Sarasota, FL Homes in ZIP Code 34242

/50
$1,100,000
- 3 Beds
- 2 Baths
- 2,039 Sq Ft
5572 Shadow Lawn Dr, Sarasota, FL 34242

WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US.

Chris Kernan RE/MAX ALLIANCE GROUP

5572 Shadow Lawn Dr, Sarasota, FL 34242
/38
$9,350 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
Unlisted Address

Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

Andy Moore GULF COAST REALTY & MANAGEMENT

Unlisted Address
/2
$1,110,000 Sold Apr 16, 2025
- 3,034 Sq Ft
- $366/SF
- 25 Days On Market
- 4 Beds
- 4 Baths
- Built 1956
7345 Pine Needle Rd, Sarasota, FL 34242

This is your unique opportunity to restore a four-bedroom home or build a custom masterpiece—on a corner lot—behind the gates of The Sanderling Club, the iconic and only 24-hour guard-gated single-family home community on Siesta Key. This expansive 26,427 sq. ft. property is steps away from a private beach on Siesta Beach, named the #1 beach in the U.S. and #4 in the world in 2025 by Tripadvisor.

John Forberger DOUGLAS ELLIMAN

7345 Pine Needle Rd, Sarasota, FL 34242

/2
Est $508,881 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
5600 Beach Way Dr Unit 107, Sarasota, FL 34242

5600 Beach Way Dr Unit 107, Sarasota, FL 34242

/69
$4,895,000
- 3 Beds
- 4 Baths
- 3,654 Sq Ft
5569 Cape Leyte Dr, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION !!!Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Literally, You can walk one block to be with the playful dolphins at the #1 Beach in the USA, or out your back door, to spend the day on the Intercoastal Waterway or the Gulf of America with two boats on lifts, and/or fish off the dock and watch Manatees in the Grand Canal. This is not

Steve Hagan MICHAEL SAUNDERS & COMPANY

5569 Cape Leyte Dr, Sarasota, FL 34242
/27
$6,900 per month
- 1 Bed
- 1 Bath
- 845 Sq Ft
- Condo for Rent
1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.*Taxes and Fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
/2
$1,600,000 Sold Apr 16, 2025
- 2,200 Sq Ft
- $727/SF
- 49 Days On Market
- 3 Beds
- 3 Baths
- Built 1981
6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact

Angela Lista MICHAEL SAUNDERS & COMPANY

6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

/72
Est $4,936,217 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,131 Sq Ft
5119 Jungle Plum Rd, Sarasota, FL 34242

5119 Jungle Plum Rd, Sarasota, FL 34242

/72
$3,500,000
- 6 Beds
- 4.5 Baths
- 4,699 Sq Ft
1240 Solitude Ln, Sarasota, FL 34242

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach!This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams.Culinary

Karl Helbig SUNREAL ESTATE INC

1240 Solitude Ln, Sarasota, FL 34242
/65
$3,800 per month
- 2 Beds
- 2 Baths
- 1,233 Sq Ft
- Condo for Rent
8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242

AVAILABLE FOR SEASON 2026 $8,500/MONTH AND OFF-SEASON MONTHS 2025 AT $3,800/MONTH. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon

Chrissie Cummings JENNETTE PROPERTIES INC

8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
/2
$615,000 Sold Apr 16, 2025
- 1,352 Sq Ft
- $455/SF
- 222 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
1125 Lake House Cir Unit C112, Sarasota, FL 34242

** THIS HOME WAS NOT AFFECTED BY THE PAST STORMS AND IS MOVE IN READY! ** BREATHTAKING WATERFRONT CONDO WITH PANORAMIC LAKE VIEWS LOCATED ACROSS THE STREET FROM SIESTA KEY BEACH! This stunning condo is everything you have been looking for. The high ceilings, large sliding glass doors and bi-level floor plan gives this home a light, bright and open feeling. When you walk in you will be pleasantly

Kayla Lamb NEXTHOME EXCELLENCE

1125 Lake House Cir Unit C112, Sarasota, FL 34242

/47
Est $688,182 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,331 Sq Ft
9393 Midnight Pass Rd Unit PH 2, Sarasota, FL 34242

9393 Midnight Pass Rd Unit PH 2, Sarasota, FL 34242

/26
$749,900
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
5369 Shadow Lawn Dr, Sarasota, FL 34242

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning

Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

5369 Shadow Lawn Dr, Sarasota, FL 34242
/60
$15,000 per month
- 3 Beds
- 2 Baths
- 2,259 Sq Ft
- House for Rent
5516 Avenida Del Mare, Sarasota, FL 34242

Listing reflects peak season rate. Available peak season months: January 5th - February 6th 2026, April 2026. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kiddos

Beth Dilley ASCENDIA REAL ESTATE

5516 Avenida Del Mare, Sarasota, FL 34242
/2
$470,000 Sold Apr 15, 2025
- 1,101 Sq Ft
- $427/SF
- 40 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

