Homes near Sarasota Military Academy High School Campus

• 

  

  

  /36

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,010 Sq Ft

  2866 E Rainbow Cir, Sarasota, FL 34231

  **Spacious Serenity in the Heart of Sarasota!** Welcome to this enchanting .49-ACRE property where the possibilities are limitless! Choose between cultivating an active URBAN FARM or basking in a tranquil PRIVATE OASIS, all nestled at the peaceful END OF A DEAD-END STRET in FLOOD ZONE X. This exceptional 4-bedroom, 3-bath property features a main house with an attached 2-car garage and an

  Lana Moriece MICHAEL SAUNDERS & COMPANY

  2866 E Rainbow Cir, Sarasota, FL 34231
• 

  

  

  /15

  $2,575 per month

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft
  • House for Rent

  609 Mcarthur Ave, Sarasota, FL 34243

  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

  609 Mcarthur Ave, 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
• 

  

  

  /5

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 896 Sq Ft

  1889 N Tamiami Trail Unit 502, Sarasota, FL 34234

  1889 N Tamiami Trail Unit 502, Sarasota, FL 34234
• 

  

  

  /26

  $749,900

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft

  5369 Shadow Lawn Dr, Sarasota, FL 34242

  Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning

  Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

  5369 Shadow Lawn Dr, Sarasota, FL 34242
• 

  

  /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

  $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
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  /55

  Est $469,601 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,649 Sq Ft

  2946 Trustee Ave, Sarasota, FL 34243

  2946 Trustee Ave, Sarasota, FL 34243
• 

  

  /51

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  1064 N Tamiami Trail Unit 1125, Sarasota, FL 34236

  Modern Elegance Meets Downtown Sarasota Living – Pet-Friendly Parkside Oasis!Welcome to a rarely available gem in the heart of Sarasota’s vibrant Cultural Arts District, an impeccably updated first-floor corner condo that blends luxury, convenience, and lifestyle. This spacious 1,592 sq. ft. residence is one of the largest in the Broadway Promenade and features its own private street

  Jerry Holston, Jr COLDWELL BANKER REALTY

  1064 N Tamiami Trail Unit 1125, Sarasota, FL 34236
• 

  

  /3

  $2,745 per month

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • House for Rent

  1003 Southern Pine Ln, Sarasota, FL 34243

  Monthly Recurring Fees:$175.00 - Pool ServiceCOMING SOONMaymont 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, $175 monthly pool maintenance fee, and an amenity fee for homes with smart home technology, valet trash,

  1003 Southern Pine Ln, Sarasota, FL 34243
• 

  /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
• 

  

  /47

  Est $459,119 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,571 Sq Ft

  2953 Trustee Ave, Sarasota, FL 34243

  2953 Trustee Ave, Sarasota, FL 34243
• 

  

  /37

  $446,900

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  3426 27th Pkwy, Sarasota, FL 34235

  **MUST SEE** This beautifully updated modern Central Sarasota home is ready for its new owners now! All the major work has already been completed in this remodeled 3-bedroom, 2-bath, detached Office/Den, HEATED POOL, 1-car garage home. Upon entering the home, you will immediately be drawn to the open floor plan with a gorgeous chef’s kitchen to your left and direct views of the inground swimming

  Amber Halkidis BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  3426 27th Pkwy, Sarasota, FL 34235
• 

  

  /19

  $1,750 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

  $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
• 

  

  /44

  Est $268,599 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,651 Sq Ft

  3618 Medford Ln Unit 1538, Sarasota, FL 34232

  3618 Medford Ln Unit 1538, Sarasota, FL 34232
• 

  

  /37

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  7953 Cypress Lake Dr, Sarasota, FL 34243

  Motivated Seller in Country Oaks Community -Welcome to your ideal ready for makeover home, already completed - are newer HVAC, 2024 Hot Water Heater, 2022 Impact Windows and 2 Doors (one original slider remains), 2022 RHEEM HVAC, iWave breathe cleaner fresher air installed installed 2024, 2020 Electrical Panel and GENERAC Home Link switch -now primed for your cosmetic updates to move in! Situated

  Dana Cook Westmark MICHAEL SAUNDERS & COMPANY

  7953 Cypress Lake Dr, Sarasota, FL 34243
• 

  

  /16

  $2,470 per month

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • House for Rent

  4029 Tern St, 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 $2529.90. That covers your base rent, $2470.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  4029 Tern St, Sarasota, FL 34232
• 

  /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
• 

  

  /46

  Est $374,208 Not Listed For Sale

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

  3268 Sandleheath Unit 50, Sarasota, FL 34235

  3268 Sandleheath Unit 50, Sarasota, FL 34235
• 

  

  /59

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,349 Sq Ft

  3723 Alden Way, Sarasota, FL 34232

  Welcome to your slice of paradise in sunny Sarasota! This charming 3 bedroom, 2 bath home offerscomfort, convenience, and classic Florida beauty-all just 15 minutes from world renowned GulfBeaches. Centrally located near top rated schools (zoned for Sarasota High), shopping , dining,parks and hospitals, this home is perfect as a primary residence, seasonal getaway, or

  Jennifer Albright HUNT BROTHERS REALTY, INC.

