Vintage homes for sale & real estate in Fort Myers, FL

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ABOUT THIS HOME
Vintage Home for sale in Fort Myers, FL:
Stunning remodel. Designer details. Ultimate location. Enter a residence where timeless charm meets high-design living—this completely reimagined three-bedroom, three-bath beauty in Fort Myers desirable McGregor Corridor is nothing short of extraordinary. Following a complete renovation, this home is a masterclass in craftsmanship, luxury and thoughtful reconfiguration. Every inch has been meticulously upgraded—walls moved, ceilings raised and features elevated—to create a living experience that is relaxed and refined. Inside, you'll be captivated by vaulted ceilings in the great room and primary suite, featuring hand-harvested cypress beams from the local Cypress Slough a

$1,095,000

3 beds3 baths2,222 sq ft

1219 Osceola Dr, Fort Myers, FL 33901

Dedicated dog run • Fenced in backyard • Gourmet kitchen

ABOUT THIS HOME
Vintage Home for sale in Fort Myers, FL:
Welcome to this beautifully renovated home featuring a metal roof, a spacious enclosed porch, and a two-car garage. Inside, you’ll find quartz countertops, brand-new flooring, and fresh interior paint throughout. The kitchen and bathrooms have been fully updated, blending modern finishes with timeless style. This property offers the perfect balance of comfort and convenience—set in a quiet neighborhood within a rapidly growing area, it’s ideal for those seeking a peaceful setting with easy access to future growth and amenities. Don’t miss the opportunity to own this move-in ready gem with high-quality upgrades and plenty of curb appeal.

$315,000

3 beds2 baths1,368 sq ft

14513 Riverside Dr, Fort Myers, FL 33905

Quartz countertops • Metal roof • Updated bathrooms

OPEN DEC 14, 1PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Fort Myers, FL:
A Masterpiece of Global Design Where European Sophistication Meets Eastern Tranquility Tucked away along the prestigious Riverside McGregor corridor, moments from the iconic Edison & Ford Estates and the charm of Historic Downtown Fort Myers, lies an estate that redefines luxury: 1205 Caloosa Dr. This private riverfront residence is more than just a home, it’s a refined sanctuary, inspired by timeless European artistry and the serene grace of Asian design philosophy. Every detail has been carefully curated to create an environment of elegance, wellness, and enduring quality. 5 Bedrooms | 5 Full Baths | 3 Lavish Master Suites Crafted for both privacy and togetherness, the hom

$2,900,000

5 beds5 baths5,680 sq ft

1205 Caloosa Dr, Fort Myers, FL 33901

Integrated speakers • New roof • Custom metalwork

ABOUT THIS HOME
Vintage Home for sale in Fort Myers, FL:
NO INSURANCE CLAIMS-NEW ROOF- Timeless Elegance With Modern Sophistication- Welcome to this breathtaking four-bedroom, four-bathroom residence nestled on coveted Caloosa Drive, where history and modern design harmoniously blend. This architectural gem boasts an expansive front porch perfect for capturing magnificent Florida sunsets while enjoying gentle river breezes. Privacy abounds throughout the property with its rich, native landscaping and palm tree-lined setting. The thoughtfully designed interior showcases sophisticated details that honor the area's historic aesthetic while embracing contemporary comforts. The primary bedroom offers a tranquil sanctuary, complemented by three a

$1,145,000

4 beds4 baths3,190 sq ft

1230 Caloosa Dr, Fort Myers, FL 33901

Native landscaping • 0.28 acre lot • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Fort Myers, FL:
Charming Home Near Downtown Fort Myers. Welcome to your new oasis, ideally situated just minutes from the vibrant downtown Fort Myers! This property offers the perfect blend of comfort and convenience, making it an ideal choice for those looking to enjoy the best of Florida living. Key Features: - Prime Location: Enjoy easy access to downtown Fort Myers, where you can explore charming shops, cafes, and entertainment options. - Shopping Convenience: Just a stone's throw from Edison Mall and major outlets, you’ll have Walmart, Publix, BJ’s, and Sam’s Club right at your fingertips for all your shopping needs. - Dining Options: A variety of restaurants are nearby, ensuring yo

