Southside Homes

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  /73

  Est $681,021 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft

  2184 Bougainvillea St, Sarasota, FL 34239

  2184 Bougainvillea St, Sarasota, FL 34239
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  /52

  $3,200,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 5 Baths
  • 3,595 Sq Ft

  1805 Goldenrod St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Welcome to this stunning 2-story luxury home built by M&J Pham Development, featuring 5 bedrooms, 5 bathrooms, and 3,595 square feet of living space. From the moment you step inside, you'll be captivated by the open floor plan, high-end finishes, and fantastic design. The home features a modern and elegant kitchen with top-of-the-line Viking

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  1805 Goldenrod St, Sarasota, FL 34239
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  /2

  $679,000 Sold Dec 30, 2024

  • 1,658 Sq Ft
  • $410/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  1905 Jasmine Dr, Sarasota, FL 34239

  West of the Trail this amazing location is convenient to restaurants, shopping, Southside Elementary, a short drive to Southside Village and downtown Sarasota. Siesta key public beach is only 10 minutes away! This well equipped, well cared for 3 bedroom, 2 bath home is move in ready, with all furniture included. There are tiled floors throughout the home (no carpeting). Two of the bedrooms have

  Chet Zoltak COLDWELL BANKER REALTY

  1905 Jasmine Dr, Sarasota, FL 34239
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  /64

  Est $1,929,712 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,574 Sq Ft

  1844 Oleander St, Sarasota, FL 34239

  1844 Oleander St, Sarasota, FL 34239
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  /62

  $9,750,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 7 Baths
  • 5,328 Sq Ft

  3621 San Remo Terrace, Sarasota, FL 34239

  3621 San Remo is complete and ready for occupancy, come and experience the epitome of luxury! Minutes from Siesta Key and Miles from Ordinary! Nestled on a quiet cul-de-sac west of Orange Avenue, this Florida Coastal masterpiece by Seaward Homes offers over 5300 sq. ft. of prime waterfront living. With a bayou stretching almost 400 feet wide, enjoy direct access to the breathtaking Sarasota Bay

  Patrick Dipinto, III COLDWELL BANKER REALTY

  3621 San Remo Terrace, Sarasota, FL 34239
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  /2

  $3,400,000 Sold Dec 06, 2024

  • 3,569 Sq Ft
  • $953/SF
  • 150 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2020

  1555 Sandpiper Ln, Sarasota, FL 34239

  This stunning West of The Trail 4BR/4BA plus office and bonus room with gas heated pool residence from Award winning Allegra Homes offers the expanded two-story “Gloria” model complete with an elevator. Coastal and casual elegance describe this light and beautiful home with 20 ft. beamed ceilings. Engineered hardwoods are featured on the main living area which seamlessly flows into the spacious

  Jay Mitchell COLDWELL BANKER REALTY

  1555 Sandpiper Ln, Sarasota, FL 34239
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  /56

  Est $1,901,198 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft

  2326 Mcclellan Pkwy, Sarasota, FL 34239

  2326 Mcclellan Pkwy, Sarasota, FL 34239
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  /33

  $1,025,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,165 Sq Ft

  1735 Shoreland Dr, Sarasota, FL 34239

  Under contract-accepting backup offers. Opportunity knocks with this quiet West of Trail location! Located 10 homes from the water, this home is set on an expansive 98 x 125 ft lot offering exceptional potential—whether you’re looking to renovate, rebuild, or invest in one of Sarasota's most desirable locations. Tucked into a tree-lined street within the favorable X flood zone, this 3-bed + den,

  Derek Patti NEXTHOME EXCELLENCE

  1735 Shoreland Dr, Sarasota, FL 34239
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  /2

  $9,400,000 Sold Dec 02, 2024

  • 8,125 Sq Ft
  • $1,157/SF
  • 0 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2003

  3000 Southwest Dr, Sarasota, FL 34239

  Owner has reduced price to a point creating an exciting opportunity to own one of Sarasota’s great estates. Discover the perfect blend of elegance and privacy on this 1.6-acre estate nestled within Cherokee Park, one of the most sought-after mainland neighborhoods in Sarasota. Tucked away on a small street at the end of Southwest Drive, this double lot estate is in a beautiful setting unlike any

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  3000 Southwest Dr, Sarasota, FL 34239
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  /81

  Est $5,321,774 Not Listed For Sale

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

  2168 Sparrow Ct, Sarasota, FL 34239

  2168 Sparrow Ct, Sarasota, FL 34239
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  /63

  $1,595,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,033 Sq Ft

  3838 Flores Ave, Sarasota, FL 34239

  Welcome to Casa de Flores, a one-of-a-kind, Spanish Revival estate nestled in the coveted, west of the trail, Granada neighborhood. Built in the 1920s, this beautifully restored residence includes a main home with two bedrooms and two baths, plus two separate guest cottages. The pool house cottage offers two-story living with a private balcony overlooking the pool courtyard, evoking the charm of

  Pam Charron COMPASS FLORIDA LLC

  3838 Flores Ave, Sarasota, FL 34239
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  /2

  $775,000 Sold Nov 26, 2024

  • 1,110 Sq Ft
  • $698/SF
  • 16 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1948

