Historical Homes in Southwest Florida

$439,000

2 Bed

2 Bath

Fort Myers

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This old Florida style duplex located at 1345/1347 Bradford Road, on the river side of McGregor, just north of Colonial Blvd., is the perfect investment opportunity in Fort Myers. Both sides are currently leased and offer immediate cash flow with a great return on your investment. The left side unit (1345) features 1 bedroom plus a den, 1 bathroom & a 1-car carport. Open floor plan with the kitchen, living and dining areas create ample living space. Washer & dryer are located in the unit in a large utility/storage closet. Wood kitchen cabinets, tile countertops & backsplash, and stainless steel appliances in the kitchen. Tiled bathroom with shower. New AC (2021), new washer & dryer (2023), new plumbing, newer appliances. The right side unit (1347) has 1 bedroom, 1 bathroom, open concept living/dining/kitchen area plus indoor washer & dryer in utility closet. The kitchen and bathroom have been completely remodeled in 2024 with new white shaker cabinets, countertops, stainless & white appliances, silver fixtures, new plumbing and new electrical. Hardwood floors have been refinished throughout with tile in the kitchen. New water heater (2021), new washer & dryer (2024). With this ideal location and renters already in place, this is an amazing property to add to your investment portfolio.

$499,000

5 Bed

2 Bath

Labelle

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Seize the opportunity to own this beautifully restored 1927 historic home, designed by renowned architect Roscoe Nigel Miller. Full of original charm and character, this home features a durable metal roof, original hardwood floors, vintage door hardware, and wood wainscoting. Situated in the heart of downtown Labelle, on a spacious .70-acre corner lot, the property offers expansive front and back porches—perfect for enjoying a cup of coffee or a glass of sweet tea on a beautiful Florida day. Inside, the home boasts 5 generously sized bedrooms and 2 fully updated bathrooms. On the main floor, you'll find 2 bedrooms, 1 bathroom, and a gorgeous sunroom that fills with natural light, creating a serene space for relaxation. The spacious kitchen is a true highlight, flooded with natural light and offering a charming breakfast area. Equipped with a gas stove, it’s a perfect space for preparing meals and entertaining. Upstairs, you'll find 3 more bedrooms and a full bathroom, providing plenty of space for family or guests. Modern comforts include two newer AC units (installed just 3 years ago)—one for the upstairs and one for the downstairs—as well as a mini-split unit in the sunroom. A 250-gallon underground propane tank powers the stove and tankless water heater. The property is fully fenced and features a 6-zone irrigation system, all-new lighting fixtures, and beautifully renovated bathrooms. With ample space and flexibility, this home is perfect for comfortable family living, multi-generational living or has great potential for rental income. The backyard offers additional luxury and convenience with a detached one-car garage, a concrete pad for a boat or RV, and easy access through the rear gate. This is a rare chance to own a piece of LaBelle’s historic charm, combining timeless elegance with modern amenities.

$1,000,000

2 Bed

2 Bath

PORT CHARLOTTE

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Home received flooding during both hurricanes. Fabulous opportunity to own this CHARLOTTE HARBORFRONT oversized property with nearly 180 feet of private beach, a large dock/pier in place with a beautiful unobstructed view and access for boating, and a desirable Southern Exposure and NO RENTAL or DEED RESTRICTIONS. DEVELOP INTO 2 HOMESITES, or OTHER POSSIBILITIES. The dock was updated and rebuilt in 2023. Prepare to be WOWED by the large oak trees that provide a beautiful canopy for the back deck that runs the full length of the house and is totally open to the private backyard, private beach, garden area, and the large pier/dock with sail cloths and great space to entertain. Find opportunities abound as this home is on 3.5 lots zoned CR3.5 nearby to the new Sunseeker Resort, upcoming new restaurant just down the road, and conveniently located with access to all things Punta Gorda and Port Charlotte. Schedule your showing today!