$199,000

3 beds1 bath912 sq ft

2561 Parkway St, Fort Myers, FL 33901

8,059 sq ft lot • Garage • Built 1960

Property at 2212 River Pine Dr, Fort Myers, FL 33905, 3 beds, 2 baths

$480,000

3 beds2 baths1,236 sq ft

2212 River Pine Dr, Fort Myers, FL 33905

Property at 1341 Gardenia Ave, Fort Myers, FL 33916, 3 beds, 2 baths

$197,500

3 beds2 baths1,002 sq ft

1341 Gardenia Ave, Fort Myers, FL 33916

Property at 4919 E Riverside Dr, Fort Myers, FL 33905, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,510 sq ft

4919 E Riverside Dr, Fort Myers, FL 33905

Property at 219 Granada Blvd, Fort Myers, FL 33905, 2 beds, 1 bath

$150,000

2 beds1 bath678 sq ft

219 Granada Blvd, Fort Myers, FL 33905

Property at 2968 Sunset Rd, Fort Myers, FL 33901, 3 beds, 2 baths

$361,000

3 beds2 baths1,408 sq ft

2968 Sunset Rd, Fort Myers, FL 33901

Property at 466 Wilma Ave, Fort Myers, FL 33905, 2 beds, 1 bath

$259,000

2 beds1 bath1,232 sq ft

466 Wilma Ave, Fort Myers, FL 33905

Property at 2304 Clifford St, Fort Myers, FL 33901, 2 beds, 1 bath

$330,000

2 beds1 bath1,100 sq ft

2304 Clifford St, Fort Myers, FL 33901

Property at 11100 Orange River Blvd, Fort Myers, FL 33905, 3 beds, 2 baths

$299,000

3 beds2 baths1,196 sq ft

11100 Orange River Blvd, Fort Myers, FL 33905

Property at 2105 Franklin, Fort Myers, FL 33901, 6 beds, 3 baths

$360,000

6 beds3 baths— sq ft

2105 Franklin, Fort Myers, FL 33901

(954) 450-2000

Property at 5521 Shaddelee Ln W, Fort Myers, FL 33919, 2 beds, 1 bath

$319,000

2 beds1 bath1,133 sq ft

5521 Shaddelee Ln W, Fort Myers, FL 33919

Property at 2739 Michigan Ave, Fort Myers, FL 33916, 3 beds, 3 baths

$329,713

3 beds3 baths2,036 sq ft

2739 Michigan Ave, Fort Myers, FL 33916

Property at 2357 Crawford St, Fort Myers, FL 33901, 2 beds, 2 baths

$225,000

2 beds2 baths1,132 sq ft

2357 Crawford St, Fort Myers, FL 33901

Property at 4340 Lagg Ave, Fort Myers, FL 33901, 3 beds, 2 baths

$275,000

3 beds2 baths1,300 sq ft

4340 Lagg Ave, Fort Myers, FL 33901

Property at 2431 Welch, Fort Myers, FL 33901, 3 beds, 3 baths

$320,000

3 beds3 baths1,290 sq ft

2431 Welch, Fort Myers, FL 33901

(800) 896-8790

Property at 3650 Mckinley Ave, Fort Myers, FL 33901, 3 beds, 2 baths

$799,000

3 beds2 baths1,608 sq ft

3650 Mckinley Ave, Fort Myers, FL 33901

Property at 203 Carol Way, Fort Myers, FL 33905, 3 beds, 2 baths

$303,000

3 beds2 baths1,298 sq ft

203 Carol Way, Fort Myers, FL 33905

Property at 1623 Woodford Ave, Fort Myers, FL 33901, 3 beds, 2.5 baths

$539,000

3 beds2.5 baths1,940 sq ft

1623 Woodford Ave, Fort Myers, FL 33901

Property at 2252 / 2254 Maple Ave, Fort Myers, FL 33901, 5 beds, 4 baths

$455,000

5 beds4 baths2,250 sq ft

2252 / 2254 Maple Ave, Fort Myers, FL 33901

Property at 4360 Deleon St, Fort Myers, FL 33901, 3 beds, 1 bath

$274,900

3 beds1 bath1,064 sq ft

4360 Deleon St, Fort Myers, FL 33901

Property at 2403/2405 Stella St, Fort Myers, FL 33901, 6 beds, 4 baths

$535,000

6 beds4 baths— sq ft

2403/2405 Stella St, Fort Myers, FL 33901

Property at 1862 Moreno Ave, Fort Myers, FL 33901, 3 beds, 2 baths

$299,900

3 beds2 baths1,124 sq ft

1862 Moreno Ave, Fort Myers, FL 33901

Property at 14819 Randolph Ct, Fort Myers, FL 33905, 4 beds, 3 baths

$459,800

4 beds3 baths2,800 sq ft

14819 Randolph Ct, Fort Myers, FL 33905

