Fort Myers Homes under $500,000

Fort Myers Homes under $500,000

Welcome to Fort Myers, Florida – a vibrant city nestled in the heart of Lee County, where sunshine and Southern charm meet! Known for its stunning waterfront views, rich history, and a thriving arts scene, Fort Myers is a delightful place to call home. With its warm climate, beautiful beaches, and a plethora of recreational activities, it’s no wonder that families, retirees, and young professionals alike are flocking to this sunny paradise.

One of the most appealing aspects of Fort Myers is the diversity of housing options available, particularly for those seeking homes under $500,000. Whether you’re looking for a cozy single-family home, a modern townhouse, or a charming condo, Fort Myers has something for everyone. Many of these homes are conveniently located near shopping, dining, and recreational facilities, making it easy to enjoy everything the city has to offer.

Imagine waking up to the gentle sounds of nature, with the warm Florida sun streaming through your windows. Spend your weekends exploring the beautiful beaches of Sanibel and Captiva Islands, or take a stroll through the historic downtown area, where you can indulge in local cuisine and boutique shopping. The city also boasts numerous parks and nature preserves, perfect for outdoor enthusiasts.

With a robust real estate market and a wide array of homes under $500,000, Fort Myers provides an incredible opportunity for homeownership in a picturesque setting. Discover your dream home in this enchanting city and experience the Fort Myers lifestyle today!

Newest Fort Myers Homes under $500,000

14939 Hickory Greens Court, Fort Myers
$349,888
2 Beds ⋅ 2 Baths ⋅ 2026042596 MLS
BACK ON THE MARKET WITH NEW REFINEMENTS! Experience the ultimate Florida country club lifestyle in this rare, turnkey furnished villa at Olde Hickory Golf and Country Club. Boasting a unique, expanded floor plan custom-designed for seamless indoor-outdoor entertaining, this 2-bedroom plus den, 2-bathroom residence offers 1722 sq ft under air of living space. A spacious layout and wonderful potential to make it your own. Imagine peaceful mornings overlooking breathtaking, panoramic tee-to-green water and golf course views. The kitchen has been beautifully updated with premium finishes to effortlessly serve friends and family during social gatherings. Browse the listing photos to see both the current turnkey presentation and professionally staged concepts, allowing you to easily visualize this property’s true luxury potential. Olde Hickory stands out as Fort Myers’ premier, low-density bundled golf community (only 561 total doors), featuring an elite Championship Golf Course masterfully designed by Ron Garl, 7 tee boxes for all skill sets, thriving men’s and women’s leagues, and prestigious year-round tournaments. World-class resort amenities await just outside your door: casual and formal dining with live evening music and dancing, 4 pristine pickleball courts, tennis, a state-of-the-art fitness center, an aqua aerobics pool and card and games daily at one of the many gaming locations on site. Unbeatable location just a short drive to Southwest Florida’s finest white-sand beaches and even closer to RSW International Airport. Come for the unmatched weather, stay for the lifelong friendships. Schedule your private tour today!

14939 Hickory Greens Court, Fort Myers
19148 Cypress View Drive, Fort Myers
$465,000
3 Beds ⋅ 2 Baths ⋅ 226036250 MLS
Rarely available in highly sought-after Cypress Chase within Three Oaks, this beautifully updated 3-bedroom, 2-bath home offers 1,640 square feet of comfortable Florida living, an expansive fenced backyard, and the added benefit of being located in FLOOD ZONE X. The thoughtfully designed floor plan features a formal living room, formal dining room, and separate family room, offering multiple spaces for everyday living and entertaining. The fully remodeled kitchen is complemented by luxury vinyl plank flooring throughout, creating a fresh and cohesive interior. Major improvements include a 2024 roof and a fenced backyard completed in 2018, providing privacy and flexibility for pets, play, gardening, or outdoor gatherings. Step outside to the spacious screened lanai and backyard oasis with plenty of room for a future pool, subject to buyer verification. And while the home does not have a private pool, the community pool and dock are literally just across the street, offering convenient access to additional outdoor recreation and relaxation. Beyond the home, the location is hard to beat—just minutes from the highly sought-after Estero area, RSW International Airport, Coconut Point, Gulf Coast Town Center, FGCU, I-75, dining, shopping, entertainment, and Southwest Florida’s beautiful Gulf beaches. Cypress Chase offers the perfect combination of an established neighborhood, convenient location, privacy, updates, and lifestyle—making this a rare opportunity in one of the most desirable areas of Three Oaks.

