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Recently Sold Southside Homes

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    $2,224,500 Sold Jul 18, 2025

    • 3,584 Sq Ft
    • $621/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    1813 Boyce St, Sarasota, FL 34239

    Tuscan-Inspired Luxury - Tucked away in the coveted West of the Trail neighborhood of Hartsdale and just moments from the charm of Southside Village, this Tuscan-inspired home offers refined elegance and timeless design. Custom-built and residing on an expansive double lot, this 4 bedroom/3.5 bathroom pool home offers a rare combination of luxury, privacy, and convenience in one of Sarasota’s

    Lindsey Nussbaum COLDWELL BANKER REALTY

    1813 Boyce St, Sarasota, FL 34239
  • /2

    $1,550,000 Sold Jul 15, 2025

    • 2,763 Sq Ft
    • $561/SF
    • 131 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1946

    1954 Datura St, Sarasota, FL 34239

    This exceptional single-story home in the highly sought-after West of the Trail neighborhood offers the perfect blend of charm, privacy, and convenience. Ideally located near downtown Sarasota, top-rated schools, and world-renowned beaches, this property is an entertainer’s dream and a tranquil wellness retreat. The home features 3 bedrooms, 2.5 baths, and a dedicated den with serene views of the

    Bev Murray BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    1954 Datura St, Sarasota, FL 34239
  • /2

    $3,800,000 Sold Jul 10, 2025

    • 5,660 Sq Ft
    • $671/SF
    • 5 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 2013

    1910 Datura St, Sarasota, FL 34239

    West of Trail! Custom Build by Voight Construction. Nestled in one of Sarasota’s most coveted neighborhoods, this exceptional custom estate spans over three expansive lots and boasts craftsmanship that is truly one-of-a-kind. A celebration of fine design, this home features intricate millwork, rich stained oak floors, and soaring ceilings adorned with stunning pecky cypress inlays.Step

    Kelly Gettel COLDWELL BANKER REALTY

    1910 Datura St, Sarasota, FL 34239
  • /2

    $290,000 Sold Jul 09, 2025

    • 1,056 Sq Ft
    • $275/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239

    Ground floor end unit with spacious lanai/screened-in porch. West of Tail location minutes to shopping, Publix, restaurants and a short distance to Siesta Key beach. Almeria is tucked away on a tree lined street with great privacy. Light and bright condo with an open floor planand features a large, screened lanai facing west. Enjoy the wonderful canopy of Florida Oak trees. Nice split

    Brian Livesey WATERSIDE REALTY LLC

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239
  • /2

    $800,000 Sold Jun 27, 2025

    • 1,786 Sq Ft
    • $448/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    1857 Jasmine Dr, Sarasota, FL 34239

    BEST LOCATION! ***WEST OF THE TRAIL***Wonderful home, beautifully renovated and ready to move in.*The open floor plan and huge fenced backyard will delight you! Bring your pets and your outdoor grill, gardening skills and enjoy this oasis*. The custom kitchen is equipped with KITCHEN AID stainless steel appliances, huge island and breakfast bar. Plantation shutters. Tile throughout the home.

    Livya Hament PREFERRED SHORE LLC

    1857 Jasmine Dr, Sarasota, FL 34239
  • /2

    $9,500,000 Sold Jun 09, 2025

    • 5,932 Sq Ft
    • $1601/SF
    • 373 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2014

    3336 Old Oak Dr, Sarasota, FL 34239

    Nestled within the vibrant city of Sarasota, Florida, this exquisite estate offers an unparalleled blend of luxury, privacy, and natural beauty. Situated on a sprawling 2-acre parcel of prime bayfront land, this custom-built residence boasts panoramic views of the shimmering waters, ensuring breathtaking sunsets year-round. As you enter through the gated entrance, you are greeted by meticulously

    Thomas Cail RE/MAX ALLIANCE GROUP

    3336 Old Oak Dr, Sarasota, FL 34239
  • /2

    $1,220,000 Sold Jun 06, 2025

    • 1,867 Sq Ft
    • $653/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    3414 Old Oak Dr, Sarasota, FL 34239

    Close to Siesta Key and Southside Village, yet consistently safe from storm damage. This West-of-Trail, midcentury-coastal ranch offers comfortable living with the security of impact windows and a metal roof while safely positioned above flood zone. Entering the residence through the walled, private courtyard with tropical foliage and a peaceful fountain, the stress of your day will be swept

