Homes in ZIP Code 34242

/40
$690,000
- 1 Bed
- 1 Bath
- 522 Sq Ft
5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

Mickey Kiernan MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
/30
$3,500 per month
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 308, Sarasota, FL 34242

BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available Fall 2025 — and May through December 2026! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed

Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

1215 S Portofino Dr Unit 308, Sarasota, FL 34242
/2
$640,000 Sold Oct 06, 2025

5369 Shadow Lawn Dr, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
- Built 1961
Last Sold Summary
- 19% Below List Price
- $475/SF
- 78 Days On Market
Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

5369 Shadow Lawn Dr, Sarasota, FL 34242

/62
Est $896,805 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

/26
$834,900
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Welcome to Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true beachside convenience with direct access to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, or tennis courts right within the community. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every

Alex Chau COLDWELL BANKER REALTY

6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/17
$15,000 per month
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
- House for Rent
339 Avenida de Paradisio, Sarasota, FL 34242

scape to luxury in our serene Sarasota home! ????Relax in your private oasis with a sparkling pool, hot tub, and expansive backyard. Enjoy the open-concept living area and three cozy bedrooms designed for ultimate comfort.??? Just a 3-Min Drive to Siesta Beach??? 10 Minutes to Crescent Beach????? 13-Min Walk to a Local BeachDiscover the best of Sarasota with us!

Valerie McInerney LPT REALTY, LLC

339 Avenida de Paradisio, Sarasota, FL 34242
/2
$965,000 Sold Apr 04, 2025

1271 Dockside Place Unit 215, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,737 Sq Ft
- Built 1982
Last Sold Summary
- 12% Below List Price
- $556/SF
- 165 Days On Market
Current Estimated Value $910,281

Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

1271 Dockside Place Unit 215, Sarasota, FL 34242

/2
Est $3,263,354 Not Listed For Sale
- 5 Beds
- 8 Baths
- 3,759 Sq Ft
5310 Avenida Del Mare, Siesta Key, FL 34242

5310 Avenida Del Mare, Siesta Key, FL 34242

/45
$650,000
- 1 Bed
- 1 Bath
- 567 Sq Ft
1129 Seaside Dr Unit 7, Sarasota, FL 34242

This stunning condo at Sea Crest on Siesta Key is located within a prime beachfront complex offering the perfect blend of tranquility and convenience. The property sits directly on beautiful Crescent Beach with private beach access and no streets to cross, allowing you to step from your door straight onto one of America's most celebrated beaches. With thousands of dollars in confirmed

Stephen Weeks MICHAEL SAUNDERS & COMPANY

1129 Seaside Dr Unit 7, Sarasota, FL 34242
/55
$7,495 per month
- 3 Beds
- 3 Baths
- 1,769 Sq Ft
- Condo for Rent
8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242

STUNNING BAY VIEWS! This 3 bedroom condo features some of the best bay views in this community. Two KING ensuite bedrooms with baths and an additional guest bath. There is a small 3rd bedroom with two twins, perfect for visiting grandchildren. Boat slips are available on a first come first served basis and is less than $200. Additionally, there are three tennis courts, a kayak launch, fishing

Robin Turner WATERSIDE REALTY LLC

8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242
/2
$570,000 Sold Aug 01, 2025

5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $495/SF
- 59 Days On Market
Current Estimated Value $564,865

Last Listing Agent Christine Green COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

/46
Est $3,902,227 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,242 Sq Ft
1035 Seaside Dr Unit 506, Sarasota, FL 34242

1035 Seaside Dr Unit 506, Sarasota, FL 34242

/70
$874,900
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you

Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
/36
$2,300 per month
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1350 N Portofino Dr Unit 207, Sarasota, FL 34242

This stunning one-bedroom, two-bathroom condo in Siesta Harbor in the Tarpon Building is the perfect combination of luxury, convenience, and breathtaking views. Located in a prime location, boating access, canal frontage, and mesmerizing Intracoastal Waterway views. Step inside and be captivated by the modern elegance of this home. The kitchen is a chef's dream, featuring stainless steel

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1350 N Portofino Dr Unit 207, Sarasota, FL 34242
/2
$425,000 Sold Nov 17, 2025

8750 Midnight Pass Rd Unit 202C, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Built 1980
Last Sold Summary
- 21% Below List Price
- $531/SF
- 515 Days On Market
Last Listing Agent Steve Daria MAXIM LLC

8750 Midnight Pass Rd Unit 202C, Sarasota, FL 34242

/58
Est $659,618 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

/52
$546,000
- 2 Beds
- 2 Baths
- 1,460 Sq Ft
1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

Mina Johnson MICHAEL SAUNDERS & COMPANY

1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
/58
$2,500 per month
- 2 Beds
- 2 Baths
- 1,160 Sq Ft
- Condo for Rent
8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242

***In season minimum 30 day lease, $4,000.00/month***Siesta Key 2 Bed 2 Bath rental. Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and the nation's number one beach, Siesta Key Beach. Relax and enjoy views across a sparkling pool to gorgeous Sarasota Bay from the privacy of your large balcony

Gene Burwood PARADISE PALMS REALTY GROUP

8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242
/2
$550,000 Sold Nov 12, 2025

