Homes in ZIP Code 34242

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  /60

  $2,150,000

  • 4 Beds
  • 3.5 Baths
  • 2,971 Sq Ft

  116 Garden Ln, Sarasota, FL 34242

  Effortless Island Living on Siesta Key’s Coveted North End.Discover the perfect blend of modern luxury and low-maintenance living in thiscontemporary coastal retreat, ideally located on the quiet North End of Siesta Key.Enjoy deeded beach access, mesmerizing Gulf and Big Pass views, and effortlessproximity to Siesta Village, the North Bridge, and downtown Sarasota.Built in

  

  Gerard Healy

  WILLIAM RAVEIS REAL ESTATE

  (941) 337-4899

  116 Garden Ln, Sarasota, FL 34242
• 

  

  

  /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

  $460,000 Sold Dec 04, 2025

  5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $455/SF
  • 92 Days On Market

  Current Estimated Value $458,834

  Last Listing Agent Janet Trefry RE/MAX ALLIANCE GROUP

  5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242
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  /58

  Est $919,101 Not Listed For Sale

  8735 Midnight Pass Rd Unit 101B, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft
  • Built 1980

  8735 Midnight Pass Rd Unit 101B, Sarasota, FL 34242

  Last Sold Summary

  • 33% Above List Price
  • $350/SF
  • 189 Days On Market

  Last Sold Price $690,000

  Last Listing Agent Barbara A Milian, P.A. Michael Saunders
• 

  

  

  /59

  $125,000

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

  915 Seaside Dr Unit 606, Weeks 14-17, 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 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 256-2943

  915 Seaside Dr Unit 606, Weeks 14-17, 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
• 

  /2

  $865,000 Sold Mar 05, 2026

  315 Avenida de Paradisio, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $591/SF
  • 105 Days On Market

  Current Estimated Value $953,976

  Last Listing Agent Jason Skowronski COMPASS FLORIDA LLC

  315 Avenida de Paradisio, Sarasota, FL 34242
• 

  /2

  Est $2,403,445 Not Listed For Sale

  1035 Seaside Dr Unit 408, Sarasota, FL 34242

  • 2 Beds
  • 2.5 Baths
  • 1,646 Sq Ft
  • Built 2023

  1035 Seaside Dr Unit 408, Sarasota, FL 34242

  Last Sold Summary

  • 4% Below List Price
  • $1,519/SF

  Last Sold Price $2,500,000

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
• 

  

  /99

  $675,000

  • Land
  • 0.26 Acre
  • $2,596,154 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 420-6220

  5019 Commonwealth Dr, Sarasota, FL 34242
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  /29

  $10,700 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6018 W Peppertree Way Unit 231B, Sarasota, FL 34242

  Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous 2 bedroom 2 bath stunning beach view condo overlooking the pool. This beautiful condo is just steps from the pool and Direct Beach Access. Amenities for the complex include: 2 fitness centers, 2 heated pools, a fishing pier, 2 clubhouses, pickle-ball and tennis courts. You will enjoy hopping on

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
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  /2

  $800,000 Sold Dec 19, 2025

  6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Below List Price
  • $617/SF
  • 127 Days On Market

  Current Estimated Value $786,590

  Last Listing Agent Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6300 Midnight Pass Rd Unit 2, 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
• 

  

  /54

  $1,130,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  5300 Ocean Blvd Unit 202, Sarasota, FL 34242

  Step inside and unwind in this updated, turnkey luxury condominium offering breathtaking views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, just steps from the world-famous quartz sands of Siesta Key Beach and the lively charm of Siesta Key Village.Tastefully decorated and truly move in ready, this coastal retreat features

  

  Diane Goodwin

  EXP REALTY LLC

  (941) 207-7951

  5300 Ocean Blvd Unit 202, Sarasota, FL 34242
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  /21

  $7,800 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6039 E Peppertree Way Unit 222, Sarasota, FL 34242

  This property is a 30 night minimum.This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass.The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head.The guest bedroom has a king bed, a

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6039 E Peppertree Way Unit 222, Sarasota, FL 34242
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  /2

  $4,000,000 Sold Jun 26, 2025

  645 Beach Rd, Siesta Key, FL 34242

  • 4,989 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $802/SF
  • 441 Days On Market

  Current Estimated Value $3,903,309

  Last Listing Agent Cole Collins COLDWELL BANKER REALTY

  645 Beach Rd, Siesta Key, 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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  /11

  $4,950,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 4,158 Sq Ft

  527 Venice Ln, Sarasota, FL 34242

  Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 390-2066

  527 Venice Ln, Sarasota, FL 34242
• 

  

  /27

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Condo for Rent

  6052 W Peppertree Way Unit 235B, Sarasota, FL 34242

  This property is a 30 night minimum. 6052 WPW is a Large Garden condo, located approximately 50 yards away from Crescent BeachOpen porch lanai with a 6 person table. Recessed lighting in both bathrooms. Master bathroom has a seat. Recessed lighting in the kitchen. This unit has access to a private garageApprox. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding: Master

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6052 W Peppertree Way Unit 235B, Sarasota, FL 34242
• 

  /2

  $1,200,000 Sold Apr 25, 2025

  5602 Cape Leyte Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Below List Price
  • $568/SF
  • 50 Days On Market

  Current Estimated Value $1,183,639

  Last Listing Agent Ben Angerami PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5602 Cape Leyte Dr, Sarasota, FL 34242
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  /2

  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
• 

  

