Southside Homes for Sale

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  /100

  $4,395,000

  New Construction Open Wed 1PM - 3PM $100K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,106 Sq Ft

  3800 Flores Ave, Sarasota, FL 34239

  NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living.

  

  Joshua Freed

  PREFERRED SHORE LLC

  3800 Flores Ave, Sarasota, FL 34239
• Explore Southside

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  /76

  $7,995,000

  $800K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,705 Sq Ft

  3631 San Remo Terrace, Sarasota, FL 34239

  Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal

  Joel Schemmel DOUGLAS ELLIMAN

  3631 San Remo Terrace, Sarasota, FL 34239
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  /77

  $5,985,000

  $265K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,310 Sq Ft

  1389 Tangier Way, Sarasota, FL 34239

  Virtually Staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers

  Joel Schemmel DOUGLAS ELLIMAN

  1389 Tangier Way, Sarasota, FL 34239
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  /57

  $1,950,000

  $45K PRICE DROP

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

  3319 S Osprey Ave, Sarasota, FL 34239

  A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship,

  Adnan Dedic COMPASS FLORIDA LLC

  3319 S Osprey Ave, Sarasota, FL 34239
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  /79

  $5,900,000

  • 5 Beds
  • 9 Baths
  • 6,355 Sq Ft

  1655 South Dr, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1655 South Dr, Sarasota, FL 34239
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  /64

  $228,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 118, Sarasota, FL 34239

  Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle.

  Rory McDonald PREFERRED SHORE LLC

  3700 S Osprey Ave Unit 118, Sarasota, FL 34239
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  /100

  $8,250,000

  • 5 Beds
  • 5.5 Baths
  • 5,664 Sq Ft

  1525 Mallard Ln, Sarasota, FL 34239

  A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the

  Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

  1525 Mallard Ln, Sarasota, FL 34239
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  /54

  $1,499,000

  Open Sun 2PM - 4PM $96K PRICE DROP

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

  1775 Stapleton St, Sarasota, FL 34239

  Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid

  Andrew Tanner PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1775 Stapleton St, Sarasota, FL 34239
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  /31

  $625,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  1704 Wisconsin Ln, Sarasota, FL 34239

  Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores.This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll

  Oliver McConnell MCCONNELL AND ASSOCIATES

  1704 Wisconsin Ln, Sarasota, FL 34239
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  /66

  $1,445,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  1780 Spring Creek Dr, Sarasota, FL 34239

  Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive.Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that

  Adnan Dedic COMPASS FLORIDA LLC

  1780 Spring Creek Dr, Sarasota, FL 34239
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  /46

  $3,150,000

  New Construction

  • 3 Beds
  • 4 Baths
  • 2,844 Sq Ft

  1959 Wisteria St, Sarasota, FL 34239

  Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love!This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches.Designed and built with Majestik

  Michael Hankin MAJESTIK REALTY, INC

  1959 Wisteria St, Sarasota, FL 34239
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  /54

  $2,650,000

  New Construction $300K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,810 Sq Ft

  3512 Camino Real, Sarasota, FL 34239

  3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to

  Mark Coppens EXP REALTY LLC

  3512 Camino Real, Sarasota, FL 34239
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  /54

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 3,784 Sq Ft

  2045 Goldenrod St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed

  Victoria Turner MICHAEL SAUNDERS & COMPANY

  2045 Goldenrod St, Sarasota, FL 34239
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  /30

  $169,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 115, Sarasota, FL 34239

  West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just

  Robin De Busk STRINGER MANAGEMENT INC

  3700 S Osprey Ave Unit 115, Sarasota, FL 34239
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  /97

  $5,799,995

  $1M PRICE DROP

  • 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
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  /41

  $2,997,000

  $98K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,377 Sq Ft

  1794 Cunliff Ln, Sarasota, FL 34239

  Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed

  Jill Berg MICHAEL SAUNDERS & COMPANY

  1794 Cunliff Ln, Sarasota, FL 34239
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  /12

  $590,000

  $60K PRICE DROP

  • Land
  • 5,662 Sq Ft
  • $4,538,462 per Acre

  3625 Jacinto Ct, Sarasota, FL 34239

  This property offers an opportunity to secure a homesite in the highly desirable West of Trail neighborhood. Situated on a quiet residential street, this property presents the chance to build a custom residence in a location known for its charm, convenience, and long-term value. The existing structure on the property is a modest single-family home, but the true value here lies in the land and the

  Marc Rasmussen CORCORAN DWELLINGS REALTY

  3625 Jacinto Ct, Sarasota, FL 34239
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  /17

  $650,000

  • 4 Beds
  • 4 Baths
  • 1,680 Sq Ft

  1824 Webber St Unit 18, Sarasota, FL 34239

  Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment.The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a

