Homes near Sarasota Military Academy High School Campus

• 

  

  

  /76

  $925,000

  • 5 Beds
  • 4 Baths
  • 2,643 Sq Ft

  3504 Estrada St, Sarasota, FL 34239

  INVESTOR OPPORTUNITY - Welcome to your dream opportunity in the heart of the Pinecraft community! This turnkey family compound offers a delightful blend of charm and modern convenience with its four separate units, including two standalone cottages. Boasting five bedrooms and four bathrooms, this property is fully furnished, featuring modernized kitchens and bathrooms, making it an ideal

  Beth Harris COMPASS FLORIDA LLC

  3504 Estrada St, Sarasota, FL 34239
• 

  

  

  /31

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Apartment for Rent

  4279 Cascade Falls Dr, Sarasota, FL 34243

  Unfurnished Annual Rental Available Now. Relax and enjoy the serene views of the lake from your screened-in lanai. This spacious two bedroom two bathroom + den villa features an attached 2 car garage. The primary bedroom has an en-suite bathroom with shower, and two large closets. The second bedroom is large and bright. Located in the beautifully maintained Lakeridge Falls, an active 55+

  Andrew Barnard RE/MAX ALLIANCE GROUP

  4279 Cascade Falls Dr, Sarasota, FL 34243
• 

  

  /2

  $379,000 Sold Jun 27, 2025

  • 1,928 Sq Ft
  • $197/SF
  • 256 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  3309 Highlands Bridge Rd Unit 58, Sarasota, FL 34235

  Opportunity knocks - Back on the market and at a fabulous price! Expansive serene pond views from this easy-living, Chatsworth Greene villa in The Highlands, the Crown Jewel of The Meadows. Meandering canopied streets and charming architecture welcome you to sought-after Chatsworth Greene, the premier maintenance-free enclave of its kind. Inside, no-popcorn high ceilings, natural light, low-gloss

  Fernando Viteri PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3309 Highlands Bridge Rd Unit 58, Sarasota, FL 34235
• 

  

  

  /49

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1848 Innisbrook Ln, Sarasota, FL 34234

  1848 Innisbrook Ln, Sarasota, FL 34234
• 

  

  

  /30

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,487 Sq Ft

  2461 Ringling Blvd, Sarasota, FL 34237

  Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room,

  Ingrid Caruso COLDWELL BANKER REALTY

  2461 Ringling Blvd, Sarasota, FL 34237
• 

  

  /13

  $2,200 per month

  • 3 Beds
  • 1 Bath
  • 1,072 Sq Ft
  • House for Rent

  4514 S Lockwood Ridge Rd, Sarasota, FL 34231

  Property Id: 1938277Annual Rental - 3BR/1BA Home in Sarasota, FL - Partially FurnishedWelcome to your new home in beautiful Sarasota! This charming 3-bedroom, 1-bathroom residence is available for annual rental and offers comfort, space, and convenience in a great location.The home is partially furnished, featuring a king bed in the master bedroom, a queen bed in the

  4514 S Lockwood Ridge Rd, Sarasota, FL 34231
• 

  /2

  $107,000 Sold Jun 27, 2025

  • 1,073 Sq Ft
  • $100/SF
  • 281 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  1806 Brook Field Terrace, Sarasota, FL 34234

  Looking for a nice reasonably priced home for year-round living or a winter get-away? This is the one! There is room to roam in this mobile home, with an added 389 ft. cabana for the master bedroom suite. An open floor plan of living room, dinette and kitchen and entrance to master bedroom. You can see lots of little upgrades throughout, and the A/C and duct work is less than three years old.

  Pat Reid-Bachert MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

  1806 Brook Field Terrace, Sarasota, FL 34234
• 

  

  /33

  Est $331,536 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft

  1322 Grantham Dr, Sarasota, FL 34234

  1322 Grantham Dr, Sarasota, FL 34234
• 

  

  /25

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,028 Sq Ft

  1500 State St Unit 501, Sarasota, FL 34236

  Welcome Home! This Downtown Sarasota Stunner is one you need to see! With its 2 Gorgeous bedrooms and 2 bathroom, this beautifully updated 5th Floor corner unit is sure to please. Modern Updates are shown throughout the home with 10ft ceilings, porcelain tiles, a stunning kitchen and natural light throughout! This unit boasts panoramic views of the city from almost every room. The Beautifuil open

  Christopher Giuffre MBN REALTY PROFESSIONALS

  1500 State St Unit 501, Sarasota, FL 34236
• 

  

