Homes in ZIP Code 34242

/66
$525,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath

Halie Monde KW COASTAL LIVING III

4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
/43
$2,350 Per Month
- 1 Bed
- 1 Bath
- 706 Sq Ft
- Condo for Rent
9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242

Available May through October 15th 2026... Not Open for Winter Season 2027...Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for

Robert Bevington SHOWTIME REALTY

9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242
/2
$1,000,000 Sold May 12, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1952
Last Sold Summary
- 13% Below List Price
- $488/SF
- 6 Days On Market
Current Estimated Value $970,516

Last Listing Agent Frederick Insogna COLDWELL BANKER REALTY

Unlisted Address

/27
Est $714,823 Not Listed For Sale

5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Built 1975
5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $762/SF
- 0 Days On Market
- Last Sold Price $795,000
- Jun 07, 2024
Last Listing Agent Linda Stowe Michael Saunders

/100
$2,249,000
- 4 Beds
- 3 Baths
- 3,541 Sq Ft
5012 Higel Ave, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

Rachelle Tirey PREFERRED SHORE LLC

5012 Higel Ave, Sarasota, FL 34242
/54
$8,400 Per Month
- 4 Beds
- 4 Baths
- 2,134 Sq Ft
- House for Rent
1100 Point of Rocks Rd, Sarasota, FL 34242

This is a short term rental. Listing price reflects off season rate, high season rates will be higher. Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable

Beth Dilley ASCENDIA REAL ESTATE

1100 Point of Rocks Rd, Sarasota, FL 34242
/2
$414,000 Sold Jun 16, 2025

6727 Midnight Pass Rd Unit 202, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Built 1971
Last Sold Summary
- 3% Below List Price
- $460/SF
- 29 Days On Market
Current Estimated Value $521,717

Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

6727 Midnight Pass Rd Unit 202, Sarasota, FL 34242

/53
Est $497,214 Not Listed For Sale

44 Sandy Cove Rd Unit A4, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 561 Sq Ft
- Built 1968
44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $1,007/SF
- 3 Days On Market
- Last Sold Price $565,000
- May 23, 2024
Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

/45
$3,000,000 Pending
- 4 Beds
- 3 Baths
- 3,186 Sq Ft
9265 Blind Pass Rd, Sarasota, FL 34242

Under contract-accepting backup offers. Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

9265 Blind Pass Rd, Sarasota, FL 34242
/37
$6,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 202, Sarasota, FL 34242

BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a

Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

1215 S Portofino Dr Unit 202, Sarasota, FL 34242
/2
$600,000 Sold Aug 29, 2025

4522 Banan Place, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 978 Sq Ft
- Built 1962
Last Sold Summary
- 17% Below List Price
- $613/SF
- 191 Days On Market
Current Estimated Value $651,620

Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

4522 Banan Place, Sarasota, FL 34242

/2
Est $532,758 Not Listed For Sale

1257 S Portofino Dr Unit 406, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1968
1257 S Portofino Dr Unit 406, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $630/SF
- 22 Days On Market
- Last Sold Price $585,000
- Dec 19, 2024
Last Listing Agent Curtis Ware KW COASTAL LIVING III

/77
$3,549,000 New Construction
- 3 Beds
- 4.5 Baths
- 3,034 Sq Ft
5103 Windward Ave, Sarasota, FL 34242

Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

Karen Greco GRECO REAL ESTATE

5103 Windward Ave, Sarasota, FL 34242
/23
$6,900 Per Month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

Andy Moore GULF COAST REALTY & MANAGEMENT

1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
/2
$5,600,000 Sold Jan 22, 2026

251 Cedar Park Cir, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,446 Sq Ft
- Built 2013
Last Sold Summary
- 7% Below List Price
- $1,625/SF
- 20 Days On Market
Current Estimated Value $5,532,024

Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

251 Cedar Park Cir, Sarasota, FL 34242

/2
Est $513,289 Not Listed For Sale

1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 975 Sq Ft
- Built 1974
1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $533/SF
- 36 Days On Market
- Last Sold Price $520,000
- Mar 26, 2025
Last Listing Agent Marc Rasmussen CORCORAN DWELLINGS REALTY

/67
$775,000
- 2 Beds
- 2 Baths
- 894 Sq Ft
6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242

Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that

Ryndie Brusco MICHAEL SAUNDERS & COMPANY

6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242
/9
$6,930 Per Month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
/2
$1,950,000 Sold Dec 18, 2025

5430 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
- Built 1951
Last Sold Summary
- 22% Below List Price
- $970/SF
- 225 Days On Market
Current Estimated Value $1,865,583

Last Listing Agent Jonathan Minerick HOMECOIN.COM

5430 Avenida Del Mare, Sarasota, FL 34242

/2
Est $739,776 Not Listed For Sale

8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 1,875 Sq Ft
- Built 1981
8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242

Last Sold Summary
- 5% Below List Price
- $416/SF
- 109 Days On Market
- Last Sold Price $780,000
- Aug 16, 2024
Last Listing Agent Stuart Francis EXP REALTY LLC

