54

Southside Houses for Sale

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  • /28

    $648,500

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    1857 Siesta Dr, Sarasota, FL 34239

    Opportunity knocks in one of Sarasota’s most desirable locations! Situated just over the North Bridge and only one mile to the world-famous Siesta Key Beach, this charming 2-bedroom home sits on just under a 1/4 acre lot with NO HOA or deed restrictions. Whether you’re a first-time buyer wanting that coastal lifestyle, or an investor seeking your next high-potential property, this checks off all

    Agent Photo

    Noah Ward

    EXP REALTY LLC

    (941) 294-6143

    1857 Siesta Dr, Sarasota, FL 34239
  • /45

    $3,690,000

    • 5 Beds
    • 4.5 Baths
    • 3,478 Sq Ft

    2174 Mcclellan Pkwy, Sarasota, FL 34239

    Enjoy complete peace of mind with a FIRST FLOOR ELEVATION of 20.' FT ABOVE SEA LEVEL & AVERAGE GRADE AT RESIDENCE at 18'. *NO HURRICANE DAMAGE* This stunning custom-built, coastal contemporary WEST OF TRAIL residence in McClellan Park is a true gem! Completed in June 2022, this spacious residence features 5 bedrooms, 4.5 baths, and an in-home elevator, offering comfort and convenience across two

    Agent Photo

    Mary Dickey

    Barclays Real Estate Group 1

    (941) 206-6993

    2174 Mcclellan Pkwy, Sarasota, FL 34239
  • /45

    $3,690,000

    • 5 Beds
    • 4.5 Baths
    • 3,478 Sq Ft

    2174 Mcclellan Pkwy, Sarasota, FL 34239

    Enjoy complete peace of mind with a FIRST FLOOR ELEVATION of 20.' FT ABOVE SEA LEVEL & AVERAGE GRADE AT RESIDENCE at 18'. *NO HURRICANE DAMAGE* This stunning custom-built, coastal contemporary WEST OF TRAIL residence in McClellan Park is a true gem! Completed in June 2022, this spacious residence features 5 bedrooms, 4.5 baths, and an in-home elevator, offering comfort and convenience across two

    Agent Photo

    Mary Dickey

    BARCLAYS REAL ESTATE GROUP 1

    (941) 206-7527

    2174 Mcclellan Pkwy, Sarasota, FL 34239
  • /67

    $3,699,000

    • 3 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    1547 Sandpiper Ln, Sarasota, FL 34239

    This one-of-a-kind, fully renovated residence is nestled in the heart of Sarasota’s historic McClellan Park—just steps from the bayfront, downtown, and Southside Village. Originally built by a well-known builder as his personal home and reimagined in 2022 by the previous owner, an interior designer, the property showcases timeless elegance, custom finishes, and exceptional privacy. Beyond

    Marlin Yoder HARRY ROBBINS ASSOC INC

    1547 Sandpiper Ln, Sarasota, FL 34239
  • /33

    $1,150,000 Open House 8/10

    • 3 Beds
    • 3 Baths
    • 2,013 Sq Ft

    1926 Morris St, Sarasota, FL 34239

    One or more photo(s) has been virtually staged. Rare West of the Trail home! Discover the perfect blend of vintage charm and modern convenience in this delightful home with an attached garage on a double lot. Known for its prime location, this home is ideally positioned between the world renowned Siesta Key beaches and minutes to the vibrant cultural hub of Downtown Sarasota, offering you the

    Tracy Seider RE/MAX ALLIANCE GROUP

    1926 Morris St, Sarasota, FL 34239
  • /28

    $589,000

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    2110 Goldenrod St, Sarasota, FL 34239

    Right Where You Want to Be—With a Pool That’s Ready to Dive Into! Att:Investors - ARBNB Income is $75,000This well-cared-for gem is all about location and lifestyle. New Roof in 2025 and New Pool Heater in 2024. Tucked into the private, dead-end street but just minutes to Siesta Key Beach, the Village, Sarasota Memorial, and loads of great local spots—you’ll feel right at home and right

