Homes near Sarasota Military Academy High School Campus

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  /86

  $18,645,000

  • 6 Beds
  • 9 Baths
  • 11,588 Sq Ft

  1423 & 1435 Hillview Dr, Sarasota, FL 34239

  Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1423 & 1435 Hillview Dr, Sarasota, FL 34239
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  /28

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Condo for Rent

  301 S Gulfstream Ave Unit 103, Sarasota, FL 34236

  Location, location! Looking for an affordable condominium downtown? Look no further than this wonderful boutique-style complex, right on the corner of Gulfstream and Ringling Boulevard. You will love this open concept space, featuring two bedrooms and two baths, no carpet anywhere, the kitchen has lots of cabinet space with pullout drawers, and plenty of counter space with a breakfast bar. The

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  301 S Gulfstream Ave Unit 103, Sarasota, FL 34236
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  /2

  $1,300,000 Sold Jun 30, 2025

  • 1,886 Sq Ft
  • $689/SF
  • 98 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  5402 Shadow Lawn Dr, Sarasota, FL 34242

  Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5402 Shadow Lawn Dr, Sarasota, FL 34242
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  /50

  Est $350,846 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,661 Sq Ft

  3740 82nd Avenue Cir E Unit 104, Sarasota, FL 34243

  3740 82nd Avenue Cir E Unit 104, Sarasota, FL 34243
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  /85

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,391 Sq Ft

  8224 Simpson Falls Ct, Sarasota, FL 34243

  Step into timeless style with this beautifully appointed 2 bedroom & office/den, 2 bathroom, 2 car garage villa, where thoughtful upgrades create a warm, inviting atmosphere. The entry welcomes you with tile flooring, sconce lighting, crown molding, and tall baseboards that set the tone for the entire home.A set of double doors opens to the office/den with rich manufactured hardwood flooring,

  Marie Avery-Withers COLDWELL BANKER REALTY

  8224 Simpson Falls Ct, Sarasota, FL 34243
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  /14

  $2,890 per month

  • 4 Beds
  • 2 Baths
  • 2,510 Sq Ft
  • House for Rent

  7210 Meadowbrook Dr, Sarasota, FL 34243

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3154.90. That covers your base rent, $2890.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7210 Meadowbrook Dr, Sarasota, FL 34243
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  /2

  $1,860,000 Sold Jun 30, 2025

  • 3,721 Sq Ft
  • $500/SF
  • 118 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1964

  5376 Shadow Lawn Dr, Sarasota, FL 34242

  BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5376 Shadow Lawn Dr, Sarasota, FL 34242
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  /72

  Est $4,298,491 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,085 Sq Ft

  1155 N Gulfstream Ave Unit 1909, Sarasota, FL 34236

  1155 N Gulfstream Ave Unit 1909, Sarasota, FL 34236
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  /37

  $324,900

  • 2 Beds
  • 2 Baths
  • 1,451 Sq Ft

  532 Oak Hill Cir Unit 12, Sarasota, FL 34232

  One or more photo(s) has been virtually staged. Welcome to the quiet and desirable neighborhood of Village Oaks! This is a beautifully remodeled, one-story, 2-bedroom, 2-bath villa that features updated maintenance-free living. Both bathrooms are equipped with walk-in showers. The kitchen is complemented by a center island with an oven hood, solid surface countertops facing into a spacious great

  Marcia Van Ginhoven REDFIN CORPORATION

  532 Oak Hill Cir Unit 12, Sarasota, FL 34232
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  /16

  $1,980 per month

  • 3 Beds
  • 1 Bath
  • 1,233 Sq Ft
  • House for Rent

  2540 25th St, Sarasota, FL 34234

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  2540 25th St, Sarasota, FL 34234
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  /2

  $299,999 Sold Jun 30, 2025

  • 800 Sq Ft
  • $375/SF
  • 102 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  4042 Radnor Place, Sarasota, FL 34233

  Welcome to 4042 Radnor Pl, a charming single-family home located in the heart of Sarasota, Florida in a very nice centrally located neighborhood. Situated on a spacious lot measuring 8,25 square feet, there is plenty of room for outdoor activities and relaxation. This delightful home boasts a classic design that was just recently updated featuring a brand new roof, New quartz countertops, new

