Fort Myers Real Estate Search

Fort Myers Historical Properties for Sale

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Newest Fort Myers Historical Properties for Sale

$379,500
4 Beds 3 Baths 2026030215 MLS
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

$279,000
2 Beds 2 Baths 2026024311 MLS
Step into the charm of Old Florida living with this beautifully updated 1920 home, ideally located in the heart of Fort Myers' emerging Midtown district. Positioned within a transformative mixed-use redevelopment area focused on walkability, green spaces, and a vibrant town center, this property offers the opportunity to enjoy both historic character and exciting future growth. Rare opportunity to own a property with Commercial General (CG) zoning in Fort Myers' emerging Midtown district. This flexible zoning designation opens the door to a variety of potential uses, including professional offices, boutique retail, personal services, and other commercial ventures. The property may also offer an ideal live/work opportunity for entrepreneurs, small business owners, and professionals seeking the convenience of combining business operations with residential living, subject to applicable city requirements. A spacious, fenced backyard provides added flexibility for outdoor use, storage, employee or client gathering space, while ample off-street parking offers convenience for residents, customers, and business visitors alike. Enjoy the character of a historic home while benefiting from the growth and redevelopment occurring throughout this vibrant, walkable area near Downtown Fort Myers and the Historic River District. Just a short stroll from the Historic River District, you'll enjoy easy access to downtown restaurants, boutiques, art galleries, theaters, and year-round events. Inside, the home features two bedrooms, two bathrooms, plus a versatile office/den that can also serve as a nursery or flex space. Major updates provide peace of mind, including a new roof (2022), updated A/C, water heater, appliances, electrical, and plumbing. Outdoor living is equally inviting with an enclosed front porch, Large screened rear lanai, and a spacious fenced backyard shaded by a magnificent mature oak tree—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. This is a rare opportunity to own a piece of Fort Myers history in one of the city's most exciting up-and-coming neighborhoods.

2156 Victoria Avenue, Fort Myers

$2,200,000
6 Beds 6 Baths 226014559 MLS
A rare offering along the Caloosahatchee River, this private waterfront estate delivers an unmatched blend of scale, seclusion, and resort-style living. One of the only properties in the area featuring a 130-foot private natural sand beach and an expansive 200-foot boardwalk dock with direct boating access, this is true Old Florida luxury redefined. Spanning over 6 bedrooms and 6 bathrooms, the estate is designed for both grand entertaining and private retreat. The main residence offers 4 bedrooms and 5 bathrooms, while a fully renovated guest house provides 2 additional bedrooms, 1 bathroom, and its own living area, kitchen, and private balcony overlooking the water . The outdoor experience is where this property truly separates itself. A custom-designed pool with waterfall spa, paired with a fully equipped poolside bar and entertainment area, creates a setting built for hosting. Lush, curated landscaping featuring palm trees, citrus, bamboo, orchids, and vibrant tropical plantings transforms the grounds into a serene, Zen-like riverfront oasis. Inside, the home balances historic character with elevated finishes. A spacious gourmet kitchen features granite surfaces, custom cabinetry, and stainless steel appliances. Original 1910 fireplaces add warmth and authenticity to both the living room and primary suite, while Brazilian cherry hardwood floors run throughout the main residence. Expansive wraparound balconies on both levels provide multiple vantage points to take in the water, with direct access from the primary and guest bedrooms upstairs. As the sun sets, automated landscape and exterior lighting create an entirely different ambiance, perfect for evening entertaining or quiet waterfront moments. Whether enjoyed from the private beach, poolside, or elevated terraces, the sunsets here are nothing short of spectacular. A true legacy property offering privacy, scale, and a lifestyle that simply cannot be replicated.

100 FAIRVIEW Avenue, Fort Myers

$874,990
4 Beds 3 Baths 2026016708 MLS
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

