Condos for Sale in Siesta Key, FL

40 of 249 results

1161 COQUILLE STREET UNIT 206, SARASOTA, FL 34242
Active
$965,000
Condo
2 bd • 2 ba • 2,520 sq ft
1161 COQUILLE STREET UNIT 206, SARASOTA, FL 34242
SLIPSTREAM
2110 BENJAMIN FRANKLIN DRIVE UNIT 301, SARASOTA, FL 34236
Active
$750,000
Condo
2 bd • 2 ba • 1,398 sq ft
2110 BENJAMIN FRANKLIN DRIVE UNIT 301, SARASOTA, FL 34236
SLIPSTREAM
1300 N PORTOFINO DRIVE UNIT 305, SARASOTA, FL 34242
Active
$467,000
Condo
1 bd • 2 ba • 865 sq ft
1300 N PORTOFINO DRIVE UNIT 305, SARASOTA, FL 34242
SLIPSTREAM
6157 MIDNIGHT PASS ROAD UNIT G22, SARASOTA, FL 34242
Active
$549,000
Condo
2 bd • 3 ba • 1,569 sq ft
6157 MIDNIGHT PASS ROAD UNIT G22, SARASOTA, FL 34242
SLIPSTREAM
534 BEACH ROAD, SARASOTA, FL 34242
Active
$5,000,000
3 bd • 4 ba • 5,420 sq ft
534 BEACH ROAD, SARASOTA, FL 34242
SLIPSTREAM
1250 N PORTOFINO DRIVE UNIT 408, SARASOTA, FL 34242
Active
$589,000
Condo
2 bd • 2 ba • 1,230 sq ft
1250 N PORTOFINO DRIVE UNIT 408, SARASOTA, FL 34242
SLIPSTREAM
5600 BEACH WAY DRIVE UNIT 201, SARASOTA, FL 34242
Active
$575,000
Condo
2 bd • 2 ba • 1,359 sq ft
5600 BEACH WAY DRIVE UNIT 201, SARASOTA, FL 34242
SLIPSTREAM
5287 HERON WAY UNIT 205, SARASOTA, FL 34231
Active
$479,000
Condo
3 bd • 2 ba • 2,224 sq ft
5287 HERON WAY UNIT 205, SARASOTA, FL 34231
SLIPSTREAM
1624 STICKNEY POINT ROAD UNIT 24-407, SARASOTA, FL 34231
Active
$399,000
Condo
1 bd • 1 ba • 1,128 sq ft
1624 STICKNEY POINT ROAD UNIT 24-407, SARASOTA, FL 34231
SLIPSTREAM
6512 MIDNIGHT PASS ROAD UNIT 301, SARASOTA, FL 34242
Active
$3,000,000
Condo
3 bd • 3 ba • 2,304 sq ft
6512 MIDNIGHT PASS ROAD UNIT 301, SARASOTA, FL 34242
SLIPSTREAM
Active
$5,250,000
Condo
6 bd • 5 ba • 4,859 sq ft
1140 SEASIDE DRIVE UNIT 301, SIESTA KEY, FL 34242
SLIPSTREAM
Active
$999,000
Condo
2 bd • 2 ba • 1,014 sq ft
6342 MIDNIGHT PASS ROAD UNIT 212, SARASOTA, FL 34242
SLIPSTREAM
Active
$995,000
Condo
2 bd • 2 ba • 1,464 sq ft
19 WHISPERING SANDS DRIVE UNIT 204, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,049,000
Condo
2 bd • 2 ba • 1,415 sq ft
6518 MIDNIGHT PASS ROAD UNIT 407, SARASOTA, FL 34242
SLIPSTREAM
Active
$330,000
Condo
1 bd • 1 ba • 857 sq ft
5641 MIDNIGHT PASS ROAD UNIT 902, SARASOTA, FL 34242
SLIPSTREAM
Active
$419,900
Condo
2 bd • 2 ba • 2,106 sq ft
4802 KESTRAL PARK CIRCLE UNIT 22, SARASOTA, FL 34231
SLIPSTREAM
Active
$1,385,000
Condo
2 bd • 2 ba • 1,334 sq ft
5920 MIDNIGHT PASS ROAD UNIT 704, SARASOTA, FL 34242
SLIPSTREAM
Active
$954,975
Condo
2 bd • 2 ba • 1,836 sq ft
6326 MIDNIGHT PASS ROAD UNIT 101, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,599,000
