Condos for Sale in Siesta Key, FL

100 of 222 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
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
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
534 BEACH ROAD, SARASOTA, FL 34242
Active
$5,000,000
3 bd • 4 ba • 5,420 sq ft
534 BEACH ROAD, SARASOTA, FL 34242
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
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
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
6518 MIDNIGHT PASS ROAD UNIT 407, SARASOTA, FL 34242
Active
$1,049,000
Condo
2 bd • 2 ba • 1,415 sq ft
6518 MIDNIGHT PASS ROAD UNIT 407, SARASOTA, FL 34242
797 BEACH ROAD UNIT 509, SARASOTA, FL 34242
Active
$690,000
Condo
1 bd • 1 ba • 889 sq ft
797 BEACH ROAD UNIT 509, SARASOTA, FL 34242
5790 MIDNIGHT PASS ROAD UNIT 208, SARASOTA, FL 34242
Active
$1,195,000
Condo
2 bd • 2 ba • 1,433 sq ft
5790 MIDNIGHT PASS ROAD UNIT 208, SARASOTA, FL 34242
Active
$349,000
Condo
1 bd • 1 ba • 837 sq ft
5641 MIDNIGHT PASS ROAD UNIT 904, SARASOTA, FL 34242
Active
$989,000
Condo
3 bd • 2 ba • 1,885 sq ft
1225 SIESTA BAYSIDE DRIVE UNIT 1225B, SARASOTA, FL 34242
Active
$1,150,000
Condo
2 bd • 3 ba • 1,431 sq ft
2170 ROBINHOOD STREET UNIT C2-304, SARASOTA, FL 34231
Active
$890,000
Condo
2 bd • 3 ba • 1,431 sq ft
2170 ROBINHOOD STREET UNIT A2-303, SARASOTA, FL 34231
Active
$949,000
Condo
3 bd • 3 ba • 1,403 sq ft
2170 ROBINHOOD STREET UNIT C1-405, SARASOTA, FL 34231
Active
$871,450
Condo
2 bd • 3 ba • 1,453 sq ft
2170 ROBINHOOD STREET UNIT A1-301, SARASOTA, FL 34231
Active
$1,199,000
Condo
3 bd • 4 ba • 1,759 sq ft
2170 ROBINHOOD STREET UNIT A2-305, SARASOTA, FL 34231
Active
$679,999
Condo
2 bd • 3 ba • 1,036 sq ft
2170 ROBINHOOD STREET UNIT A1-304, SARASOTA, FL 34231
Active
$480,000
2 bd • 2 ba • 1,012 sq ft
ROAD, SARASOTA, FL 34242
Active
$499,000
Condo
2 bd • 2 ba • 1,666 sq ft
225 HOURGLASS WAY UNIT 303, SARASOTA, FL 34242
Active
$455,000
Condo
1 bd • 1 ba • 835 sq ft
5855 MIDNIGHT PASS ROAD UNIT 314, SARASOTA, FL 34242
Active
$970,000
Condo
3 bd • 2 ba • 1,885 sq ft
1206 SIESTA BAYSIDE DRIVE UNIT 1206B, SARASOTA, FL 34242
Active
$575,000
Condo
2 bd • 1 ba • 817 sq ft
915 BEACH ROAD UNIT 216, SARASOTA, FL 34242
Active
$2,700,000
Condo
4 bd • 4 ba • 4,063 sq ft
4712 OCEAN BOULEVARD UNIT W10, SARASOTA, FL 34242
Active
$1,195,000
Condo
3 bd • 3 ba • 2,925 sq ft
6275 MIDNIGHT PASS ROAD UNIT 6275, SARASOTA, FL 34242
Active
$998,000
Condo
2 bd • 3 ba • 1,924 sq ft
2170 ROBINHOOD STREET UNIT C1-202, SARASOTA, FL 34231
Active
$1,300,000
Condo
3 bd • 3 ba • 2,330 sq ft
1800 BENJAMIN FRANKLIN DRIVE UNIT B308, SARASOTA, FL 34236
