Kotohomes Logo
Kotohomes partnered with:
The News-Press
For Sale For Rent
Advertise

Historical Homes in Southwest Florida

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$85,000
1 Bed
1 Bath
North Fort Myers
View this listing
Investor Special – Prime Location with Endless Potential! Calling all investors, flippers, and visionaries! This centrally located property is a handyman special with incredible potential. While it has sustained hurricane damage and needs significant repairs, the right buyer can transform this into a profitable investment. Whether you're looking to renovate and flip or create your dream project, this is your chance to buy at a bargain price in a high-demand area. ?? Key Features: ?? Centrally located with great accessibility ?? Investment potential for a high return ?? Ideal for cash buyers or experienced rehabbers Don't miss this opportunity to bring this property back to life! Contact us today for details.
$525,000
3 Bed
2 Bath
PUNTA GORDA
View this listing
One or more photo(s) has been virtually staged. Enjoy privacy on this HUGE WATERFRONT LOT WITH ACCESS TO THE PEACE RIVER, and experience the best of fishing and boating from this Punta Gorda gem! Boasting over 200 ft of concrete seawall along the serene shores of Shell Creek, this property offers direct access to the open waters of the Peace River, Charlotte Harbor, Myakka River, Boca Grande, and the Gulf of Mexico – with NO BRIDGES obstructing your journey. Set on a generous .88-acre waterfront lot, this classic mid-century home has been tastefully updated. Step inside to discover an open, split-floor plan that seamlessly combines comfort and style. The expansive Living/Great Room features large windows that frame views of the waterfront. The Primary Bedroom, with its French doors leading to a wrap-around screened lanai, offers picturesque views of the tranquil setting, and the updated Ensuite Bath is a highlight, featuring a gorgeous claw-foot bathtub, pedestal sink and a spacious tiled shower with bench. The second and third bedrooms are both generously sized and include cedar walk-in closets and elegant wood plank ceilings. They share an updated bathroom with a tiled shower and a cedar linen closet. Beautiful archways frame the large L-shaped Kitchen and Dining area that is perfect for versatile dining and entertaining. The kitchen has been totally redesigned and updated with new cabinets, countertops, tile backsplash, and stainless appliances, and it provides access to both the rear screened lanai and front porch, meaning seamless entertaining opportunities. Additional features include TILE FLOORING THROUGHOUT, new HURRICANE IMPACT WINDOWS, an updated breaker panel, and new AIR CONDITIONER and METAL ROOF installed in 2017. With three tankless water heaters (two installed and a third as backup), you will never run out of hot water. The attached two-car garage includes an adjoining shed, ideal for a workshop or outdoor equipment, and the spacious property includes ample room for parking recreational vehicles or watercraft. The fully fenced yard, complete with irrigation via city water, enhances the mature landscaping and creates a park-like atmosphere. Conveniently located near downtown Punta Gorda, shopping, dining, medical facilities, I-75, and nearby airports, this home offers both charm and practicality. Don’t miss out—view the virtual tour for a 3D look at the floorplan and see for yourself why this move-in ready charmer is a must-see!
Advertisement
$295,000
3 Bed
2 Bath
Fort Myers
View this listing
Complete rehab home with Guest House. Captivating Old Florida Charm with GUEST House. Old Florida-style home, perfectly nestled near the Downtown Historic River District. Brimming with timeless character and charm, this gem offers the perfect blend of classic appeal and potential. The property features an inviting courtyard that’s ideal for outdoor gatherings or private relaxation as well as ample space to create your dream pool. Additionally, and seldomly available, 1 bedroom & one Bath guest house that the city allows. Main House features include original hardwood floors, high ceilings and a cozy fireplace, some newer windows, New Roof, Exterior paint and a long front screened in porch to enjoy a quiet morning coffee. Whether you're seeking a vacation retreat or a permanent residence, this home’s unbeatable location and unique charm. Located near Art District, Barbara Mann Theater, FSW University, Caloosa Event Center. Don’t miss your chance to own a piece of Florida history—schedule your showing today!
