$1,500,000
SOLD JUN 27, 2025

4166 Dingman Dr Sanibel, FL 33957

4 Beds
4 Baths
3,129 Sq Ft
0.68 Acres

Recently Sold

$479 Per Sq Ft

30% Below List Price

144 Days on Market

Highlights

  • Guest House
  • Screened Pool
  • Vaulted Ceiling
  • Sanibel Elementary School Rated A-
  • 2 Car Garage
  • Traditional Architecture

About This Home

As of June 2025

Priced to SELL!! Don’t Miss this Extraordinary Opportunity on Sanibel’s Coveted West Gulf Drive. Some homes offer luxury. Others offer exclusivity. This one delivers both—at an incredible value. Priced $300,000 below its 2021 purchase price and nearly $500,000 below the owner’s total investment, this is an opportunity that simply doesn’t come around often. With an extensive list of enhancements—including a brand-new, $100,000+ metal tile roof with new gutters and a newly installed air conditioning system in the private casita/office—this residence is primed for its next discerning owner. To replicate this home’s caliber today, from lot acquisition to construction, would exceed $3 million—an investment well above its current market offering. Set along the tranquil, far west end of West Gulf Drive, this Caribbean Colonial masterpiece offers a level of craftsmanship and architectural refinement rarely seen on Sanibel. The home’s design speaks of island sophistication, featuring intricate carved wood doors, custom millwork, and a striking hand-carved Italian marble fireplace—all hallmarks of bespoke craftsmanship. Durability meets design with a newly installed metal tile roof, Hardie-shaker siding, and Brazilian Ipe decks, ensuring longevity without compromising on aesthetic appeal. The outdoor living spaces are equally impressive. The 2,000-square-foot pool deck provides a private oasis, complete with a lap lane for the fitness-minded and a spa or sun ledge for ultimate relaxation. A thoughtfully designed casita-style guest house and full office, seamlessly connected by a covered breezeway, offer privacy while maintaining an effortless indoor-outdoor flow. For those seeking a post-hurricane acquisition in an ultra-desirable locale, this offering is unparalleled. With its exquisite finishes, prime location, and meticulously curated design, this Sanibel retreat is more than a home—it’s a lifestyle. Seize this rare opportunity to experience island living at its finest, where every sunset is a masterpiece and every moment is one of serenity.

Last Agent to Sell the Property

Jeff Burns

Premier Sotheby's Int'l Realty License #3058718 Listed on: 01/23/2025

Premier Sotheby's Int'l Realty

Co-Listed By

Tiffany Burns

Premier Sotheby's Int'l Realty License #3058879

Last Buyer's Agent

Kara Cuscaden

Pfeifer Realty Group LLC License #3028165

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $25,116

Year Built

  • Built in 2005

Lot Details

  • 0.68 Acre Lot
  • Northwest Facing Home
  • Irregular Lot

HOA Fees

  • $63 Monthly HOA Fees

Home Design

  • Traditional Architecture
  • Elevated Home
  • Frame Construction
  • Metal Roof
  • Block Exterior
  • Wood Trim
  • Piling Construction
  • Stucco

Interior Spaces

  • 3,129 Sq Ft Home
  • Elevator
  • Vaulted Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Electric Shutters
  • Combination Dining and Living Room
  • Home Office
  • Screened Porch
  • Storage Room
  • Garden Views

Kitchen

  • Breakfast Bar
  • Gas Range
  • Microwave
  • Dishwasher
  • Wine Cooler
  • Trash Compactor

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet
  • 4 Full Bathrooms
  • Dual Vanity Sinks in Primary Bathroom
  • Separate Shower in Primary Bathroom

Laundry

  • Dryer
  • Washer

Home Security

  • Home Security System
  • High Impact Windows

Parking

  • 2 Car Garage
  • Tuck Under Parking
  • Automatic Garage Door Opener

Pool

  • Screened Pool
  • In Ground Pool
  • Spa

Additional Features

  • Patio
  • Guest House
  • Central Heating and Cooling System

Community Details

  • Seagate Owners Association
  • Sea Gate Subdivision

Listing and Financial Details

  • Tax Lot 14
  • Assessor Parcel Number 29-46-22-T2-00400.0140

Home Details

Home Type

Single Family

Est. Annual Taxes

$25,116

Year Built

Built in 2005

Lot Details

0

HOA Fees

$63 per month

Listing Details

  • Subdivision Name: Sea Gate
  • Class: Residential
  • Property Type: Single Family
  • Design: Great Room, Old Florida, Split Bedrooms, Traditional, See Remarks
  • Legal Description: SEA GATE PB 0030 PG 0138 LOT 14
  • Strap Number: 29-46-22-T2-00400.0140
  • Subject To F I R P T A: No
  • Year Built: 2005
  • Miscellaneous: Fireplace Gas
  • Folio Id: 10023711
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Elevator: Yes
  • Price Per S Q F T: 479.39
  • Appliances: Dishwasher, Dryer, Microwave, Range/Dbl Oven Gas, Refrigerator, Security System, Trash Compactor, Washer, Wine Cooler, Home Automation
  • Estimated Living Sq Ft: 3129
  • Bathrooms: 4
  • Bathrooms Display: 4/0
  • Bedrooms: 4
  • Ceiling: See Remarks, Vaulted Ceiling
  • Den: Yes
  • Fireplace: Yes
  • Flooring: Tile Floor, Wood Floor
  • Furnished: No
  • Furnishing: Unfurnished
  • Primary Bathroom: Dbl Sinks, Sep. Shower, Sep. Tub
  • Master Bedroom: Balcony, First Floor, Walk-In Closet
  • Windows: Impact Resistant Windows, Shutters Electric, Shutters Manual

