South Sarasota Homes

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  /84

  $3,200,000

  • 4 Beds
  • 2.5 Baths
  • 3,933 Sq Ft

  4307 Camino Real, Sarasota, FL 34231

  TOTALLY UPDATED & ALL NEW FULLY FURNISHED (2024), NOT IMPACTED BY STORMS- SPACIOUS ELEGANCE, BEST BEACHES, ARTS, SHOPPING & FINE DINING, OVERSIZED CORNER LOT, CHEF’S KITCHEN. You will love where you live!! and treasure each moment in this Tropical Paradise surrounded by mature plush landscaping, a home inspired by the colors, and beauty of Florida’s Gulf Coast and the glamour of one of the most

  Frank Chaviano KW COASTAL LIVING III

  4307 Camino Real, Sarasota, FL 34231
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  /13

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • House for Rent

  2043 Roselawn St, Sarasota, FL 34231

  Fantastic Villa with a private pool close to the North bridge to Siesta Key available for monthly rentals! The villa is fully equipped with 3 bedrooms (master has a king bed, 2nd BR with a queen, and 3rd has 2 twins). Comfortably accommodates 6 people. There is a grill in the lanai space with seating for 6 as well. 2 lounge chairs are provided by the pool. Beach chairs and towels are available

  Philip Pisano, III MICHAEL SAUNDERS & COMPANY

  2043 Roselawn St, Sarasota, FL 34231
• 

  

  /2

  $1,850,000 Sold Jul 11, 2025

  • 6,369 Sq Ft
  • $290/SF
  • 55 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1951

  5135 Riverwood Ave, Sarasota, FL 34231

  A Dream Home on Phillippi Creek – A Rare Opportunity Like No Other!Welcome to your private creekside oasis. A true retreat-Like estate nestled on over an acre of lush, waterfront property in the heart of Sarasota. This extraordinary 5 bedroom, 6 bath contemporary estate spans nearly 6,400 square feet under air, includes a Pool House and features additional detached garages, large enough to

  Andrew Haddad COMPASS FLORIDA LLC

  5135 Riverwood Ave, Sarasota, FL 34231
• 

  

  

  /20

  Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,296 Sq Ft

  2040 Sandrala Dr, Sarasota, FL 34231

  2040 Sandrala Dr, Sarasota, FL 34231
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  /76

  $2,299,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,206 Sq Ft

  1842 Kenilworth St, Sarasota, FL 34231

  BEST BUY WEST OF TRAIL FOR NEW CONSTRUCTION. Why build when you can move right in. Nearly brand-new custom contemporary masterpiece, completed in December of 2024 and thoughtfully designed with luxurious finishes and top-tier functionality. Located just minutes from world-renowned Siesta Key Beach and vibrant downtown Sarasota, this 4-bedroom, 4.5-bathroom home with a den and bonus room spans

  Ryan Carson RE/MAX ALLIANCE GROUP

  1842 Kenilworth St, Sarasota, FL 34231
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  /67

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Townhouse for Rent

  2213 Wason Rd Unit 2, Sarasota, FL 34231

  rent is variable, $6000-$12,500

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  2213 Wason Rd Unit 2, Sarasota, FL 34231
• 

  /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 $780,516 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,810 Sq Ft

  2335 Pine Terrace, Sarasota, FL 34231

  2335 Pine Terrace, Sarasota, FL 34231
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  /61

  $2,390,000

  • 4 Beds
  • 3.5 Baths
  • 2,844 Sq Ft

  4013 Red Rock Ln, Sarasota, FL 34231

  Location, Condition, Price! WEST OF TRAILDiscover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility.Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this

  Inbal August DOUGLAS ELLIMAN

  4013 Red Rock Ln, Sarasota, FL 34231
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  /46

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Townhouse for Rent

  2213 Wason Rd Unit 1, Sarasota, FL 34231

  rent variable $4000-$8500

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  2213 Wason Rd Unit 1, Sarasota, FL 34231
• 

  /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
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  /52

  Est $445,615 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  2241 Roselawn St, Sarasota, FL 34231

