101 Windy Point Cir

3,260 Sq. Ft.
$821 / Sq. Ft.
3,260
Sq. Ft.
$821
per Sq. Ft.

Description

For Sale by Owner/agent & priced below market value! Discover your dream waterfront lifestyle on an expansive 13,135 sq ft lot with breathtaking open water views. This 4-bed, 2.5-bath plus loft home offers 3,260 sq ft of luxury. Built in 2018, it features superior CBS construction, a metal roof, and impact windows, all elevated 11 ft above sea level. Your backyard oasis includes a sandy beach/yard, travertine deck, pool, and jacuzzi. Plus, a permitted plan (a $100k value) is ready for a 20K lb boat...For Sale by Owner/agent & priced below market value! Discover your dream waterfront lifestyle on an expansive 13,135 sq ft lot with breathtaking open water views. This 4-bed, 2.5-bath plus loft home offers 3,260 sq ft of luxury. Built in 2018, it features superior CBS construction, a metal roof, and impact windows, all elevated 11 ft above sea level. Your backyard oasis includes a sandy beach/yard, travertine deck, pool, and jacuzzi. Plus, a permitted plan (a $100k value) is ready for a 20K lb boat lift, 2 jet ski lifts, and 60 ft yacht pilings. A separate marina deeded dock can be included in the sale for an additional $150K - 12ft wide, 20 ft long, useful up to 9.5 ft beamLocated in the exclusive gated community of Stirrup Key
  1. Listed by Martin Baglioni • Bluecastle Real Estate

Property Details for 101 Windy Point Circle

Waterfront
Bay Front, Open Water, Gulf Front
Waterfront
Yes
Zoning
RL - Residential Low
Subdivision
Stirrup Key Sub (52.5)
Vehicle Storage
Garage, Trailer Storage, RV Parking Open, Auto Door Opener, Carport
Pets
Pets Allowed
LISTING UPDATED: 12/23/2025 10:59 AM

Property Details for 101 Windy Point Circle

StatusClosed
MLS #614358
Days on Market251
Taxes$18,037 / year
HOA Fees$117 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2018
Lot Size0.30 AC / 13,135 SF
CountyMonroe County

Location

Listing Courtesy of Bluecastle Real Estate

Sold By Coldwell Banker Schmitt Real Estate Co.

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Building Information for 101 Windy Point Circle

Stories2Year Built2018Building Size-Lot Size0.30 AC / 13,135 SF

Payment Calculator

$14,602 per month

30 year fixed, 6.11% Interest

Principal and Interest

$12,982

Property Taxes

$1,503

HOA Dues

$117

The Payment Calculator is for illustrative purposes only.

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Property Information for 101 Windy Point Circle

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Harbor/Marina View, Open Water View
  • Area: 15 - Sombrero Bch Rd to Vaca Cut Gulfside
  • Absolute Longitude: 81.041504
  • Control Depth: 5
  • Listing Board: Florida Keys
  • Side: Bay/Gulf
  • Mile Marker: 52.5
  • Marathon Neighborhood: Behind the Airport
  • Neighborhood Feature: Community Boat Ramp
  • Key/Island: Marathon
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: Yes
  • Association Info: 1st Right of Refusal: No
  • Association Info: Assoc Approval Req: No
  • Fee Includes: Common Area Mnt, Security
  • Furnished: Negotiable
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Acres: 0.3
  • SqFt Remarks: Tax Records show 3260 sq ft under air. Appraisal shows 2620 under air, 4920 total
  • Parcel #: 00333641-008200
  • Land Size: 1/4 - 1/2 Acre
Property and Assessments
  • Legal: LT 82 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY OR807-252 OR1064-246 OR1622-1740 OR1622-1741 OR2870-2067 OR3001-0494 OR
  • MLS Approved: Y
  • SqFt Source: Tax Records
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 66
  • Document Count: 2
  • Building Style: Above Flood: Yes
  • Property Condition: New Construction
  • Security: Electric Gate, On Premises System
  • Title: Negotiable
Utilities
  • Utilities: Municipal Sewer, Propane
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground, Salt Water
  • Porch/Balcony: Open Porch/Balcony
Interior and Exterior Features
Interior Features
  • Floor: Wood, Concrete, Marble
  • GF-Interior Features: Programmable Thermst, Low Flow Toilets
  • Interior Features: Cathedral Ceilings, Built-in Cabinets, Tray Ceilings, Walk-in Closet(s), Security System, Granite Counter Top, Split Bedroom
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Dockage: Dock Length: 20
  • Dockage: Dock: Wood
  • Dockage: Dock Permit: Yes
  • Construction: CBS
  • Dockage: Boat Ramp, Other Dockage, Boat Slip
  • Exterior Features: Fencing, Sandy Beach, Lighting, Hot Tub
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Room Information
  • Specialty Rooms: Laundry Room, Loft

