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

$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
$549,900
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
$469,900
3 Beds ⋅ 2 Baths ⋅ 1225679 MLS
Elegant Pool Home in Cypress Head Golf Community. Welcome to this beautifully appointed 3-bedroom, 2-bath residence with a 2-car garage and golf cart garage, located in the highly desirable Cypress Head Golf Community. Designed for both comfort and style, this home offers an inviting open-concept layout with a formal dining space, comfortable living area, and sunlit breakfast nook. The updated kitchen features stainless steel appliances, ample cabinetry, and a convenient built-in workspace--perfect for everyday living and entertaining. Seamlessly blending indoor and outdoor living, the home opens to a spacious pool lanai featuring a brand-new pool, creating a private retreat ideal for relaxing or hosting guests in true Florida style. The split floor plan provides privacy, with a generously sized owner's suite offering dual vanities and a walk-in shower. Additional highlights include hurricane shutters, roof replaced in 2018, most windows replaced in 2024, carpet and tile (2022/2024), interior/exterior paint (2025), stone landscaping (2020/2024), and gutters (2021/2023). Residents of Cypress Head enjoy premier amenities including a championship Arthur Hills-designed golf course, clubhouse, pool, tennis, and pickleball courts--delivering a refined, resort-style lifestyle. All measurements and information deemed to be accurate but cannot be guaranteed. Buyers and Realtors are advised to verify. Work bench and refrigerator in garage do not convey.

1110 Crystal Creek 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
$310,000
2 Beds ⋅ 2 Baths ⋅ 1224273 MLS
This beautifully maintained 2-bedroom, 2-bath end-unit villa is located in the sought-after golf community of Cypress Head in Port Orange. Located on the 4th tee box, this high and dry one owner home is perfect for full-time living or a seasonal retreat. Step inside to vaulted ceilings throughout starting with your formal dining room perfect for entertaining. Kitchen and bathrooms have been tastefully updated with upgraded cabinetry and granite countertops. The primary suite features a spacious walk-in closet, with plenty of storage glass shower and tall bathroom ceilings. Enjoy an extra living area in the enclosed tiled Florida room providing another space to unwind. Stay cool in your new villa with a 2024 HVAC system and ceiling fans throughout while appreciating the durability of the newly epoxied garage floors. Residents of Cypress Head enjoy access to the community clubhouse, pool, tennis courts, and pickleball, all set within a beautifully maintained golf course community.

26 Golf Villa Drive, Port Orange
$550,000
3 Beds ⋅ 2 Baths ⋅ 1222881 MLS
Stunning 3-Bedroom Golf Course Pool Home in the Exclusive Gated Cypress Head Community! Welcome to your dream residence, set on an expansive premium lot that offers breathtaking views of a serene pond and the verdant fairway of the 15th hole. This exceptional home perfectly combines comfort and elegance, providing a tranquil oasis in one of the most sought-after communities.As you step inside, you're greeted by beautiful hardwood flooring that flows seamlessly through the foyer, dining area, kitchen, and den, creating a warm and inviting ambiance. The spacious family room beckons with its graceful trey ceiling and pocket sliders, which effortlessly open to a screened lanai and pool area. Here, you'll find the ideal setting for entertaining guests or unwinding as you soak in the incredible scenery.Your outdoor space is transformed into a luxurious retreat with your very own private backyard oasis! The inviting spa-pool features a captivating waterfall that cascades gently, creating a serene atmosphere perfect for relaxation. Imagine soaking in the warm, heated waters that envelop you like a cozy embrace, reminiscent of an oversized hot tub - all while remaining budget-friendly. Whether you're unwinding after a long day or hosting friends for a delightful evening under the stars, this enchanting escape offers the perfect blend of comfort and tranquility. Indulge in this slice of paradise and make every moment a cherished memory!The chef's dream kitchen is both functional and stunning, showcasing elegant antiqued cabinetry, sparkling granite countertops, a sleek Blanco single basin sink, and a designer backsplash. This culinary haven also includes a breakfast bar for casual dining, along with a dedicated desk area and pantry to keep everything organized.Retreat at day's end to the luxurious owner's suite, boasting a generous walk-in closet and an opulent en-suite bathroom complete with a double sink vanity, a soothing soaking tub, a spacious tiled shower, and a separate water closet. Two additional well-appointed bedrooms share a stylishly designed bath, ensuring comfort for family members or guests.Located on a quiet cul-de-sac, this meticulously maintained home is truly a rare find. Move in and immediately start relishing the exceptional lifestyle you've always dreamed of! This property isn't just a house; it's a lifestyle ready for you to embrace. Don't miss this incredible opportunity! HVAC: 2012; Roof: 2018; HWH: 2014

6455 Renaissance Drive, Port Orange
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