  Donna Mink MINK REALTY

  4042 Radnor Place, Sarasota, FL 34233
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  /53

  Est $2,075,670 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,796 Sq Ft

  6925 Bochi Cir, Sarasota, FL 34242

  6925 Bochi Cir, Sarasota, FL 34242
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  /48

  $171,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  2503 Beneva Rd Unit 7, Sarasota, FL 34232

  ** TURN KEY FURNISHED** Welcome to your new home! New windows less that 18 months old and new A/C last year. This delightful second-floor condo features two spacious bedrooms and two updated bathrooms, complete with modern flooring throughout. The recently updated kitchen boasts stylish finishes and ample counter space, perfect for cooking and entertaining.Enjoy the serene atmosphere of

  Sean Averso COMPASS FLORIDA LLC

  2503 Beneva Rd Unit 7, Sarasota, FL 34232
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  /9

  $2,845 per month

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • House for Rent

  7325 Claries Dr, Sarasota, FL 34243

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3109.90. That covers your base rent, $2845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7325 Claries Dr, Sarasota, FL 34243
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  /2

  $65,000 Sold Jun 30, 2025

  • 126 Days On Market

  1780 Phillippi Shores Dr Unit A3-23, Sarasota, FL 34231

  Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico. This third level rack measures 32Lx10Wx9.5H and fits

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  1780 Phillippi Shores Dr Unit A3-23, Sarasota, FL 34231
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  /35

  Est $2,074,840 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,774 Sq Ft

  6900 Bochi Cir, Sarasota, FL 34242

  6900 Bochi Cir, Sarasota, FL 34242
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  /39

  $650,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,243 Sq Ft

  6110 Misty Oaks St, Sarasota, FL 34243

  Welcome to 6110 Misty Oak Street, located in the highly desirable Misty Oaks community within Palm Aire. Motivated seller and new price, this is a fantastic opportunity. This beautifully maintained home is tucked away at the end of a quiet cul-de-sac on a dead-end street, offering privacy and curb appeal with a circular driveway, side-entry garage, and updated landscaping that is both attractive

  Beth Becker SARASOTA GLOBAL REALTY

  6110 Misty Oaks St, Sarasota, FL 34243
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  /28

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • House for Rent

  2816 N Lockwood Meadows Blvd, Sarasota, FL 34234

  This charming and fully furnished 3-bedroom, 2-bathroom single-family home is located just 2 miles from downtown Sarasota, offering the best of both convenience and tranquility. Situated on a sprawling 16,200 sq. ft. lot, the property boasts majestic century-old oak trees providing ample shade on hot days, along with stunning lake views and a spacious backyard perfect for outdoor enjoyment.

  Hungliang Lee KW SUNCOAST

  2816 N Lockwood Meadows Blvd, Sarasota, FL 34234
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  /2

  $1,150,000 Sold Jun 30, 2025

  • 1,610 Sq Ft
  • $714/SF
  • 135 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  111 S Pineapple Ave Unit 1102, Sarasota, FL 34236

  Welcome to an embodiment of luxury living, set on the 11th floor of The Mark in the heart of downtown Sarasota. This designer-finished condominium exudes elegance with its open floor plan, private terrace and meticulously appointed living spaces. The residence boasts two opulent bedrooms with en-suite baths, a chic den, a well-equipped laundry room, and a refined living and dining area. The

  Emily Fitzpatrick PREMIER SOTHEBY'S INTERNATIONAL REALTY

  111 S Pineapple Ave Unit 1102, Sarasota, FL 34236
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  /22

  Est $917,560 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,213 Sq Ft

  1102 Benjamin Franklin Dr Unit 414, Sarasota, FL 34236

  1102 Benjamin Franklin Dr Unit 414, Sarasota, FL 34236
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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 PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3799 Flamingo Ave, Sarasota, FL 34242
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  /17

  $2,649 per month

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • House for Rent

  1732 Rhoades Terrace, Sarasota, FL 34234

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2708.90. That covers your base rent, $2649.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  1732 Rhoades Terrace, Sarasota, FL 34234
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  /2

  $885,000 Sold Jun 30, 2025

  • 2,077 Sq Ft
  • $426/SF
  • 129 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  1598 Oak Cir N, Sarasota, FL 34232

