Homes near Sarasota Military Academy High School Campus

• 

  

  

  /28

  $339,000

  • 2 Beds
  • 1 Bath
  • 782 Sq Ft

  3035 Hillview St, Sarasota, FL 34239

  Welcome to this beautifully maintained home nestled in the heart of Sarasota. Just minutes from the world-famous Siesta Key Beach, this 2-bedroom, 1-bathroom residence offers the ultimate Florida lifestyle in a prime location. Built in 1958, the home blends classic charm with thoughtful updates designed for both efficiency and coziness.The bright and inviting interior features an updated

  

  Keegan Siegfried

  LPT REALTY, LLC

  (941) 239-7511

  3035 Hillview St, Sarasota, FL 34239
• 

  

  

  /22

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • House for Rent

  3976 Omega Ln, Sarasota, FL 34235

  Fantastic 3 bedroom, 2 bath home available for immediate occupancy. This home has been nicely updated and has a great functional floor plan. The primary suite has a walk in closet and the ensuite has a beautifully tiled shower. The 2 guest bedrooms share a bath which has a shower/ tub combo. The highlight of this house is the outdoor space. The landscaping is very lush and tropical and the yard

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  3976 Omega Ln, Sarasota, FL 34235
• 

  

  /2

  $601,128 Sold Jul 02, 2025

  • 2,262 Sq Ft
  • $266/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  4356 Highland Oaks Cir Unit 3, Sarasota, FL 34235

  Situated on a peaceful cul-de-sac in The Meadows, yet just minutes from endless activities, world class luxury shopping and dining, this property delivers the best in tranquility and convenience of location. Being the first time this lovely home has been available on the market, you have the opportunity to live in the much desired Highlands community of The Meadows. Here’s your chance to

  Diana Donovan COLDWELL BANKER REALTY

  4356 Highland Oaks Cir Unit 3, Sarasota, FL 34235
• 

  

  

  /47

  Est $467,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  116 Tucker Ave, Sarasota, FL 34232

  116 Tucker Ave, Sarasota, FL 34232
• 

  

  

  /100

  $8,950,000

  • 5 Beds
  • 6 Baths
  • 6,799 Sq Ft

  290 N Washington Dr, Sarasota, FL 34236

  A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet.Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home.This stunning,

  

  Allen Smith

  RE/MAX ALLIANCE GROUP

  (941) 207-2974

  290 N Washington Dr, Sarasota, FL 34236
• 

  

  /32

  $1,699 - $1,729 per month

  Legacy Oaks Apartments

  1 Bed

  805 S Beneva Rd, Sarasota, FL 34232

  Located on Beneva Road and minutes away from Downtown Sarasota, Legacy Oaks Apartment Homes connects you to the best local restaurants, shops, breweries, and entertainment venues in town. Designer features like granite countertops and private patios and balconies will make you proud to call any of our brand-new one-bedroom apartments home. Convenience to major employers makes your daily commute a

  805 S Beneva Rd, Sarasota, FL 34232
• 

  /2

  $390,000 Sold Jul 02, 2025

  • 1,752 Sq Ft
  • $223/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  2720 Herwald St, Sarasota, FL 34231

  This unique, light-filled artist's home is a rare Sarasota modern contemporary (1977) designed by Architect Tom Bertram, whose work was inspired by Frank Lloyd Wright. This two-bedroom, two-bath split-plan gem features soaring ceilings, clerestory windows and a seamless indoor-outdoor flow that celebrates Florida living. Behind a tranquil, walled front courtyard, the home opens into a dramatic

  Martie Lieberman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2720 Herwald St, Sarasota, FL 34231
• 

  

  /23

  Est $355,211 Not Listed For Sale

  2423 Hickory Ave, Sarasota, FL 34234

  2423 Hickory Ave, Sarasota, FL 34234
• 

  

  /25

  $198,000

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  5141 Oakland Hills Ave, Sarasota, FL 34234

