Siesta Key, FL Homes

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  $874,000

  • 1 Bed
  • 1 Bath
  • 928 Sq Ft

  5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242

  Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the

  Mickey Kiernan MICHAEL SAUNDERS & COMPANY

  5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242
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  /15

  $8,970 Per Month

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 2, Sarasota, FL 34242

  Villa 2 at Aloha Kai is beautifully situated on Siesta Key, a popular barrier island along Florida’s West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, which is ranked as the number one beach in the continental United States. Known for its dazzling white quartz sand and vibrant emerald-green waters, Siesta Key is among Florida’s top vacation

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 2, Sarasota, FL 34242
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  $690,000 Sold Feb 06, 2026

  204 Hourglass Way Unit V9, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Built 1968

  Last Sold Summary

  • 8% Below List Price
  • $520/SF
  • 22 Days On Market

  Current Estimated Value $688,835

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  204 Hourglass Way Unit V9, Sarasota, FL 34242
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  Est $728,544 Not Listed For Sale

  6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,263 Sq Ft
  • Built 1980

  6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

  Last Sold Summary

  • $578/SF
  • 81 Days On Market

  • Last Sold Price $730,000
  • Dec 12, 2024

  Last Listing Agent Jack McSweeney COLDWELL BANKER REALTY
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  $2,675,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,729 Sq Ft

  6913 Bochi Cir, Sarasota, FL 34242

  Under Construction. Under Construction. **Short term promotional pricing, take advantage now while it's available!** Discover La Linda, an exclusive collection ofeight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, theseelevated residences are crafted to the highest standards, featuring solid block

  Jeremy Hartmark LPT REALTY, LLC

  6913 Bochi Cir, Sarasota, FL 34242
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  /31

  $8,900 Per Month

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

  1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242

  Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The unit is in a Gulfside Highrise building on the 3rd floor. The kitchen has been renovated with stainless steel appliances and is 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 master bedroom

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242
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  $599,000 Sold Nov 14, 2025

  5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,447 Sq Ft
  • Built 1984

  Last Sold Summary

  • 20% Below List Price
  • $414/SF
  • 314 Days On Market

  Current Estimated Value $623,953

  Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

  5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
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  Est $1,412,288 Not Listed For Sale

  5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1970

  5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

  Last Sold Summary

  • 7% Below List Price
  • $1,310/SF
  • 141 Days On Market

  • Last Sold Price $1,525,000
  • Nov 01, 2024

  Last Listing Agent Rudy Dudon Michael Saunders
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  /36

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  5950 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Gulf-side living at its best! This cute-as-a-button 2-bedroom, 2-bath ground-floor unit has been completely remodeled from top to bottom, featuring new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated baths, and a stunning new kitchen with quartz countertops, tile backsplash, countertop breakfast bar, and stainless-steel appliances. The primary bedroom

  Christine Green COLDWELL BANKER REALTY

  5950 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /24

  $5,370 Per Month

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

  6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242

  Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
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  $455,000 Sold Aug 08, 2025

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft
  • Built 1969

  Last Sold Summary

  • 27% Below List Price
  • $459/SF
  • 125 Days On Market

  Current Estimated Value $470,757

  Last Listing Agent Jessica Bow RE/MAX PALM

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242
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  Not Listed For Sale

  1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft
  • Built 2005

  1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

  Last Sold Summary

  • $554/SF
  • 174 Days On Market

  • Last Sold Price $1,200,000
  • May 18, 2023

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S
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  $1,900,000

  • Land
  • 15,246 Sq Ft
  • $5,428,571 per Acre

  5174 Sandy Cove Ave, Sarasota, FL 34242

  This oversized cul-de-sac lot has just been cleared and is currently permitted and the slab has been poured. In addition a new 275 foot seawall has also been completed along with a dock and 10,000 lb boat lift. This lot is ready for your new home plans or use the existing plans that have been permitted and approved. Plans with existing builder can be taken over if desired or design your own home

  Troy Jenkins REALTY EXECUTIVES GALLERY

  5174 Sandy Cove Ave, Sarasota, FL 34242
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  /15

  $8,370 Per Month

  • 2 Beds
  • 1.5 Baths
  • 941 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242

  Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
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  $450,000 Sold Nov 06, 2025

  5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242

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

  Last Sold Summary

  • 9% Below List Price
  • $445/SF
  • 152 Days On Market

  Current Estimated Value $450,381

  Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

  5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
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  Est $569,528 Not Listed For Sale

  5600 Beach Way Dr Unit 107, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1970

  5600 Beach Way Dr Unit 107, Sarasota, FL 34242

  Last Sold Summary

  • 8% Above List Price
  • $444/SF
  • 79 Days On Market

  • Last Sold Price $525,000
  • Aug 03, 2024

  Last Listing Agent Glenn Zakaria NEW DOOR REAL ESTATE LLC
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  /29

  $549,000 Pending

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242

  Under contract-accepting backup offers. Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242
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  /20

  $5,370 Per Month

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

  6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242

  Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
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  $913,500 Sold Oct 10, 2025

  5385 Avenida Del Mare, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,956 Sq Ft
  • Built 1981

  Last Sold Summary

  • 39% Below List Price
  • $309/SF
  • 96 Days On Market

  Current Estimated Value $1,067,255

  Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

  5385 Avenida Del Mare, Sarasota, FL 34242
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  Est $5,509,283 Not Listed For Sale

  5119 Jungle Plum Rd, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 4,131 Sq Ft
  • Built 2012

  5119 Jungle Plum Rd, Sarasota, FL 34242

  Last Sold Summary

  • 8% Below List Price
  • $1,452/SF
  • 96 Days On Market

  • Last Sold Price $6,000,000
  • Apr 03, 2024

  Last Listing Agent Rudy Dudon Michael Saunders
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  /40

