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$4,995,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 4,687 Sq. Ft.
  • Updated 13 days ago
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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!

Full Property Details for 3742 Sea Grape St

General

  • Price: $4,995,000
  • Taxes: $30,568 (2026)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619696
  • Updated: 5/13/2026
  • Added to Site: 27 day(s) ago

Interior

  • Interior Features: Utility Room, Entrance Foyer, Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Granite Counter Top, Storage, Window Treatments, Media Room
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Pool Description: Concrete, Heated, In Ground, Decked

Exterior

  • Exterior Features: Rain Gutters, Lighting, Bar, Built-in Grill, Fencing, Outdoor Kitchen, Privacy Wall/Fence, Sprinkler System, Water Display
  • Deck/Patio: Roof Top Deck, Open Porch/Balcony
  • Porch/Patio/Deck: Roof Top Deck, Open Porch/Balcony

Parking

  • Parking Features: Open, Guest, Off Street, Covered, Carport

Location

  • Area: 11 - Big Pine Key, No Name Key
  • County: Monroe
  • Subdivision: Port Pine Heights (29.0)
  • Driving 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.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Heating Type: Propane Stove

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 4,687
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2014
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Open Water View, Bay
  • Lot Size (Acres): 1.14
  • Lot Size (Sq. Ft.): 49,760
  • Lot Dimensions: 75 x 210
  • Zoning: IS - Improved Subivision District

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Bay Front, Gulf Front, Open Water

Financial Considerations

  • Tax Amount: $30,568.31
  • Tax Year: 2026

Disclosures and Reports

  • Legal Description: See Documents Tab
  • APN: 297040000000

Listed by Ocean Sotheby's International, Ally Kelley (727) 459-0493 and Ocean Sotheby's International, Jo Ann Cook (305) 360-7968

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Listing agents

— 3742 Sea Grape St —

  • Ally Kelley

    Ocean Sotheby's International

  • Jo Ann Cook

    Ocean Sotheby's International

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3742 Sea Grape St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-89.2 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1226.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3742 Sea Grape St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/30/2026
Listed
$4,995,000
72.24%
MLS
2/01/2019
Sold
$2,900,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3742 Sea Grape St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$25,730
—
$3,301,091
—
2024
$25,730
9%
$3,292,836
8%
2023
$23,601
20%
$3,036,096
46%
2021
$19,742
-8%
$2,085,231
-23%
2022
$21,448
9%
$2,707,955
30%
2021
$19,742
7%
$2,076,078
6%
2019
$18,494
-1%
$1,960,891
2%
2018
$18,669
—
$1,924,329
-1%
2017
$18,617
14%
$1,934,751
18%
2016
$16,300
14%
$1,643,627
25%
2015
$14,306
383%
$1,313,646
517%
2014
$2,963
-45%
$212,810
-50%
2013
$5,373
—
$427,035
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 3742 Sea Grape St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Ocean Sotheby's International, Ally Kelley (727) 459-0493 and Ocean Sotheby's International, Jo Ann Cook (305) 360-7968

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3742 Seagrape Street, Big Pine Key, FL 33043 (MLS# 619696) is a Single Family property with 3 bedrooms and 3 full bathrooms. 3742 Seagrape Street is currently listed for $4,995,000 and was received on April 30, 2026. Want to learn more about 3742 Seagrape Street? Do you have questions about finding other Single Family real estate for sale in Big Pine Key? You can browse all Big Pine Key real estate or contact a Coldwell Banker agent to request more information.

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