  /99

  $5,392,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 394-0863

  4819 Higel Ave, Sarasota, FL 34242
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  /28

  $10,200 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6042 W Peppertree Way Unit 224B, Sarasota, FL 34242

  his is a 3 bedroom, 2 bathroom, ground floor condo. Sleeps 6How about this location!! Gulf-side close to the Beach, Pool, Clubhouse and Fitness room.Lanai faces due west and you still have your privacy. Split Level unit with your own private one car garage, soaring living room ceiling, open kitchen silestone countertops throughout, new a/c, lanai has its own a/c split system; full size

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6042 W Peppertree Way Unit 224B, Sarasota, FL 34242
• 

  /2

  $1,500,000 Sold Dec 01, 2025

  1038 Contento St, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,217 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $677/SF
  • 169 Days On Market

  Current Estimated Value $1,480,445

  Last Listing Agent Sara Leicht SARASELLSSARASOTA.COM

  1038 Contento St, Sarasota, FL 34242
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  /47

  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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  /24

  $4,495,000 New Construction

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

  7340 Pine Needle Rd, Sarasota, FL 34242

  Pre-Construction. To be built. This is your chance to build your DREAM HOME in The Sanderling Club on South Siesta Key. A Coastal Contemporary Residence designed and to be built by Yoder Homes. Nestled within The Sanderling Club, Siesta Key’s most coveted gated community, this exceptional property offers a rare opportunity to create a bespoke coastal estate in one of Sarasota’s most exclusive

  

  Georgia Salaverri

  COMPASS FLORIDA LLC

  (941) 265-8608

  7340 Pine Needle Rd, Sarasota, FL 34242
• 

  

  /16

  $10,770 per month

  • 4 Beds
  • 4 Baths
  • 1,552 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242

  Villa 52N at Aloha Kai offers the perfect escape for your next beach vacation, featuring three comfortable bedrooms and the convenience of an in-unit washer and dryer. Located on Siesta Key—a popular barrier island along Florida’s breathtaking West Coast—this villa is part of Aloha Kai, a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently ranked the

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242
• 

  /2

  $3,300,000 Sold Apr 10, 2025

  317 Beach Rd, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Below List Price
  • $982/SF
  • 14 Days On Market

  Current Estimated Value $3,258,539

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

  317 Beach Rd, Sarasota, FL 34242
• 

  

  /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
• 

  

  /9

  $4,800,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,765 Sq Ft

  533 Venice Ln, Sarasota, FL 34242

  Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 206-4697

  533 Venice Ln, Sarasota, FL 34242
• 

  

  /15

  $8,010 per month

  • 1 Bed
  • 1 Bath
  • 975 Sq Ft
  • House for Rent

  6061 E Peppertree Way Unit 116, Sarasota, FL 34242

  This property is a 30 night minimum.This 2 bedroom, 1 bath is a second floor garden unit on the bay side of Midnight Pass, and is approximately 15 yards from the Intracoastal waterway.The master bedroom has a queen bed and a 40 inch TV. The master bathroom has a tub/shower combination with a sliding glass door.The guest bedroom has 2 twin beds, a ceiling fan, and window with natural

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6061 E Peppertree Way Unit 116, Sarasota, FL 34242
• 

  /2

  $425,000 Sold Sep 11, 2025

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $436/SF
  • 234 Days On Market

  Current Estimated Value $429,748

  Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242
• 

  

  /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
• 

  

  /27

  $639,000

  • 1 Bed
  • 1.5 Baths
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242

  Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242
• 

  

  /27

  $5,200 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 602, Sarasota, FL 34242

  Enjoy Gulf of Mexico views from our recently renovated penthouse apartment on Siesta Key. You will have access to the #1 beach in the US with white powder sand and warm gulf waters. Enjoy beautiful views of the gulf from our full-length lanai and both bedrooms.The condominium offers multiple heated swimming pools, beach side and bay side grills, fishing pier, and a recently renovated exercise

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 602, Sarasota, FL 34242
• 

  /2

  $1,000,000 Sold May 12, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft
  • Built 1952

  Last Sold Summary

  • 13% Below List Price
  • $488/SF
  • 6 Days On Market

  Current Estimated Value $962,296

  Last Listing Agent Frederick Insogna COLDWELL BANKER REALTY

  Unlisted Address
• 

  /2

  Est $687,291 Not Listed For Sale

  8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Built 1980

  8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $571/SF
  • 49 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Cynthia Bowers COLDWELL BANKER SARASOTA CENT.
• 

  

  /73

  $6,400,000

  • 5 Beds
  • 7 Baths
  • 6,928 Sq Ft

  5132 Jungle Plum Rd, Sarasota, FL 34242

  Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

  Joel Schemmel DOUGLAS ELLIMAN

  5132 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /31

  $7,000 per month

  • 2 Beds
  • 11 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1200 E Peppertree Ln Unit 303, Sarasota, FL 34242

  This property is a 30 night minimum.1200-303 is a Bay side Mid-rise unit, located approximately 150 yards away from the Bay.Newly remodeled kitchen with stainless steel appliances. Grab bars located in both bathrooms. Guest bedroom T.V is mounted on the wall. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding:

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
• 

  /2

  $414,000 Sold Jun 16, 2025

  6727 Midnight Pass Rd Unit 202, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $460/SF
  • 29 Days On Market

  Current Estimated Value $505,321

  Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

  6727 Midnight Pass Rd Unit 202, Sarasota, FL 34242
• 

  /2

  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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