  3723 Alden Way, Sarasota, FL 34232
• 

  

  /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

  $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
• 

  

  /40

  Est $283,182 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft

  3645 Parkridge Cir Unit 10-104, Sarasota, FL 34243

  3645 Parkridge Cir Unit 10-104, Sarasota, FL 34243
• 

  

  /39

  $1,550,000

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  AQUARIUS CLUB – This exquisitely renovated fourth floor residence is situated within an exclusive beachfront boutique community on Longboat Key, located directly adjacent to the new Five Diamond St. Regis Resort. Modern design blends seamlessly with coastal elegance in the two-bedroom, two-bathroom retreat. The meticulously updated interior offers 1,551 Sq. ft of open living space, with privacy

  Doug Parks MICHAEL SAUNDERS & COMPANY

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
• 

  

  /15

  $2,315 per month

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft
  • House for Rent

  7324 Linden Ln, Sarasota, FL 34243

  Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

  7324 Linden Ln, Sarasota, FL 34243
• 

  /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
• 

  

  /43

  Est $250,295 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3933 Glen Oaks Dr E Unit 48, Sarasota, FL 34232

  3933 Glen Oaks Dr E Unit 48, Sarasota, FL 34232
• 

  

  /67

  $157,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  3417 Shingle Oak Terrace, Sarasota, FL 34237

  What a deal for this fantastic oversized corner lot home - Located in the ONLY Resident Owned Park in the City limits of Sarasota!! This 2 bed 2 bath home really does feel like a private oasis with no homes on 2 sides and trees giving shade and privacy on the Florida room side. The spacious living room is just off the main dining area where wall to wall storage and a buffet top give added

  Angela Bryson PALM REALTY SERVICES LLC

  3417 Shingle Oak Terrace, Sarasota, FL 34237
• 

  

  /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

  $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
• 

  

  /50

  Est $244,574 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,343 Sq Ft

  3219 Ramblewood Dr N Unit 3219, Sarasota, FL 34237

  3219 Ramblewood Dr N Unit 3219, Sarasota, FL 34237
• 

  

  /47

  $1,850,000

  • 2 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  50 Central Ave Unit 15F, Sarasota, FL 34236

  Located in the heart of downtown Sarasota, this light-filled 15th-floor corner residence located at the Plaza at Five Points offers 2,356 square feet of luxury living. The spacious layout features 2 bedrooms, 2.5 baths with a den and an open-concept living area. Take in breathtaking 180-degree views of Sarasota Bay, the John Ringling Causeway, Longboat Key, and Siesta Key from your oversized,

  Faith Railey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  50 Central Ave Unit 15F, Sarasota, FL 34236
• 

  

  /35

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • House for Rent

  919 N Conrad Ave, Sarasota, FL 34237

  Welcome to this charming 2-bedroom, 2-bath single-family home in beautiful Sarasota, Florida. With a cozy floor plan area of 980 square feet, this Florida bungalow offers a blend of peace, comfort and style, making it perfect for those seeking a Sarasota spot they can call home. The layout features a spacious living room, a kitchen for cooking and a utility room to do laundry and store a few

  919 N Conrad Ave, Sarasota, FL 34237
• 

  /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
• 

  

  /17

  Est $201,673 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  2431 Twin Dr Unit 4, Sarasota, FL 34234

  2431 Twin Dr Unit 4, Sarasota, FL 34234
• 

  

  /57

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  5224 Lake Village Dr Unit 67, Sarasota, FL 34235

  Welcome to 5224 Lake Village Drive #67, a beautifully updated ground-floor corner unit in Village Lake, part of the highly sought-after community, The Meadows. This move-in ready 2-bedroom, 2-bath residence offers tranquil lake views framed by hurricane impact windows that fill the home with natural light. Inside, you’ll find new luxury vinyl plank flooring, fresh interior paint, and a recently

  Drew Jacobsen THE SARASOTA REAL ESTATE COMP.

  5224 Lake Village Dr Unit 67, Sarasota, FL 34235
• 

  

  /37

  $1,700 per month

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

  3504 Beneva Rd Unit 209, Sarasota, FL 34232

  2nd floor 2/2 unfurnished condo w/great neighbors located on beneva close to bee ridge shopping. Master bedroom w/walk in closet, Slider off living dining combo goes to screened lanai w/storage closet. Kitchen w/dw, range & fridge w/eat in area for a cafe table. Recent remodel with master bath shower only, main bath tub w/shower and vacant July 4. 2 laundry areas and pool in center of 4

  Bettina ettedgui CAPITAL REAL ESTATE ENTERPRISE

  3504 Beneva Rd Unit 209, 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
• 

  

  /21

  Est $220,034 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  5673 Gardens Dr Unit 5673, Sarasota, FL 34243

  5673 Gardens Dr Unit 5673, Sarasota, FL 34243

Showing Results 641 - 680, Page 17 of 18