    Christopher Bush PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3414 Old Oak Dr, Sarasota, FL 34239
  • /2

    $4,450,000 Sold Jun 02, 2025

    • 5,160 Sq Ft
    • $862/SF
    • 211 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2006

    1502 Siesta Dr, Sarasota, FL 34239

    Welcome to this captivating property located in the beautiful San Remo Estates and minutes away from Siesta Key Beaches and downtown Sarasota. This house is located in an incredible location so close in proximity to great schools, restaurants, cultural destinations, and parks. This 5,160 SqFt waterfront property is nestled on a 18,416 SqFt lot behind a private gate. As you enter the front

    Samantha Jennen PREFERRED SHORE LLC

    1502 Siesta Dr, Sarasota, FL 34239
  • /2

    $1,250,000 Sold May 30, 2025

    • 2,162 Sq Ft
    • $578/SF
    • 416 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1948

    3800 Flores Ave, Sarasota, FL 34239

    This location in the Granada neighborhood is perfect for your future home! Rental potential or build your Estate-Sized Sarasota home on this 10,485 sq. ft. lot with room for pool! This West of the Trail property offers a peaceful retreat with its spacious lot and beautiful mature trees with no deed restrictions! It is near newer homes on estate size lot side of Flores (minimum 100' of frontage),

    Solveiga Spalvins LPT REALTY LLC

    3800 Flores Ave, Sarasota, FL 34239
  • /2

    $1,050,000 Sold May 16, 2025

    • 3,121 Sq Ft
    • $336/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    1904 Hyde Park St, Sarasota, FL 34239

    Move In Ready! This updated West of the Trail home has been recently given a make over with fresh paint, new carpets and more! A charming custom home ideally located just a gentle stroll away from Morton’s Market and the exclusive Southside Village. Beautifully appointed both inside and out with an inviting courtyard and fenced yard. Master Bedroom is located on the ground level, boasts a dream

    Lisa Warren OWN SRQ LLC

    1904 Hyde Park St, Sarasota, FL 34239
  • /2

    $3,300,000 Sold May 16, 2025

    • 4,696 Sq Ft
    • $703/SF
    • 14 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1936

    1744 South Dr, Sarasota, FL 34239

    The McKaig House built by Sarasota originals Logan and Currin sits on over half an acre and is one of the few remaining crown jewels of Cherokee Park. The home has been impeccably maintained keeping as much of the 1930s character and materials as possible. Recently, Perrone Construction was used for the primary bedroom renovation and solarium style kitchen/great room addition. The huge entry

    Charlotte Hedge PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1744 South Dr, Sarasota, FL 34239
  • /2

    $1,600,000 Sold May 11, 2025

    • 2,642 Sq Ft
    • $606/SF
    • 1019 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2023

    3934 Sunshine Ave, Sarasota, FL 34231

    **Move-In Ready**Introducing the Nassau by Heritage Builders. Located in Sarasota's West of Trail area, this well-conceived one-story design offers the perfect balance of style and functionality. The home’s clean coastal elevation is accented by elegant bay windows and inviting double entry doors. This 3 Bedroom, 3 Bathroom home features an open design and a private Study. Once inside, the

    Leif Schmidt HB REALTY GROUP INC.

    3934 Sunshine Ave, Sarasota, FL 34231
  • /2

    $3,600,000 Sold May 08, 2025

    • 5,380 Sq Ft
    • $669/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    1400 Siesta Dr, Sarasota, FL 34239

    Three levels of modern updates define this remarkable bayfront retreat in one of Sarasota’s most sought-after locations. This home is perfectly positioned on an oversized corner lot with nearly 250 feet of frontage on two sides, offering unparalleled views and seamless access to Sarasota Bay. A newly installed dock and kayak launch make this a true boater’s paradise. A gated entry and winding

    Roger Pettingell COLDWELL BANKER REALTY

    1400 Siesta Dr, Sarasota, FL 34239
  • /17

    $800,000 Sold May 08, 2025

    • 2,043 Sq Ft
    • $392/SF
    • 250 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1929