5222 Winding Way, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,137 Sq Ft
- Built 1963
Last Sold Summary
- 3% Below List Price
- $484/SF
- 35 Days On Market
Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

5222 Winding Way, Sarasota, FL 34242

/83
Est $608,506 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

/55
$620,000
- 2 Beds
- 2 Baths
- 1,303 Sq Ft
8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242

Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished.What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you

John Brink OCEANS GLOBAL REALTY, LLC

8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242
/40
$11,000 per month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242

Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach

Andy Moore GULF COAST REALTY & MANAGEMENT

1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
/2
$1,150,000 Sold Oct 22, 2025

4915 Primrose Path, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 3,549 Sq Ft
- Built 1960
Last Sold Summary
- 38% Below List Price
- $324/SF
- 320 Days On Market
Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

4915 Primrose Path, Sarasota, FL 34242

/68
Est $1,592,909 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,747 Sq Ft
1035 Seaside Dr Unit 310, Sarasota, FL 34242

1035 Seaside Dr Unit 310, Sarasota, FL 34242

/43
$1,150,000
- 4 Beds
- 2 Baths
- 1,915 Sq Ft
567 Venice Ln, Sarasota, FL 34242

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a

Conner Ashley PREFERRED SHORE LLC

567 Venice Ln, Sarasota, FL 34242
/80
$8,500 per month
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- House for Rent
5216 Calle de Costa Rica, Sarasota, FL 34242

Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely

Beth Dilley ASCENDIA REAL ESTATE

5216 Calle de Costa Rica, Sarasota, FL 34242
/2
$470,000 Sold Jun 20, 2025

8911 Midnight Pass Rd Unit 110, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,093 Sq Ft
- Built 1973
Last Sold Summary
- 28% Below List Price
- $430/SF
- 240 Days On Market
Current Estimated Value $463,455

Last Listing Agent Kenneth Soileau, PA COLDWELL BANKER SUNSTAR REALTY

8911 Midnight Pass Rd Unit 110, Sarasota, FL 34242

/37
Est $562,473 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1300 Cove II Place Unit 731, Sarasota, FL 34242

1300 Cove II Place Unit 731, Sarasota, FL 34242

/41
$745,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

Beautifully appointed, bright and airy unit with all the right touches. Move right in just bring your toothbrush and you are ready to start enjoying Island Living! You will be able to watch Sunsets every day. Take the Elevator to this 3rd floor unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is

Patti O Grady WATERSIDE REALTY LLC

1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
/58
$8,000 per month
- 3 Beds
- 2 Baths
- 2,002 Sq Ft
- House for Rent
5640 Cape Leyte Dr, Sarasota, FL 34242

It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

Beth Dilley ASCENDIA REAL ESTATE

5640 Cape Leyte Dr, Sarasota, FL 34242
/2
$850,000 Sold Jun 05, 2025

5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 1984
Last Sold Summary
- 17% Below List Price
- $578/SF
- 165 Days On Market
Current Estimated Value $915,977

Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

/48
Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

/73
$675,000
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
9393 Midnight Pass Rd Unit 302, Sarasota, FL 34242

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this

Robert Ruiz WILLIAM RAVEIS REAL ESTATE

9393 Midnight Pass Rd Unit 302, Sarasota, FL 34242
/66
$7,500 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242

An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen... Cozy up

Beth Dilley ASCENDIA REAL ESTATE

116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242
/2
$570,000 Sold Jun 03, 2025

6424 Midnight Pass Rd Unit 12A, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 630 Sq Ft
- Built 1958
Last Sold Summary
- 7% Below List Price
- $905/SF
- 98 Days On Market
Current Estimated Value $532,022

Last Listing Agent Zain Hartman HARTMAN REAL ESTATE & COMPANY

6424 Midnight Pass Rd Unit 12A, Sarasota, FL 34242

/27
Est $568,348 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1600 Cove II Place Unit 414, Sarasota, FL 34242

1600 Cove II Place Unit 414, Sarasota, FL 34242

/70
$1,395,000 Pending
- 2 Beds
- 2 Baths
- 1,471 Sq Ft
5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins,

Kathleen Griffin MICHAEL SAUNDERS & COMPANY

5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242
/41
$5,000 per month
- 2 Beds
- 2 Baths
- 1,424 Sq Ft
- House for Rent
5577 Contento Dr, Sarasota, FL 34242

This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously

Beth Dilley ASCENDIA REAL ESTATE

5577 Contento Dr, Sarasota, FL 34242
/2
$800,000 Sold Jan 17, 2025

6480 Midnight Pass Rd Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Built 1979
Last Sold Summary
- 23% Below List Price
- $632/SF
- 377 Days On Market
Current Estimated Value $781,068

Last Listing Agent Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

6480 Midnight Pass Rd Unit 304, Sarasota, FL 34242

/57
Est $553,852 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
9393 Midnight Pass Rd Unit 705, Sarasota, FL 34242

9393 Midnight Pass Rd Unit 705, Sarasota, FL 34242

Showing Results 321 - 360, Page 9 of 18

Florida Sarasota County Sarasota 34242

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