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Browse All Fort Myers FL Historical Properties for Sale

$250,000
3 Beds 2 Baths 2026036278 MLS
THIS IS AN AUCTION. We are accepting offers through  bidding only. Bidding ends on 09/16/26 at 3:00 pm and the list price is $250,000. There is no reserve. There is a buyer premium that will be added to the final sales price. Set on a corner lot of just over a third of an acre, this Tahitian Shores home offers something the newer communities nearby cannot. There is room here. Room for the boat, RV, or whatever you have been paying to store across town, parked behind a fully fenced yard with a ten foot gate and no HOA telling you where to put it. Inside, 2,259 square feet opens up around a great room with a wood plank cathedral ceiling. It is the kind of detail nobody builds anymore, and it sets the tone for the rest of the house. Tile runs throughout. The kitchen was rebuilt with granite counters and updated appliances, and the long breakfast bar tends to become the spot everyone stands around whether you planned it that way or not. The split floor plan puts the primary suite on its own side of the house, with a remodeled bath and a walk in shower. Two more bedrooms and a full bath sit on the other side, far enough away that your guests are comfortable and so are you. Out back is where this one separates itself. A pool sits on a finished deck with space around it for chairs and a grill, and a mature hedge wraps the yard so you are not looking at anybody. A newly built screened porch adds shade and ceiling fans for the evenings you want to be outside without company from the mosquitoes. The expensive items are already handled. Newer roof, impact entry doors, central water and sewer, a dedicated well for the irrigation, and a two car garage fed by a wide U shaped driveway that lets people come and go without anyone getting blocked in. Then there is the location. Sanibel and Fort Myers Beach are a short drive down the road, groceries sit inside a mile, and the street stays quiet because it does not lead anywhere except home. The gated communities nearby will charge you dues for a smaller lot and a rule about where the boat goes. This one comes with neither.

15602 Copra LN, Fort Myers

Courtesy of KW Florida Living. 239-355-4040

$715,000
3 Beds 2.5 Baths 2026037725 MLS
Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3209 W Riverside DR, Fort Myers

Courtesy of VIP Realty Group Inc.

$509,999
3 Beds 2 Baths 2026037227 MLS
Calling all boaters and anglers—this is the Southwest Florida lifestyle you’ve been waiting for! Nestled in the highly desirable McGregor Corridor/Whiskey Creek area, this beautifully updated 3-bedroom, 2-bath DIRECT GULF ACCESS pool home puts you just MINUTES FROM OPEN WATER. Located near the end of a quiet cul-de-sac with no through traffic, you can enjoy peaceful residential living while keeping your boat right in your own backyard. Step outside, lower it from the 5,000-lb electric boat lift and head out for a day of fishing, boating, waterfront dining or exploring everything our beautiful waterways have to offer! Inside, this home is much larger than it appears and filled with character and thoughtful updates. Vinyl plank flooring and crown molding flow throughout, while the remodeled kitchen features crisp white shaker cabinetry, sleek black granite countertops, stainless steel appliances, abundant storage and an impressive oven that offers induction, convection and air-fryer cooking. In addition to the living room, an INCREDIBLE oversized family room provides even more space to spread out, entertain or simply relax. With a dramatic vaulted tongue-and-groove/shiplap ceiling, plantation shutters, hurricane-impact windows and its own dedicated A/C system, this room is an absolute showstopper with endless possibilities. The spacious primary bedroom features beautiful mahogany wood sliding barn doors, while skylights in both bathrooms fill the spaces with natural light. The attached 2-car garage offers laundry, generous storage, a workshop/workbench area and additional attic storage. Outside is where Florida living truly takes center stage. Cool off in the Black Diamond lap pool overlooking the tranquil canal, relax poolside with a cold drink, or head down to your private dock and boat lift for an afternoon on the water. The beautifully landscaped yard and irrigation system complete your waterfront oasis. Major improvements provide even more peace of mind, including a TILE ROOF (2016), A/C (2022), WHOLE-HOME GENERAC GENERATOR with buried propane tank (2024), HOT WATER HEATER (2025) and hurricane-impact windows on most windows. (Hurricane shutters for the couple that are not) All of this in an incredible Fort Myers location just minutes from downtown, dining, shopping and entertainment. Whether you're an avid fisherman, passionate boater or simply dream of spending your days by the water, this home delivers the lifestyle Southwest Florida is famous for. Your boat is in the backyard, open water is just minutes away, the pool is waiting—and paradise starts right at home.

