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$1,295,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,849 Sq. Ft.
  • Updated 10 days ago
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An incredible opportunity! Offering an exceptional amount of home and lifestyle, a find unlikely to be seen again. On Sanibel's desired East End, this home on an elevated lot, offers one of the island's convenient and desirable locations. A deeded beach path leads directly to a pristine Gulf shoreline, known for its endless shells and soft white sand. Everything that makes Sanibel special, the beaches, the bike paths, the island's vibrant yet peaceful atmosphere, is right at your doorstep. From this home, you're just moments from charming cafés, restaurants, and shops, with easy on and off island access. The wide canal-front retreat embodies the essence of Sanibel living, where tranquility meets adventure. From your own private oversized dock with a 10,000-pound boat lift, you can cast a line, paddleboard through winding mangrove-lined canals, or launch your boat for easy direct access to the Gulf. Dolphins are frequently spotted right off your dock, adding a touch of everyday magic. The home itself is generously scaled and thoughtfully designed for gathering and quiet retreat. Recently updated, it features a new kitchen with all new appliances, updated baths, a new roof and numerous additional upgrades throughout. The pool area is ideal for relaxed afternoons or a refreshing dip after a day at the beach. Two inviting balconies capture gentle Gulf breezes and offer vantage points to enjoy the island's best times of day, from soft morning light to glowing sunset skies. This is your time to stop dreaming and start living the Sanibel life.

Full Property Details for 748 Windlass Way

General

  • Price: $1,295,000
  • HOA FEE: $4/month
  • HOA FEE FREQ.: Annually
  • Taxes: (2024)
  • Status: Pending
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025017138
  • Updated: 1/8/2026
  • Added to Site: 81 day(s) ago

Rental Information

  • Lease/Rent Term: 28
  • Min. Lease (Days): 28

Interior

  • Interior Features: Family Room, Cathedral Ceiling(s)
  • Appliances: Microwave, Refrigerator with Icemaker, Wall Oven, Washer, Electric Cooktop, Dishwasher, Disposal, Dryer, Freezer
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Separate Tub And Shower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Master BR Upstairs

Other Rooms

  • Kitchen: Kitchen Island
  • Dining Room: Eat-in Kitchen
  • Laundry: Inside

Additional Information

  • Shared Amenities: None, No Subdivision
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Boat Lift, Dock Included, Automatic Sprinkler
  • Porch/Patio/Deck: Screened Lanai/Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway Paved, Attached

Location

  • Area: SI01 - Sanibel Island
  • County: Lee
  • Subdivision: ANCHORS AWEIGH
  • Building Name: ANCHORS AWEIGH
  • Direction Faces: East

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Insurance, Internet, Maintenance Grounds
  • Pets Allowed: Yes
  • Management Type: None

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Metal
  • Windows: Bay Window(s), Shutters
  • Stories/Levels: 1
  • Stories in Building: 2
  • Square Feet: 2,849
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 2,849 Sq. Ft.
  • Year Built: 1971

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.313
  • Lot Size (Sq. Ft.): 13,634
  • Lot Size Source: Property Appraiser Office
  • Frontage: Private Road
  • Irrigation System: Other
  • Lot Features: Regular
  • Lot Description: Regular

Water Features

  • Water Front: Yes
  • Gulf Access: Yes
  • Water Front Desc.: Canal Front, Seawall
  • Canal Width: None

Financial Considerations

  • Association Fee: $50
  • Assoc Fee Freq.: Annually
  • Tax Year: 2024
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: COMM AT INTERSEC0 OF YACHTSMAN DR + SR867 AKA LOT 21 ANCHORS AWEIGH UNREC
  • Property ID: 20-46-23-T4-00002.0530
  • Section: 20
  • Block: 2
  • Lot Number: 21

Listed by Premier Sotheby's Int'l Realty

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Listing agents

— 748 Windlass Way —

  • Premier Sotheby's Int'l Realty

  • Premier Sotheby's Int'l Realty

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 748 Windlass Way

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
The Sanibel School
3840 Sanibel Captiva Road, Sanibel, FL 33957
6-85.1 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-810.6 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-1210.4 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-1213.1 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-1215.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 748 Windlass Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/29/2025
Listed
$1,295,000
17.73%
MLS
4/12/2018
Sold
$1,100,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 748 Windlass Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,317
31%
$1,158,235
40%
2024
$12,410
-19%
$826,991
-20%
2023
$15,267
13%
$1,027,689
16%
2021
$13,511
-14%
$883,739
-33%
2022
$15,757
17%
$1,328,073
59%
2021
$13,511
2%
$834,139
-2%
2019
$13,292
52%
$852,722
51%
2018
$8,762
—
$565,779
2%
2017
$8,762
—
$554,142
2%
2016
$8,724
-2%
$542,744
-28%
2015
$8,874
—
$754,102
1%
2014
$8,884
—
$742,985
8%
2013
$8,920
—
$689,508
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Premier Sotheby's Int'l Realty

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748 Windlass Way, Sanibel, FL 33957 (MLS# 2025017138) is a Single Family property with 3 bedrooms and 3 full bathrooms. 748 Windlass Way is currently listed for $1,295,000 and was received on October 29, 2025. Want to learn more about 748 Windlass Way? Do you have questions about finding other Single Family real estate for sale in Sanibel? You can browse all Sanibel real estate or contact a Coldwell Banker agent to request more information.

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