Email: | Brokerage: HR Moon Homes
    1. Home
    2. Property Search
    3. Search results
    4. 4400 Gulf Pines Dr, SANIBEL, FL 33957
    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
    4400 Gulf Pines Dr
    1. Image 0 For 4400 Gulf Pines Dr
    2. Image 0 For 4400 Gulf Pines Dr
    3. Image 0 For 4400 Gulf Pines Dr
    4. Image 0 For 4400 Gulf Pines Dr
    5. Image 0 For 4400 Gulf Pines Dr
    6. Image 0 For 4400 Gulf Pines Dr
    7. Image 0 For 4400 Gulf Pines Dr
    8. Image 0 For 4400 Gulf Pines Dr
    9. Image 0 For 4400 Gulf Pines Dr
    10. Image 0 For 4400 Gulf Pines Dr
    11. Image 0 For 4400 Gulf Pines Dr
    12. Image 0 For 4400 Gulf Pines Dr
    13. Image 0 For 4400 Gulf Pines Dr
    14. Image 0 For 4400 Gulf Pines Dr
    15. Image 0 For 4400 Gulf Pines Dr
    16. Image 0 For 4400 Gulf Pines Dr
    17. Image 0 For 4400 Gulf Pines Dr
    18. Image 0 For 4400 Gulf Pines Dr
    19. Image 0 For 4400 Gulf Pines Dr
    20. Image 0 For 4400 Gulf Pines Dr
    21. Image 0 For 4400 Gulf Pines Dr
    22. Image 0 For 4400 Gulf Pines Dr
    23. Image 0 For 4400 Gulf Pines Dr
    24. Image 0 For 4400 Gulf Pines Dr
    25. Image 0 For 4400 Gulf Pines Dr
    26. Image 0 For 4400 Gulf Pines Dr
    27. Image 0 For 4400 Gulf Pines Dr
    28. Image 0 For 4400 Gulf Pines Dr
    29. Image 0 For 4400 Gulf Pines Dr
    30. Image 0 For 4400 Gulf Pines Dr
    31. Image 0 For 4400 Gulf Pines Dr
    32. Image 0 For 4400 Gulf Pines Dr
    33. Image 0 For 4400 Gulf Pines Dr
    34. Image 0 For 4400 Gulf Pines Dr
    35. Image 0 For 4400 Gulf Pines Dr
    36. Image 0 For 4400 Gulf Pines Dr
    37. Image 0 For 4400 Gulf Pines Dr
    38. Image 0 For 4400 Gulf Pines Dr
    39. Image 0 For 4400 Gulf Pines Dr
    40. Image 0 For 4400 Gulf Pines Dr
    41. Image 0 For 4400 Gulf Pines Dr
    42. Image 0 For 4400 Gulf Pines Dr
    43. Image 0 For 4400 Gulf Pines Dr
    44. Image 0 For 4400 Gulf Pines Dr
    45. Image 0 For 4400 Gulf Pines Dr
    46. Image 0 For 4400 Gulf Pines Dr
    47. Image 0 For 4400 Gulf Pines Dr
    48. Image 0 For 4400 Gulf Pines Dr
    49. Image 0 For 4400 Gulf Pines Dr
    Image Gallery

    PRICED AT ONLY: $1,150,000

    Address: 4400 Gulf Pines Dr, SANIBEL, FL 33957

    Description

    Welcome to 4400 Gulf Pines Drive, an elevated coastal home set on one of the largest double lots in the Gulf Pines community. The property offers peaceful lake views with regular wildlife activity including native birds and otters. The exterior has been comprehensively updated. Improvements include a new roof, new gutters, new siding with upgraded insulation, new exterior deck, and new exterior stairs. The interior siding of the garage has been finished with Hardie Board along the lower portion for added durability. All thirty six windows throughout the home are high impact hurricane rated. Inside, the home features an updated kitchen, a large bonus addition that functions well as an office or flex space, and a built in elevator for added convenience. The living room includes a sunken fireplace and conversation area, a design element consistent with late twentieth century architectural modernism that creates a distinct focal point within the home. The property also includes a BOSE sound system that serves the living room, the primary bedroom, and the lanai through an exterior speaker, providing integrated audio throughout key living spaces. Additional features include durable Hardy Board siding, seamless gutters, and a two zone air conditioning system for year round comfort. The elevated porch offers a comfortable outdoor living area overlooking the lake and surrounding wildlife. With its significant exterior upgrades, impact rated windows, integrated sound system, and rare double lot, this home offers a well maintained and distinctive setting within one of Sanibels most desirable neighborhoods.

