Homes for sale in
Big Pine, Florida
Where the Lower Keys slow down
21
Homes for sale
$1,055,000
Median list price
$855
Avg price / sqft
94
Median days on market
Big Pine Key sits in the Lower Keys, a quieter stretch of Monroe County known for its Key deer, backcountry flats, and canal-front living that trades tourist bustle for open water and stilt houses. This is a place for people who fish, boat, and want their neighbors to be the kind who wave from the dock — nearly all of the waterfront homes here open onto canals with quick access to both the Atlantic and the Gulf.
The market is small and specialized, with just 21 active single-family homes and a median list price of $1,055,000. Of those, 18 are on the water and 11 carry price tags above $1 million, so expect to pay for location — but with a median 94 days on market and sellers getting 95% of asking, there's room to negotiate if you're patient. Buyers watching budget should keep an eye on the just reduced listings and browse by price to catch the lower end.
Big Pine is in Monroe County, Florida.
Within a 30-minute drive
Quick facts
$550,000 – $5.4M price range
1,392 sqft median home
$8,998/mo median rent
Leans buyer right now
Fresh on the market
Newest homes in Big Pine
View all 21 homes →
$2,300,000
30995 Watson Blvd, Big Pine FL 33043, BIG PINE
4 bd · 3 ba · 2,400 sqft
$1,550,000
, BIG PINE
3 bd · 2 ba · 1,392 sqft
$840,000
3635 Trade Winds St, Big Pine FL 33043, BIG PINE
2 bd · 2 ba · 1,048 sqft
$550,000
, BIG PINE
3 bd · 1 ba · 988 sqft
$1,150,000
29565 Flying Cloud Ave, Big Pine FL 33043, BIG PINE
4 bd · 3 ba · 960 sqft
$750,000
251 Pelican Ln, Big Pine FL 33043, BIG PINE
2 bd · 2 ba · 1,200 sqft
$1,199,000
29662 Independence Ave, Big Pine FL 33043, BIG PINE
2 bd · 2 ba · 1,024 sqft
$849,000
, BIG PINE
3 bd · 2 ba · 1,980 sqft
$675,000
, BIG PINE
4 bd · 2 ba · 1,566 sqft
$3,899,000
1557 Long Beach Dr, Big Pine FL 33043, BIG PINE
6 bd · 6 ba · 3,029 sqft
$1,055,000
29051 Magnolia Ln, Big Pine FL 33043, BIG PINE
3 bd · 3 ba · 1,344 sqft
$964,999
30368 Killdeer Ln, Big Pine FL 33043, BIG PINE
3 bd · 2 ba · 1,200 sqft
21 of 21 active listings shown
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Property features
The numbers that matter
The Big Pine market
Leans buyer
10.5 months of inventory
Inventory is building — buyers have leverage and time.
22
Sold, last 12 months
$876,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
49 days
Median time to sell
Big Pine vs Monroe County
Median list price
Price per sqft
Days on market
Live Stellar MLS data — listings and closed sales in Big Pine, FL. Rolling medians smooth single-month swings in thin markets.
Beyond the listings
Living in Big Pine
Almost entirely waterfront
18 of the 21 active listings sit on canals or open water, so boat access is the norm rather than the exception here.
A true single-family market
Every active listing is a single-family residence — no condos or townhomes clutter the picture.
Room to negotiate
With a median 94 days on market and sellers accepting 95% of asking, buyers who wait out a listing often land a better number.
A million-dollar center of gravity
Eleven of the active homes are priced above $1 million, reflecting how much waterfront access commands in the Lower Keys.
Compact, well-priced-per-foot homes
With a median home size of 1,392 sqft and an average of $855 per square foot, you're buying location and water more than square footage.
What it really costs
Owning here
Owning the median Big Pine home
≈ $6,261/mo
$1,055,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
0%
In a FEMA flood zone
Most homes here sit outside high-risk zones
$8,998/mo
Median rent
2 homes for rent right now
Straight answers
Big Pine real estate FAQs
Is Big Pine Key a good place to live?+
If you love water, boating, and a slower pace than Key West, Big Pine Key delivers — it's a Lower Keys community built around canal living and the outdoors. With 18 of 21 active waterfront homes on the water, most residents have direct boat access. It suits buyers who prioritize privacy and nature over nightlife and crowds.
Is Big Pine Key expensive?+
Yes, relative to inland Florida — the median list price is $1,055,000 and the average price is $855 per square foot. Prices range widely, from $550,000 up to $5,390,000, so there's a spread depending on water access and size. You can browse by price to find the more attainable end of the market.
What do homes cost in Big Pine Key?+
Active listings run from $550,000 to $5,390,000 with a median list of $1,055,000, and 11 of the 21 homes are priced above $1 million. Over the last 12 months, 22 homes sold at a median price of $876,000. The luxury homes ($1m+) segment is where much of the inventory sits.
How is the market in Big Pine Key?+
It's a small, deliberate market — 22 homes sold in the past year and 21 are currently active, with a median 94 days on market. Sellers are getting 95% of asking on average, which signals a market where well-priced homes move but buyers still have negotiating leverage on listings that linger.
What about HOA fees and property taxes?+
HOA fees aren't a factor here since the market is all single-family homes with no meaningful HOA data reported. The median property tax runs about $5,899 per year. If you're weighing renting first, the median rent is around $8,998 per month for homes for rent.
Keep exploring
Nearby areas
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS. Market statistics are computed from listing and sold data and change as the market moves.
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