  2241 Roselawn St, Sarasota, FL 34231
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  /66

  $2,350,000

  • 4 Beds
  • 3 Baths
  • 2,997 Sq Ft

  1909 Field Rd, Sarasota, FL 34231

  This exceptional custom-built residence with separate guest quarters is located in the highly sought-after Oyster Bay Estates on over half an acre of land and offers a private, luxurious lifestyle and a unique blend of modern upgrades. Situated in the desirable ‘West of Trail’ community near Sarasota Bay, the main house features 10-12 ft ceilings, travertine flooring, and surround sound

  Ann Martin MICHAEL SAUNDERS & COMPANY

  1909 Field Rd, Sarasota, FL 34231
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  /53

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  2232 Pine Terrace, Sarasota, FL 34231

  Welcome to Turtle House! This stunning 3-bedroom, 2-bath home with a pool is located in the heart of Sarasota. This home has been recently updated and offers a spacious backyard for you to entertain the whole family! Located only 12 minutes from the world-famous Siesta Key Beach and another three minutes away is Siesta Key Village, which is known for its exquisite restaurants and endless

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2232 Pine Terrace, Sarasota, FL 34231
• 

  /2

  $825,000 Sold Jun 23, 2025

  • 2,450 Sq Ft
  • $337/SF
  • 114 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2007

  2047 Roselawn St, Sarasota, FL 34231

  Welcome to this stunning coastal retreat with Income Producing Opportunity! Discover the perfect blend of comfort and style in this beautifully designed duplex (3 Bed 2 Bath per unit) each unit with their own heated private pool, offering the ideal space for relaxation and entertaining. Featuring a private heated pool and a prime location just minutes from Siesta Key Beach, Siesta Key Village,

  Curtis Ware KW COASTAL LIVING III

  2047 Roselawn St, Sarasota, FL 34231
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  /34

  Est $1,455,254 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,430 Sq Ft

  1514 S Lake Shore Dr, Sarasota, FL 34231

  1514 S Lake Shore Dr, Sarasota, FL 34231
• 

  

  /97

  $1,588,800

  • 4 Beds
  • 2.5 Baths
  • 2,892 Sq Ft

  2305 Pine Terrace, Sarasota, FL 34231

  Own More For Less! Why go elsewhere when you can move right into a fully upgraded, better-than-new masterpiece designed for the way you really live? Welcome to this stunning 4-bedroom, 2.5-bath home by Majestik Homes—a builder known for blending timeless craftsmanship with contemporary flair. Set on a larger, meticulously landscaped corner lot, this residence offers nearly 2,900 SQFT of elevated

  Derek Patti NEXTHOME EXCELLENCE

  2305 Pine Terrace, Sarasota, FL 34231
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  /37

  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • House for Rent

  2330 Bradford St, Sarasota, FL 34231

  Pet-friendly, SARASOTA FURNISHED 1 month minimum rental. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the

  Margaret Young JENNETTE PROPERTIES, INC.

  2330 Bradford St, Sarasota, FL 34231
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  /2

  $333,000 Sold Jun 20, 2025

  • 1,355 Sq Ft
  • $246/SF
  • 160 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  2111 Outer Dr, Sarasota, FL 34231

  Back on the Market. WOW Highly Motivated! Located just minutes away from The Landings, this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect combination of convenience and comfort. Situated in a family-friendly neighborhood with access to excellent schools, this home is ideal for first-time buyers or those looking to upgrade. Enjoy easy access to shopping, dining, and local

  Randy Owens COLDWELL BANKER REALTY

  2111 Outer Dr, Sarasota, FL 34231
• 

  

  /21

  Est $447,209 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  4875 Northwood Ave, Sarasota, FL 34231

  4875 Northwood Ave, Sarasota, FL 34231
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  /71

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  1801 Worrington St, Sarasota, FL 34231

  Conveniently located West of the Trail, this 5-bedroom, 4.5 bath, 3619 sq foot residence was recently upgraded in 2022/2023 to meet the needs of the most discerning buyer. Featuring a center island and top-of-the-line appliances by Wolf, SubZero and Cove, the kitchen flows seamlessly to the living area where you are greeted by sliding glass doors that overlooks a backyard oasis. The heated pool

