Vintage homes for sale & real estate in 33919, FL

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ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
Welcome to 509 Val Mar Drive! | Tucked just off historic McGregor Blvd and steps from the Caloosahatchee River, this one-of-a-kind Mid-Century Modern gem blends timeless style with smart upgrades and cozy charm. From the moment you arrive, you'll notice the attention to detail—from mature landscaping and smart outdoor lighting to a unique open-air front courtyard featuring custom Bahama shutters, and wood columns. Inside, natural light floods through impact-rated dual-pane windows, illuminating open, airy living spaces with crown molding, board and batten walls, shiplap accents, and custom millwork throughout. The heart of the home is a thoughtfully upgraded kitchen featuring custom c

$355,000

4 beds2 baths2,064 sq ft

Custom cabinetry • Farmhouse sink • 7-person hot tub

509 Val Mar Dr, Fort Myers, FL 33919

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
Beneath the canopy of mature trees that recalls the historic character of McGregor Boulevard, this waterfront residence offers a setting where life naturally extends outdoors. Positioned on a 130' seawalled canal with a 50' boat dock this home offers direct access to the Caloosahatchee River just two minutes away. The property pairs exceptional boating amenities with thoughtfully curated indoor and outdoor spaces designed for entertaining, gathering and everyday living. The private 50' dock has a 13,000-pound boat lift and provides convenient access to Southwest Florida's waterways, while the backyard creates a destination of its own. Piazza lights woven through the tree canopy cast a warm

$1,299,000

4 beds4 baths3,348 sq ft

Hot tub • Waterfront residence • Fire pit

625 Sunnyside Ct, Fort Myers, FL 33919

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
SUN-FILLED COMFORT MEETS EVERYDAY CONVENIENCE! This inviting 2-bedroom, 1-bath home with an attached carport offers a warm and welcoming atmosphere from the moment you step inside. Filled with natural light, the thoughtfully designed interior features durable laminate and terrazzo flooring, updated lighting, modern ceiling fans, and stylish window treatments that create a bright, comfortable living space. The beautifully updated kitchen blends function and style with ample cabinetry, solid surface countertops, and a stainless steel sink, making it perfect for everyday living. The refreshed bathroom showcases timeless finishes and contemporary touches, adding to the home's move-in-ready appe

$259,900

2 beds1 bath1,065 sq ft

Modern ceiling fans • Ample cabinetry • Updated lighting

1442 Byron Rd, Fort Myers, FL 33919

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
Don't miss this cozy two-bedroom mid-century gem nestled between McGregor and the river. Priced well below the million-dollar homes around it, this home offers terrazzo floors, a flexible bonus room, a screened patio, an open porch, impact windows, an interior laundry room, and an oversized fenced backyard. Perfect location, endless potential - just add your personal touch! Priced under lot value! The location is one of the best for convenience to both downtown, Bell Tower Shops, Fine Arts Theatres, restaurants, beaches and so much more. It's perfect for a full time home or for snowbirds. Either way, this is a great buy and the person with a good eye will realize it's full potential!

$284,900

2 beds1 bath1,113 sq ft

Screened patio • Flexible bonus room • Mid-century gem

5521 Shaddelee Ln W, Fort Myers, FL 33919

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ABOUT THIS HOME
Vintage Home for sale in 33919, 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,

$320,000

2 beds1 bath1,160 sq ft

Enclosed sunroom • Mature palms • Outdoor space

1421 Olmeda Way, Fort Myers, FL 33901

OPEN TODAY, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
NO FLOOD ZONE AND NO FLOOD INSURANCE REQUIRED! FULLY PAID SOLAR PANELS! Get ready to move into this beautifully remodeled 3 bedroom, plus den, 2 full bath pool home situated on an oversized double lot with an extra large yard and plenty of parking. The property is surrounded by mature fruit trees, including coconut, avocado, mango, papaya, grapes, bananas and ciriguela, creating a true Florida lifestyle right in your own backyard. This well maintained home offers numerous updates inside and out, including updated plumbing and electrical panel, newer A/C, water heater, washer and dryer. For added peace of mind during hurricane season, the home features impact windows and doors throughout, al

$349,000

3 beds2 baths1,298 sq ft

Mature fruit trees • Private pool • Basketball area

1821 Winkler Ave, Fort Myers, FL 33901

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
This charming home, located on the coveted River side of McGregor Blvd in the heart of Historic Fort Myers, is ready for its new owner to add their personal touches. Nestled in a prime location, this residence offers unparalleled access to the Caloosahatchee River, the vibrant restaurants and events of downtown Fort Myers to the north, and the pristine beaches to the south. Enjoy the convenience of being just moments away from the Fort Myers Country Club, RSW Airport, and the beautiful shores of Fort Myers Beach. The nearby islands of Sanibel and Captiva provide a perfect escape for nature lovers and beach enthusiasts alike. Whether you're looking to explore the rich history and culture

$359,000

3 beds2 baths1,591 sq ft

Fort myers beach • 0.23 acre lot • Garage

1259 Stadler Dr, Fort Myers, FL 33901

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
CHARMING BUNGALOW-STYLE HOME WITH INVESTMENT POTENTIAL! Discover this 2-bedroom, 1-bath bungalow-style home in a convenient Fort Myers location. With 896 SF of living area, this property offers a great opportunity for investors or buyers looking to create value. Enjoy easy access to shopping, dining, major roads, and everyday amenities. A property with character, potential, and plenty of possibilities in an established Fort Myers neighborhood.

