115 Windy Point Cir

$4,900,000
Price
3
Beds
2,623 Sq. Ft.
$1,868 / Sq. Ft.
2,623
Sq. Ft.
$1,868
per Sq. Ft.

Description

Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with...Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.
  1. Listed by Ally Kelley • Ocean Sotheby's International
  2. Listed by Jo Ann Cook • Ocean Sotheby's International

Property Details for 115 Windy Point Circle

Waterfront
Gulf Front, Open Water
Waterfront
Yes
Zoning
RM - Residential Medium
Subdivision
Stirrup Key Sub (52.5)
Directions
From US-1, turn onto Aviation Boulevard. Turn onto Stirrup Key Road, go through gate. Continue onto Stirrup Key Boulevard, right onto Windy Point Circle. Home will be on right.
Vehicle Storage
Garage, RV Parking Covered, Covered Parking, Trailer Storage, RV Parking Open, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener
Pets
Pets Allowed
LISTING UPDATED: 12/05/2025 07:31 AM

Property Details for 115 Windy Point Circle

StatusActive
MLS #617542
Days on Market23
Taxes$33,857 / year
HOA Fees$2,400 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1978
Lot Size0.91 AC / 39,500 SF
CountyMonroe County

Location

Listing Courtesy of Ocean Sotheby's International
Add your commute

Building Information for 115 Windy Point Circle

Stories2Year Built1978Building Size-Lot Size0.91 AC / 39,500 SF

Payment Calculator

$27,234 per month

30 year fixed, 6.28% Interest

Principal and Interest

$24,213

Property Taxes

$2,821

HOA Dues

$200

The Payment Calculator is for illustrative purposes only.

Property Information for 115 Windy Point Circle

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Open Water View
  • Area: 15 - Sombrero Bch Rd to Vaca Cut Gulfside
  • Absolute Longitude: 81.042467
  • Control Depth: 4
  • Off Shore Island: No
  • Listing Board: Marathon/Lower Keys
  • Side: Bay/Gulf
  • Mile Marker: 52.5
  • Marathon Neighborhood: Behind the Airport
  • Accessibility Feat: None
  • Key/Island: Marathon
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: Yes
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2024
  • Tax Exemptions: None
Virtual Tour
Property
Lot Information
  • Acres: 0.91
  • Parcel #: 00333641-007500
  • Land Size: 1/2 - Less Than 1 AC
Property and Assessments
  • Legal: LTS 74-75 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Rentals Allowed: Yes
  • Deed Restrictions: Unknown
  • Picture Count: 80
  • Document Count: 4
  • Building Style: Above Flood: Yes
  • Security: Electric Gate, Patrolled Area
Utilities
  • Utilities: FKAA, Water Separate Meter, Cable Available, Elect Separate Meter, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Species List: No
  • Pool: Yes
  • Pool Info: Heated: Yes
  • Pool Info: In Ground, Decked, Concrete
  • Porch/Balcony: Open Porch/Balcony, Patio
Interior and Exterior Features
Interior Features
  • Floor: Tile, Wood
  • Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Bar, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Fireplace(s), Cathedral Ceilings
  • Pre-Wired: Cable
  • Appliances: Washer, Microwave, Oven, Range, Refrigerator, Dishwasher
Exterior Features
  • Roof: Metal Roof
  • Dockage: Dock Length: 165
  • Dockage: Dock: Wood
  • Construction: CBS, Combo Construction, Frame, Concrete
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors

Property History for 115 Windy Point Circle

DateEvent & SourcePriceAppreciation
Dec 2, 2025

Listed (Active)

FKMLS #617542

$4,900,000
Sep 19, 2023

Sold

FKMLS #604950

$4,595,000
Sep 19, 2023

Sold

FKMLS #604950

$1,595,000
Aug 19, 2023

Pending

FKMLS #604950

Jun 5, 2023

Listed (Active)

FKMLS #604950

May 29, 2023

Backup Contract

FKMLS #604950

Apr 14, 2023

Listed (Active)

FKMLS #604950

$4,595,000
May 16, 2003

Sold

FKMLS #515116

$1,500,000
Mar 23, 2003

Pending

FKMLS #515116

Feb 10, 2003

Listed (Active)

FKMLS #515116

$1,695,000
DateEvent & SourcePrice
12/02/2025

Listed (Active)

FKMLS #617542

$4,900,000
09/19/2023

Sold

FKMLS #604950

$4,595,000
09/19/2023

Sold

FKMLS #604950

$1,595,000
08/19/2023

Pending

FKMLS #604950

06/05/2023

Listed (Active)

FKMLS #604950

05/29/2023

Backup Contract

FKMLS #604950

04/14/2023

Listed (Active)

FKMLS #604950

$4,595,000
05/16/2003

Sold

FKMLS #515116

$1,500,000
03/23/2003

Pending

FKMLS #515116

02/10/2003

Listed (Active)

FKMLS #515116

$1,695,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 115 Windy Point Circle

Taxable ValueLand$82,800Additions$571Total$83,371
Tax Record2024$930 ($78 / month)
Home Facts
Beds0Lot Size202 SqFtStyleResidentialCountyMONROEAPN00333641-016600

Schools near 115 Windy Point Circle

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Public - 9 to 12
Charter - PK to 5
Rating
School
Distance
Stanley Switlik Elementary School
PublicPK to 5

Marathon School
Public6 to 12

Coral Shores High School
Public9 to 12

Big Pine Academy
CharterPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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115 Windy Point Circle is a single family home for sale in Marathon, FL 33050. This property was listed for sale on December 2, 2025 by Ocean Sotheby's International, it's currently listed at $4,900,000. It has been on the market for a total of 23 days and was last sold on September 19, 2023. This listing's school district is Monroe. Nearby schools include Stanley Switlik Elementary School, Marathon School and Coral Shores High School. 115 Windy Point Circle is a 3-bed, 3-bath, 2,623 sqft single family home built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Ocean Sotheby's International

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.