3742 Seagrape Street, Big Pine Key, FL 33043

$4,650,000

Virtual Tour

https://www.propertypanorama.com/instaview/mia/A11877495

Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 4,687 Status: Active

Current Price: $4,650,000 List Date: 4/28/2025 Last Modified: 9/09/2026

Overview

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 Details MLS# A11877495

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 3
Bathrooms Total: 3
Bathrooms Full: 3
Living Area Main: 4687
Year Built: 2014
Garage YN: Yes
Garage Spaces: 4
Carport YN: Yes
Attached Carport YN: Yes
Carport Spaces: 4
Covered Spaces: 8
Lot Size Area: 17260
Lot Size Acres: 0.4
Lot Size Dimensions: 49760
Senior Community YN: No
Waterfront YN: Yes
Water Frontage Feet: 300
Outdoor Living Spaces YN: Yes
Stories Total: 2
Direction Faces: North
Pool Private YN: Yes
Spa YN: Yes
Furnished: Negotiable

Property Features

Exterior Features: Lighting Flooring: Tile Parking Features: Circular Driveway; Covered; Driveway; Golf Cart Garage; Guest; Paver Block; Attached Carport; Carport Spa Features: Gunite Appliances: Dishwasher; Disposal; Microwave Water Heater Details: Electric Water Heater Boat and Dock Features: Lift; Private Dock Construction Materials: Block; CBS Cooling: Central Air Heating: Central Interior Features: Built-in Features; Closet Cabinetry; Elevator; Kitchen Island Levels: Two Listing Terms: Cash; Conventional Pets Allowed YN: Yes Pets Allowed: No Restrictions Pool Features: Concrete; Heated; In Ground Possession: Close Of Escrow Restrictions: No Restrictions Roof: Concrete Sewer: Public Sewer Tax Information: County Only Utilities: Cable Available View: Water Water Access: Ocean Access Water Source: Public Water View: Bay Waterfront Features: Bayfront; Canal Front; Seawall Showing Requirements: 24 Hour Notice; Alarm System; Appointment Only; Call Listing Agent Outdoor Living Spaces: Balcony Balcony Details: Balcony - Open Room Types: Family Room; Laundry; Media Room Acreage Description: 1 To Less Than 2 Acre Lot

Contract Information

Comp Sale YN: No
Original List Price: 6450000
Occupant Type: Call Listing Agent

Location and Legal

Country: United States
County Or Parish: Monroe
County Parish Name: Monroe
Street Number: 3742
Street Name: Seagrape
Street Suffix: Street
City Name: Big Pine Key
State Or Province: FL
Postal Code: 33043
Postal Code +4: 6115
Postal Zip: 33043
Subdivision Name: PORT PINE HEIGHTS 2ND ADD
Area: 5940 - Other Florida County
Geographic Area: Other
Elementary School: Sugarloaf
Middle Or Junior School: Marathon
High School: Key West
Parcel Number: 00297040000000
Zoning: SF
Flood Zone: VE
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.

Financial Information

Membership Fee Required YN: No
Tax Annual Amount: 28079
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

Status Change Information

Major Change Timestamp: 2026-08-09T16:07:13Z
Major Change Type: Price Reduced
Price Change Timestamp: 2026-08-09T16:07:13Z
Status Change Date: 2025-09-12

More Information

Entry Information

Entry Level: 2

Boat and Dock Information

Dock: Yes

Pool Size Details

Pool Size (WxL): 30

Storm Protection

Impact Glass: Partial

Price Calculations

Current Price To SqFt: 992.1

Section Details

Parcel Number MLX: 1369

Originating Details

Originating System Key: 420488825
Originating System ID: M00000151

Room Information

Room Name
Family Room
Media Room
Laundry

Listing Office: Ocean Sotheby's International

Last Updated: September - 09 - 2026

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3742 Seagrape Street, Big Pine Key, FL 33043 (MLS# A11877495)