Property at 3147 Economy, Fort Myers, FL 33916, 4 beds, 2 baths

$360,000

4 beds2 baths— sq ft

3147 Economy, Fort Myers, FL 33916

(954) 450-2000

Property at 1905 Oakley Ave Unit A and B, Fort Myers, FL 33901, 3 beds, 2 baths

$399,900

3 beds2 baths1,438 sq ft

1905 Oakley Ave Unit A and B, Fort Myers, FL 33901

Property at 7058 Maida Ln, Fort Myers, FL 33907, 3 beds, 2 baths

$999,900

3 beds2 baths1,412 sq ft

7058 Maida Ln, Fort Myers, FL 33907

Property at 2428 Stella St, Fort Myers, FL 33901, 3 beds, 1 bath

$285,000

3 beds1 bath928 sq ft

2428 Stella St, Fort Myers, FL 33901

Property at 1836 Collier Ave, Fort Myers, FL 33901, 3 beds, 2 baths

$299,000

3 beds2 baths1,248 sq ft

1836 Collier Ave, Fort Myers, FL 33901

Property at 2615/2617 Michigan Ave, Fort Myers, FL 33916, 2 beds, 2 baths

$399,900

2 beds2 baths1,392 sq ft

2615/2617 Michigan Ave, Fort Myers, FL 33916

Property at 4844-4846 E Riverside Dr, Fort Myers, FL 33905, 6 beds, 3 baths

$495,000

6 beds3 baths3,048 sq ft

4844-4846 E Riverside Dr, Fort Myers, FL 33905

Property at 2231 Randolph Dr, Fort Myers, FL 33905, 2 beds, 2 baths

$350,000

2 beds2 baths1,468 sq ft

2231 Randolph Dr, Fort Myers, FL 33905

Property at 5640 4th Ave, Fort Myers, FL 33907, 2 beds, 2 baths

$235,000

2 beds2 baths1,012 sq ft

5640 4th Ave, Fort Myers, FL 33907

Property at 1337 Bradford Rd, Fort Myers, FL 33901, 5 beds, 5.5 baths

$1,500,000

5 beds5.5 baths3,555 sq ft

1337 Bradford Rd, Fort Myers, FL 33901

Property at 2251 Hanson St, Fort Myers, FL 33901, 3 beds, 2 baths

$270,000

3 beds2 baths1,318 sq ft

2251 Hanson St, Fort Myers, FL 33901

Property at 1613 Pawnee St, Fort Myers, FL 33916, 2 beds, 1 bath

$220,900

2 beds1 bath880 sq ft

1613 Pawnee St, Fort Myers, FL 33916

Property at 6105 W Riverside Dr, Fort Myers, FL 33919

$899,000

— beds— baths— sq ft

6105 W Riverside Dr, Fort Myers, FL 33919

Property at 4360 Orangewood Ave, Fort Myers, FL 33901

$99,900

— beds— baths— sq ft

4360 Orangewood Ave, Fort Myers, FL 33901

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Fort Myers

There are currently 129 vintage homes for sale in Fort Myers at a median listing price of $339K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fort Myers stay on the market for 95 days and receive 1 offers. Popular neighborhoods include Paseo, Pelican Preserve, Colonial Country Club, The Plantation Somerset, and Coconut Grove. This map is refreshed with the newest listings in Fort Myers every 15 minutes.

In the past month, 125 homes have been sold in Fort Myers. In addition to houses in Fort Myers, there were also 436 condos, 187 townhouses, and 21 multi-family units for sale in Fort Myers last month. Fort Myers is a minimally walkable city in Lee County with a Walk Score of 35. Fort Myers is home to approximately 62,377 people and 55,103 jobs. Find your dream home in Fort Myers using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Fort Myers are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fort Myers. Our Fort Myers real estate stats and trends will give you more information about home buying and selling trends in Fort Myers. If you're looking to sell your home in the Fort Myers area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fort Myers with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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