1028 Edgemere DR, Fort Myers

Courtesy of LPT Realty, LLC. 863-273-2861

$320,000
2 Beds 1 Baths 2026037039 MLS
Old Florida charm in an incredible location just one house off iconic McGregor Boulevard! Welcome to 1421 Olmeda Way, a charming 2-bedroom, 1-bath home nestled in an established Fort Myers neighborhood near the Fort Myers Country Club, with golf course views from the front of the home. Downtown Fort Myers, the Edison & Ford Winter Estates, dining, shopping and entertainment are all just minutes away. Built in 1953, this home captures the character of Old Fort Myers while offering several important updates for today's buyer. Inside, you'll find an open and flexible floor plan with tile flooring throughout, a light and bright kitchen with white cabinetry and stainless steel appliances, a bright tiled bath, and multiple spaces for living and dining. One of the home's most unique features is the enclosed sunroom/atrium. Filled with natural light, it's an ideal space for a plant lover to create an indoor garden, a cozy reading retreat, or simply a peaceful spot to enjoy your morning coffee. Recent improvements include a new A/C in 2024, new water heater in 2025, reinforced sunroom foundation in 2025, 2020 main roof and 2023 garage roof, along with extensive hurricane protection added in 2022, including accordion and folding shutters and additional protection for the sliders, windows and exterior doors. Outside, mature palms and tropical landscaping complement the home's classic Florida character, while the approximately .23-acre lot provides plenty of outdoor space and possibilities for the future. An attached one-car garage and dedicated laundry area add everyday convenience. No HOA and no flood insurance required add even more appeal. Whether you're looking for a starter home, seasonal Florida retreat or investment property, 1421 Olmeda Way is a wonderful opportunity to own a piece of Old Fort Myers in a location that puts you close to everything that makes this area so special.

1421 Olmeda WAY, Fort Myers

Courtesy of KW Florida Living. 239-940-2715

$399,000
5 Beds 3 Baths 2026037077 MLS
One or more photo(s) has been virtually staged. Updated 5-bedroom, 3-bath POOL HOME on a rare oversized corner lot in central Fort Myers. Situated on nearly HALF AND ACRE and spanning three platted lots, this single-story property offers exceptional space, flexibility, and accessibility—ideal for large or multi-generational families. The interior features updated finishes throughout, including durable vinyl flooring (no carpet), vaulted ceilings, and a functional layout with approximately 2,848 sq ft of living area. The kitchen and bathrooms have been updated, creating a move-in-ready home designed for everyday living and entertaining. Step outside to a private, pool with a spacious patio—perfect for Florida outdoor living. The expansive lot provides dual side access, generous parking, and ample room for trucks, trailers, work vehicles, or recreational toys. No HOA and no parking restrictions. A 20 x 30 storage/utility structure offers excellent potential for conversion into a guest house or in-law suite (buyer to verify), adding long-term value and flexibility. Additional features include screen lanai, porch, fencing, and mature lot spacing rarely found in this location. Centrally located near major roads, shopping, dining, medical facilities, and a nearby elementary school, this property combines space, convenience, and versatility—a hard-to-find combination in Fort Myers.

599 Carolina AVE, Fort Myers

Courtesy of Century 21 Sunbelt Realty.

$275,000
4 Beds 2 Baths 2026036672 MLS
Welcome to this Stunning renovated home In Fort Myers not in the flood zone. The property has been totally renovated from top to bottom like a new home. Step inside, you'll be greeted by stunning porcelain tile that graces the entire house with 5 inches base board gives it the modern feel. The Living room, open concept with Huge kitchen offers great practical space for family and friends gathering and partying. This luxury kitchen carries brand new hardwood cabinets with soft closing features, beautiful quartz countertops, tons of counter space and storage and new stainless-steel appliances. Stunning main bedroom with huge walk-in closet as well as the spa like main bathroom literally take your breath away when you walk in. Property offers new Metal roof, new AC and hot water heater for peace of mind. Home has brand-new LED lighting throughout the entire house. Property is in X zone, so no flood insurance is required. Circle driveway and privacy backyard is the icing on the cake. Enjoy walks in this Peaceful Neighborhood, and Beautiful Sunrises or Breathtaking Sunsets over the Caloosahatchee River! Close to Everything...yet away from it all...Just 5 minutes to I-75 and ANYWHERE YOU NEED OR WANT TO GO! Close to Downtown Riverfront District, Spring Training Ballparks, Universities, Shopping, Restaurants, Schools, Medical Facilities, and a short drive to the RSW International Airport, and the Beaches! Don't miss this Gem near the Riverfront, with no flooding in any hurricane to date!