  /19

  $1,795 per month

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • Condo for Rent

  850 S Tamiami Trail Unit 304, Sarasota, FL 34236

  Welcome to Central Park II, a beautifully maintained community nestled in the heart of downtown Sarasota. This refreshed and move-in-ready ground-floor end unit offers 1 bedroom and 1 bathroom, providing the perfect blend of comfort, convenience, and low-maintenance living. Recently renovated, the condo features fresh updates throughout, offering a cozy retreat just steps away from Sarasota’s

  Diane Skelly, PA KELLER WILLIAMS ON THE WATER S

  850 S Tamiami Trail Unit 304, Sarasota, FL 34236
• 

  /2

  $250,000 Sold Jun 27, 2025

  • 1,480 Sq Ft
  • $169/SF
  • 327 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  2323 Waterbluff Place Unit V314, Sarasota, FL 34231

  ***OWNER HAS DECIDED TO LOWER THE PRICE another $10,000****NEW LOWER PRICE!! PRICE IS NOW REDUCED TO $269,500*OWNER SAYS I HAVE PRICED TO SELL THIS VILLA!SOME OF THE FURNITURE IS AVAILABLE TO PURCHASE. The Villa sits high enough that Flood Insurance is not required. The owner put in Impact windows for added storm security.The villa offers comfortable stress free living

  Michael Lehman REALTY ONE GROUP EPIC

  2323 Waterbluff Place Unit V314, Sarasota, FL 34231
• 

  

  /22

  Est $170,679 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 876 Sq Ft

  3203 Beneva Rd Unit 204, Sarasota, FL 34232

  3203 Beneva Rd Unit 204, Sarasota, FL 34232
• 

  

  /58

  $878,000

  • 4 Beds
  • 2.5 Baths
  • 2,368 Sq Ft

  4074 Redbird Cir, Sarasota, FL 34231

  Welcome to 4074 Redbird Cir—a home that has a LOT of personality and curb appeal. This stunning 4-bedroom, 2.5-bath has been completely renovated. This beautiful home combines classic farmhouse charm with the ease and sophistication of modern living. Nestled on an expansive third of an acre corner lot in one of Sarasota’s most desirable neighborhoods, this stunning home is a masterclass in light,

  Desiree Doggett NEXTHOME EXCELLENCE

  4074 Redbird Cir, Sarasota, FL 34231
• 

  

  /12

  $2,195 per month

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • House for Rent

  3834 San Luis Dr, Sarasota, FL 34235

  Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not

  3834 San Luis Dr, Sarasota, FL 34235
• 

  /2

  $4,200,000 Sold Jun 27, 2025

  • 5,000 Sq Ft
  • $840/SF
  • 427 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1979

  414 Meadow Lark Dr, Sarasota, FL 34236

  Imagine waterfront living with assurance of safety. This stunning property is perched at 12 feet above sea level, providing a serene waterfront lifestyle without risks associated with flooding. Remarkably, it has never flooded, even during the recent severe hurricanes that have impacted Florida. This property is the epitome of waterfront luxury in the highly sought-after Bird Key community.

  Mike Rosario ROSEBAY INTERNATIONAL REALTY, INC

  414 Meadow Lark Dr, Sarasota, FL 34236
• 

  

  /21

  Est $164,620 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  2630 Coconut Bay Ln Unit 1A, Sarasota, FL 34237

  2630 Coconut Bay Ln Unit 1A, Sarasota, FL 34237
• 

  

  /83

  $725,000

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  4959 Commonwealth Dr, Sarasota, FL 34242

  Incredible opportunity on Siesta Key! This hurricane-damaged property has already had mold remediation completed and offers endless potential for renovation or new construction. Zoned for two-family use and featuring a separate mother-in-law suite, this spacious home includes four bedrooms, two bathrooms, a two-car garage, and many included appliances. The metal roof adds durability, and

  Geri Scheckner Bright Realty

  4959 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /65

  $3,000 per month

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

  750 N Tamiami Trail Unit 304, Sarasota, FL 34236

  Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or

  Rachelle Golden MICHAEL SAUNDERS & COMPANY

  750 N Tamiami Trail Unit 304, Sarasota, FL 34236
• 

  /2

  $350,000 Sold Jun 26, 2025

  • 960 Sq Ft
  • $365/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  1018 Charlotte Ave, Sarasota, FL 34237

  This delightful home has been thoughtfully renovated and comes FULLY FURNISHED —truly move-in ready! Enjoy year-round comfort and peace of mind with HURRICANE IMPACT WINDOWS throughout. The sleek, brand-new kitchen is a cook’s dream, complemented by luxury vinyl flooring and updated bathrooms. Start your day with a cup of coffee in the screened-in lanai and relax in the FULLY FENCED