Property History for 101 Windy Point Circle

DateEvent & SourcePriceAppreciation
Dec 23, 2025

Sold (Public Record)

Public Record #1926007244

$2,675,000

+11.4% / yr

Dec 23, 2025

Sold

FKMLS #614358

$2,675,000
Dec 3, 2025

Pending

Beaches MLS #F10511726

Dec 3, 2025

Pending

FKMLS #614358

Nov 3, 2025

Price Change

Beaches MLS #F10511726

$2,750,000
Jun 24, 2025

Listed (Active)

Beaches MLS #F10511726

$3,099,000
Mar 27, 2025

Price Change

FKMLS #614358

$3,225,000
Mar 27, 2025

Price Change

FKMLS #614358

$3,199,000
Mar 27, 2025

Price Change

FKMLS #614358

$3,149,000
Mar 27, 2025

Price Change

FKMLS #614358

$3,099,000
Mar 27, 2025

Price Change

FKMLS #614358

$3,083,000
Mar 27, 2025

Price Change

FKMLS #614358

$2,999,000
Mar 27, 2025

Price Change

FKMLS #614358

$2,989,000
Mar 27, 2025

Price Change

FKMLS #614358

$2,969,000
Mar 27, 2025

Price Change

FKMLS #614358

$2,899,999
Mar 27, 2025

Listed (Active)

FKMLS #614358

$2,750,000
Mar 26, 2025

Cancelled

Beaches MLS #F10476531

$3,225,000
Dec 18, 2024

Listed (Active)

Beaches MLS #F10476531

$2,999,900
Jun 30, 2023

Temp Off Market

FKMLS #604841

Apr 20, 2023

Pending

FKMLS #604841

Apr 5, 2023

Price Change

FKMLS #604841

$3,599,000
Apr 5, 2023

Price Change

FKMLS #604841

$3,499,000
Apr 5, 2023

Price Change

FKMLS #604841

$3,495,000
Apr 5, 2023

Listed (Active)

FKMLS #604841

$3,395,000
Apr 4, 2023

Cancelled

Beaches MLS #F10350899

$3,699,000
Apr 4, 2023

Temp Off Market

FKMLS #602621

Oct 3, 2022

Listed (Active)

Beaches MLS #F10350899

$3,699,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,830,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,799,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,789,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,777,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,699,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,699,877
Sep 28, 2022

Price Change

FKMLS #602621

$3,699,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,677,700
Sep 28, 2022

Price Change

FKMLS #602621

$3,667,770
Sep 28, 2022

Price Change

FKMLS #602621

$3,659,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,654,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,653,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,652,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,649,900
Sep 28, 2022

Price Change

FKMLS #602621

$3,649,777
Sep 28, 2022

Price Change

FKMLS #602621

$3,639,000
Sep 28, 2022

Price Change

FKMLS #602621

$3,629,000
Sep 28, 2022

Listed (Active)

FKMLS #602621

$3,599,000
Dec 27, 2019

Sold (Public Record)

Public Record #660719451

$1,400,000
Dec 27, 2019

Sold

FKMLS #583326

$1,400,000
Nov 27, 2019

Pending

FKMLS #583326

Dec 20, 2018

Listed (Active)

FKMLS #583326

$1,750,000
Dec 14, 2018

Temp Off Market

FKMLS #578907

Feb 23, 2018

Listed (Active)

FKMLS #578907

$2,100,000
Aug 12, 2017

Expired

FKMLS #571745

Aug 22, 2016

Listed (Active)

FKMLS #571745

$2,100,000
DateEvent & SourcePrice
12/23/2025

Sold (Public Record)