  Feast your eyes on this treasure! A completely remodeled 1-bedroom, 1-bathroom mobile home nestled in a lively 55+ community. Even better you own the land, not lot rent here. This beauty's had a head-to-toe makeover with all the modern flair you’ve been dreaming of. Picture yourself soaking up the breeze on a spacious screened-in patio. Whether it’s your cozy nest or your beach escape, this place

  

  Jason Buelow

  RE/MAX ASSURED

  (941) 208-6802

  5141 Oakland Hills Ave, Sarasota, FL 34234
• 

  

  /35

  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • House for Rent

  1688 Bahia Vista St, Sarasota, FL 34239

  Location, Location, Location ~ This home is currently available for a 12 month lease unfurnished. Welcome to 1688 Bahia Vista St in the heart of Sarasota, Florida- a beautifully renovated single family home that blends comfort with modern elegance. This spacious residence features three bedrooms and two bathrooms along with a open kitchen and living room perfect for both relaxation and

  Noreen Slaalien COMPASS FLORIDA LLC

  1688 Bahia Vista St, Sarasota, FL 34239
• 

  /2

  $325,000 Sold Jul 02, 2025

  • Land
  • 0.14 Acre
  • $2,321,429 per Acre

  • 0 Days On Market

  1106 Cocoanut Ave, Sarasota, FL 34236

  Discover the perfect canvas for your vision in one of Sarasota’s most sought-after locations. This vacant lot, ideally situated near Pioneer Park and Downtown Sarasota, presents a rare opportunity to own land just moments from the city’s best beaches, Sarasota Bay, and a vibrant mix of restaurants, shops, art galleries, theaters, and more. Whether you're planning to build in the future or simply

  Drew Jacobsen THE SARASOTA REAL ESTATE COMP.

  1106 Cocoanut Ave, Sarasota, FL 34236
• 

  

  /45

  Est $2,135,115 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  1155 N Gulfstream Ave Unit 1607, Sarasota, FL 34236

  1155 N Gulfstream Ave Unit 1607, Sarasota, FL 34236
• 

  

  /40

  $405,000

  • 2 Beds
  • 2 Baths
  • 1,453 Sq Ft

  2945 Trustee Ave, Sarasota, FL 34243

  Welcome to effortless Florida living in the highly sought-after University Village—a gated, pet-friendly community known for its pristine landscaping, low HOA fees and NO CDD or Flood Zone! This beautifully maintained 2-bedroom, 2-bath paired villa offers the perfect blend of privacy, style, and convenience—just minutes from Siesta Key’s white-sand beaches, UTC Mall, the exciting new Mote

  

  Wendy Dowling

  BEYOND REALTY LLC

  (941) 206-3420

  2945 Trustee Ave, Sarasota, FL 34243
• 

  

  /48

  $1,663 - $1,953 per month

  Timber Chase at Sarasota Bay

  1-2 Beds

  419 N Briggs Ave, Sarasota, FL 34237

  Timber Chase at Sarasota Bay... a name of quality, luxury, and beauty. We at Timber Chase at Sarasota Bay welcome you to spacious modern living at its best, surrounded by beautifully landscaped grounds, lakes, and amenities. We feel you will agree that what makes living enjoyable is all here for you. At Timber Chase at Sarasota Bay, you're in the country but only minutes away from Van Wezel

  419 N Briggs Ave, Sarasota, FL 34237
• 

  /2

  $350,000 Sold Jul 02, 2025

  • Land
  • 0.14 Acre
  • $2,500,000 per Acre

  • 0 Days On Market

  1110 Cocoanut Ave, Sarasota, FL 34236

  Seize the opportunity to own a prime piece of Sarasota real estate in one of the city’s most desirable locations. Just minutes from Downtown Sarasota and nestled near Pioneer Park, this vacant lot is perfectly positioned near the area's top beaches, Sarasota Bay, and an exciting mix of dining, shopping, art, and entertainment. Whether you're ready to build your custom home or looking to invest in

  Drew Jacobsen THE SARASOTA REAL ESTATE COMP.

