Seaside Key West

Seaside is an oceanfront community of single family homes, condos, and townhomes in Key West, Florida, with a range of options priced between $178,900 and $600,000 depending on the floor location and the view of the Atlantic Ocean. The smallest Seaside home in the community is a two bedroom three bathroom residence that is 772 square feet, and the largest of the Seaside homes has four beds and four baths and is a 2,736 square foot residence.

Property management fees in Monroe County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Seaside range from $612 to $956 and are $449 for a Seaside condo and $276 to $910 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, the community pool, security, and property insurance. Please check the individual listing pages for the exact homeowners association fees for a particular Seaside home.

Seaside amenities include a swimming pool. Sports facilities include tennis courts.

The Seaside HOA rules do allow homeowners to have pets although there are some restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size.

There is one commercial airport that serve Seaside - Key West International (EYW), which is one miles away.

Seaside real estate activity on the Key West MLS during the past year (as of March 2026) reflects that just one home changed hands during this time. Offered with an asking price of $575,000 and selling for $530,000, this represents a list/sell ratio of 92%. It took 183 days from the time it was listed until it sold.

In addition, there are numerous other communities in Key West to choose from, many with direct ocean views, or you may browse all available Key West Real Estate, including some new construction opportunities. Homes for sale in Seaside are selling quickly. Set up a new listing alert, and we will notify you immediately when a new oceanfront home in Seaside hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

Seaside Homes For Sale

SOLD 06/14/12

$178,900

MLS#AX-1619311

3930 S Roosevelt Blvd W-414
Other, FL 33040

2

2

805 Sq Ft

SOLD 10/19/12

$249,900

MLS#AX-1657693

3930 S Roosevelt 401s
Other, FL 33040

3

2

1,068 Sq Ft

SOLD 04/30/13

$499,000

$600,000

MLS#AX-1612233

39 Seaside Court South 39
Other, FL 33040

4

4

2

2,736 SqFt

Ocean Front

SOLD 04/27/12

$600,000

MLS#AX-1547766

35 Seaside South Ct
Other, FL 33040

4

4

2

2,736 SqFt

SOLD 07/10/13

$600,000

MLS#AX-1593317

44 Seaside Court South 44
Other, FL 33040

4

4

2

2,736 SqFt

SOLD 06/27/13

$600,000

MLS#AX-1580670

45 Seaside Court South 45
Other, FL 33040

4

4

2

2,736 SqFt

Ocean Access

SOLD 09/04/13

$600,000

MLS#AX-1580821

47 Seaside Court South 47
Other, FL 33040

4

4

2

2,736 SqFt

Ocean Front

SOLD 01/31/13

$600,000

MLS#AX-1585002

48 Seaside Court South 48
Other, FL 33040

4

4

2

2,736 SqFt

Ocean Front

SOLD 04/09/21

$448,500

MLS#AX-10991937

3635 Seaside Dr 411
Key West, FL 33040

2

2

772 Sq Ft

SOLD 01/17/13

$210,000

MLS#AX-1613451

3635 Seaside Drive 416
Other, FL 33040

2

2

772 Sq Ft

SOLD 04/29/15

$267,200

MLS#AX-2051455

54 Seaside Court South 1
Other City Value - Out Of Area, FL 33040

2

3

1

826 SqFt

SOLD 04/19/24

$575,000

$695,000

MLS#MFROM664137

3635 Seaside Dr #310
Key West, FL 33040

2

2

772 Sq Ft

SOLD 03/30/12

$405,000

MLS#M1469340

67 Seaside North Ct
Other, FL 33040

2

3

2

1,824 SqFt

Ocean Front

SOLD 03/30/12

$405,000

MLS#AX-1593333

72 Seaside Court South 72
Other, FL 33040

2

3

2

1,824 SqFt

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We do not have any properties available for sale in Seaside.

You may also be interested in Seaside in Vero Beach, Seaside in Jensen Beach or Seaside in Stuart.

0 Active Listings in Seaside