Lee County, FL Real Estate Search

Lee County, FL Historical Homes for Sale

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Newest Lee County, FL Historical Homes for Sale

$1,250,000
5 Beds 4 Baths 2026032077 MLS Fort Myers BLDG.
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. 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.

2430 Mcgregor Blvd, Fort Myers

$189,000
2 Beds 1 Baths 2026030190 MLS Not Applicable BLDG.
Welcome to this beautifully renovated 2-bedroom, 1-bath home offering 800 square feet of thoughtfully updated living space on Jacksonville’s desirable Westside. Move-in ready and filled with modern upgrades, this charming home features a brand-new 2026 roof, offering peace of mind and the potential for lower insurance costs, along with a new A/C system, new windows and doors, stylish new kitchen cabinets, new appliances, fresh interior and exterior paint, new flooring throughout, and a well that has been professionally inspected, cleaned, and equipped with a new system. Inside, you will appreciate a well designed split floor plan, providing edit privacy and functionality. The home also includes a dedicated laundry area with additional storage space and a convenient closet, making everyday living even more comfortable and organized. Step outside to a spacious backyard with endless possibilities—whether you envision creating an outdoor entertainment area, a garden oasis, or simply enjoying Florida’s beautiful weather, this space is ready to bring your Florida lifestyle dreams to life. Conveniently located with easy access to major roadways, shopping, dining, grocery stores, and pharmacies, this home makes everyday living effortless while providing quick access to surrounding areas. Not located in a flood zone, so no flood insurance is required, adding even more value and peace of mind. Whether you’re a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this beautifully updated home offers comfort, convenience, and exceptional value. Schedule your private showing today and discover everything this Jacksonville gem has to offer!

6019 Anderson Rd, Jacksonville

$379,500
4 Beds 3 Baths 2026030215 MLS Hendry Estates BLDG.
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 Dr, Fort Myers

$499,000
4 Beds 2 Baths 226025127 MLS Bonita Farms BLDG.
Welcome to one of the few historic homes in Bonita Springs, originally built in 1929, where timeless character meets thoughtful modern updates. Situated on a spacious, private lot, this charming raised ranch features original hardwood floors in part of the home, soaring ceilings, and three cozy fireplaces that create a warm and inviting atmosphere. Major updates provide peace of mind, including a new metal roof, A/C, furnace, hot water heater, insulation, and fresh interior and exterior paint. Step outside to enjoy the fully fenced backyard, offering plenty of privacy and space to relax or entertain, along with a large detached workshop. Ideally located just minutes from I-75, RSW Airport, and Southwest Florida's beautiful Gulf beaches, you're also just a five-minute walk to downtown Bonita Springs—now a rapidly emerging hotspot with new restaurants, entertainment, coffee shops, boutique shopping, ice cream, live music, and significant investment transforming the area. With no HOA, low property taxes, affordable insurance, and no flood insurance required, this home has remained high and dry, offering added peace of mind. Whether you're looking for a primary residence, seasonal retreat, or a high-potential investment property, this home offers exceptional flexibility with no rental restrictions. Its prime location in one of Southwest Florida's fastest-growing downtown districts creates outstanding opportunities for long-term appreciation as well as income-producing rental potential, making this a rare chance to own a piece of Bonita Springs history while investing in its exciting future.

10811 Dean St, Bonita Springs

$5,990,000
4 Beds 3 Baths 226025317 MLS Olde Naples BLDG.
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th S Ave, Naples

$211,410
3 Beds 1.5 Baths 226025254 MLS Fairview BLDG.
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 Ave, Fort Myers

$22,995,000
6 Beds 6.5 Baths 226024712 MLS Olde Naples BLDG.
This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th S Ave, Naples

$575,000
4 Beds 2.5 Baths 2026025103 MLS Foleys Highland Park BLDG.
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 Pl, Fort Myers

$279,000
2 Beds 2 Baths 2026024311 MLS Fort Myers BLDG.
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 Ave, Fort Myers

$1,200,000
3 Beds 2 Baths 226016272 MLS Estero Park BLDG.
Live only steps away from the white sandy beaches and sparkling Gulf waters! This fully Turnkey and renovated coastal retreat offers the ultimate beach lifestyle and investment potential in highly renowned Fort Myers Beach. Beautifully and completely renovated 3-bedroom, 2-bathroom home is truly move-in ready and fully furnished for immediate enjoyment. Designed with a fresh modern coastal aesthetic, the interior showcases all new flooring throughout, led lighting and fans, fresh interior paint, new doors and trim, plenty of natural light and an open inviting layout perfect for entertaining or relaxing after a day in the sand and surf. The stunning new kitchen has been fully transformed with new quartz countertops, designer backsplash, brand-new stainless-steel appliances, and sleek contemporary finishes that effortlessly combine style and function. Both bathrooms have been thoughtfully redesigned with modern finishes and spa-inspired touches, that include tiled shower walls, and a glass shower door. New plumbing fixtures, quartz countertops and cabinetry. Your private tropical oasis invites you to unwind where the sparkling pool area has been freshly retiled and complete with an outdoor shower ideal for rinsing off after beach days. When you’re not enjoying your pool, the beach is just moments away, perfect for soaking up the sun, sand and the Gulf breeze. Major upgrades including a new roof, impact windows and doors, new AC and HVAC systems, and a new washer and dryer provide peace of mind for years to come. Perfectly positioned in a highly desirable beachside location in Fort Myers, this home offers easy access to white sandy beaches, breathtaking sunsets, waterfront dining and retail shopping. This exceptional property provides a great opportunity to enjoy the Florida lifestyle while maximizing rental and investment potential.