/31
$950,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
757 Beach Rd Unit 310, Sarasota, FL 34242

Front row view of the world-renowned Siesta Key Beach. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large

Shirley LaGrange COLDWELL BANKER REALTY

757 Beach Rd Unit 310, Sarasota, FL 34242
/24
$6,300 Per Month
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242

Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
/2
$4,095,000 Sold Jan 26, 2026

5078 Sandy Beach Ave, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $1,294/SF
- 2 Days On Market
Current Estimated Value $4,051,320

Last Listing Agent Darlene Gamble FINE PROPERTIES

5078 Sandy Beach Ave, Sarasota, FL 34242

/64
Est $5,088,717 Not Listed For Sale

609 Norsota Way, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 2,701 Sq Ft
- Built 1982
609 Norsota Way, Sarasota, FL 34242

Last Sold Summary
- 20% Below List Price
- $2,369/SF
- 43 Days On Market
- Last Sold Price $6,400,000
- May 15, 2024
Last Listing Agent Douglas Black PREFERRED SHORE LLC

/49
$1,350,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242

Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242
/73
$10,000 Per Month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242

Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant

Andy Moore GULF COAST REALTY & MANAGEMENT

5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
/2
$659,000 Sold Dec 05, 2025

1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 752 Sq Ft
- Built 2009
Last Sold Summary
- 2% Below List Price
- $876/SF
- 158 Days On Market
Last Listing Agent Audrey Townsend WINKLER REALTY GROUP LLC

1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242

/77
Est $650,868 Not Listed For Sale

6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1968
6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $669/SF
- 20 Days On Market
- Last Sold Price $715,000
- May 17, 2024
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

/37
$2,500,000
- 4 Beds
- 3.5 Baths
- 3,250 Sq Ft
1248 Northport Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot

Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

1248 Northport Dr, Sarasota, FL 34242
/34
$9,390 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
1001 Point of Rocks Rd Unit 508, Sarasota, FL 34242

Villa 508 at Siesta Sands is a serene island retreat designed for effortless comfort and relaxation. Filled with natural light, this charming villa features an open, airy layout and a soft coastal style that immediately sets a calm, vacation-ready mood. The fully equipped kitchen and comfortable living areas create an inviting space for easy meals, downtime, and time together. Enjoy the simple

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1001 Point of Rocks Rd Unit 508, Sarasota, FL 34242
/2
$700,000 Sold Dec 22, 2025

5223 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
- Built 1967
Last Sold Summary
- 30% Below List Price
- $480/SF
- 161 Days On Market
Current Estimated Value $725,098

Last Listing Agent Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242

/66
Est $552,442 Not Listed For Sale

23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 561 Sq Ft
- Built 1967
23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

Last Sold Summary
- 21% Below List Price
- $1,246/SF
- 24 Days On Market
- Last Sold Price $699,000
- Apr 15, 2024
Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

/61
$1,895,000 Pending
- 3 Beds
- 3 Baths
- 1,922 Sq Ft
8701 Midnight Pass Rd Unit 607A, Sarasota, FL 34242

Under contract-accepting backup offers. Step into the realm of unparalleled luxury at this extraordinary builder's PERSONAL CONDO, an immaculately crafted residence that underwent a meticulous redesign, leaving no detail untouched offered fully furnished. Perched on the coveted Top Floor, this 3-bedroom, 3-bathroom end unit reveals sweeping gulf and bay views, offering a rare perspective to

Anthony Dalesandro BRIGHT REALTY

8701 Midnight Pass Rd Unit 607A, Sarasota, FL 34242
/37
$10,000 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 102, Sarasota, FL 34242

A 3 month stay is preferred but will accept a 2 month stay, possible 1 month. Call the office for details.Luxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building.The unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting.The kitchen is fully updated with stainless steel appliances, gorgeous counter

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 102, Sarasota, FL 34242
/2
$1,595,000 Sold Sep 02, 2025

5121 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,270 Sq Ft
- Built 1983
Last Sold Summary
- $703/SF
- 1 Day On Market
Current Estimated Value $1,580,321

Last Listing Agent Mark Coppens EXP REALTY LLC

5121 Oxford Dr, Sarasota, FL 34242

/41
Est $662,557 Not Listed For Sale

141 Avenida Messina Unit 3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- Built 1966
141 Avenida Messina Unit 3, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $741/SF
- 1 Day On Market
- Last Sold Price $752,500
- Mar 05, 2024
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/39
$1,350,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
/38
$8,900 Per Month
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242

Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal

Andy Moore GULF COAST REALTY & MANAGEMENT

1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242
/2
$20,000 Sold Mar 03, 2026

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
- Built 2009
Last Sold Summary
- 43% Below List Price
- $8/SF
- 51 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242

/2
Est $944,153 Not Listed For Sale

1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1988
1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $577/SF
- 124 Days On Market
- Last Sold Price $958,000
- Jul 31, 2024
Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Showing Results 241 - 280, Page 7 of 18

Florida Sarasota County Sarasota 34242

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