Vintage homes for sale & real estate in Lee County, FL

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Lee County, FL:
A Truly Unique Cape Coral Property! Welcome to “Tradewinds”, a beautifully renovated waterfront retreat nestled in Cape Coral's highly desirable Yacht Club Area. Situated on an oversized 0.38Acres/16,509 SQFT homesite with 95 feet of Waterfront Sailboat-Access with no bridges, placing the Caloosahatchee River just minutes away. Rarely does a property offer this level of flexibility. In addition to the spacious 2,400-square-foot main residence, this home includes an approximately 400-square-foot detached, air-conditioned bonus building complete with a half bath. The home has been thoughtfully redesigned with quality craftsmanship and today's most desirable finishes, creating a ti

$1,091,250

4 beds3.5 baths2,409 sq ft

5326 Nautilus Dr, Cape Coral, FL 33904

Heated pool • 0.38 acre lot • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Lee County, FL:
Investor's Delight! This 3 bedroom, 1 1/2 bath cottage home is situated among other cozy cottage-designed homes just a short walk to the Caloosahatchee River. It will need a gut renovation but has so much potential. It has never flooded. The HVAC is newer. There are no rental restrictions and no HOA fee. Be sure to schedule a showing if you're looking for a fixer upper with a lot of potential to add to your investment portfolio.

$114,900

3 beds1.5 baths1,044 sq ft

221 Avacado Ct, Fort Myers, FL 33905

Gut renovation • Never flooded • No hoa fee

ABOUT THIS HOME
Vintage Home for sale in Lee County, FL:
The property is Damaged it includes missing mechanicals, plumbing, doors, windows, cabinets. Property sold as-is. Seller will make no repairs. The City of Cape Coral has determined that the property sustained approximately 78% damage, exceeding the FEMA 50% substantial-damage threshold. Based on the City's determination, the property will need to be demolished, relocated, or elevated to comply with applicable requirements. Buyers and agents should verify all requirements with the City of Cape Coral and FEMA.

$99,900

2 beds2 baths1,324 sq ft

703 Monterey Ave, Cape Coral, FL 33904

0.23 acre lot • Garage • Built 1960

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Lee County, FL:
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,

$310,000

2 beds1 bath1,160 sq ft

1421 Olmeda Way, Fort Myers, FL 33901

Enclosed sunroom • Mature palms • Outdoor space

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Lee County, FL:
This Single Family historic Fort Myers gem, built in 1936, boasts 2 bedrooms and 2 bathrooms and a Den, perfect for a first time homebuyer looking for a cozy and inviting space to call their own. The home features stainless steel appliances and beautiful wood flooring throughout, adding a touch of modern elegance to its classic design. Situated on a Half Acre lot near the Caloosahatchee River, you'll enjoy peaceful views and easy access to outdoor activities. Just 5 minutes from downtown, you'll have all the conveniences of city living while still being able to retreat to your own private oasis. The tankless water heater ensures you'll never run out of hot water, while being near I-75 makes

$315,000

2 beds2 baths1,122 sq ft

215 Granada Blvd, Fort Myers, FL 33905

Wood flooring • Spacious backyard • Caloosahatchee river

Property at 116 Lake Ave, Lehigh Acres, FL 33936, 2 beds, 2 baths

$250,000

2 beds2 baths1,150 sq ft

116 Lake Ave, Lehigh Acres, FL 33936

Property at 3802 Seminole Ave, Fort Myers, FL 33916, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths962 sq ft

