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Southside Homes for Sale

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  • /5

    $699,000

    • Land
    • 0.2 Acre
    • $3,495,000 per Acre

    1958 Bougainvillea St, Sarasota, FL 34239

    If you've been waiting to build in Sarasota's most popular neighborhood these opportunities are rapidly disappearing. Great West of Trail location on one of the neighborhood's favorite tree lined streets. Large beautiful lot with a deep back yard. Just a few blocks to Southside Village shops, markets and restaurants plus there is downtown Sarasota moments away, the bay front and of course Siesta

    Jenifer Schwell MICHAEL SAUNDERS & COMPANY

    1958 Bougainvillea St, Sarasota, FL 34239
  • /58

    $1,550,000

    • 3 Beds
    • 2.5 Baths
    • 2,674 Sq Ft

    1856 Hyde Park St, Sarasota, FL 34239

    Welcome to 1856 Hyde Park Street, a delightful haven nestled in the heart of Sarasota’s Southside. This meticulously maintained three-bedroom, two + 1/2 bath home, complete with a dedicated office and an expansive flex space on the upper level, harmoniously blends comfort and convenience within one of the city's most coveted neighborhoods. On the main floor, you will discover a spacious primary

    Terri Harrington VUE REALTY, LLC

    1856 Hyde Park St, Sarasota, FL 34239
  • /74

    $9,750,000

    • 5 Beds
    • 5 Baths
    • 4,031 Sq Ft

    1500 Bayview Dr, Sarasota, FL 34239

    Nestled in the heart of Sarasota, Florida, "The Seathrough House" stands as a testament to timeless elegance and modern sophistication. Designed by the acclaimed architectural firm Sweet Sparkman and meticulously crafted by builder Josh Wynne, this mid-century marvel redefines luxury living. From the moment you step inside, the panoramic bay views captivate the senses, seamlessly blending the

    Thomas Cail RE/MAX ALLIANCE GROUP

    1500 Bayview Dr, Sarasota, FL 34239
  • /55

    $489,500

    • 3 Beds
    • 1 Bath
    • 1,382 Sq Ft

    2065 Goldenrod St, Sarasota, FL 34239

    Nestled in the heart of Sarasota within the top A-rated school district, this charming 3-bedroom, 1-bath home offers a prime position near various amenities. Located close to Siesta and Lido Key Beaches, the inviting shops and restaurants of Southside Village, the cultural richness of Downtown Sarasota, the upscale allure of St. Armands Circle, and the convenient Sarasota Memorial Hospital, this

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    2065 Goldenrod St, Sarasota, FL 34239
  • /2

    $1,899,000

    • 3 Beds
    • 3 Baths
    • 2,568 Sq Ft

    1719 Shoreland Dr, Sarasota, FL 34239

    This newly remodeled West of the Trail home sits on a rare spring-fed lake on a private street. The home has been tastefully updated and offers 2 en-suite guest bedrooms with a split-plan master bedroom. The home is complete with high ceilings, an open floor plan, new paint, new luxury plank flooring, contemporary fixtures, some new vanities, and other new features. Beautiful sliding doors and

    Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1719 Shoreland Dr, Sarasota, FL 34239
  • /11

    $164,500

    • 2 Beds
    • 1 Bath
    • 991 Sq Ft

    3700 S Osprey Ave Unit 115, Sarasota, FL 34239

    WEST OF THE TRAIL! EASY ACCESS TO THE KEYS AND DOWNTOWN. Ground floor condo, offering quick and easy access to downtown Sarasota and Siesta Key. The enclosed lanai features vinyl windows and opens directly to the parking area, with your assigned space just steps away. Inside, the unit includes an in-home washer and dryer and a convenient Jack-and-Jill bathroom layout.

    Robin De Busk STRINGER MANAGEMENT INC

    3700 S Osprey Ave Unit 115, Sarasota, FL 34239
  • /29

    $475,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    1740 Wisconsin Ln, Sarasota, FL 34239

    OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A

    Dan Heschmeyers GULF SHORES REALTY

    1740 Wisconsin Ln, Sarasota, FL 34239
  • /41

    $3,625,000

    • 3 Beds
    • 5 Baths
    • 3,383 Sq Ft

    1843 Morris St, Sarasota, FL 34239

    This exceptional soft contemporary single story home, built in 2022, is a former model home by Allegra Homes and features numerous upgrades and custom built-in details. Offering 3 bedrooms, 3 full and 2 half bathrooms, an office, and multiple outdoor living spaces, the home features an open floor plan with high ceilings, allowing an abundance of natural light. The kitchen includes a large

    Fred Sassen MICHAEL SAUNDERS & COMPANY

    1843 Morris St, Sarasota, FL 34239

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