19148 Cypress View Drive, Fort Myers
843 Lake McGregor Drive, Fort Myers
$225,000
2 Beds ⋅ 1 Baths ⋅ 2026042884 MLS
Move-In Ready in the sought after desirable McGregor Corridor! Enjoy the perfect blend of modern updates, outdoor living, and convenient location in this beautifully renovated 2-bedroom, 1-bath home. The clean, refreshed interior features granite countertops, stainless steel appliances, a vented range hood, and fresh premium paint throughout. Three separate A/C units—one in each bedroom and one in the living area—provide personalized temperature control. Peace of mind comes with a durable metal roof and hurricane-impact windows. Extend your living space outdoors with a screened patio off the living area, a charming stone patio and gazebo, and a fully fenced backyard. At the rear of the property, you'll find an additional deck and storage shed for added versatility and convenience. Ideally situated just off McGregor Boulevard, this home offers easy access to Downtown Fort Myers, area beaches, shopping, restaurants, and hospitals. No HOA, no HOA fees, and no city property taxes—county property taxes only! A fantastic opportunity for comfortable, low-maintenance living in a convenient Fort Myers location.

843 Lake McGregor Drive, Fort Myers
1148 S Town And River Drive, Fort Myers
$448,000
2 Beds ⋅ 2 Baths ⋅ 2026042929 MLS
BEAUTIFUL VILLA HOME OFFERING EXCEPTIONAL PRIVACY AND THE ULTIMATE FLORIDA LIFESTYLE! Welcome to 1148 S. Town and River Drive, where elegance, comfort, and privacy come together in this beautifully designed villa home! Featuring 2 spacious bedrooms, 2 full bathrooms, and a versatile den/flex room, this home offers a desirable split-bedroom floor plan providing privacy for both owners and guests. The gourmet kitchen features custom built-ins, creating a wonderful space for cooking, entertaining, and gathering with family and friends. Step outside and discover your very own private paradise! The sparkling pool and oversized lanai overlook a beautifully landscaped outdoor living area, surrounded by a privacy wall that creates an intimate and secluded setting. Whether enjoying your morning coffee, hosting an evening gathering, or simply relaxing poolside, this exceptional outdoor retreat offers the utmost in privacy and tranquility. Conveniently located near Southwest Florida's beautiful beaches, fabulous shopping, restaurants, and entertainment, this villa offers the perfect combination of peaceful surroundings and easy access to everything Fort Myers has to offer. A wonderful opportunity to enjoy the Florida lifestyle in a home where indoor comfort meets exceptional outdoor living. Your private piece of paradise awaits!

1148 S Town And River Drive, Fort Myers
16688 Wellington Lakes Circle, Fort Myers
$466,500
3 Beds ⋅ 2 Baths ⋅ 2026042757 MLS
Welcome to this inviting 3-bedroom plus den, 2-bath home in the desirable Wellington community! Filled with natural light throughout, this home offers a bright and welcoming atmosphere with a layout designed for comfortable everyday living and entertaining. Enjoy the Florida lifestyle year-round in your private outdoor oasis, featuring a screened-in lanai with a pool and spa—perfect for relaxing or hosting family and friends. While the two-car garage provides convenient parking and additional storage. The roof was replaced in 2018, offering added peace of mind. Conveniently located less than 1.5 miles from grocery stores and restaurants and just a 15-minute drive to Fort Myers Beach, this home offers the perfect blend of comfort, convenience, and Southwest Florida living. Don't miss the opportunity to make this wonderful home your own!