  1617 Siesta Dr, Sarasota, FL 34239

  Look no further, as this charming bungalow awaits its new owner! Perfect home to live the Florida lifestyle while unlocking the potential of this exceptional offering - an expansive lot spanning nearly 12,000 square feet in the coveted West of Trail area, with the added benefit of city-approved subdivision into two 5,000+ square foot lots. Positioned for maximum flexibility, this property

  Liz Arme PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1617 Siesta Dr, Sarasota, FL 34239
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  /29

  Est $3,057,686 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  1879 Hibiscus St, Sarasota, FL 34239

  1879 Hibiscus St, Sarasota, FL 34239
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  /47

  $775,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  2154 Bougainvillea St, Sarasota, FL 34239

  Under contract-accepting backup offers. Tucked behind a lush hedge and wrapped in the charm of Old Florida, this beautifully transformed 1950s bungalow offers the serenity of a private hideaway blended with modern sophistication. From the moment you arrive, you'll sense the tranquility and seclusion this 3-bedroom, 2-bath pool home provides—a true sanctuary from the outside world. Step inside and

  Courtney Tarantino COLDWELL BANKER REALTY

  2154 Bougainvillea St, Sarasota, FL 34239
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  /2

  $965,000 Sold Nov 22, 2024

  • 1,769 Sq Ft
  • $546/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1938

  1863 Bougainvillea St, Sarasota, FL 34239

  Discover this well-priced opportunity in the coveted Southside Village neighborhood: a charming 1938 cottage that combines classic character with modern amenities. Nestled on Bougainvillea Street, one of the most picturesque of Sarasota's beloved flower streets, this home features original wood floors, high ceilings, and a renovated kitchen, all while offering roomy storage uncommon for its

  Nick Gard COLDWELL BANKER REALTY

  1863 Bougainvillea St, Sarasota, FL 34239
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  /48

  Est $2,917,799 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,729 Sq Ft

  1938 Hibiscus St, Sarasota, FL 34239

  1938 Hibiscus St, Sarasota, FL 34239
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  /2

  $2,300,000 Sold Nov 20, 2024

  • 4,046 Sq Ft
  • $568/SF
  • 18 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2008

  3714 Flores Ave, Sarasota, FL 34239

  IF YOU ARE LOOKING FOR THE BEST WEST OF TRAIL PROPERTY WITHIN A 5 MINUTE WALK TO SOUTHSIDE VILLAGE, SARASOTA MEMORIAL HOSPITAL, SOUTHSIDE ELEMENTARY AND 2 MILES TO DOWNTOWN, THEN THIS IS THE ONE! Start your morning with a bike ride to Siesta Beach, ranked the number one beach in the USA. Enjoy the sugar-white sand or the turquoise waters of the Gulf of Mexico, and capture breathtaking sunsets in

  Marina Solo KW SUNCOAST

  3714 Flores Ave, Sarasota, FL 34239
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  /43

  Est $1,791,895 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,381 Sq Ft

  3860 Camino Real, Sarasota, FL 34239

  3860 Camino Real, Sarasota, FL 34239
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  /2

  $1,400,000 Sold Nov 05, 2024

  • 2,345 Sq Ft
  • $597/SF
  • 136 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1953

  1600 Wewa Dr, Sarasota, FL 34239

  Must See Home in extremely desirable enclave of McClellan Park, a West of the Trail, 56 Acres large neighborhood established by the McClellan sisters in 1916. This area is within City limits, just a short drive to the Downtown Sarasota area and all that it has to offer including a large variety of restaurants, shopping, Opera House, Marie Selby Botanical Garden, Bay Park, Sarasota Memorial

  Miriam Pearson COLDWELL BANKER REALTY

  1600 Wewa Dr, Sarasota, FL 34239
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  /31

  Est $181,875 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 708 Sq Ft

  3795 Almeria Ave Unit B3, Sarasota, FL 34239

  3795 Almeria Ave Unit B3, Sarasota, FL 34239
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  /2

  $2,650,000 Sold Nov 05, 2024

  • 3,547 Sq Ft
  • $747/SF
  • 578 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2023

  1912 Wisteria St, Sarasota, FL 34239

  Peace of mind can be yours while living your desirable Suncoast lifestyle. This move-in ready home is situated 20 feet above sea level and is designed to provide safety against the elements with durable materials and impact rated windows and doors. Nestled in the desirable ‘West of the Trail’ area, this newly constructed marvel offers precise attention to detail in its 3,547 sq ft. A

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  1912 Wisteria St, Sarasota, FL 34239
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  /59

  Est $2,289,437 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,598 Sq Ft

  1607 Bay Rd, Sarasota, FL 34239

  1607 Bay Rd, Sarasota, FL 34239
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  /2

  $711,900 Sold Oct 29, 2024

  • 1,524 Sq Ft
  • $467/SF
  • 143 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  1966 Wisteria St, Sarasota, FL 34239

