Email: | Brokerage: HR Moon Homes
    1. Home
    2. Property Search
    3. Search results
    4. 7763 Winding Cypress Dr, NAPLES, FL 34114
    Contact HR Moon Homes
    Contacting HR Moon Homes
    • All fields are required.
    Schedule A Showing
    Schedule a Showing.
    • All fields are required.
    Check this box to Register with us:
    Submit an Offer Now!
    Submit an Offer Now!
    All fields are required.
    Print Flyer
    Active
    Property Photos
    7763 Winding Cypress Dr
    1. Image 0 For 7763 Winding Cypress Dr
    2. Image 0 For 7763 Winding Cypress Dr
    3. Image 0 For 7763 Winding Cypress Dr
    4. Image 0 For 7763 Winding Cypress Dr
    5. Image 0 For 7763 Winding Cypress Dr
    6. Image 0 For 7763 Winding Cypress Dr
    7. Image 0 For 7763 Winding Cypress Dr
    8. Image 0 For 7763 Winding Cypress Dr
    9. Image 0 For 7763 Winding Cypress Dr
    10. Image 0 For 7763 Winding Cypress Dr
    11. Image 0 For 7763 Winding Cypress Dr
    12. Image 0 For 7763 Winding Cypress Dr
    13. Image 0 For 7763 Winding Cypress Dr
    14. Image 0 For 7763 Winding Cypress Dr
    15. Image 0 For 7763 Winding Cypress Dr
    16. Image 0 For 7763 Winding Cypress Dr
    17. Image 0 For 7763 Winding Cypress Dr
    18. Image 0 For 7763 Winding Cypress Dr
    19. Image 0 For 7763 Winding Cypress Dr
    20. Image 0 For 7763 Winding Cypress Dr
    21. Image 0 For 7763 Winding Cypress Dr
    22. Image 0 For 7763 Winding Cypress Dr
    23. Image 0 For 7763 Winding Cypress Dr
    24. Image 0 For 7763 Winding Cypress Dr
    25. Image 0 For 7763 Winding Cypress Dr
    26. Image 0 For 7763 Winding Cypress Dr
    27. Image 0 For 7763 Winding Cypress Dr
    28. Image 0 For 7763 Winding Cypress Dr
    29. Image 0 For 7763 Winding Cypress Dr
    30. Image 0 For 7763 Winding Cypress Dr
    31. Image 0 For 7763 Winding Cypress Dr
    32. Image 0 For 7763 Winding Cypress Dr
    33. Image 0 For 7763 Winding Cypress Dr
    34. Image 0 For 7763 Winding Cypress Dr
    35. Image 0 For 7763 Winding Cypress Dr
    36. Image 0 For 7763 Winding Cypress Dr
    37. Image 0 For 7763 Winding Cypress Dr
    38. Image 0 For 7763 Winding Cypress Dr
    39. Image 0 For 7763 Winding Cypress Dr
    Image Gallery

    PRICED AT ONLY: $15,000

    Address: 7763 Winding Cypress Dr, NAPLES, FL 34114

    Description

    Seasonal Rental available for 2027. Turnkey Furnished, and ready for you to enjoy. This 2 story Summerwood model home with Breathtaking Pool and Spa offers a spectacular open floor plan. This home has a very large, beautiful Gourmet kitchen with Dining area, generous Great room with baby Grand Piano, 3 Bedrooms, 3 bathrooms on the main floor, 1 bedroom, 1 bathroom, plus a very large loft on the 2nd floor. The lanai is large and great for entertaining. The lanai screen is picture frame which allows for maximum viewing pleasure. The Gorgeous Custom Pool with Sundeck has lighted Waterfall bowls and color changing lights. In addition to all of this is a 2 car extended garage with epoxy floor. The entire home is beautifully furnished with all the comforts you would want in your home. This community has wonderful resort style amenities including walking and biking trails, fitness, restaurant, party room, catering kitchen, fire pit, play area, tennis, dog park and so much more