  1110 Cocoanut Ave, Sarasota, FL 34236
• 

  

  /5

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 896 Sq Ft

  1889 N Tamiami Trail Unit 302, Sarasota, FL 34234

  1889 N Tamiami Trail Unit 302, Sarasota, FL 34234
• 

  

  /30

  $5,500,000

  • Land
  • 0.89 Acre
  • $6,179,775 per Acre

  603 Indian Beach Ln, Sarasota, FL 34234

  Welcome to Indian Beach / Sapphire Shores - home to some of the finest historical architecture in all of Sarasota! And today, much like 100 years ago, it is being rediscovered by those with vision, appreciation and means. This coastal neighborhood has been a coveted location since around the time of its “founding” residents like the Ringling family and other prominent early Sarasotans. Coastal

  

  Christopher Bush

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 432-6464

  603 Indian Beach Ln, Sarasota, FL 34234
• 

  

  /23

  $5,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • Condo for Rent

  1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228

  Turnkey Townhouse on Longboat Key – Resort-Style Living!Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy.Enjoy private beach access to the stunning Gulf of Mexico, take

  Victoria Campbell LPT REALTY, LLC

  1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
• 

  /2

  $635,000 Sold Jul 02, 2025

  • 1,695 Sq Ft
  • $375/SF
  • 201 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

  2110 Hawthorne St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Welcome to this updated Craftsman-style bungalow in the desirable Arlington Park neighborhood, complete with a pool oasis. This beautifully renovated, move-in-ready home features two bedrooms and two baths, offering the perfect blend of charm and modern comfort. Key upgrades include impact windows, NEW POOL PUMP, a newer roof, an updated air

  Diane Goodwin EXP REALTY LLC

  2110 Hawthorne St, Sarasota, FL 34239
• 

  

  /6

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  1889 N Tamiami Trail Unit 301, Sarasota, FL 34234

  1889 N Tamiami Trail Unit 301, Sarasota, FL 34234
• 

  

  /65

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  3336 Pembrook Dr, Sarasota, FL 34239

  New Price !! This updated GOLF COURSE home in Village Green Club Estates has a large pool with a huge covered back lanai that makes for a great area to gather and entertain your family and friends. The home faces west and the sunsets here are spectacular across the back yard overlooking the 18th fairway. All the floors have been redone with an upgraded Bamboo through-out. The Kitchen is bright

  

  Kerry Langman

  COLDWELL BANKER REALTY

  (941) 213-8364

  3336 Pembrook Dr, Sarasota, FL 34239
• 

  

  /20

  $1,850 - $1,950 per month

  Spanish Oaks Apartments

  2 Beds

  1637 Oak St, Sarasota, FL 34236

  Spanish Oaks celebrates 100 years of being an integral part of downtown Sarasota's history! Two historic buildings surround a lush landscaped courtyard. Each building contains 12 townhouse renovated apartments. Each apartment has a covered screened porch facing the courtyard and 5 fans throughout each unit allowing for nice breezes throughout your home. Located in the City of Sarasota’s

  1637 Oak St, Sarasota, FL 34236
• 

  /2

  $350,000 Sold Jul 01, 2025

  • 1,413 Sq Ft
  • $248/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  4149 Prudence Dr, Sarasota, FL 34235

  Welcome to this cute property with 3-bedroom, 2-bathroom, 1-car garage located in desirable Kensington Park Community. This home shows pride of ownership in every detail. It has been wonderfully maintained and it offers a perfect combination of comfort and convenience perfect for anyone. The porch was converted giving more space to the living area. Roof was replaced in 2024, and water heater

  Duneska Grant LOKATION

  4149 Prudence Dr, Sarasota, FL 34235
• 

  

  /5

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 958 Sq Ft

  1889 N Tamiami Trail Unit 504, Sarasota, FL 34234

  1889 N Tamiami Trail Unit 504, Sarasota, FL 34234
• 

  