    Steven Weiss REDFIN CORPORATION

    2110 Goldenrod St, Sarasota, FL 34239
  • /69

    $2,171,000

    • 4 Beds
    • 4.5 Baths
    • 3,554 Sq Ft

    3319 S Osprey Ave, Sarasota, FL 34239

    Motivated Seller – bring your offers! Just Added a $150K Custom Pool & Spa! Live the ultimate Florida lifestyle in this luxury new construction home (2023) by acclaimed builder M&J Pham Development, located between Siesta Key and Downtown Sarasota in the highly sought-after Southside School District. This elegant 4-bedroom, 4.5-bathroom residence blends upscale design with modern comfort and

    Laura Rode KELLER WILLIAMS ON THE WATER S

    3319 S Osprey Ave, Sarasota, FL 34239
  • /71

    $4,950,000

    • 5 Beds
    • 7 Baths
    • 6,128 Sq Ft

    1686 North Dr, Sarasota, FL 34239

    Welcome to this stunning 2021-built home in one of Sarasota’s most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable first-floor primary suite with a decadent bathroom with soaking tub, oversized marble shower, and access to the covered porch for your morning coffee.

    Samantha Callaway RE/MAX ALLIANCE GROUP

    1686 North Dr, Sarasota, FL 34239
  • /60

    $1,925,000

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    1857 Tulip Dr, Sarasota, FL 34239

    Modern luxury meets Florida beach house style in this impeccably renovated residence, located in the highly sought-after “West of the Trail” enclave — just minutes from Siesta Key’s world-renowned beaches and Downtown Sarasota’s cultural district.This designer 3-bedroom, 2-bath home offers nearly 1,900 square feet of refined interior space, thoughtfully reimagined for both elegant living

    Ralf Michael Guensch EXP REALTY LLC

    1857 Tulip Dr, Sarasota, FL 34239
  • /67

    $2,185,000 Open Fri 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,307 Sq Ft

    1864 Goldenrod St, Sarasota, FL 34239

    GREAT LOCATION – WEST OF THE TRAIL! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality

    Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    1864 Goldenrod St, Sarasota, FL 34239
  • /51

    $4,695,000

    • 4 Beds
    • 5 Baths
    • 3,821 Sq Ft

    1774 Cherokee Dr, Sarasota, FL 34239

    Welcome to this rarely available Cape Cod-style residence, a masterfully renovated home situated on an expansive 20,000 sq. ft. lot in Sarasota’s prestigious Cherokee Park. Perched 23 feet above sea level and nestled on a quiet extra wide tree-lined street with sidewalks in one of the area’s most coveted West of Trail neighborhoods in the top-rated Southside school district. This 4-bedroom, 3

    Lenore Treiman MICHAEL SAUNDERS & COMPANY

    1774 Cherokee Dr, Sarasota, FL 34239
  • /81

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 4,867 Sq Ft

    1671 South Dr, Sarasota, FL 34239

    Nestled on one of Sarasota's most sought-after streets, this classic brick residence on South Drive presents a rare opportunity to own a truly special property in the heart of Cherokee Park. Lovingly maintained by its original owner, the home rests on an exceptional, oversized lot - enhanced by deeded access from South Lodge Drive, adding a unique level of privacy and convenience. The timeless

    Kelly Quigley MICHAEL SAUNDERS & COMPANY

    1671 South Dr, Sarasota, FL 34239
  • /52

    $2,224,950 Open Sun 1PM - 4PM

    • 4 Beds
    • 5 Baths
    • 2,617 Sq Ft

    1815 Grove St, Sarasota, FL 34239

    Welcome to this beautifully designed pool home in the West of the Trail Sarasota neighborhood. This four-bedroom, three full and two-half-bath residence offers 2,617 square feet under air, 4,188 total, and blends modern style and comfort, with an unbeatable location. Built in 2013, this move-in-ready home features soaring ceilings, crown molding, engineered hardwood floors throughout,

    Elizabeth Snyder PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1815 Grove St, Sarasota, FL 34239
  • /36

