Siesta Key, FL Homes

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  $1,995,000 Open Thu 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,657 Sq Ft

  4817 Ocean Blvd, Sarasota, FL 34242

  Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart ofSiesta KeySet on a tranquil spring-fed lake just moments from Siesta Beach and the Village, thisflood resilient and meticulously maintained coastal residence offers year-roundenjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, itblends timeless coastal style with

  

  Gerard Healy

  WILLIAM RAVEIS REAL ESTATE

  (941) 541-8336

  4817 Ocean Blvd, Sarasota, FL 34242
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  /29

  $8,010 per month

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • House for Rent

  1205 E Peppertree Dr Unit 232, Sarasota, FL 34242

  This 2 bedroom, 2 bath is a bay-side townhouse with interior stairs and is approximately 100 yards from the Intracoastal waterway.The master bedroom is upstairs and offers a king bed, a workspace, and beautiful windows to the green gardens outside. The en suite master bathroom has two sinks and a shower/tub combination.The guest bedroom is upstairs and offers 2 twin beds, and the en suite

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1205 E Peppertree Dr Unit 232, Sarasota, FL 34242
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  /2

  $670,000 Sold May 28, 2025

  1113 Lake House Cir Unit C110, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Below List Price
  • $496/SF
  • 23 Days On Market

  Current Estimated Value $657,578

  Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1113 Lake House Cir Unit C110, Sarasota, FL 34242
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  /67

  Est $2,442,282 Not Listed For Sale

  304 Calle Miramar Unit 2, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,236 Sq Ft
  • Built 2009

  304 Calle Miramar Unit 2, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $853/SF
  • 44 Days On Market

  Last Sold Price $2,760,000

  Last Listing Agent Kristy Hall DALTON WADE INC
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  /10

  $899,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  5144 Oxford Dr, Sarasota, FL 34242

  Under contract-accepting backup offers. Build New or Major Redevelopment Near Siesta Beach. Large lot located just minutes from Siesta Beach in a well-established Sarasota neighborhood close to Siesta Key, shopping, and dining. County records indicate the property includes two platted lots of record (Lots 9 and 10). The existing structure has sustained significant damage; renovation may be

  

  April Green

  DUNCAN REAL ESTATE, INC.

  (941) 900-3468

  5144 Oxford Dr, Sarasota, FL 34242
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  /29

  $9,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,310 Sq Ft
  • Townhouse for Rent

  1207 E Peppertree Dr Unit 231, Sarasota, FL 34242

  This 3 bedroom, 3 bath is a townhouse on the bay side of Midnight Pass and is approximately 100 yards from the Intracoastal waterway.The master bedroom has a king bed, a large TV, a ceiling fan, and an en suite bathroom. The master bathroom has a quartz counter, recessed lighting, and a tub/shower combination.The first guest bedroom has a queen bed, a ceiling fan, and a 3/4 guest

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1207 E Peppertree Dr Unit 231, Sarasota, FL 34242
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  /2

  $650,000 Sold Sep 12, 2025

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $505/SF
  • 11 Days On Market

  Current Estimated Value $622,986

  Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
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  /2

  Est $2,131,750 Not Listed For Sale

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  • 5 Beds
  • 5 Baths
  • 2,689 Sq Ft
  • Built 1953

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  Last Sold Summary

  • 38% Above List Price
  • $576/SF
  • 273 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES
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  /52

  $75,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 279-2172

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242
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  /16

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • Condo for Rent

  1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242

  Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
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  $2,650,000 Sold Oct 14, 2025

  512 Treasure Boat Way, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 5,078 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $522/SF
  • 88 Days On Market

  Current Estimated Value $2,597,237

  Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

  512 Treasure Boat Way, Sarasota, FL 34242
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  /39

  Est $1,869,485 Not Listed For Sale

  340 Canal Rd Unit B, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,234 Sq Ft
  • Built 2005

  340 Canal Rd Unit B, Sarasota, FL 34242

  Last Sold Summary

  • 4% Below List Price
  • $873/SF
  • 17 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY
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  /13

  $6,400,000

  • 8 Beds
  • 8.5 Baths
  • 5,313 Sq Ft

  5610 Avenida Del Mare, Sarasota, FL 34242

  Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence.

