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Homes for Sale in Summerland Key, FL 33042

100 of 161 results

701 Spanish Main Dr, Cudjoe Key, FL 33042
Active
Florida Keys MLS
$239,000
Mobile Home
1 bd • 1 ba • 368 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
Bluescape Real Estate
27772 Astrangia Ave, Little Torch Key, FL 33042
Active
Florida Keys MLS
$675,000
Mobile Home
2 bd • 2 ba • 1,012 sq ft
27772 Astrangia Ave, Little Torch Key, FL 33042
eXp Realty LLC KW Branch
27910 Porgie Path, Little Torch Key, FL 33042
Active
Beaches MLS
$500,000
Manufactured Home
2 bd • 2 ba • 960 sq ft
27910 Porgie Path, Little Torch Key, FL 33042
Xcellence
22920 Privateer Dr, Cudjoe Key, FL 33042
Pending
Beaches MLS
$590,000
Single Family Residence
3 bd • 2 ba • 1,560 sq ft
22920 Privateer Dr, Cudjoe Key, FL 33042
Global Luxury Realty LLC
83 Sugarloaf Dr, Sugarloaf Key, FL 33042
Active
Florida Keys MLS
$998,000
Single Family Residence
3 bd • 2 ba • 1,225 sq ft
83 Sugarloaf Dr, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)
643 Indies Rd, Ramrod Key, FL 33042
Active
Florida Keys MLS
$1,595,000
Single Family Residence
3 bd • 2 ba • 2,229 sq ft
643 Indies Rd, Ramrod Key, FL 33042
Internet Realty of the Florida Keys
28316 County Rd, Little Torch Key, FL 33042
Pending
Florida Keys MLS
$725,000
Single Family Residence
2 bd • 3 ba • 1,152 sq ft
28316 County Rd, Little Torch Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
231 Shore Ave Unit 1, Key West, FL 33040
Pending
Beaches MLS
$3,995,900
Single Family Residence
5 bd • 6 ba • 4,103 sq ft
231 Shore Ave Unit 1, Key West, FL 33040
Serhant
231 Shore Ave Unit 4, Key West, FL 33040
Pending
Beaches MLS
$4,375,000
Single Family Residence
5 bd • 6 ba • 4,103 sq ft
231 Shore Ave Unit 4, Key West, FL 33040
Serhant
231 Shore Ave Unit 2, Summerland Key, FL 33040
Active
Beaches MLS
$4,250,000
Single Family Residence
5 bd • 6 ba • 4,103 sq ft
231 Shore Ave Unit 2, Summerland Key, FL 33040
Serhant
Active
Beaches MLS
$1,269,000
Single Family Residence
2 bd • 2 ba • 1,100 sq ft
116 Spanish Main Dr, Cudjoe Key, FL 33042
Florida Keys Realty Group
Active
Florida Keys MLS
$735,000
Single Family Residence
3 bd • 2 ba • 1,404 sq ft
27024 Shannahan Rd, Ramrod Key, FL 33042
Ocean Sotheby's International Realty
Active
Florida Keys MLS
$2,099,000
Single Family Residence
4 bd • 4 ba • 2,548 sq ft
1106 Thatch Ln, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$950,000
Single Family Residence
3 bd • 2 ba • 1,548 sq ft
123 Venetian Way, Sugarloaf Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
Active
Beaches MLS
$3,750,000
Single Family Residence
4 bd • 4 ba • 2,409 sq ft
17387 Dolphin St, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real E
Active
Beaches MLS
$630,000
Single Family Residence
2 bd • 2 ba • 1,010 sq ft
4 Shore Dr, Key West, FL 33040
Coldwell Banker Schmitt Real E
Active Under Contract
Beaches MLS
$1,349,000
Single Family Residence
3 bd • 2 ba • 1,270 sq ft
23057 Bluegill Ln, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real E
Active
Florida Keys MLS
$1,150,000
Single Family Residence
2 bd • 2 ba • 1,344 sq ft
20868 5th Ave W, Cudjoe Key, FL 33042
Coldwell Banker Schmitt RE Co.
Contingent/Show
Florida Keys MLS
$399,900
Mobile Home
2 bd • 1 ba • 833 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
Coldwell Banker Schmitt RE Co.
Contingent/Show
Florida Keys MLS
$1,349,000
Single Family Residence
3 bd • 2 ba • 1,270 sq ft
23057 Bluegill Ln, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
Pending
Beaches MLS
$895,000
Single Family Residence
3 bd • 2 ba • 1,296 sq ft
437 Pirates Rd, Summerland Key, FL 33042
Ocean Sotheby's International
Active
Florida Keys MLS
$640,000
Single Family Residence
3 bd • 2 ba • 1,056 sq ft
711 State Road 4A, Little Torch Key, FL 33042
Island Welcome Real Estate
Contingent/Show
Florida Keys MLS
$530,000
Single Family Residence
2 bd • 2 ba • 1,184 sq ft