Exterior Features

  • Waterfront: None/Not Applicable
  • Waterfront: No
  • Coastal Construction: Not Applicable
  • Ext Fin Trim: Hard-l-Board, Stucco, Trim Hard-l-Board, Trim Wood
  • Pool: Yes
  • View: Lawn/Garden, Sanctuary
  • Roads: Private Maintained
  • Construction Stat: Concrete Block, Elevated, Frame, Piling Concrete, Piling Wood
  • Pool Description: Below Ground, Caged, Hot Tub, Spa, See Remarks
  • Rear Exposure: Northwest
  • Roof: Metal, See Remarks

Garage/Parking

  • Parking: Auto Garage Opener(s), Double Garage, Single Garage, Under Bldg

Utilities

  • Sewer: City
  • Water: City
  • Air Conditioner: Yes
  • Cooling: Ceiling Fan(s), Central Air/Cooling
  • Heating: Central Heat

Condo/Co-op/Association

  • Association Fee: 750
  • Association Fee Period: Annually
  • Association Management: Seagate Owners
  • Management Company Phone: 000-0000
  • HOA: Yes

Lot Info

  • Acres: 0.683
  • Geo Update Timestamp: 2025-01-23
  • Geo Address Line: 4166 Dingman Dr
  • Geo Primary City: Sanibel
  • Geo Quality: 0.95
  • Geo Subdivision: FL
  • Geo Zoom Level: 16
  • Lot Number: 14
  • Lot Size Irregular: Yes
  • Lot Sq Ft: 29751
  • Lot Sq Ft Source: Realist Tax
  • Lot Features: Survey Avail
  • Survey Year: 2003
  • Survey: Yes

Rental Info

  • Rental: No

Tax Info

  • Tax Amount: 25116
  • Tax Year: 2022

Matterport 3D Tour

Floorplans

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 23, 2025
Closed on
Jun 27, 2025
Sold by
Sylvia Trish and Trish Sylvia Declaration Of Trust
Bought by
Jackson Jeffrey and Jones Elizabeth
Seller's Agent
Jeff Burns
Premier Sotheby's Int'l Realty
Buyer's Agent
Kara Cuscaden
Pfeifer Realty Group LLC
List Price
$2,149,000
Sold Price
$1,500,000
Premium/Discount to List
-$649,000
-30.2%
Views
288
Current Estimated Value
$1,595,510

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$95,510
Avg. Annual Appreciation
14.70%

Purchase Details

Listed on
Nov 27, 2020
Closed on
Feb 22, 2021
Sold by
Hook Judith D and Revocable Trust Created By Jud
Bought by
Sylvia Trish and Trish Sylvia Declaration Of Tr
Seller's Agent
Phaidra McDermott
Kingfisher Real Estate, Inc.
Buyer's Agent
Phaidra McDermott
List Price
$2,200,000
Sold Price
$2,100,000
Premium/Discount to List
-$100,000
-4.55%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-7.48%

Purchase Details

Closed on
May 30, 2003
Sold by
Holaday Anita C
Bought by
Hook Judith D

Purchase Details

Closed on
Apr 23, 1998
Sold by
Holaday Duncan A and Holaday Anita C
Bought by
Holaday Anita C

Purchase Details

Closed on
Nov 13, 1995
Sold by
Holaday Duncan A and Holaday Anita C
Bought by
Holaday Duncan A and Holaday Anita C
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $1,500,000 Superior Title Services
Warranty Deed $2,000,000 Accommodation
Warranty Deed $620,000 --
Warranty Deed -- --
Warranty Deed -- --
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/27/2025 06/27/25 Sold $1,500,000 -16.5% $479 / Sq Ft
06/16/2025 06/16/25 Pending -- -- --
03/28/2025 03/28/25 Price Changed $1,797,000 -9.2% $574 / Sq Ft
02/28/2025 02/28/25 Price Changed $1,980,000 -7.9% $633 / Sq Ft
01/23/2025 01/23/25 For Sale $2,149,000 +2.3% $687 / Sq Ft
03/01/2021 03/01/21 Sold $2,100,000 -4.5% $661 / Sq Ft View Prior Sale
01/30/2021 01/30/21 Pending -- -- --
11/27/2020 11/27/20 For Sale $2,200,000 -- $692 / Sq Ft
Source: Sanibel & Captiva Islands Association of REALTORS®

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $27,351 $2,083,407 $651,015 $1,288,449
2024 $27,351 $1,895,537 $1,162,923 $663,066
2023 $31,024 $1,993,475 $0 $0
2022 $25,116 $1,812,250 $467,401 $1,344,849
2021 $17,468 $1,203,083 $381,500 $821,583
2020 $16,875 $1,147,437 $381,500 $765,937
2019 $17,375 $1,174,126 $381,500 $792,626
2018 $17,901 $1,185,419 $381,500 $803,919
2017 $14,333 $958,255 $0 $0
2016 $14,278 $1,083,800 $317,900 $765,900
2015 $14,554 $1,249,893 $317,900 $931,993
2014 $14,585 $1,251,506 $299,880 $951,626
2013 -- $1,067,728 $406,200 $661,528
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Sanibel & Captiva Islands Association of REALTORS®

MLS Number: 2250141

Sanibel & Captiva Islands Association of REALTORS®

APN: 29-46-22-T2-00400.0140