Fort Myers Real Estate Search

Fort Myers Historical Properties for Sale

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Newest Fort Myers Historical Properties for Sale

$399,000
3 Beds 2 Baths 226028181 MLS
This is your time to be a part of Old Florida history, YES, it is named on the National Register of Historic places & is within walking distance to downtown. Nestled amongst the Historic Dean District’s treelined streets is the “Case House “. Lovingly adapted to a local ministry, this unique and charming home can now be yours. The opportunity awaits: 3 bedroom plus den plus sunroom & 2 baths & to enjoy over 3,800 square feet of gardens, firepits, play areas, bamboo gardens & flexible floor plan. Carefully keeping the original windows, ceiling details, trims and features, the home continues to tell a tale from days gone by. Rear rare alley provides added access & feature that may in fact be one of the 1st roads built downtown! Assuredly, the roof is newer, and the AC & hot water heater are only one year old. An amazing addition to this home, it’s already approved for the FEMA Dean Park Residential Elevation Project. A special grant is available for raising the home to keep the historic value. 75% the cost is paid for by the grant & eliminates flood insurance. Did you know in 1913, the Dean Park Historic District was named to the National Register of Historic Places. This small neighborhood of about eighty homes built, for the most part, between 1916 and the mid-1920’s and within walking distance of downtown Fort Myers. The homes are rich in architectural style and include Craftsman bungalows as well as homes designed in the Spanish, Mediterranean, English Tudor and colonial revival design so popular in that era. Be sure to peek at the lifestyle video & the Dean Park video. Be a part of history … call for a private showing today.

2755 Providence Street, Fort Myers

$439,000
3 Beds 2 Baths 2026031306 MLS
LOOKING for an Investment!??! Look no further! Very Unique property in that it carries Residential and Commercial capabilities. This entire area of Downtown Fort Myers is being Beautifully Remodeled. Come get your perfect little home and location to all the atmosphere and entertainment of Downtown Ft Myers! The address for the property and homes is 2058/2060 Bayside Pkwy. 2 separate houses. Endless Rental Potential through short term rentals and it already has an existing lease for the smaller home with fantastic renters!! This property offers 2 separate structures which has separate addresses! These two buildings were completely remodeled just over 2 years ago. New everything on the inside of both homes. New A/C units for both houses. Ring Camera system hard wired. The owner has lived there primarily and rented out the other half of the property. You could also turn this in to BIG short term rental income as there are no restrictions to prevent you from doing so! No HOA. This neighborhood is just perfect! ONLY a 10 minute walk to downtown Fort Myers and far enough away that you sleep peacefully from any noise. The neighbors up and down the street are fantastic and look out for one another. This is a little Gem tucked in the heart of the River District in Fort Myers. Centennial Park is just 2 blocks away. Brand new coffee shop at the end of Bayside Pkwy. and lets NOT forget about the BRAND NEW apartment homes, shopping center and Marina being built just around the corner as well. Don't Miss OUT on this One!! Turnkey Fully Furnished or Negotiable about it. Come take a LOOK and make an Appointment or call if you would like more information!

2060 Bayside Parkway, Fort Myers

$1,250,000
5 Beds 4 Baths 2026032077 MLS
Welcome to an extraordinary residence on iconic McGregor Boulevard, just steps from the historic Edison & Ford Winter Estates. Nestled among some of Fort Myers’ most prestigious riverfront homes, this beautifully renovated 5-bedroom + den, 4-bath pool home offers over 4,500 square feet of timeless charm blended seamlessly with today’s modern conveniences. Set on an oversized, deep homesite with a private tennis court, this one-of-a-kind property offers endless opportunities for entertaining, relaxing, and enjoying the Florida lifestyle. Thoughtfully updated throughout, the home preserves its historic character with distinctive architectural details and unique finishes while providing the comfort and functionality today’s buyers desire.The inviting kitchen is full of personality, featuring a striking exposed brick wall, distressed cabinetry, solid surface countertops, stainless steel appliances, and abundant workspace, creating a warm, welcoming space that perfectly complements the home’s classic style. Multiple living and gathering areas provide flexibility for everyday living and entertaining, while the enclosed sunroom with a cozy wood-burning fireplace offers year-round enjoyment. The spacious primary suite is a true retreat, located upstairs with custom built-in closets and beautiful shuttered windows overlooking the sparkling pool and extending toward views of the Caloosahatchee River. The open air balcony off the primary suite can be renovated foradditional outdoor living and beautiful views. Generously sized guest bedrooms and beautifully renovated bathrooms showcase designer finishes that make every space feel like a model home. Additional highlights include an attached garage with a convenient foyer entry, extensive storage throughout, and ample room to park an RV, boat, or other recreational vehicles on the property. The expansive lot also provides room for future expansion or additional outdoor amenities. Whether you’re drawn to the rich history of the neighborhood, the unmatched location, or the exceptional craftsmanship throughout, this is a rare opportunity to own a truly distinctive home on one of Fort Myers’ most iconic addresses. Flood Insurance is Transferrable.