$225,000

3 Bed

2 Bath

Labelle

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Charming Home Near Downtown Labelle! Located just 2 minutes from Downtown Labelle, this beautiful home offers the perfect blend of convenience and tranquility. Situated in a peaceful, quiet neighborhood, you can enjoy the serenity of suburban living while still being close to all the amenities Labelle has to offer. One standout feature is that this property is connected to a sewer system—no need to worry about a septic tank! Whether you’re looking for a place to settle down or an investment opportunity, this home offers the best of both worlds with its prime location and modern conveniences.

$1,295,000

5 Bed

5 Bath

Fort Myers

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Offering an exceptional opportunity in highly sought after Old Fort Myers - A rare modern architectural design is unlike anything on the market today. This family compound with 5 bedrooms & 4 1/2 baths will suit a variety of living experiences. The main house consists of 4 bedrooms, 3 1/2 baths, an office off the Master bedroom, Chefs kitchen with dining, living room with fireplace overlooking the pool and patio plus a tucked away bar area. Separate living quarters include a full size kitchen, office, living room and a master bedroom suite. Both quarters have access to the extensive patio and pool w/sundeck. 9 ft ceilings throughout, vaulted ceiling in living room plus tons of built-in shelving and a wood burning fireplace. Floors are polished concrete and solid pine planking. The chefs kitchen with all Viking Professional appliances & quartz counters will become a favorite hangout spot. A few other notable features are impact glass windows,oversized 2.5 car garage with an extensive driveway for overflow parking. Light, chic, warm, whimsical, contemporary and intriguing all describe this extremely private mini estate in the heart of Fort Myers with easy access to the historic downtown river district, art venues, shopping, dining and more. A very convenient location for a very unique home!

$550,000

3 Bed

2 Bath

PUNTA GORDA

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One or more photo(s) has been virtually staged. Enjoy privacy on this huge waterfront lot, and experience the best of fishing and boating from this Punta Gorda gem! Boasting over 200 ft of concrete seawall along the serene shores of Shell Creek, this property offers direct access to the open waters of the Peace River, Charlotte Harbor, Myakka River, Boca Grande, and the Gulf of Mexico – with NO BRIDGES obstructing your journey. Set on a generous .88-acre waterfront lot, this classic mid-century home has been tastefully updated. Step inside to discover an open, split-floor plan that seamlessly combines comfort and style. The expansive Living/Great Room features large windows that frame views of the waterfront. The Primary Bedroom, with its French doors leading to a wrap-around screened lanai, offers picturesque views of the tranquil setting, and the updated Ensuite Bath is a highlight, featuring a gorgeous claw-foot bathtub, pedestal sink and a spacious tiled shower with bench. The second and third bedrooms are both generously sized and include cedar walk-in closets and elegant wood plank ceilings. They share an updated bathroom with a tiled shower and a cedar linen closet. Beautiful archways frame the large L-shaped Kitchen and Dining area that is perfect for versatile dining and entertaining. The kitchen has been totally redesigned and updated with new cabinets, countertops, tile backsplash, and stainless appliances, and it provides access to both the rear screened lanai and front porch, meaning seamless entertaining opportunities. Additional features include TILE FLOORING THROUGHOUT, new HURRICANE IMPACT WINDOWS, an updated breaker panel, and new AIR CONDITIONER and METAL ROOF installed in 2017. With three tankless water heaters (two installed and a third as backup), you will never run out of hot water. The attached two-car garage includes an adjoining shed, ideal for a workshop or outdoor equipment, and the spacious property includes ample room for parking recreational vehicles or watercraft. The fully fenced yard, complete with irrigation via city water, enhances the mature landscaping and creates a park-like atmosphere. Conveniently located near downtown Punta Gorda, shopping, dining, medical facilities, I-75, and nearby airports, this home offers both charm and practicality. Don’t miss out—view the virtual tour for a 3D look at the floorplan and see for yourself why this move-in ready charmer is a must-see!

