Siesta Key, FL Homes for Sale with Pool

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  /54

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1200 E Peppertree Ln Unit 601, Sarasota, FL 34242

  Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom

  Patti O Grady WATERSIDE REALTY LLC

  1200 E Peppertree Ln Unit 601, Sarasota, FL 34242
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  /75

  $945,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  6140 Midnight Pass Rd Unit 902, Sarasota, FL 34242

  Your Dream Beach Escape Awaits on Siesta Key!Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day.This spacious 1-bedroom, 1-bath unit features a sleek open floorplan

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 902, Sarasota, FL 34242
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  /59

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 2,927 Sq Ft

  4646 Gleason Ave, Sarasota, FL 34242

  Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive,

  Victor Maravi Passara KELLER WILLIAMS ON THE WATER S

  4646 Gleason Ave, Sarasota, FL 34242
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  /21

  $1,075,000

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft

  6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242

  This lovely, updated,***SPACIOUS***oversized***1,496 SQ FT***2 bedroom 2 bath***GATED***property is located***BEACH SIDE*** directly on ***SIESTA KEY***WITH PRIVATE BEACH ACCESS & BEACH FRONT POOL***BEACH FRONT OWNERS LOUNGE***ON SITE SAUNA***EXTERIOR GUEST CHANGING ROOMS***2024 UPDATES INCLUDE***NEW KITCHEN***STAINLESS STEEL APPLIANCES***FLOORING***COUNTER TOPS***IN UNIT LAUNDRY ROOM**2025

  Gianni Latino SUNCOAST PREMIER RLTY SOLUTION

  6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242
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  /18

  $605,000

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  /91

  $14,500,000

  • 6 Beds
  • 9 Baths
  • 7,535 Sq Ft

  4315 Mangrove Place, Sarasota, FL 34242

  Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expansive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at

  Inbal August DOUGLAS ELLIMAN

  4315 Mangrove Place, Sarasota, FL 34242
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  /41

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  6236 Midnight Pass Rd Unit 304, Sarasota, FL 34242

  Imagine the perfect Siesta Key getaway or income producing property - this is your opportunity to own at the exclusive Siesta Dunes Condominium. This turnkey furnished, updated two bedroom, two bath unit boasts an open floor plan and lovely views of the Gulf of Mexico. The kitchen is complete with high-end cabinetry, granite countertops and stainless-steel appliances. Relax in the large owner's

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  6236 Midnight Pass Rd Unit 304, Sarasota, FL 34242
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  /76

  $18,500,000

  • 4 Beds
  • 6 Baths
  • 8,138 Sq Ft

  3799 Flamingo Ave, Sarasota, FL 34242

  Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with

  Joel Schemmel DOUGLAS ELLIMAN

  3799 Flamingo Ave, Sarasota, FL 34242
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  /38

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft

  237 Hourglass Way Unit V6, Sarasota, FL 34242

  Welcome to refined coastal living in this beautiful freestanding villa with a one-car garage, located in the premier Gulf-front community of Whispering Sands on Siesta Key Beach. Thoughtfully updated throughout in 2025, this light-filled residence offers three bedrooms and two bathrooms within approximately 1,400 square feet of refined living space, blending modern coastal style with everyday

  David Anthony MICHAEL SAUNDERS & COMPANY

  237 Hourglass Way Unit V6, Sarasota, FL 34242
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  /42

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  5107 Saint Albans Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for

  Austin Solari FINE PROPERTIES

  5107 Saint Albans Ave, Sarasota, FL 34242
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  /20

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,091 Sq Ft

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242

  Welcome to Siesta Harbor, one of Siesta Key’s most desirable waterfront condominium communities. This beautifully updated 2-bedroom, 2-bath residence in the Marlin House building offers a light-filled open floor plan with serene water views and direct access to the community’s private marina and boat docks. The spacious living area flows seamlessly into the dining room and remodeled kitchen,

  Sonya Kis HARBOUR SHORES REALTY

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242
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  /61

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  SIESTA KEY 2-bedroom, 2-bath condo overlooking the pool! SELLER SAYS BRING OFFERS! This unit brings the perfect blend of personal paradise and smart opportunity. Located just a short stroll from the world-renowned sugar-white sands of Siesta Key Beach, this property is being sold fully turnkey furnished ready for you or your guests to move in and start enjoying right away! With WEEKLY RENTALS

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
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  /20

  $3,250,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,735 Sq Ft

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid surface countertops, solid wood

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /77

  $1,999,999

  • 5 Beds
  • 3 Baths
  • 3,119 Sq Ft

  4534 Banan Place, Sarasota, FL 34242

  Welcome to an unparalleled sanctuary at 4534 Banan Place, a Siesta Key treasure that marries zen-like tranquility with the finest touches of luxury. This more-than-3,000-square-foot, five-bedroom, three-bath estate is a hidden gem, offering a spa-like retreat with dual living spaces, a flex room, and an atmosphere that feels like a private resort. Every inch has been exquisitely reimagined: a new

  Johnny Hopper PREFERRED SHORE LLC

  4534 Banan Place, Sarasota, FL 34242
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  /82

  $1,379,000

  • 3 Beds
  • 4 Baths
  • 1,713 Sq Ft

  627 Avenida Del Norte, Sarasota, FL 34242

  Siesta Key Gem that's Move In Ready! Canal front with NEW composite dock on the Grand Canal. Large swimming pool with cage with comfortable and extensive outdoor living. Three Bedrooms and Four FULL Bathrooms has room for the whole family with multiple entertaining and lounging areas. No expense was spared on renovating this concrete block Florida bungalow. The composite dock new in 2024, roof in

