Cypress Chase Homes under $500,000

Cypress Chase Homes under $500,000

Welcome to Cypress Chase, a hidden gem nestled in the vibrant city of Fort Myers, Florida, within the picturesque Lee County. This charming community is designed for those seeking a perfect blend of comfort, style, and affordability. With an array of homes available under $500,000, Cypress Chase is an inviting option for first-time homebuyers, families, and retirees alike.

Cypress Chase boasts a variety of thoughtfully designed residences that cater to diverse lifestyles. From cozy single-family homes to modern townhouses, each property is crafted with quality finishes and spacious layouts, ensuring that you find the perfect fit for your needs. With prices starting under $500,000, owning a piece of this delightful community is within reach, allowing you to enjoy the sun-soaked lifestyle that Fort Myers is famous for.

Beyond the stunning homes, residents of Cypress Chase enjoy access to a range of amenities that enhance daily living. Beautifully landscaped common areas, walking trails, and recreational facilities create a sense of community and encourage an active lifestyle. The proximity to local parks, shopping centers, and dining options means that everything you need is just a stone’s throw away.

Living in Cypress Chase means embracing the Florida lifestyle, with the stunning Gulf Coast beaches only a short drive away. Whether you’re looking to soak up the sun, explore nature, or indulge in vibrant local culture, this community offers the perfect backdrop for your next chapter. Discover your dream home in Cypress Chase today, where affordability meets the beauty of Fort Myers living!

Newest Cypress Chase Homes under $500,000

18906 Cypress View Drive, Fort Myers
$499,900
4 Beds ⋅ 2 Baths ⋅ 2026044647 MLS
Imagine morning coffee by the pool, weekends spent entertaining, and coming home to a space that feels fresh and inviting. Welcome to 18906 Cypress View Dr—a beautifully remodeled 4-bedroom, 2-bathroom pool home ready for your next chapter. Renovated in 2026, this home blends modern finishes with the comfort of having major updates already complete. At the heart of the home, the completely updated kitchen features brand-new cabinetry, elegant quartz countertops, updated hardware, and new appliances backed by a one-year manufacturer’s warranty. From a quiet breakfast to preparing dinner with friends, this is a space you’ll love spending time in. New recessed lighting throughout and new ceiling fans in the bedrooms add style and comfort. Both fully remodeled bathrooms feature new fixtures, beautifully tiled showers, and sleek glass shower doors, bringing a fresh, polished feel to your daily routine. A brand-new 2026 roof, fresh interior and exterior paint, and an epoxy-coated garage floor complete the extensive improvements. Outside, your poolside retreat awaits. With newly tiled lanai flooring and brand-new screening, this inviting outdoor space sets the scene for relaxing afternoons, evening conversations, and weekends enjoying the Florida lifestyle. Freshly updated and ready to enjoy, this home makes it easy to picture yourself settling in. Schedule your private showing today and experience it for yourself!

18906 Cypress View Drive, 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
18895 Cypress View Drive, Fort Myers
$439,000
3 Beds ⋅ 2 Baths ⋅ 226032891 MLS
Discover the perfect blend of privacy and charm in the highly sought-after Cypress Chase community in Three Oaks. Nestled in a peaceful neighborhood lined with mature oak trees, this three-bedroom, two bath home offers low HOA fees, an X flood zone for reduced insurance costs, family-friendly charm and quiet walkable streets. Whether you are looking for a perfect place to raise your family, a quiet place to retire, or a winter snowbird get- away without the high expenses… this home… in this community… delivers 100%. Step outside to a peaceful 38’ screened-in lanai, heavily landscaped, offering plenty of space to relax and enjoy the in-ground heated hot tub. Conveniently located only 1 block to the LeeTran Bus Stop on Pine Chase Dr, within walking distance to an A-rated elementary school, and only a short drive to Three Oaks Middle School and Three Oaks Academy, Gulf Coast Town Center, Miromar Outlets, Three Oaks Parks, RSW International Airport, Florida Gulf Coast University, fine restaurants and world-famous beaches. This home will not last long so schedule your private showing today.

18895 Cypress View Drive, Fort Myers
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