367 Rosemont DR, Fort Myers

Courtesy of Dong Realty LLC.

$925,000
5 Beds 3.5 Baths 2026035450 MLS
Imagine owning a true piece of Fort Myers history. Built in 1922 during the same storied era as the iconic Edison estate, this remarkable McGregor Boulevard residence is believed to be the third grand home built along one of Fort Myers’ most recognized corridors. Set on nearly a full acre of beautifully established grounds, this one-of-a-kind property offers a rare combination of historic character, generous space, and modern updates. The main residence showcases the warmth and craftsmanship of another era, including original heart pine floors and a gracious layout designed for both everyday living and entertaining. With five spacious bedrooms, two full bathrooms, and a guest half bath, the home provides plenty of room for family, guests, a home office, or flexible living spaces. A new roof installed in 2023 adds an important update while preserving the integrity and charm of this historic residence. Adding even more versatility is a separate efficiency unit with a full bathroom, ideal for overnight guests, extended family, a private workspace, or potential rental income. Outside, the expansive property offers room to enjoy the Florida lifestyle while maintaining a sense of privacy rarely found this close to the heart of Fort Myers. The grounds have also remained high and dry, adding another valuable feature to this exceptional property. More than a home, this is an opportunity to own and preserve a piece of Fort Myers heritage. With its distinctive history, original architectural character, spacious homesite, and flexible living options, this McGregor Boulevard estate is ready for its next chapter.

3235 Avocado DR, Fort Myers

Courtesy of Kingfisher Real Estate, Inc..

$150,000
1 Beds 1.5 Baths 2026034640 MLS Riverside Club BLDG.
Riverfront living in the heart of the Fort Myers River District, where breathtaking Caloosahatchee River views, vibrant downtown amenities, and an effortless Florida lifestyle come together. This is a great unit offered at an even better price, with panoramic river views, generous living space, and features designed to take full advantage of its spectacular waterfront setting. The amazing river views are visible throughout the living area through an impressive 11' x 4' wall of hurricane-impact windows, bringing the beauty of the Caloosahatchee River and stunning Southwest Florida sunsets right into your home. The same breathtaking views continue into the spacious primary suite, creating a peaceful retreat where you can wake up to the river and unwind as boats cruise by. The kitchen features a massive 10.5' x 2.5' breakfast bar countertop plus additional counter space on the opposite side, providing plenty of room for meal preparation, casual dining, or gathering with friends and family. The master bathroom has been recently updated and boasts plenty of storage space, including a new custom closet. Riverside Club is a desirable community offering secured entry, elevators, assigned covered carports, a heated riverfront pool, private fishing pier and dock access, BBQ area, bike storage, and beautifully maintained common areas. A convenient community laundry room is located on the first floor. The community has completed its required state structural inspection and passed, providing additional peace of mind. Rentals are allowed- 30 day minimum, up to 3 tenants a year. Owners are allowed 1 pet, up to 25 pounds Riverside Club places you just blocks from the best of downtown Fort Myers. Walk to Publix, restaurants, shops, galleries, entertainment, & Centennial Park. Enjoy live performances at the Arcade Theatre, Sidney & Berne Davis Art Center, and The Laboratory Theater. Explore the weekly farmers market, attend riverfront concerts and festivals, or simply stroll along the waterfront while watching for dolphins, manatees, pelicans, and other wildlife. Centennial Park offers walking & biking paths, a playground, open-air theater, & event pavilion, while the downtown trolley provides convenient transportation throughout the River District during season. The historic Edison & Ford Winter Estates are minutes away, and nearby Fort Myers Country Club offers public golf with no membership required. Pickleball, spring training baseball, shopping, hospitals, beaches, and Southwest Florida International Airport are all within an easy drive. Riverside Club is more than a place to live—it is an opportunity to experience downtown Fort Myers from the water’s edge. Whether you are looking for a full-time residence, investment or a seasonal retreat, this unit delivers the Florida lifestyle you have been looking for, with spectacular river views, incredible sunsets, walkable downtown amenities, & the convenience of being close to everything SWFL has to offer.