    3618 Palonia Ct, Sarasota, FL 34239

    New and Improved Price!!Sellers Motivated!! Present any and all offers!!Location, Location, Location!! Welcome to Granada, one of Sarasota’s most sought-after neighborhoods…West of the Trail. This 3-bedroom, 2 bath, Ringling style bungalow offers the best of what Sarasota has to offer. Conveniently located close to Siesta Key, South Side Village, downtown, A-Rated Southside Elementary and

    Bradley Kayser COLDWELL BANKER REALTY

    3618 Palonia Ct, Sarasota, FL 34239
  • /2

    $1,450,000 Sold May 06, 2025

    • 1,879 Sq Ft
    • $772/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    1888 Boyce St, Sarasota, FL 34239

    Tucked beneath a canopy of mature shade trees, this beautifully renovated bungalow seamlessly blends timeless charm with contemporary comforts. Thoughtfully reimagined in 2022, the home has been completely transformed with a refined yet effortless style, including a reconfigured floor plan that enhances both flow and natural light. A wood-burning fireplace and beamed ceilings add warmth and

    Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

    1888 Boyce St, Sarasota, FL 34239
  • /2

    $1,850,000 Sold Apr 28, 2025

    • 2,360 Sq Ft
    • $784/SF
    • 80 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    1923 Hibiscus St, Sarasota, FL 34239

    This designer-owned, West of Trail home, is the perfect blend of beauty, elegance, and quality. Purchased in 2018, it has since been a creative work in progress and has undergone a complete transformation both inside and out. In a world where many believe that bigger is better, this creation plays on the Tiffany ideal that good things come in small packages and is truly a rare fine in our local

    Lou Salvatori COLDWELL BANKER REALTY

    1923 Hibiscus St, Sarasota, FL 34239
  • /2

    $899,000 Sold Apr 28, 2025

    • 1,098 Sq Ft
    • $819/SF
    • 170 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1953

    1773 Harmony Ln, Sarasota, FL 34239

    JUST RENOVATED & RELISTED - This west of Trail, west of Osprey home rests on the edge of Cherokee Park on a canopied street in one of the most sought-after locations in all of Sarasota—situated between the North Bridge to Siesta Key and downtown. New flooring & baseboard/trim throughout, new quartz waterfall edge countertops, marble backsplash, updated backsplash, LED recessed lighting, lights

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1773 Harmony Ln, Sarasota, FL 34239
  • /2

    $325,000 Sold Apr 15, 2025

    • 976 Sq Ft
    • $333/SF
    • 62 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    3745 Almeria Ave Unit 3-S, Sarasota, FL 34239

    This fully renovated, centrally located unit in the heart of the beautiful Granada neighborhood could be your new home for 2025 and beyond! Two bedrooms with two full bathrooms and in unit washer/dryer, the Almeria complex is nestled in between mature oaks creating a shady, treelined setting to your new home. The kitchen and primary bathroom were both expanded by the current owner to make this a

    Alex Chau COLDWELL BANKER REALTY

    3745 Almeria Ave Unit 3-S, Sarasota, FL 34239
  • /2

    $675,000 Sold Apr 04, 2025

    • 1,288 Sq Ft
    • $524/SF
    • 27 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    1603 Bay Rd, Sarasota, FL 34239

    Located in Sarasota’s highly desirable West-of-Trail area, this property presents a rare opportunity to own in the charming Granada neighborhood. Known for its walkability, you’re just steps from Southside Village’s boutiques, restaurants, and cafés, as well as Southside Elementary School and Sarasota Memorial Hospital. With world-class beaches, Marie Selby Botanical Gardens, and the vibrant

    Lindsay Nock MICHAEL SAUNDERS & COMPANY

    1603 Bay Rd, Sarasota, FL 34239
  • /2

    $1,500,000 Sold Apr 01, 2025

    • 2,695 Sq Ft
    • $557/SF
    • 265 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1938

    1910 Morris St, Sarasota, FL 34239

    Best value West of Trail! Located West of the Trail in Sarasota just 2 blocks to Southside School and minutes to the north bridge of Siesta Key! A walkable and highly coveted neighborhood. Move in ready. Charming, updated and spacious 4 bedrooms and 3 full bathrooms, an enormous family room with vaulted ceilings. 2695sf of living area and a huge double lot 13,705sf. A detached 2-car oversized