3802 Seminole Ave, Fort Myers, FL 33916

Property at 19481/483 S River Rd, Alva, FL 33920, 6 beds, 4 baths

$1,495,000

6 beds4 baths3,017 sq ft

19481/483 S River Rd, Alva, FL 33920

Property at 4616 Eugene St, Fort Myers, FL 33905, 3 beds, 1 bath

$258,000

3 beds1 bath1,328 sq ft

4616 Eugene St, Fort Myers, FL 33905

Property at 1259 Stadler Dr, Fort Myers, FL 33901, 3 beds, 2 baths

$349,900

3 beds2 baths1,591 sq ft

1259 Stadler Dr, Fort Myers, FL 33901

Property at 210 Dakota Ave, Fort Myers Beach, FL 33931, 3 beds, 3 baths

$1,149,000

3 beds3 baths1,160 sq ft

210 Dakota Ave, Fort Myers Beach, FL 33931

Property at 4278 Pine Island Rd NW, Matlacha, FL 33993, 2 beds, 1 bath

$394,900

2 beds1 bath587 sq ft

4278 Pine Island Rd NW, Matlacha, FL 33993

Property at 7046/7058 Maida Ln, Fort Myers, FL 33907, 3 beds, 2 baths

$849,000

3 beds2 baths1,412 sq ft

7046/7058 Maida Ln, Fort Myers, FL 33907

Property at 402 Miramar Rd, Fort Myers, FL 33905, 2 beds, 2 baths

$130,000

2 beds2 baths900 sq ft

402 Miramar Rd, Fort Myers, FL 33905

Property at 1201 Orange Ave, North Fort Myers, FL 33903, 2 beds, 1 bath

$209,900

2 beds1 bath648 sq ft

1201 Orange Ave, North Fort Myers, FL 33903

(239) 236-4350

Property at 625 Sunnyside Ct, Fort Myers, FL 33919, 4 beds, 4 baths

$1,299,000

4 beds4 baths3,348 sq ft

625 Sunnyside Ct, Fort Myers, FL 33919

Property at 1158 Travis Ave, North Fort Myers, FL 33903, 3 beds, 2 baths

$219,900

3 beds2 baths1,391 sq ft

1158 Travis Ave, North Fort Myers, FL 33903

Property at 1721 Club House Rd, North Fort Myers, FL 33917, 4 beds, 3 baths

$499,000

4 beds3 baths2,767 sq ft

1721 Club House Rd, North Fort Myers, FL 33917

Property at 509 Val Mar Dr, Fort Myers, FL 33919, 4 beds, 2 baths

$355,000

4 beds2 baths2,064 sq ft

509 Val Mar Dr, Fort Myers, FL 33919

Property at 4213 Ellen Ave, Fort Myers, FL 33901, 2 beds, 1 bath

$259,000

2 beds1 bath1,000 sq ft

4213 Ellen Ave, Fort Myers, FL 33901

Property at 1918 Grace Ave, Fort Myers, FL 33901, 4 beds, 2 baths

$274,900

4 beds2 baths1,334 sq ft

1918 Grace Ave, Fort Myers, FL 33901

Property at 127 Standish Cir, North Fort Myers, FL 33903, 3 beds, 3 baths

$319,900

3 beds3 baths2,280 sq ft

127 Standish Cir, North Fort Myers, FL 33903

Property at 340 Santa Barbara St, North Fort Myers, FL 33903, 3 beds, 1.5 baths

$248,500

3 beds1.5 baths1,169 sq ft

340 Santa Barbara St, North Fort Myers, FL 33903

Property at 77 Glenmont Dr W, North Fort Myers, FL 33917, 2 beds, 1 bath

$229,900

2 beds1 bath840 sq ft

77 Glenmont Dr W, North Fort Myers, FL 33917

Property at 4438 E Riverside Dr, Fort Myers, FL 33905, 3 beds, 2 baths

$235,000

3 beds2 baths— sq ft

4438 E Riverside Dr, Fort Myers, FL 33905

(305) 725-9416

Property at 221 Brooks Ct, North Fort Myers, FL 33917, 3 beds, 1 bath

$179,000

3 beds1 bath1,008 sq ft

221 Brooks Ct, North Fort Myers, FL 33917

Property at 2655 Market St, Fort Myers, FL 33916, 2 beds, 1 bath

$190,000

2 beds1 bath888 sq ft

2655 Market St, Fort Myers, FL 33916

Property at 122 Evergreen Rd, North Fort Myers, FL 33903, 3 beds, 2 baths

$249,900

3 beds2 baths1,140 sq ft

122 Evergreen Rd, North Fort Myers, FL 33903

Property at 8336 Lagoon Rd, Fort Myers Beach, FL 33931, 3 beds, 3 baths

$749,000

3 beds3 baths1,411 sq ft

8336 Lagoon Rd, Fort Myers Beach, FL 33931

Property at 270 Dundee Rd, Fort Myers Beach, FL 33931, 2 beds, 2 baths

$899,000

2 beds2 baths1,200 sq ft

270 Dundee Rd, Fort Myers Beach, FL 33931

Property at 1643 Ricardo Ave, Fort Myers, FL 33901, 3 beds, 1 bath

$290,000

3 beds1 bath1,000 sq ft

1643 Ricardo Ave, Fort Myers, FL 33901

Property at 5628 5th Ave, Fort Myers, FL 33907, 3 beds, 2 baths

$180,900

3 beds2 baths1,140 sq ft

5628 5th Ave, Fort Myers, FL 33907

Property at 5625 7th Ave, Fort Myers, FL 33907, 2 beds, 1 bath

$198,000

2 beds1 bath896 sq ft

5625 7th Ave, Fort Myers, FL 33907

Property at 11355 Ridge Rd, Bonita Springs, FL 34135, 1 bed, 1 bath

$389,000

1 bed1 bath704 sq ft

11355 Ridge Rd, Bonita Springs, FL 34135

Property at 346 Muskegon Ave, Fort Myers, FL 33905, 3 beds, 2 baths

$199,900

3 beds2 baths— sq ft

346 Muskegon Ave, Fort Myers, FL 33905

(863) 675-4500

Property at 1250 Florida Ave, Fort Myers, FL 33901, 5 beds, 4 baths

$1,295,000

5 beds4 baths3,595 sq ft

1250 Florida Ave, Fort Myers, FL 33901

Property at 363 New York Dr, Fort Myers, FL 33905, 3 beds, 2 baths

$319,900

3 beds2 baths1,504 sq ft

363 New York Dr, Fort Myers, FL 33905

Property at 2055 Maravilla Cir, Fort Myers, FL 33901, 4 beds, 3 baths

$360,000

4 beds3 baths1,984 sq ft

2055 Maravilla Cir, Fort Myers, FL 33901

Property at 1144 Donald Rd, North Fort Myers, FL 33917, 2 beds, 1 bath

$274,900

2 beds1 bath768 sq ft

1144 Donald Rd, North Fort Myers, FL 33917

Property at 101 Powell Creek Cir, North Fort Myers, FL 33917, 4 beds, 2 baths

$259,000

4 beds2 baths1,822 sq ft

101 Powell Creek Cir, North Fort Myers, FL 33917

Property at 2647 Michigan Ave, Fort Myers, FL 33916, 5 beds, 2.5 baths

$505,000

5 beds2.5 baths2,540 sq ft

2647 Michigan Ave, Fort Myers, FL 33916

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Based on information submitted to the MLS GRID as of Wed Oct 14 2026. 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 Lee County

There are currently 205 vintage homes for sale in Lee County at a median listing price of $380K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Lee County stay on the market for 107 days and receive 2 offers. This map is refreshed with the newest listings in Lee County every 15 minutes.

In the past month, 1507 homes have been sold in Lee County. In addition to houses in Lee County, there were also 2692 condos, 625 townhouses, and 486 multi-family units for sale in Lee County last month. Find your dream home in Lee County 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 Lee County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Lee County. If you're looking to sell your home in the Lee County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Lee County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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