$160,000

2 Bed

2 Bath

PUNTA GORDA

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Motivated Sellers! Fixer Upper Lake front home with historic Florida charm! Nestled along the serene shores of a picturesque lake, this 1905 Florida-style residence invites you to embrace a lifestyle of tranquility and natural beauty. Boasting 2 bedrooms, 2 baths, 1200+ sq ft and a converted garage space, this home offers a unique blend of vintage character with historic charm. Step into a lush oasis of greenery as you explore the overgrown landscaped grounds adorned with an abundance of fruit trees and native exotic plants, creating a botanical paradise in your backyard. Inside, features the classic original wood floors, French doors, wood moldings, and a cozy fireplace, perfect for creating warm gatherings on cool evenings. The kitchen showcases granite countertops and offers sliding glass doors to the backyard. While this gem is a fixer-upper in need of some tender loving care and repairs, envision the opportunity to transform it into your dream retreat. Conveniently located close to downtown Punta Gorda, you'll find yourself immersed in a vibrant community offering an array of attractions including farmers markets, boat ramps, restaurants, shopping boutiques, hospitals, and more. Embrace the laid-back Florida lifestyle with easy access to all amenities while relishing the peaceful ambiance of lakefront living. This unique property is serviced by city water and septic, and electricity is already hooked up. Converted Garage has workshop and water hookups. Don't let this opportunity slip away – seize the chance to breathe new life into this one-of-a-kind home, turning it into a true masterpiece tailored to your vision. Explore the endless possibilities and make this historic gem your own!

$898,500

3 Bed

3 Bath

Fort Myers

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This home has stood proudly for 100 years on Osceola Drive. Quality build Craftsman, never any water intrusion from the storms. You will love this location! Great neighborhood, sidewalks! Close to downtown. Many consider between Gasparilla & Caloosa Drive on the riverside of McGregor to be one of the best locations in Fort Myers. Well, preserved to its original 1924 build, with updated plumbing and electrical. Brand new roof! A beautiful canvas of originality. The home is located in one of the best locations in Fort Myers. Priced to leave plenty of room for the astute buyer to put their personal touches and signature on this home or keep it as is. For those that love the beauty of originality, 100-year-old homes that have been maintained have a warmth and beauty that is priceless. Room for a pool. The full guest house with living room, dining room and one bath is an added bonus with many possible uses, two car garage and room for parking an RV or boat. This home is unique in many ways. The home is featured in Pam Miners book, 'River & Road' chapter one.. This is a unique home for that unique buyer. A home that needs to be cherished. Location, location.

$275,000

2 Bed

2 Bath

ARCADIA

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Discover your charming retreat in historic Fort Ogden, This beautiful rustic home features 2 bedrooms and 2 bathrooms with a bonus room on just under half an acre. This residence boasts a spacious living room, with a few steps up to the main level housing the inviting kitchen and dining room, creating an open-concept feel. Or utilize the space in any manner that suits you. There is a unique bonus space connected by French doors off the second bedroom which could easily transform into a cozy den or additional living area. The kitchen is well-equipped with ample solid wood cabinets and a full appliance package, perfect for culinary enthusiasts. Throughout the living areas, you'll find stylish Luxury Vinyl Plank flooring that enhances the home’s bright and airy atmosphere. The master suite features a private en-suite bathroom with a luxurious Jacuzzi tub for ultimate comfort. Abundant natural light fills the home. Step outside to enjoy a screened-in porch off the living room and front bedroom, or relax on the outdoor sundeck. Additional highlights include 2 LARGE SHEDS for storage or set up a workshop, and a new HVAC system installed in 2020. The property provides ample space for an RV or boat, along with scenic bike rides along Hull Ave. The property is located 15 minutes from downtown Punta Gorda and 1 block from the Ziba King Memorial Park and is NOT IN A FLOOD ZONE and there is NO HOA. There is a horse farm behind the home and chickens, goats and horses are allowed. With 3 separate parcels totaling .43 ACRES enjoy a peaceful rural living and a private lifestyle. Don’t miss this rare opportunity; homes in this area are in high demand!

