101 Windy Point Circle, Marathon, FL 33050
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PENDING
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0.3 ACRES

101 Windy Point Circle
Marathon, FL 33050

  • 4 Beds
  • 2.5 Baths
  • 3,260 sqft (on 0.30 acres)

$2,750,000

Est. Mortgage $16,165/mo*

$2,750,000

Est. Mortgage $16,165/mo*
4 Beds
2.5 Baths
3,260 sqft
(on 0.30 acres)

Home Highlights

Parking
Garage
Outdoor
Porch, Deck, Pool
Climate Control
Heating & Cooling
HOA
$117/Monthly
Price/Sqft
$844
Listed
180+ days ago

Local Information

  • Map ViewExplore the area around 101 Windy Point Circle.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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

Home Details for 101 Windy Point Circle

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Attic, Den, Family Room, Florida Room, Laundry, Loft
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3260 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dryer, Dishwasher, Electric Range, Disposal, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Water Heater, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Has a SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Window: Plantation Shutters, Impact GlassDoor: French DoorsFlooring: Marble, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Marble, Wood
View
Has a ViewView: Ocean, Water
Security
Security: Security System Owned, Security System, Gated Community, Key Card Entry, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Aluminum MetalPatio / Porch: Deck, Open, Porch, BalconyFencing: FencedExterior: Balcony, Outdoor Living AreaHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Carport Spaces: 2Number of Covered Spaces: 4Open Parking Spaces: 8Other Parking: CarportSpaces:2.00Has a CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 12Parking: Attached Carport,Carport,Detached Carport,Driveway,Detached,Garage,Garage Door Opener,RV Access/Parking
Pool
Pool: Heated, In Ground, Other, Salt WaterPool
Frontage
WaterfrontWaterfront: Bayfront, No Fixed Bridges, Ocean AccessFrontage Type: WaterfrontOn Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 149.00, 149.00

Days on Market

Cumulative Days on Market: 162Days on Market: 180+

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Stucco
Property Information
Parcel Number: 00333641008200

Price & Status

Price
List Price: $2,750,000Price Per Sqft: $844
Status Change & Dates
Off Market Date: Wed Dec 03 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Pending

Location

Direction & Address
City: MarathonCommunity: Stirrup Key

Agent Information

Listing Agent
Listing ID: F10511726

Building

Building Area
Building Area: 6938 Square Feet

Community

Community Features: Home Owners Association, Boat Facilities, Gated, Street LightsNot Senior Community

HOA

HOA Fee Includes: Common AreasAssociation for this Listing: BeachesMLSHas an HOAHOA Fee: $1,400/Annually

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: Listed As-Is

Offer

Contingencies: InspectionListing Terms: Cash, Conventional

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: F10511726Living Area Range Units: Square FeetWater ViewWater View: Ocean, WaterAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12087-N-00333641008200-R-N

Additional Information

HOA Amenities: Boating,Spa/Hot TubDays On Market Replication: 162
Last check for updates: about 10 hours ago
Listing courtesy of Martin Alex Baglioni, (954) 866-0000
Bluecastle Realty
Originating MLS: BeachesMLS
Source: BeachesMLS, MLS#F10511726
Also Listed on BeachesMLS.

Market trends in Marathon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$723K
$19.17K
MoM
Sale-to-List Price
94.6%
Price per sq ft
$628
$22
MoM
Available listings
251
17
MoM

Price History for 101 Windy Point Circle

DatePriceEventSource
12/23/2025$2,675,000Sold
FLKMLS #614358
12/04/2025$2,750,000PendingFLKMLS #614358
11/03/2025$2,750,000PriceChange
FLKMLS #614358
09/25/2025$2,899,999PriceChange
FLKMLS #614358
09/12/2025$2,969,000PriceChange
FLKMLS #614358
09/06/2025$2,989,000PriceChange
FLKMLS #614358
07/28/2025$2,999,000PriceChange
FLKMLS #614358
07/17/2025$3,083,000PriceChange
FLKMLS #614358
06/12/2025$3,099,000PriceChange
Key West AOR #614358
05/29/2025$3,149,000PriceChange
Key West AOR #614358
05/16/2025$3,199,000PriceChange
FLKMLS #614358
03/21/2025$3,225,000PriceChange
BeachesMLS #F10476531
12/17/2024$2,999,900Listed For SaleBeachesMLS #F10476531
07/11/2023ListingRemovedFLKMLS #604841
04/27/2023$3,395,000PendingFLKMLS #604841
04/20/2023$3,395,000PriceChange
FLKMLS #604841
04/17/2023$3,495,000PriceChange
FLKMLS #604841
04/11/2023$3,499,000PriceChange
FLKMLS #604841
04/05/2023$3,599,000Listed For SaleKey West AOR #604841
04/05/2023ListingRemovedBeachesMLS #F10350899
03/10/2023$3,599,000PriceChange
FLKMLS #602621
03/06/2023$3,629,000PriceChange
FLKMLS #602621
02/25/2023$3,639,000PriceChange
FLKMLS #602621
02/21/2023$3,649,777PriceChange
FLKMLS #602621
02/14/2023$3,667,770PriceChange
FLKMLS #602621
02/06/2023$3,677,700Listed For SaleFLKMLS #602621
12/27/2019$1,400,000Sold
FLKMLS #583326

