5 Bedroom Homes for Sale in Upper Keys, FL

price
-
$2,800,000 | 107 Azalea Street, Tavernier, FL 33070
1/76
New

$2,800,000

5
Bedrooms
1,950
Square Feet
0.18
Acres

107 Azalea Street, Tavernier, FL 33070

See It First on CompassFind homes before they're on other websites.
Listings are only private online. All buyers & agents can access in our offices or by contacting Compass.
$1,750,000 | 53 East Beach Road, Tavernier, FL 33070
1/24

$1,750,000

5
Bedrooms
1,716
Square Feet
0.20
Acres

53 East Beach Road, Tavernier, FL 33070

an aerial view of residential houses with outdoor space and parking
1/29

$3,790,000

5
Bedrooms
3,710
Square Feet
0.12
Acres

109 Ellington Court, Tavernier, FL 33070

a front view of a building with garden
1/75

$4,900,000

6
Bedrooms
4,787
Square Feet
0.19
Acres

64 Andros Road, Key Largo, FL 33037

$24,995,000 | 82719 Old Highway, Islamorada, FL 33036
1/72
Listed By Coldwell Banker Realty

$24,995,000

7
Bedrooms
10,182
Square Feet
0.86
Acres

82719 Old Highway, Islamorada, FL 33036

$650,000 | 235 Antigua Road, Tavernier, FL 33070
1/48

$650,000

5
Bedrooms
2,330
Square Feet
0.13
Acres

235 Antigua Road, Tavernier, FL 33070

$8,300,000 | 365 South Harbor Drive, Key Largo, FL 33037
1/6

$8,300,000

5
Bedrooms
5,400
Square Feet
0.43
Acres

365 South Harbor Drive, Key Largo, FL 33037

$3,800,000 | 141 Grassy Road, Key Largo, FL 33037
1/12

$3,800,000

5
Bedrooms
3,773
Square Feet
0.16
Acres

141 Grassy Road, Key Largo, FL 33037

$3,952,000 | 148 Giardino Drive, Islamorada, FL 33036
1/55

$3,952,000

5
Bedrooms
2,328
Square Feet
0.23
Acres

148 Giardino Drive, Islamorada, FL 33036

$2,350,000 | 117 La Paloma Road, Key Largo, FL 33037
1/106
Virtual Tour

$2,350,000

5
Bedrooms
3,224
Square Feet
0.17
Acres

117 La Paloma Road, Key Largo, FL 33037

a backyard of a house with lots of green space
1/118

$14,000,000

5
Bedrooms
3,582
Square Feet
1.30
Acres

350 Buttonwood Bight Lane, Tavernier, FL 33070

$5,995,000 | 239 Tavernier Drive, Tavernier, FL 33070
1/85
New Construction

$5,995,000

5
Bedrooms
3,268
Square Feet
0.17
Acres

239 Tavernier Drive, Tavernier, FL 33070

a view of a house with a small yard and large tree
1/46
Virtual Tour

$2,494,000

5
Bedrooms
2,748
Square Feet
0.28
Acres

515 Caribbean Drive, Key Largo, FL 33037

$1,190,000 | 646 Cabrera Street, Key Largo, FL 33037
1/50

$1,190,000

5
Bedrooms
2,220
Square Feet
0.11
Acres

646 Cabrera Street, Key Largo, FL 33037

$10,000,000 | 75751 Overseas Highway, Islamorada, FL 33036
1/134

$10,000,000

5
Bedrooms
3,421
Square Feet
1.32
Acres

75751 Overseas Highway, Islamorada, FL 33036

$3,899,999 | 475 Bahia Honda Road, Key Largo, FL 33037
1/114
Open: 10/11 11:00AM - 02:00PMNew Construction

