Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!
For sale
Price cut: $395K (4/30)
$4,995,000
3742 Sea Grape St, Big Pine Key, FL 33043
3beds
4,687sqft
Single Family Residence
Built in 2014
1.14 Acres Lot
$4,605,600 Zestimate®
$1,066/sqft
$-- HOA
What's special
- 65 days |
- 996 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Ally Kelley 727-459-0493,
Ocean Sotheby's International,
Jo Ann Cook 305-360-7968,
Ocean Sotheby's International
Source: FLKMLS,MLS#: 619696
Originating MLS: Marathon/Lower Keys
Originating MLS: Marathon/Lower KeysLoading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Propane Stove
Appliances
- Included: Washer, Stainless Steel Appliance(s), Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
- Laundry: Laundry Room
Features
- Built-in Cabinets, Walk-In Closet(s), Storage, Elevator, Granite Counters, Entrance Foyer, Cathedral Ceiling(s), Utility Room, Theater Room, Media Room
- Flooring: Tile
- Doors: Impact Rstnce Doors
- Windows: Drapes/Blinds Incl, Window Treatments, Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 4,687 sqft
Video & virtual tour
Property
Parking
- Parking features: Carport, Trailer Storage, Covered, RV Parking Open, Off Street, Guest, Open
- Has carport: Yes
- Has uncovered spaces: Yes
Features
- Patio & porch: Open Porch/Balcony, Roof Top Deck
- Exterior features: Bar, Water Display, Sprinkler System, Outdoor Kitchen, Lighting, Rain Gutters, Built-in Barbecue
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete
- Fencing: Privacy,Fenced
- Has view: Yes
- View description: Bay/Gulf View, Water
- Has water view: Yes
- Water view: Bay/Gulf View,Water
- Waterfront features: Bay Front, Open Water, Gulf Front, Waterfront, Seawall: Concrete, Dock: Composite, Dockage: Boat Lift, Basin, Boat Ramp
Lot
- Size: 1.14 Acres
- Dimensions: 75 x 210
- Features: 1 Less Than 2 Acres
Details
- Additional parcels included: SEE DOCUMENTS TAB
- Parcel number: 00297040000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
- Roof: Concrete
Condition
- Updated/Remodeled
- New construction: No
- Year built: 2014
Utilities & green energy
- Electric: Generator
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Propane, Cable Available, Buyer to Verify
Community & HOA
Community
- Subdivision: Port Pine Heights (29.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Big Pine Key
Financial & listing details
- Price per square foot: $1,066/sqft
- Tax assessed value: $3,301,091
- Annual tax amount: $30,568
- Date on market: 4/30/2026
Estimated market value
$4,605,600
$4.38M - $4.84M
$6,859/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Price change | $4,995,000-7.3%$1,066/sqft |
Source:  FLKMLS #619696 Report a problem | ||
| 3/3/2026 | Price change | $5,390,000-8.6%$1,150/sqft |
Source:  MIAMI #A11877495 Report a problem | ||
| 11/10/2025 | Price change | $5,900,000-8.5%$1,259/sqft |
Source:  Key West AOR #615356 Report a problem | ||
| 7/17/2025 | Price change | $6,450,000-7.2%$1,376/sqft |
Source: FLKMLS #615356 Report a problem | ||
| 6/6/2025 | Listed for sale | $6,950,000+139.7%$1,483/sqft |
Source: FLKMLS #615356 Report a problem | ||
| 2/1/2019 | Sold | $2,900,000+3.6%$619/sqft |
Source: FLKMLS #582922 Report a problem | ||
| 11/23/2018 | Listed for sale | $2,800,000+400%$597/sqft |
Source: Coldwell Banker Schmitt RE Co. Lower Keys Office #582922 Report a problem | ||
| 3/21/2013 | Sold | $560,000-6%$119/sqft |
Source: FLKMLS #117328 Report a problem | ||
| 1/13/2013 | Pending sale | $595,500$127/sqft |
Source: Preferred Properties #117328 Report a problem | ||
| 12/4/2012 | Listed for sale | $595,500-29.9%$127/sqft |
Source: Preferred Properties #117328 Report a problem | ||
| 4/2/2012 | Listing removed | $850,000$181/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem | ||
| 10/28/2011 | Listed for sale | $850,000$181/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem | ||
| 8/13/2011 | Listing removed | $850,000$181/sqft |
Source: Schmitt Real Estate Co. #552967 Report a problem | ||
| 10/3/2010 | Listed for sale | $850,000-12.8%$181/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem | ||
| 9/23/2004 | Sold | $975,000$208/sqft |
Source:  MLKAR #521237 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,002 +8.8% | $3,052,986 +10% |
| 2024 | $25,730 +9% | $2,775,442 +10% |
| 2023 | $23,601 +10% | $2,523,129 +10% |
| 2022 | $21,448 +8.6% | $2,293,754 +10% |
| 2021 | $19,742 -0.6% | $2,085,231 +0.4% |
| 2020 | $19,855 | $2,076,078 +5.9% |
| 2019 | $19,855 +7.4% | $1,960,891 +1.9% |
| 2018 | $18,494 -0.9% | $1,924,329 -0.5% |
| 2017 | $18,669 +0.3% | $1,934,751 +17.7% |
| 2016 | $18,617 +14.2% | $1,643,627 +17.2% |
| 2015 | $16,300 | $1,402,884 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: 9.2 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 26.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Big Pine Key
- 33043
- 3742 Sea Grape St
Nearby cities
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