3742 Seagrape Street, Big Pine Key, FL 33043

$4,650,000 — Active

Property Features

Map Map It    Virtual Tour

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.

▼ Price Reduced — originally listed at $6,450,000

Property Details

  • Listing ID: A11877495
  • Status: Active
  • Listing Date: 2025-04-28
  • Property Type: Single Family Residence
  • Subdivision: PORT PINE HEIGHTS 2ND ADD
  • County: Monroe
  • MLS Area: 5940 - Other Florida County
  • Bedrooms: 3
  • Full Bathrooms: 3
  • Living Area Sq Ft: 4,687
  • Lot Dimensions: 49760
  • Year Built: 2014

Financial

  • List Price: $4,650,000
  • Original List Price: $6,450,000
  • HOA Fee: None
  • Taxes: $28,079/yr

Features & Amenities

  • View: Water, Bay
  • Furnished: Negotiable
  • Pets Allowed: Yes, No Restrictions
  • Parking: Attached Carport, Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Paver Block, Carpor
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Tile
  • Construction: Block, CBS
  • Roof: Concrete
  • Interior Features: Built-in Features, Elevator, Kitchen Island, Closet Cabinetry
  • Exterior Features: Lighting, Balcony
  • Community Amenities: None

Courtesy of Ocean Sotheby's International
Contact Starfish Real Estate to schedule an appointment or call .

RAPB

© 2026 Starfish Real Estate. Listing data is derived from the Broker Reciprocity Program of the Realtor Association of Indian River County (RAIRC) and BeachsMLS. Properties listed by brokers other than Starfish Real Estate are identified with the applicable MLS logo and include the listing broker's name. Not all properties available through either MLS may be displayed. All MLS data is the copyrighted property of the respective MLS and its participants. Data is deemed reliable but is not guaranteed accurate and should be independently verified prior to entering into any transaction.