27967 Coral Shores Rd, Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$493,000
Mobile Home
2 bd • 2 ba • 758 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
Bluescape Real Estate
Contingent
Florida Keys MLS
$799,000
Single Family Residence
2 bd • 1 ba • 806 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
RE/MAX Keys Connection (KW)
Active
Florida Keys MLS
$749,900
Single Family Residence
3 bd • 2 ba • 1,296 sq ft
19543 Navajo St, Sugarloaf Key, FL 33042
Expert Realty LLC
Active
Florida Keys MLS
$949,000
Single Family Residence
3 bd • 2 ba • 1,144 sq ft
342 Spanish Main Dr, Cudjoe Key, FL 33042
eXp Realty LLC KW Branch
Contingent
Florida Keys MLS
$759,000
Single Family Residence
3 bd • 2 ba • 985 sq ft
27937 Coral Shores Rd, Little Torch Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
Active
Florida Keys MLS
$1,649,000
Single Family Residence
3 bd • 3 ba • 1,589 sq ft
6 Shore Dr, Saddlebunch, FL 33040
RE/MAX Keys Connection (KW)
Active
Florida Keys MLS
$3,295,000
Single Family Residence
3 bd • 3 ba • 2,870 sq ft
24348 Caribbean Dr W, Summerland Key, FL 33042
Key West Sales, LLC
Contingent/Show
Florida Keys MLS
$949,000
Single Family Residence
3 bd • 2 ba • 960 sq ft
22953 John Silver Ln, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$899,000
Single Family Residence
2 bd • 1 ba • 902 sq ft
24923 Park Dr, Summerland Key, FL 33042
Island Real Estate Company Florida Keys
Active
Florida Keys MLS
$3,495,000
Single Family Residence
4 bd • 4 ba • 2,766 sq ft
414 Caribbean Dr E, Summerland Key, FL 33042
The Agency Florida Keys
Active
Florida Keys MLS
$2,795,000
Single Family Residence
4 bd • 3 ba • 2,913 sq ft
20920 5th Ave W, Cudjoe Key, FL 33042
Compass Florida, LLC
Contingent/Show
Florida Keys MLS
$849,000
Single Family Residence
3 bd • 3 ba • 1,800 sq ft
22832 John Silver Ln, Cudjoe Key, FL 33042
Internet Realty of the Florida Keys
Active
Florida Keys MLS
$1,250,000
Single Family Residence
3 bd • 2 ba • 1,404 sq ft
99 Palm Dr, Saddlebunch, FL 33040
LPT Realty, LLC
Active
Florida Keys MLS
$799,000
Single Family Residence
3 bd • 2 ba • 984 sq ft
937 Loggerhead Ln, Sugarloaf Key, FL 33042
Buy The Keys
Active
Florida Keys MLS
$799,000
Single Family Residence
3 bd • 1 ba • 1,638 sq ft
27 Lake Dr N, Summerland Key, FL 33042
Taylor & Assoc. RE, Inc.
Active
Florida Keys MLS
$1,480,000
Single Family Residence
4 bd • 3 ba • 2,120 sq ft
27433 Antigua Ln, Ramrod Key, FL 33042
Bluescape Real Estate
Active
Florida Keys MLS
$1,024,000
Single Family Residence
2 bd • 2 ba • 1,116 sq ft
27416 Cayman Ln, Ramrod Key, FL 33042
Expert Realty LLC (HQ)
Contingent/Show
Florida Keys MLS
$1,155,000
Single Family Residence
3 bd • 2 ba • 984 sq ft
17183 Green Turtle Ln W, Sugarloaf Key, FL 33042
Key West Luxury Real Estate Inc (KW)
Contingent
Florida Keys MLS
$1,199,000
Single Family Residence
3 bd • 2 ba • 1,232 sq ft
24347 Caribbean Dr W, Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
Active
Florida Keys MLS
$819,500
Single Family Residence
3 bd • 2 ba • 960 sq ft
22968 Drake Ln, Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
Active
Florida Keys MLS
$1,299,999
Single Family Residence
3 bd • 2 ba • 1,820 sq ft
28560 Doubloon Rd, Little Torch Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
Active
Florida Keys MLS
$875,000
Single Family Residence
3 bd • 2 ba • 1,036 sq ft
420 W Indies Dr, Ramrod Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$745,000
Single Family Residence
2 bd • 2 ba • 1,024 sq ft
28441 Meyer Rd, Little Torch Key, FL 33042
KeyIsle Realty
Active
Florida Keys MLS
$2,999,000
Single Family Residence
5 bd • 4 ba • 3,886 sq ft
23950 Overseas Hwy, Summerland Key, FL 33042
Ocean Sotheby's International Realty
Active
Florida Keys MLS
$3,750,000
Single Family Residence
4 bd • 4 ba • 2,409 sq ft
17387 Dolphin St, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co.
Contingent
Florida Keys MLS
$895,900