  Ryan Carson RE/MAX ALLIANCE GROUP

  1824 Webber St Unit 18, Sarasota, FL 34239
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  /79

  $4,490,000

  New Construction

  • 4 Beds
  • 6 Baths
  • 3,262 Sq Ft

  1800 Webber St, Sarasota, FL 34239

  Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of

  Faith Stutzman PHAM REALTY GROUP LLC

  1800 Webber St, Sarasota, FL 34239
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  /97

  $3,200,000

  • 4 Beds
  • 4 Baths
  • 3,161 Sq Ft

  1915 Clematis St, Sarasota, FL 34239

  A timeless statement of modern luxury, this impeccably reimagined West of Trail residence exudes sophistication, serenity and refined coastal elegance. Completely remodeled, professionally designed and expertly curated, this extraordinary Sarasota home showcases one-of-a-kind craftsmanship, elevated design and exceptional finishes throughout, creating an unparalleled luxury living experience in

  Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1915 Clematis St, Sarasota, FL 34239
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  /48

  $1,795,000

  $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft

  1865 Orchid St, Sarasota, FL 34239

  Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience.

  Tina Ellis COMPASS FLORIDA LLC

  1865 Orchid St, Sarasota, FL 34239
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  $225,000

  $12K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 205, Sarasota, FL 34239

  This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The

  Roman Donato Ruiz LPT REALTY, LLC

  3700 S Osprey Ave Unit 205, Sarasota, FL 34239
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  /65

  $1,895,000

  $100K PRICE DROP

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

  3331 Old Oak Dr, Sarasota, FL 34239

  A private, gated masterpiece where Old Florida romance meets modern coastal luxury.Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks,

  Adnan Dedic COMPASS FLORIDA LLC

  3331 Old Oak Dr, Sarasota, FL 34239
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  /33

  $299,000

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 214, Sarasota, FL 34239

  Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North

  Andrea Cohen COLDWELL BANKER REALTY

  3700 S Osprey Ave Unit 214, Sarasota, FL 34239
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  /45

  $1,599,000

  New Construction Open Wed 1PM - 2PM $51K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,910 Sq Ft

  1734 Wisconsin Ln, Sarasota, FL 34239

  Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design,

  Keith Kleppinger COLDWELL BANKER REALTY

  1734 Wisconsin Ln, Sarasota, FL 34239
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  /73

  $3,790,000

  New Construction Open Sun 1PM - 4PM

  • 5 Beds
  • 5 Baths
  • 3,640 Sq Ft

  1805 Goldenrod St, Sarasota, FL 34239

  Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an

  Faith Stutzman PHAM REALTY GROUP LLC

  1805 Goldenrod St, Sarasota, FL 34239
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  /67

  $2,860,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,165 Sq Ft

  1870 Jasmine Dr, Sarasota, FL 34239

  Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality.A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking

  Samantha Jennen PREFERRED SHORE LLC

  1870 Jasmine Dr, Sarasota, FL 34239
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  /82

  $3,790,000

  New Construction $100K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 4,755 Sq Ft

  1850 Webber St, Sarasota, FL 34239

  Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired

  Kelly Gettel COLDWELL BANKER REALTY

  1850 Webber St, Sarasota, FL 34239
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  /47

  $6,950,000

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,450 Sq Ft

  1504 S Lodge Dr, Sarasota, FL 34239

  Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a

  Melody Davis COLDWELL BANKER REALTY

  1504 S Lodge Dr, Sarasota, FL 34239
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  /46

  $1,749,999

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  1905 Tulip Dr, Sarasota, FL 34239

  **This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious

  Ryan Miller HARRY ROBBINS ASSOC INC

  1905 Tulip Dr, Sarasota, FL 34239
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  /56

  $1,395,000

  $80K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,435 Sq Ft

  1704 Fortuna St, Sarasota, FL 34239

  Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and

  Kelly Baldwin COLDWELL BANKER REALTY

  1704 Fortuna St, Sarasota, FL 34239
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  /30

  $11,500,000

  New Construction $1M PRICE DROP

  • 5 Beds
  • 8 Baths
  • 7,110 Sq Ft

  1610 N Lodge Dr, Sarasota, FL 34239

  Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in

  Kelly Gettel COLDWELL BANKER REALTY

  1610 N Lodge Dr, Sarasota, FL 34239
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  /34

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  3360 S Osprey Ave Unit 104B, Sarasota, FL 34239

  Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage

  Marlin Yoder HARRY ROBBINS ASSOC INC

  3360 S Osprey Ave Unit 104B, Sarasota, FL 34239
• 

  

  /22

  $209,000

  $31K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239

  West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest

  Kelly Anderson RE/MAX ALLIANCE GROUP

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239
• 

  /2

  $2,000,000

  • Land
  • 20,037 Sq Ft
  • $4,347,826 per Acre

  1749 Cherokee Dr, Sarasota, FL 34239

  This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot is also available.