1900 Clifford ST Unit 303, Fort Myers

Courtesy of Grow Prosper Move Realty.

$449,500
3 Beds 2 Baths 2026034480 MLS
OLD FORT MYERS – Casual sophistication meets timeless Mid-Century style at 1635 Grove Avenue, ideally positioned in one of Fort Myers’ most established and desirable neighborhoods. Defined by sleek architectural lines and a fresh, refined aesthetic, this thoughtfully renovated residence offers the perfect balance of vintage character and modern-day comfort. A comprehensive whole-home renovation completed in 2020 transformed the interiors while respecting the home’s classic appeal, including updated interior plumbing and electrical, a beautifully appointed kitchen and bathrooms, new flooring, fixtures, interior and exterior doors, trim, and hot water heater. Exterior plumbing was replaced in 2018, followed by a new roof in 2019 and new AC/HVAC in 2021—creating a home that is as thoughtfully updated as it is stylish while also offering peace of mind and low maintenance living. Light-filled living spaces and a clean, sophisticated palette create an effortless flow throughout, with a relaxed sense of luxury perfectly suited to the Old Fort Myers lifestyle. The location is equally impressive—just a chip shot away from the historic Fort Myers Country Club and a short bike or golf cart ride to the vibrant Downtown Fort Myers River District, where dining, entertainment, galleries, and waterfront destinations await. With its distinctive Mid-Century character, extensive renovations, and exceptional location, 1635 Grove Avenue offers a rare opportunity to enjoy casual elegance and quintessential Fort Myers living in one beautifully curated package.

1635 Grove AVE, Fort Myers

Courtesy of Cornerstone Coastal Properties.

$99,900
1 Beds 1 Baths 2026034874 MLS First Harbour Tower Condo BLDG.
This Charming 1-Bedroom, 1-Bath Condo in Iconic First Harbour Towers is now being offered at the lowest price in the building! Located along the Caloosahatchee River in Downtown Fort Myers, this midcentury modern condo offers the perfect blend of style and convenience on both the water or in the city! Situated on West First Street, you'll be within walking distance of top local attractions like the Edison/Ford Estates, the Sydney Berne Davis Art Center, and a variety of shops and restaurants in the vibrant River District. Or head out on the open water to the Gulf of Mexico from the adjacent marina to explore the beaches of Sanibel & Captiva! This open-concept home features a seamless flow between the living and dining areas, leading into the kitchen. With tile flooring throughout, the unit is both low-maintenance and stylish. A spacious, screened-in balcony provides an excellent spot for outdoor relaxation. Recent updates include a new AC unit and water heater (both 2024), a new refrigerator, garbage disposal & microwave (all 2023), new screens on the balcony (2023), and new impact resistant windows and sliding glass doors (March 2025). First Harbour Towers offers a prime riverfront, gulf access location, with a heated pool overlooking the neighboring marina and offering breathtaking sunset views across the river. The pool deck was recently expanded with new pavers, a new fence, and is conveniently located near a large covered BBQ area. The building has also had recent updates, including new carpets and fresh interior paint (2024). One assigned, covered parking space included, with guest parking available. The association is in the process of replacing the carports this year (2026) and sellers have already paid the assessment for this improvement! This is a great investment opportunity to own a condo in one of Fort Myers' most desirable areas at an amazing price and low HOA fees, with easy access to both nature and culture in a growing, dynamic neighborhood. Offering immediate return on investment with a tenant in place until February 2027. *Please note some photos are virtually staged.

2350 W 1st ST Unit 205, Fort Myers

Courtesy of Cornerstone Coastal Properties.