  Victoria Turner MICHAEL SAUNDERS & COMPANY

  1801 Worrington St, Sarasota, FL 34231
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  /72

  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • House for Rent

  2309 Lynn St, Sarasota, FL 34231

  Lovely single family home in Ridgewood available for a short term rental. This light and bright two bedroom two bathroom turnkey furnished single family home has a lots of appeal. Open kitchen/living room/dining room combination, terrazzo floors throughout, lots of windows and one car attached garage. The kitchen has stainless appliances, lots of counter space and cabinets, closet pantry and a

  C. Alison Hunter JENNETTE PROPERTIES INC

  2309 Lynn St, Sarasota, FL 34231
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  /2

  $860,000 Sold Jun 16, 2025

  • 2,825 Sq Ft
  • $304/SF
  • 363 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2017

  1800 Robinhood St, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. HUGE PRICE REDUCTION Motivated SELLER AND PRICED TO SELL best priced home West of the Trail located IN FLOOD ZONE X, NO DAMAGE TO THE HOUSE, FROM RECENT HURRICANES, CONCRETE BLOCK HOME! MOVE IN READY, Unleash the Dream: Discover Your New Haven in This Stunning 4-Bed, 4-Bath heated SALTWATER POOL Home with No HOA and not in Flood Zone..Step into an

  Rory McDonald PREFERRED SHORE LLC

  1800 Robinhood St, Sarasota, FL 34231
• 

  

  /21

  Est $449,473 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  2115 Shawnee St, Sarasota, FL 34231

  2115 Shawnee St, Sarasota, FL 34231
• 

  

  /58

  $1,589,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,191 Sq Ft

  2335 Oak Terrace, Sarasota, FL 34231

  Step into a stunning, double-story contemporary masterpiece, offering 4 spacious bedrooms and 4.5 impeccably designed bathrooms. Crafted with meticulous attention to detail, this home features sleek block walls and double floors, each boasting an impressive 10-foot ceiling height. The hurricane-proof windows ensure both safety and tranquility, while the luxury vinyl flooring flows seamlessly

  Olga Smith IMPERIAL PROPERTY GROUP LLC

  2335 Oak Terrace, Sarasota, FL 34231
• 

  /2

  $1,200,000 Sold Jun 10, 2025

  • 2,537 Sq Ft
  • $473/SF
  • 109 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1945

  1411 Quail Dr, Sarasota, FL 34231

  **Adjusted Price - Excellent Value** This extraordinary opportunity can be found in one of Sarasota's most coveted neighborhoods—west of Trail in Oyster Bay. Situated on a generous .69-acre wooded lot just steps from the bay, this property offers an unparalleled location for those seeking to design and build their forever dream home. Alternatively, discerning buyers can opt to restore the

  Jayne Del Medico COLDWELL BANKER REALTY

  1411 Quail Dr, Sarasota, FL 34231
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  /39

  Est $578,146 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,902 Sq Ft

  5325 Carmilfra Dr, Sarasota, FL 34231

  5325 Carmilfra Dr, Sarasota, FL 34231
• 

  

  /41

  $1,540,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  2249 Oak Terrace, Sarasota, FL 34231

  Now completed. Another masterpiece by Majestik Homes, Sarasota's Premier Homebuilder. Welcome to 2249 Oak Terrace, a modern gem thoughtfully designed for those who value style, comfort, and resilience. Enjoy easy access to grocery stores, restaurants, scenic trail parks, and top-rated schools.Impressive 10' ceilings and 9' impact-rated windows bring in tons of natural light while

  Alesia Stirp ALESIA DEANNA STIRP

  2249 Oak Terrace, Sarasota, FL 34231
• 

  /2

  $650,000 Sold Jun 02, 2025

  • 1,921 Sq Ft
  • $338/SF
  • 69 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  2428 Whippoorwill Cir, Sarasota, FL 34231

  Beautifully updated 3 bedroom and 2 bath home in central Sarasota. Minutes to downtown and quartz crystal sand beaches of Siesta Key. NEW Roof -Jan 2023, New Plumbing in bathrooms, laundry and kitchen, NEWER AC -3 years old, NEW Luxury Vinyl flooring throughout, NEW Kitchen with Cambria Quartz countertops and wood cabinetry, LED underlighting, NEW Appliances and Fixtures, NEW LED lighting

