115 Windy Point Cir, Marathon, FL 33050
UNDER CONTRACT
0.91 ACRES

115 Windy Point Cir
Marathon, FL 33050

  • 3 Beds
  • 3 Baths
  • 2,623 sqft (on 0.91 acres)

$4,400,000

Est. Mortgage $25,231/mo*
Get Pre-Qualified

$4,400,000

Est. Mortgage $25,231/mo*
Get Pre-Qualified
3 Beds
3 Baths
2,623 sqft
(on 0.91 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Pool
View
Bay/Gulf View, Water
HOA
$200/Monthly
Price/Sqft
$1,677
Listed
180+ days ago

Home Details for 115 Windy Point Cir

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2623 Square Feet
Appliances & Utilities
Utilities: FKAA, Cable Available, Cable ConnectedAppliances: Washer, Microwave, Oven, Range, Refrigerator, DishwasherDishwasherMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Gas & Electric
Electric: Elect Separate Meter
Windows, Doors, Floors & Walls
Window: Drapes/Blinds Incl, Impact Rstnce WindowDoor: Impact Rstnce DoorsFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Tile, Wood
View
Has a ViewView: Bay/Gulf View, Water
Security
Security: Electric Gate, Patrolled Area

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Open Porch/Balcony, PatioHas a Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage,RV Parking Covered,Covered,Trailer Storage,RV Parking Open,Off Street,Guest,Open,Garage Door Opener
Pool
Pool: Heated, In Ground, Decked, ConcretePool
Frontage
WaterfrontWaterfront: Gulf Front, Open Water, Waterfront, Dock: Wood, Dock Length: 165On Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS, Combo Construction, Frame, Concrete
Property Information
Parcel Number: 00333641007500

Price & Status

Price
List Price: $4,400,000Price Per Sqft: $1,677

Active Status

MLS Status: Contingent

Media

Location

Direction & Address
City: MarathonCommunity: Stirrup Key Sub (52.5)

Agent Information

Listing Agent
Listing ID: 617542

HOA

HOA Fee Includes: NoneAssociation for this Listing: Marathon/Lower KeysHas an HOAHOA Fee: $2,400/Yearly

Lot Information

Lot Area: 0.91 acres

Offer

Contingencies: Contingent

Miscellaneous

Mls Number: 617542Zillow Contingency Status: Under ContractWater ViewWater View: Bay/Gulf View, Water
Last check for updates: 37 minutes ago
Listing courtesy of Ally Kelley, (727) 459-0493
Ocean Sotheby's International
Jo Ann Cook, (305) 360-7968
Ocean Sotheby's International
Originating MLS: Marathon/Lower Keys
Source: FLKMLS, MLS#617542
Also Listed on FLKMLS, Key West AOR, Key West AOR, MLKAR.

Price History for 115 Windy Point Cir

DatePriceEventSource
06/02/2026$4,400,000ContingentFLKMLS #617542
04/14/2026$4,400,000PriceChange
FLKMLS #617542
02/12/2026$4,500,000PriceChange
FLKMLS #617542
12/02/2025$4,900,000Listed For SaleKey West AOR #617542
09/19/2023$4,595,000Sold
Key West AOR #604950
08/19/2023$4,595,000PendingFLKMLS #604950
06/05/2023$4,595,000PendingToActiveMLKAR #604950
05/29/2023$4,595,000ContingentMLKAR #604950
04/14/2023$4,595,000Listed For SaleKey West AOR #604950
05/01/2003$1,500,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$33,860
Assessment$3,926,650
Home facts updated by county records

Comparable Sales for 115 Windy Point Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
339 Stirrup Key Blvd, Marathon, FL
0.18
Single-Family Home
$3,400,000
07/07/25
4
4
2,521
101 Windy Point Circle, Marathon, FL
0.09
Single-Family Home
$2,675,000
12/23/25
4
2.5
3,260
347 Stirrup Key Boulevard, Marathon, FL
0.15
Single-Family Home
$2,750,000
06/30/25
4
3
2,496
359 Stirrup Key Blvd, Marathon, FL
0.09
Single-Family Home
$2,950,000
12/08/25
3
2
1,995
111 Brian Rd, Marathon, FL
0.80
Single-Family Home
$3,250,000
04/09/26
4
3.5
4,256
11257 5th Ave, Marathon, FL
0.84
Single-Family Home
$1,450,000
06/30/25
4
3.5
2,565
412 122nd St, Marathon, FL
1.21
Single-Family Home
$2,595,000
08/13/25
3
2.5
2,391
11243 3rd Ave, Marathon, FL
0.90
Single-Family Home
$1,500,000
10/16/25
5
4
2,416
209 E Bruce Ct, Marathon, FL
0.85
Single-Family Home
$2,300,000
12/12/25
4
2
1,852

Nearby homes

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Assigned Schools

These are the assigned schools for 115 Windy Point Cir.
View nearby schools on GreatSchools
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"
    1
    Flag
  • 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. "
    1
    Flag
  • 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. "
    1
    Flag
  • Jan M.
    "We have basic public transportation. I’d take a taxi anywhere in town. .............................,,"
    0
    Flag
  • 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!"
    2
    Flag
  • Thurmankolb
    "Yes! Dog park just down the street. Lots of neighbors know each other by our dogs. Great vets n Marathon and good groomer."
    6
    Flag
  • Thurmankolb
    "Lots of community events and activities. Fishing tournaments, seafood festival, school carnivals, etc... "
    2
    Flag
  • 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. "
    0
    Flag
  • Abiezer31
    "Of course ,the neighbors the owner and dog are very nice I’m very proud living in my house.and this neighborhood "
    3
    Flag
  • 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."
    0
    Flag
  • Cyndiepalmer
    "We are a friendly neighborhood. You walk your street and say Hi anytime. It is a safe street to live "
    0
    Flag
  • 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"
    0
    Flag
  • 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."
    0
    Flag
  • 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."
    0
    Flag
  • Gonzalez8834
    "Marathon is a great place to life and have a family, very safe, quiet and full of great people. ......"
    0
    Flag
  • Tom A. C. M.
    "I live here (14 years) and love the area. Close accessibility to shopping, schools, churches, golf, beach, walking, biking. "
    0
    Flag
  • 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."
    0
    Flag
  • 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. "
    0
    Flag

LGBTQ Local Legal Protections

Ally Kelley, Ocean Sotheby's International
Agent Phone: (727) 459-0493
MLS Internet Data Exchange (IDX) 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.
115 Windy Point Cir, Marathon, FL 33050 is a 3 bedroom, 3 bathroom, 2,623 sqft single-family home built in 1978. This property is currently available for sale and was listed by FLKMLS on Dec 2, 2025. The MLS # for this home is MLS# 617542.