    Jo Ellyn Yturraspe COLDWELL BANKER REALTY

    1910 Morris St, Sarasota, FL 34239
  • /2

    $2,450,000 Sold Mar 31, 2025

    • 3,358 Sq Ft
    • $730/SF
    • 271 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    2171 Mcclellan Pkwy, Sarasota, FL 34239

    **Seller Financing Options Available** Welcome to this stunning 2-story luxury home developed by M&J Pham Development, featuring 4 bedrooms, 3.5 bathrooms, and 3,358 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 As you enter this dazzling property, you will be greeted by an open and spacious floor

    Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

    2171 Mcclellan Pkwy, Sarasota, FL 34239
  • /2

    $2,650,000 Sold Mar 27, 2025

    • 3,318 Sq Ft
    • $799/SF
    • 68 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2012

    1805 Datura St, Sarasota, FL 34239

    **Prime Location** – Just one house from Southside Village featuring highly popular shops and restaurants. Built as a model home by Todd Johnston in 2012, it offers 4 bedrooms, 4.5 bathrooms, an office, and a bonus room in the main house, the 4th bedroom and bathroom is an attached guest suite with a private entrance. The home was thoughtfully designed to embrace Sarasota’s outdoor lifestyle.

    Barbara May MICHAEL SAUNDERS & COMPANY

    1805 Datura St, Sarasota, FL 34239
  • /2

    $2,125,000 Sold Mar 21, 2025

    • 3,444 Sq Ft
    • $617/SF
    • 233 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2016

    1886 Prospect St, Sarasota, FL 34239

    Discover an exquisite sanctuary of modern elegance, meticulously crafted for unparalleled luxury and artistic sophistication in a prime West of Trail location. Just moments from downtown Sarasota, this 3,444 sq. ft. home, built by Green Life Home Builders in 2016, exudes opulence throughout. Upon arrival, a stately semi-circular paver driveway with electric gates leads to the architecturally

    Bruce Myer COLDWELL BANKER REALTY

    1886 Prospect St, Sarasota, FL 34239
  • /2

    $1,525,000 Sold Mar 21, 2025

    • 2,292 Sq Ft
    • $665/SF
    • 484 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    2165 Rose St, Sarasota, FL 34239

    Stunning coastal contemporary masterpiece in the heart of Sarasota close to Siesta Key beaches, downtown and within the coveted Southside School district. This new construction home boasts eye catching curb appeal with a sleek, sophisticated design. Upon opening the custom glass front door, you will be drawn into the inviting living space featuring an open concept with a spacious great room to

    Jennifer Horne LOKATION

    2165 Rose St, Sarasota, FL 34239
  • /2

    $1,204,000 Sold Mar 20, 2025

    • 1,925 Sq Ft
    • $625/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    Unlisted Address

    West of Trail home! This lovely 3 bedroom plus a den, 2 full baths updated home is move in ready. You are greeted with a paved driveway leading to an oversized parking area and a 2 car air conditioned garage. As you enter the home its shows light and bright with many windows thru out dressed with plantation shutters. The flooring is a combination of ceramic and engineered wood thru out. A nice

    Shirley LaGrange COLDWELL BANKER REALTY

    Unlisted Address
  • /75

    $3,050,000 Sold Mar 14, 2025

    • 3,582 Sq Ft
    • $851/SF
    • 24 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2014

    1810 Wisteria St, Sarasota, FL 34239

    Nestled in the highly sought-after West of Trail neighborhood, this exquisite Allegra custom home, formerly the 2015 model, offers an unparalleled living experience. A true showcase of craftsmanship, the residence features custom millwork, striking feature walls, and intricate ceiling details that elevate every space. Upon entering, you are welcomed by soaring 20-foot beamed ceilings, a windowed

    Mackenzie Longueuil MICHAEL SAUNDERS & COMPANY

    1810 Wisteria St, Sarasota, FL 34239
  • /65

    $1,900,000 Sold Mar 14, 2025

    • 3,272 Sq Ft
    • $581/SF
    • 345 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2006

    1964 Datura St, Sarasota, FL 34239

    Experience unparalleled luxury in this exquisite 4 bedroom, 3.5 bath West of Trail executive home, located in the prestigious Southside School district, one block from Southside Village, and a few more blocks to the award-winning Sarasota Memorial Hospital. This freshly painted two-story masterpiece boasts a clean and contemporary Spanish Mediterranean style, with impressive street presence and

