111 Anglers Way, Windley Key, FL 33036 - Photo 1

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$1,199,999

For Sale
Active
Single Family
2 Beds
2 Full Baths
1 Partial Bath
1,376 Sq. Ft.
Updated 3 days ago

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Property Description

Experience the Florida Keys lifestyle at Anglers Reef, Islamorada's upscale gated oceanfront community. This beautifully appointed 2 bedroom, 2.5 bath home features a covered carport & four inviting porches, perfect for enjoying the tropical surroundings. Inside, you'll find Brazilian cherry hardwood floors, a spacious kitchen with granite countertops, stainless steel appliances, two breakfast bars, & abundant cabinetry. Additional features include a durable metal roof & impact windows & doors. Vacation rentals are permitted, making this an excellent opportunity for both personal enjoyment & investment. The home has been part of a successful rental program for many years & enjoys an established following of returning guests. Anglers Reef offers resort style amenities including two sandy beaches, an oceanfront swimming pool, & a private marina directly on the Atlantic Ocean. Enjoy your own Islamorada vacation retreat while generating rental income when you're away. A rare opportunity to own in one of Islamorada's most desirable oceanfront communities. Schedule your private showing today!

Full Property Details

Full Property Details for 111 Anglers Way

General

Price: $1,199,999
HOA FEE: $690/month
Taxes: $8,897 (2025)
Status: Active
Type: Single Family
Source: 927
MLS ID: 621401
Updated: 10/23/2026
Added to Site: 33 day(s) ago

Interior

Interior Features: Cathedral Ceilings, Granite Counter Top, Smoke Alarms
Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer
Flooring: Wood, Tile

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 2

Additional Information

Shared Amenities: Community Dockage, Beach, Pool
Security/Safety: Electric Gate

Exterior

Exterior Features: Sandy Beach
Deck/Patio: Open Porch/Balcony
Porch/Patio/Deck: Open Porch/Balcony

Parking

Parking Features: Guest, Carport

Location

Area: 24 - Windley Key
County: Monroe
Subdivision: Anglers Reef (85.0)
Driving Directions: Overseas Hwy to MM85 Oceanside into Anglers Reef.

Community

Association: Yes
Assoc. Fees Include: Common Area Mnt, Exterminating

Heating & Cooling

Central air: Yes
Air Conditioning: Yes
Cooling Type: Central Air, Ceiling Fans(s)
Heating Type: Central, Electric

Structural Information

Architectural Style: Above Flood, Conch
Construction Status: Updated/Remodeled
Construction: Frame, Hardi Board Siding
Roof: Metal
Windows/Doors: Drapes/Blinds Incl, French Doors, Impact Rstnce Doors, Impact Rstnce Window
Square Feet: 1,376
Sq. Ft. Source: Tax Records
Year Built: 2007
Property Condition: Updated/Remodeled

Unit Information

Units in Building: 52

Lot Features

Property View: No Waterview
Lot Size (Acres): 0.02
Lot Size (Sq. Ft.): 1,057
Lot Size Source: Tax Records
Lot Dimensions: x
Zoning: R1 - Residential Single Family

Water Features

Water View: Yes

Financial Considerations

Association Fee: Yes
Association Fee: $690
Assoc Fee Freq.: Monthly
Tax Amount: $8,897.4
Tax Year: 2025

Disclosures and Reports

Legal Description: UNIT 111 AND CARPORT UNIT 111A ANGLERS REEF 23 63 37 PT LOT 8 GEO L MACDONALD'S PLAT PB1-50 OR2315-848/929DEC OR2464-690
Flood Zone: AE
APN: 00094190-000111

Listed by Berkshire Hathaway HomeServices Florida Realty - Coral Springs, Scott Ofstein (954) 914-2354

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Listing agent

— 111 Anglers Way —

Scott Ofstein

Berkshire Hathaway HomeServices Florida Realty - Coral Springs

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Schools

Schools serving 111 Anglers Way

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Plantation Key School 100 Lake Road, Tavernier, FL 33070	PK-8	4.4 mi
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070	9-12	4.7 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 111 Anglers Way Get Price Alerts and Save Property

Date

Details

Price

Change

Source

9/24/2026

Listed

$1,199,999

185.71%

MLS

12/27/2012

Sold

$420,000

—

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

Tax History for 111 Anglers Way

Year

Property Taxes

Change

Tax Assessment

Change

2025

$8,897

2%

$880,924

-12%

2024

$8,683

2%

$995,487

-4%

2023

$8,537

26%

$1,040,693

73%

2021

$6,773

-8%

$600,042

-20%

2022

$7,359

9%

$751,892

33%

2021

$6,773

6%

$567,445

4%

2019

$6,382

3%

$545,832

2%

2018

$6,221

8%

$534,340

7%

2017

$5,747

-5%

$498,076

—

2016

$6,046

16%

$498,076

19%

2015

$5,201

9%

$419,083

10%

2014

$4,790

7%

$380,985

10%

2013

$4,478

—

$347,820

—

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.

Estimate the Cost

Estimate the Cost for 111 Anglers Way

87851 Old Hwy, Islamorada, FL 33036 - Photo 1

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$1,065,000

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2
Total Baths
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Sold

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Condo
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3
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Total Baths
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$1,300,000

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Beds
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Total Baths
992
Sq. Ft.

91760 Overseas Hwy, Key Largo, FL 33070 - Photo 1

Sold

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Commercial
Closed

Listed by Coldwell Banker Schmitt Key Largo, Yvette Doherty and Coldwell Banker Schmitt Key Largo, SALLY STRIBLING, P.A.
Sold by Berkshire Hathaway HomeServices EWM Realty, Katarzyna Shields

111 Anglers Way, Windley Key, FL 33036 (MLS# 621401) is a Single Family property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 111 Anglers Way is currently listed for $1,199,999 and was received on September 24, 2026. Want to learn more about 111 Anglers Way? Do you have questions about finding other Single Family real estate for sale in Windley Key? You can browse all Windley Key real estate or contact a Coldwell Banker agent to request more information.

111 Anglers Way Windley Key, FL 33036