$3,899,999

5
Bedrooms
2,848
Square Feet
0.23
Acres

475 Bahia Honda Road, Key Largo, FL 33037

$6,500,000 | 95480-90 Overseas Highway, Key Largo, FL 33037
1/77

$6,500,000

10
Bedrooms
5,392
Square Feet
2.10
Acres

95480-90 Overseas Highway, Key Largo, FL 33037

$8,550,000 | 39 Mutiny Place, Key Largo, FL 33037
1/115

$8,550,000

6
Bedrooms
4,404
Square Feet
0.22
Acres

39 Mutiny Place, Key Largo, FL 33037

a aerial view of a house with a yard and potted plants
1/100

$4,650,000

5
Bedrooms
4,354
Square Feet
0.16
Acres

109 Valencia Drive, Islamorada, FL 33036

$2,950,000 | 44 South Blackwater Lane, Key Largo, FL 33037
1/82

$2,950,000

5
Bedrooms
2,509
Square Feet
0.15
Acres

44 South Blackwater Lane, Key Largo, FL 33037

a front view of a house with a yard
1/33
New Construction

$10,950,000

6
Bedrooms
6,577
Square Feet
0.77
Acres

77350 Overseas Highway, Islamorada, FL 33036

a view of house with swimming pool yard and outdoor seating
1/60

$3,100,000

5
Bedrooms
2,960
Square Feet
0.17
Acres

117 El Capitan Drive, Islamorada, FL 33036

a view of swimming pool with outdoor seating and plants
1/150

$13,750,000

5
Bedrooms
5,489
Square Feet
1.27
Acres

19 Avacado Street, Islamorada, FL 33036

$999,900 | 16 Shoreland Drive, Key Largo, FL 33037
1/16

$999,900

5
Bedrooms
1,976
Square Feet
0.13
Acres

16 Shoreland Drive, Key Largo, FL 33037

a view of a house with outdoor space
1/63

$4,600,000

5
Bedrooms
4,636
Square Feet
0.22
Acres

157 Valencia Drive, Islamorada, FL 33036

an aerial view of residential houses with outdoor space
1/118

$11,750,000

7
Bedrooms
6,585
Square Feet
0.49
Acres

16 Seaside Avenue, Key Largo, FL 33037

$1,890,000 | 74980 Overseas Highway, Unit 3, Islamorada, FL 33036
1/79

$1,890,000

5
Bedrooms
2,845
Square Feet

74980 Overseas Highway, Unit 3, Islamorada, FL 33036

$6,150,000 | 194 Buttonwood Lane, Islamorada, FL 33036
1/82

$6,150,000

6
Bedrooms
5,100
Square Feet
0.25
Acres

194 Buttonwood Lane, Islamorada, FL 33036

a view of a swimming pool with an outdoor seating and a yard
1/61

$1,300,000

5
Bedrooms
1,357
Square Feet
0.29
Acres

443 4th Key, Key Largo, FL 33037

a view of a house with a patio
1/19

$898,000

5
Bedrooms
2,100
Square Feet
0.15
Acres

901 Estall Street, Key Largo, FL 33037

$5,850,000 | 233 Aberdeen Court, Tavernier, FL 33070
1/27

$5,850,000

5
Bedrooms
2,688
Square Feet
0.18
Acres

233 Aberdeen Court, Tavernier, FL 33070

a front view of a house with a yard and garage
1/75

$13,500,000

8
Bedrooms
6,500
Square Feet
2.39
Acres

89401 Old Highway, Tavernier, FL 33070

$3,339,000 | 397 Laguna Avenue, Key Largo, FL 33037
1/21
Virtual Tour

$3,339,000

7
Bedrooms
4,032
Square Feet
0.22
Acres

397 Laguna Avenue, Key Largo, FL 33037

$26,400,000 | 89505 Old Highway, Tavernier, FL 33070
1/120

$26,400,000

7
Bedrooms
8,988
Square Feet
4.76
Acres

89505 Old Highway, Tavernier, FL 33070

$5,100,000 | 265 Pueblo Street, Tavernier, FL 33070
1/85

$5,100,000

5
Bedrooms
3,100
Square Feet
0.20
Acres

265 Pueblo Street, Tavernier, FL 33070

$25,000,000 | 82768 Overseas Highway, Islamorada, FL 33036
1/104

$25,000,000

7
Bedrooms
8,288
Square Feet
Unavailable
Acres

82768 Overseas Highway, Islamorada, FL 33036

$27,000,000 | 88845 Old Highway, Tavernier, FL 33070
1/29

$27,000,000

5
Bedrooms
8,200
Square Feet
2.16
Acres

88845 Old Highway, Tavernier, FL 33070

a view of a lake with a building in the back
1/32

$40,000,000

8
Bedrooms
9,704
Square Feet
7.16
Acres

88835-88845 Old Highway, Tavernier, FL 33070

$3,750,000 | 301 Buttonwood Circle, Unit A, Key Largo, FL 33037
1/65
Open: 10/10 10:00AM - 12:00PM

$3,750,000

5
Bedrooms
4,306
Square Feet
0.20
Acres

301 Buttonwood Circle, Unit A, Key Largo, FL 33037

$3,950,000 | 301 Buttonwood Circle, Unit B, Key Largo, FL 33037
1/52
Open: 10/10 10:00AM - 12:00PM