  $1,250,000

  • 4 Beds
  • 4 Baths
  • 2,173 Sq Ft

  604 Avenida de Mayo, Sarasota, FL 34242

  Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few

  Dan DeSoto, Jr MICHAEL SAUNDERS & COMPANY

  604 Avenida de Mayo, Sarasota, FL 34242
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  $6,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  $1,225,000 Sold Mar 30, 2026

  6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $805/SF
  • 25 Days On Market

  Current Estimated Value $1,281,195

  Last Listing Agent Brian Partie ENGEL + VOELKERS SARASOTA

  6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242
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  Est $2,336,070 Not Listed For Sale

  452 Canal Rd, Sarasota, FL 34242

  • 5 Beds
  • 3.5 Baths
  • 3,384 Sq Ft
  • Built 2008

  452 Canal Rd, Sarasota, FL 34242

  Last Sold Summary

  • 6% Above List Price
  • $650/SF
  • 29 Days On Market

  • Last Sold Price $2,200,000
  • Feb 06, 2025

  Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY
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  $1,600,000

  • 3 Beds
  • 2.5 Baths
  • 2,557 Sq Ft

  5231 Siesta Cove Dr, Sarasota, FL 34242

  Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted

  Natalie Gutwein MICHAEL SAUNDERS & COMPANY

  5231 Siesta Cove Dr, Sarasota, FL 34242
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  $6,250 Per Month

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft
  • House for Rent

  4237 Higel Ave, Sarasota, FL 34242

  Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the

  Joleisy Machado-Gonzales RELAX PROPERTY GROUP, LLC

  4237 Higel Ave, Sarasota, FL 34242
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  /2

  $985,000 Sold Apr 22, 2026

  4822 Ocean Blvd Unit 9A, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft
  • Built 1973

  Last Sold Summary

  • 21% Below List Price
  • $686/SF
  • 68 Days On Market

  Current Estimated Value $1,075,783

  Last Listing Agent Darlene Gamble FINE PROPERTIES

  4822 Ocean Blvd Unit 9A, Sarasota, FL 34242
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  /45

  Est $1,445,039 Not Listed For Sale

  313 Beach Rd Unit 313S1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 2009

  313 Beach Rd Unit 313S1, Sarasota, FL 34242

  Last Sold Summary

  • 15% Below List Price
  • $1,093/SF
  • 82 Days On Market

  • Last Sold Price $1,700,000
  • Aug 01, 2023

  Last Listing Agent Catherine Reali BRIGHT REALTY
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  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  5569 Shadow Lawn Dr, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. NEW SOD AND LANDSCAPING BEING INSTALLED MID MAY and a brand-new irrigation system was just installed to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout,

  Brittany McCord IRONGATE REALTY INC

  5569 Shadow Lawn Dr, Sarasota, FL 34242
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  $8,300 Per Month

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

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

  This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
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  $2,850,000 Sold Nov 24, 2025

  1216 Northport Dr, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,579 Sq Ft
  • Built 2014

  Last Sold Summary

  • $796/SF

  Current Estimated Value $2,825,723

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1216 Northport Dr, Sarasota, FL 34242
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  Est $3,249,320 Not Listed For Sale

  317 Beach Rd, Sarasota, FL 34242

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

  317 Beach Rd, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $982/SF
  • 14 Days On Market

  • Last Sold Price $3,300,000
  • Apr 10, 2025

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY
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  $699,000

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

  101 Whispering Sands Dr Unit 105, Sarasota, FL 34242

  INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL WATER VIEWS throughout all Living Areas!..... Located in the Whispering Sands Community you will be able to WALK to the adjacent Village as well as ENJOY over 800' of PRIVATE deeded "white baby powder quartz sands" Beach Access;

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 105, Sarasota, FL 34242
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  /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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  $575,000 Sold Mar 13, 2026

  5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $553/SF
  • 10 Days On Market

  Current Estimated Value $590,018

  Last Listing Agent Keith Redding WILLIAM RAVEIS REAL ESTATE

  5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242
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  Est $7,590,880 Not Listed For Sale

  4300 Higel Ave, Sarasota, FL 34242

  • 6 Beds
  • 9 Baths
  • 8,615 Sq Ft
  • Built 2008

  4300 Higel Ave, Sarasota, FL 34242

  Last Sold Summary

  • 49% Below List Price
  • $1,741/SF
  • 4 Days On Market

  • Last Sold Price $14,995,000
  • Mar 15, 2024

  Last Listing Agent Mark Coppens EXP REALTY LLC
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  /40

  $690,000 Open House 3/13

  • 1 Bed
  • 1 Bath
  • 522 Sq Ft

  5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

  BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

  Mickey Kiernan MICHAEL SAUNDERS & COMPANY

  5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
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  $8,250 Per Month

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /2

  $1,100,000 Sold Aug 05, 2025

  554 Canal Rd, Sarasota, FL 34242

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft
  • Built 1945

  Last Sold Summary

  • 21% Below List Price
  • $1,014/SF
  • 119 Days On Market

  Current Estimated Value $1,102,329

  Last Listing Agent Curtis Ware KW COASTAL LIVING III

  554 Canal Rd, Sarasota, FL 34242
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  Est $1,699,283 Not Listed For Sale

  3928 Roberts Point Rd, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft
  • Built 1951

  3928 Roberts Point Rd, Sarasota, FL 34242

  Last Sold Summary

  • 9% Below List Price
  • $1,017/SF
  • 2 Days On Market

  • Last Sold Price $1,870,000
  • Dec 03, 2024

  Last Listing Agent Wayne Cherry PROGRAM REALTY, LLC

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