3686 Gulfstream St
Big Pine Key, FL 33043
2 Beds
2 Baths
1,292 sqft
2 Beds
2 Baths
1,292 sqft
Local Information
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Description
Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits!Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern comfort.Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap-around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true paradise for nature lovers.Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3', and quick access to open water. Venture out to the popular hot spots on the water, like Picnic Island, or explore Pine Channel from the Atlantic to the Gulf of America. Fish, lobster, and crabs await.Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side porch, perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with a soaring ceiling, a walk-in closet, and a master bath with a soaking tub. Downstairs is the second room, a guest bath, a full-size laundry room with lots of storage, a kitchen, a large dining area, and a living room.2018 Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical . Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced, adding to the property's appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value!Don't miss your chance to make this island dream a reality! Pre-qualification is available.
Home Highlights
Parking
No Info
Outdoor
Porch
View
Canal
HOA
$4/Monthly
Price/Sqft
$615
Listed
61 days ago
Home Details for 3686 Gulfstream St
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Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1292 Square Feet |
Appliances & Utilities Utilities: FKAA, Cable ConnectedAppliances: Washer, Stainless Steel Appliance(s), Freezer, Disposal, Range, Refrigerator, Dishwasher, DryerDishwasherDisposalDryerLaundry: Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Central |
Windows, Doors, Floors & Walls Window: Drapes/Blinds Incl, Window Treatments, Impact Rstnce WindowDoor: Sliding Glass Doors, Impact Rstnce DoorsFlooring: Tile |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Tile |
View Has a ViewView: Canal |
Security Security: Smoke Detector(s), No Security |
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Exterior Home Features Roof: MetalPatio / Porch: Open Porch/BalconyFencing: FencedExterior: StorageNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageNo Open ParkingParking: Trailer Storage,Covered |
Frontage WaterfrontWaterfront: Canal Front, Waterfront, Seawall: Concrete, Dock: Wood, Dockage: DavitsOn Waterfront |
Water & Sewer Sewer: Municipal Sewer, Public Sewer |
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Days on Market: 61 |
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Year Built Year Built: 1989 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: Frame, Hardi Board SidingNot a New Construction |
Property Information Condition: Updated/Remodeled |
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Price List Price: $795,000Price Per Sqft: $615 |
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MLS Status: Contingent |
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Direction & Address City: Big PineCommunity: Port Pine Heights (29.0) |
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Listing Agent Listing ID: 619308 |
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Community Features: Fire Hydrant, Bike Paths, Other |
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HOA Fee Includes: OtherAssociation for this Listing: Marathon/Lower KeysHas an HOAHOA Fee: $45/Yearly |
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Lot Area: 5227.2 sqft |
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Special Conditions: Standard |
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Contingencies: ContingentListing Terms: Cash, FHA, VA Loan, Conventional |
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Mls Number: 619308Zillow Contingency Status: Under ContractWater ViewWater View: Canal |
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Fire HydrantBike PathsOther |
Last check for updates: 1 day ago
Listing courtesy of Gidget Jackson, (305) 900-8217
RE/MAX Realty Group
Originating MLS: Marathon/Lower Keys
Source: FLKMLS, MLS#619308
Price History for 3686 Gulfstream St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/27/2026 | $795,000 | Contingent | Key West AOR #619308 |
| 04/09/2026 | $795,000 | PriceChange | Key West AOR #619308 |
| 04/01/2026 | $810,000 | Listed For Sale | Key West AOR #619308 |
| 04/01/2026 | $810,000 | ListingRemoved | MLKAR #614235 |
| 03/29/2026 | $810,000 | PriceChange | MLKAR #614235 |
| 01/01/2026 | $880,000 | PriceChange | FLKMLS #614235 |
| 11/06/2025 | $925,000 | PriceChange | FLKMLS #614235 |
| 08/19/2025 | $944,595 | PriceChange | FLKMLS #614235 |
| 03/19/2025 | $949,595 | Listed For Sale | Key West AOR #614235 |
| 08/08/2022 | ListingRemoved | MLKAR | |