16688 Wellington Lakes Circle, Fort Myers
10017 Sky View Way Unit 1505, Fort Myers
$325,000
3 Beds ⋅ 2 Baths ⋅ 2026042677 MLS
Welcome to your new home in the prestigious Colonial Country Club! This stunning comdo comes with A FULL GOLF MEMBERSHIP to a recently renovated Gordon Lewis designed championship golf course. The assessment have ALL been paid by the seller! With 3 bedrooms and 2 bathrooms this turnkey home is perfect for those seeking luxury and comfort. The interior is beautifully decorated, making it easy to envision yourself living in this elegant space. Whether you're relaxing or entertaining guests this condo offers the perfect blend of style and functionality. The award-winning Colonial Country Club offers resort-style living with amenities like bundled golf, tennis, pickleball, walking trails, a fitness center, bocce ball and so much more. The on-site restaurant and bar offer delicious cuisine and a place to socialize with friends and neighbors. Don't miss your chance to own this exceptional property in one of the most sought-after communities in the area. Check out Colonial Country Club and all it has to offer!

10017 Sky View Way Unit 1505, Fort Myers
4289 Island Circle Unit 1, Fort Myers
$160,000
2 Beds ⋅ 2 Baths ⋅ 2026043227 MLS
Enjoy relaxed Florida living in this beautifully designed, turnkey condo featuring the desirable Tahitian floor plan. Located in Caloosa Bayview in Fort Myers, this 2-bedroom, 2-bathroom home offers 1,200 square feet of living space, with an open living and dining area, a functional kitchen with ample cabinetry, and a spacious primary bedroom with a walk-in closet. The screened lanai offers a comfortable spot to unwind outdoors while enjoying peaceful lake views. A dedicated laundry area, covered parking, and a low-maintenance condo lifestyle make everyday living easy. Residents can enjoy community amenities including a pool, clubhouse, fitness room, library, tennis and pickleball courts, and more. Conveniently located near shopping, dining, and everyday essentials, this condo is an appealing option for a full-time residence, seasonal retreat, or investment opportunity.

4289 Island Circle Unit 1, Fort Myers
6102 Whiskey Creek Drive Unit 203, Fort Myers
$260,000
2 Beds ⋅ 2 Baths ⋅ 2026042181 MLS
Enjoy comfortable Florida living in this beautifully updated second-floor condo located in Whiskey Creek Community. This spacious 1252 SF 2 bedroom, 2 bathroom residence features upgraded flooring throughout and two renovated bathrooms with stylish tile showers and upgraded vanities. The spacious primary bedroom includes a roomy walk-in closet and a private balcony overlooking the courtyard. Relax on the back screened in porch which also overlooks the beautifully landscaped and peaceful courtyard with installed hurricane shutters. Unit includes a carport covered parking spot, as well as community elevator access. Washer, dryer, microwave and Refridgerator are included, and seller will consider sale of condo furnished or unfurnished. Conveniently located in the desirable Whiskey creek area, this updated condo is an excellent opportunity for a full-time residence, seasonal retreat or investment property. Come enjoy SWFL lifestyle.

6102 Whiskey Creek Drive Unit 203, Fort Myers
5572 Malt Drive Unit 2, Fort Myers
$189,000
2 Beds ⋅ 2 Baths ⋅ 226036944 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this beautifully situated 2-bedroom, 2-bathroom, two-story townhome in the highly sought-after Parkwoods Townhouse Community! Spanning 1,260 square feet of low-maintenance living space, this concrete-block home features a functional dual-story layout, a private rear courtyard patio perfect for relaxing, and two dedicated front-door parking spaces. Located in the heart of South Fort Myers, residents enjoy access to a sparkling community pool and a pristine neighborhood footprint that has been updated with newer roofs. This premier location puts you just minutes from regional beaches, premier shopping at the Edison Mall, diverse dining options, and a quick 15-minute commute to RSW Airport and FGCU. Perfect for a primary residence or a stable long-term investment, this property offers true Florida convenience at an unbeatable value!

