South Sarasota Homes

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  /56

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2225 Alice Rd, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Where else can you find approximately 1/2 acre so close to Siesta Key Beach on a DOUBLE LOT! This beautiful four-bedroom, fully remodeled home in the heart of South Sarasota, is literally minutes to Siesta Key and Turtle Beach. Featuring a gorgeous mature lot with an inground sprinkler system fed by a private well, on approximately 1/2 acres. With a

  

  Rachel Tritschler

  RE/MAX ALLIANCE GROUP

  (941) 300-4341

  2225 Alice Rd, Sarasota, FL 34231
• 

  Explore South Sarasota

• 

  

  

  /38

  $4,700 per month

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft
  • House for Rent

  4524 Riverwood Ave, Sarasota, FL 34231

  The WOW Factor! This upscale pool house has 3 bedrooms plus a den with a door. Den could be a 4th bedroom. Privacy fence and nicely landscaped yard along with a Lap Pool. Almost 2300 square feet of nicely appointed modern house. No carpet! Lots of upgrades include 10-foot ceilings. Completely upgraded kitchen and bathrooms. Plantation shutters thru out including plantation shutter sliders leading

  

  Alba Lange

  WAGNER REALTY

  (941) 340-2451

  4524 Riverwood Ave, Sarasota, FL 34231
• 

  

  /2

  $2,600,000 Sold Sep 12, 2025

  • 3,805 Sq Ft
  • $683/SF
  • 41 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2017

  1530 Pine Bay Dr, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Welcome to The Islamorada—a 2017-built coastal contemporary residence by Heritage Builders, ideally located in the highly sought-after Oyster Bay neighborhood of Sarasota. Blending expert craftsmanship with elegant design, this exceptional home offers the rare combination of luxury, privacy, and convenience—just moments from The Field Club, Siesta

  Kelly Baldwin COLDWELL BANKER REALTY

  1530 Pine Bay Dr, Sarasota, FL 34231
• 

  

  

  /31

  Est $477,663 Not Listed For Sale

  • 3 Beds
  • 1,490 Sq Ft

  2011 Outer Dr, Sarasota, FL 34231

  2011 Outer Dr, Sarasota, FL 34231
• 

  

  

  /50

  $615,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  2244 Palm Terrace, Sarasota, FL 34231

  DOUBLE LOT. SEE ATTACHED LETTER FROM COUNTY STATING 2 HOMES CAN BE BUILT ON PROPERTY. HOME IS RENTED UNTIL JUNE OF 2026. Will consider sale if interested but lease will need to be honored. View Matterport Virtual Tour LINK 2 . Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 239-4390

  2244 Palm Terrace, Sarasota, FL 34231
• 

  

  /26

  $3,100 per month

  • 2 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • House for Rent

  1817 Ivanhoe St Unit A&B, Sarasota, FL 34231

  FULLY FURNISHED #A 2 x 2 Available 5/1/25 Short term $5,500/mo or Long Term $3,495/mo. Guest House, Unit #B, Unavailable until 4/1/25 - 2 bedroom x 1 Bathroom $2,500/mo. > Annual rental. Freshly renovated house with brand new kitchen and new bathrooms!When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood.When you walk in, you

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 368-3924

  1817 Ivanhoe St Unit A&B, Sarasota, FL 34231
• 

  /2

  $749,000 Sold Sep 09, 2025

  • 2,500 Sq Ft
  • $300/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  2054 Roselawn St, Sarasota, FL 34231

  Nestled in the heart of Sarasota’s charming landscape, this exceptional duplex is a true hidden gem. The front unit offers 2 bedrooms and 2 bathrooms, while the back unit features 2 bedrooms and 1 bathroom, providing flexibility and opportunity for a variety of lifestyles. Whether you envision a lucrative vacation rental, an income-producing property, or a private residence, this duplex

  Curtis Ware KW COASTAL LIVING III

  2054 Roselawn St, Sarasota, FL 34231
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  /32

  Est $426,129 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,729 Sq Ft

  3913 S Shade Ave, Sarasota, FL 34231

  3913 S Shade Ave, Sarasota, FL 34231
• 

  