    Property Location and Similar Properties

    All
    Similar
    Payment Calculator
    •   Principal & Interest -
    •   Property Tax $
    •   Home Insurance $
    •   HOA Fees $
    •   Mortgage Insurance-
    •   Monthly -
    Virtual Tour
    More Like This
    • MLS#: 2025019882 ( Residential )
    • Street Address: 4400 Gulf Pines Dr
    • Viewed: 22
    • Price: $1,150,000
    • Price sqft: $206
    • Waterfront: Yes
    • Wateraccess: Yes
    • Waterfront Type: Lake
    • Year Built: 1987
    • Bldg sqft: 5589
    • Bedrooms: 3
    • Total Baths: 3
    • Full Baths: 3
    Request More Information
    • All fields are required.
    Features
    Building and Construction
    • Exterior Features: Open Porch/Lanai, Screened Lanai/Porch
    • Flooring: Tile, Wood
    • Living Area: 2293
    • Roof: Metal
    Land Information
    • Lot Features: Irregular Lot
    Garage and Parking
    • Parking Features: Attached
    Eco-Communities
    • Water Source: Central
    Utilities
    • Cooling: Ceiling Fan(s), Central Electric, Zoned
    • Heating: Central Electric, Zoned
    • Pets Allowed: Yes
    Amenities
    • Association Amenities: Beach Access
    Finance and Tax Information
    • Home Owners Association Fee: 1780
    • Tax Year: 2024
    Other Features
    • Appliances: Dishwasher, Disposal, Microwave, Range, Electric Cooktop
    • Furnished: Unfurnished
    • Interior Features: Wired for Sound, Walk-In Closet(s), Window Coverings, Cathedral Ceiling(s), Fireplace, Foyer, Smoke Detectors
    • Area Major: GULF PINES
    • Parcel Number: 20-46-22-T4-00100.0480
    • Style: Ranch, Split Level, Single Family
    • View: Lake
    • Views: 22
    Nearby Subdivisions
    Atrium Condo   Bayshore Village   Beach Road Villas Condo   Beachcomber Condo   Beachview Country Club Estates   Belle Meade   Blind Pass Condo   Brightwater   Butterknife   Caloosa Shores   Captains Walk   Castaway Estates   Chateaux Sur Mer Unrec   Colony Beach Estates   Compass Point Condo   Coquina Beach Condo   Cottage Colony West Condo   Del Sega   Dinkins Bayou   Donax Village Condo   Dunes At Sanibel Island   East Rocks   Eastwood Landings Amended   Gulf Beach Condo   Gulf Pines   Gulf Ridge East Subdivision   Gulf Ridge Sub   Gulf Shores   Gumbo Limbo   Heron   Heron At The Sanctuary Ii   Heron At The Sanctuary Iii   Herons Landings I   Herons Landings Ii   Ibis   Island Beach Club Condo   Island Woods   Kings Crown   Kinzie Island   Lake Murex   Las Conchas Del Mar   Las Tiendas Replat   Lighthouse Point Condo   Little Lake Murex   Loggerhead Cay Condo   Long Acre Lake   Los Colony   Mariner Pointe Condo   Metes And Bounds   Nutmeg Village   Oceans Reach Condo   Palm Ridge   Periwinkle Prop Subd Unrec   Periwinkle Trailer Park   Poinciana Circle Unrec   Pointe Santo De Sanibel Condo   Richardsons O L Subd   Royale Tern Condo   Sabal Sands   Sanctuary At Wulfert   Sanctuary Golf Villages Condo   Sand Pebble Condo   Sand Pointe   Sandalfoot Condominium   Sanddollar Condo   Sandpiper Beach Condo   Sanibel Arms   Sanibel Arms West Condo   Sanibel Bayous   Sanibel Center   Sanibel Estates   Sanibel Hamlet   Sanibel Harbours   Sanibel Highlands   Sanibel Isles   Sanibel Lake Estates   Sanibel Moorings Condo   Sanibel Pines Unrec   Sanibel River   Sanibel Shores   Sanibel Siesta Condo   Sanibel Surfside Condo   Sayana Of Sanibel Condo   Sea Gate   Sea Oats   Seagate   Seagull Estates   Seascape Of Sanibel   Seashells Of Sanibel Condo   Sedgemoor Condo   Shell Harbor   Shell Island Beach Club Condo   Shorewood Of Sanibel Condo   Signal Inn Condo   Southwinds Estates   Spanish Cay Condo   St Croix Condominium   Sundial Of Sanibel   Sunset South Condo   Sunward Of Sanibel   Surfside 12 Condo   Tantara Condo   Tennisplace   The Dunes Sanibel Island   The Rocks   Tradewinds   Victoria Cove Of Sanibel   Villa Sanibel Condo   Villas Of Sanibel   Water Shadows Unrecorded Subdi   Wedgewood Of Sanibel Condo   West Rocks   White Sands Condo  
    Similar Properties

    Active
    Details for 4150 Dingman Drive, SANIBEL, FL 33957
    $1,149,000.00 ($117.45 / sqft )

    4150 Dingman Drive Virtual Tour More Like This

    ***multi generational opportunity. A 1. 8 acre coastal compound with beach access and endless potential*** tucked away along the quiet stretch of west gulf drive, this 1. 8 acre property presents a ra