Active
$328,000
Condo
2 bd • 2 ba • 1,086 sq ft
1636 STICKNEY POINT ROAD UNIT 36-201, SARASOTA, FL 34231
Active
$474,000
Condo
1 bd • 1 ba • 810 sq ft
6157 MIDNIGHT PASS ROAD UNIT E24, SARASOTA, FL 34242
Active
$350,000
Condo
2 bd • 1 ba • 789 sq ft
6157 MIDNIGHT PASS ROAD UNIT A51, SARASOTA, FL 34242
Active
$629,000
Condo
1 bd • 1 ba • 612 sq ft
6334 MIDNIGHT PASS ROAD UNIT 41, SARASOTA, FL 34242
Active
$595,000
Condo
2 bd • 2 ba • 1,282 sq ft
5600 BEACH WAY DRIVE UNIT 210, SARASOTA, FL 34242
Active
$399,900
Condo
1 bd • 1 ba • 810 sq ft
6157 MIDNIGHT PASS ROAD UNIT E22, SARASOTA, FL 34242
Active
$305,000
Condo
2 bd • 2 ba • 2,017 sq ft
1678 STARLING DRIVE UNIT 102, SARASOTA, FL 34231
Active
$699,000
Condo
2 bd • 2 ba • 1,340 sq ft
2100 BENJAMIN FRANKLIN DRIVE UNIT 205, SARASOTA, FL 34236
Active
$839,000
Condo
2 bd • 2 ba • 1,398 sq ft
2110 BENJAMIN FRANKLIN DRIVE UNIT 104, SARASOTA, FL 34236
Active
$1,295,000
Condo
1 bd • 2 ba • 1,284 sq ft
5400 OCEAN BOULEVARD UNIT 5-3, SARASOTA, FL 34242
Active
$619,000
Condo
2 bd • 2 ba • 941 sq ft
6154 MIDNIGHT PASS ROAD UNIT A-3, SARASOTA, FL 34242
Active
$1,299,000
Condo
2 bd • 2 ba • 1,334 sq ft
5920 MIDNIGHT PASS ROAD UNIT 406, SARASOTA, FL 34242
Active
$950,000
Condo
2 bd • 2 ba • 1,210 sq ft
757 BEACH ROAD UNIT 310, SARASOTA, FL 34242
Active
$1,150,000
Condo
2 bd • 2 ba • 1,642 sq ft
5880 MIDNIGHT PASS ROAD UNIT 605, SARASOTA, FL 34242
Active
$299,000
Condo
3 bd • 2 ba • 2,224 sq ft
1654 STARLING DRIVE UNIT 201, SARASOTA, FL 34231
Active
$650,000
Condo
2 bd • 2 ba • 1,301 sq ft
1770 BENJAMIN FRANKLIN DRIVE UNIT 206, SARASOTA, FL 34236
Active
$598,000
Condo
1 bd • 1 ba • 988 sq ft
5830 MIDNIGHT PASS ROAD UNIT 61, SARASOTA, FL 34242
Active
$719,000
Condo
2 bd • 2 ba • 1,660 sq ft
1269 SIESTA BAYSIDE DRIVE UNIT 1269C, SARASOTA, FL 34242
Active
$2,190,000
Condo
3 bd • 2 ba • 2,123 sq ft
6512 MIDNIGHT PASS ROAD UNIT 303, SARASOTA, FL 34242
Active
$599,000
Condo
2 bd • 1 ba • 753 sq ft
925 BEACH ROAD UNIT 310, SARASOTA, FL 34242
Active
$1,025,000
Condo
2 bd • 3 ba • 1,804 sq ft
2170 ROBINHOOD STREET UNIT C2-102, SARASOTA, FL 34231
Active
$1,100,000
Condo
2 bd • 2 ba • 1,206 sq ft
6234 MIDNIGHT PASS ROAD UNIT 307, SARASOTA, FL 34242
Active
$1,549,000
Condo
3 bd • 3 ba • 2,700 sq ft
1800 BENJAMIN FRANKLIN DRIVE UNIT B207, SARASOTA, FL 34236
Active
$625,000
Condo
3 bd • 3 ba • 2,271 sq ft
5430 EAGLES POINT CIRCLE UNIT 105, SARASOTA, FL 34231
Active
$1,500,000
Condo
2 bd • 2 ba • 1,384 sq ft
6146 MIDNIGHT PASS ROAD UNIT 12S, SARASOTA, FL 34242
Active
$850,000
Condo
2 bd • 2 ba • 1,350 sq ft