$295,000
2 Bed
1 Bath
Fort Myers
View this listing
Complete Rehab! Captivating Old Florida Charm with GUEST House. Old Florida-style home, perfectly nestled near the Downtown Historic River District. Brimming with timeless character and charm, this gem offers the perfect blend of classic appeal and modern potential. The property features an inviting courtyard that’s ideal for outdoor gatherings or private relaxation as well as ample space to create your dream pool. Additionally, and seldomly available, 1 bedroom & one Bath Guest house that the city allows for family members. Main House features include original hardwood floors, high ceilings and a cozy fireplace, some newer windows, New Roof, Exterior paint and a long front screened in porch to enjoy a quiet morning coffee. Whether you're seeking a vacation retreat or a permanent residence, this home’s unbeatable location and unique charm make it a rare find. Located near Art District, Barbara Mann Theater, FSW University, Caloosa Event Center. Don’t miss your chance to own a piece of Florida history—schedule your showing today! Home needs renovation work in main house & guest house.
Advertisement
$349,900
3 Bed
3 Bath
North Fort Myers
View this listing
Note: This property sustained damage from Hurricane Ian. Photos show current damage and what it looked like prior to damage. Welcome to this VERY unique property, with almost an acre of land and gulf access! The canal is wide with expansive views from your dock and boat lift, with just a short ride out to the river! The property is tucked away with privacy and beautiful banyan trees ready for your special touch! This home has vaulted ceilings, skylights and many sliders to make it feel light and bright! The current condition would require a remodel and landscaping due to Ian damage which gives you unlimited potential to make your own selections!
$4,953,200
2 Bed
2 Bath
Incredible building opportunity in the heart of Old Naples! This generous sized property offers a ton of possibilities to design your dream home considering the very desirable building envelope. Perfectly positioned and close proximity to renowned 5th Avenue South shops and restaurants, 3rd Street South and its incredible dining options, and the pristine white sands of the Naples Pier and surrounding beaches. Building options of this scope are becoming more and more of a rarity downtown. Experience Old Naples living at its finest!
Advertisement
$379,900
4 Bed
3 Bath
Fort Myers
View this listing
Beautiful property in the heart of Fort Myers! Great home with a pool and tons of potential. This is a perfect deal for an investor that's looking to update this and possibly flip it or make it a dream home. Spacious floor plan and tons of windows allowing for great natural lighting. In a great neighborhood, near tons of restaurants and shopping centers. We are wholesalers and will be assigning this to an end buyer, cash or hard money only. Priced to sell, don't miss out! - All information and images have been provided directly by seller.
$350,000
2 Bed
2 Bath
Fort Myers
View this listing
LAND VALUE ONLY! Located in the serene Poinciana neighborhood, this home is moments from the scenic Caloosahatchee River and downtown Fort Myers. This lot is situated on over a quarter of an acre. The home offers two spacious bedrooms and two bathrooms. The primary suite includes a private en-suite bathroom and a walk-in closet. Outside, enjoy a lushly landscaped yard with mature trees and a well-maintained garden. Schedule your private showing today!
Advertisement
$149,900
1 Bed
1 Bath
North Fort Myers
View this listing
Discover modern elegance in this beautifully professionally remodeled 1-bedroom, 1-bathroom home that feels just like a model showpiece. Every detail has been thoughtfully updated to provide comfort, style, and convenience: New Interior and Exterior paint, new metal roof, all wood cabinets, Quartz Countertops, Stainless steel appliances and Luxury LVP flooring throughout. Situated in a quiet neighborhood, this home is conveniently located just minutes to US-41, Shopping, Dining, Marinas, and Golf Courses.
