Description

Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen with 10.5’ island, dual sinks, Jenn-Air gas range, and wood cabinetry flows to a grand family room, theater, and rooftop deck. The top-floor primary suite boasts water views, office, lounge, spa bath, and custom closet. Outside, a resort-style pool with spa, heater/chiller, and LED lighting completes this rare Florida Keys retreat.

Address

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Address: Seagrape
City: Big Pine Key
State/county: Monroe
Zip/Postal Code: 33043

Details

Updated on August 5, 2026 at 5:51 pm

Property ID A11877495
Price $5,390,000
Property Size 4687 Sq Ft
Land Area 0.4 Sq Ft
Bedrooms 3
Bathrooms 3
Garages 4
Year Built 2014
Type Single Family Residence
Property Status Residential

Additional details

BathroomsFull 3
BathroomsHalf 0
CLIP 5842336977
CarportSpaces 4
ConstructionMaterials Block
ContractStatusChangeDate 2025-09-12
Cooling Central Air
CoveredSpaces 8
CumulativeDaysOnMarket 464
CurrentPrice 5390000
DaysOnMarket 464
DaysOnMarketReplication 464
DaysOnMarketReplicationDate 2026-08-05
DaysOnMarketReplicationIncreasingYN 1
DirectionFaces North
Directions From US-1, right on Key Deer Blvd all the way to Kyle Blvd, left onto Kyle, left onto Sea Grape Street. Property is on right side with gated entry.
DocumentsCount 0
ElementarySchool Sugarloaf
EntryLevel 2
Flooring Tile
FrontageLength 300.00
FrontageType Waterfront
Furnished Negotiable
Heating Central
HighSchool Key West
InternetAddressDisplayYN 1
InternetEntireListingDisplayYN 1
Levels Two
ListAOR Miami REALTORS
ListAgentAOR Miami Association of REALTORS
ListAgentDirectPhone 305-360-7968
ListAgentEmail jcook@oceansir.com
ListAgentFirstName Jo Ann
ListAgentFullName Jo Ann Cook
ListAgentKey 26760913
ListAgentKeyNumeric 26760913
ListAgentLastName Cook
ListAgentMlsId SEF3330898
ListAgentNationalAssociationId 469500798
ListAgentOfficePhone 305-735-4095
ListAgentPreferredPhone 305-360-7968
ListAgentStateLicense 3330898
ListOfficeAOR Miami Association of REALTORS
ListOfficeEmail jcook@oceansir.com
ListOfficeKey 5900414
ListOfficeKeyNumeric 5900414
ListOfficeMlsId SEFTWIR01
ListOfficeName Ocean Sotheby's International
ListOfficePhone 305-735-4095
ListingAgreement Exclusive Right To Sell
ListingContractDate 2025-04-28
ListingKey 1133854733
ListingKeyNumeric 1133854733
ListingTerms Cash, Conventional
LotFeatures 1-2 Acres
LotSizeArea 17260
LotSizeDimensions 49760
MLSAreaMajor 5940 - Other Florida County
MajorChangeTimestamp March 3, 2026 at 03:40pm
MajorChangeType Price Change
MapCoordinateSource Imported
MiddleOrJuniorSchool Marathon
MlsStatus Active
MobileDimUnits Feet
ModificationTimestamp August 5, 2026 at 02:56pm
OccupantType Call Agent
OnMarketDate 2025-04-28
OnMarketTimestamp 2025-04-28T00:00:00.000-00:00
OpenHouseModificationTimestamp 2026-08-05T10:54:27.100-00:00
OriginalEntryTimestamp September 12, 2025 at 12:57pm
OriginalListPrice 6450000
OriginatingSystemID M00000151
OriginatingSystemKey 354966291
OriginatingSystemListAgentMemberKey 1176562
OriginatingSystemListOfficeKey 1256984
OriginatingSystemModificationTimestamp 2026-08-05T10:54:27.100-00:00
OriginatingSystemName BEACH
OriginatingSystemSubName BEACH_MIAMI
OtherParking CarportSpaces:4.00
ParcelNumber 00297040000000
ParkingFeatures Attached Carport, Circular Driveway, Covered, Carport, Driveway, Golf Cart Garage, Guest, Paver Block
PatioAndPorchFeatures Open, Balcony
Permission IDX
PetsAllowed No Pet Restrictions, Yes
PhotosChangeTimestamp April 30, 2026 at 02:19pm
PhotosCount 47
PoolFeatures Concrete, Heated, In Ground
Possession Close Of Escrow
PostalCity Big Pine Key
PostalCode 33043
PostalCodePlus4 6115
PreviousListPrice 6450000
PriceChangeTimestamp March 3, 2026 at 03:40pm
PropertySubTypeAdditional Single Family Residence
Roof Concrete
RoomsTotal 3
Sewer Public Sewer
SourceSystemID TRESTLE
SourceSystemKey 1133854733
SourceSystemName flexmls
SpaFeatures Gunite
StateOrProvince FL
StatusChangeTimestamp April 28, 2025 at 12:19pm
Stories 2
StoriesTotal 2
StreetName Seagrape
StreetNumber 3742
StreetNumberNumeric 3742
StreetSuffix Street
SubdivisionName PORT PINE HEIGHTS 2ND ADD
TaxAnnualAmount 28079
TaxLegalDescription BK 77 LOTS 3 AND 4 PORT PINE HEIGHTS 2ND ADD BIG PINE KEY PB4-167 AND ADJ FILL BAY BTM OR376-233 OR517-179 OR555-195D/C OR872-1053/1057 OR12
TaxYear 2024
UniversalPropertyId US-12087-N-00297040000000-R-N
Utilities Cable Available
VideosCount 0
View Bay, Water
WaterSource Public
WaterfrontFeatures Bayfront, Canal Front, Ocean Access, Seawall
Zoning SF