$420,000
4 Beds 2 Baths 2026034806 MLS
Welcome to 13350 First Street in Fort Myers Shores, a beautifully updated four-bedroom, two-bath home situated on an oversized 0.33-acre corner lot. Ideally located just minutes from Palm Beach Boulevard, this property offers convenient access to shopping, dining, schools, parks, and major roadways while still providing the space, privacy, and comfort of a residential setting. Inside, the home features nearly 2,000 square feet of living area with a functional and inviting layout designed for both everyday living and entertaining. The spacious primary suite includes an oversized bedroom, a large walk-in closet, and a private en-suite bathroom complete with a soaking tub and separate shower. Three additional bedrooms provide flexibility for family, guests, or a home office. The main living areas offer an open and comfortable flow, creating a welcoming environment throughout the home. Step outside to a large screened lanai, ideal for enjoying Florida’s year-round climate, while the fully fenced backyard provides privacy and ample space for outdoor activities. A detached electrified storage building adds exceptional versatility, offering potential use as a workshop, studio, or additional storage, with future conversion possibilities subject to county approval. This property features four bedrooms and two bathrooms with approximately 1,961 square feet of living area on an oversized 0.33-acre corner lot. Constructed of concrete block, the home includes a spacious primary suite with a walk-in closet and a private bath featuring a separate tub and shower. Additional highlights include a large screened lanai, fully fenced backyard, detached electrified storage building, no HOA, and a convenient location near Palm Beach Boulevard. This is a great opportunity for buyers seeking space, flexibility, and a well-located home in an established Fort Myers community.

13350 1st ST, Fort Myers

Courtesy of EXP Realty LLC.

$120,000
1 Beds 1 Baths 226029441 MLS First Harbour Tower Condo BLDG.
BEST DEAL IN THE BUILDING!! BEAUTYFULLY REMODELED 1-bedroom, 1-bath condo in the iconic First Harbour Towers, perfectly situated along the Caloosahatchee River in DOWNTOWN Fort Myers. This light-filled residence features IMPACT WINDOWS and an IMPACT SLIDING glass door, plantation shutters, a BRAND-NEW REFRIGERATOR, and a stylishly REMODELED KITCHEN and BATHROOM with elegant QUARTZ COUNTERTOPS. Step out onto the BALCONY, beautifully FINISHED with NEW TILE, and enjoy refreshing river breezes. The open-concept layout offers a seamless flow between the living, dining, and kitchen areas, creating a welcoming space ideal for both relaxing and entertaining. First Harbour Towers offers a prime riverfront lifestyle with a heated pool overlooking the neighboring marina and breathtaking sunset views across the river. The recently expanded pool deck features new pavers, a new fence, and convenient access to a large covered BBQ area—perfect for gatherings. The building has also been updated with new carpets and fresh interior paint (2024). One assigned covered parking space is included, along with ample guest parking. Located on historic West First Street, you’re just steps from the Edison & Ford Estates, the Sydney Berne Davis Art Center, and the vibrant River District’s shops, dining, and cultural attractions. This is more than a condo—it’s a chance to live downtown, surrounded by history, river breezes, and a walkable lifestyle that makes Fort Myers so special. Enjoy an amazing value in one of the city’s most desirable riverfront communities.

2350 W 1st ST Unit 303, Fort Myers

Courtesy of LoKation.

$249,900
2 Beds 2 Baths 226029499 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 2137 Gorham Ave in Fort Myers! This well-maintained home offers a fantastic opportunity for buyers looking for value, flexibility, and several major improvements already completed. While the interior provides an opportunity for personalization, many of the home's big-ticket items have been replaced or upgraded within the past five years, including the roof, solar panels, HVAC system, water heater, and screened lanai—giving the next owner a great head start. Impact resistant windows installed in 2016. Inside, you'll find a bright and functional floor plan with plenty of natural light, a spacious primary bedroom with its own private full bath, and an additional den/flex space offering excellent potential for a home office, hobby room, workout space, or possible third bedroom. The home also features an attached 2 car garage with laundry and storage space, a light-filled kitchen and dining area, and plenty of room to make the property your own. Conveniently located in Fort Myers with easy access to shopping, dining, retail, and everyday necessities, this home combines location, major recent improvements, and an attractive price point. Bring your decorating ideas and take advantage of the opportunity to make this home your own while benefiting from many of the costly updates already being done.

2137 Gorham AVE, Fort Myers

Courtesy of REMAX Affinity Mercato.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

Fort Myers Historical Real Estate