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Cypress Head Homes

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  • /37

    $315,000

    • 2 Beds
    • 2.5 Baths
    • 1,759 Sq Ft

    28 Golf Villa Dr, Port Orange, FL 32128

    DISCOVER LUXURIOUS MAINTENANCE-FREE LIVING AT GOLF VILLAS AT CYPRESS HEAD GOLF COMMUNITY! BRING YOUR GOLF GAME TO THIS HIGHLY RATED GOLF COURSE WHICH BOASTS BEAUTIFUL FAIRWAYS AND CHALLENGING PLAY!!! THE GOLF CART IN THE OVERSIZED GARAGE IS AVAILABLE!!! This 2 BEDROOM, 2.5 BATH GEM is Nestled in a Serene Cul De Sac, and Overlooks Fruit Trees, Conservation Areas and Pond. This Townhome has been

    Agent Photo

    Donna Hall

    REALTY BY DESIGN

    (386) 853-3835

    28 Golf Villa Dr, Port Orange, FL 32128
  • /18

    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • House for Rent

    1119 Crystal Creek Dr, Port Orange, FL 32128

    Move right into this 3/2 single family pool home located in the sought after Cypress Head golf community. Gated community with much to offer. Cypress Head is a community with on-site amenities like tennis courts, pool and clubhouse. HOA, lawn care, and pool care covered under monthly rent. Animals are okay but need to submit their information.

    Andrew Jowdy Robert Slack LLC

    1119 Crystal Creek Dr, Port Orange, FL 32128
  • /2

    $550,000 Sold Jul 11, 2025

    • 2,125 Sq Ft
    • $259/SF
    • 55 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2000

    6436 Longlake Dr, Port Orange, FL 32128

    Welcome to Cypress Head – A Premier Golf Community in Port Orange!Discover this beautifully maintained 4-bedroom, 2-bath home nestled in the sought-after Cypress Head Golf Community. Designed with a split floor plan, this residence offers both functionality and elegance. The formal dining room, adorned with crown molding, is ideal for hosting intimate dinners, while the cozy breakfast nook

    Cindy Harper REALTY PROS ASSURED

    6436 Longlake Dr, Port Orange, FL 32128
    • /48

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,726 Sq Ft

      1174 Crystal Creek Dr, Port Orange, FL 32128

      1174 Crystal Creek Dr, Port Orange, FL 32128
  • /67

    $610,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,085 Sq Ft

    6468 Renaissance Dr, Port Orange, FL 32128

    Located on the best street in Cypress Head Golf Course at the end of the block next to the cull-da-sac, directly on the lake with the 14th fairway signature hole nicely situated on the other side of the lake. This home has the absolute best views of colorful sunsets reflecting off the lake and is perfect for quiet evenings or entertaining friends and family. Upon entering the home, you are drawn

    Agent Photo

    Jeff Weinert

    Marlin Realty Group

    (386) 200-6859

    6468 Renaissance Dr, Port Orange, FL 32128
  • /67

    $285,000 Sold Jun 25, 2025

    • 1,618 Sq Ft
    • $176/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    42 Golf Villa Dr, Port Orange, FL 32128

    Welcome to the stunning golf community of Cypress Head! Built in 2000, this spacious two-story villa offers a fantastic lifestyle with breathtaking views of the fifth hole fairway of the pristine golf course. Features include:- Three bedrooms and three bathrooms- Main level with an open floor plan, including a large kitchen with breakfast bar and a luxurious master suite featuring a

    Sean Hurley Oceans Luxury Realty Full Service LLC

    42 Golf Villa Dr, Port Orange, FL 32128
    • /14

      Est $436,428 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,097 Sq Ft

      6478 Roseberry Ct, Port Orange, FL 32128

      6478 Roseberry Ct, Port Orange, FL 32128
  • /53

    $389,900

    • 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
  • /43

    $700,000 Sold Jun 25, 2025

    • 2,537 Sq Ft
    • $276/SF
    • 272 Days On Market
    • 4 Beds
    • 3 Baths

    6457 Highfield Village Dr, Port Orange, FL 32128

    MOVE-IN READY! The Davenport Model by ICI Homes embodies contemporary elegance. This stunning new construction features 4 bedrooms, 3 bathrooms, and a 3-car front-load garage with a widened driveway, offering 2,537 square feet of thoughtfully designed living space. As you enter, you'll be captivated by the seamless blend of modern design and timeless charm. The open-concept layout flows