$510,000
5 Beds 3 Baths 2026013097 MLS
Nestled in Fort Myers’ beloved Dean Park Historic District, this beautifully restored 1928 home celebrates the city’s past while embracing modern comfort and design. This home offers 5 bedrooms plus a den, 2.5 bathrooms, and 2,540 square feet of living space & 3,180 total. Step through the stunning impact glass iron front door and into a bright, open living room filled with natural light. Warm hardwood floors flow throughout, complemented by a classic wood-burning fireplace that adds to the home’s inviting character. The adjacent dining room leads seamlessly into a beautifully updated kitchen featuring a propane cooktop powered by a 100-gallon tank, a wall oven, a farmhouse sink, and abundant counter space for cooking and entertaining. The spacious primary suite is located downstairs and includes a private den or sitting area, a massive walk-in closet, and a luxurious ensuite bathroom with dual sinks and a large walk-in shower. Upstairs, you’ll find the original preserved hardwood floors, four generous bedrooms—all with oversized walk-in closets—and a full bathroom. Large windows throughout the home fill every room with natural light, highlighting the craftsmanship and attention to detail that make this property special. The mudroom offers a half bath for guests, washer & dryer, with lots of counter space for folding and storage. Additional highlights include a detached two-car garage accessible via a rear access road shared, tankless propane water heater, and newly completed upgrades inside and out. Concrete board extends four feet up the first floor along with PVC baseboards for added durability. Set within the vibrant and community-oriented Dean Park neighborhood—known for its tree-lined streets, easy access to downtown fort myers, book clubs, and frequent neighborhood events—this home is a perfect blend of Fort Myers’ rich history and its bright, modern future.

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

$2,100,000
5 Beds 5 Baths 226007020 MLS
MUST SEE! No HOA! Located just off historic McGregor Boulevard, this elevated, all-concrete riverfront estate offers a rare combination of scale, security, and privacy along the Caloosahatchee River. Set on a private, oversized parcel and framed by new fencing and mature landscaping, the property feels intentionally secluded, yet remains only minutes from downtown Fort Myers and the vibrant River District seamlessly combining preserved architectural character with modern conveniences and upgrades. The primary suite is a serene retreat, thoughtfully positioned to take full advantage of both garden and water views. Generous in scale, it offers space for a sitting area and features a luxurious ensuite bath with dual vanities, a soaking tub, a walk-in shower, and ample closet storage—creating a refined, spa-inspired sanctuary. The 4 secondary bedrooms are comfortably sized and well-appointed, providing flexibility for family, guests, executive office space, or private quarters. There placement within the home allows for both privacy and functionality, making the layout ideal for multigenerational living,hosting extended stays, and/or as an investment property. A standout feature is the presence of TWO FULLY EQUIPPED KITCHENS, offering remarkable versatility—perfect for entertaining on a grand scale, accommodating long-term guests, or creating a separate living suite within the home. Having two kitchens also offers the ability to RENT the bottom of the home out and live on the main level! The main living areas are spacious and warm with contemporary finishes and updated systems throughout. Outdoors, the pool, fountains, river views, tropical breezes, and stunning sunset backdrops define the experience, with boating access. Located in one of Fort Myers’ most desirable riverfront areas, this property offers a rare combination of lifestyle, privacy, and thoughtful upgrades. One of the few homes in the area where potential storm-related impact has already been proactively addressed through substantial private mitigation and ongoing city drainage improvements. Designed to provide both comfort and peace of mind, while preserving the full appeal of riverfront living. Additionally, the city of Fort Myers, is in the process of installing a new drainage system to thoughtfully mitigate any flooding concerns during inclement weather. An exceptional opportunity to own a protected, thoughtfully updated historic waterfront estate in one of Fort Myers’ most coveted riverfront settings—where character, comfort, and coastal lifestyle converge.

1205 Caloosa Drive, 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

$699,000
3 Beds 2 Baths 225029547 MLS
They don’t build homes like this anymore. Located in historic Seminole Park along the iconic McGregor Boulevard corridor, 3650 McKinley Avenue is a rare opportunity to own a nearly century-old home that has been thoughtfully updated for modern living. Celebrating its centennial in 2025, this property spans an entire block and blends preserved 1925 character with meaningful upgrades. Original details remain throughout, including wood flooring, single-hung sash windows, and architectural elements that reflect the home’s history. The kitchen features preserved 1925 upper cabinetry paired with custom lower cabinets and KitchenAid appliances. Bathrooms include a replica clawfoot tub, pedestal sinks, and restored subway and penny tile. A standout feature is the fully converted Model-T garage, now a functional steam room and laundry space. Outdoor living is expansive, with mature landscaping, a large grilling area, a private irrigation well, and a setting that captures both sunrise and sunset. Major updates include a metal roof (2018), updated HVAC and ductwork (2013–2014), and PVC plumbing (2017), offering added confidence for today’s buyer. The flexible floor plan includes three bedrooms, two bathrooms, a library, a den, a formal living room, and a family room. Conveniently located minutes from the Edison and Ford Winter Estates, downtown River District, golf, dining, and entertainment. A unique historic property offering character, space, and location — ready for its next chapter.

3650 McKinley Avenue, Fort Myers

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