$395,000

4 Bed

3 Bath

Fort Myers

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Welcome to this 1922-built home, where timeless charm meets modern comfort. Nestled on a generously sized lot, this two-story beauty boasts 4 spacious bedrooms and 3 well-appointed baths, offering a perfect blend of elegance and functionality. As you step inside, you're greeted by gleaming hardwood floors that lead you through a warm and inviting living space, complete with a classic fireplace. This home features an appointed office/library, adorned with custom built-ins, perfect for book lovers or remote work. The thoughtful design extends to an in-law suite, offering privacy and flexibility for guests or multi-generational living. With a newer metal roof and just moments from the vibrant downtown Fort Myers, you can enjoy easy access to the picturesque Caloosahatchee River which offers the perfect backdrop for your Southwest Florida lifestyle. This is more than a home; it's a piece of history waiting to be your next chapter.

$525,000

3 Bed

2 Bath

Fort Myers

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PRICE IMPROVEMENT!!!! TONS OF POTENTIAL! Two homes on ½ acre lot on Mcgregor Blvd with easy turnaround! Live in one and rent the other!!!! Once you walk through the gate, experience Old Florida Charm! Enjoy this pool home with 3 bedrooms and 2 bathrooms. Relaxing large covered patio overlooking the serene pool and gazebo. Drive your golf cart to Whiskey Creek for a round of golf or Walk to the Caloosahatchee River for a gorgeous sunset. Located Minutes from downtown Fort Myers and the Edison Ford Estates, along with quick access to Cape Coral Veterans Memorial Bridge. Live on one side of the single-family and lease the other. The layout of this single-family home has so many options. Do not forget the option to rent the second home that is a 2 bedroom 1 bath with a hobby room while investing in your future! New Roof, new gutters. There is plenty of parking on the vacant lot to the left. Close to SWFL's pristine beaches, Florida Southwestern College, Lee Memorial Health Systems, Fort Myers Country Club, Historic Downtown River District, Farmers Market, Alliance of the Arts, Luminary Hotel Dining & Entertainment, Shopping, and more! Opportunity is knocking. The property is zoned multi-family. The property did not flood during Ian.

$169,000

2 Bed

1 Bath

Fort Myers

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Beautiful 2 bedroom 1 bathroom home seated close to down town Fort Myers with shopping entertainment and night life. New roof and AC unit in 2021. 4 ceiling fans. Granite countertops, Bamboo flooring and tile flooring.Large partially fenced back yard with room for a pool. Just across the street from Shady Oats Park. This property would make a great Air BNB or rental location. Come see this beautiful home will sell quick.

$2,699,000

6 Bed

6 Bath

Fort Myers

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One of the only waterfront properties in the area with a private 130' beach with natural sand and a 200' boardwalk dock with boating utility. 6 Bedrooms and 6 bathrooms in this one of a kind resort style mansion with seclusion, safety, and privacy. The main house has 4 bd/5bths, the newly renovated guest house has 2 bd/1bth with its own living room, kitchen, and balcony with waterfront views. Enjoy the custom designer pool and waterfall spa. The new pool bar with seating and entertainment is sure to be a hit. Lavish landscaping with palm trees, citrus trees, bamboo, colorful shrubs, orchids and flowers create a Zen-like river oasis. Large gourmet granite kitchen, custom cabinetry, and stainless steel appliances. Original 1910 fireplaces in living and master bedroom. Brazilian Cherry hardwood floors throughout the main residence. Wrap around 1st floor balcony and 2nd floor balcony accessible from master and guest bedroom. Automated evening lights for the night dweller or romantic. Watch sunsets from the beach, pool, or house in the evening. Owner Financing Available, Buyer puts 30% Down.