  /23

  $77,900 Pending

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2320 Bee Ridge Rd Unit 97, Sarasota, FL 34239

  SUMMER SALE ALERT! Lot Rent WAIVED for ALL of 2025 when you buy now! Don't miss out on this limited-time offer. BRAND NEW 2 bedroom, 2 bath with porch, minutes to Siesta Key! This 2025 CHAMPION home comes loaded with tons of natural lighting. The kitchen features upgraded cabinets, stainless steel appliances, subway tile backsplash, dual sink with gooseneck faucet and garbage disposal. The

  Jocelyn Allen

  MHV II TRS LLC

  (941) 999-3387

  2320 Bee Ridge Rd Unit 97, Sarasota, FL 34239
• 

  

  /20

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  2424 Whippoorwill Cir, Sarasota, FL 34231

  Property Id: 2136319Welcome to this charming fully furnished 3-bedroom, 2-bathroom Sarasota rental home offering comfort, space, and convenience. The inviting open layout is filled with natural light, and the kitchen flows seamlessly into the dining and living areas—perfect for everyday living or entertaining. Outside, enjoy a fenced-in yard with mature landscaping, providing privacy and

  2424 Whippoorwill Cir, Sarasota, FL 34231
• 

  /2

  $655,000 Sold Aug 22, 2025

  • 1,860 Sq Ft
  • $352/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1986

  2320 James Ln, Sarasota, FL 34231

  Welcome to 2320 James Lane—A private Sarasota escape with designer touches and resort-style outdoor living! Nestled on a peaceful street just minutes from the heart of Sarasota, this beautifully updated residence is a rare blend of elegant finishes, thoughtful design, and true indoor-outdoor Florida living. From the moment you arrive, you'll feel the warmth and charm that make this property stand

  Clifford Howell KELLER WILLIAMS TAMPA PROP.

  2320 James Ln, Sarasota, FL 34231
• 

  /2

  Est $1,584,824 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,733 Sq Ft

  1804 Kenilworth St, Sarasota, FL 34231

  1804 Kenilworth St, Sarasota, FL 34231
• 

  

  /60

  $1,500,000

  • 3 Beds
  • 3.5 Baths
  • 2,401 Sq Ft

  5329 Palos Verdes Dr, Sarasota, FL 34231

  If you’re looking for charm, a chic vibe and water views that will take your breath away, welcome home! This three-bedroom, three-bath gem in River Forest blends laid-back Florida living with stylish hacienda touches and smart updates that make it totally move-in ready. The first wow moment hits as soon as you walk in: original oak floors shine, and a wall of glass frames a stunning view of the

  

  Roberta Tengerdy, PA

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 390-1998

  5329 Palos Verdes Dr, Sarasota, FL 34231
• 

  

  /11

  $2,650 per month

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • House for Rent

  2393 Aubrey Ln, Sarasota, FL 34231

  Ready to move-in 3-bedroom, 2-bath home nestled on a spacious corner lot in the heart of Sarasota. This inviting property offers over 1,500 sq ft of living space with an open layout, tile and wood flooring throughout (no carpet!), and a cozy fireplace that adds warmth and charm. Enjoy the Florida lifestyle with a large fenced yard perfect for pets or play. Additional features include a 2-car

  Maureen Plichta STRINGER MANAGEMENT INC

  2393 Aubrey Ln, Sarasota, FL 34231
• 

  /2

  $665,000 Sold Aug 20, 2025

  • 2,213 Sq Ft
  • $300/SF
  • 153 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1981

  2299 Riverwood Ct, Sarasota, FL 34231

  Conveniently located just minutes to Siesta Key Beach, Shopping, Schools & more; yet situated on a private cul-de-sac within an oversized lot; this truly is a unique opportunity for your next home. Open and bright updated gourmet kitchen with natural stone countertops and large center island, 5 burner gas range, breakfast bar, double oven, wet bar and deep walk-in pantry. Updated Bathrooms

  Ben Cannon BRIGHT REALTY

  2299 Riverwood Ct, Sarasota, FL 34231
• 

  

