4 Bedroom Homes for Sale in Big Pine Key, FL

Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Big Pine Key listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.

13 homes with four or more bedrooms are for sale or pending in Big Pine Key, FL today across 8 communities. The median asking price is $1,200,000, from $763,000 to $4,850,000. Listings in Big Pine Key without that feature have a median of $820,000. Most listings right now: Sands Sub (31.0) (2), Doctors Arm (30.5) (2), Pine Channel Estates (29.5) (2). Updated October 2, 2026 from the MLS.

Live 4-bedroom homes in Big Pine Key: the listings

12 active listings match today (16% of Big Pine Key inventory), median asking $1,087,500, median 108 days on market. Photo cards link to the listing; refreshed nightly.

Newest 4-bedroom homes in Big Pine Key

1160 Avenue A, 4-bedroom for sale in Big Pine Key
$799,000
4 bd · 4 ba · built 1981
1160 Avenue A, 33043
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
3962-3964 No Name Road, 4-bedroom for sale in Big Pine Key
$925,000
4 bd · 2 ba · built 1967
3962-3964 No Name Road, 33043
Listing courtesy of Island Real Estate Company Florida Keys
31569 Avenue D, 4-bedroom for sale in Big Pine Key
$1,200,000
4 bd · 3 ba · built 2024
31569 Avenue D, 33043
Listing courtesy of SEI Brokers Corporation
31441 Avenue F, 4-bedroom for sale in Big Pine Key
$975,000
4 bd · 3 ba · built 2025
31441 Avenue F, 33043
Listing courtesy of SEI Brokers Corporation
30374 Oleander Boulevard, 4-bedroom for sale in Big Pine Key
$763,000
4 bd · 2 ba · built 1968
30374 Oleander Boulevard, 33043
Listing courtesy of Coldwell Banker Schmitt Lower Keys (KW)
31032 Hollerich Drive, 4-bedroom for sale in Big Pine Key
$899,000
4 bd · 2 ba · built 1963
31032 Hollerich Drive, 33043
Listing courtesy of Key West Vacation Properties & Realty, LLC (KW)
3610 S Seas Street, 4-bedroom for sale in Big Pine Key
$850,000
5 bd · 3 ba · built 1985
3610 S Seas Street, 33043
Listing courtesy of Carmona Realty Group, LLC
29562 Saratoga Avenue, 4-bedroom for sale in Big Pine Key
$1,435,000
4 bd · 2 ba · built 1984
29562 Saratoga Avenue, 33043
Listing courtesy of Coldwell Banker Schmitt Lower Keys (KW)
30363 Flamingo Lane, 4-bedroom for sale in Big Pine Key
$1,695,000
4 bd · 3 ba · built 1993
30363 Flamingo Lane, 33043
Listing courtesy of Island Welcome Real Estate LLC
29678 Enterprise Avenue, 4-bedroom for sale in Big Pine Key
$1,295,000
4 bd · 2 ba · built 1987
29678 Enterprise Avenue, 33043
Listing courtesy of Florida Keys Real Estate Group
31449 Avenue I, 4-bedroom for sale in Big Pine Key
$4,850,000
5 bd · 4 ba · built 2025
31449 Avenue I, 33043
Listing courtesy of Flat Fee MLS Realty
30995 Watson Boulevard, 4-bedroom for sale in Big Pine Key
$2,300,000
4 bd · 3 ba · built 2025
30995 Watson Boulevard, 33043
Listing courtesy of Coldwell Banker Schmitt RE Co.

The most expensive 4-bedroom homes in Big Pine Key

ListingAskingSq ftCommunity
31449 Avenue I$4,850,000——
30995 Watson Boulevard$2,300,000——
30363 Flamingo Lane$1,695,000——
29562 Saratoga Avenue$1,435,000——
29678 Enterprise Avenue$1,295,000——
31569 Avenue D$1,200,000——
31441 Avenue F$975,000——
3962-3964 No Name Road$925,000——
31032 Hollerich Drive$899,000——
3610 S Seas Street$850,000——

4-Bedroom Homes by price

BandFor saleShare
$750K–$1M650%
$1M+650%

Big Pine Key 4-bedroom homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

Community4-Bedroom HomesNew buildMedian listFrom
Sands Sub (31.0)20$2,912,500$975,000
Doctors Arm (30.5)22$1,875,000$1,450,000
Pine Channel Estates (29.5)20$1,365,000$1,295,000
Port Pine Heights (29.0)20$887,500$850,000
Palm Villa (30.5)20$781,000$763,000
Tropical Bay (30.5)10$1,695,000$1,695,000
Big Pine Cove (31.5)10$1,200,000$1,200,000
Hollerich Sub (31.0)10$899,000$899,000

What the fourth bedroom costs

The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.

Questions to ask about any four-bedroom listing

Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.

Common questions

How many homes with four or more bedrooms are for sale in Big Pine Key?
As of October 2, 2026, 13 Big Pine Key, FL listings whose MLS record reports four or more bedrooms are active or pending, across 8 communities. The count updates with every MLS refresh.
What do 4-bedroom homes cost in Big Pine Key?
The median asking price today is $1,200,000, with listings from $763,000 to $4,850,000. Big Pine Key listings without that feature have a median of $820,000.
Which Big Pine Key community has the most 4-bedroom homes for sale?
Sands Sub (31.0) has the most right now (2), followed by Doctors Arm (30.5) (2), Pine Channel Estates (29.5) (2), Port Pine Heights (29.0) (2).
How much more does a 4-bedroom home cost?
It depends on the city and the age of the housing stock. The answer block on this page states today’s median asking price for four-plus-bedroom homes next to the median for other listings in the same city, and each listing page shows square footage so you can compare on a per-square-foot basis.

Keep exploring Big Pine Key

4-Bedroom Homes in nearby Monroe County cities

Live data: floridakeys, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Big Pine Key, FL whose MLS record reports four or more bedrooms. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate.

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