Cypress Head Real Estate

Cypress Head Real Estate

Welcome to Cypress Head, a hidden gem nestled in the heart of Port Orange, Florida. This picturesque subdivision offers a perfect blend of tranquility and convenience, making it an ideal community for families, retirees, and everyone in between. Cypress Head is known for its lush landscapes, well-maintained homes, and a welcoming atmosphere that truly embodies the Florida lifestyle.

As you stroll through the tree-lined streets of Cypress Head, you’ll be captivated by the natural beauty that surrounds you. The neighborhood is adorned with stunning homes that showcase a variety of architectural styles, each designed to complement the serene environment. Residents enjoy spacious lots and manicured lawns, creating a sense of privacy and peace.

One of the standout features of Cypress Head is the community’s commitment to outdoor living. The subdivision boasts a range of amenities, including a championship golf course, perfect for golf enthusiasts looking to hit the greens. Additionally, the community clubhouse serves as a social hub, where neighbors gather for events, activities, and to forge lasting friendships.

Cypress Head is also conveniently located near shopping centers, dining options, and top-rated schools, ensuring that everything you need is just a short drive away. With easy access to major highways, residents can explore the beautiful beaches of the Atlantic coast or enjoy the vibrant culture of nearby Daytona Beach.

If you’re seeking a community that combines natural beauty, a friendly atmosphere, and modern conveniences, look no further than Cypress Head in Port Orange. Come discover your dream home in this idyllic Florida paradise!

Newest Listings in Cypress Head

$449,900
3 Beds 2 Baths 1230794 MLS
Owned by the same family since it was built, this three bedroom, two bath home sits in The Lakes, the gated section of Cypress Head, on a lot backing to a pond and wooded preserve with no rear neighbors. Along with the two car garage there is a separate golf cart garage, which gets plenty of use in a community like this one. The foyer opens to vaulted ceilings and a clear view through the back of the house. Formal living and dining rooms are at the front. The living room sliders pocket back flush with the wall, so the room and the screened lanai open into one space when the weather is good, and the lanai runs the full width of the home. The kitchen sits between the family room and the breakfast nook, with a breakfast bar, a pantry, and a nook wrapped in windows that has its own door to the lanai. The split floor plan places the primary suite on one side, with a vaulted ceiling and its own set of pocketing sliders out to the lanai. The bath has dual vanities, a garden tub, a separate shower, and a walk-in closet. Two more bedrooms and a full bath are on the opposite side, with an interior laundry room and utility sink in between. Because the back of the house faces east, the lanai stays shaded through the afternoon. The view runs across the lawn to the pond and the preserve behind it. Cypress Head residents have use of the clubhouse, community pool, tennis courts, and pickleball courts. The 18 hole Arthur Hills golf course is open to the public, so there is no membership tied to the home. The HVAC was replaced in 2021 and the water heater in 2025. The interior is original and ready for a new owner's updates. Publix and The Pavilion are about five miles away, I-95 is minutes out, and the beach is a short drive east.

6489 Cypress Springs Parkway, Port Orange

$499,900
3 Beds 2 Baths 1227493 MLS
Welcome to this 3-bedroom, 2-bathroom home nestled on a private, quiet street in the highly sought-after Cypress Head community. Perfectly positioned across from the 15th hole fairway and green, this home offers breathtaking golf course and water views, along with frequent visits from Florida's beautiful wildlife. Step inside to discover a light and bright floor plan enhanced by vaulted ceilings and an abundance of natural light. The spacious layout features both a generous living room and a large family room, providing plenty of space for everyday living, relaxing, or entertaining guests. The heart of the home seamlessly extends outdoors through sliding glass doors that open to an oversized glass-enclosed patio--the perfect place to enjoy your morning coffee, host family gatherings, or unwind while taking in the peaceful golf course views. The spacious primary suite overlooks the fairway, creating a true retreat at the end of the day. The en-suite bathroom offers a large soaking tub, ideal for relaxing and recharging. Additional highlights include a 3-car garage, offering ample room for vehicles, storage, or a workshop, as well as a location that places you just minutes from beautiful beaches, shopping, dining, major highways, and top-rated schools. Residents of Cypress Head enjoy outstanding amenities, including a clubhouse, community pool, pickleball and tennis courts, and an 18-hole championship golf course