  BACK ON THE MARKET! Stunning Pool Home with Exceptional Hurricane Protection & Luxury UpgradesWelcome to this beautifully crafted pool home, where quality and resilience meet comfort and style. Nestled in a prime location, this home has been designed with durability in mind, having withstood the recent hurricanes with no major damage. Built with solid concrete cinder block construction, it

  Virginia Heidersberger SIESTA KEY RENTAL GENIE INC

  1598 Oak Cir N, Sarasota, FL 34232
• 

  

  /35

  Est $1,066,246 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,713 Sq Ft

  5844 Meriwether Place, Sarasota, FL 34232

  5844 Meriwether Place, Sarasota, FL 34232
• 

  

  /35

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  2245 Bahia Vista St, Sarasota, FL 34239

  **** $50,000 PRICE REDDUCTION******* Already generating BIG $$$$ ($80,00 in 2024 alone) income through Airbnb and remotely managed, this property holds even greater potential when listed on platforms like VRBO and Booking. com—an excellent opportunity for investors looking to maximize returns.Experience the charm of Old Florida in this beautifully maintained, turnkey, Key

  Steven Weiss REDFIN CORPORATION

  2245 Bahia Vista St, Sarasota, FL 34239
• 

  

  /23

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • House for Rent

  3915 Iroquois Ave, Sarasota, FL 34234

  Discover this delightful 2-bedroom, 1-bathroom plus a detached studio home nestled in one of Sarasota’s most sought-after neighborhoods! Perfectly blending charm and functionality, this property offers a cozy main house with a bright, open layout, ideal for comfortable living or entertaining. The spacious, well-maintained backyard provides a serene retreat for relaxation or outdoor gatherings. A

  Jose Hugo Martinez KW COASTAL LIVING III

  3915 Iroquois Ave, Sarasota, FL 34234
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  /2

  $2,000,000 Sold Jun 30, 2025

  • 2,437 Sq Ft
  • $821/SF
  • 160 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  1331 Quail Dr, Sarasota, FL 34231

  Villa Coquina is a luxurious, modern residence in the exclusive Oyster Bay neighborhood. Built in 2006 by architect Jack Jetton, one of the original members of the Sarasota School of Architecture, it blends the iconic Sarasota School style with modern construction, featuring steel reinforced concrete walls, hurricane impact windows, and a raised/ventilated foundation. The fenced and gated

  Lisa Rooks Morris DOUGLAS ELLIMAN

  1331 Quail Dr, Sarasota, FL 34231
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  /42

  Est $1,247,126 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,566 Sq Ft

  5880 Meriwether Place, Sarasota, FL 34232

  5880 Meriwether Place, Sarasota, FL 34232
• 

  

  /46

  $499,000

  • 1 Bed
  • 2 Baths
  • 985 Sq Ft

  101 S Gulfstream Ave Unit 6C, Sarasota, FL 34236

  Live in the Heart of Downtown Sarasota with Stunning Views and Modern ComfortsStep into effortless downtown living from this beautiful sixth-floor residence at The 101 Condominium. Offering sweeping city views and a refined, move-in-ready interior, this spacious one-bedroom, two-bath home perfectly balances style, comfort, and convenience. Thoughtfully renovated, the residence features a light

  Marcia Van Ginhoven REDFIN CORPORATION

  101 S Gulfstream Ave Unit 6C, Sarasota, FL 34236
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  /16

  $2,775 per month

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • House for Rent

  4626 Sawyer Rd, Sarasota, FL 34233

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2834.90. That covers your base rent, $2775.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  4626 Sawyer Rd, Sarasota, FL 34233
• 

  /2

  $1,150,000 Sold Jun 30, 2025

  • 1,591 Sq Ft
  • $723/SF
  • 228 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  111 S Pineapple Ave Unit 1009, Sarasota, FL 34236

  One or more photo(s) has been virtually staged. UNPRECEDENTED PRICE REDUCTION FOR QUICK SALE Downtown is literally downstairs when you choose to live at The Mark, Sarasota's premier center city address moments away from the Saturday morning Farmer's Market, the city's finer shops and restaurants, art galleries, theatres and Legacy Bike Trail access. Resort style amenities include but are not

  Richard Perlman MICHAEL SAUNDERS & COMPANY

  111 S Pineapple Ave Unit 1009, Sarasota, FL 34236
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  /48

  Est $470,599 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  129 Tucker Ave, Sarasota, FL 34232

