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3742 Seagrape Street, Big Pine Key, FL 33043
Active
513 Days on Market
Virtual Tour
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All Listings

$4,650,000

3742 Seagrape Street

Big Pine Key, FL 33043

PORT PINE HEIGHTS 2ND ADD

Explore the area: Monroe County real estate

How this price compares

List price
$4,650,000
Price per sq ft
$992
Original price
$6,450,000
Days on market
513

This 3-bedroom single-family home in Port Pine Heights 2nd Add is listed at $4,650,000, or $992 per square foot. The asking price has come down 27.9% from its original $6,450,000. It has been on the market for 513 days.

3
Bedrooms
3
Bathrooms
4,687
Living Sq Ft
2014
Year Built

Estimated monthly payment

$24,438 /mo

Principal and interest only, based on $930,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$4,650,000
Days on Site
513 Days
Bedrooms
3
Total Baths
3
Full Baths
3
Partial Baths
0
Living Area
4,687 sqft
Lot Size
0.4 Acres
Year Built
2014
Property Type
Single Family
MLS #
A11877495
Property Tax
$28,079 (2024)
Subdivision
PORT PINE HEIGHTS 2ND ADD
County
Monroe
Status
Active

About This Property

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.

MLS media link

General Features

Property Type
Single Family
Status
Active
Year Built
2014
Number of Stories
2
Levels
Two
Garage Spaces
4
Parking
Attached Carport / Circular Driveway / Covered / Carport / Driveway / Golf Cart Garage / Guest / Paver Block
Direction Faces
North
Lot Size (Acres)
0.4
Living Sq Ft
4,687
Sewer
Public Sewer
Water Source
Public
Zoning
SF

Interior Features

Appliances
Dishwasher / Electric Water Heater / Disposal / Microwave
Cooling
Central Air
Heating
Central
Flooring
Tile
Spa
Yes
Spa Features
Gunite
Interior Features
Built In Features / Bathtub / Closet Cabinetry / Elevator / Kitchen Island / Main Level Primary / Multiple En Suite Bathrooms / Soaking Tub / Separate Shower / Upper Level Primary
Furnished
Negotiable

Exterior Features

Construction
Block
Roof
Concrete
Exterior Features
Balcony / Lighting / Outdoor Living Area
Private Pool
Yes
Pool Features
Concrete / Heated / In Ground
Patio & Porch
Open / Balcony
Lot Features
One To Two Acres
Waterfront
Yes
Waterfront Features
Bayfront / Canal Front / Ocean Access / Seawall
Frontage
Waterfront
Frontage Length
300.00 ft
View
Bay / Water

Community & HOA

Association Amenities
None
Utilities
Cable Available
Pets Allowed
No Pet Restrictions / Yes
Financing Terms
Cash / Conventional
Restrictions
No Restrictions
MLS Area
5940 - Other Florida County

Schools

Elementary School
Sugarloaf
Middle School
Marathon
High School
Key West
Homes for Sale
1
Under Contract
0
Median List Price
$4,650,000
Median $/Sq Ft
$992
Avg Days on Market
513
View all 1 homes for sale in Port Pine Heights 2nd Add →
How do I schedule a tour of 3742 Seagrape Street, Big Pine Key, FL 33043?
Use the Tour button on this listing to request a showing of 3742 Seagrape Street, Big Pine Key, FL 33043. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 3742 Seagrape Street, Big Pine Key, FL 33043 still available?
3742 Seagrape Street, Big Pine Key, FL 33043 is currently listed as Active, and has been on the market 513 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 3742 Seagrape Street, Big Pine Key, FL 33043?
With 20% down ($930,000) on the $4,650,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 3742 Seagrape Street, Big Pine Key, FL 33043 is about $24,438/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 3742 Seagrape Street, Big Pine Key, FL 33043?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 3742 Seagrape Street, Big Pine Key, FL 33043. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 3742 Seagrape Street, Big Pine Key, FL 33043?
3742 Seagrape Street, Big Pine Key, FL 33043 is zoned for Sugarloaf (elementary), Marathon (middle), Key West (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 3742 Seagrape Street, Big Pine Key, FL 33043?
Often, yes. The right offer on 3742 Seagrape Street, Big Pine Key, FL 33043 depends on how it's priced against comparable single family sales in Big Pine Key, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Ocean Sotheby's International

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.

$4,650,000

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Listed by Jo Ann Cook, Ocean Sotheby's International

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