6030 Estero Blvd, Fort Myers Beach

$11,800,000
6 Beds 10 Baths 2026020591 MLS Not Applicable BLDG.
Nestled in the prestigious heart of Coral Gables, this exceptional estate is a masterclass in timeless elegance and modern refinement. Set on an expansive 31,529 SF lot, the residence spans over 12,327 square feet of meticulously curated living space, originally built in 1936 and thoughtfully updated to meet today’s highest standards of luxury. Boasting 7 bedrooms, 10 full bathrooms, and 2 powder rooms, the home is designed for both grand entertaining and private retreat. A dramatic double-height foyer sets the tone, leading into a seamless blend of formal and informal living spaces, each crafted with sophistication and scale. At the center of the home, a designer chef’s kitchen features top-of-the-line appliances, bespoke cabinetry, and premium finishes—an ideal setting for culinary excellence and elevated hosting. Additional spaces include a refined executive office/library, a game room, and a private media room, offering versatility for work, leisure, and entertainment. Throughout the residence, volume ceilings, custom finishes, and elevator access enhance both comfort and architectural presence. Outdoors, the estate transforms into a private resort experience, complete with a heated pool, expansive entertaining areas, and a fully equipped barbecue space. A 3-car garage and grand motor court provide both convenience and impressive arrival. Recent upgrades—including a new roof and updated AC systems—ensure peace of mind and turnkey luxury.

2525 Indian Mound Trl, Coral Gables

$89,000,000
6 Beds 12.5 Baths 226015871 MLS Not Applicable BLDG.
Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island.

X Burgess Island, Bokeelia

$2,200,000
6 Beds 6 Baths 226014559 MLS Coral Park BLDG.
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 Ave, Fort Myers

$874,990
4 Beds 2.5 Baths 2026016708 MLS Valencia Terrace BLDG.
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 Ave, Fort Myers

$7,900,000
6 Beds 5 Baths 2026015078 MLS Alva BLDG.
Where Acreage Meets Elegance on the River – An Iconic Alva Legacy Estate Set just west of the Franklin Locks, this extraordinary riverfront estate is a rare offering where expansive acreage, historic character, & navigable waterfront converge—something seldom found in SWFL. Spanning nearly 26 acres with approximately 850 feet of Caloosahatchee River frontage, this is not simply a property—it is a private sanctuary of scale, presence, and possibility. A long, winding drive introduces the estate with a sense of arrival reserved for truly distinguished properties. Towering oaks, open pastures, & sweeping river views create a landscape that feels both grand & timeless—an increasingly rare combination of usable acreage & deep-water access. At the center of the estate stands a stately 1926 residence encompassing 3,577 square feet under air, rich in architectural heritage & refined character. Soaring 14+ foot ceilings, multiple fireplaces, and thoughtfully preserved details evoke a level of craftsmanship that cannot be replicated. A breezeway-connects the 4-car garage for both elegance and practicality. Complementing the main residence is a separate 3-bedroom, 2-bath caretaker’s home offering approximately 1,036 square feet—ideal for extended guests, or private staff quarters. Designed for those who value both lifestyle and land, the estate is fully equipped for equestrian/agricultural pursuits. Multiple fenced pastures, coupled with a striking barn. Inside, 4 stalls & multiple tiled rooms offer flexibility for tack, feed, or specialty use. Designed for comfort, efficiency, resilience, the home is equipped with a whole-house Generac generator, a premium Kinetico whole-house water filtration system, and a 1,000-gallon propane tank—providing reliable, uninterrupted living with elevated utility infrastructure rarely found in properties of this scale. A defining feature of this estate is the 60x60 Quonset structure— a rare opportunity for large-scale storage, a collector’s showroom, or workshop. Just steps away is also an RV hookup. Few properties offer such a distinctive and adaptable asset. Along the river’s edge, is a 80 foot floating dock extending your living experience onto the water—perfect for boating, fishing, or accommodating larger vessels. With direct access to the Caloosahatchee River & beyond, this property delivers the kind of waterfront lifestyle typically reserved for far denser, far less private locations—yet here, it is paired with nearly 26 acres of open land. In a region where true riverfront acreage estates are increasingly scarce, this offering stands apart. It is the uncommon blend of privacy, scale, navigable waterfront, & historic elegance that defines legacy properties—& makes them nearly impossible to replicate. This is more than a residence. It is a generational estate—where land, water, and timeless design meet in perfect harmony. PID #'S: 14-43-26-00-00008.0000, 14-43-26-00-00008.1010, 23-43-26-00-00002.0000

