Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.
For sale
Price cut: $49K (6/10)
$1,250,000
30525 Winifred St, Big Pine Key, FL 33043
3beds
1,774sqft
Single Family Residence
Built in 1966
0.49 Acres Lot
$1,198,400 Zestimate®
$705/sqft
$-- HOA
What's special
Private canal-front retreatCanal-front propertyScreened in poolSurrounded by tropical beautyPrivate gated entranceImpact windows and doors
- 44 days |
- 635 |
- 22 |
Zillow last checked:
Listing updated:
Listed by:
Joyce Craul 305-509-3172,
Expert Realty LLC (HQ)
Source: FLKMLS,MLS#: 620017
Originating MLS: Key West Association
Originating MLS: Key West AssociationLoading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Laundry: Laundry Room
Features
- Split Bedroom, Storage, Pantry, Utility Room
- Flooring: Tile, Marble, Terrazzo
- Doors: Impact Rstnce Doors
- Windows: Impact Rstnce Window
Interior area
- Total interior livable area: 1,774 sqft
Property
Parking
- Parking features: Open, Trailer Storage, RV Parking Open
- Has uncovered spaces: Yes
Features
- Levels: Ground Level
- Patio & porch: Open Porch/Balcony, Patio
- Has private pool: Yes
- Pool features: Heated, Above Ground, Screen Enclosure, Decked, Concrete, Salt Water
- Fencing: Fenced
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 35, Dockage: Boat Lift
Lot
- Size: 0.49 Acres
- Features: 1/4 - 1/2 Acre
Details
- Additional structures: Shed(s)
- Parcel number: 00285610000000
- Zoning: IS
- Zoning description: Improved Subivision District
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Stucco, Frame
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1966
Utilities & green energy
- Sewer: Public Sewer
- Utilities for property: FKAA
Community & HOA
Community
- Features: Bike Paths
- Security: Electric Gate
- Subdivision: Whispering Pines (30.5)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Big Pine Key
Financial & listing details
- Price per square foot: $705/sqft
- Tax assessed value: $833,107
- Annual tax amount: $7,758
- Date on market: 5/23/2026
- Listing terms: No Seller Finance,Cash,FHA,VA Loan,Conventional
Estimated market value
$1,198,400
$1.14M - $1.26M
$4,900/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Price change | $1,250,000-3.8%$705/sqft |
Source:  FLKMLS #620017 Report a problem | ||
| 5/23/2026 | Listed for sale | $1,299,000+42%$732/sqft |
Source:  Key West AOR #620017 Report a problem | ||
| 10/10/2023 | Sold | $915,000-2%$516/sqft |
Source: FLKMLS #604022 Report a problem | ||
| 10/7/2023 | Pending sale | $934,000$526/sqft |
Source: FLKMLS #604022 Report a problem | ||
| 8/20/2023 | Contingent | $934,000$526/sqft |
Source:  MLKAR #604022 Report a problem | ||
| 8/1/2023 | Listed for sale | $934,000$526/sqft |
Source: MLKAR #604022 Report a problem | ||
| 7/26/2023 | Contingent | $934,000$526/sqft |
Source: MLKAR #604022 Report a problem | ||
| 7/20/2023 | Price change | $934,000-4.5%$526/sqft |
Source: FLKMLS #604022 Report a problem | ||
| 6/20/2023 | Price change | $978,000-2%$551/sqft |
Source: MLKAR #604022 Report a problem | ||
| 3/31/2023 | Price change | $998,000-6.6%$563/sqft |
Source: Key West AOR #604022 Report a problem | ||
| 3/22/2023 | Price change | $1,069,000-0.6%$603/sqft |
Source: Key West AOR #604022 Report a problem | ||
| 2/20/2023 | Price change | $1,075,000-6.4%$606/sqft |
Source: Key West AOR #604022 Report a problem | ||
| 1/31/2023 | Listed for sale | $1,149,000-4.2%$648/sqft |
Source: FLKMLS #604022 Report a problem | ||
| 1/19/2023 | Listing removed | -- |
Source: MLKAR Report a problem | ||
| 8/12/2022 | Price change | $1,199,000-7.8%$676/sqft |
Source: Key West AOR #601408 Report a problem | ||
| 6/15/2022 | Listed for sale | $1,300,000+246.7%$733/sqft |
Source: Key West AOR #601408 Report a problem | ||
| 7/29/2016 | Sold | $375,000-6%$211/sqft |
Source: MLKAR #568962 Report a problem | ||
| 6/21/2016 | Pending sale | $399,000$225/sqft |
Source: CENTURY 21 Schwartz Realty #568962 Report a problem | ||
| 4/20/2016 | Price change | $399,000-3.6%$225/sqft |
Source: CENTURY 21 Schwartz Realty #568962 Report a problem | ||
| 4/11/2016 | Price change | $414,000-3.5%$233/sqft |
Source: CENTURY 21 Schwartz Realty #568962 Report a problem | ||
| 2/26/2016 | Price change | $429,000-4.5%$242/sqft |
Source: CENTURY 21 Schwartz Realty #568962 Report a problem | ||
| 12/9/2015 | Price change | $449,000-3.4%$253/sqft |
Source: Better Homes and Gardens Real Estate Schwartz Realty #568962 Report a problem | ||
| 11/13/2015 | Listed for sale | $465,000$262/sqft |
Source: Century 21 Schwartz Realty BPK #568962 Report a problem | ||
| 7/9/2015 | Listing removed | $465,000$262/sqft |
Source: Century 21 Schwartz Realty BPK #566642 Report a problem | ||
| 2/12/2015 | Listed for sale | $465,000+16.5%$262/sqft |
Source: CENTURY 21 Schwartz Realty #566642 Report a problem | ||
| 7/3/2011 | Listing removed | $399,000+247%$225/sqft |
Source: Vflyer Homes #554841 Report a problem | ||
| 4/20/1994 | Sold | $115,000$65/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,759 +14.1% | $829,896 +11.9% |
| 2024 | $6,797 +74.8% | $741,496 +78.5% |
| 2023 | $3,888 +1.7% | $415,313 +3% |
| 2022 | $3,824 -2.3% | $403,217 +3% |
| 2021 | $3,915 +0.5% | $391,473 +1.4% |
| 2020 | $3,894 | $386,069 +2.3% |
| 2019 | $3,894 +1.9% | $377,390 +1.9% |
| 2018 | $3,823 | $370,354 +2.1% |
| 2017 | -- | $362,737 +24.4% |
| 2016 | -- | $291,675 +0.7% |
| 2015 | $3,141 | $289,647 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 33043
Nearby schools
GreatSchools rating
- 6/10Sugarloaf SchoolGrades: PK-8Distance: 11 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 28 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Big Pine Key
- 33043
- 30525 Winifred St
Nearby cities
Nearby zip codes
Other Big Pine Key Topics
