Movoto Real Estate
Sold on 12/23/2025

101 Windy Point Cir, Marathon, FL 33050

  • $2,675,000

    Last sold 12/23/2025 after 271 Days

  • 4

    bed

  • 3

    bath

  • 3,260

    Sqft ($821/Sqft)

House not for sale
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About 101 Windy Point Cir

Property type House
Year built 2018
HOA fee $117/month
Lot size 0.3 Acre
Movoto estimate
Property 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 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 beam Located in the exclusive gated community of Stirrup Key https://www.cbs17.com/business/press-releases/ein-presswire/843690199/marathon-property-serves-as-case-study-in-coastal-resilience-and-insurance-savings/ Marathon Property Serves as Case Study in Coastal Resilience and Flood Insurance Savings MARATHON, FL - August 27, 2025 - A recently listed property in Marathon, Florida, is drawing attention as a case study for mitigating financial and environmental challenges in the Florida Keys' real estate market. The residence, located at 101 Windy Point Circle, highlights how thoughtful construction and community planning can provide long-term stability for coastal homeowners facing escalating insurance costs and development pressures. Homeownership in the Florida Keys has long been associated with high property values, but the increasing cost of flood insurance presents an equally significant financial hurdle. Under FEMA's Risk Rating 2.0, insurance premiums are now calculated based on individual property-specific factors, including a home's elevation, construction type, and proximity to water. This shift has resulted in a substantial increase in rates for many coastal properties. The home at 101 Windy Point Circle serves as a notable counterpoint to this trend. The property, built in 2018 with superior CBS (concrete block and stucco) construction and elevated 11 feet above sea level, has an annual flood insurance premium of just $1,273. This rate is grandfathered and can be transferred to a new owner, creating a substantial and recurring financial advantage. The property's resilient design was tested in 2017 during Hurricane Irma, where it sustained minimal to no damage, a testament to its elevated construction and durable metal roof. Alex Baglioni, CEO of Bluecastle Lending, Realty & Title, commented on the property's value. "As a professional in the real estate industry, the long-term value of this home's construction and elevation was immediately apparent," Baglioni stated. "The low, grandfathered-in flood insurance cost was a huge factor. This property is a smart investment in resilience and financial security that directly addresses some of the biggest challenges of owning property in the Florida Keys today." Beyond its financial resilience, the property addresses another key issue affecting the Florida Keys: the impact of tourism on residential neighborhoods. The growth of short-term rentals has created widespread concerns over constant visitor traffic, noise complaints, and parking issues. The exclusive, gated community of Stirrup Key, where the home is located, maintains a strict policy prohibiting short-term rentals. This provides a serene, residential atmosphere and a quiet retreat from the constant traffic and noise often associated with high-turnover tourist areas. According to market data, this regulation has contributed to a consistent increase in property values within the community, demonstrating that this peaceful benefit also offers a notable financial gain. The property also offers a rare amenity for a mariner. The residence holds a highly coveted, government-approved permit for a dock extension in the backyard, allowing for the construction of a dock to accommodate a 60-foot yacht, a boat lift, and two jet ski lifts. The ability to berth a vessel of this size directly on open water, but still protected in a cove, is an uncommon feature in this location. The 2,620-square-foot residence features four bedrooms and sits on a 0.3-acre lot. The property is currently listed for sale by the owner/agent. About Bluecastle Lending, Realty & Title: Bluecastle Lending, Realty & Title is a Florida-based company specializing in real estate, mortgage lending, and title services. The firm provides comprehensive solutions for buyers and sellers, leveraging extensive market knowledge to navigate the complexities of Florida's real estate landscape.
Listed by
Listing Agent - Martin Baglioni
Listing Office - Bluecastle Real Estate
Source: FKBOR MLS mls logo
MLS#614358 • last updated 7 months ago
Movoto checked FKBOR MLS for data 22 minutes ago
Overview
Cooling/AC Central Air, Ceiling Fans(s)
MLS # 614358
Type Residential
SqFt 3260
Status Closed
SubType Single Family Residence
Lot Size (Sqft) 13135