    1. Request Information
    1. Bedrooms: 5
    2. Baths: 5
    3. Approx. 9783 sqft
    4. Approx. 1.83 acres
    1. MLSID: A4681299
    2. Provided by COLDWELL BANKER REALTY
    3. Contact Janette Schafer
    4. mfrmls
    5. DMCA Notice
    54 Pictures and Information
    Active
    Details for 2999 Twin Ponds Dr, SANIBEL, FL 33957
    $1,100,000.00 ($140.81 / sqft )

    2999 Twin Ponds Dr Virtual Tour More Like This

    Rare Sanibel retreat: private family compound with guest house. Discover a one of a kind property nestled between twin ponds and bordered on two sides by pristine conservation land in Sanibels desired

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 4
    3. Approx. 7812 sqft
    1. MLSID: 2025016110
    2. Provided by Premier Sotheby's Int'l Realty
    3. Contact Wendy Humphrey
    4. (239) 472-2735
    5. Provided through
    6. DMCA Notice
    49 Pictures and Information
    Active
    Details for 4150 Dingman Dr, SANIBEL, FL 33957
    $1,149,000.00 ($183.66 / sqft )

    4150 Dingman Dr Virtual Tour More Like This

    ***multi generational opportunity. A 1. 8 acre coastal compound with beach access and endless potential*** tucked away along the quiet stretch of west gulf drive, this 1. 8 acre property presents a ra

    1. Request Information
    1. Bedrooms: 5
    2. Baths: 5
    3. Approx. 6256 sqft
    4. Approx. 1.83 acres
    1. MLSID: 2026004946
    2. Provided by Coldwell Banker Realty
    3. Contact Damon Vetere
    4. (239) 275-5500
    5. Provided through
    6. DMCA Notice
    50 Pictures and Information
    Active
    Details for 716 Rabbit Rd, SANIBEL, FL 33957
    $1,099,000.00 ($157.77 / sqft )

    716 Rabbit Rd Virtual Tour More Like This

    Peaceful, private, serene views of the Sanibel river and conservation land from almost every room. This originally built "1957" 3 bedroom, 2.5 bath, near beach home was completely renovated in 2003

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 6966 sqft
    1. MLSID: 2025018371
    2. Provided by Michael Saunders & Company
    3. Contact Karen Bell
    4. (239) 472-5187
    5. Provided through
    6. DMCA Notice
    35 Pictures and Information
    Active
    Details for 1401 Sand Castle Rd, SANIBEL, FL 33957
    $1,299,000.00 ($200.19 / sqft )

    1401 Sand Castle Rd Virtual Tour More Like This

    Stunning Lakefront Home Perfect for Nature Lovers Welcome to your near beach dream home in the Dune's Golf Club community, wherestunning lakefront views and abundant wildlife await right outside your

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 5
    3. Approx. 6489 sqft
    1. MLSID: 2026001959
    2. Provided by McCallion and McCallion
    3. Contact Susan McCallion
    4. (239) 472-1950
    5. Provided through
    6. DMCA Notice
    50 Pictures and Information
    Active
    Details for 1379 Albatross Rd, SANIBEL, FL 33957
    $1,149,000.00 ($166.91 / sqft )

    1379 Albatross Rd Virtual Tour More Like This

    Welcome to 1379 Albatross Road, a private tropical retreat located within the sought after Dunes Golf & Tennis Community on Sanibel Island. Backing up to pristine sanctuary land, this elevated coastal

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 6884 sqft
    1. MLSID: 2026002013
    2. Provided by Pfeifer Realty Group LLC
    3. Contact Bill LeJeune
    4. (239) 472-0004
    5. Provided through
    6. DMCA Notice
    50 Pictures and Information
    Active
    Details for 824 Birdie View Pt, SANIBEL, FL 33957
    $1,299,000.00 ($165.33 / sqft )

    824 Birdie View Pt Virtual Tour More Like This

    Welcome to a slice of island elegance at 824 Birdie View Point, Sanibel. This captivating elegant home, built in 2002, offers 2,363 sq ft of air conditioned comfort and a total of 7,857 sq ft includin

    1. Request Information
    1. Bedrooms: 3
    2. Baths: 3
    3. Approx. 7857 sqft
    1. MLSID: 2025016358
    2. Provided by McCallion and McCallion
    3. Contact Susan McCallion
    4. (239) 472-1950
    5. Provided through
    6. DMCA Notice
    49 Pictures and Information
    Active
    Details for 1422 Sanderling Cir, SANIBEL, FL 33957
    $1,250,000.00 ($175.41 / sqft )

    1422 Sanderling Cir Virtual Tour More Like This

    Tucked away on a quiet cul de sac in the sought after Dunes community on Sanibel Island, this elevated four bedroom, three bath home offers privacy, space, and classic island charm. Surrounded by lush

    1. Request Information
    1. Bedrooms: 4
    2. Baths: 3
    3. Approx. 7126 sqft
    1. MLSID: 2025023496
    2. Provided by Pfeifer Realty Group LLC
    3. Contact Eric Pfeifer
    4. (239) 472-0004
    5. Provided through
    6. DMCA Notice
    47 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