2430 McGregor Boulevard, Fort Myers

$379,500
4 Beds 3 Baths 2026030215 MLS
SELLER MOTIVATED OFFERING CREDIT TOWARD BUYER'S CLOSING COSTS WITH AN ACCEPTABLE OFFER! Discover a rare investment opportunity just steps from the Caloosahatchee River! This is one of a kind property features two separate homes on a single lot, making it an excellent choice for multi-generational living, rental income, or both. Opportunities like this are hard to find in such a desirable Fort Myers location, so don't miss your chance to make it yours. The front home offers 3 bedrooms and 2 bathrooms, while the rear includes 1 bedroom, bonus room and 1 bathroom. Each residence has its own electric meter, adding convenience and flexibility for tenants, extended family, or future income potential. Whether you're searching a primary residence with an income producing guest house or an investment property with strong rental appeal, this versatile set up delivers exceptional value. Recent updates include a new shingle roof, new flooring, and a beautifully renovated kitchen, (Quartz countertop will be installed prior to closing) adding modern style and value to the home. Whether you're looking for a move in ready residence or an income producing investment, these upgrades make this property even more appealing. Conveniently located near downtown Fort Myers, local shopping center, dining, parks, fishing pier, and major roadways, this property combines flexibility, location and long-term potential. With so much to offer, this is the perfect time to schedule a showing and submit your offer before this opportunity is gone!

3516 E Riverside Drive, Fort Myers

$211,410
3 Beds 2 Baths 226025254 MLS
Move in ready and full of potential, this 3 bedroom, 1 full bathroom and 1 half bathroom home offers a great opportunity for first time buyers, seasonal residents, or investors looking for a property they can enjoy today while adding their own personal touches over time. Situated on an oversized corner lot, there is plenty of room to add a pool, create a spacious outdoor living area, or expand in the future. A welcoming front porch with a built in bench creates the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, newer laminate flooring extends throughout the home, creating a clean and cohesive look that is easy to maintain. Large windows fill the living spaces with natural light, while classic baseboard trim and decorative window casings add character and timeless charm. The functional floor plan includes three comfortable bedrooms, one full bathroom, and a convenient half bath. The kitchen offers a practical layout with everything you need for everyday living, and the washer and dryer are included for added convenience. Outside, the detached two car carport provides covered parking and additional flexibility for storage. A durable metal roof adds lasting value and peace of mind, while the oversized corner homesite offers endless possibilities for gardening, entertaining, or future improvements. Conveniently located just minutes from Downtown Fort Myers, this home provides easy access to shopping, restaurants, parks, schools, medical facilities, and major roadways. Whether you're searching for an affordable primary residence or an investment property with excellent potential, this home is ready for its next chapter.

3802 Seminole Avenue, Fort Myers

$575,000
4 Beds 3 Baths 2026025103 MLS
Located in the heart of Old Fort Myers, this enchanting circa 1926 Spanish-style residence embodies the casual elegance and timeless charm that define classic Old Florida living. Rich in character and architectural detail, the home blends timeless style with thoughtful modern updates, creating a warm and inviting retreat. Inside, you’ll find a spacious floor plan designed for both everyday comfort and entertaining, featuring 4 bedrooms, 2 full baths, and a powder bath, along with both a welcoming living room and a relaxed family room—offering plenty of space to gather, unwind, and make lasting memories. The beautifully appointed chef’s kitchen serves as the heart of the home, thoughtfully designed with top-of-the-line appliances, including a coveted gas range, abundant workspace, and a seamless blend of sophistication and functionality. Whether hosting friends for dinner or preparing a quiet meal at home, this space rises to every occasion. Impact-resistant windows and doors provide peace of mind while complementing the home’s enduring appeal. Outdoors, the magic of Old Florida truly comes to life. The private backyard is a lush tropical sanctuary framed by mature landscaping and anchored by an inviting paver patio, creating the perfect setting for morning coffee, weekend gatherings, or evenings spent under the palms. An impressive 10’ x 20’ storage shed offers exceptional flexibility for hobbies, gardening supplies, recreational equipment, or additional storage. Filled with character, warmth, and a sense of place that is increasingly rare to find, this captivating Spanish-style home offers a lifestyle rooted in the casual elegance of Old Fort Myers—where historic charm, tropical beauty, and modern comforts come together beautifully.