    $3,300,000

    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    3348 Old Oak Dr, Sarasota, FL 34239

    Stunning Mid Century Masterpiece, close to beach and walk to Southside Village. Featuring cypress inside and out. High ceilings and open spaces offer comfort and airiness, while the walls of glass sliders and windows fill the interior with natural lighting while showcasing gorgeous views of the lush landscaping. The expansive great room features floor-to-ceiling sliders and a wood-burning

    Nora Johnson MICHAEL SAUNDERS & COMPANY

    3348 Old Oak Dr, Sarasota, FL 34239
  • /68

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,227 Sq Ft

    1713 North Dr, Sarasota, FL 34239

    Historic Cherokee Park: This prime, “West of the Trail” property with oak-lined boulevard streets and decorative light posts is located near Southside Village. At 20 feet elevation, this property has NO HISTORY OF FLOODING. There is a low annual HOA and no CDD’s. Situated on a picturesque lot, this home with a guest house boasts privacy and tranquility; surrounded by mature landscaping that

    Denise Mei MICHAEL SAUNDERS & COMPANY

    1713 North Dr, Sarasota, FL 34239
  • /76

    $1,999,999 New Construction

    • 4 Beds
    • 6 Baths
    • 2,847 Sq Ft

    3464 Camino Real, Sarasota, FL 34239

    Love where you live or rent it out! Now completed ( June 2025) perfect sun drenched vacation home or rental property.This beautiful new construction showcase home by Siesta Kay Properties has it all ! Peace of mind when it comes to hurricane proof estate! Solid masonry built thru two floors, impact windows and doors with heat and sound proof quadruple glass. Elevation 17.4 ft above the sea

    Sylvia Nowicki PREFERRED SHORE LLC

    3464 Camino Real, Sarasota, FL 34239
  • /35

    $1,990,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,005 Sq Ft

    1734 Wisconsin Ln, Sarasota, FL 34239

    Don’t miss out on your opportunity to own a rare NEW West of the Trail Modern Beauty. Canvas Sarasota represents your opportunity to own a modern Green Certified Home that is extremely Energy Efficient, Ecologically Conscious & Environmentally Friendly, Termite & Fire Resistant, Safe, Secure and Acoustically Sound. Enjoy the Florida lifestyle at its best in a bright and open floor plan with 9’6”

    Oliver McConnell MCCONNELL AND ASSOCIATES

    1734 Wisconsin Ln, Sarasota, FL 34239
  • /25

    $499,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    1740 Wisconsin Ln, Sarasota, FL 34239

    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. No question here, this property is being offered for it's tremendous location and potential to build new on this quaint treelined canopy street

    Dan Heschmeyers GULF SHORES REALTY

    1740 Wisconsin Ln, Sarasota, FL 34239
  • /33

    $1,095,000

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

    1735 Shoreland Dr, Sarasota, FL 34239

    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, 2-bath home spans 2,165 square feet and

    Derek Patti NEXTHOME EXCELLENCE

    1735 Shoreland Dr, Sarasota, FL 34239
  • /58

    $1,595,000

    • 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
  • /41

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 2,714 Sq Ft

    1884 Grove St, Sarasota, FL 34239

    This is one of the best values for a newer 2008-built, 2,700 sq. ft. home in the prime West of Trail location. Thoughtfully upgraded throughout, the home features high ceilings and beautifully finished open floor plan with an oversized kitchen island with seating area. The main level boasts wood floors, high-end appliances and custom cabinetry. The 3 bedroom, 3 bathroom home features a large

    Barbara May MICHAEL SAUNDERS & COMPANY

    1884 Grove St, Sarasota, FL 34239
  • /72

    $1,347,000

    • 4 Beds
    • 2.5 Baths
    • 2,131 Sq Ft

    1738 Siesta Dr, Sarasota, FL 34239

    Newer (2013) “West of Trail” offering with the perfect blend of charm and peace of mind — elevated 22 feet above sea level (X flood zone) with quick access to Siesta Key and zoned for the highly sought-after Southside Elementary. Thoughtfully designed for modern living, it features 3 bedrooms plus a flexible 4th bedroom, office, or gym, along with a versatile downstairs bonus room ideal for

