Premier Brokers International
3742 Seagrape Street, Big Pine Key, FL 33043
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A11877495
$4,650,000

3742 Seagrape Street, Big Pine Key, FL 33043

Beds
3
Baths
3
Sqft
4,687
Est. payment$28,793/mo
Home type
Single Family Residence
Year built
2014
Lot size
17,424 sqft
Price / sqft
$992
HOA
$0/mo
Community
PORT PINE HEIGHTS 2ND ADD

Property 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.

Listing activity

Days on market
543
Listed
Apr 28, 2025
MLS listing updated
Oct 24, 2026
Feed last checked
6 minutes ago

Listed by Jo Ann Cook · Ocean Sotheby's International

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
3
Bathrooms
3
Bathrooms (decimal)
3
Full bathrooms
3
Half bathrooms
0

Rooms & features

Rooms
3
Interior features
Built-in Features, Closet Cabinetry, Elevator, Kitchen Island
Flooring
Tile
Appliances
Electric Water Heater, Dishwasher, Disposal, Microwave
Furnished
Negotiable

Heating & cooling

Heating
Central
Cooling
Central Air
Property

Parking

Garage spaces
4
Garage
Yes
Carport spaces
4
Carport
Yes
Covered spaces
8
Parking features
Attached Carport, Carport, Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Paver Block
Attached garage
No

Exterior

Stories
2
Entry level
2
Exterior features
Balcony, Lighting
Pool
Yes
Pool features
Concrete, Heated, In Ground
View
Bay, Water
Waterfront
Ocean Access, Bay, Canal Front, Seawall
Waterfront property
Yes
Spa
Yes
Spa features
Gunite

Lot

Lot size
17,424 sqft
Lot size (acres)
0.4 acres
Lot dimensions
49760
Zoning
SF
Construction

Type & style

Home type
Single Family Residence
Year built
2014

Materials

Construction
Block, CBS
Roof
Concrete
Levels
Two
Faces
North
Utilities & green energy

Utilities

Sewer
Public Sewer
Water
Public
Utilities
Cable Available
Community & HOA

Community

Subdivision
PORT PINE HEIGHTS 2ND ADD
MLS area
5940 - Other Florida County
MLS subarea
Other
Pets allowed
No Restrictions, Yes
55+ community
No

Association

Has association
No
Estimated monthly dues
$0
Amenities
None
Lease details

Not reported by the listing source.

Location

Area details

City
Big Pine Key
County
Monroe
ZIP code
33043
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A11877495
Possession
Close Of Escrow
Original list price
$6,450,000
Parcel number
00297040000000
Annual property tax
$28,079
Tax year
2024
Tax legal description
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
Additional MLS details

Reported by the listing source

Association Amenities
None
Association
No
Bathrooms Total Decimal
3
Bathrooms Total Integer
3
Construction Materials
Block, CBS
County Or Parish
Monroe
Days On Market
543
Direction Faces
North
Elementary School
Sugarloaf
High School
Key West
List Price
4650000
Listing Contract Date
2025-04-28
Living Area
4687
Lot Size Acres
0.4
Lot Size Area
17260
Lot Size Dimensions
49760
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Marathon
Mls Status
Active
On Market Date
2025-04-28
Photos Count
47
Postal Code
33043
Price Change Timestamp
2026-08-09T16:07:13Z
Property Sub Type
Single Family Residence
Property Type
Residential
Rooms Total
3
Senior Community
No
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2025-04-28T16:19:16Z
Stories Total
2
Subdivision Name
PORT PINE HEIGHTS 2ND ADD
Water Source
Public
Waterfront Features
Ocean Access, Bay, Canal Front, Seawall
Tax Annual Amount
28079
Bathrooms Full
3
Pool Private
Yes
Bedrooms Total
3
Bathrooms Half
0

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Apr 28, 2025ListedMIAMI REALTORS® MLS$6,450,000$1,376/sqft
Aug 9, 2026Price reducedMIAMI REALTORS® MLS$4,650,000$992/sqft

Public tax history

YearProperty taxesAssessment
2024$28,079—

Payment calculator

Estimated monthly payment$28,793/moIllustrative estimate, not a loan offer.
Principal & interest
$24,128
Property taxes
$2,340
Insurance
$2,325
Association dues
$0

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

PORT PINE HEIGHTS 2ND ADD

Big Pine Key · Monroe County · 33043

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

SugarloafElementary
—
MarathonMiddle
—
Key WestHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

Nearby homes

12 homes

Similar homes

12 homes
MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of Ocean Sotheby's International. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.