Outdoor Spaces Discover the timeless appeal of this beautifully classic home, nestled behind a lighted fence and framed by majestic live oaks. The property features a circular brick-edged drive, ensuring effortless entry and exit. The charm is evident from the moment you arrive. Walk the brick lined path into the backyard oasis, showcasing a Mediterranean-style brick patio complete with an arched privacy wall, a wrought iron gate, and a cozy brick fireplace. A striking outdoor fountain and lush mature plants create an ideal setting for entertaining or relaxing. Inside, you’ll find a bright and sunny kitchen featuring a corner window and space for a table and chairs. The first floor boasts enormous picture windows in both the living room and primary bedroom, inviting abundant natural light. Custom wood paneling, classic Weldtex panel ceilings, and a curved brick fireplace highlight the home’s original style. Upstairs, discover original wood flooring in two bedrooms, with carpeting in the third. Ample storage, large windows, and a beautiful bathroom with marble-tiled floors and walls, a solid wood vanity, and a Jacuzzi bath with stylish stainless steel fixtures complete the second floor. Additional features not included in the square footage include a versatile room off the carport with a half bathroom and small closet—perfect for a home office or workshop—as well as a spacious laundry room with extensive cabinetry and a utility sink. At the front of the home, a delightful sunroom with glass jalousie windows invites refreshing breezes year-round. Conveniently located near neighborhood elementary and middle schools, Lake Ella, Levy Park Pool, Universities, Midtown area entertainment and dining, grocery shopping, and an upcoming TPD complex which will house community recreation areas, this home combines great bones, immense charm, and boundless potential! This home is being sold as is. Buyer to verify all measurements.
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$529,500
3 Bed
3 Bath
Thomasville
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Welcome to a stunning piece of history! This beautifully renovated property, built in 1891 and sprawling over .61 acres, seamlessly blends classic charm with modern luxury. Boasting three spacious bedrooms, each with its own en suite bathroom, this home is perfect for both relaxation and entertaining. Step inside to discover soaring 12-foot ceilings that create an airy ambiance throughout. The French-inspired bathrooms and kitchen add an elegant touch, while pocket doors in the dining room provide a unique architectural feature. Antique beams salvaged from a local bridge enhance the character of the dining room and the second-floor bedroom, creating a warm and inviting atmosphere. With two en suite bedrooms conveniently located on the first floor alongside a laundry room and sunroom, this home offers both comfort and functionality. Experience the perfect blend of historical elegance and modern convenience in this exceptional property.
$250,000
3 Bed
1 Bath
Tallahassee
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Old world charm with modern conveniences! This adorable cottage in the popular Old Town area offers the best of both worlds...it's walkable to shopping, dining, and downtown work and play opportunities but also secluded on a quiet section of a tree-lined street. Inside you'll find hardwood floors, attractive finishes like crystal doorknobs and wide moldings, and lots of natural light. Recent interior and exterior paint give a fresh presentation. Rear porch includes laundry connections, a conveniences sometimes lost in historic homes. And the lot features attractive native plants of several varieties!
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$549,900
4 Bed
3 Bath
Tallahassee
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Charming home in a prime mid-town location with extensive upgrades and lucrative rental income. Welcome to this beautifully updated all-brick home, perfectly situated in the heart of mid-town. This residence has undergone significant renovations, blending modern comforts with classic charm, and presents an excellent investment opportunity with substantial rental income potential. The main home (2,120 sq ft) provides steady rental revenue, while the lower level (748 sq ft) has been successfully operated as an AirBnB, adding an additional income stream. Or live in the main home and rent the downstairs to offset your mortgage payment. Key Features and Improvements: New roof, New electrical + can lights throughout, Fully renovated bathrooms, Fully renovated kitchens, New appliances, Replaced wood floors (portion) and refinished wood floors (all) upstairs, Installed new floors in bathrooms, laundry room, and “sunroom” upstairs, Installed new floors throughout downstairs, Split upstairs utility room into separate laundry room and “sunroom”, Installed wood paneling upstairs (portion) and reworked built-in cabinets, Installed new drywall throughout downstairs, New hot water heater (downstairs), Replaced doors and trim throughout, Replaced windowsill trim throughout, Installed blinds throughout, Painted all surfaces throughout, Removed existing and installed new fence, Removed existing and installed new landscaping, Significant exterior demo- removed metal awning, decrepit shed, decrepit playset.