    Ryan Adamson RE/MAX ALLIANCE GROUP

    1738 Siesta Dr, Sarasota, FL 34239
  • /46

    $1,095,000

    • 3 Beds
    • 3 Baths
    • 1,887 Sq Ft

    3837 Camino Real, Sarasota, FL 34239

    Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space... maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central

    Tammy Garner COLDWELL BANKER REALTY

    3837 Camino Real, Sarasota, FL 34239
  • /47

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    1881 Orchid St, Sarasota, FL 34239

    Step inside the soul of Sarasota’s mid-century renaissance, welcome to 1881 Orchid Street, where charm, craftsmanship, and modern upgrades converge in one of the city’s most evolving, investment-savvy neighborhoods: Poinsettia Park.This 3-bedroom, 2-bathroom home with a bonus room spans 1,710 square feet and sits on a quiet, tree-lined street where new custom homes are redefining the skyline

    David Perkowski PREFERRED SHORE LLC

    1881 Orchid St, Sarasota, FL 34239
  • /8

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft

    2504 Mulberry Terrace, Sarasota, FL 34239

    Welcome to one of Sarasota's most exclusive neighborhoods West of The Trail, where this charming home is nestled on an oversized double-wide lot measuring 12,500 sqft. This lot presents a unique opportunity for buyers looking to build their dream home, as it is one of the only corner lots available in the area. The existing home on the property is in need of demolition, making way for your vision

    Vladislav Konatar KONA REALTY

    2504 Mulberry Terrace, Sarasota, FL 34239
  • /97

    $6,599,000

    • 4 Beds
    • 4.5 Baths
    • 6,091 Sq Ft

    3576 San Remo Terrace, Sarasota, FL 34239

    One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in SarasotaDiscover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront

    Nazare Edelson COMPASS FLORIDA LLC

    3576 San Remo Terrace, Sarasota, FL 34239
  • /21

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    1773 South Dr, Sarasota, FL 34239

    The value of this property is in the land. On a 100-by-151-foot premium lot in one of Sarasota’s desirable neighborhoods, Cherokee Park, this property is ready for the next family to showcase their architectural vision by constructing a new luxury residence. The property resides on South Drive, a charming West of Trail Street, evidenced by grand century-old trees, lushly manicured landscaping and

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1773 South Dr, Sarasota, FL 34239
  • /28

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 3,321 Sq Ft

    1966 Hyde Park St, Sarasota, FL 34239

    **Motivated Seller** 2015 magnificently updated home located WEST OF THE TRAIL 5 bedroom/3.5 bathroom plus office.. This gated residence is ready for you to move in. As you enter you will be greeted with beautiful porcelain large format tiles throughout the bright open first floor plan with 10-foot ceilings. You will find Florida living at its best with large sliders connecting the screened pool

    Jorge Zea BLUE LIGHTHOUSE REALTY INC

    1966 Hyde Park St, Sarasota, FL 34239
  • /23

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft

    2315 Mcclellan Pkwy, Sarasota, FL 34239

    Superb value in this almost 1/2 acre parcel with a 1935 home in PRIME West of Trail McClellan Park. Build new or renovate this 3000+ home with some great "bones" plus plenty of room to add on. The home has high ceilings and beautiful woodwork on walls and floors. On the main level there is a large living area plus a family room, an oversized sunroom with a separate exterior entrance and a bedroom

    Barbara May MICHAEL SAUNDERS & COMPANY

    2315 Mcclellan Pkwy, Sarasota, FL 34239
  • /38

    $799,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,062 Sq Ft

    1622 Wisconsin Ln, Sarasota, FL 34239

    Welcome to your completely renovated, turnkey bungalow nestled in the heart of Sarasota's coveted Cherokee Park, perfectly situated "West of the Trail." Located on the tranquil Wisconsin Lane, this charming home is enveloped by a lush canopy of trees and surrounded by historic residences, offering unparalleled privacy and a serene, natural setting. Imagine being just minutes away from the