    Mackenzie Longueuil MICHAEL SAUNDERS & COMPANY

    1964 Datura St, Sarasota, FL 34239
  • /2

    $460,000 Sold Feb 28, 2025

    • 1,341 Sq Ft
    • $343/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    3219 S East Ave, Sarasota, FL 34239

    WOW- A GREAT NEW Price! This incredible home is now an even better deal - Don't miss your chance to make it yours! Charming Sarasota Home with PRIME Location, NO HOA and Endless Features! Step inside to appreciate the true beauty of this COMPLETELY RENOVATED gem at 3219 S East Avenue, where charm, comfort, and convenience come together in one incredible property. Located equidistant from Siesta

    Joe Cleary RE/MAX ALLIANCE GROUP

    3219 S East Ave, Sarasota, FL 34239
  • /2

    $2,300,000 Sold Feb 26, 2025

    • 3,151 Sq Ft
    • $730/SF
    • 960 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2024

    1625 Hansen St, Sarasota, FL 34231

    *Ready For Move-In*The Bahama by Heritage Builders is truly a masterpiece of Florida luxury living, expertly combining everything to be desired in a custom home. This spacious 4 Bedroom, 4-1/2 Bathroom dream home also delivers both a Bonus Room and a Private Study. The home’s elevation blends a tropical island aesthetic with classic architectural features including planation window coverings

    Nancy Gretz PARADISE PROPERTIES FL LLC

    1625 Hansen St, Sarasota, FL 34231
  • /2

    $1,025,000 Sold Feb 25, 2025

    • 2,156 Sq Ft
    • $475/SF
    • 203 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1954

    3521 Flores Ave, Sarasota, FL 34239

    Price Improvement! This stunning home, situated in a peaceful West of Trail neighborhood, sustained no water or wind damage from the 2024 hurricane season. Just a short walk from restaurants, shops, CineBistro, Publix, the post office, and more, this property offers both convenience and charm. Ideal for investors, it's located within city limits, allowing for weekly rentals. This spacious home

    Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

    3521 Flores Ave, Sarasota, FL 34239
  • /2

    $1,525,000 Sold Feb 14, 2025

    • 2,304 Sq Ft
    • $662/SF
    • 59 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2015

    1756 Stapleton St, Sarasota, FL 34239

    Experience the pinnacle of modern living in this Platinum LEED-certified, fortress-built former model home. Situated in the gated and maintenance-free Granada Park community, which features a pool and cabana, this residence combines elegance, energy efficiency, and thoughtful design. This home offers 3 spacious bedrooms and 3 and a half bathrooms, constructed with solid concrete on both floors

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1756 Stapleton St, Sarasota, FL 34239
  • /2

    $1,872,000 Sold Feb 10, 2025

    • 2,956 Sq Ft
    • $633/SF
    • 123 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2024

    3523 Jacinto Ct, Sarasota, FL 34239

    Brand new and just completed luxury block home. This 2,958 SQFT home features 4 ample sized bedrooms, 3 with walk-in closets, each bedroom has a full bath. Large 18x15 loft/bonus room with a slider and covered back porch (loft can accommodate a king size bed, bunk beds, or multiple twin beds), PGT impact windows, wood floors throughout, metal roof, first floor master bedroom, master bath - all

    Paul Defelice HOUSEMAX REALTY LLC

    3523 Jacinto Ct, Sarasota, FL 34239
  • /2

    $1,600,000 Sold Feb 07, 2025

    • 2,426 Sq Ft
    • $660/SF
    • 98 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1943

    3616 Flores Ave, Sarasota, FL 34239

    True Vintage home from 1943. Charms abound throughout this wonderful, only second owner home. Original oak floors are only one of many features that await you when you enter the front door through the welcoming totally private courtyard. Present owners have done many upgrades through the years while maintaining the ambiance throughout. Legal, totally Furnished, self-contained, 5 room

    Sheryl Morris REALTY SERVICES INC

    3616 Flores Ave, Sarasota, FL 34239
  • /2

    $2,950,000 Sold Jan 31, 2025

    • 2,670 Sq Ft
    • $1105/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2014