$344,900
2 Bed
1 Bath
Bonita Springs
View this listing
Nestled in a sought-after neighborhood, this property offers endless possibilities—whether you’re looking to transform the existing home or build your dream home on this oversized lot. The expansive backyard provides a private oasis, complete with a serene patio and pool area that’s perfect for relaxing, hosting outdoor gatherings, or simply enjoying the peaceful surroundings. Ideally located near the heart of Bonita Springs, this home is just minutes from pristine beaches, local dining, premier shopping, and an array of recreational activities. Whether you’re seeking a year-round residence or a seasonal retreat, this property captures the essence of the Florida lifestyle. Don’t miss your chance to own this exceptional property which comes with an assumable flood insurance policy. Seller will consider holding a 2nd mortgage for qualified Buyer. Schedule your private showing today!
Advertisement
$1,095,000
5 Bed
4 Bath
Fort Myers
View this listing
Tremendous privacy on 7 acres of gorgeously landscaped grounds with specimens from all around the globe and 300 feet of frontage on the Orange River in the coveted location of Buckingham. As you approach the property, you will find that it is fenced in with a gated entry and a long driveway framed by a citrus Grove. As you approach the elevated main house, you will find the large 2600 square-foot barn to your right which allows for fantastic storage, and Hobby space. The main house overlooks a massive canopy of oak trees and beautiful river views. To the right of the main house is an additional structure which could be used as a guest suite office, or exercise studio. In addition, there is a fourth structure, which is a perfect private apartment. This home has been updated through the years, the main house bathrooms were completely redone in 2024, and has a fantastic vintage feel with an open concept and a myriad of decks for relaxing and enjoying the boundless wildlife. Water heater with 'booster' in 2025. If you have been searching for a quiet location in a country setting, and a step back in time, you have arrived! NO flood damage from Ian or any hurricanes after!
$269,900
3 Bed
2 Bath
Fort Myers
View this listing
Huge offer for investors! the house is on a corner with double entrance (Evans Ave and Lemon St), has an excellent location very close to the down town of Fort Myers and less than 10 minutes from I 75 to be able to go north to Orlando or Tampa and to the south to Miami super well located excellent to rent or live it when they give it their personalized touch.
Advertisement
$500,000
3 Bed
2 Bath
Fort Myers
View this listing
THIS IS IT! HUGE PRICE REDUCTION! OWNER SAYS TO SELL IT! NOT IN A FLOOD ZONE! This is your chance to own a 3 bedroom/2 bathroom pool home right on McGregor Boulevard on nearly a half acre lot (2 lots) with a GUEST HOME offering an additional 2 bedrooms/1 bathroom on the property as well. Just think of the potential investment income while you enjoy living in South Fort Myers, just a short walk to the river, near the Edison Home, and yet NOT IN A FLOOD ZONE and has NEVER been flooded! The roof and gutters are newer (2023). The wood floors in the guest home are original from 1920 and with just a little TLC, would be gorgeous! There's plenty of parking including RV hookup availability and space. The mature palm and oak trees on the property are so beautiful. The spacious covered lanai and large 27'x15' pool will be calling your name at the end of a long day! There are so many things to appreciate about both of these homes and the investment possibilities are numerous! You could even use both of the homes as rentals for maximum passive income potential. Be sure to schedule a showing today to see this home where you'll have no concerns for flood insurance, no HOA, and close to the beaches, downtown river district, shopping, entertainment, golf, and so much more!
$395,000
3 Bed
2 Bath
Q Lee County Historical wood frame era 1930 Florida Cracker house on 3/4 acre parcel in the Historic Pineland area on Pine Island. Around the corner from Pineland Marina, the Tarpon Lodge, and the Caloosa Indian-Randell Research Center. Two large porches, 3-bedrooms (2-bedrooms do not have closets) 2-baths with pedestal sinks , Country kitchen, living and family rooms, Utility room, Wood & tile floors, everything has that historic flair...Outside has the largest Mango tree I've seen, cistern, fenced and many tropical fruit and palm trees... Convenient location for boating and fishing to the Pine Island Sound, Gulf of Mexico, Ft Myers Beach, Sanibel, Captiva, Caya Costa or Boca Grande. All within a 20 minute boat ride. If you are looking for a Island cottage you found it today.