    Amanda Reichert FINE PROPERTIES

    1622 Wisconsin Ln, Sarasota, FL 34239
  • /62

    $6,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,359 Sq Ft

    1300 Tangier Way, Sarasota, FL 34239

    Experience the epitome of waterfront living in the sought-after San Remo neighborhood, ideally positioned at the tip of the peninsula. This exceptional 2022 custom-built residence offers sweeping panoramic views of Sarasota Bay and the city skyline, providing an unparalleled backdrop for everyday living. Boasting 4,359 square feet of thoughtfully designed living space, this home features 4

    Barbara May MICHAEL SAUNDERS & COMPANY

    1300 Tangier Way, Sarasota, FL 34239
  • /52

    $849,900

    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft

    3530 Flores Ave, Sarasota, FL 34239

    Situated in the sought after neighborhood of Granada, this charming home has been lovingly updated and well maintained. New roof in 2023, New A/C 2023. Close to the beautiful Siesta Key beaches, and downtown, this home has the perfect location. Nearby to Sarasota Hospital, Southside School, Nora Patterson Park, and Southside village, you are minutes to the park to watch sunset or have dinner at

    Karen Chandler MICHAEL SAUNDERS & COMPANY

    3530 Flores Ave, Sarasota, FL 34239
  • /56

    $1,249,000

    • 3 Beds
    • 2.5 Baths
    • 2,023 Sq Ft

    3716 Camino Real, Sarasota, FL 34239

    Discover a rare, expansive property nestled in one of Sarasota’s most coveted “West of Trail” neighborhoods. This .35-acre property sits gracefully above special flood zones and offers convenient access to Downtown Sarasota, Siesta Key, and the prestigious Field Club. Located within the esteemed Southside Elementary School District, this home combines the quiet charm of the Granada neighborhood

    Ryan Adamson RE/MAX ALLIANCE GROUP

    3716 Camino Real, Sarasota, FL 34239
  • /5

    $750,000

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    1958 Bougainvillea St, Sarasota, FL 34239

    If you've been waiting to build in Sarasota's most popular neighborhood these opportunities are rapidly disappearing. The desirability of this neighborhood continues to increase with additional interest after the storms. 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,

    Jenifer Schwell MICHAEL SAUNDERS & COMPANY

    1958 Bougainvillea St, Sarasota, FL 34239
  • /19

    $9,800,000

    • 7 Beds
    • 8 Baths
    • 7,181 Sq Ft

    3350 Old Oak Dr, Sarasota, FL 34239

    Rarely does an opportunity like this come to market, offering a piece of Old Florida on 2.1 lush acres and boasting breathtaking views of Sarasota Bay, Siesta Key, Bird Key, Ringling Bridge, and downtown Sarasota, this magnificent family compound features two custom-built Mid Century homes and a vacant lot, offering limitless possibilities. Designed to take advantage of the amazing views, the

    Nora Johnson MICHAEL SAUNDERS & COMPANY

    3350 Old Oak Dr, Sarasota, FL 34239
  • /19

    $6,500,000

    • 4 Beds
    • 4 Baths
    • 3,263 Sq Ft

    3350 Old Oak Dr, Sarasota, FL 34239

    Rarely does an opportunity like this come to market—a chance to own a piece of Old Florida on over an acre of lush, private grounds. Nestled in total seclusion, this extraordinary compound offers panoramic views of Sarasota Bay, Siesta Key, Bird Key, the Ringling Bridge, and downtown Sarasota. The property features a Mid-Century modern home alongside a vacant lot, creating endless possibilities