    2004 S Osprey Ave, Sarasota, FL 34239

    Experience the pinnacle of modern design and impeccable craftsmanship in this stunning architectural masterpiece West of the Trail. Perfectly situated in the heart of Southside Village, this extraordinary residence showcases a harmonious blend of streamlined concrete and warm mahogany, delivering a striking visual appeal that resonates with today’s discerning buyer. Designed with precision

    Nora Johnson MICHAEL SAUNDERS & COMPANY

    2004 S Osprey Ave, Sarasota, FL 34239
  • /2

    $2,825,000 Sold Jan 24, 2025

    • 2,844 Sq Ft
    • $993/SF
    • 14 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1521 Bay Rd, Sarasota, FL 34239

    Move-in ready and easy to see! Welcome to 1521 Bay Road, a brand-new single-story masterpiece by Majestik Homes, known for their high-quality craftsmanship. Nestled West of the Trail, this home seamlessly combines modern design with thoughtful functionality to create a luxurious and inviting living experience.As you enter through the impressive double front doors, you’re greeted by a

    Charles Simons, III MAJESTIK REALTY

    1521 Bay Rd, Sarasota, FL 34239
  • /2

    $1,875,000 Sold Jan 24, 2025

    • 2,439 Sq Ft
    • $769/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1928

    1862 Prospect St, Sarasota, FL 34239

    ACCEPTING BACK-UP OFFERS. Welcome to 1862 Prospect Street, "Big Banya.” This rare find in Southside Village features three bedrooms and three bathrooms, combining old Florida allure with modern amenities. Built in 1928, (affective build date 2013) it offers 2,439 square feet of living space on a half-acre lot adorned with beautiful gardens and majestic trees. As you enter, you are greeted by a

    Georgia Salaverri COLDWELL BANKER REALTY

    1862 Prospect St, Sarasota, FL 34239
  • /2

    $2,200,000 Sold Jan 15, 2025

    • 2,617 Sq Ft
    • $841/SF
    • 8 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2013

    1815 Grove St, Sarasota, FL 34239

    Experience unparalleled luxury and comfort in this stunning home, located in the highly sought-after West of the Trail neighborhood. Built in 2013, this residence effortlessly blends sophisticated design with functional living. Featuring a spacious open floor plan, a first-floor primary suite, a chef-inspired kitchen, and a private backyard oasis with a sparkling pool and outdoor kitchen, this

    Mairead Smialek COLDWELL BANKER REALTY

    1815 Grove St, Sarasota, FL 34239
  • /2

    $2,350,000 Sold Jan 08, 2025

    • 2,762 Sq Ft
    • $851/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1941

    1750 Seminole Dr, Sarasota, FL 34239

    Welcome to this timeless gem in the highly sought after McClellan Park neighborhood, West of Trail. Originally built in 1941 and thoughtfully remodeled in 2012, this lovely home seamlessly blends historic charm with modern luxury. As you step inside, you'll be greeted by the stunning original pecky cypress, high ceilings, and an abundance of natural light. The floor plan offers a perfect balance

    Alison Elizalde MICHAEL SAUNDERS & COMPANY

    1750 Seminole Dr, Sarasota, FL 34239
  • /2

    $4,450,000 Sold Jan 02, 2025

    • 4,215 Sq Ft
    • $1056/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2020

    1623 North Dr, Sarasota, FL 34239

    We can’t remember the last time a home made us feel this way. Walking through this property, you instantly sense something extraordinary. Bringing a home like this to market is a rare privilege. Located in Cherokee Park, one of Sarasota’s most sought-after neighborhoods, this 4-bedroom, 4.5-bath home is a sanctuary of thoughtful design and unmatched craftsmanship. The oversized lot

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    1623 North Dr, Sarasota, FL 34239
  • /2

    $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

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Frequently Asked Questions

What is the average time to sell a house in Southside, FL?
The houses for sale in Southside, FL spend an average of 149 days on the market.
What is the number of active homes for sale in Southside, FL?
There are 48 active homes for sale in Southside, FL.

Home Trends in Southside, FL

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$1,850,000
Median Townhouse Sale Price
$2,950,000
Median 2 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$704
Number of Homes for Sale
48
Last 12 months Home Sales
60
Months of Supply
9.60
Median List Price
$1,898,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-2%
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