  /54

  Est $3,516,177 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,625 Sq Ft

  4050 Camino Real, Sarasota, FL 34231

  4050 Camino Real, Sarasota, FL 34231
• 

  

  /14

  $975,000

  • Land
  • 0.25 Acre
  • $3,900,000 per Acre

  1817 Ivanhoe St, Sarasota, FL 34231

  West of the Trail LOT Discover the perfect blend of location and lifestyle, nestled in the highly sought-after West of the Trail neighborhood. This exceptional property is NOT in a flood zone and places you just minutes from some of Sarasota’s finest attractions.??*** Prime Location:***Only a 5 minute drive to Siesta Key and the world-famous Siesta Key Beach, known for its powdery

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 344-3759

  1817 Ivanhoe St, Sarasota, FL 34231
• 

  

  /20

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Condo for Rent

  2229 Alice Rd Unit ID1291587P, Sarasota, FL 34231

  This 3-bedroom home in Sarasota, FL, offers everything you need for an amazing vacation. With a private pool, fire pit, outdoor patio and dining area, and a BBQ grill, this home is perfect for relaxation and entertainment. The property also features a game house with a ping pong table, basketball hoops, and bikes for both children and adults. Inside, you'll find a den with a smart TV and

  2229 Alice Rd Unit ID1291587P, Sarasota, FL 34231
• 

  /2

  $410,000 Sold Aug 11, 2025

  • 1,440 Sq Ft
  • $285/SF
  • 68 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1970

  1802 Robinhood St, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Unlock an extraordinary investment opportunity with this meticulously maintained duplex, poised to generate an impressive rental income of $2,200 per side. Each unit exudes charm with its tile flooring, stylish tile countertops, modern white appliances, and double basin sinks in the kitchens, all designed for easy upkeep and a sleek contemporary

  Rachel Woodruff HOUSE MATCH

  1802 Robinhood St, Sarasota, FL 34231
• 

  

  /54

  Est $807,905 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,186 Sq Ft

  5016 Riverwood Ave, Sarasota, FL 34231

  5016 Riverwood Ave, Sarasota, FL 34231
• 

  

  /14

  $359,777

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2029 Palm Terrace, Sarasota, FL 34231

  Income Producing Duplex located just off US41 in South Sarasota. Each unit is a 1 bedroom 1 bathroom with Vinyl Floors on both sides (left side newly replaced vinyl) and some tile. Galley style kitchens with Refrigerator and range and door to backyard. Full size bathroom with shower. Annual leases through Sept 2025 & July 2026. Combined Gross rents are $2,545/mo . Separately metered electric.

  

  Dane Peterson

  RELAX REALTY GROUP INC

  (941) 206-9990

  2029 Palm Terrace, Sarasota, FL 34231
• 

  

  /67

  $10,000 per month

  • 4 Beds
  • 4.5 Baths
  • 4,144 Sq Ft
  • House for Rent

  3920 Red Rock Way, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Discover a rare opportunity to lease a one-of-a-kind Sarasota residence perfectly positioned on over three-quarters of an acre along Roberts Bay. This charming four-bedroom, four-and-a-half-bath home offers more than 4,100 sq. ft. of thoughtfully designed space, great for entertaining or everyday living. Inside you will notice timeless details, like

  Angela Adams MICHAEL SAUNDERS & COMPANY

  3920 Red Rock Way, Sarasota, FL 34231
• 

  /2

  $500,000 Sold Aug 11, 2025

  • 2,181 Sq Ft
  • $229/SF
  • 132 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  4062 S Shade Ave, Sarasota, FL 34231

  Mid-Century Modern Atomic Ranch Main Home with Cathedral Ceilings and income generating "Casetta" AirBnB, Guest House in the back yard, or could be Mother-In-Law/adult child independent accommodation. The main house is a 3-bedroom, 2-bath plus huge bonus room located in one of Sarasota’s top school districts, this spacious home offers a flexible open layout with long sight lines, The open-concept

  Albert Wooster ALBERT WOOSTER & COMPANY

  4062 S Shade Ave, Sarasota, FL 34231
• 

  