1717 Sunset Place, Fort Myers

$2,200,000
6 Beds 6 Baths 226014559 MLS
PRIVATE BEACH. BIG WATER VIEWS. DIRECT GULF BOATING ACCESS. Some homes sit on the water. Very few allow you to truly live it. Known as The Beach House on the Caloosahatchee, this once-in-a-generation riverfront estate is perfectly positioned along one of the widest stretches of the Caloosahatchee River in Fort Myers' coveted Edison Park. Offering just under 5,000 square feet of luxury living, breathtaking panoramic BIG WATER VIEWS are the centerpiece of nearly every room. Designed for effortless entertaining and multigenerational living, the estate offers 6 bedrooms and 6 bathrooms. The main residence features 4 bedrooms and 5 baths, while the beautifully renovated guest house includes 2 bedrooms, a full bath, living room, kitchen, and private waterfront balcony—ideal for family, guests, or a private executive retreat. An oversized 3-car garage provides generous space for vehicles, golf carts, paddleboards, kayaks, fishing gear, jet skis, and more. A rare 130-foot private natural sand beach and spectacular 200-foot boardwalk dock place Southwest Florida's boating lifestyle just steps from your door. Spend the morning fishing from your private pier, launch a paddleboard or kayak from your own beach, cruise to waterfront restaurants or the Gulf of Mexico, then return to The Beach House on the Caloosahatchee—your own private waterfront oasis—where panoramic BIG WATER VIEWS, spectacular sunsets, and effortless resort-style living become your everyday reality. Inside, timeless craftsmanship blends seamlessly with refined luxury. Brazilian cherry hardwood floors, original 1910 fireplaces, walls of glass, expansive wraparound balconies, and a gourmet kitchen featuring custom cabinetry, granite countertops, and premium stainless-steel appliances create elegant living spaces designed to celebrate the view. Outside, a riverfront pool with cascading waterfall spa, outdoor bar, and professionally curated tropical landscaping featuring towering palms, bamboo, orchids, citrus trees, and lush flowering gardens create the ambiance of a private waterfront resort. As evening falls, automated landscape lighting transforms the estate into a magical retreat. Despite its remarkable privacy, the estate is only minutes from the vibrant Downtown Fort Myers River District, offering waterfront dining, boutique shopping, galleries, live theater, Art Walk, Music Walk, the Edison & Ford Winter Estates, and Southwest Florida International Airport. Wake to shimmering water. Spend the day boating, fishing, paddleboarding, or simply relaxing on your private beach. End each evening beneath spectacular Southwest Florida sunsets. Long after the last boat returns to the dock, what remains is something increasingly rare—a place where generations will gather, celebrate, and create memories for decades to come. This is more than a home. It's a legacy.

100 FAIRVIEW Avenue, Fort Myers

$874,990
4 Beds 3 Baths 2026016708 MLS
Seller is offering $10,000.00 in buyer concessions! Discover timeless Florida elegance in one of Fort Myers’ most coveted locations, nestled just off iconic McGregor Boulevard in the sought-after River District near the historic Edison area. Perfectly positioned just minutes from the vibrant energy of downtown Fort Myers, this beautifully maintained residence offers the rare balance of walkable convenience and peaceful neighborhood charm. Surrounded by the quiet, tree-lined streets and rich character of the historic neighborhoods near the famed Edison and Ford Winter Estates, this home blends classic Florida appeal with thoughtful modern updates. Inside, a bright and open layout welcomes abundant natural light, highlighting spacious living areas designed for both comfortable everyday living and effortless entertaining. The heart of the home is a well-appointed kitchen featuring ample cabinetry, quality appliances, and a seamless flow into the dining and living spaces. Generously sized bedrooms offer privacy and comfort, while the primary suite serves as a relaxing retreat with its own beautifully finished bath. A standout feature of the home is its multiple flexible living spaces, offering endless possibilities to fit today’s lifestyle needs. Whether you envision a private home office, creative studio, playroom, fitness space, media lounge, or game room, these versatile areas provide the freedom to customize the home around the way you live. Step outside to enjoy a lush backyard framed by mature tropical landscaping, creating an ideal setting for outdoor gatherings, gardening, or quiet evenings under the palms. A stunning open pool, free from enclosure, enhances the natural beauty of the space, allowing uninterrupted views of the surrounding greenery and adding to the home’s authentic Florida charm. A well-kept exterior, convenient parking, and undeniable curb appeal further enhance this exceptional property. Located close enough to enjoy the River District’s celebrated restaurants, boutique shopping, art galleries, and theaters, yet far enough away to savor the tranquility and prestige of the historic McGregor corridor near the Edison estates, this home offers an unmatched lifestyle opportunity in one of Fort Myers’ most desirable areas. A rare chance to own comfort, charm, versatility, and long-term value in the heart of Old Fort Myers