Single Family Residence
2 bd • 2 ba • 960 sq ft
22961 John Avery Ln, Cudjoe Key, FL 33042
Casa Miami Real Estate
Active
Florida Keys MLS
$1,899,000
Single Family Residence
2 bd • 2 ba • 1,800 sq ft
3256 Catherine St, Big Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$2,699,999
Single Family Residence
4 bd • 3 ba • 2,452 sq ft
20833 4th Ave W, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$1,799,000
Single Family Residence
3 bd • 2 ba • 2,050 sq ft
22970 Gasparilla Ln, Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
Active
Florida Keys MLS
$1,399,000
Single Family Residence
3 bd • 2 ba • 1,434 sq ft
22939 Gasparilla Ln, Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
Active
Florida Keys MLS
$982,600
Single Family Residence
2 bd • 2 ba • 864 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
Homecoin.com
Active
Florida Keys MLS
$630,000
Mobile Home
2 bd • 2 ba • 1,010 sq ft
4 Shore Dr, Saddlebunch, FL 33040
Coldwell Banker Schmitt Islamorada
Active
Florida Keys MLS
$19,750,000
Multi Family
6 bd • 7 ba • 4,402 sq ft
15760 Old State Road 4A # 4A, Sugarloaf Key, FL 33042
The Agency Florida Keys
Pending
Florida Keys MLS
$2,800,000
Single Family Residence
4 bd • 3 ba • 3,286 sq ft
21640 Overseas Hwy, Cudjoe Key, FL 33042
Key West Luxury Real Estate Inc (KW)
Active
Florida Keys MLS
$1,300,000
Single Family Residence
2 bd • 2 ba • 1,240 sq ft
486 Airport Dr S, Summerland Key, FL 33042
Keller Williams Key West Compass Realty
Active
Florida Keys MLS
$1,099,999
Single Family Residence
3 bd • 2 ba • 1,320 sq ft
335 Pirates Rd, Little Torch Key, FL 33042
Meyer and Boumerhi Realty LLC
Active
Florida Keys MLS
$1,800,000
Single Family Residence
3 bd • 2 ba • 1,841 sq ft
3127 Stewart Rd, Middle Torch Key, FL 33042
Expert Realty LLC
Contingent
Florida Keys MLS
$1,265,000
Single Family Residence
2 bd • 2 ba • 1,710 sq ft
653 Indies Rd, Ramrod Key, FL 33042
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
Active
Florida Keys MLS
$1,200,000
Single Family Residence
2 bd • 2 ba • 1,344 sq ft
17286 Jamaica Ln, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Contingent
Florida Keys MLS
$1,349,000
Single Family Residence
3 bd • 3 ba • 1,820 sq ft
845 Pirates Rd, Little Torch Key, FL 33042
KeyIsle Realty
Active
Florida Keys MLS
$535,000
Single Family Residence
3 bd • 2 ba • 1,120 sq ft
96 John St, Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
Active
Florida Keys MLS
$1,099,000
Single Family Residence
3 bd • 2 ba • 1,488 sq ft
27334 Guadaloupe Ln, Ramrod Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$805,000
Single Family Residence
2 bd • 2 ba • 1,176 sq ft
27416 Martinique Ln, Ramrod Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
Contingent/Show
Florida Keys MLS
$1,099,000
Single Family Residence
3 bd • 2 ba • 1,492 sq ft
27414 Guadaloupe Ln, Ramrod Key, FL 33042
Expert Realty LLC
Active
Florida Keys MLS
$3,199,000
Single Family Residence
4 bd • 4 ba • 1,744 sq ft
17183 Coral Dr, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt RE Co.
Active
Florida Keys MLS
$980,000
Single Family Residence
3 bd • 2 ba • 1,782 sq ft
750 W Indies Dr, Ramrod Key, FL 33042
Action Keys Realty of the Lower FL Keys LLC
Pending
Florida Keys MLS
$1,399,000
Single Family Residence
3 bd • 2 ba • 1,360 sq ft
27344 Saint Lucie Ln, Ramrod Key, FL 33042
LoKation Real Estate
Active
Florida Keys MLS
$895,000
Single Family Residence
3 bd • 2 ba • 1,248 sq ft
135 Tortuga Ln, Cudjoe Key, FL 33042
Bruno Realty Group, Inc
Active
Florida Keys MLS
$1,725,000
Single Family Residence
4 bd • 3 ba • 2,440 sq ft
22542 Jolly Roger Dr, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Islamorada
Pending
Florida Keys MLS
$894,000
Single Family Residence
3 bd • 2 ba • 1,296 sq ft
437 Pirates Rd, Little Torch Key, FL 33042
Ocean Sotheby's International
Active
Florida Keys MLS
$3,099,000
Single Family Residence
4 bd • 3 ba • 3,056 sq ft