| 07/14/2022 | $925,000 | Listed For Sale | FLKMLS #601644 |
| 07/02/2022 | ListingRemoved | FLKMLS #601644 | |
| 07/01/2022 | $925,000 | Listed For Sale | FLKMLS #601644 |
| 05/29/2012 | $246,000 | Sold | FLKMLS #556888 |
| 03/07/2012 | $264,900 | PriceChange | Agent Provided |
| 02/09/2012 | $272,000 | PriceChange | Agent Provided |
| 01/11/2012 | $301,000 | Listed For Sale | Agent Provided |
| 11/25/2002 | $296,000 | Sold | FLKMLS #512938 |
| 06/25/1998 | $152,500 | Sold | N/A |
| 04/30/1997 | $132,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,063 |
| Assessment | $647,709 |
Home facts updated by county records
Comparable Sales for 3686 Gulfstream St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $805,000 | 02/02/26 | 2 | 2 | 1,124 | |
0.14 | Single-Family Home | $749,000 | 09/19/25 | 2 | 2 | 1,008 | |
0.12 | Single-Family Home | $840,000 | 09/30/25 | 3 | 2 | 1,068 | |
0.17 | Single-Family Home | $930,000 | 08/01/25 | 2 | 2 | 1,280 | |
0.22 | Single-Family Home | $570,000 | 07/17/25 | 2 | 2 | 960 | |
0.31 | Single-Family Home | $809,000 | 11/12/25 | 2 | 2 | 1,120 | |
0.33 | Single-Family Home | $640,000 | 09/15/25 | 2 | 2 | 912 | |
0.52 | Single-Family Home | $780,000 | 11/13/25 | 3 | 2 | 1,152 | |
0.51 | Single-Family Home | $864,000 | 01/20/26 | 3 | 2 | 1,008 | |
0.44 | Single-Family Home | $950,000 | 06/25/25 | 3 | 3 | 1,428 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETColdwell Banker Schmitt Lower Keys (KW)
OFF MARKETColdwell Banker Schmitt Real Estate Co.
FOR SALEColdwell Banker Schmitt Real Estate Co
OFF MARKETColdwell Banker Schmitt Lower Keys (KW)
OFF MARKETAllison James Estates & Homes- FOR SALEBerkshire Hathaway HomeServices Keys Real Estate - Lower Keys
FOR SALELifestyle International Realty
Assigned Schools
These are the assigned schools for 3686 Gulfstream St.
- Key West High School
- 9-12
- Public
- 1288 Students
3/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review6mo ago - Sugarloaf School
- PK-8
- Public
- 671 Students
5/10GreatSchools RatingParent Rating AverageAs an educator with experience across multiple districts, I have observed ongoing challenges within this school and district that appear to reflect broader, system-level patterns rather than isolated concerns.Instructional Consistency:There is noticeable variability in instructional practices across classrooms, suggesting that expectations and implementation are not consistently aligned. This can result in uneven learning experiences for students.Student Support Systems:Supports intended for students, including those requiring additional or specialized services, are not consistently implemented. As a result, the effectiveness of these supports can vary and does not always translate into meaningful or measurable progress.Leadership & Staff Treatment:At the district level, expectations and accountability do not appear to be applied consistently across staff. There is a lack of uniformity in how employees are supported and held to expectations, which can create a perception that practices differ depending on the individual rather than being applied equitably.Communication:Communication from administration is often limited, unclear, or not provided in a timely manner. In some cases, attempts to seek clarification or guidance do not receive responses, which contributes to confusion and inconsistent implementation across classrooms and schools.Safety & School Environment:There are also concerns related to consistency in safety procedures and overall campus environment. At times, safety practices do not appear to be implemented in a consistent or clearly communicated manner, which can contribute to a sense of uncertainty for staff.Overall:Compared to other districts, these challenges appear more persistent and widespread. Greater consistency, responsiveness, and equitable implementation of expectations would be necessary to improve both staff effectiveness and student outcomes.Teacher Review2mo ago 
Check out schools near 3686 Gulfstream St.
What Locals Say about Big Pine Key
At least 29 Trulia users voted on each feature.
95 % Say it's dog friendly
91 % Say there's wildlife
82 % Say car is needed
82 % Say yards are well-kept
81 % Say parking is easy
76 % Say people would walk alone at night
75 % Say it's quiet
66 % Say there's holiday spirit
62 % Say it's walkable to grocery stores
59 % Say it's walkable to restaurants
55 % Say they plan to stay for at least 5 years
52 % Say neighbors are friendly
43 % Say there are community events
35 % Say kids play outside
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Gidget Jackson, RE/MAX Realty Group
Agent Phone: (305) 900-8217
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.
3686 Gulfstream St, Big Pine Key, FL 33043 is a 2 bedroom, 2 bathroom, 1,292 sqft single-family home built in 1989. This property is currently available for sale and was listed by FLKMLS on Apr 1, 2026. The MLS # for this home is MLS# 619308.