    Property Location and Similar Properties

    All
    Similar
    Payment Calculator
    •   Principal & Interest -
    •   Property Tax $
    •   Home Insurance $
    •   HOA Fees $
    •   Mortgage Insurance-
    •   Monthly -
    More Like This
    • MLS#: 226001830 ( Residential Lease )
    • Street Address: 7763 Winding Cypress Dr
    • Viewed: 16
    • Price: $15,000
    • Price sqft: $3
    • Waterfront: Yes
    • Wateraccess: Yes
    • Waterfront Type: Lake
    • Year Built: 2019
    • Bldg sqft: 4737
    • Bedrooms: 4
    • Total Baths: 3
    • Full Baths: 3
    Request More Information
    • All fields are required.
    Features
    Building and Construction
    • Exterior Features: Screened Lanai/Porch
    • Flooring: Carpet, Tile
    • Living Area: 3077
    • Other Structures: Tennis Court(s)
    Garage and Parking
    • Parking Features: Driveway Paved, Attached
    Eco-Communities
    • Pool Features: Community, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Gas Heat, Screen Enclosure
    Utilities
    • Cooling: Ceiling Fan(s), Central Electric, Exhaust Fan, Ridge Vent
    • Heating: Central Electric
    • Pets Allowed: Limits
    Amenities
    • Association Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
    Other Features
    • Appliances: Dishwasher, Disposal, Double Oven, Dryer, Microwave, Range, Refrigerator/Freezer
    • Furnished: Furnished, Turnkey
    • Interior Features: Built-In Cabinets, Foyer, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings
    • Area Major: WINDING CYPRESS
    • Style: Two Story, Single Family
    • View: Lake, Preserve
    • Views: 16
    Nearby Subdivisions
    Amador   Antilles   Aversana   Azure At Hacienda Lakes   Barrington I   Bellagio   Bimini Isle   Britannia Ii   Callista   Cardinal Cove   Cascada   Caymas   Cherry Oaks   Chiasso   Copper Cove Preserve   Coral Harbor   Cotton Green   Cranberry Crossing   Crane Point   Deer Crossing   Dorado At Fiddler's Creek   Egret Landing   Enbrook   Esplanade At Hacienda Lakes   Esplanade By The Islands   Eveningstar Cay   Fairways   Fairways I   Falling Waters Beach Resort   Forest Glen   Gulf Winds East   Hacienda Northph 1   Halfmoon Point   Hammock Bay Golf And Country C   Hawk's Nest   Henderson Creek Park   Laguna   Mainsail   Mallard Point   Mallards Landing   Manatee Cove   Marengo   Marsh Cove   Menaggio   Millbrook   Mussorie Village   Not Applicable   Oyster Harbor   Parrot Cay   Pepper Tree   Port Of The Islands   Reflection Lakes   Reflection Lakes Of Naples   Rialto   Riverwood   Royal Palm Golf Estates   Runaway Bay   Savannah Lakes   Serano   Serena   Seven Shores   Sonoma   South Bay Plantation   Sparrow Cay   Sunrise Cay   Sutton Cay   Tamarindo   Tropic Schooner Apts   Varenna   Verona Walk   West Wind Estates   Whisper Trace   Winding Cypress  
    Similar Properties

    Active
    Details for 3878 Cotton Green Path Dr, NAPLES, FL 34114
    $15,000.00 ($6.51 / sqft )

    3878 Cotton Green Path Dr More Like This

    Welcome to your exquisite retreat in Fiddlers Creek. Nestled within this lush, gated, resort style community just minutes from Naples and Marco Island, this beautifully decorated 3 bedroom home offers

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 2
    3. Approx. 2305 sqft
    1. MLSID: 225066014
    2. Provided by Naples Vacation Properties
    3. Contact Jake Ponsler
    4. 239-206-3375
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    32 Pictures and Information
    Active
    Details for 3273 Runaway Ln, NAPLES, FL 34114
    $18,000.00 ($3.75 / sqft )

    3273 Runaway Ln More Like This

    100% bundled golf. If you want to golf 24/7, then this is one of the only bundled golf rentals in the entire SWFL market. Golf the Rookery course in the morning and the Hammock Bay golf in the after

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 4
    3. Approx. 4800 sqft
    1. MLSID: 225066085
    2. Provided by Naples Homes and Rentals Inc
    3. Contact Michelle Craft
    4. 239-784-7528
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    45 Pictures and Information
    Active
    Details for 14226 Charthouse Cir, NAPLES, FL 34114
    $14,000.00 ($2.90 / sqft )

    14226 Charthouse Cir More Like This

    Turnkey furnished and beautifully upgraded, this Stock built home is located in one of the most prestigious neighborhoods within Naples Reserve. Every detail has been thoughtfully curated with high en

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 4
    3. Approx. 4833 sqft
    1. MLSID: 225066101
    2. Provided by Exp Realty LLC
    3. Contact Robert Schuchman, PA
    4. 239-734-3155
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    47 Pictures and Information
    Active
    Details for 15274 Arpino Ct, NAPLES, FL 34114
    $15,000.00 ($3.96 / sqft )