21090 5th Ave, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$649,000
Single Family Residence
2 bd • 2 ba • 960 sq ft
24740 Park Dr, Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Pending
Florida Keys MLS
$775,000
Single Family Residence
3 bd • 2 ba • 1,148 sq ft
4016 Dorn Rd, Big Torch Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
Active
Florida Keys MLS
$750,000
Single Family Residence
2 bd • 2 ba • 1,162 sq ft
28452 Yucatan Ln, Little Torch Key, FL 33042
Keller Williams Key West Compass Realty
Active
Florida Keys MLS
$819,000
Single Family Residence
3 bd • 3 ba • 1,500 sq ft
27215 Mariposa Rd, Ramrod Key, FL 33042
Meyer and Boumerhi Realty LLC
Active
Florida Keys MLS
$3,899,000
Single Family Residence
4 bd • 3 ba • 2,096 sq ft
17015 Wahoo Ln, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Pending
Beaches MLS
$240,000
Mobile Home
2 bd • 1 ba • 672 sq ft
28177 Julia Ave, Summerland Key, FL 33042
Keller Williams Capital Realty
Active
Florida Keys MLS
$749,900
Single Family Residence
3 bd • 2 ba • 1,431 sq ft
28110 Dorothy Ave, Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$1,250,000
Single Family Residence
2 bd • 2 ba • 1,364 sq ft
466 W Shore Dr, Summerland Key, FL 33042
Keller Williams Key West Compass Realty
Active
Florida Keys MLS
$1,399,000
Single Family Residence
3 bd • 2 ba • 1,356 sq ft
51 Drost Dr, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$2,499,000
Single Family Residence
4 bd • 2 ba • 2,739 sq ft
21023 2nd Ave, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$1,399,000
Single Family Residence
2 bd • 2 ba • 1,372 sq ft
21012 6th Ave, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$1,125,000
Single Family Residence
3 bd • 2 ba • 2,368 sq ft
27395 Saint Lucie Ln, Ramrod Key, FL 33042
Coldwell Banker Schmitt Real Estate Co.
Active
Florida Keys MLS
$267,000
Mobile Home
1 bd • 1 ba • 316 sq ft
701 Spanish Main Dr, Cudjoe Key, FL 33042
Bluescape Real Estate
Active
Florida Keys MLS
$1,499,000
Single Family Residence
3 bd • 3 ba • 1,596 sq ft
21007 4th Ave, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$1,299,000
Single Family Residence
3 bd • 2 ba • 1,741 sq ft
21025 3rd Ave, Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$995,000
Single Family Residence
3 bd • 2 ba • 1,144 sq ft
27452 Anguila Ln, Ramrod Key, FL 33042
ICAMCO Realty LLC, dba Cosgrove Realty
Active
Florida Keys MLS
$2,220,000
Single Family Residence
3 bd • 2 ba • 1,900 sq ft
937 Gulf Dr, Summerland Key, FL 33042
Island Welcome Real Estate
Active
Florida Keys MLS
$1,549,000
Single Family Residence
3 bd • 3 ba • 1,500 sq ft
27374 Guadaloupe Ln, Ramrod Key, FL 33042
Meyer and Boumerhi Realty LLC
Pending
Florida Keys MLS
$2,849,000
Single Family Residence
3 bd • 2 ba • 2,170 sq ft
17041 Marlin Dr, Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$750,000
Single Family Residence
3 bd • 2 ba • 1,302 sq ft
19421 Canal Dr, Sugarloaf Key, FL 33042
Century 21 Circle- Islamorada
Active
Florida Keys MLS
$1,710,000
Single Family Residence
4 bd • 2 ba • 2,605 sq ft
1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042
Ocean Sotheby's International Realty
Active
Florida Keys MLS
$2,200,000
Single Family Residence
3 bd • 2 ba • 1,512 sq ft
27348 Dominica Ln, Ramrod Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Active
Florida Keys MLS
$989,000
Single Family Residence
3 bd • 2 ba • 1,329 sq ft
673 Indies Rd, Ramrod Key, FL 33042
BYOWNER.COM
Active
Florida Keys MLS
$4,400,000
Single Family Residence
5 bd • 6 ba • 3,119 sq ft
231 E Shore Dr, Summerland Key, FL 33042
Serhant Florida LLC - Delray Beach Office
Active
Florida Keys MLS
$1,269,000
Single Family Residence
2 bd • 2 ba • 1,100 sq ft
116 Spanish Main Dr, Cudjoe Key, FL 33042
Florida Keys Realty Group LLC
Contingent/Show
Florida Keys MLS
$699,000
Single Family Residence
2 bd • 1 ba • 864 sq ft
629 Powell Ave, Little Torch Key, FL 33042
Taylor & Assoc. RE, Inc.
Page 1 of 2 (161 results)

