Siesta Key, FL Homes for Sale with Pool

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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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  /55

  $1,549,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  4822 Ocean Blvd Unit 8C, Sarasota, FL 34242

  Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4822 Ocean Blvd Unit 8C, 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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  /20

  $598,500

  • 2 Beds
  • 2 Baths
  • 991 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 This 2-bedroom, 2-bath condo overlooking the pool offers 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 allowed, this condo is ideal for

  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 land and home package being offered by Yoder Homes as the builder. With its all Block construction this home has High End Finishes such as Thermador appliance package, Designer Lighting package, Solid Surface counters and Solid Wood cabinetry, Engineered Hardwoods, Brick paver lanai, Pebble tech finish on the pool to name a few that make for a

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, 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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  /62

  $4,995,000

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy.

  Nikki Taylor DOUGLAS ELLIMAN

  749 Freeling Dr, 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

  $6,595,000 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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  /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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  /62

  $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

  $3,700,000

  • 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

  $890,000

  • 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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  /66

  $1,290,000

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

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242

  Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand

  Suki Scollo COLDWELL BANKER REALTY

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242
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  /59

  $1,175,000

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

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

  Gulf Views, Poolside Charm & Prime Weekly Rental Potential on Siesta KeyWelcome to Siesta Breakers, your ticket to coastal living with incredible flexibility — whether you're looking for a high-performing short-term rental, a seasonal escape, or a place to call home year-round.This fully furnished bright and breezy 2-bedroom, 2-bath condo sits on the 5th floor of the north

  Josh Jankowski CORCORAN DWELLINGS REALTY

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

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