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Recently Sold Southside Homes

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    $518,000 Sold Dec 31, 2024

    • 1,468 Sq Ft
    • $353/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    1742 Wisconsin Ln, Sarasota, FL 34239

    Fixer-upper investment opportunity near Siesta Key! Welcome to 1742 Wisconsin Lane in sunny Sarasota, an investor's dream just minutes from world-famous Siesta Key Beach. This single-family home boasts good bones and a spacious layout, ready for your vision! Featuring three bedrooms, and an expansive two-car garage, this property has endless potential to transform into a modern, coastal retreat

    Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1742 Wisconsin Ln, Sarasota, FL 34239
  • /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
  • /2

    $1,500,000 Sold Dec 13, 2024

    • Land
    • 0.33 Acre
    • $4,545,455 per Acre
    • 57 Days On Market

    2155 Oriole Dr, Sarasota, FL 34239

    Presenting a rare opportunity to build your dream estate on a stunning vacant lot in the prestigious west of trail neighborhood of McClellan Park. This exclusive and private parcel boasts 13,198 SF and an enviable location between Harbor Acres and Cherokee Park, on a quiet street just one block from Sarasota Bay but with an X500 flood zone buildable footprint. Surrounded by multi-million-dollar

    Mackenzie Longueuil MICHAEL SAUNDERS & COMPANY

    2155 Oriole Dr, Sarasota, FL 34239
  • /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
  • /2

    $9,400,000 Sold Dec 02, 2024

    • 8,125 Sq Ft
    • $1157/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
  • /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
  • /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
  • /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
  • /2

    $3,775,000 Sold Nov 06, 2024

    • 3,136 Sq Ft
    • $1204/SF
    • 94 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    1547 Sandpiper Ln, Sarasota, FL 34239

    This one-of-a-kind elegant retreat is in the heart of the well-established, historic neighborhood of McClellan Park and in the middle of it all steps from the waterfront, downtown Sarasota and Southside Village. Step inside and experience a world of exquisite interiors, where every detail has been thoughtfully curated to create a space that is visually stunning and effortlessly inviting. This

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1547 Sandpiper Ln, Sarasota, FL 34239
  • /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
  • /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
  • /2

    $2,600,000 Sold Oct 31, 2024

    • 3,606 Sq Ft
    • $721/SF
    • 71 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2023

    1954 Goldenrod St, Sarasota, FL 34239

    ** Seller Financing Options Available** Introducing an exquisite new construction home nestled in the heart of Sarasota. Developed by M&J Pham Development, this stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light,

    Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

    1954 Goldenrod St, Sarasota, FL 34239
  • /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 WORTHINGTON PROPERTY GROUP INC

    1966 Wisteria St, Sarasota, FL 34239
  • /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
  • /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
  • /2

    $2,435,000 Sold Aug 08, 2024

    • 3,220 Sq Ft
    • $756/SF
    • 430 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2024

    1859 Magnolia St, Sarasota, FL 34239

    Brand New from Sarasota’s premier custom home builder Allegra Homes, the 2-story “Palonia Modern” design is beautiful and innovative, and has been passionately created for a luxurious lifestyle throughout its 3220 square feet of stunning interiors and dynamic amenities. Located West of the Trail near Southside Village and Siesta Key Beach, this 4-bedroom, 4-bath home is fresh and exciting both

    Karen Greco GRECO REAL ESTATE

    1859 Magnolia St, Sarasota, FL 34239
  • /2

    $3,050,000 Sold Aug 02, 2024

    • 3,517 Sq Ft
    • $867/SF
    • 150 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1966

    1715 South Dr, Sarasota, FL 34239

    *$200K Price Improvement!* Welcome to 1715 South Drive in Cherokee Park, one of Sarasota’s most sought-after “west of Trail” neighborhoods admired for its large lots, boulevard style streets with sidewalks and 100-year-old oak trees. As if straight from the pages of Southern Living Magazine this charming single level home is beautifully positioned on an extra deep lot (100 x 200 sq ft). The home

    Meghan Leiter MICHAEL SAUNDERS & COMPANY

    1715 South Dr, Sarasota, FL 34239
  • /2

    $318,000 Sold Jul 30, 2024

    • 976 Sq Ft
    • $326/SF
    • 71 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    3711 Almeria Ave Unit 4N, Sarasota, FL 34239

    Enjoy carefree living in this beautifully updated 2-bedroom, 2-bathroom condo located in a peaceful and quiet West of Trail neighborhood! Casual and modern, and decorated in a neutral palette, this charming living space features quality fixtures and tasteful finishes throughout. Upon entering, you'll find a welcoming and well-appointed living/dining area, modern kitchen, and spacious bedrooms,

    Priscilla Adams COMPASS FLORIDA LLC

    3711 Almeria Ave Unit 4N, Sarasota, FL 34239
  • /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
  • /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
  • /2

    $405,000 Sold Aug 12, 2024

    • 1,050 Sq Ft
    • $386/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1949

    2075 Goldenrod St, Sarasota, FL 34239

    MLS Data Entry.

    Domanic Calamese KW COASTAL LIVING III

    2075 Goldenrod St, Sarasota, FL 34239

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