Condo
2 bd • 2 ba • 2,217 sq ft
1280 DOLPHIN BAY WAY UNIT 402, SARASOTA, FL 34242
SLIPSTREAM
Active
$690,000
Condo
1 bd • 1 ba • 889 sq ft
797 BEACH ROAD UNIT 509, SARASOTA, FL 34242
SLIPSTREAM
Active
$399,000
Condo
2 bd • 2 ba • 1,061 sq ft
1300 N PORTOFINO DRIVE UNIT 103, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,195,000
Condo
2 bd • 2 ba • 1,433 sq ft
5790 MIDNIGHT PASS ROAD UNIT 208, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,899,000
Condo
3 bd • 2 ba • 1,524 sq ft
450 BEACH ROAD UNIT 4, SARASOTA, FL 34242
SLIPSTREAM
Active
$349,000
Condo
1 bd • 1 ba • 837 sq ft
5641 MIDNIGHT PASS ROAD UNIT 904, SARASOTA, FL 34242
SLIPSTREAM
Active
$989,000
Condo
3 bd • 2 ba • 1,885 sq ft
1225 SIESTA BAYSIDE DRIVE UNIT 1225B, SARASOTA, FL 34242
SLIPSTREAM
Active
$734,000
Condo
2 bd • 2 ba • 1,660 sq ft
1328 SIESTA BAYSIDE DRIVE UNIT 1328C, SARASOTA, FL 34242
SLIPSTREAM
Active
$729,000
Condo
2 bd • 2 ba • 1,510 sq ft
1220 SIESTA BAYSIDE DRIVE UNIT 1220-A, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,495,000
Condo
2 bd • 2 ba • 1,642 sq ft
5880 MIDNIGHT PASS ROAD UNIT 704, SARASOTA, FL 34242
SLIPSTREAM
Active
$1,150,000
Condo
2 bd • 3 ba • 1,431 sq ft
2170 ROBINHOOD STREET UNIT C2-304, SARASOTA, FL 34231
SLIPSTREAM
Active
$890,000
Condo
2 bd • 3 ba • 1,431 sq ft
2170 ROBINHOOD STREET UNIT A2-303, SARASOTA, FL 34231
SLIPSTREAM
Active
$949,000
Condo
3 bd • 3 ba • 1,403 sq ft
2170 ROBINHOOD STREET UNIT C1-405, SARASOTA, FL 34231
SLIPSTREAM
Active
$871,450
Condo
2 bd • 3 ba • 1,453 sq ft
2170 ROBINHOOD STREET UNIT A1-301, SARASOTA, FL 34231
SLIPSTREAM
Active
$470,000
Condo
2 bd • 2 ba • 1,810 sq ft
1921 MONTE CARLO DRIVE UNIT 603, SARASOTA, FL 34231
SLIPSTREAM
Active
$1,199,000
Condo
3 bd • 4 ba • 1,759 sq ft
2170 ROBINHOOD STREET UNIT A2-305, SARASOTA, FL 34231
SLIPSTREAM
Active
$1,350,000
Condo
2 bd • 2 ba • 1,471 sq ft
6300 MIDNIGHT PASS ROAD UNIT 708, SARASOTA, FL 34242
SLIPSTREAM
Active
$699,000
Condo
3 bd • 3 ba • 2,078 sq ft
5450 EAGLES POINT CIRCLE UNIT 405, SARASOTA, FL 34231
SLIPSTREAM
Active
$679,999
Condo
2 bd • 3 ba • 1,036 sq ft
2170 ROBINHOOD STREET UNIT A1-304, SARASOTA, FL 34231
SLIPSTREAM
Active
$975,000
Condo
3 bd • 2 ba • 1,885 sq ft
1350 SIESTA BAYSIDE DRIVE UNIT 1350B, SARASOTA, FL 34242
SLIPSTREAM
Active
$480,000
2 bd • 2 ba • 1,012 sq ft
ROAD, SARASOTA, FL 34242
SLIPSTREAM
Active
$769,000
Condo
3 bd • 2 ba • 1,936 sq ft
5430 EAGLES POINT CIRCLE UNIT 101, SARASOTA, FL 34231
SLIPSTREAM
Page 1 of 7 (249 results)
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Siesta Key, FL Market Summary