5572 Malt Drive Unit 2, Fort Myers
8970 Bristol Bend, Fort Myers
$269,000
2 Beds ⋅ 2 Baths ⋅ 2026043079 MLS
Enjoy the best of Southwest Florida living in Lexington Country Club, where an active lifestyle, beautiful surroundings, and PAY AS YOU PLAY GOLF make this community so desirable! From pickleball, tennis, and bocce to live music, line dancing, mahjong, and a full calendar of social events, there’s always something to enjoy.This beautifully remodeled 2-bedroom, 2-bath END-UNIT attached villa in the Lake Village section features the Camden floor plan, peaceful lake views, and a bright, welcoming interior. Offered partially FURNISHED, the home includes fresh interior & exterior paint, luxury vinyl plank flooring, crown molding, and plantation shutters throughout. The updated kitchen features white cabinetry, quartz countertops, a glass subway tile backsplash, stainless steel appliances, a one-year-old refrigerator. New custom navy blue built-ins add a modern touch to the dining and living areas, creating a wonderful additional space that can serve as a home office or library, complete with an integrated desk and lighting. Both bathrooms have been tastefully remodeled with large-format tile flooring, and the primary suite offers lake views and two closets. The extended, fully enclosed lanai features tile flooring, electric hurricane shutters, and sun shades, a perfect spot to relax and enjoy the water views. Lexington is a beautifully maintained, guard-gated community offering walking and biking paths, a clubhouse with a restaurant, and plenty of opportunities to stay active and connected. And the location is hard to beat! Just minutes from the white sandy beaches of Sanibel Island and Fort Myers Beach, great restaurants, shopping, and entertainment, with HealthPark Medical Center and Golisano Children’s Hospital just a mile away. Whether you’re looking for a seasonal getaway or a full-time Florida home, this villa offers a wonderful combination of lifestyle, location, and value!

8970 Bristol Bend, Fort Myers
2745 1st Street Unit 1105, Fort Myers
$450,000
2 Beds ⋅ 2 Baths ⋅ 226036286 MLS
Elevated Waterfront Living at St. Tropez Experience resort-style waterfront living in this beautifully presented 11th-floor residence at St. Tropez, ideally situated along the Caloosahatchee River in Fort Myers. Offering 1,663 square feet of living space, this spacious 2-bedroom plus den, 2-bath condominium features a private elevator entry, an open-concept floor plan, and an expansive screened lanai with partial views of the Caloosahatchee River. Step inside to discover a freshly painted interior that creates a light, bright, and welcoming atmosphere throughout. Thoughtfully staged to highlight the home's spacious layout, this inviting residence features elegant tray ceilings, expansive sliding glass doors, neutral finishes, and an abundance of natural light. The well-appointed kitchen offers stainless steel appliances, ample cabinetry, solid-surface countertops, and a double undermount sink. The versatile den provides additional flexibility for a home office, guest retreat, or comfortable flex space. Adding exceptional convenience and value are two covered parking spaces and a private air-conditioned storage unit. Enjoy the ultimate Southwest Florida waterfront lifestyle with St. Tropez's impressive collection of resort-style amenities, including an infinity-edge waterfront pool and spa, fitness center, tennis courts, brand-new pickleball courts, theater, library, kayak launch, social gathering spaces, and on-site management. Ideally located just minutes from Downtown Fort Myers' Historic River District, residents enjoy convenient access to waterfront dining, boutique shopping, art galleries, entertainment, and year-round community events. With easy access to I-75, Southwest Florida International Airport (RSW), and the beautiful Gulf Coast beaches, this location offers the perfect combination of waterfront tranquility and urban convenience. Whether you're seeking a full-time residence or seasonal Southwest Florida retreat, this exceptional condominium offers a desirable combination of spacious living, partial river views, resort-style amenities, and a prime Fort Myers waterfront location.

2745 1st Street Unit 1105, Fort Myers
13262 Radcliffe Drive, Fort Myers
$260,000
2 Beds ⋅ 2 Baths ⋅ 2026042940 MLS
Very nice home in the sought after community of Brookshire. The home is a 2 bedroom 2 bath that are on opposite sides of the home. The second bedroom and bath has a door that separates it from the living area, making it an ensuite. The home has been repiped, has a newer air conditioner, roof and hot water heater. The Kitchen and Dining Room Windows are Hurricane rated. It sits on the corner with a nice front and back yard. It is within walking distance of both pools and the clubhouse. There is a large living room and a dining room separate from the kitchen. There is also an extra area ut side the kitchen that has room for a desk, a table or an extra seating area. The lanai could easily be opened up for more space. The lanai is one of the largest I have seen in Brookshire.The Washer and Dryer are inside the garage. Come and look at this exceptional home.

13262 Radcliffe Drive, Fort Myers
Start Your Search