Advertisement
$499,900
4 Bed
3 Bath
Fort Myers
View this listing
Here is a Great Opportunity! Charming Old Florida Style Home with Lots of Character and in the Heart of Historic Fort Myers! Lush Mature Private Landscaping in an Area Surrounded by Towering Palm Trees, it Sits on an Oversized Corner Lot with Privacy Hedges. Welcoming Walkways. Fabulous Covered Wrap Around Front Porch! Gorgeous, Large and Bright - Circa 1930, Two Story Home with 4 Bedrooms Plus a Den/Bedroom/or Other, 3 Full Baths, Great Kitchen, Formal Dining Room or Other, Living Room with Fireplace, Large Entry Mud Room, Large Laundry Room with Storage and 3 Large Walk In Sized Closets in the Home. Detached 2 Car Garage with Elevated Wood Deck. Huge 20 x 20 Covered, Tiled, Screened Patio. Fantastic Huge Yard with Lovely Open Garden Patio and Palms. Other Special Features for the Era Etc. Include: Many Gorgeous Windows, Hardwood Floors, Built Ins, Moldings, French Doors, Fireplace, Clawfoot Tub, and More. There are Two Full Baths on the First Floor and One Full Bath on the Second Floor. There is One Bedroom on the First Floor and Three Bedrooms on the Second Floor. This Beauty is Located in the McGregor Corridor and just minutes to the Beautiful Beaches of SW Florida, RSW International Airport, the Historic Edison & Ford Winter Estates, and our Vibrant Downtown Fort Myers offering an Expansive Variety of Dining, Shopping, Services, and Entertainment Options for All! So Much Potential! This Home will be on your Must See List! Please view the tour and floor plan in the photos.
$879,500
4 Bed
4 Bath
Fort Myers
View this listing
Great care in preserving the originality of 1924. Owners have enjoyed this home for 20 years, many good memories, old homes are the best if you like character and warmth, what an opportunity for someone wanting to live in this beautiful neighborhood. Seller is downsizing. Many consider between Gasparilla & Caloosa Drive on the riverside of McGregor to be one of the best locations in Fort Myers. Never any flood damage from any storms in 20 years of ownership. Main house updated plumbing and electrical in the late 90's. Brand new roof! A beautiful canvas of originality. The home is located in one of the best locations in Fort Myers. Quiet, kid friendly sidewalks and streets, friendly neighbors. Priced to leave plenty of room for the astute buyer to put their personal touches and signature on this home or keep it as is. Room for a pool. Guest house above garage is a legal rentable guest house that was just recently completely re-piped with all new plumbing ready for another 100 years of fun! Guest house is super cute with Living room, dining room and one bath guest house is an added bonus with many possible uses, two car garage and room for parking an RV or boat. This home is featured in Pam Miners book River & Road, unique home for that unique buyer
Advertisement
$595,000
4 Bed
3 Bath
Fort Myers
View this listing
Nestled within the enchanting Dean Park Historic District, this exquisite 1925 brick bungalow is a true masterpiece that embodies charm and elegance. Offering a three-bedroom, two-bathroom main residence, a guest house, garage workshop, pool, and an array of stunning outdoor living spaces, this property promises a lifestyle of comfort for those who appreciate historic homes. As you step onto the expansive covered front porch and through the front door, you are greeted by a world of original craftsmanship and timeless beauty. The spacious living room boasts a magnificent brick fireplace, which serves as a focal point against the backdrop of intricately plastered walls. The original hardwood floors gleam underfoot, enhanced by the gentle glow of sunlight streaming through the elegantly framed windows. Experience the charm of original French doors, decorative moldings, and vintage hardware adorning the solid wood interior doors, each telling a story of the home’s rich history. The formal dining room, coupled with a sun-drenched enclosed sun porch, invites you to entertain and unwind in style. The kitchen, recently revitalized, strikes a perfect balance between modern convenience and vintage allure, making it the heart of the home. Each of the three bedrooms is a sanctuary of light, with the primary bedroom offering an inviting retreat. The beautifully expanded bathroom features a luxurious