  Jo Puster DALTON WADE INC

  1018 Charlotte Ave, Sarasota, FL 34237
• 

  

  /15

  Est $283,821 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,286 Sq Ft

  1121 Grantham Dr, Sarasota, FL 34234

  1121 Grantham Dr, Sarasota, FL 34234
• 

  

  /40

  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  4378 Oak View Dr, Sarasota, FL 34232

  Welcome to this spacious and inviting 4-bedroom, 2.5-bathroom home nestled on a quiet street in the heart of The Lakes—one of Sarasota’s most family-friendly neighborhoods. Surrounded by mature trees and lush greenery, this home offers the perfect blend of privacy, comfort, and community.Step inside to find soaring vaulted ceilings and a cozy fireplace anchoring the expansive living room,

  Nick Gard COLDWELL BANKER REALTY

  4378 Oak View Dr, Sarasota, FL 34232
• 

  

  /17

  $2,335 per month

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • House for Rent

  3512 Chinaberry Ln, Sarasota, FL 34235

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  3512 Chinaberry Ln, Sarasota, FL 34235
• 

  /2

  $165,000 Sold Jun 26, 2025

  • 1,368 Sq Ft
  • $121/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  3717 Delta St Unit 95, Sarasota, FL 34232

  Located less than 3 miles from downtown Sarasota, 3717 Delta St. is a 4-bedroom, 2.5-bath townhouse featuring an updated kitchen with brand-new LG appliances, fresh paint, and a split floor plan. The screened-in lanai provides additional outdoor space. Enjoy convenient access to dining, shopping, and entertainment.

  Hanine Jaraiseh KELLER WILLIAMS ON THE WATER S

  3717 Delta St Unit 95, Sarasota, FL 34232
• 

  

  /11

  Est $141,161 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  2616 Hidden Lake Dr N Unit C, Sarasota, FL 34237

  2616 Hidden Lake Dr N Unit C, Sarasota, FL 34237
• 

  

  /43

  $679,900

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  2320 James Ln, Sarasota, FL 34231

  Welcome to 2320 James Lane—A private Sarasota escape with designer touches and resort-style outdoor living! Nestled on a peaceful street just minutes from the heart of Sarasota, this beautifully updated residence is a rare blend of elegant finishes, thoughtful design, and true indoor-outdoor Florida living. From the moment you arrive, you'll feel the warmth and charm that make this property stand

  Clifford Howell KELLER WILLIAMS TAMPA PROP.

  2320 James Ln, Sarasota, FL 34231
• 

  

  /16

  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • House for Rent

  3335 Dudley St, Sarasota, FL 34235

  Welcome to your dream rental home in the heart of Kensington Park! This beautifully remodeled 3-bedroom, 2-bathroom house offers a spacious and inviting living space. Enjoy the convenience of laundry hook-ups and a large fenced yard, perfect for outdoor activities and pets. Inside, you'll find a completely updated interior with all new appliances, ensuring a modern and comfortable lifestyle.

  Michael Sorensen STRINGER MANAGEMENT INC

  3335 Dudley St, Sarasota, FL 34235
• 

  /2

  $620,000 Sold Jun 26, 2025

  • 1,114 Sq Ft
  • $557/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2005

  100 Central Ave Unit C521, Sarasota, FL 34236

  Welcome to 100 Central Avenue, where urban convenience meets modern luxury in the very heart of downtown Sarasota! This stunning 2-bedroom, 2-bathroom condominium features newer Kitchen Aide stainless steel appliances (2023), GE washer & dryer (2023), NEW RHEEM hot water heater, Carrier AC unit (2023), high ceilings and crown molding. The condo was recently painted with soft, neutral colors to

  Maxwell Mann MICHAEL SAUNDERS & COMPANY

  100 Central Ave Unit C521, Sarasota, FL 34236
• 

  

  /59

  Est $202,513 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  3217 Beneva Rd Unit 103, Sarasota, FL 34232

  3217 Beneva Rd Unit 103, Sarasota, FL 34232
• 

  

  /44

  $439,000

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

  5017 Vivienda Way Unit 29, Sarasota, FL 34235

  RARELY AVAILABLE—Fully Renovated & Detached Condo in Vivienda at The Meadows!Welcome to this beautifully updated 2-bedroom + office, 2-bath, single-level villa in one of Sarasota’s most sought-after maintenance-free communities. Tucked away on a quiet street and just steps from the heated community pool, this stand-alone residence offers the comfort of a single-family home with the