  /37

  $114,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1100 University Pkwy Unit 58, Sarasota, FL 34234

  **Charming 2-Bedroom Mobile Home in Scenic Cooperative Park** Welcome to your new Florida retreat in this delightful double-wide mobile home! This cozy 2-bedroom, 1-bath residence is ideally located in a friendly cooperative park that offers fantastic amenities, including a clubhouse and heated pool—all for low monthly fees. Key features include: - **Updated Roof &

  

  Karen Sweat

  EXP REALTY LLC

  (941) 229-1453

  1100 University Pkwy Unit 58, Sarasota, FL 34234
• 

  

  /11

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft
  • Condo for Rent

  3755 S School Ave Unit 42, Sarasota, FL 34239

  Convenient location near bus line, shopping, restaurants, entertainment. Approval required by this 55+ community which does not allow pets. This 2-bedroom, 1-bathroom unit on the 3rd (top) floor has elevator access and has just been remodeled. Brand new kitchen features stainless steel appliances to include a french door refrigerator, stove, microwave and dishwasher as well as new wood

  Mark Willborn VALUE PLUS

  3755 S School Ave Unit 42, Sarasota, FL 34239
• 

  /2

  $1,210,000 Sold Jul 01, 2025

  • 2,033 Sq Ft
  • $595/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  2135 Hyde Park St, Sarasota, FL 34239

  A WORK OF ART... One-of-a-kind contemporary Courtyard Modern home, built in 2022, in one of Sarasota’s most desirable neighborhoods. This 3-bedroom + den residence offers custom design, luxury finishes, and low-maintenance, hurricane-rated construction. Features include soaring ceilings, LED lighting, matte porcelain tile flooring, Calista cabinetry, whole-house generator, commercial-grade TPO

  Judy Nimz MICHAEL SAUNDERS & COMPANY

  2135 Hyde Park St, Sarasota, FL 34239
• 

  

  /25

  Est $324,782 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  3922 Rockefeller Ave, Sarasota, FL 34231

  3922 Rockefeller Ave, Sarasota, FL 34231
• 

  

  /99

  $875,000

  • Land
  • 0.26 Acre
  • $3,365,385 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision—whether you’re seeking a full-time

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 394-0942

  5019 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /31

  $1,500 - $1,850 per month

  3232 On Fruitville

  1-2 Beds

  3232 Fruitville Rd, Sarasota, FL 34237

  The apartments at 3232 on Fruitville are under new ownership and management. This property is conveniently located close to downtown which has great dining, shopping, and close to the beaches. Walking distance to the bus route and shopping centers. The beautiful grounds feature newly renovated exterior, tropical landscaping, lots of green space, and an inviting community pool.

  3232 Fruitville Rd, Sarasota, FL 34237
• 

  /2

  $449,900 Sold Jul 01, 2025

  • 1,664 Sq Ft
  • $270/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  435 Whispering Oaks Ct, Sarasota, FL 34232

  LOCATION, LOCATION, LOCATION! This meticulously maintained home is located in the heart of the City of Sarasota, less than 10 minutes to Downtown Sarasota and approximately 5 minutes to I-75, yet privately situated on a quiet cul-de-sac.Located in the established neighborhood of Whispering Oaks, the property offers breathtaking, unobstructed views of Bobby Jones Golf Course and its majestic

  Alyssa Frudakis WILLIAM RAVEIS REAL ESTATE

  435 Whispering Oaks Ct, Sarasota, FL 34232
• 

  

  /5

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 958 Sq Ft

  1889 N Tamiami Trail Unit 303, Sarasota, FL 34234

  1889 N Tamiami Trail Unit 303, Sarasota, FL 34234
• 

  

  /27

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  3356 Maiden Ln, Sarasota, FL 34231

  Look no further! This 3 bedroom, 2 bath home has been completely remodeled. NEW windows, NEW kitchen and baths, NEW flooring in bedrooms and baths, NEW A/C and water heater, NEW fencing and more. Located in a convenient location in central Sarasota. NO HOA. Just 4.5 miles to SIESTA KEY, 9.5 miles to SRQ International Airport and minutes away from dining, shopping and more! The third bedroom leads