  Here's your opportunity to own a property "West of the Trail" on one of the highly coveted flower streets within the City of Sarasota! This incredibly unique three bedroom two bath home captures the very essence of what Sarasota living once was. There's gorgeous wood flooring throughout the original floorplan, oversized bedrooms, a vintage pink tile bathroom, original wood kitchen cabinets, and

  Daniel Flath COMPASS FLORIDA LLC

  1966 Wisteria St, Sarasota, FL 34239
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  /61

  Est $1,846,731 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,830 Sq Ft

  3538 Almeria Ave, Sarasota, FL 34239

  3538 Almeria Ave, Sarasota, FL 34239
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  /2

  $1,915,000 Sold Oct 23, 2024

  • 2,479 Sq Ft
  • $772/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  1827 Grove St, Sarasota, FL 34239

  Experience unparalleled luxury and comfort in this beautifully RENOVATED home in the highly desired prime location west of the trail. Meticulously updated, this residence seamlessly blends style with functionality. Enjoy a spacious open floor plan, a newly designed chef's kitchen, and a private backyard oasis featuring a serene, sparkling pool. Don't want a project - just bring your toothbrush!

  Mairead Smialek COLDWELL BANKER REALTY

  1827 Grove St, Sarasota, FL 34239
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  /63

  Est $2,184,918 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,483 Sq Ft

  3331 Old Oak Dr, Sarasota, FL 34239

  3331 Old Oak Dr, Sarasota, FL 34239
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  /2

  $416,300 Sold Sep 20, 2024

  • 1,391 Sq Ft
  • $299/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  2050 Bougainvillea St, Sarasota, FL 34239

  Welcome to the Arlington Park / Southgate Neighborhood of Sarasota. This property boasts a lot that is 62 X 145 X 62 X 146 along with being the 6th property to the East of US41.This 3 Bedroom 2 Full Bathroom home has the perfect Florida charm with tile throughout. You don't worry about bringing the Siesta Key Sand home. The property is located only 5 blocks North of Siesta Drive. Which, gives a

  Rodney Miles PRIVATE WEALTH REALTY INC

  2050 Bougainvillea St, Sarasota, FL 34239
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  /53

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,855 Sq Ft

  1731 Seminole Dr, Sarasota, FL 34239

  1731 Seminole Dr, Sarasota, FL 34239
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  /2

  $330,000 Sold Jun 04, 2025

  • 1,122 Sq Ft
  • $294/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  3360 S Osprey Ave Unit 211B, Sarasota, FL 34239

  Fully furnished Turnkey 2 bedroom 2 bath condo.

  Evan Weber MICHAEL SAUNDERS & COMPANY

  3360 S Osprey Ave Unit 211B, Sarasota, FL 34239
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  /47

  Est $786,648 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  3529 Jacinto Ct, Sarasota, FL 34239

  3529 Jacinto Ct, Sarasota, FL 34239
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  /2

  $850,000 Sold May 30, 2025

  • 1,845 Sq Ft
  • $461/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1966

  1834 Bougainvillea St, Sarasota, FL 34239

  CHARMING POINSETTIA PARK GEM WITH POOL & TIKI BAR. This delightful 3-bedroom, 3-bathroom home captures the essence of South Poinsettia Park's eclectic charm. Bring your imagination to this residence, envision your perfect lifestyle and reimagine this space as uniquely yours. The property showcases a magnificent grand oak as its centerpiece, lending timeless character to this reimagined ranch

  Mickey Kiernan MICHAEL SAUNDERS & COMPANY

  1834 Bougainvillea St, Sarasota, FL 34239
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  /41

  Est $2,068,336 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,148 Sq Ft

  1850 Magnolia St, Sarasota, FL 34239

  1850 Magnolia St, Sarasota, FL 34239
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  /71

  Est $7,879,798 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,706 Sq Ft

  1479 Tangier Way, Sarasota, FL 34239

  1479 Tangier Way, Sarasota, FL 34239
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  /27

  Est $223,046 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 215, Sarasota, FL 34239

  3700 S Osprey Ave Unit 215, Sarasota, FL 34239
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  /13

  Est $235,877 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft

  3700 S Osprey Ave Unit 202, Sarasota, FL 34239

  3700 S Osprey Ave Unit 202, Sarasota, FL 34239
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  /22

  Est $1,567,990 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,025 Sq Ft

  2331 Mcclellan Pkwy, Sarasota, FL 34239

  2331 Mcclellan Pkwy, Sarasota, FL 34239
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  /65

  Est $6,730,447 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,372 Sq Ft

  3667 San Remo Terrace, Sarasota, FL 34239

  3667 San Remo Terrace, Sarasota, FL 34239
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  /57

  Est $3,053,172 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,744 Sq Ft

  2624 Mulberry Terrace, Sarasota, FL 34239

  2624 Mulberry Terrace, Sarasota, FL 34239
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  /44

  Est $212,886 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  3360 S Osprey Ave Unit 205B, Sarasota, FL 34239

  3360 S Osprey Ave Unit 205B, Sarasota, FL 34239
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  /27

  Est $904,338 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,270 Sq Ft

  3602 Camino Real, Sarasota, FL 34239

  3602 Camino Real, Sarasota, FL 34239

Showing Results 161 - 200, Page 5 of 18