  Marcus Mumm DALTON WADE INC

  627 Avenida Del Norte, Sarasota, FL 34242
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  /50

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft

  1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242

  Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lakes and fountain with estuary area. Going furnished so no need to start shopping. Owner used unit November and March and April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private full

  Patti O Grady WATERSIDE REALTY LLC

  1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242
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  /55

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4660 Ocean Blvd Unit O2, Sarasota, FL 34242

  STUNNING FULL GULF VIEWS!..... STUNNING UPDATES THROUGHOUT!..... STUNNING SUNSETS!----You will be WOWED by this FURNISHED Siesta Key residence....just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach. This WELL-APPOINTED Spacious & PET FRIENDLY Two Bedroom/2 Bath condo has many desired UPDATES & FEATURES: Impact Windows/Sliders; Elevated Coastal Furnishings; Indulgent

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  4660 Ocean Blvd Unit O2, Sarasota, FL 34242
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  /79

  $849,900

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  1500 Cove II Place Unit 524, Sarasota, FL 34242

  RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room

  Kim Sheridan WATERSIDE REALTY LLC

  1500 Cove II Place Unit 524, Sarasota, FL 34242
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  /64

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 1,559 Sq Ft

  226 Ogden St, Sarasota, FL 34242

  Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with

  Beth Helvey MICHAEL SAUNDERS & COMPANY

  226 Ogden St, Sarasota, FL 34242
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  /94

  $6,450,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,711 Sq Ft

  3550 Flamingo Ave, Sarasota, FL 34242

  BEST PRICED NEW CONSTRUCTION JUST BECAME BETTER PRICED!!!! READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use

  Barbara May MICHAEL SAUNDERS & COMPANY

  3550 Flamingo Ave, Sarasota, FL 34242
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  /21

  $12,500,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,353 Sq Ft

  530 Freeling Dr, Sarasota, FL 34242

  Pre-Construction. To be built. Discover an extraordinary opportunity of an expansive double-lot on North Siesta Key with this new construction, transitional modern-style luxury home by Pham Development. Nestled on an expansive 170 feet of deep water canal frontage, this stunning residence offers 4,353 square feet under air and 15,453 square feet under roof, seamlessly combining timeless

  Faith Stutzman PHAM REALTY GROUP LLC

  530 Freeling Dr, Sarasota, FL 34242
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  /25

  $5,750,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  684 Freeling Dr, Sarasota, FL 34242

  An extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Roberts Bay, this property provides deep sailboat water access to the Gulf with no fixed bridges, making it a premier location for boating

  Toni Zarghami KW COASTAL LIVING III

  684 Freeling Dr, Sarasota, FL 34242
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  /33

  $9,900,000

  • 3 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  684 Freeling Dr, Sarasota, FL 34242

  Welcome to the most exclusive waterfront offering in Sarasota—an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key property presents an exceptionally rare opportunity to craft a world-class residence in one of Florida’s most sought-after enclaves.With 64,529

  Toni Zarghami KW COASTAL LIVING III

  684 Freeling Dr, Sarasota, FL 34242
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  /41

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 3,256 Sq Ft

  300 Garden Ln, Sarasota, FL 34242

  A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront!Discover this unique single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—is truly a boater’s and

  Holly Parry WILLIAM RAVEIS REAL ESTATE

  300 Garden Ln, Sarasota, FL 34242
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  /53

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 3,471 Sq Ft

  1444 Ridgewood Ln, Sarasota, FL 34231

  Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate

  Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

  1444 Ridgewood Ln, Sarasota, FL 34231
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  /13

  $5,825,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,310 Sq Ft

  527 Freeling Dr, Sarasota, FL 34242

  Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural

  Karen Greco GRECO REAL ESTATE

  527 Freeling Dr, Sarasota, FL 34242
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  /36

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  /8

  $3,500,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,086 Sq Ft

  160 Garden Ln, Sarasota, FL 34242

  Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet

  Chad Fonder COLDWELL BANKER REALTY

  160 Garden Ln, Sarasota, FL 34242
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  /83

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Welcome to Siesta Breakers #403, A Rare Beachfront Paradise on Siesta Key. This exquisitely curated beachfront condo on world-renowned Siesta Key, where every day feels like a luxury retreat. Located directly on Crescent Beach, famous for its powder-soft, quartz-crystal sand that stays cool underfoot, this residence offers the perfect blend of sophistication, comfort, and coastal charm. Step

  Leo Albanes CHARLOTTE COUNTY PROPERTIES

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242
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  /45

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  1308 Old Stickney Point Rd Unit W23, Sarasota, FL 34242

  Welcome to Marina Del Sol – Siesta Key Living with Downtown Convenience!Situated in the sought-after Marina del Sol community, this spacious three-bedroom residence offers the rare opportunity to enjoy Siesta Key’s lifestyle with the comfort of a true residential floor plan. Designed on the preferred Sanibel layout and spanning nearly 2,500 square feet of air-conditioned living space, this

  Roger Pettingell COLDWELL BANKER REALTY

  1308 Old Stickney Point Rd Unit W23, Sarasota, FL 34242
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  /37

  $4,950,000

  • 4 Beds
  • 4 Baths
  • 3,876 Sq Ft

  3607 Flamingo Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Exceptional Waterfront - North Siesta Key's Bay Island Boater's Dream - Exerience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with

  Maria Beck MICHAEL SAUNDERS & COMPANY

  3607 Flamingo Ave, Sarasota, FL 34242

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