Lot Size (Acres) 0.3
Property Tax 18036.84
Year Built 2018
HOA Fee Monthly, 116.66
Condition New Construction
Interior
Total # of Bathrooms 3
# of Full Baths 2
# of Half Baths 1
Total # of Bedrooms 4
Laundry Laundry Room
Flooring Wood, Marble, Concrete
Appliances Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)
Interior Features Smart Thermostat, Low Flow Plumbing Fixtures, Built-in Cabinets, Granite Counter Top, Security System, Walk-in Closet(s), Tray Ceilings, Loft
Exterior
Construction CBS
Parking Garage Door Opener, RV Access/Parking, Storage
Exterior Features Fencing, Hot Tub, Lighting, Sandy Beach
Patio/Porch Open Porch/Balcony
Amenities / Utilities
HOA Fee Includes Common Area Mnt, Security
Pool In Ground, Salt Water
Location
County Monroe
Community Features Community Boat Ramp
Subdivision Stirrup Key Sub (52.5)
APN 00333641-008200
Zoning RL - Residential Low
Multifamily Details
$2.76M
Range: $2.51M-$3.01M
Last 30 days 
  • Dec 2025
    mls logo MLS # 614358
  • Dec 23, 2025 Sold
    $2,675,000
  • Nov 3, 2025 Price Change
    $2,750,000 (-5.2%)
  • Sep 25, 2025 Price Change
    $2,899,999 (-2.3%)
  • Sep 12, 2025 Price Change
    $2,969,000 (-0.7%)
  • Sep 6, 2025 Price Change
    $2,989,000 (-0.3%)
  • Jul 28, 2025 Price Change
    $2,999,000 (-2.7%)
  • Jul 17, 2025 Price Change
    $3,083,000 (-0.5%)
  • Jun 12, 2025 Price Change
    $3,099,000 (-1.6%)
  • May 29, 2025 Price Change
    $3,149,000 (-1.6%)
  • May 16, 2025 Price Change
    $3,199,000 (-0.8%)
  • Mar 26, 2025 Listed
    $3,225,000
  • Dec 2025
    Public Records
  • Dec 23, 2025 Sold
    $2,675,000 (-2.7%)
  • Dec 2025
    mls logo MLS # F10511726
  • Dec 3, 2025 Pending
  • Dec 3, 2025 Pending
  • Jun 24, 2025 Listed
    $3,099,000
  • Mar 2025
    mls logo MLS # F10476531
  • Mar 21, 2025 Price Change
    $3,225,000 (+7.5%)
  • Dec 17, 2024 Listed
    $2,999,900 (-11.6%)
  • Apr 2023
    mls logo MLS # 604841
  • Apr 20, 2023 Price Change
    $3,395,000 (-2.9%)
  • Apr 17, 2023 Price Change
    $3,495,000 (-0.1%)
  • Apr 11, 2023 Price Change
    $3,499,000 (-2.8%)
  • Apr 5, 2023 Listed
    $3,599,000
  • Mar 2023
    mls logo MLS # 602621
  • Mar 10, 2023 Price Change
    $3,599,000 (-0.8%)
  • Mar 6, 2023 Price Change
    $3,629,000 (-0.3%)
  • Feb 25, 2023 Price Change
    $3,639,000 (-0.3%)
  • Feb 21, 2023 Price Change
    $3,649,777 (-0.5%)
  • Feb 13, 2023 Price Change
    $3,667,770 (-0.3%)
  • Feb 6, 2023 Price Change
    $3,677,700 (-2.6%)
  • Jan 19, 2023 Price Change
    $3,777,000 (-0.3%)
  • Jan 9, 2023 Price Change
    $3,789,000 (-0.3%)
  • Dec 20, 2022 Price Change
    $3,799,000 (-0.8%)
  • Nov 14, 2022 Price Change
    $3,830,000 (+3.5%)
  • Nov 9, 2022 Price Change
    $3,699,900 (+1.4%)
  • Oct 31, 2022 Price Change
    $3,649,900
  • Oct 26, 2022 Price Change
    $3,652,900
  • Oct 19, 2022 Price Change
    $3,653,900
  • Oct 12, 2022 Price Change
    $3,654,900 (-0.1%)
  • Oct 6, 2022 Price Change
    $3,659,900 (-1.1%)
  • Oct 5, 2022 Price Change
    $3,699,877
  • Oct 3, 2022 Price Change
    $3,699,900
  • Sep 27, 2022 Listed
    $3,699,000 (+164.2%)
  • Oct 2022
    mls logo MLS # F10350899
  • Oct 3, 2022 Listed
    $3,699,000
  • Dec 2019
    Public Records
  • Dec 30, 2019 Sold
    $1,400,000
  • Dec 2019
    mls logo MLS # 583326
  • Dec 27, 2019 Sold
    $1,400,000 (-20.0%)
  • Nov 27, 2019 Contingent
  • Oct 14, 2019 Price Change
    $1,750,000 (-12.5%)
  • Mar 12, 2019 Price Change
    $1,999,999 (-2.4%)
  • Dec 20, 2018 Listed
    $2,050,000 (-2.4%)
  • Nov 2018
    mls logo MLS # 578907
  • Nov 12, 2018 Price Change
    $2,100,000 (-13.0%)
  • Aug 21, 2018 Price Change
    $2,415,000 (-3.4%)
  • Feb 23, 2018 Listed
    $2,500,000 (+19.0%)
  • Aug 2016
    mls logo MLS # 571745
  • Aug 23, 2016 Listed
    $2,100,000
  • 101 Windy Point Cir
    $2.67M
  • 33050
    $1.1M +2% y/y
  • Marathon
    $1.19M +10% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
103 Windy Point Cir, Marathon, FL 33050 $2,396,834 4/3 3,133 0.02
353 Stirrup Key Blvd, Marathon, FL 33050 $1,531,425 2/2 2,072 0.02
105 Windy Point Cir, Marathon, FL 33050 $2,224,086 5/3 3,618 0.03
351 Stirrup Key Blvd, Marathon, FL 33050 $1,453,153 3/3 1,860 0.04
109 Windy Point Cir, Marathon, FL 33050 $2,510,603 5/4 3,507 0.05
349 Stirrup Key Blvd, Marathon, FL 33050 $2,242,227 3/2 2,719 0.06
355 Stirrup Key Blvd, Marathon, FL 33050 $2,408,088 3/3 2,540 0.06
356 Stirrup Key Blvd, Marathon, FL 33050 $1,443,556 2/2 2,565 0.06

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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5/10
4/10
Marathon School
public Grades 6-12
Monroe
5/10
Coral Shores High School
public Grades 9-12
Monroe
Source: GreatSchools.org © 2026. All rights reserved.

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