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Cypress Head Houses for Sale

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  • 1221 Siesta Key Cir, Port Orange, FL 32128
    1221 Siesta Key Cir, Port Orange, FL 32128
    1221 Siesta Key Cir, Port Orange, FL 32128
    /42

    $369,900

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    1221 Siesta Key Cir, Port Orange, FL 32128

    Gated Cypress Head Golf Community - Spacious Home with Unique Features! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the gated section of the highly desirable Cypress Head Golf Course community. With 1,965 sq ft of living space, this home features soaring vaulted ceilings, 10-foot ceilings in the bedrooms, and a bright, open layout that offers both comfort and

    Agent Photo

    Lee Toutounchian

    EXECUTIVE REALTY GROUP LLC

    (386) 832-0435

    1221 Siesta Key Cir, Port Orange, FL 32128
  • 1139 Crystal Creek Dr, Port Orange, FL 32128
    1139 Crystal Creek Dr, Port Orange, FL 32128
    1139 Crystal Creek Dr, Port Orange, FL 32128
    /38

    $479,900

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft

    1139 Crystal Creek Dr, Port Orange, FL 32128

    Located in the gated Cypress Head Golf Community, this three-bedroom, two-bathroom pool home offers beautiful views overlooking the 17th hole. The open floor plan features a spacious living and dining area filled with natural light, with sliding glass doors that lead to a covered lanai and pool area. The chef of the household will appreciate the stunning kitchen, complete with a brand-new

    Agent Photo

    Donald Bell

    RE/MAX Signature

    (386) 515-8788

    1139 Crystal Creek Dr, Port Orange, FL 32128
  • 1206 Siesta Key Cir, Port Orange, FL 32128
    1206 Siesta Key Cir, Port Orange, FL 32128
    1206 Siesta Key Cir, Port Orange, FL 32128
    /59

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,927 Sq Ft

    1206 Siesta Key Cir, Port Orange, FL 32128

    Wonderful Pool home that backs up to a preserve area in Cypress Head Golf Community. Walk inside this bright 3 bedroom 2 bathroom pool home to find a front bedroom with French doors that can also double as a home office or man cave. This house offers an open and bright living room that opens with double sliders to your private pool. The kitchen, with a walk in pantry, flows into the living room

    Jann Rotstein Daytona Realty Inc.

    1206 Siesta Key Cir, Port Orange, FL 32128
  • 6273 Paradise Island Ct, Port Orange, FL 32128
    6273 Paradise Island Ct, Port Orange, FL 32128
    6273 Paradise Island Ct, Port Orange, FL 32128
    /52

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    6273 Paradise Island Ct, Port Orange, FL 32128

    Large Contemporary 3 bedroom, 2 ,5 bath residence in highly sought Cypress Head Golf Community. The property features professional landscaping in the front and back yard. You enter the home by passing under a covered front porch. the large double doors lead to the foyer where you pass by the formal dining and living room.Further down foyer you enter the large Family or Great room with dining

    Bill Smith Gaff's Realty Company

    6273 Paradise Island Ct, Port Orange, FL 32128
  • 6456 Cypress Springs Pkwy, Port Orange, FL 32128
    6456 Cypress Springs Pkwy, Port Orange, FL 32128
    6456 Cypress Springs Pkwy, Port Orange, FL 32128
    /43

    $579,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft

    6456 Cypress Springs Pkwy, Port Orange, FL 32128

    Back on market because Buyers Home Did Not Sell! Luxury meets comfort in this stunning custom-built residence, nestled behind the gates in a serene golf course community. Situated on the 15th Fairway on an over-sized Estate-Sized Lot, this immaculate two-owner home is a true entertainer's paradise, boasting a seamless flow from the expansive great room to an enchanting outdoor screened lanai—the

    Kelly Beechler Beechler Realty Group

    6456 Cypress Springs Pkwy, Port Orange, FL 32128
  • 6382 Longlake Dr, Port Orange, FL 32128
    6382 Longlake Dr, Port Orange, FL 32128
    6382 Longlake Dr, Port Orange, FL 32128
    /54

    $599,900

    • 3 Beds
    • 2 Baths
    • 2,306 Sq Ft

    6382 Longlake Dr, Port Orange, FL 32128

    Welcome to your dream home in the highly sought-after golf course community of Cypress Head. The premium oversize lot is situated on a quiet cul-de-sac. This grand entry, sky-high ceilings, and open floor plan with formal dining and living room will surely wow you. The huge gourmet kitchen includes many upgraded cabinets, granite countertops, an island, and a breakfast bar designed to delight

    Margaret Mitchum Collado Real Estate

    6382 Longlake Dr, Port Orange, FL 32128
Florida Port Orange Cypress Head

Houses for Sale in Cypress Head, Port Orange

Why Live in Cypress Head
Cypress Head in Port Orange is a well-established neighborhood featuring several subdivisions, including The Golf Villas, The Lakes, The Palms, and The Keys. Developed in the 1990s, the area showcases Spanish-Revival townhouses and traditional homes with beige and gray exteriors, red tile roofs, and decorative details. Many residences include in-ground pools with glass sunroofs. The gated Cypress Head subdivision offers larger homes over 3,500 square feet. The neighborhood is safer than the national average, partly due to the gated community. Residents enjoy the Cypress Head Golf Club, an award-winning public course with wide, open greens and well-maintained fairways. The community clubhouse provides amenities such as a pool, tennis, and pickleball courts. For those seeking things to do, the neighborhood is 12 miles from Inlet at New Smyrna Beach and 10 miles from Wilbur Beach, both less crowded alternatives to Daytona Beach. Local dining options include Flagsticks Bar & Grill at the golf club and Bistro 424 at Venetian Bay Market. Shopping is convenient with Westport Plaza and The Pavilion at Port Orange nearby. The Pavilion also hosts a farmers market every Saturday. The neighborhood fosters a strong sense of community with various recreational committees and annual events like the Christmas Eve Golf Cart Parade. Cypress Head is served by Volusia County Schools, with highly rated Cypress Creek Elementary School, Creekside Middle School, and Spruce Creek High School, which offers advanced programs and international travel opportunities. The area is 6 miles from Halifax Health Medical Center of Port Orange and 10 miles from Daytona International Airport.
Learn more about living in Cypress Head

Home Trends in Cypress Head, FL

On average, homes in Cypress Head, Port Orange sell after 12 days on the market compared to the national average of 69 days. The median sale price for homes in Cypress Head, Port Orange over the last 12 months is $540,400.

Housing Trends

Median Sale Price
$540,400
Median Single Family Sale Price
$540,400
Median 1 Bedroom Sale Price
$430,000
Average Price Per Sq Ft
$476
Number of Homes for Sale
0
Last 12 months Home Sales
4
Months of Supply
0.00
Median List Price
$545,400
Median Change From 1st List Price
0%
How to Buy a Home How to Finance a Home How to Sell a Home

In Cypress Head, there are currently 6 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $369,900 to $599,900, there's something for every budget. As of July, 2025 the median home price in Cypress Head, Port Orange is $545,400, while the average sale price is $537,580, providing insight into local market trends. On average, houses spend 12 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Cypress Head, Port Orange and find the perfect place to call home.

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