  Tracy Srodes FINE PROPERTIES

  2428 Whippoorwill Cir, Sarasota, FL 34231
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  /4

  Est $399,134 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,516 Sq Ft

  4804 Cadillac Way, Sarasota, FL 34231

  4804 Cadillac Way, Sarasota, FL 34231
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  /32

  $809,350 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,106 Sq Ft

  2170 Robinhood St Unit C1-312, Sarasota, FL 34231

  Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around

  Joanna Petriccione-Teitelbaum KELLER WILLIAMS ON THE WATER S

  2170 Robinhood St Unit C1-312, Sarasota, FL 34231
• 

  /2

  $305,000 Sold May 21, 2025

  • 1,350 Sq Ft
  • $226/SF
  • 48 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  2121 Florinda St, Sarasota, FL 34231

  PRICE REDUCTION!!! This charming 4-bedroom, 3-bathroom home spans 1,350 sq ft and offers both comfort and style. The updated kitchen features sleek granite countertops and stainless steel appliances, perfect for cooking and entertaining. Large windows flood the space with natural light, enhancing the open feel created by the vaulted ceilings. A separate entrance provides the potential for an

  Lori Campbell ALLEGIANT REAL ESTATE GROUP

  2121 Florinda St, Sarasota, FL 34231
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  /33

  Est $391,151 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,127 Sq Ft

  2244 Florinda St, Sarasota, FL 34231

  2244 Florinda St, Sarasota, FL 34231
• 

  

  /17

  $747,475 Pending

  • 1 Bed
  • 1.5 Baths
  • 1,031 Sq Ft

  2170 Robinhood St Unit A3-404, Sarasota, FL 34231

  Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around

  Joanna Petriccione-Teitelbaum KELLER WILLIAMS ON THE WATER S

  2170 Robinhood St Unit A3-404, Sarasota, FL 34231
• 

  /2

  $290,000 Sold May 15, 2025

  • 1,100 Sq Ft
  • $264/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  2311 Roselawn Cir, Sarasota, FL 34231

  Opportunity knocks for investors and home buyers as well. Mid twentieth century, two bedroom, one bath home on a third acre of privacy. Either renovate, develop new home or move in as-is as well and enjoy this artistic setting. Priced to sell quickly. Convenient, quiet, established neighborhood, close to shopping, Siesta Key and many restaurants. Very natural setting with many mature trees and

  Bill Geller, PA RE/MAX PALM

  2311 Roselawn Cir, Sarasota, FL 34231
• 

  

  /45

  Est $4,108,509 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft

  1555 Eastbrook Dr, Sarasota, FL 34231

  1555 Eastbrook Dr, Sarasota, FL 34231
• 

  

  /6

  $709,050 Pending

  • 1 Bed
  • 1.5 Baths
  • 978 Sq Ft

  2170 Robinhood St Unit A2-104, Sarasota, FL 34231

  Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around

  Joanna Petriccione-Teitelbaum KELLER WILLIAMS ON THE WATER S

  2170 Robinhood St Unit A2-104, Sarasota, FL 34231
• 

  /2

  $421,000 Sold May 12, 2025

  • 1,714 Sq Ft
  • $246/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  2109 Lee Ln, Sarasota, FL 34231

  Featuring a Brand New Roof, Solar Panels (ultra low electric bills),a gorgeous sunny screened Florida pool , an updated kitchen with newer appliances , you will deeply appreciate this classic mid-century modern Sarasota home. NO HOA FEES and NO DEED RESTRICTIONS allows for uncomplicated living! With three bedrooms and two baths , a split floor plan offers you and your guests plenty of privacy.

  Ronald Flowers SUNSET REALTY

  2109 Lee Ln, Sarasota, FL 34231
• 

  /2

  Est $951,699 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,068 Sq Ft

  2111 Palm Terrace, Sarasota, FL 34231

  2111 Palm Terrace, Sarasota, FL 34231
• 

  

  /36

  $809,350 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,106 Sq Ft

  2170 Robinhood St Unit C1-408, Sarasota, FL 34231

  Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around

  Amy DiSalvo KELLER WILLIAMS ON THE WATER S

  2170 Robinhood St Unit C1-408, Sarasota, FL 34231

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