$2,990,000

5 Bed

5 Bath

Fort Myers

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Discover the charm and elegance of 1205 Caloosa Dr., a meticulously upgraded estate located in the historic Riverside McGregor area, near the Edison and Ford Estates and vibrant Historic Downtown Fort Myers. This grand home blends the allure of its rich history with the convenience of modern renovations, creating an inviting atmosphere that's hard to resist. As you step inside, you're welcomed by an expansive layout featuring 5 bedrooms, a cozy den, and 5 full bathrooms. The home is a testament to high-quality craftsmanship, showcasing impact-resistant windows, elegant crown molding, and premium upgrades that extend throughout the home. For those who love to cook and entertain, the property boasts two fully equipped kitchens, one on each floor. Both kitchens are fitted with high-end appliances and thoughtful finishes like double ovens. The main kitchen opens onto a lush lanai, complete with ceiling fans and integrated speakers, overlooking the sparkling waters of a solar/electric-heated saltwater pool and the Caloosahatchee River. Luxury continues in the master suite, where comfort meets design. It includes a deep soaking tub, a walk-in shower with body sprays, and a heater over the bidet, providing a spa-like experience at home. Practical features such as a tankless water heater, four efficient air conditioning units, and an epoxied garage floor with additional storage and laundry-tub connections ensure every need is met with ease. Surround sound system both inside and outside ensure that music and entertainment flow as seamlessly as the home’s design. Whether hosting lavish parties or enjoying a quiet evening, the ambiance is always "just right". The outdoor living spaces are equally impressive, featuring a large deck and patio area complete with travertine and marble cladding surrounded by mature bamboo and tropical flora, offering a private oasis for relaxation or entertainment. The appeal is enhanced by a newly installed roof, sturdy concrete block construction, and wind-rated protection for peace of mind. Custom fountain, metal gates, stair and lanai railings crafted by renowned metal artist James DiGeorgio, add an artistic touch to the estate’s aesthetic. The property is gated, with a beautifully paved circular driveway that adds to its charm. This home is not just a place to live; it’s a piece of Fort Myers' history, updated with the finest touches for modern luxury living. Experience the unique blend of history, luxury, and comfort at 1205 Caloosa Dr. Schedule a private showing today and feel the inviting warmth and undeniable charm of this exquisite Fort Myers estate.

$350,000

3 Bed

2 Bath

Fort Myers

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ONLINE AUCTION ENDS NOVEMBER 13 AT 11:30 AM ET. PRICE DETERMINED AT AUCTION. • Double lot offers potential development of 2 homes • Fully renovated in 2022+/- • Separate casita opens to brick courtyard 1725 Coronado was built in the mid 1920's by James Newton whose father, Dr. Robley D. Newton was Thomas Edison's personal physician. While the quaint home boasts classic Spanish Colonial Revival architecture, the interior has been remodeled to incorporate modern finishes and bright spaces. • 1,417+/- sf on a double lot (.31+/-AC) • Open kitchen with bar, quartz counters, and stainless appliances • 12'+/- x 12'+/- detached office/workshop building in the rear yard • Just 2+/- mi south of Downtown Fort Myers River District • Less than a mile to Lee Memorial Hospital • Currently occupied by tenant on month-to-month basis - DO NOT DISTURB • Property #: DG1443D Aerial photos were taken on October 14, after hurricanes Helene and Milton. This property experienced no wind or water damage from either storm. Bid online Nov 4 - 13. Price determined at auction. See our website for full terms and conditions | 10% Buyer's Premium