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  (941) 841-7869

  5610 Avenida Del Mare, Sarasota, FL 34242
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  /25

  $12,296 per month

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft
  • House for Rent

  6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

  Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
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  $1,300,000 Sold Jan 30, 2026

  5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $884/SF
  • 107 Days On Market

  Current Estimated Value $1,361,411

  Last Listing Agent Kathleen Griffin MICHAEL SAUNDERS & COMPANY

  5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242
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  /46

  Not Listed For Sale

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1974

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

  Last Sold Summary

  • $676/SF
  • 17 Days On Market

  Last Sold Price $757,000

  Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC
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  /82

  $330,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

  PRICE IMPROVEMENT: Affordable, Pet-Friendly Siesta Key Beach Condo Now Offered at $330,000 Experience the allure of coastal living at White Sands Village, ideally located along Midnight Pass Road on stunning Siesta Key. This beautifully furnished one-bedroom, one-bathroom residence is just a short walk from the world-famous Siesta Key Public Beach, making it an exceptional opportunity for beach

  

  Jim Gammello

  WILLIAM RAVEIS REAL ESTATE

  (941) 206-4956

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
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  /31

  $8,500 per month

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242

  Nestled just a stone's throw from the pristine sands of Siesta Key beach, this midrise villa offers a luxurious retreat for those seeking a blend of comfort and convenience. With a 30-night minimum stay, guests can fully immerse themselves in the tranquil beach lifestyle. The villa boasts two bedrooms and two bathrooms, accommodating up to four guests, making it an ideal choice for families or

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242
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  /2

  $1,100,000 Sold Jun 27, 2025

  4857 Primrose Path, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,519 Sq Ft
  • Built 1957

  Last Sold Summary

  • 37% Below List Price
  • $437/SF
  • 83 Days On Market

  Current Estimated Value $1,244,706

  Last Listing Agent Nadiya Marisol-Pote DALTON WADE INC

  4857 Primrose Path, Sarasota, FL 34242
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  Not Listed For Sale

  915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,255 Sq Ft
  • Built 2009

  915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

  Last Sold Summary

  • $8/SF
  • 40 Days On Market

  Last Sold Price $17,000

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
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  /44

  $115,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 842-0963

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
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  /53

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • House for Rent

  1224 S View Dr, Sarasota, FL 34242

  Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high

  Beth Dilley ASCENDIA REAL ESTATE

  1224 S View Dr, Sarasota, FL 34242
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  /2

  $650,000 Sold Jul 30, 2025

  813 Plymouth St, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 2,919 Sq Ft
  • Built 1953

  Last Sold Summary

  • 43% Below List Price
  • $223/SF
  • 130 Days On Market

  Current Estimated Value $1,036,514

  Last Listing Agent Georgia Salaverri COMPASS FLORIDA LLC

  813 Plymouth St, Sarasota, FL 34242
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  Est $2,181,144 Not Listed For Sale

  6906 Bochi Cir, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 4,358 Sq Ft
  • Built 2012

  6906 Bochi Cir, Sarasota, FL 34242

  Last Sold Summary

  • 5% Above List Price
  • $476/SF
  • 228 Days On Market

  Last Sold Price $2,075,000

  Last Listing Agent Malia Smiley KELLY RIGHT REAL ESTATE
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  /51

  $60,000

  • 4 Beds
  • 4 Baths
  • 2,625 Sq Ft

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 369-8950

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
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  /40

  $3,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,122 Sq Ft
  • Townhouse for Rent

  11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242

  SIESTA KEY...11 SANDY COVE RD. #8F. This 2 bedroom, 1.5 bathrooms is located in the sought after Sandy Cove Community, just steps away from Siesta Village with its own private beach. Plenty of restaurants and shopping. Enjoy breathtaking Gulf sunsets from this fully turnkey furnished townhouse ready for you to enjoy. Don't miss out on living the Florida life style at its best. Call now for a

  Teresa Ribaudo JENNETTE PROPERTIES INC

  11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242
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  /2

  $3,000,000 Sold Oct 15, 2025

  137 Big Pass Ln, Sarasota, FL 34242

  • 5 Beds
  • 4.5 Baths
  • 4,486 Sq Ft
  • Built 2006

  Last Sold Summary

  • 30% Below List Price
  • $669/SF
  • 148 Days On Market

  Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

  137 Big Pass Ln, Sarasota, FL 34242
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  /68

  Est $610,143 Not Listed For Sale

  101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1969

  101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

  Last Sold Summary

  • 7% Below List Price
  • $515/SF
  • 51 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Daria Fairchild COLDWELL BANKER REALTY
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  /68