  

  Jenn Flanders

  SERHANT

  (941) 418-0543

  3356 Maiden Ln, Sarasota, FL 34231
• 

  

  /25

  $2,795 per month

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft
  • House for Rent

  1367 21st St, Sarasota, FL 34234

  FULLY REMODELED 3/2 SINGLE FAMILY HOME NEAR DOWNTOWN SARASOTA with 1-CAR GARAGE ON DOUBLE LOT. This beautiful home features huge, gorgeous kitchen with stone counters, stainless-steel high-end appliances. The open floorplan is great for entertaining with large living and dining area. New flooring, paint, appliances, cabinetry and so much more. Stunning home great for the discerning tenant.

  Terri Lindsay LINDSAY LEASING LLC

  1367 21st St, Sarasota, FL 34234
• 

  /2

  $440,000 Sold Jul 01, 2025

  • 1,848 Sq Ft
  • $238/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  7321 Caladesia Dr, Sarasota, FL 34243

  One or more photo(s) has been virtually staged. Been dreaming of owning a pool home in Sarasota with NO CDD and NO HOA fees just minutes from the airport and white-sand Gulf beaches? Here's your chance! This 3 bedroom, 2 bath pool home exudes charm and character with its custom touches and is situated on an oversized corner lot in the established Whitfield Estates community. A cheery front porch

  David Burgess KW COASTAL LIVING II

  7321 Caladesia Dr, Sarasota, FL 34243
• 

  

  /82

  Est $4,026,938 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  1155 N Gulfstream Ave Unit PH 1805, Sarasota, FL 34236

  1155 N Gulfstream Ave Unit PH 1805, Sarasota, FL 34236
• 

  

  /41

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,836 Sq Ft

  4112 Swift Rd, Sarasota, FL 34231

  Location, location, location! This contemporary gem is just minutes from Siesta Key beach and downtown Sarasota. This custom home with brand new standing seam metal roof was built with detail in mind. The first floor offers a beautiful open floor plan feature living, dining and custom kitchen. The kitchen stuns with quartz counter tops, stainless steel appliances and large cooking island. The

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 390-4736

  4112 Swift Rd, Sarasota, FL 34231
• 

  

  /16

  $1,485 - $2,076 per month

  Greenway

  1-3 Beds

  3890 Greenway Dr, Sarasota, FL 34232

  Greenway Apartments is conveniently located near major interstates, beautiful beaches, dining, and shopping. Our property offers plenty of parking and an open atmosphere. We are confident our one, two, and three-bedroom floor plans will exceed your expectations. Enjoy a maintenance-free lifestyle with our 24-hour emergency maintenance and on-site teams. Please call about our pet policy.

  3890 Greenway Dr, Sarasota, FL 34232
• 

  /2

  $290,000 Sold Jul 01, 2025

  • 1,200 Sq Ft
  • $242/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1981

  4023 Chestnut Ave, Sarasota, FL 34234

  GREAT LOCATION - CLOSE TO EVERYTHING! BUILT IN 1981, Sarasota County Effective Year Built 1996, Connected to County Water/Sewer - LIST PRICE INCLUDES A NEW ROOF & HOT WATER HEATER TO BE INSTALLED (PER QUOTES ON HAND) BEFORE CLOSING, Flood Zone X/Low risk area, A/C Installed 2020, and Clear 4-Point Inspection, all of which will allow you the option to finance and shop for reasonable insurance

  Jennifer Naylor ALLIANCE GROUP LIMITED

  4023 Chestnut Ave, Sarasota, FL 34234
• 

  

  /80

  Est $2,090,474 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  1155 N Gulfstream Ave Unit 604, Sarasota, FL 34236

  1155 N Gulfstream Ave Unit 604, Sarasota, FL 34236

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