12,336

Homes in ZIP Code 34242

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  • /56

    $929,000

    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    6518 Midnight Pass Rd Unit 310, Sarasota, FL 34242

    Currently easy to show! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand

    Mike Winger TIDELINE REAL ESTATE BROKERS

    6518 Midnight Pass Rd Unit 310, Sarasota, FL 34242
  • /34

    $12,600 per month

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • House for Rent

    301 Avenida Madera Unit A, Sarasota, FL 34242

    Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated,

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit A, Sarasota, FL 34242
  • /2

    $2,875,000 Sold Oct 24, 2025

    5169 Sandy Shore Ave, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 2,885 Sq Ft
    • Built 2015

    Last Sold Summary

    • 18% Below List Price
    • $997/SF
    • 219 Days On Market

    Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

    5169 Sandy Shore Ave, Sarasota, FL 34242
    • /45

      Est $611,120 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242

      5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242
  • /36

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    5950 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    Gulf-side living at its best! This cute-as-a-button 2-bedroom, 2-bath ground-floor unit has been completely remodeled from top to bottom, featuring new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated baths, and a stunning new kitchen with quartz countertops, tile backsplash, countertop breakfast bar, and stainless-steel appliances. The primary bedroom

    Christine Green COLDWELL BANKER REALTY

    5950 Midnight Pass Rd Unit 201, Sarasota, FL 34242
  • /79

    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • House for Rent

    4852 Featherbed Ln, Sarasota, FL 34242

    SIESTA KEY, Sarasota, Single Family Pool Home....Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and

    Jane Hunter JENNETTE PROPERTIES INC

    4852 Featherbed Ln, Sarasota, FL 34242
  • /2

    $1,400,000 Sold Jul 28, 2025

    309 Avenida Milano, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft
    • Built 1974

    Last Sold Summary

    • $973/SF
    • 64 Days On Market

    Current Estimated Value $1,323,636

    Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

    309 Avenida Milano, Sarasota, FL 34242
    • /52

      Est $535,596 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,115 Sq Ft

      8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242

      8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242
  • /77

    $440,000

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1250 N Portofino Dr Unit 305, Sarasota, FL 34242

    Relax in Paradise for under $500,000! MOTIVATED SELLER!!! Stunning, Oversized One Bedroom Waterfront condo with 2 full Bathrooms in the highly sought after Siesta Harbor community on Siesta Key! Whether you enjoy the sunrise over your morning coffee or work from your glass-enclosed lanai, enjoy beautiful views of the canal and Intracoastal Waterway, where you watch for dolphin while the Mullet

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1250 N Portofino Dr Unit 305, Sarasota, FL 34242
  • /51

    $8,900 per month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242

    Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
  • /2

    $975,000 Sold Dec 09, 2025

    568 Venice Ln, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 1,818 Sq Ft
    • Built 1975

    Last Sold Summary

    • 13% Below List Price
    • $536/SF
    • 141 Days On Market

    Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    568 Venice Ln, Sarasota, FL 34242
    • /73

      Est $628,478 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,630 Sq Ft

      9397 Midnight Pass Rd Unit PH1, Sarasota, FL 34242

      9397 Midnight Pass Rd Unit PH1, Sarasota, FL 34242
  • /11

    $1,398,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft

    1001 Point of Rocks Rd Unit 312, Sarasota, FL 34242

    This spacious and well-appointed direct beachfront condo, located at the southern end of Crescent Beach in one of Siesta Key's most desirable boutique resort communities, offers an exceptional coastal living experience. Unit 312, situated on the 3rd floor, features 2 bedrooms, 2 bathrooms, and two private balconies overlooking the beach, where you can enjoy sweeping Gulf views, refreshing

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    1001 Point of Rocks Rd Unit 312, Sarasota, FL 34242
  • /36

    $2,000 per month

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft
    • Condo for Rent

    1300 N Portofino Dr Unit 205, Sarasota, FL 34242

    Available Nov through Dec 2025 for $2,000 per month. 55+ community. Available Jan-Mar 2026 for $4,000 per month. Welcome to your dream coastal escape in beautiful Siesta Harbor on Siesta Key! This turnkey furnished; spacious one-bedroom, two-bath condo is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere.

    Jonathan OSteen O'STEEN GROUP INC

    1300 N Portofino Dr Unit 205, Sarasota, FL 34242
  • /2

    $1,300,000 Sold Jun 11, 2025

    329 Avenida Leona, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1972

    Last Sold Summary

    • 20% Below List Price
    • $781/SF
    • 81 Days On Market

    Current Estimated Value $1,233,996

    Last Listing Agent Randy Owens COLDWELL BANKER REALTY

    329 Avenida Leona, Sarasota, FL 34242
    • /45

      Est $644,022 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft

      5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

      5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242
  • /29

    $549,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242

    Step into luxury with this fully renovated 1 bed, 1 bath condo featuring high-end finishes and thoughtful upgrades throughout. The kitchen features a stunning coastal-inspired backsplash, quartz countertops, soft-close cabinetry, and brand-new stainless steel appliances, all centered around a spacious island. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, where

    Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

    5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242
  • /22

    $5,750 per month

    • 2 Beds
    • 2 Baths
    • 1,583 Sq Ft
    • House for Rent

    7303 Midnight Pass Rd, Sarasota, FL 34242

    Siesta Key Long-Term Rental – Walk to the Beach! Welcome to your island escape on south Siesta Key! This beautifully maintained 2-bedroom, 2-bathroom home offers over 1,500 square feet of living space and a rare 2-car garage. Ideally located just minutes from Crescent Beach and Turtle Beach, you’ll enjoy the best of Siesta Key living—sun, sand, and serenity. Fully furnished and turn-key ready,

    David Lehrman THE SARASOTA REAL ESTATE COMP.