$164,900
2 Bed
1 Bath
Tallahassee
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Looking for some charm on the out skirts of town? Look no further. This 2/1 home on half an acre has the best screened in front porch with a view of Lake Talquin. Inside you will find beautiful natural lighting, all wood floors, wood burning fireplace, a spacious dining area, and indoor laundry room. Walk out the backdoor and enjoy the backyard with endless opportunities and shed for additional storage.
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$1,100,000
8 Bed
4 Bath
Tallahassee
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Discover the timeless elegance of this classic 1908 residence, boasting approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House features expansive spaces for entertaining, five bedrooms, & a library. Complementing the home are two separate guest apartments: a 1-bedroom/1-bath basement apartment & a detached 2-bedroom/1-bath carriage house apartment, each with full kitchens, perfect for in-laws or generating additional income. The main residence showcases exquisite heart pine wood flooring, high ceilings, & beautiful millwork. Additionally, there are over 1000 sq ft of porches for outdoor relaxation. A sizable three-room workshop offers extra storage & hobby space. The property spans .71 acres, adorned with various fruit trees, oaks & a secluded deck area at the rear, accessible via a landscaped path. With new roofs installed in 2021 by Tadlock Roofing & HVAC systems in 2021 and 2022 by Benson's heat & Air, this home is ideally situated near the Capitol, schools, churches, & hospitals, blending historical charm with contemporary convenience. Total bedrooms and baths are the total for the property, including the 2 guest apartments.
$389,900
2 Bed
2 Bath
Tallahassee
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Located in the heart of Midtown, this beautifully renovated home features two bedrooms two full baths, gorgeous hardwood floors throughout most of the home, updated windows, new HVAC and ductwork, freshly painted interior and exterior, inside laundry room, nicely updated kitchen with quarts countertop, tile backsplash, and stainless steel appliances, spacious backyard perfect for outdoor entertaining, a circular driveway in the front and electric gate with access in the backyard too!
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$335,000
2 Bed
2 Bath
Tallahassee
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LOCATION, LOCATION, LOCATION!! Beautiful home in Country Club Estates!!.. part of the Tallahassee Trust for Historic Preservation! Large beautifully landscaped lot! .38 acres sits on 2 lots! Walking distance to very sought after Cascades Park & Amphitheater, Capital City Country Club (18 Hole Golf Course) & Myers Park. Lovely One story home with Metal ROOF (2009 - 40-70 yr life expectancy!!) Large Kitchen, Large Bedrooms, Screened in Patio, Wood Burning Fireplace, wood floors in living areas. Very recent Kitchen appliances (2023-2024) stay with the home! Washer/dryer included As Is. Detached 2 car garage and large circular driveway. Fast growing area with new restaurants nearby – The Edison, The Monroe, & Charlie Park overlooking Cascades Park & Proof Brewing Company!! Close to Florida Capital Building, Florida State University, Florida A&M University, and downtown State of Florida Offices!
$409,999
3 Bed
3 Bath
Tallahassee
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Nestled in the desirable midtown area, this 1946 home boasts original charm and modern updates. 2012 updates: renovated kitchen, all baths, windows, tankless water heater, plumbing, electrical, HVAC and roof. Original wood floors in main living areas and two bedrooms. Bedroom off living room has a unique curved ceiling, original to this 1946 home. Oversized master suite includes a large closet with in-suite master bath. An additional room, with half bath (family room), and access to the back patio, can serve as another living space, or fourth bedroom. One of the original 3 bedrooms does not have a window. The backyard is a peaceful, lush, retreat with a large concrete patio added in 2023. Enjoy the beauty of mature camellias, azaleas, pear trees, citrus and figs. A true oasis in the middle of the city, there is plenty of room to let your imagination run wild and create the backyard of your dreams. Alachua has a newly installed sidewalk and is minutes from downtown, universities, TMH, Cascades Park, shopping and fine dining.
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