Condo being sold Turn-Key! Welcome to Paradise on Siesta Key!This charming 2-bedroom, 2-bathroom condo offers 1,101 square feet of coastal living at its finest. Nestled in the heart of Siesta Key, this home is perfect for those seeking a relaxing island retreat or an ideal investment opportunity.Step inside to discover an open kitchen with granite countertops, a convenient

Frank Harris COAST 2 COAST HOME REALTY, PLLC

6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

/81
Est $6,119,434 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 6,512 Sq Ft
8347 Midnight Pass Rd, Sarasota, FL 34242

8347 Midnight Pass Rd, Sarasota, FL 34242

/49
$5,985,000
- 8 Beds
- 6.5 Baths
- 4,094 Sq Ft
538 Canal Rd, Sarasota, FL 34242

Welcome to Sea Spray, a beach and boaters paradise with a private dock across the street and just a block from the famous Siesta Key beach! This eight-bedroom and six-and-a-half-bathroom home boasts a spectacular backyard built like a private waterpark with a Private Resort Style Heated Pool featuring a Rock Water Slide, Waterfall, Grotto, Swim-up bar, Sun Shelf, and Spa. Pack your bags for the

Constantine Stratos COLDWELL BANKER REALTY

538 Canal Rd, Sarasota, FL 34242
/65
$8,700 per month
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- Condo for Rent
5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242

Listing reflects peak season rate. Available peak season months: January 2026, April 2026. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment you park in your assigned spot,

Beth Dilley ASCENDIA REAL ESTATE

5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
/2
$700,000 Sold Apr 14, 2025
- 2,558 Sq Ft
- $274/SF
- 49 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1974
3455 Anglin Dr, Sarasota, FL 34242

INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 year old) are still intact and functional. From the circular driveway, you are welcomed by a garden courtyard. You'll enter the double French front

Summer McMillan NEW DOOR REAL ESTATE LLC

3455 Anglin Dr, Sarasota, FL 34242

/71
Est $5,579,718 Not Listed For Sale
- 11 Beds
- 10 Baths
- 8,670 Sq Ft
1125 Point of Rocks Rd, Sarasota, FL 34242

1125 Point of Rocks Rd, Sarasota, FL 34242

/33
$1,100,000
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242

Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is

Brian Livesey WATERSIDE REALTY LLC

5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242
/60
$8,500 per month
- 3 Beds
- 3 Baths
- 2,558 Sq Ft
- Condo for Rent
9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242

Open for April and beyond! Rent 3 months for $8000 per month, 6 months for $7000 per month or a year for $6500! Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf.

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
/2
$2,100,000 Sold Apr 14, 2025
- 2,758 Sq Ft
- $761/SF
- 64 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1990
3927 Somerset Dr, Sarasota, FL 34242

This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic

Patrick Dipinto, III COLDWELL BANKER REALTY

3927 Somerset Dr, Sarasota, FL 34242

/45
Est $1,553,273 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,555 Sq Ft
313 Beach Rd Unit 313S1, Sarasota, FL 34242

313 Beach Rd Unit 313S1, Sarasota, FL 34242

/39
$578,000
- 2 Beds
- 2 Baths
- 1,165 Sq Ft
139 Vista Hermosa Cir Unit 37A, Sarasota, FL 34242

Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant

Denise Barbato COLDWELL BANKER REALTY

139 Vista Hermosa Cir Unit 37A, Sarasota, FL 34242
/51
$7,200 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242

Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Experience the ultimate beach getaway at "Carefree Coconut," a charming second-floor corner unit located in the heart of Siesta Key's welcoming Vista Hermosa community. True to its Spanish name, "Beautiful View," this community offers a delightful escape, blending old Florida

Beth Dilley ASCENDIA REAL ESTATE

116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
/2
$437,000 Sold Apr 14, 2025
- 697 Sq Ft
- $627/SF
- 60 Days On Market
- 1 Bed
- 1 Bath
- Built 1970
8625 Midnight Pass Rd Unit 505B, Sarasota, FL 34242

Attractive New Price! Boaters & Beach Lovers Delight in this picturesque offering .... Location is Key on Siesta ~ True Gulf/Ocean to Bay Property. Offering: Boat Docks & Fishing & Cleaning Stations, Pools, Private Beach Access & Cabanas, BBQ grill areas and so much more...! Milestone Inspection complete & passed! Bay Tree Club offers a slice of paradise with rare & spectacular Gulf/Ocean to

Aurelia Gilbert COLDWELL BANKER REALTY

8625 Midnight Pass Rd Unit 505B, Sarasota, FL 34242

/100
Est $9,025,006 Not Listed For Sale
- 6 Beds
- 9 Baths
- 8,615 Sq Ft
4300 Higel Ave, Sarasota, FL 34242