16100 N River Rd, Alva

$510,000
5 Beds 2.5 Baths 2026013097 MLS Dean Park BLDG.
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 Ave, Fort Myers

$2,875,000
3 Beds 2.5 Baths 2026011317 MLS Valencia Terrace BLDG.
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

$449,000
2 Beds 2 Baths 226008528 MLS Weeks Rebecca BLDG.
Located in the vibrant Bayshore Arts District, this charming Old Florida-style cottage offers exceptional versatility as either a full-time residence, seasonal retreat, or investment property in one of Naples' most exciting redevelopment corridors. With its prime location near downtown Naples, waterfront attractions, and year-round dining and entertainment, this home presents an outstanding opportunity for both lifestyle and long-term value. This thoughtfully updated two-bedroom, two-bath home features a bright, inviting interior with white cabinetry, stainless steel appliances, and modern finishes that blend seamlessly with its classic Florida character. The functional floor plan maximizes living space while maintaining the charm that makes this neighborhood so desirable. Situated on a spacious 7,405-square-foot lot, the fully fenced backyard provides a private outdoor oasis with plenty of room for pets, gardening, entertaining, or future enhancements. The generous lot size also offers excellent potential for expansion or redevelopment as the Bayshore area continues to grow and evolve. Whether you're searching for a place to call home or a property with excellent income-producing potential, this residence offers the best of both worlds. Just minutes from Celebration Park, Naples Botanical Garden, Sugden Regional Park, East Naples Pickleball Center, waterfront dining, and the renowned shopping, dining, and beaches of downtown Naples, you'll enjoy all that this thriving neighborhood has to offer

2780 Weeks Ave, Naples

$2,100,000
5 Beds 5 Baths 226007020 MLS Riverside BLDG.
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 Dr, Fort Myers

$1,354,000
6 Beds 3 Baths 2026006878 MLS Riverside BLDG.
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 Dr, Fort Myers

$1,200,000
4 Beds 4.5 Baths 2025019570 MLS Not Applicable BLDG.
Investor’s, investor's Dream Opportunity! Located just 15 minutes from North Miami Beach, Sunny Isles, and major shopping centers, this property offers the perfect blend of location, space, and income potential. Sitting on a 0.31-acre lot with 1,414 square feet of living area, it features two independent units: Main Unit: Spacious 2-bedroom, 2-bath home with a modern open kitchen — ideal for living or rental income. Attached Studio: Large integrated suite with its own bathroom and kitchen — perfect for guests or additional rental. Rear Unit: Independent 1-bedroom, 1.5-bath apartment, fully equipped and offering great privacy and comfort. The large backyard is a tropical retreat with fruit trees, plenty of space for a pool, and room for future expansion or development. Perfect for investors seeking multiple rental incomes, passive cash flow, or property appreciation in a high-demand area. ?? Prime location near beaches, airports, shopping, dining, and top Miami neighborhoods. ?? Don’t miss this high-potential investment opportunity! ¡Oportunidad única para inversionistas! Ubicada a solo 15 minutos de North Miami Beach, Sunny Isles y de los principales centros comerciales, esta propiedad ofrece una combinación perfecta de ubicación, espacio y potencial de renta. Con más de 0.31 acres de terreno y 1,414 pies cuadrados de construcción, esta propiedad cuenta con dos unidades independientes: Unidad principal: Amplia residencia de 2 habitaciones y 2 baños, con cocina moderna e integrada, perfecta para vivir o rentar. Unidad anexa: Espaciosa habitación con baño y cocina integrada, ideal para uso personal o como ingreso adicional. Unidad trasera: Apartamento independiente con 1 habitación y 1.5 baños, totalmente equipado, ofreciendo privacidad y confort. El amplio patio es un verdadero oasis con árboles frutales, espacio para una piscina, y excelente potencial para expansión o desarrollo adicional. Esta propiedad es ideal para inversionistas que buscan rentas múltiples, generar ingresos pasivos o aprovechar el valor del terreno en una zona de alta demanda. ?? Ubicación privilegiada, cerca de playas, aeropuertos, tiendas, restaurantes y las mejores zonas de Miami. ?? ¡No dejes pasar esta oportunidad de inversión con alto potencial de retorno!

947 Ne 149 St, Miami

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