Data Powered by Home Junction, Inc.

ZIP 33042 local snapshot

Summerland Key · Monroe County · FL

Population

6,781

Median household income

$101,625

Median home value

$759,600

Census owner-occupied value estimate ($759,600) reflects ACS survey data with a longer lag than current MLS list prices ($1,137,500 median on this page).

Homeownership rate

78.3%

Housing tenure

Owner-occupied 78.3% · Renter-occupied 21.7%

78.3% own

Owner-occupiedRenter-occupied

How ZIP 33042 compares to Monroe County

Benchmarks use Census ACS data across 9 ZIP codes in Monroe County.

Median home value

near the county average
ZIP 33042$759,600
Monroe County average$731,589

Median household income

21% above the county average
ZIP 33042$101,625
Monroe County average$84,277

Homeownership rate

9% above the county average
ZIP 3304278.3%
Monroe County average71.8%

Nearby ZIP code comparison

See how ZIP 33042 stacks up against neighboring areas by median home value and income.

ZIPAreaMedian home valueMedian income
33042Summerland Key$759,600$101,625
33037Key Largo$660,700$80,911
33051Key Colony Beach$834,800$94,531
33001Long Key$602,900$60,750
33070Tavernier$695,000$77,228
33043Big Pine Key$563,700$92,955

Source: U.S. Census Bureau ACS 5-year estimates · Data as of Sep 2026