  $575,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

  Welcome to Casa Mar on Siesta Key. Seller owner financing is available. A weekly rental property that can serve you as an investment and a beach vacation gateway for your friends and family to enjoy. a beachfront community with all the amenities to make your stay enjoyable and perfect. This 1-bed 1 bath is completely furnished ,with an amazing rental income history.The complex is in high-demand

  

  Esther Eti Farber

  KW COASTAL LIVING III

  (941) 392-7531

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242
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  /43

  $17,000 per month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Condo for Rent

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

  Beachfront Bliss at Casa Mar – Siesta Key Discover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach. Why You’ll Love This Condo: Prime Beachfront Location – Step right onto the powdery whit e sands of Crescent Beach Classic Coastal Charm – Thoughtfully

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
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  $1,640,000 Sold Mar 24, 2026

  5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,713 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $957/SF
  • 27 Days On Market

  Current Estimated Value $1,670,634

  Last Listing Agent Kristina Rain MICHAEL SAUNDERS & COMPANY

  5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242
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  /84

  Est $619,211 Not Listed For Sale

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1970

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $560/SF
  • 86 Days On Market

  Last Sold Price $717,500

  Last Listing Agent Lisa Garcia COLDWELL BANKER REALTY
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  /90

  $6,400,000

  • 12 Beds
  • 11 Baths
  • 5,313 Sq Ft

  662 Calle Del Otono, Siesta Key, FL 34242

  Charming mini-resort with lagoon-style pool and waterfall, sun decks, tropical landscaped gardens. Just steps from Siesta Key Public Beach. Free Trolley transports guests to Siesta Key Village for shopping, dining and a supermarket. Income Producing Property priced to sell at a Seven Cap. Two lots, 19 & 20 with 2 Duplexes.

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  (941) 732-8615

  662 Calle Del Otono, Siesta Key, FL 34242
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  /22

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft
  • Condo for Rent

  6044 W Peppertree Way Unit 233B, Sarasota, FL 34242

  This property is a 30 night minimum. Welcome to your perfect vacation retreat! This beautifully appointed 3-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience. Situated in a prime location, this property provides the perfect base for your getaway, whether you’re seeking relaxation, adventure, or a little of both. Step inside to find a spacious open-concept living

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6044 W Peppertree Way Unit 233B, Sarasota, FL 34242
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  /2

  $452,000 Sold Dec 18, 2025

  73 Avenida Messina Unit 15, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft
  • Built 1969

  Last Sold Summary

  • 5% Below List Price
  • $1,108/SF

  Current Estimated Value $458,645

  Last Listing Agent Maxwell Mann MICHAEL SAUNDERS & COMPANY

  73 Avenida Messina Unit 15, Sarasota, FL 34242
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  Not Listed For Sale

  915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 2009

  915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242

  Last Sold Summary

  • $7/SF
  • 159 Days On Market

  Last Sold Price $13,000

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
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  /52

  $75,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 271-5462

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
• 

  

  /23

  $8,050 per month

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft
  • Condo for Rent

  6053 E Peppertree Way Unit 118, Sarasota, FL 34242

  This property is a 30 night minimum. This unit has been completely renovated and offers spectacular views of the Intracoastal waterway and pier! The sliders to the lanai open to the screened-in area for fresh air and seamless indoor/outdoor living.The unit offers easy access to the walking paths that leads to the fishing pier and to the bay-side pool and clubhouse.This condo has 2

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6053 E Peppertree Way Unit 118, Sarasota, FL 34242
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  /2

  $990,000 Sold Jun 25, 2025

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1973

  Last Sold Summary

  • 38% Below List Price
  • $676/SF
  • 117 Days On Market

  Current Estimated Value $991,574

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242
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  /2

  Est $1,330,359 Not Listed For Sale

  312 Calle Miramar Unit S1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 2008

  312 Calle Miramar Unit S1, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $984/SF
  • 1 Day On Market

  Last Sold Price $1,495,000

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

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