4300 Higel Ave, Sarasota, FL 34242

/49
$997,000
- 2 Beds
- 2 Baths
- 1,094 Sq Ft
385 Avenida Madera, Sarasota, FL 34242

Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors

Dan Miller PREFERRED SHORE LLC

385 Avenida Madera, Sarasota, FL 34242
/23
$14,999 per month
- 3 Beds
- 3.5 Baths
- 3,700 Sq Ft
- Condo for Rent
9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242

THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally designed tropical private residence, available in season January 1, 2024. Wall to wall windows spanning the 3700 feet of gracious living space will appeal

Robin Turner WATERSIDE REALTY LLC

9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
/2
$870,000 Sold Apr 14, 2025
- 1,361 Sq Ft
- $639/SF
- 79 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

RESORT STYLE LIVING IN THIS EXQUISITELY RENOVATED 2-BEDROOM/2-BATH CONDO. THE LANAI FRAMES THE VIEW OF THE SPARKLING WATERS OF GULF OF MEXICO & AMAZING SUNSETS. OPEN FLOOR PLAN WITH SPACIOUS LIVING ROOM/DINING ROOM WITH SLIDERS TO THE LANAI. KITCHEN FEATURES QUARTZ COUNTERS, ALL STAINLESS STEEL APPLIANCES, DECORATIVE TILE BACKSPLASH & WOOD PAINTED CABINETRY WITH ADJACENT BREAKFAST ROOM. LARGE

Betsy Campbell MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

/68
Est $565,687 Not Listed For Sale
- 2 Beds
- 2 Baths
- 900 Sq Ft
1113 N Moonmist Ct Unit L3, Sarasota, FL 34242

1113 N Moonmist Ct Unit L3, Sarasota, FL 34242

/48
$578,000
- 2 Beds
- 2 Baths
- 920 Sq Ft
1116 S Moonmist Ct Unit M12, Sarasota, FL 34242

Welcome to your tropical retreat on Siesta Key! This beautifully maintained turnkey furnished 2-bedroom, 2-bathroom villa in the desirable Polynesian Gardens community offers the perfect blend of island charm and effortless comfort. Perched on an elevated lot, it features a freshly repainted interior, breezy coastal decor, and all-tile flooring for easy, care-free living. Offering 1,120 total

Christina Gaskill COLDWELL BANKER REALTY

1116 S Moonmist Ct Unit M12, Sarasota, FL 34242
/76
$4,000 per month
- 2 Beds
- 2 Baths
- 1,286 Sq Ft
- Condo for Rent
8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242

Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decore and nicely

Erick Shumway RE/MAX ALLIANCE GROUP

8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
/2
$1,100,000 Sold Apr 11, 2025
- 2,503 Sq Ft
- $439/SF
- 46 Days On Market
- 3 Beds
- 3 Baths
- Built 1953
7536 Midnight Pass Rd, Sarasota, FL 34242

House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build

Angelic Tassos CORCORAN DWELLINGS REALTY

7536 Midnight Pass Rd, Sarasota, FL 34242

/26
Est $523,906 Not Listed For Sale
- 1 Bed
- 1 Bath
- 728 Sq Ft
6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

/65
$509,900
- 2 Beds
- 2 Baths
- 929 Sq Ft
1300 N Portofino Dr Unit 103, Sarasota, FL 34242

Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #1 beach in the U.S., this beautifully updated 2-bedroom, 2-bathroom condo in the highly desirable Siesta Harbor 55+ community is the ultimate coastal retreat. Bright, spacious, and thoughtfully designed, this residence features stylish luxury vinyl flooring, a beautifully

Rachelle Golden MICHAEL SAUNDERS & COMPANY

1300 N Portofino Dr Unit 103, Sarasota, FL 34242
/75
$3,750 per month
- 2 Beds
- 2 Baths
- 1,286 Sq Ft
- Condo for Rent
8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242

Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks

Erick Shumway RE/MAX ALLIANCE GROUP

8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
/2
$1,100,000 Sold Apr 11, 2025
- 2,567 Sq Ft
- $429/SF
- 63 Days On Market
- 3 Beds
- 3 Baths
- Built 1975
1226 Sea Plume Way, Sarasota, FL 34242

This Key West style WATERFRONT home is perfectly situated just South of the Stickney Point Bridge, on a charming canal, with quick access to enjoy the sparkling Intercoastal or Gulf of Mexico with no bridges. If you love boating...Only 4 miles to newly reopened Midnight Pass with no "NO WAKE" zones, 5 miles to Big Pass, and 6 miles to downtown and Marina Jacks. If you love beaches...just .3 miles

Danelle Haag COLDWELL BANKER REALTY

1226 Sea Plume Way, Sarasota, FL 34242

/2
Est $469,877 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E93, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E93, Sarasota, FL 34242

Showing Results 441 - 480, Page 12 of 18

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