    Ali Kargar ICI Select Realty Inc

    6457 Highfield Village Dr, Port Orange, FL 32128
    • /12

      Est $432,840 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,562 Sq Ft

      6468 Roseberry Ct, Port Orange, FL 32128

      6468 Roseberry Ct, 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
  • /31

    $365,000 Sold May 29, 2025

    • 1,941 Sq Ft
    • $188/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    6274 Palm Vista St, Port Orange, FL 32128

    Welcome to this stunning home nestled within the prestigious Cypress Head golf course community in Port Orange, FL. This immaculate residence offers an unparalleled blend of luxurious living and natural beauty. As you step inside, you're greeted by soaring vaulted ceilings that create an expansive and inviting atmosphere throughout the open floor plan. The spacious living area seamlessly flows

    Brock Bolduc Sun Pro Realty and Management LLC

    6274 Palm Vista St, Port Orange, FL 32128
    • /17

      Est $456,621 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,097 Sq Ft

      6470 Roseberry Ct, Port Orange, FL 32128

      6470 Roseberry 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
  • /32

    $435,000 Sold May 19, 2025

    • 2,120 Sq Ft
    • $205/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    6250 Saint Thomas Ct, Port Orange, FL 32128

    This exceptional one-owner home showcases countless details that truly make a difference, from its curb appeal to the timeless architectural features inside. As you enter through the etched double doors, you are greeted by stunning views of the lake and golf course. The open floor plan is perfect for entertaining, offering multiple gathering areas. The bright and airy living room, enhanced by a

    Kelly Beechler Beechler Realty Group

    6250 Saint Thomas Ct, Port Orange, FL 32128
    • /66

      Est $1,340,107 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 5,254 Sq Ft

      1159 Key Largo Cir, Port Orange, FL 32128

      1159 Key Largo Cir, Port Orange, FL 32128
  • /43

    $579,900

    • 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
  • /32

    $430,000 Sold May 12, 2025

    • 1,856 Sq Ft
    • $232/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    1228 Siesta Key Cir, Port Orange, FL 32128

    This charming 3-bedroom, 2-bathroom home is located behind the gates of Cypress Head and offers picturesque views of a serene pond. The open floor plan provides multiple spaces for entertaining. The family room features lighted bookshelves and accent lighting and seamlessly connects to the screened lanai, which includes a heated pool. You can relax while enjoying private views of the pond and

    Kelly Beechler Beechler Realty Group

    1228 Siesta Key Cir, Port Orange, FL 32128
    • /44

      Est $445,246 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,150 Sq Ft

      1191 Siesta Key Cir, Port Orange, FL 32128

      1191 Siesta Key Cir, Port Orange, FL 32128
  • /38

    $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
  • /31

    $430,000 Sold May 09, 2025

    • 1,626 Sq Ft
    • $264/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    1077 Crystal Creek Dr, Port Orange, FL 32128

    **Your Dream Oasis Awaits - 2 Bedroom Home PLUS Office/Den - 2 Baths - FULLY FURNISHED, TURNKEY!** Welcome to your serene sanctuary nestled in the highly sought-after gated community of Cypress Head! This beautifully appointed home sits on one of the most pristine lots, enveloped by the tranquil embrace of nature. Perfect for those who cherish calm and relaxation, this property is a true gem.