    15274 Arpino Ct More Like This

    Exquisite fully furnished 3 bedroom + den model residence located in the prestigious Esplanade by the Islands in Naples, offering an unparalleled blend of sophistication, comfort, and resort style liv

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 3789 sqft
    1. MLSID: 226006495
    2. Provided by Realty Hub
    3. Contact Dana Mosholder
    4. 407-900-1001
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    44 Pictures and Information
    Active
    Details for 3123 Heather Glen Ct, NAPLES, FL 34114
    $17,500.00 ($5.87 / sqft )

    3123 Heather Glen Ct Virtual Tour More Like This

    Step into luxury with this stunning 4 bedroom, 3 bathroom Iris model located in the exclusive Marsh Cove community within Fiddlers Creek. Perfectly situated on a quiet cul de sac with expansive waterf

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 3
    3. Approx. 2983 sqft
    1. MLSID: 225077796
    2. Provided by Premier Property Management
    3. Contact Andrea Clark
    4. 239-321-6650
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    50 Pictures and Information
    Active
    Details for 9630 Campanile Cir, NAPLES, FL 34114
    $15,000.00 ($5.36 / sqft )

    9630 Campanile Cir More Like This

    Immerse yourself in coastal luxury at Fiddler's Retreat II, a single family home offering space and privacy amidst the world class amenities of the Fiddler's Creek resort community. Located in the Ama

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 2798 sqft
    1. MLSID: 225055396
    2. Provided by John R Wood Properties
    3. Contact Stacey Cotter
    4. 239-261-6622
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    31 Pictures and Information
    Active
    Details for 15345 Aprile St, NAPLES, FL 34114
    $18,000.00 ($6.15 / sqft )

    15345 Aprile St More Like This

    Elegant & Spacious 3 Bedroom Home in Esplanade by the Islands. Welcome to this beautifully maintained and tastefully decorated 3 bedroom home in the desirable Esplanade by the Islands community. Off

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 2929 sqft
    1. MLSID: 225058088
    2. Provided by Premier Sotheby's Int'l Realty
    3. Contact Mary Babroff
    4. 239-262-4242
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    29 Pictures and Information
    Active
    Details for 9124 Raintree St, NAPLES, FL 34114
    $15,000.00 ($6.34 / sqft )

    9124 Raintree St Virtual Tour More Like This

    Welcome to your perfect seasonal escape in the brand new community of Caymas, where luxury, comfort, and Florida living come together. This stunning Brixton model offers 3 bedrooms plus a den and 3 ba

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 2366 sqft
    1. MLSID: 226001363
    2. Provided by Berkshire Hathaway FL Realty
    3. Contact Jana DeNault, PA
    4. 239-659-4200
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    44 Pictures and Information
    Active
    Details for 14265 Laguna Springs Ln, NAPLES, FL 34114
    $15,000.00 ($4.71 / sqft )

    14265 Laguna Springs Ln More Like This

    DEC 2026 AVAILABILITY (May through November 8,800/month) This stunning Wisteria Model by STOCK Custom Homes, comes "Turnkey" with everything you'll need to enjoy a hassle free stay. Featuring over 2

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 3
    3. Approx. 3184 sqft
    1. MLSID: 226010946
    2. Provided by Coldwell Banker Realty
    3. Contact Jason Farquhar
    4. 239-262-7131
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    41 Pictures and Information
    Active
    Details for 9445 Caymas Ter, NAPLES, FL 34114
    $16,000.00 ($4.76 / sqft )

    9445 Caymas Ter More Like This

    "Live Life Beautifully in Southwest Florida" and welcome to your dream retreat in the brand new community of Caymaswhere luxury living, open concept design, and an unbeatable location converge. This b

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 3363 sqft
    1. MLSID: 225065446
    2. Provided by John R Wood Properties
    3. Contact Keri Huber
    4. 239-261-6622
    5. Naples Area Board of REALTORS®
    6. DMCA Notice
    26 Pictures and Information

    Contact Info

    Skip to Main Content
    1. We are the World
    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
    Datafeed Last updated on May 10, 2026 @ 12:00 am
    ©2006-2026 brokerIDXsites.com - https://brokerIDXsites.com
    We believe in accessibility for all
    Your Privacy Is Important
    XML Sitemap
    Manage Your Account