  129 Tucker Ave, Sarasota, FL 34232
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  /86

  $524,900

  • 1 Bed
  • 2 Baths
  • 1,002 Sq Ft

  101 S Gulfstream Ave Unit 16C, Sarasota, FL 34236

  3D Virtual Tour (Matterport) available! Click Virtual Tour link. Welcome to 101 Condominium located across the street from Bayfront Park in Downtown Sarasota. The opportunity to live in a penthouse at this price, in this location is a rare opportunity. Extensive work has been completed on the 101 Condominium building including impact glass sliding doors and windows, a new beautiful lobby, and

  Maciek Zaremba FATHOM REALTY FL LLC

  101 S Gulfstream Ave Unit 16C, Sarasota, FL 34236
• 

  

  /23

  $1,695 per month

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

  2717 Hidden Lake Blvd Unit C, Sarasota, FL 34237

  Hidden Lake Village totally renovated 2 bed/2 bath condo unit for rentl. Looks like new build with contemporary gray and white neutral design.Sunny and open floorplan with large screened lanai with storage. This community offers many amenities including two pools, one for adults ony, tennis courts, "hidden" lake, clubhouse with billiards room and library. Playground. Common laundry in

  Susan Brooks COLDWELL BANKER SUNSTAR REALTY

  2717 Hidden Lake Blvd Unit C, Sarasota, FL 34237
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  /2

  $365,000 Sold Jun 27, 2025

  • 860 Sq Ft
  • $424/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1959

  4125 Worcester Rd, Sarasota, FL 34231

  Looking for versatility? You found it! A large workshop 2 miles from to the beach! So close to every amenity with no deed restrictions! Pull in to the oversized brick paver driveway and park in the large carport offering plenty of covered parking for 2 vehicles. The main house is a concrete block 2 bedroom 1 bath with beautiful terrazzo floors. So many updates including impact windows and front

  Matt Buttner LIST NOW REALTY, LLC

  4125 Worcester Rd, Sarasota, FL 34231
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  /10

  Est $213,332 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 210, Sarasota, FL 34239

  3700 S Osprey Ave Unit 210, Sarasota, FL 34239
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  /89

  $2,850,000

  • 2 Beds
  • 3 Baths
  • 2,072 Sq Ft

  301 Quay Commons Unit 1711, Sarasota, FL 34236

  Experience the pinnacle of luxury living at Bayso, Sarasota’s premier downtown Bayfront tower at The Quay. UNOBSTRUCTED PARTIAL VIEWS OF SARASOTA BAY AND GULF OF MEXICO. This furnished 17th floor condo is positioned in the most highly desired stack in the building, delivering the best water view in Bayso. An exceptional 2,073 sq. ft. residence which is perfectly positioned to capture

  Bill McCue BRIGHT REALTY

  301 Quay Commons Unit 1711, Sarasota, FL 34236
• 

  

  /4

  $2,100 per month

  • 3 Beds
  • 1 Bath
  • House for Rent

  2932 N Orange Ave, Sarasota, FL 34234

  Property Id: 2027204Home for rent 1 minute from Booker High School. 3 bed, 1 bath with a bonus room for storage or office, washer/dryer hook up, super cold a/c, fenced backyard. Carpets were all removed and tile/terrazzo floors were refurbished.

  2932 N Orange Ave, Sarasota, FL 34234
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  /2

  $800,000 Sold Jun 27, 2025

  • 1,786 Sq Ft
  • $448/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1857 Jasmine Dr, Sarasota, FL 34239

  BEST LOCATION! ***WEST OF THE TRAIL***Wonderful home, beautifully renovated and ready to move in.*The open floor plan and huge fenced backyard will delight you! Bring your pets and your outdoor grill, gardening skills and enjoy this oasis*. The custom kitchen is equipped with KITCHEN AID stainless steel appliances, huge island and breakfast bar. Plantation shutters. Tile throughout the home.

  Livya Hament PREFERRED SHORE LLC

  1857 Jasmine Dr, Sarasota, FL 34239
• 

  

  /32

  Est $469,887 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,729 Sq Ft

  3913 S Shade Ave, Sarasota, FL 34231

  3913 S Shade Ave, Sarasota, FL 34231

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