    Nora Johnson MICHAEL SAUNDERS & COMPANY

    3350 Old Oak Dr, Sarasota, FL 34239
  • /37

    $1,499,000

    • 4 Beds
    • 4 Baths
    • 2,853 Sq Ft

    1775 Stapleton St, Sarasota, FL 34239

    Would you like to be minutes to Siesta Key Beach with ease of access to downtown & other attractions? Look no further than in the family friendly, gated & hidden gem of a community - Granada Park. This "West of Trail" 4 bedroom, 4 bath sunny home is located 2.5 miles from downtown, 0.3 miles from Publix, 1 mile to Southside Elementary school, 1.5 miles to Southside Village and only 1.6 miles to

    Kate Taylor COLDWELL BANKER REALTY

    1775 Stapleton St, Sarasota, FL 34239
  • /51

    $1,799,000

    • 3 Beds
    • 3 Baths
    • 2,839 Sq Ft

    1616 North Dr, Sarasota, FL 34239

    One or more photo(s) has been virtually staged. Welcome to 1616 North Drive, Fourth in from the Bay in Coveted CHEROKEE PARK. EXCELLENT LOCATION to Build a New Home or Renovate the Existing Home on this Spacious 100' x 150' (15,000 Sq. Ft.) Lot. Boundary and Tree Survey Available upon Request.Walk Right Down the Sidewalk to Southside Elementary School. Over 2,800 Sq. Ft. of Living Area Including

    Chris Kernan RE/MAX ALLIANCE GROUP

    1616 North Dr, Sarasota, FL 34239
  • /45

    $650,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    3511 Camino Real, Sarasota, FL 34239

    MOTIVATED SELLER! Nestled in one of Sarasota's most sought-after West-of-Trail neighborhoods, this beautifully maintained single-family residence offers a perfect blend of coastal charm and modern convenience. Just minutes from Siesta Key and its world-renowned beaches, this home is surrounded by multi-million-dollar properties, making it an exceptional investment opportunity. This 2-bedroom,

    Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S

    3511 Camino Real, Sarasota, FL 34239
  • /64

    $6,900,000

    • 5 Beds
    • 7 Baths
    • 7,960 Sq Ft

    3544 San Remo Terrace, Sarasota, FL 34239

    Crowning the esteemed West-of-Trail neighborhood of San Remo Estates, this grand 7,960 sq ft waterfront property, carefully positioned to capture only breathtaking views, epitomizes luxury waterfront living. Sprawling bay and inter-coastal views, only panoramic, and rarely available here. This estate is not just a home; it is a resort in its own right, offering a lifestyle of unparalleled

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    3544 San Remo Terrace, Sarasota, FL 34239

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Why Live in Southside

Southside in Sarasota is an architecturally diverse neighborhood situated between Sarasota Bay and the Tamiami Trail corridor. The area is anchored by Southside Village, a walkable commercial district featuring popular eateries like Libby’s Neighborhood Brasserie and Veronica Fish and Oyster, as well as boutique shops such as Marmalade Salon and Beautiful You consignment store. The neighborhood's housing includes a mix of large Spanish Mediterranean homes, smaller Spanish Mission-style dwellings, modern-style homes, Colonial Revival homes, traditional Florida ranch-style homes, and colorful shotgun-style homes. Multi-family options include condominiums. Southside Elementary School, built in 1926 and listed on the National Register of Historic Places, is one of the highly rated schools serving the area, along with Brookside Middle and Sarasota High. The Sarasota campus of Sarasota Memorial Hospital and the Sarasota Art Museum are notable landmarks. Residents enjoy various attractions, including fishing and boating on Sarasota Bay, and access to Siesta Key via Siesta Drive. Parks like Nora Patterson Bay Island Park and Bonita Park offer green spaces with public art. The neighborhood is safer than the national average, and the Tamiami Trail provides easy access to Venice and Bradenton, both about 15 miles away, as well as public transportation options.

Home Trends in Southside, FL

Housing Trends

Median Sale Price
$314,900
Median Single Family Sale Price
$326,949
Median Townhouse Sale Price
$269,990
Median 2 Bedroom Sale Price
$300,000
Median 1 Bedroom Sale Price
$415,000
Average Price Per Sq Ft
$203
Number of Homes for Sale
9
Last 12 months Home Sales
122
Months of Supply
0.90
Median List Price
$314,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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