  Rogers Moore COLDWELL BANKER REALTY

  1749 Cherokee Dr, Sarasota, FL 34239
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  /62

  $4,000,000

  $790K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 4,660 Sq Ft

  1400 Siesta Dr, Sarasota, FL 34239

  Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive

  Matthew Voss PREFERRED SHORE LLC

  1400 Siesta Dr, Sarasota, FL 34239
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  /92

  $12,750,000

  $500K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 8,125 Sq Ft

  3000 Southwest Dr, Sarasota, FL 34239

  One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  3000 Southwest Dr, Sarasota, FL 34239
• 

  

  /58

  $1,799,500

  Open Sat 12PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,330 Sq Ft

  1864 Clematis St, Sarasota, FL 34239

  This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with

  George Raines III PREFERRED SHORE LLC

  1864 Clematis St, Sarasota, FL 34239
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  /36

  $6,000,000

  New Construction Open Sat 1PM - 4PM

  • 5 Beds
  • 9 Baths
  • 4,765 Sq Ft

  2100 Mcclellan Pkwy, Sarasota, FL 34239

  Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half

  Faith Stutzman PHAM REALTY GROUP LLC

  2100 Mcclellan Pkwy, Sarasota, FL 34239
• 

  /2

  $2,000,000

  • Land
  • 20,037 Sq Ft
  • $4,347,826 per Acre

  1759 Cherokee Dr, Sarasota, FL 34239

  An exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designatedbuilder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot MLS A4686830 is also for sale.

  Rogers Moore COLDWELL BANKER REALTY

  1759 Cherokee Dr, Sarasota, FL 34239

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Why Live in Southside

Sarasota's Southside is an architecturally diverse neighborhood that sits between Sarasota Bay and the Tamiami Trail corridor. The area is anchored by Southside Village, a walkable commercial district that features popular eateries like Libby’s Neighborhood Brasserie and Veronica Fish and Oyster, as well as boutique shops like Marmalade Salon and Beautiful You. The neighborhood's housing includes a mix of large Spanish Mediterranean homes, smaller Spanish Mission-style dwellings, modern-style properties, Colonial Revivals, traditional Florida ranch-style homes and colorful shotgun-style houses. There are also multi-family condominiums available. Southside Elementary School is one of the highly rated schools serving the area, along with Brookside Middle and Sarasota High. Notable community buildings include Sarasota Memorial Hospital and the Sarasota Art Museum. Residents can enjoy fishing and boating on Sarasota Bay, and they have easy access to Siesta Key via Siesta Drive. Parks like Nora Patterson Bay Island Park and Bonita Park offer green spaces with public art. Tamiami Trail provides easy access to Venice and Bradenton, both about 15 miles away, and public transportation options like buses are available.

Learn more about living in Southside

Southside Home Prices vs. Nearby Sarasota, FL Neighborhoods

	Southside	Davis Islands	Palma Ceia West	Hudson Bayou
Median Home Price	$2,075,000	$1,899,000	$1,525,000	$2,500,000
Median Sale Price	$1,750,000 +9% YoY	$1,320,000 +4% YoY	$1,650,000 +54% YoY	$1,600,000 -35% YoY
Median Single Family Price	$2,150,000	$2,117,500	$1,525,000	$1,950,000
Total Active Listings	49	50	6	22
Market Conditions	7 Months of Supply Buyer's Market	6 Months of Supply Buyer's Market	3 Months of Supply Seller's Market	11 Months of Supply Buyer's Market

Frequently Asked Questions

Is Southside a good place to live?

Southside is a good place to live. Southside is considered somewhat walkable and bikeable with minimal transit options. Southside has 6 parks for recreational activities. It is fairly sparse in population with 5.0 people per acre and a median age of 51. The average household income is $137,412 which is above the national average. College graduates make up 59.8% of residents. A majority of residents in Southside are home owners, with 22% of residents renting and 78% of residents owning their home. A local real estate agent serving Southside can help you decide if this neighborhood is the right one for you. Learn more on our Southside neighborhood guide.

Is Southside, FL a safe neighborhood?

Southside, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.

How much do you need to make to afford a house in Southside?

The median home price in Southside is $2,075,000. If you put a 20% down payment of $415,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $10,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $447K a year to afford the median home price in Southside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Southside is $137K.

What are the best public schools in Southside?

The best public schools that serve Southside are:

• Phillippi Shores Elementary School has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.8.
• Riverview High School has an A Niche grade, a student teacher ratio of 20:1 and an average review score of 3.9.
• Southside Elementary School has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 3.6.

What are the best private schools in Southside?

The best private schools that serve Southside are:

• Out-Of-Door Academy has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.6.
• Incarnation Catholic School has an A Niche grade, a student teacher ratio of 11:1 and an average review score of 4.8.
• Agape Christian School Of Sarasota has a student teacher ratio of 8:1.

What are the most popular zip codes in Southside, Sarasota, FL?

The most popular zip codes in Southside, Sarasota, FL include 34239, 34231, 34242, 34236 and 34237.

What are the most popular neighborhoods near Southside, Sarasota, FL?

The most popular neighborhoods near Southside, Sarasota, FL are Arlington Park, Hudson Bayou, Southgate, South Sarasota and Downtown Sarasota.