6518 MIDNIGHT PASS ROAD UNIT 209, SARASOTA, FL 34242
Active
$568,000
Condo
2 bd • 2 ba • 1,000 sq ft
925 BEACH ROAD UNIT 107, SARASOTA, FL 34242
Active
$719,000
Condo
2 bd • 2 ba • 1,463 sq ft
1200 EAST PEPPERTREE LANE UNIT 302, SARASOTA, FL 34242
Active
$649,000
Condo
2 bd • 2 ba • 1,910 sq ft
5531 CANNES CIRCLE UNIT 603, SARASOTA, FL 34231
Active
$1,699,000
Condo
2 bd • 2 ba • 1,384 sq ft
6144 MIDNIGHT PASS ROAD UNIT 2N, SARASOTA, FL 34242
Active
$760,000
Condo
2 bd • 2 ba • 1,134 sq ft
5968 MIDNIGHT PASS ROAD UNIT 158, SARASOTA, FL 34242
Active
$232,900
Condo
2 bd • 1 ba • 1,069 sq ft
3700 S OSPREY AVENUE UNIT 118, SARASOTA, FL 34239
Active
$299,000
Condo
2 bd • 1 ba • 1,069 sq ft
3700 S OSPREY AVENUE UNIT 214, SARASOTA, FL 34239
Active
$1,749,000
Condo
2 bd • 2 ba • 1,440 sq ft
6300 MIDNIGHT PASS ROAD UNIT 702, SARASOTA, FL 34242
Active
$675,000
Condo
3 bd • 2 ba • 2,232 sq ft
6660 SCHOONER BAY CIRCLE UNIT 6660, SARASOTA, FL 34231
Active
$1,350,000
Condo
2 bd • 2 ba • 1,334 sq ft
5920 MIDNIGHT PASS ROAD UNIT 1003, SARASOTA, FL 34242
Active
$685,000
Condo
3 bd • 3 ba • 3,256 sq ft
1347 LANDINGS DRIVE UNIT 6, SARASOTA, FL 34231
Active
$489,000
Condo
2 bd • 2 ba • 1,072 sq ft
5681 MIDNIGHT PASS ROAD UNIT 104, SARASOTA, FL 34242
Active
$729,000
Condo
2 bd • 2 ba • 1,510 sq ft
1220 SIESTA BAYSIDE DRIVE UNIT 1220-A, SARASOTA, FL 34242
Active
$7,950,000
Condo
4 bd • 5 ba • 6,807 sq ft
84 AVENIDA VENECCIA UNIT 202 & 203, SARASOTA, FL 34242
Active
$599,000
Condo
2 bd • 2 ba • 1,181 sq ft
5830 MIDNIGHT PASS ROAD UNIT 107, SARASOTA, FL 34242
Active
$699,000
Condo
3 bd • 3 ba • 2,837 sq ft
1703 STARLING DRIVE UNIT 1703, SARASOTA, FL 34231
Active
$825,000
Condo
2 bd • 2 ba • 1,687 sq ft
1249 DOCKSIDE PLACE UNIT 110, SARASOTA, FL 34242
Active
$498,000
Condo
1 bd • 1 ba • 1,350 sq ft
1203 SIESTA BAYSIDE DRIVE UNIT 1203-D, SARASOTA, FL 34242
Active
$1,199,000
Condo
2 bd • 2 ba • 1,420 sq ft
6480 MIDNIGHT PASS ROAD UNIT 503, SARASOTA, FL 34242
Active
$435,000
Condo
2 bd • 2 ba • 1,061 sq ft
1215 S PORTOFINO DRIVE UNIT 406, SARASOTA, FL 34242
Active
$600,000
Condo
2 bd • 2 ba • 1,016 sq ft
137 AVENIDA MESSINA UNIT 1, SARASOTA, FL 34242
Active
$825,000
Condo
2 bd • 2 ba • 1,140 sq ft
4822 OCEAN BOULEVARD UNIT 3D, SARASOTA, FL 34242
Active
$299,999
Condo
1 bd • 1 ba • 702 sq ft
6703 MIDNIGHT PASS ROAD UNIT 208, SARASOTA, FL 34242
Active
$949,000
Condo
3 bd • 2 ba • 1,885 sq ft
1350 SIESTA BAYSIDE DRIVE UNIT 1350B, SARASOTA, FL 34242
Active
$714,000
Condo
2 bd • 2 ba • 1,660 sq ft
1328 SIESTA BAYSIDE DRIVE UNIT 1328C, SARASOTA, FL 34242
Active
$1,100,000
Condo
2 bd • 2 ba • 1,473 sq ft