    Kelly Beechler Beechler Realty Group

    1077 Crystal Creek Dr, Port Orange, FL 32128
    • /2

      Est $355,652 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,890 Sq Ft

      1161 Siesta Key Cir, Port Orange, FL 32128

      1161 Siesta Key Cir, Port Orange, FL 32128
  • /38

    $579,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    1156 Rivercrest Ct, Port Orange, FL 32128

    Nestled on the golf course and a quiet cul-de-sac, this stunning home is set on a desirable pie-shaped lot that offers exceptional privacy, surrounded by lush, manicured hedges. Step into your own backyard oasis, featuring a heated pool with captivating triple waterfalls, perfect for relaxation and entertaining. The outdoor space is truly expansive, with a charming paver patio complete with a

    Kelly Beechler Beechler Realty Group

    1156 Rivercrest Ct, Port Orange, FL 32128
  • /2

    $540,000 Sold Apr 11, 2025

    • 2,688 Sq Ft
    • $201/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    1142 Key Largo Cir, Port Orange, FL 32128

    Nestled in the sought-after Keys Section of the Cypress Head golf community, this stunning three-bedroom, three-bathroom home with an office offers luxurious living with picturesque views of the eighth hole. Designed with elegance and comfort in mind, this property features an inviting layout with volume ceilings and multiple living spaces, making it perfect for both entertaining and day-to-day

    Donald Bell RE/MAX Signature

    1142 Key Largo Cir, Port Orange, FL 32128
    • /21

      Est $442,724 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft

      1224 Siesta Key Cir, Port Orange, FL 32128

      1224 Siesta Key Cir, Port Orange, FL 32128
  • /13

    $774,900 Pending

    • 4 Beds
    • 3 Baths
    • 2,565 Sq Ft

    6459 Highfield Village Dr, Port Orange, FL 32128

    Don't miss your chance to own this stunning Costa Mesa custom home by ICI Homes, available for immediate move-in this January! This 4-bedroom, 3-bathroom home offers 2,665 sq. ft. of beautifully designed living space, featuring a versatile flex space perfect for your needs. Enjoy a picturesque private view, luxury 12x24 plank tile flooring, and a gourmet kitchen with quartz countertops, 42'' grey

    Ali Kargar ICI Select Realty Inc

    6459 Highfield Village Dr, Port Orange, FL 32128
  • /2

    $360,000 Sold Mar 31, 2025

    • 1,939 Sq Ft
    • $186/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    1207 Siesta Key Cir, Port Orange, FL 32128

    Welcome home to this beautiful 3-bedroom, 2-bathroom retreat in the highly sought-after Cypress Head golf course community! From the moment you step inside, you’ll feel the warmth and charm of this inviting home. A spacious formal dining room off the foyer sets the stage for memorable family gatherings and festive dinner parties. The chef’s kitchen is designed for both function and style,

    Marlene De Cespedes DOUGLAS ELLIMAN

    1207 Siesta Key Cir, Port Orange, FL 32128
    • /29

      Est $452,443 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft

      1232 Siesta Key Cir, Port Orange, FL 32128

      1232 Siesta Key Cir, Port Orange, FL 32128
  • /56

    $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
  • /56

    $310,000 Sold Mar 31, 2025

    • 1,795 Sq Ft
    • $173/SF
    • 140 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    59 Golf Villa Dr, Port Orange, FL 32128

    REDUCED OVER 20,000 TO GET HER SOLD! Welcome to your dream townhouse, perfectly positioned on the 6th tee of the golf course in the highly sought-after Golf Villas of Cypress Head! This beautifully maintained 3-bedroom, 2.5-bath home offers a bright, spacious layout with soaring ceilings in the dining & living areas, creating an open & inviting feel. At first look, you'll be charmed by the

    Lori Clark Heritage Realty Associates

    59 Golf Villa Dr, Port Orange, FL 32128
    • /49

      Est $386,919 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,785 Sq Ft

      1172 Sable Key Cir, Port Orange, FL 32128

      1172 Sable Key Cir, Port Orange, FL 32128
  • /64

    $374,900

    • 3 Beds
    • 2 Baths
    • 2,252 Sq Ft

    1176 Siesta Key Cir, Port Orange, FL 32128

    *Roof 2024 & A/C 2023* Here is your chance to own a spacious, waterfront home in the gated section of the coveted golf course community, Cypress Head! This custom-built block home features a beautiful elevation, with pavered landscaping, and a relaxing screened patio overlooking a tranquil pond. Inside you will find a generous floor plan, with plenty of space for growing families or entertaining.