$1,295,000

4 Bed

3 Bath

Fort Myers

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Old Fort Myers - Stunning 1926 Spanish Style tucked away on a sought after street on the Riverside of Historic McGregor Blvd. This thoughtfully updated home has all the features for modern day living while keeping its vintage charm fully intact. Highlights include original oak and pine hardwood floors, original molding, original interior glass/solid core doors and period hardware and fixtures throughout. Upon entering this showplace you are drawn in by its beautifully curated spaces and very open floor plan with both a casual family room and separate living room featuring high ceilings and lots of natural light. A tastefully updated Kitchen with high-end cabinetry and appliances that has been perfectly reconfigured adding a large breakfast bar overlooking the tasteful dining room, butlers pantry and living room. Other notable features include impact windows and doors, and updated plumbing & electrical. In addition to the well appointed living spaces, the downstairs features 2 spacious bedrooms and a spa like bath. Upstairs there is a lovely den/study, a tremendous master suite with a sitting area, luxurious bath, an enviable walk-in closet as well as a private sun deck with views of the river and the picturesque grounds. As you make your way out to the back of this Old Fort Myers landmark you will be impressed by the gorgeous resort style pool & spa, extremely large screened lanai, covered gazebo and guest house. Inside the spacious guest house is a kitchen area, full bath, bedroom/living area with a Murphy Bed and laundry room. The property is truly a tropical oasis with numerous varieties of lush native landscaping and a well for irrigation and has a switch to fill the pool as needed. Ideally located just a short stroll to watch the sunset at Snell Park, a quick golf cart ride to Fort Myers Country Club, or a leisurely bike ride to the Downtown River District. Whether you like to entertain a large party or simply enjoy living in a gorgeous private setting, this property offers it all! Situated on a high & dry parcel of land that did not have any flooding or damage from any of the recent hurricanes. This vintage beauty is built like a fortress. Make your appointment today!

$349,000

2 Bed

1 Bath

PUNTA GORDA

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Welcome to the Historic district of Punta Gorda! Here’s a ground floor opportunity to purchase in a highly sought after and convenient area of the City. This home is in need of complete renovation with room to add a garage, add an RV pad or park your boat. The lot is large enough to use as two buildable lots! Located two blocks from Gilchrist Park and Charlotte Harbor, which connects to the Gulf of Mexico. Walk or bike to downtown restaurants, tiki bar, Fishermen’s Village or the many festivals that keep Punta Gorda busy throughout the year. Buyer's agents Welcome!

$649,900

3 Bed

2 Bath

Fort Myers

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This stunning Spanish Revival is a MUST SEE!!!! Located in Historic Edison Park with an oversized corner lot, custom designed pool, detached garage and attention to every detail! This home features 3 large bedrooms, 2 baths with a bright and open layout. Cozy living room is full of charm with the original wood burning fireplace and impressive architectural staircase. Many features of this home include a gourmet kitchen with plenty of storage, propane gas range, Restoration Hardware fixtures and indoor laundry. Resort style custom pool with an expansive paver patio, lush tropical landscaping and privacy fence creates the ultimate entertaining space. Additional features include a steel-reinforced foundation, Generac whole-house generator, impact windows and new irrigation system. This unique property is sure to impress and is truly one of a kind. You will not be disappointed with this historic charmer, make your private showing today!

$4,475,000

6 Bed

8 Bath

NAPLES

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Introducing 1063 Shadowlawn Drive, an exceptional nearly 2-acre lot in Naples, Florida, offering a rare opportunity to develop anywhere from 5 to 9 luxury custom homes in a serene enclave. Nestled on a quiet street with river access to Naples Bay, this prime property is just minutes from the heart of downtown Naples, providing easy access to world-class dining, shopping, and beaches. The lot comes with architectural plans, offering the perfect foundation to create a high-end, bespoke residential community. This is an unparalleled opportunity for developers or investors to build within one of Naples’ most desirable locations!

$385,000

2 Bed

1 Bath

BONITA SPRINGS

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Investors Special!! This charming home has so many possibilities!! Perfect for a Seasonal Buyer, use as a Rental or Build NEW on this DOUBLE LOT!! This has an in ground pool too! Close the the BEACH, Close to RSW! Own your slice of Paradise!! This won't last!!