5780 MIDNIGHT PASS ROAD UNIT B105, SARASOTA, FL 34242
Active
$515,000
Condo
2 bd • 2 ba • 1,012 sq ft
5619 MIDNIGHT PASS ROAD UNIT 503, SARASOTA, FL 34242
Active
$549,000
Condo
2 bd • 2 ba • 1,840 sq ft
1921 MONTE CARLO DRIVE UNIT 302, SARASOTA, FL 34231
Active
$645,000
Condo
2 bd • 1 ba • 941 sq ft
6154 MIDNIGHT PASS ROAD UNIT 7C, SARASOTA, FL 34242
Active
$575,000
Condo
2 bd • 2 ba • 1,359 sq ft
5600 BEACH WAY DRIVE UNIT 201, SARASOTA, FL 34242
Active
$450,000
Condo
2 bd • 2 ba • 1,021 sq ft
1624 STICKNEY POINT ROAD UNIT 101, SARASOTA, FL 34231
Active
$925,000
Condo
1 bd • 1 ba • 1,000 sq ft
6140 MIDNIGHT PASS ROAD UNIT 902, SARASOTA, FL 34242
Active
$285,000
Condo
2 bd • 2 ba • 1,093 sq ft
3711 ALMERIA AVENUE UNIT 3N, SARASOTA, FL 34239
Active
$725,000
Condo
2 bd • 2 ba • 1,120 sq ft
1166 W PEPPERTREE DRIVE UNIT 112D, SARASOTA, FL 34242
Active
$685,000
Condo
2 bd • 2 ba • 1,705 sq ft
6287 MIDNIGHT PASS ROAD UNIT 103, SARASOTA, FL 34242
Active
$1,299,000
Condo
3 bd • 2 ba • 1,361 sq ft
5780 MIDNIGHT PASS ROAD UNIT 110, SARASOTA, FL 34242
Active
$260,000
Condo
2 bd • 2 ba • 1,300 sq ft
1701 SOUTHWOOD STREET UNIT 1701, SARASOTA, FL 34231
Active
$5,400,000
Condo
3 bd • 4 ba • 4,513 sq ft
70 AVENIDA VENECCIA UNIT 204, SARASOTA, FL 34242
Active
$6,900,000
Condo
3 bd • 4 ba • 3,858 sq ft
70 AVENIDA VENECCIA UNIT 202, SARASOTA, FL 34242
Active
$444,900
Condo
3 bd • 2 ba • 2,224 sq ft
5260 HERON WAY UNIT 202, SARASOTA, FL 34231
Active
$429,000
Condo
1 bd • 1 ba • 1,190 sq ft
1214 MOONMIST CIRCLE UNIT S-01S, SARASOTA, FL 34242
Active
$581,000
Condo
2 bd • 1 ba • 817 sq ft
915 BEACH ROAD UNIT 318, SARASOTA, FL 34242
Active
$1,135,000
Condo
2 bd • 2 ba • 1,365 sq ft
1080 W PEPPERTREE LANE UNIT 305A, SARASOTA, FL 34242
Active
$369,900
Condo
2 bd • 2 ba • 1,128 sq ft
1624 STICKNEY POINT ROAD UNIT 206, SARASOTA, FL 34231
Active
$799,000
Condo
2 bd • 2 ba • 1,701 sq ft
5855 MIDNIGHT PASS ROAD UNIT 108, SARASOTA, FL 34242
Active
$986,000
Condo
1 bd • 1 ba • 1,000 sq ft
711 BEACH ROAD UNIT 408, SARASOTA, FL 34242
Active
$325,000
Condo
1 bd • 1 ba • 702 sq ft
6703 MIDNIGHT PASS ROAD UNIT 217, SARASOTA, FL 34242
Page 1 of 3 (222 results)
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Siesta Key, FL Market Summary

Current MLS market statistics for active listings in this area.

Active listings222
New listings last 30 days24
Median list price$685,000
Median price per sq ft$634
List price range$150,000 - $7,950,000
Median bedrooms2
Median bathrooms2
Median living area1,271 sq ft
Typical HOA fees$490 – $19,858 / month

Medians are based on 222 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