  /40

  Est $3,172,455 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,580 Sq Ft

  1429 Westbrook Dr, Sarasota, FL 34231

  1429 Westbrook Dr, Sarasota, FL 34231
• 

  /2

  $1,099,000

  • Land
  • 0.42 Acre
  • $2,616,667 per Acre

  3960 Sunshine Ave Unit 7607003, Sarasota, FL 34231

  Vacant Land Opportunity / Buildable Lot(s) – 2nd Lot available.Build your dream home West of the Trail in the heart of Sarasota! This vacant lot offers the perfect blend of privacy, convenience, and lifestyle—just minutes from world-famous Siesta Key Beach, consistently ranked the #1 Beach in the USA.Property Highlights:**Spacious vacant lot ready for your vision/ Builder

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 401-4674

  3960 Sunshine Ave Unit 7607003, Sarasota, FL 34231
• 

  

  /8

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  2132 Roselawn St, Sarasota, FL 34231

  Property Id: 2015986Discover this charming studio cottage offering approx. Comfortable living space. Featuring a full kitchen, one bathroom, and an open layout, this cottage is perfect for those seeking simplicity and convenience. Located just minutes from beautiful beaches, shopping, dining, and local attractions. Ideal for a low-maintenance lifestyle in a highly desirable area. Don't

  2132 Roselawn St, Sarasota, FL 34231
• 

  /2

  $775,000 Sold Jul 24, 2025

  • 1,722 Sq Ft
  • $450/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  5238 Susan Ave, Sarasota, FL 34231

  Welcome to your own private retreat, where every corner of this property has been thoughtfully designed to inspire year-round relaxation, entertaining, and everyday convenience. Just 3 miles from Siesta Key, this 3 bedroom, 2 bathroom home with over 1,700 sq ft of living space blends modern comforts with breezy Florida charm and outdoor living that truly feels like a resort. The backyard is a

  Toni Zarghami KW COASTAL LIVING III

  5238 Susan Ave, Sarasota, FL 34231
• 

  

  /46

  Est $700,557 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,360 Sq Ft

  2432 Whippoorwill Cir, Sarasota, FL 34231

  2432 Whippoorwill Cir, Sarasota, FL 34231
• 

  /2

  $8,350,000

  • Land
  • 4.77 Acres
  • $1,750,524 per Acre

  4101 S School Ave, Sarasota, FL 34231

  Prime Development Opportunity in Sarasota – 4.77± Acres with Approved PUD-3 Zoning Presenting a rare and exceptional opportunity for builders and developers in the heart of Sarasota. Located at 4101 and 4103 South School Avenue, this expansive 4.77± acre double-parcel property is perfectly positioned adjacent to the newlyredeveloped Bath and Racquet Club, placing it at the edge of one of

  

  Simone Student

  John R Wood Properties

  (941) 352-8159

  4101 S School Ave, Sarasota, FL 34231
• 

  

  /17

  $2,775 per month

  • 2 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • House for Rent

  1832 Worrington St, Sarasota, FL 34231

  Rare opportunity for annual lease on this adorable Florida Bungalow WEST of the trail in Sarasota. This home offers hardwood flooring throughout, two large bedrooms with large closets, 2 bathrooms and a large galley kitchen. Available for 6 month and annual lease. Call agent for more details.

  Alexandra Lawson-baker PREFERRED SHORE LLC

  1832 Worrington St, Sarasota, FL 34231
• 

  /2

  $788,000 Sold Jul 24, 2025

  • 2,176 Sq Ft
  • $362/SF
  • 231 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1963

  1922 Field Rd, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Serene Oasis West of the Trail - No Flooding or home damage from hurricanes, high and dry!Welcome to your dream retreat in this highly sought-after West of the Trail neighborhood! This expansive 18,500 square foot lot offers an extraordinary opportunity to embrace a lifestyle of luxury and tranquility. Featuring a charming 3-bedroom, 3-bath

  Thomas Cail RE/MAX ALLIANCE GROUP

  1922 Field Rd, Sarasota, FL 34231
• 

  