    7303 Midnight Pass Rd, Sarasota, FL 34242
  • /2

    $640,000 Sold Dec 08, 2025

    141 Avenida Messina Unit 4, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $618/SF
    • 60 Days On Market

    Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

    141 Avenida Messina Unit 4, Sarasota, FL 34242
    • /47

      Est $1,009,219 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,282 Sq Ft

      20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

      20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
  • /89

    $1,350,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,552 Sq Ft

    6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242

    Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242
  • /40

    $6,500 per month

    • 3 Beds
    • 4 Baths
    • 2,168 Sq Ft
    • House for Rent

    1256 Riegels Landing Dr, Sarasota, FL 34242

    This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

    Christopher Davenport STARLINK REALTY INC

    1256 Riegels Landing Dr, Sarasota, FL 34242
  • /2

    $1,375,000 Sold May 09, 2025

    702 Treasure Boat Way, Sarasota, FL 34242

    • 4 Beds
    • 2.5 Baths
    • 2,299 Sq Ft
    • Built 2007

    Last Sold Summary

    • 14% Below List Price
    • $598/SF
    • 193 Days On Market

    Current Estimated Value $1,297,357

    Last Listing Agent Mark Borg MARKANGEL REALTY

    702 Treasure Boat Way, Sarasota, FL 34242
    • /27

      Est $668,899 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft

      6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242

      6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242
  • /50

    $430,000

    • 1 Bed
    • 1 Bath
    • 783 Sq Ft

    9011 Midnight Pass Rd Unit 228, Sarasota, FL 34242

    The Lowest Entry Price on the Water! Investor Alert: This is the lowest-priced condo currently available in Sunrise Cove, making it the absolute best entry price for a highly desirable waterfront investment on Siesta Key. Direct Intracoastal Waterway views from your lanai, living area, and bedroom. Enjoy sunrises over Little Sarasota Bay and sunsets at Turtle Beach (deeded beach access across the

    Maurice Menager MICHAEL SAUNDERS & COMPANY

    9011 Midnight Pass Rd Unit 228, Sarasota, FL 34242
  • /59

    $9,000 per month

    • 4 Beds
    • 3 Baths
    • 3,963 Sq Ft
    • House for Rent

    1102 Horizon View Dr, Sarasota, FL 34242

    * Special offer - Rent for any 3 months during the 2026 season at the annual rent rate ($9000/mo). Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock,

    Domanic Calamese KW COASTAL LIVING III

    1102 Horizon View Dr, Sarasota, FL 34242
  • /2

    $1,630,000 Sold Apr 28, 2025

    320 Avenida Leona, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Below List Price
    • $915/SF
    • 47 Days On Market

    Current Estimated Value $1,435,176

    Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

    320 Avenida Leona, Sarasota, FL 34242
    • /76

      Est $569,766 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,303 Sq Ft

      8773 Midnight Pass Rd Unit 505G, Sarasota, FL 34242

      8773 Midnight Pass Rd Unit 505G, Sarasota, FL 34242
  • /58

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

    Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the

    Christa Spalding COLDWELL BANKER REALTY

    20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
  • /36

    $7,500 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    No roads to cross to get to the beach! Just listed- This clean, updated, cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /2

    $850,000 Sold Feb 26, 2025

    4431 Ocean Blvd, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,832 Sq Ft
    • Built 1952

    Last Sold Summary

    • 38% Below List Price
    • $300/SF
    • 34 Days On Market

    Current Estimated Value $912,248

    Last Listing Agent Shawn Judy FLORIDA SUN & SAND REALTY

    4431 Ocean Blvd, Sarasota, FL 34242
    • /73

      Est $543,882 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 860 Sq Ft

      1500 Cove II Place Unit 532, Sarasota, FL 34242

      1500 Cove II Place Unit 532, Sarasota, FL 34242
  • /27

    $1,200,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,072 Sq Ft

    4920 Higel Ave, Sarasota, FL 34242

    Under contract-accepting backup offers. Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    4920 Higel Ave, Sarasota, FL 34242
  • /49

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242

    Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242
  • /2

    $599,000 Sold Nov 14, 2025

    5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,447 Sq Ft
    • Built 1984

    Last Sold Summary

    • 20% Below List Price
    • $414/SF
    • 314 Days On Market

    Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

    5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
    • /39

      Est $644,249 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,357 Sq Ft

      8701 Midnight Pass Rd Unit 505A, Sarasota, FL 34242

      8701 Midnight Pass Rd Unit 505A, Sarasota, FL 34242
  • /58

    $659,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4660 Ocean Blvd Unit E2, Sarasota, FL 34242

    FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    4660 Ocean Blvd Unit E2, Sarasota, FL 34242
  • /30

    $4,995 per month

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft
    • Condo for Rent

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242

    Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. AVAILABLE SEPTEMBER-DECEMBER 2025

    Pamala Casey CASEY REALTY CORPORATION

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
  • /2

    $455,000 Sold Aug 08, 2025

    1250 N Portofino Dr Unit 201, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft
    • Built 1969

    Last Sold Summary

    • 27% Below List Price
    • $459/SF
    • 125 Days On Market

    Current Estimated Value $458,411

    Last Listing Agent Jessica Bow RE/MAX PALM

    1250 N Portofino Dr Unit 201, Sarasota, FL 34242
    • /79

      Est $668,799 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,139 Sq Ft

      1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

      1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

Showing Results 241 - 280, Page 7 of 18

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