  Abi Stephens PREMIER PROPERTIES OF SRQ LLC

  5017 Vivienda Way Unit 29, Sarasota, FL 34235
• 

  

  /15

  $2,699 per month

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • House for Rent

  1485 Palmwood Dr, Sarasota, FL 34232

  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 $2878.90. That covers your base rent, $2699.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Pool

  1485 Palmwood Dr, Sarasota, FL 34232
• 

  /2

  $970,000 Sold Jun 26, 2025

  • 2,157 Sq Ft
  • $450/SF
  • 78 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  2458 Whippoorwill Cir, Sarasota, FL 34231

  Priced below IMAPP tax evalutation of $1,280,800 Custom-built waterfront property that epitomizes modern living. This stunning 2,157 sq ft home offers 4 bedrooms and 3.5 bathrooms, along with a sleek, contemporary design characterized by clean lines and an open concept layout.The house impresses right from the entrance, leading into a spacious living room with a wall of windows offering

  Michael Ballantyne COLDWELL BANKER SARASOTA CENT.

  2458 Whippoorwill Cir, Sarasota, FL 34231
• 

  

  /12

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft

  4826 Brae Burn Ave, Sarasota, FL 34234

  4826 Brae Burn Ave, Sarasota, FL 34234
• 

  

  /28

  $698,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  2105 Hibiscus St, Sarasota, FL 34239

  Welcome to your new oasis at 2105 Hibiscus Street in vibrant Sarasota, Florida in the highly sought after Arlington Park community! This delightful 2-bedroom, 2-bathroom home, plus space to create an in law suite/guest house offers 1,420 square feet of inviting living space, a clean 4 point inspection report, nestled on a generous corner lot of 8,781 square feet. It’s the perfect place to enjoy

  Tina Ellis COMPASS FLORIDA LLC

  2105 Hibiscus St, Sarasota, FL 34239
• 

  

  /17

  $1,799 per month

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft
  • Condo for Rent

  850 S Tamiami Trail Unit 227, Sarasota, FL 34236

  One or more photo(s) has been virtually staged. Corner Downtown Sarasota Condo in Central Park II. Rent includes, Internet, cable, water, sewer and garbage collection. This unit has a bright, open layout and plenty of updates. Abundant natural light and peaceful pond views from two screened porches one each on the second and third floors. Inside, you'll find a welcoming living room with a

  Paul Svilokos RENTPRO MANAGEMENT LLC

  850 S Tamiami Trail Unit 227, Sarasota, FL 34236
• 

  /2

  $500,000 Sold Jun 26, 2025

  • 1,323 Sq Ft
  • $378/SF
  • 238 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  800 N Tamiami Trail Unit 1412, Sarasota, FL 34236

  Discover urban elegance in this 14th-floor unit at the Alinari Condominium, nestled in the vibrant Rosemary District of Downtown Sarasota. Boasting breathtaking, city views, this residence offers an open-plan layout that seamlessly integrates the living, dining, and kitchen areas, creating an inviting space for both relaxation and entertaining. The two spacious bedrooms and bathrooms provide for

  Kelly Quigley MICHAEL SAUNDERS & COMPANY

  800 N Tamiami Trail Unit 1412, Sarasota, FL 34236
• 

  

  /56

  Est $696,296 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228
• 

  

  /19

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  753 Tropical Cir, Sarasota, FL 34242

  Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
• 

  /2

  $3,349 per month

  • 4 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • House for Rent

  2543 Golden Poinciana Place, Sarasota, FL 34232

  This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,691 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

  2543 Golden Poinciana Place, Sarasota, FL 34232
• 

  /2

  $580,000 Sold Jun 26, 2025

  • 1,704 Sq Ft
  • $340/SF
  • 249 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  2611 Sunnyside St, Sarasota, FL 34239

  Updated South Gate home centrally located to everything that thriving Sarasota has to offer! Recently remodeled kitchen and baths. Split floor plan with large screened lanai with outdoor sink station. Filtration & reverse osmosis system in outdoor sink and in the kitchen, granite countertops, large farmhouse sink, and slow close cabinets. HVAC 2023, Roof 12 years old, Exterior hurricane panels

  Ali Marks LOYD ROBBINS & CO. LLC

  2611 Sunnyside St, Sarasota, FL 34239
• 

  

  /38

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 935 Sq Ft

  4955 Boca Raton Ave, Sarasota, FL 34234

  4955 Boca Raton Ave, Sarasota, FL 34234

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