$3,950,000

5
Bedrooms
4,473
Square Feet
0.20
Acres

301 Buttonwood Circle, Unit B, Key Largo, FL 33037

$2,100,000 | 189 Ocean Drive, Tavernier, FL 33070
1/45

$2,100,000

5
Bedrooms
2,733
Square Feet
0.18
Acres

189 Ocean Drive, Tavernier, FL 33070

$5,499,000 | 142 Guilford Court, Tavernier, FL 33070
1/130
New Construction

$5,499,000

5
Bedrooms
3,458
Square Feet
0.16
Acres

142 Guilford Court, Tavernier, FL 33070

$6,999,000 | 1101 Mastic Street, Islamorada, FL 33036
1/136
Open: 10/9 04:00PM - 06:00PM

$6,999,000

8
Bedrooms
3,649
Square Feet
0.55
Acres

1101 Mastic Street, Islamorada, FL 33036

$2,890,000 | 34 Atlantic Drive, Key Largo, FL 33037
1/138
Open: 10/9 05:00PM - 07:00PM

$2,890,000

5
Bedrooms
3,112
Square Feet
0.67
Acres

34 Atlantic Drive, Key Largo, FL 33037

$2,890,000 | 34 Atlantic Drive, Key Largo, FL 33037
1/91
Open: 10/9 05:00PM - 07:00PM

$2,890,000

5
Bedrooms
Unavailable
Square Feet
Unavailable
Acres

34 Atlantic Drive, Key Largo, FL 33037

$1,550,000 | 169 Venetian Way, Islamorada, FL 33036
1/70

$1,550,000

5
Bedrooms
2,941
Square Feet
0.27
Acres

169 Venetian Way, Islamorada, FL 33036

a living room with furniture kitchen view and a large window
1/50

$1,095,000

5
Bedrooms
2,754
Square Feet
0.17
Acres

106 Gardenia Avenue, Tavernier, FL 33070

$4,475,000 | 51 Mutiny Place, Key Largo, FL 33037
1/75

$4,475,000

5
Bedrooms
3,158
Square Feet
0.40
Acres

51 Mutiny Place, Key Largo, FL 33037

a front view of a house with swimming pool and furniture
1/67

$3,250,000

5
Bedrooms
3,677
Square Feet
0.29
Acres

32 North Bounty Lane, Key Largo, FL 33037

$4,445,000 | 136 San Remo Drive, Islamorada, FL 33036
1/66

$4,445,000

8
Bedrooms
4,681
Square Feet
0.23
Acres

136 San Remo Drive, Islamorada, FL 33036

$14,990,000 | 88351 Old Highway, Islamorada, FL 33036
1/62

$14,990,000

6
Bedrooms
7,590
Square Feet
2.03
Acres

88351 Old Highway, Islamorada, FL 33036

$1,800,000 | 212 Banyan Lane, Tavernier, FL 33070
1/54

$1,800,000

5
Bedrooms
1,467
Square Feet
0.17
Acres

212 Banyan Lane, Tavernier, FL 33070

$15,950,000 | 20 Avacado Street, Islamorada, FL 33036
1/44

$15,950,000

6
Bedrooms
6,680
Square Feet
1.68
Acres

20 Avacado Street, Islamorada, FL 33036

a room with red walls
1/39

$3,524,000

7
Bedrooms
3,524
Square Feet
0.16
Acres

110 Gulfview Drive, Islamorada, FL 33036

a living room with lots of furniture and a large window
1/32

$22,500,000

7
Bedrooms
8,878
Square Feet
5.82
Acres

81486 Overseas Highway, Islamorada, FL 33036

a front view of a house with a yard and a garage
1/53
Closed 7/6/26

$2,350,000

5
Bedrooms
3,317
Square Feet
0.30
Acres

68 Mutiny Place, Key Largo, FL 33037

a view of house with swimming pool having outdoor seating
1/81

$5,999,999

5
Bedrooms
5,456
Square Feet
0.41
Acres

137 Sapodilla Drive, Islamorada, FL 33036

$5,500,000 | 258 Caribbean Drive, Key Largo, FL 33037
1/50
New Construction

$5,500,000

6
Bedrooms
5,700
Square Feet
0.29
Acres

258 Caribbean Drive, Key Largo, FL 33037

$24,995,000 | 87895 Old Highway, Islamorada, FL 33036
1/92

$24,995,000

5
Bedrooms
9,011
Square Feet
2.05
Acres

87895 Old Highway, Islamorada, FL 33036

$10,999,999 | 57 Garden Cove Drive, Key Largo, FL 33037
1/34

$10,999,999

6
Bedrooms
5,113
Square Feet
0.11
Acres

57 Garden Cove Drive, Key Largo, FL 33037

For Sale:

Discover Your Perfect Home

Explore Nearby Homes

Looking for Rentals?

Homes and Apartments for Rent in Upper Keys