  /73

  Est $806,851 Not Listed For Sale

  • 6 Beds

  2474 Missara, Sarasota, FL 34231

  2474 Missara, Sarasota, FL 34231
• 

  

  /15

  $2,000

  • 1 Bath

  2320 Bee Ridge Rd Unit 144A, Sarasota, FL 34239

  Investor Special $2,000! Charming 1 bed 1 bath located near Siesta Key Beach at Villager Resort, a 55+ community. Owner has no knowledge of home. Land Lease $888.77/mo includes water, sewer, trash, and lawn maintenance. Call today!

  Jocelyn Allen

  MHV II TRS LLC

  (941) 390-2930

  2320 Bee Ridge Rd Unit 144A, Sarasota, FL 34239
• 

  

  /7

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft
  • Apartment for Rent

  4035 S School Ave Unit A8, Sarasota, FL 34231

  Newly remodeled 1/1 near the heart of Sarasota. Near Bee Ridge & 41 intersection, close the the beach, shopping, restaurants and downtown. Stainless appliances, laminate wood flooring and 2 sets of sliding glass doors for lots of light. Complex has a swimming pool and washers & dryers on site. Small, quite complex located off side streets. No smoking, annual lease. First, Last & security

  Kelly Anderson RE/MAX ALLIANCE GROUP

  4035 S School Ave Unit A8, Sarasota, FL 34231
• 

  /2

  $1,900,000 Sold Jul 21, 2025

  • 4,775 Sq Ft
  • $398/SF
  • 63 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2004

  4153 Camino Real, Sarasota, FL 34231

  ***Price Improvement*** Discover an exceptional opportunity West of The Trail with this stunning residence, offering nearly 4,800 sq ft of luxurious living space. Originally re-built in 2004 by one of the area's most respected commercial contractors, this home was his personal residence during the renovations, ensuring it was built with the highest quality standards. The home combines elegance

  Melissa Rogier BRIGHT REALTY

  4153 Camino Real, Sarasota, FL 34231
• 

  

  /61

  Est $3,068,563 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,921 Sq Ft

  1409 Westbrook Dr, Sarasota, FL 34231

  1409 Westbrook Dr, Sarasota, FL 34231
• 

  

  /75

  $6,695,000

  • 6 Beds
  • 6.5 Baths
  • 6,462 Sq Ft

  1137 N Lake Shore Dr, Sarasota, FL 34231

  Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern

  Joel Schemmel DOUGLAS ELLIMAN

  1137 N Lake Shore Dr, Sarasota, FL 34231
• 

  

  /35

  $3,800 per month

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft
  • House for Rent

  2115 Alvarado Ln, Sarasota, FL 34231

  Location, location, location! This property is conveniently positioned on cul-de-sac, close to Tamiami Trail (just East of US 41), near Siesta Key and Lido Key Beaches, downtown, shopping, an exceptional dining options, and in A-rated school districts. Unique family home, featuring wide paved driveway, 1 car garage, private, fenced backyard with open pool, seating arrangement under the pergola

  Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

  2115 Alvarado Ln, Sarasota, FL 34231
• 

  /2

  $387,000 Sold Jul 18, 2025

  • 1,195 Sq Ft
  • $324/SF
  • 75 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1981

  2316 Bradford St, Sarasota, FL 34231

  Discover the perfect blend of comfort, convenience, and opportunity in this 3-bedroom, 3-bathroom home with a SEPARATE Mother-In-Law suite. Ideally located just 3 miles from Siesta Key, 4.5 miles from Downtown Sarasota, and 0.5 miles from The Landings, this beautifully landscaped property sits on a quiet street, offering a peaceful retreat while being minutes from shopping, dining, and top-rated

  Hailey Kendall WILLIAM RAVEIS REAL ESTATE

  2316 Bradford St, Sarasota, FL 34231
• 

  

  /50

  Est $2,915,207 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,683 Sq Ft

  1451 Rebecca Ln, Sarasota, FL 34231

  1451 Rebecca Ln, Sarasota, FL 34231

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