Public Record #1926007244

$2,675,000

+11.4% / yr

12/23/2025

Sold

FKMLS #614358

$2,675,000
12/03/2025

Pending

Beaches MLS #F10511726

12/03/2025

Pending

FKMLS #614358

11/03/2025

Price Change

Beaches MLS #F10511726

$2,750,000
06/24/2025

Listed (Active)

Beaches MLS #F10511726

$3,099,000
03/27/2025

Price Change

FKMLS #614358

$3,225,000
03/27/2025

Price Change

FKMLS #614358

$3,199,000
03/27/2025

Price Change

FKMLS #614358

$3,149,000
03/27/2025

Price Change

FKMLS #614358

$3,099,000
03/27/2025

Price Change

FKMLS #614358

$3,083,000
03/27/2025

Price Change

FKMLS #614358

$2,999,000
03/27/2025

Price Change

FKMLS #614358

$2,989,000
03/27/2025

Price Change

FKMLS #614358

$2,969,000
03/27/2025

Price Change

FKMLS #614358

$2,899,999
03/27/2025

Listed (Active)

FKMLS #614358

$2,750,000
03/26/2025

Cancelled

Beaches MLS #F10476531

$3,225,000
12/18/2024

Listed (Active)

Beaches MLS #F10476531

$2,999,900
06/30/2023

Temp Off Market

FKMLS #604841

04/20/2023

Pending

FKMLS #604841

04/05/2023

Price Change

FKMLS #604841

$3,599,000
04/05/2023

Price Change

FKMLS #604841

$3,499,000
04/05/2023

Price Change

FKMLS #604841

$3,495,000
04/05/2023

Listed (Active)

FKMLS #604841

$3,395,000
04/04/2023

Cancelled

Beaches MLS #F10350899

$3,699,000
04/04/2023

Temp Off Market

FKMLS #602621

10/03/2022

Listed (Active)

Beaches MLS #F10350899

$3,699,000
09/28/2022

Price Change

FKMLS #602621

$3,830,000
09/28/2022

Price Change

FKMLS #602621

$3,799,000
09/28/2022

Price Change

FKMLS #602621

$3,789,000
09/28/2022

Price Change

FKMLS #602621

$3,777,000
09/28/2022

Price Change

FKMLS #602621

$3,699,900
09/28/2022

Price Change

FKMLS #602621

$3,699,877
09/28/2022

Price Change

FKMLS #602621

$3,699,000
09/28/2022

Price Change

FKMLS #602621

$3,677,700
09/28/2022

Price Change

FKMLS #602621

$3,667,770
09/28/2022

Price Change

FKMLS #602621

$3,659,900
09/28/2022

Price Change

FKMLS #602621

$3,654,900
09/28/2022

Price Change

FKMLS #602621

$3,653,900
09/28/2022

Price Change

FKMLS #602621

$3,652,900
09/28/2022

Price Change

FKMLS #602621

$3,649,900
09/28/2022

Price Change

FKMLS #602621

$3,649,777
09/28/2022

Price Change

FKMLS #602621

$3,639,000
09/28/2022

Price Change

FKMLS #602621

$3,629,000
09/28/2022

Listed (Active)

FKMLS #602621

$3,599,000
12/27/2019

Sold (Public Record)

Public Record #660719451

$1,400,000
12/27/2019

Sold

FKMLS #583326

$1,400,000
11/27/2019

Pending

FKMLS #583326

12/20/2018

Listed (Active)

FKMLS #583326

$1,750,000
12/14/2018

Temp Off Market

FKMLS #578907

02/23/2018

Listed (Active)

FKMLS #578907

$2,100,000
08/12/2017

Expired

FKMLS #571745

08/22/2016

Listed (Active)

FKMLS #571745

$2,100,000

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

Public Records for 101 Windy Point Circle

Taxable ValueLand$1,418,580Additions$1,139,282Total$2,557,862
Tax Record2024$18,037 ($1,503 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,260 SqFtAbove Grade Finished SqFt3,260 SqFtStories3Lot Size13,135 SqFtStyleSingle Family ResidenceYear Built2018CountyMONROEAPN00333641-008200

Schools near 101 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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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 Bluecastle Real Estate

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.