$198,000

2 beds1 bath896 sq ft

Investment potential • Convenient location • Bungalow style home

5625 7th Ave, Fort Myers, FL 33907

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
Bring your vision to this spacious Pine Manor property situated on an oversized 0.36-acre corner lot! The main residence features a flexible four-bedroom layout, central air, an inviting open front porch, a paved driveway, and a large fenced yard with room to entertain, garden, park additional vehicles, or create your ideal outdoor retreat. Major updates reported by the seller include a roof approximately 2–3 years old, HVAC replaced in 2025, and a water heater replaced approximately two years ago. The former detached garage is currently being transformed into two additional rooms and a bathroom area. With the conversion almost complete, this space offers exciting potential for guest

$244,900

4 beds2 baths1,312 sq ft

Oversized corner lot • Large fenced yard • Transformed garage

1846 Maple Dr, Fort Myers, FL 33907

ABOUT THIS HOME
Vintage Home for sale in 33919, FL:
Framed by mature tropical landscaping and ideally situated between historic McGregor Boulevard and the Caloosahatchee River, this solidly built mid-century pool home offers 2,695 square feet of thoughtfully designed living space. Inside, you'll find 3 bedrooms, 3.5 bathrooms, spacious living and family rooms, and a beautifully appointed chef's kitchen featuring abundant custom cabinetry with pull-out shelving, Silestone countertops, and upgraded stainless steel appliances. The private, fenced backyard is designed for relaxing and entertaining, complete with a free-form pool featuring a sun shelf and waterfall, all surrounded by an expansive brick paver lanai with covered outdoor living spac

$559,000

3 beds3.5 baths2,695 sq ft

Sun shelf • Waterfall • Free-form pool

1353 Stadler Dr, 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 1262 Carlene Ave, Fort Myers, FL 33901, 3 beds, 2.5 baths

$545,000

3 beds2.5 baths2,004 sq ft

1262 Carlene Ave, Fort Myers, FL 33901

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

$275,000

2 beds1 bath1,000 sq ft

4213 Ellen Ave, Fort Myers, FL 33901

Property at 1847 Maple Dr, Fort Myers, FL 33907, 4 beds, 2 baths

$289,000

4 beds2 baths1,161 sq ft

1847 Maple Dr, Fort Myers, FL 33907

Property at 4220 Deleon St, Fort Myers, FL 33901, 3 beds, 2 baths

$269,000

3 beds2 baths1,448 sq ft

4220 Deleon St, Fort Myers, FL 33901

Property at 4350 Orangewood Ave, Fort Myers, FL 33901, 3 beds, 3 baths

$499,900

3 beds3 baths1,992 sq ft

4350 Orangewood Ave, Fort Myers, FL 33901

Property at 3647 Kelly St, Fort Myers, FL 33901, 3 beds, 2 baths

$215,000

3 beds2 baths1,056 sq ft

3647 Kelly St, Fort Myers, FL 33901

Property at Undisclosed address, Fort Myers, FL 33901, 2 beds, 1 bath

$315,000

2 beds1 bath1,142 sq ft

Undisclosed address, Fort Myers, FL 33901

(305) 200-3999

Property at 1755 Oakley Ave, Fort Myers, FL 33901, 3 beds, 2 baths

$389,000

3 beds2 baths1,258 sq ft

1755 Oakley Ave, Fort Myers, FL 33901

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

$369,000

3 beds2 baths1,438 sq ft

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

Property at 4360 Orangewood Ave, Fort Myers, FL 33901

$77,900

Land0.26 acre (lot)

4360 Orangewood Ave, Fort Myers, FL 33901

Property at 1285 Carlene Ave, Fort Myers, FL 33901

$535,000

Land0.42 acre (lot)

1285 Carlene Ave, Fort Myers, FL 33901

Vintage Homes for Sale in 33919

There are currently 4 vintage homes for sale in 33919 at a median listing price of $242K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 33919 stay on the market for 116 days and receive 2 offers. This map is refreshed with the newest listings in 33919 every 15 minutes.

In the past month, 56 homes have been sold in 33919. In addition to houses in 33919, there were also 227 condos, 79 townhouses, and 3 multi-family units for sale in 33919 last month. Find your dream home in 33919 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 33919 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 33919. If you're looking to sell your home in the 33919 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 33919 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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