1473 Barcelona Avenue, Fort Myers

$505,000
4 Beds 3 Baths 2026013097 MLS
Located in Fort Myers’ beloved Dean Park Historic District, this beautifully restored 1928 home blends historic character with thoughtful modern updates and flexible living spaces. The home offers 4 bedrooms plus a den/office, PLUS a spacious multipurpose/game room, 2.5 bathrooms, 2,540 square feet of living space, and 3,180 square feet of total area. Step through the striking impact glass iron front door into a bright, welcoming living room filled with natural light. Original character shines throughout, with warm hardwood floors and a classic wood-burning fireplace creating an inviting focal point. The adjacent dining room flows into the beautifully updated kitchen, featuring a propane cooktop supplied by a 100-gallon tank, wall oven, farmhouse sink, and generous counter space for everyday cooking and entertaining. The spacious first-floor primary suite includes a private den or sitting area, oversized walk-in closet, and an updated ensuite bathroom with dual sinks and a large walk-in shower. Upstairs, the preserved original hardwood floors continue through four generously sized bedrooms, each offering an oversized walk-in closet, along with a full bathroom. The flexible upstairs layout also provides room to create a dedicated game room, playroom, media space, or additional living area depending on your needs. Large windows throughout the home bring in abundant natural light and showcase the craftsmanship and architectural details that give this property its character. A convenient mudroom includes a half bath, washer and dryer, and plenty of counter space for folding, storage, and everyday organization. Additional features include a detached two-car garage with access from the shared rear access road, tankless propane water heater, impact glass Iron front entry door, and numerous recently completed upgrades inside and out. Concrete board extends four feet up the first floor, paired with PVC baseboards for added durability and easier maintenance. Set in the vibrant Dean Park neighborhood, residents enjoy tree-lined streets, close proximity to Downtown Fort Myers, neighborhood events, book clubs, and a strong sense of community. With its historic charm, flexible floor plan, generous storage, and modern improvements, this home offers a rare opportunity to enjoy the character of Old Fort Myers with the functionality today's homeowners want.

2647 Michigan Avenue, Fort Myers

$2,875,000
3 Beds 3 Baths 2026011317 MLS
This exceptional 3 Bedroom + Den, 2.5 Bath riverfront residence offers direct Gulf access and sits on an expansive .61-acre estate lot with 116 feet of pristine Caloosahatchee River frontage. A masterful renovation of a classic 1926 Mediterranean home, the property reflects nearly a century of architectural pedigree—originally redesigned by Dan Sater, reconfigured and rebuilt in 1990, updated in 2010, and most recently transformed in 2023 with a sophisticated, modern aesthetic. Additional structural and mechanical enhancements include a whole-house repipe and new roof in 2022, as well as a new A/C system, appliances and hot water heater in 2023. A gated entry introduces the property with a grand sense of arrival, opening to a motor court and a detached three-car garage with the potential for a future guest house. Inside, the home blends timeless character with elevated luxury, featuring sun-drenched living spaces that capture sweeping river views. The first floor showcases elegant Travertine marble flooring, a wood-burning fireplace and a fully reimagined kitchen designed for both beauty and functionality. The entire second level is devoted to a magnificent primary suite, offering exceptional privacy and a serene retreat. The primary bath features a large walk-in shower, jetted tub and dual European-style vanities. A private balcony overlooks the pool, expansive rear lawn and the wide river beyond, creating a front-row seat to breathtaking panoramic vistas and unforgettable sunsets. Perfectly positioned in the highly desirable Valencia Terrace neighborhood, along the McGregor Corridor and just one mile from Downtown Fort Myers, this residence offers the freedom of no HOA or restrictions. With unmatched privacy, historic charm, and true waterfront living, the property stands as a rare offering. The adjacent lot is also listed for sale, presenting an extraordinary opportunity to expand or create a multi-parcel riverfront estate.

2878 Valencia Way, Fort Myers

$1,354,000
6 Beds 3 Baths 2026006878 MLS
Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone’s throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. The expansive kitchen is a chef’s delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard adds to the home’s unique appeal. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, RV, or additional recreational toys. The property includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. The location offers easy access to Fort Myers Country Club, the Edison-Ford Winter Estates, hospitals, top-rated public and private schools, diverse dining and shopping options, RSW Airport, and the pristine beaches of the Gulf of Mexico. Enjoy evening strolls in this wonderful neighborhood lined with mature trees. Don’t miss your chance to own a piece of Fort Myers history in a highly sought-after community. Schedule your private showing today. No water intrusion or storm damage from Ian.

1248 Osceola Drive, Fort Myers

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