walk-in shower complemented by a classic claw-foot tub, perfect for soaking away the cares of the day. Venture outside to discover the expansive screened-in outdoor living area—a true oasis ideal for entertaining friends or savoring quiet moments enveloped by nature. Above the detached garage’s generously sized converted workshop lies a charming one-bedroom, one-bath guest apartment, providing a delightful haven for visitors or an attractive opportunity for additional rental income. The backyard, adorned with vibrant landscaping, creates a private sanctuary for sunbathing by the pool or enjoying alfresco meals in one of the multiple outdoor seating areas. During the season, hop on the free trolley or take a leisurely stroll to the Historic Downtown Fort Myers River District, a vibrant hub boasting an eclectic mix of restaurants, art galleries, boutique shops, and lively events. Beyond its splendid architecture and serene ambiance, the Dean Park Historic District is a warm-hearted community that cherishes its heritage and beauty. Living here feels like journeying back in time, where neighbors become friends, exchanging greetings along the palm-lined sidewalks or coming together to tend to the charming Triangle Park. Join in the tradition of annual gatherings like the much-anticipated Progressive Dinner or the lively Barbecue & Blues Party, where community spirit thrives. If your heart yearns for historic homes and rich stories, come, step back in time, and immerse yourself in all that 2747 Providence Street and the Dean Park Historic District have to offer!
$135,000
2 Bed
1 Bath
North Fort Myers
View this listing
This charming 2-bedroom, 1-bath home on an oversized lot is full of potential and priced to sell, making it an ideal opportunity for investors or those looking to customize their own space. Freshly painted and conveniently located near N. Tamiami Trail and Pondella Rd., it features an attached carport, a cozy fireplace, and a screened front porch perfect for relaxing. With endless possibilities and fantastic investment potential, this property is ready for your personal touch.
Advertisement
$327,000
3 Bed
2 Bath
PUNTA GORDA
View this listing
Charming Historic Home in Downtown Punta Gorda – A Perfect Investment Opportunity. Step into the heart of historic Punta Gorda with this charming 3-bedroom, 2-bathroom home full of potential. Situated in a prime downtown location, this property offers an exciting investment opportunity to restore and customize a classic Florida home. With an oversized 2-car garage, office/den space, and a flexible bonus room off the garage, there’s plenty of room for both work and play. The home features an in-ground pool, ideal for relaxing or entertaining in the Florida sunshine. Additional space includes another full bath conveniently located off the garage, offering added functionality for guests or a growing family. The home is being sold as-is, providing the new owner with a blank canvas to bring their vision to life. Whether you're an investor, a renovator, or someone looking for a project to call your own, this property’s downtown location and timeless appeal make it a fantastic opportunity.Don’t miss the chance to own a piece of Punta Gorda’s history. Schedule your showing today!
$249,900
2 Bed
2 Bath
FORT MYERS
View this listing
Fully Renovated | No Flood Zone | Move-In Ready | Discover this beautifully fully renovated 2-bedroom, 2-bathroom single-family home in the heart of Midtown! This charming home has been completely updated, including a new kitchen, two stylish bathrooms, flooring, paint, appliances, and more. Enjoy peace of mind with a newer metal roof (2016) and newer AC (2016). The spacious front yard offers a long driveway with ample parking space, a carport, and room for entertainment. Inside, you'll find many windows that bring in abundant natural light, creating a warm and inviting atmosphere. The primary suite boasts two oversized walk-in closets and a stunning, brand-new master bathroom. Nestled in a quiet Midtown neighborhood just minutes from Downtown, this home offers unbeatable convenience. Located right off Clevelander Ave, within walking distance of Lee Memorial Hospital and close to shopping centers, top schools, job hubs, and all the best city amenities. A bright and modern home, fully upgraded and ready for you to move in!