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Property Tax and Assessment

Year2025
Tax$18,501
Assessment$2,557,862
Home facts updated by county records

Comparable Sales for 101 Windy Point Circle

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.08
Single-Family Home
$2,155,000
06/25/26
3
2
2,534
0.50
Single-Family Home
$2,028,000
06/23/26
5
5
3,467
0.08
Single-Family Home
$2,950,000
12/08/25
3
2
1,995
0.78
Single-Family Home
$3,250,000
04/09/26
4
3.5
4,256
0.81
Single-Family Home
$2,300,000
12/12/25
4
2
1,852
0.81
Single-Family Home
$1,500,000
10/16/25
5
4
2,416
0.97
Single-Family Home
$1,900,000
12/23/25
5
3
2,592
1.13
Single-Family Home
$2,595,000
08/13/25
3
2.5
2,391

Nearby homes

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Assigned Schools

These are the assigned schools for 101 Windy Point Circle.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Marathon

At least 61 Trulia users voted on each feature.
  • 83 % Say car is needed

  • 79 % Say people would walk alone at night

  • 76 % Say parking is easy

  • 72 % Say it's quiet

  • 70 % Say it's dog friendly

  • 70 % Say yards are well-kept

  • 68 % Say there's holiday spirit

  • 61 % Say it's walkable to restaurants

  • 53 % Say there's wildlife

  • 53 % Say they plan to stay for at least 5 years

  • 51 % Say there are community events

  • 48 % Say kids play outside

  • 44 % Say neighbors are friendly

  • 37 % Say it's walkable to grocery stores

  • 36 % Say there are sidewalks

  • 29 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • 4yrv5tc4qr
    "Seafood festival, theater, music festival, turtle releases, homecoming parade, 4th of July fireworks on the beach"
  • Ingridfox
    "people love walking dogs on the beach and dog dog park at Sombrero Beach. A lot of restaurants are dog friendly. This is a great place for dog owners. "
  • C E.
    "There is no place for kids to hang out really except for the skate park. There are no malls, no skating rinks, no places for kids to meet safely. "
  • Jan M.
    "We have basic public transportation. I’d take a taxi anywhere in town. .............................,,"
  • Erin F.
    "There’s plenty of grass, sidewalks and quiet roads to walk along.. plus the public beach is always a dogs favorite adventure.. just pick up after your dog!"
  • Thurmankolb
    "Yes! Dog park just down the street. Lots of neighbors know each other by our dogs. Great vets n Marathon and good groomer."
  • Thurmankolb
    "Lots of community events and activities. Fishing tournaments, seafood festival, school carnivals, etc... "
  • Jamie B.
    "Everyone gets together for the kids at Halloween. We have a community park with special events planned for the kids and the beach is the sight for a special 4th of July. "
  • Abiezer31
    "Of course ,the neighbors the owner and dog are very nice I’m very proud living in my house.and this neighborhood "
  • Darren S.
    "I live off the beaten path across the street from a golf course. It's very quiet and tranquil. throb marinas surrounding the property and can walk to All shops and stores."
  • Cyndiepalmer
    "We are a friendly neighborhood. You walk your street and say Hi anytime. It is a safe street to live "
  • Ksperkinson
    "Safe clean near ocean good police pet friendly hospital is coming along in the construction have contract here at hospital looking forward to finding a good place for 3 months"
  • Stephanie M.
    "A lot of kids and cars. A fire station that is noisey but nice. Lizards everywhere. There is one hotel on this small island. There are A lot of Vacation homes here and crab catchers. When it rains you can't see the road."
  • Lb2071
    "water front community , is a small island called Flamingo Island. We have a 9 hole golf course and just 5 minutes from Publix and Kmart. Sombrero beach is right at the outset of the canals on the Atlantic ocean and the people are very loving and friendly."
  • Gonzalez8834
    "Marathon is a great place to life and have a family, very safe, quiet and full of great people. ......"
  • Tom A. C. M.
    "I live here (14 years) and love the area. Close accessibility to shopping, schools, churches, golf, beach, walking, biking. "
  • Anne K.
    "Lived here for many years and is one of the best places to live in Marathon. Conveniently located near schools, parks, shopping and beach just minutes away."
  • Debra G.
    "Only 8 miles from Marathon. Away from the winter traffic, airport noise. Crystal clean, flow through canals. Great place to vacation and a great place to live. "

LGBTQ Local Legal Protections

Martin Alex Baglioni, Bluecastle Realty
Agent Phone: (954) 866-0000
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
101 Windy Point Circle, Marathon, FL 33050 is a 4 bedroom, 3 bathroom, 3,260 sqft single-family home built in 2018. This property is currently available for sale and was listed by BeachesMLS on Mar 10, 2026. The MLS # for this home is MLS# F10511726.