Current MLS market statistics for active listings in this area.

Active listings247
New listings last 30 days36
Median list price$699,900
Median price per sq ft$661
List price range$91,900 - $7,950,000
Median bedrooms2
Median bathrooms2
Median living area1,271 sq ft
Typical HOA fees$490 – $19,858 / month

Medians are based on 247 sampled active listings when available.

Siesta Key has one of the most structured and active condo markets on Florida’s Gulf Coast, shaped by a combination of strong tourism demand, established condo developments, and direct access to one of the highest-ranked beaches in the United States.

Unlike smaller barrier islands, condo inventory here is extensive and organized around large residential complexes, Gulf-front buildings, and established communities that have been part of the market for decades.

Siesta Key Condo Market Overview

The condo market on Siesta Key is broader and more liquid than most nearby coastal markets, with a wide range of pricing tied to location, building quality, and view orientation.

Typical price ranges:

  • Entry-level condos (inland or older buildings): $400,000 – $700,000
  • Mid-range condos (updated or near beach access): $700,000 – $1.3M
  • Gulf-front condos and high-demand units: $1.3M – $3M+
  • Premium beachfront and penthouses: $3M+

Pricing is driven primarily by direct Gulf frontage, proximity to Siesta Key Beach, and unobstructed views, with even small shifts in building position creating significant price differences.

Why Siesta Key Condos Are Structurally Different

Siesta Key stands apart from other barrier islands because of how its condo inventory developed.

  • Higher concentration of condo buildings compared to single-family homes
  • Mix of mid-rise and high-rise developments along the Gulf
  • Larger, established complexes rather than small boutique inventory
  • Continuous resale cycle as older units are renovated and repositioned

This creates a market that is more active, more transactional, and more inventory-driven than smaller islands.

Beach Quality and Its Impact on Condo Demand

A major driver of condo demand is the unique quality of Siesta Key’s beaches.

  • Known for fine quartz sand, which stays cool even in high temperatures
  • Consistently ranked among the top beaches in the U.S. and globally
  • Wide shoreline areas that support year-round recreational use

Because of this, condos with direct or easy beach access consistently command premium pricing.

Short-Term Rental Structure

Short-term rentals are a key factor in Siesta Key condo valuations, but unlike some markets, the rules are highly building-specific.

  • Many condo complexes allow short-term or weekly rentals
  • Rental policies vary significantly between buildings
  • Units in rental-friendly buildings are typically priced higher
  • Seasonal demand patterns drive occupancy and income potential

HOA Fees on Siesta Key Condos

HOA costs are a major component of ownership, particularly in beachfront and larger buildings.

Typical ranges:

  • Older or smaller complexes: $500 – $900/month
  • Mid-range condo communities: $800 – $1,500/month
  • Gulf-front and high-rise buildings: $1,500 – $3,000+/month

HOA fees typically include:

  • Building maintenance and structural upkeep
  • Pool, recreational, and shared amenities
  • Insurance components (critical for coastal properties)
  • Water, trash, and operational services

Older buildings may have lower fees but can carry future maintenance exposure.

Accessibility and Location Advantage

One of Siesta Key’s strongest advantages is accessibility compared to other barrier islands.

  • Located just a short drive from Sarasota
  • Connected via bridges, making daily access practical
  • Approximately 15–20 minutes from mainland Sarasota
  • Close to cultural and commercial hubs such as the John & Mable Ringling Museum of Art

Lifestyle and Daily Use

Siesta Key condo living is structured around a mix of recreation, walkability, and convenience.

  • Walkable access to Siesta Key Village for dining and retail
  • Free trolley service connecting major areas across the island
  • Strong presence of outdoor activities including boating, kayaking, and fishing
  • Regular community activity including markets and beach events

What Drives Demand for Siesta Key Condos

  • Direct access to Siesta Key Beach and Gulf waters
  • High national visibility as a beach destination
  • Strong short-term rental income potential
  • Larger inventory base compared to nearby islands
  • Easy access to Sarasota and surrounding areas

Key Condo Areas on Siesta Key

  • Gulf-front corridor along Beach Road
  • Areas surrounding Siesta Key Village
  • Crescent Beach and Point of Rocks (quieter zones)
  • Bay-side developments along the Intracoastal Waterway

What You Get with Siesta Key Condos

  • Access to one of the most recognized beaches in Florida
  • A wide selection of condo inventory across price points
  • Strong alignment with rental and vacation demand
  • Condo ownership in a highly active coastal market

What to Expect When Buying on Siesta Key

  • Significant variation between older buildings and renovated units
  • HOA costs as a central part of ownership
  • Importance of reviewing rental rules before purchase
  • Strong demand for Gulf-front and updated units
  • Competitive pricing in high-demand buildings

Who Siesta Key Condos Fit Best

  • Buyers looking for second homes or vacation properties
  • Investors targeting short-term rental income
  • Buyers prioritizing direct beach access
  • Buyers comfortable with condo-dense environments

How to Decide if a Siesta Key Condo Is Right for You

Siesta Key condos work best when your priority is beach access, rental flexibility, and access to a large, active condo market.

They are a strong fit if:

  • You want direct access to Siesta Key Beach
  • You are interested in rental income opportunities
  • You prefer more inventory and building options
  • You are comfortable with HOA-based ownership