6443 Renaissance Drive, Port Orange

$499,900
3 Beds 2 Baths 1225732 MLS
Nestled on a private homesite overlooking a tranquil wooded preserve, this beautiful three-bedroom, two-bathroom pool home offers the perfect combination of privacy, comfort, in the prestigious gated community of Cypress Head. Thoughtfully designed with an open, inviting floor plan, this home is ideal for both everyday living and entertaining. Step inside to find a spacious great room filled with natural light, a formal dining area, and a well-appointed kitchen featuring abundant cabinetry, generous counter space, and a cozy breakfast nook overlooking the pool. Large sliding glass doors blend the indoor and outdoor living spaces, leading to a covered lanai and screened swimming pool where you can relax, entertain guests, or simply enjoy the peaceful wooded backdrop. The spacious primary suite serves as a private retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower, soaking Jacuzzi tub, and dual vanities. Two additional bedrooms are situated on the opposite side of the home, providing privacy and comfort for family members or overnight guests. This home has been meticulously maintained with several recent improvements, including a new roof (2022), new air conditioning system (2023), fresh interior paint, and brand-new carpeting, allowing you to move in with confidence. Beyond the home, Cypress Head offers an exceptional lifestyle with a gated entrance, elegant clubhouse, community swimming pool, pickleball and tennis courts, and an award-winning Arthur Hills-designed 18-hole championship golf course. Conveniently located near shopping, restaurants, highly rated schools, medical facilities, and just a short drive to the beaches, this home delivers the best of Central Florida living. Don't miss this opportunity to own a beautiful pool home in one of Port Orange's premier golf course communities. Schedule your private showing today and experience all that Cypress Head has to offer.

6423 Longlake Drive, Port Orange

$565,000
3 Beds 2 Baths 1225305 MLS
Welcome to your own private waterfront retreat in the highly sought-after Cypress Head Golf Community of Port Orange, Florida! This beautifully maintained home combines the best of Florida living with an extraordinary backyard oasis designed for relaxation, entertaining, and enjoying breathtaking lake views year-round. Step outside and experience the true highlight of this property -- a stunning 30x18 solar-heated pool, freshly resurfaced in 2025, overlooking peaceful water views with no rear neighbors. The expansive, fully screen-enclosed lanai creates the perfect setting for morning coffee, sunset dinners, or simply unwinding while enjoying the serene sights and sounds of the lake and protected natural area beyond. A convenient roll-out shade and outdoor enclosed shower further enhance the resort-style atmosphere of this exceptional outdoor living space. Inside, the home offers 2,115 square feet of thoughtfully designed living space with numerous updates that provide comfort and peace of mind, including a new roof (2017), water heater (2020), hot water re-circulator (2021), and HVAC system (2021). A central vacuum system adds everyday convenience. The oversized double garage with a dedicated golf cart door makes it easy to enjoy all the amenities Cypress Head has to offer. Residents enjoy access to the award-winning golf course, clubhouse, community pool, on-site restaurant, pickleball and tennis courts, and scenic sidewalks throughout the neighborhood. Whether you're entertaining poolside, enjoying tranquil lakefront sunsets, or embracing the active golf community lifestyle, this exceptional home delivers the perfect blend of privacy, luxury, and outdoor Florida living.

6282 Paradise Island Court, Port Orange

$309,900
2 Beds 2 Baths 1224546 MLS
Set within the tranquil surroundings of Cypress Head Golf Community, this inviting two-bedroom, two-bath villa captures the essence of peaceful, low-maintenance living. Quiet streets and beautifully kept grounds create a relaxed atmosphere, perfect for those seeking both comfort and simplicity. The interior offers an easy, functional layout designed for everyday living. At the heart of the home, a well-appointed kitchen provides both style and convenience, featuring ample cabinetry, generous counter space, and an ideal setup for preparing meals or entertaining guests. Natural light fills the adjoining living areas, drawing you toward sliding glass doors that open onto an enclosed rear lanai. Outfitted with vinyl windows, this space becomes a year-round retreat--perfect for enjoying scenic golf course views overlooking the 5th hole, whether you're starting your morning or unwinding at sunset. Practical updates add to the home's appeal, including a new air conditioning system and hot water heater, providing efficiency and reliability. The association further enhances the carefree lifestyle by handling the tile roof, exterior painting, and full grounds maintenance. Beyond the home, residents enjoy access to a variety of amenities that encourage both relaxation and recreation. Spend your days playing pickle ball or tennis, take a dip in the heated community pool, or enjoy a round of golf just moments from your door. This villa offers a perfect blend of comfort, convenience, and community--an ideal place to settle in and simply enjoy life. Located short distance from major highways, shopping and the beautiful beaches the area has to offer. Make your appointment today !

49 Golf Villa Drive, Port Orange

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