    Kevin Kling 386RealEstate.com

    1176 Siesta Key Cir, Port Orange, FL 32128
  • /41

    $520,000 Sold Mar 18, 2025

    • 1,898 Sq Ft
    • $274/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    1133 Crystal Creek Dr, Port Orange, FL 32128

    Nestled within the prestigious Cypress Head golf community, this meticulously crafted 3-bedroom, 2.5-bath Paytas Home invites you to experience a lifestyle of unparalleled luxury and comfort. From the moment you approach the property, you'll notice the thoughtful design and exceptional quality that sets this home apart. An oversized 2-car garage with a dedicated golf cart space, paired with an

    Donald Bell RE/MAX Signature

    1133 Crystal Creek Dr, Port Orange, FL 32128
    • /27

      Est $407,640 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,925 Sq Ft

      1160 Sable Key Cir, Port Orange, FL 32128

      1160 Sable Key Cir, Port Orange, FL 32128
  • /45

    $390,000

    • 2 Beds
    • 2 Baths
    • 1,562 Sq Ft

    6456 Roseberry Ct, Port Orange, FL 32128

    Step into the elegance and comfort of the Arbor II by ICI Homes—an impeccably designed, move-in-ready single-story townhome. Offering 2 bedrooms, 2 full bathrooms, a spacious 2-car garage, and a covered screened lanai, this home blends functionality with style. Generous 10-foot ceilings and an abundance of windows create a light-filled, open-concept living space ideal for everyday living and

    Carl Vasile EXIT Real Estate Property Solutions

    6456 Roseberry Ct, Port Orange, FL 32128
  • /51

    $550,000 Sold Mar 03, 2025

    • 2,295 Sq Ft
    • $240/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1997

    6459 Renaissance Dr, Port Orange, FL 32128

    Lakefront home located on the most sought after street in Cypress Head Golf Course. (located in the Lakes in the gated section) The entire back of the home has lakefront views which provide separation and privacy from the fairway and golf cart path. The home features one of the most in demand floor plans in this quiet community. This residence has a spacious primary bedroom suite with a large

    Jeff Weinert Marlin Realty Group

    6459 Renaissance Dr, Port Orange, FL 32128
    • /30

      Est $417,145 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft

      1181 Sable Key Cir, Port Orange, FL 32128

      1181 Sable Key Cir, Port Orange, FL 32128
  • /3

    $902,980 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft

    6454 Highfield Village Dr, Port Orange, FL 32128

    2 Story home with 3 car garage and a water view. This home is equipped with advanced Smart Home and Energy Saving Features. Situated in a gated community with a pool, cabana, and tot lot. Zoned for the highly sought-after Spruce Creek schools, it's conveniently positioned near the Port Orange Pavilion, shopping, restaurants, and, of course, the beaches.

    Ali Kargar ICI Select Realty Inc

    6454 Highfield Village Dr, Port Orange, FL 32128
  • /62

    $775,000 Sold Feb 25, 2025

    • 2,664 Sq Ft
    • $291/SF
    • 59 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    6356 Fairway Cove Dr, Port Orange, FL 32128

    Rare offering in gated Cypress Head- 6 CAR GARAGE! All the car enthusiasts will LOVE this home!!! This gorgeous home overlooks the fairway of the 10th hole of Cypress Head golf course with amazing water views! As you enter the home, the first thing that will catch your eye is the large great room and walls of glass to highlight the pool and the gorgeous views. Beautiful upgrades include a gourmet

    Laura Powderly RE/MAX Signature

    6356 Fairway Cove Dr, Port Orange, FL 32128
    • /21

      Est $390,574 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft

      1183 Sable Key Cir, Port Orange, FL 32128

      1183 Sable Key Cir, Port Orange, FL 32128

Showing Results 1 - 40, Page 1 of 16

Home Trends in Cypress Head, FL

Housing Trends

Median Sale Price
$439,346
Median Single Family Sale Price
$496,371
Median Townhouse Sale Price
$419,367
Average Price Per Sq Ft
$245
Number of Homes for Sale
30
Last 12 months Home Sales
45
Months of Supply
8.00
Median List Price
$502,135
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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