Sarasota, FL Homes in ZIP Code 34242

/81
$1,695,000
- 4 Beds
- 3 Baths
- 2,120 Sq Ft
5581 Shadow Lawn Dr, Sarasota, FL 34242

Your Siesta Key dream starts right here! This spectacular, fully renovated 4-bedroom, 3-bath home in the highly sought-after Siesta Isles community is the total package—modern, stylish, move-in ready, and just a short walk to the world-famous white sands of Siesta Beach and the vibrant energy of Siesta Village. Homes like this are rare, and this one truly checks every box. Step inside and be

Jonathan Abrams MICHAEL SAUNDERS & COMPANY

5581 Shadow Lawn Dr, Sarasota, FL 34242
/43
$3,900 per month
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit B2, Sarasota, FL 34242

SIESTA KEY WATERFRONT UNIT AVAILABLE AS FURNISHED LONG TERM. Sea Village offers million dollar views and is situated on 5 acres overlooking the Gulf. It provides a peaceful retreat with opportunities to witness breathtaking sunsets, the full moon reflecting on the water, and serene walks to the beach and Siesta Village. Additionally, its location on the north end of the Key provides convenient

Margaret Young JENNETTE PROPERTIES, INC.

4660 Ocean Blvd Unit B2, Sarasota, FL 34242
/2
$915,000 Sold Apr 01, 2025
- 1,915 Sq Ft
- $478/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 1997
1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

Best Opportunity on Siesta Key– Motivated Sellers! This is your chance to own a stunning waterfront residence in highly sought-after Dolphin Bay on Siesta Key – at an incredible price! This gated, pet-friendly community offers resort-style living with only 50 exclusive residences. Enjoy top-tier amenities, including a swimming pool and spa, har-tru tennis courts, fitness center, clubhouse with

Maureen Doherty MICHAEL SAUNDERS & COMPANY

1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

/87
Est $753,642 Not Listed For Sale
- 2 Beds
- 2 Baths
- 969 Sq Ft
9000 Blind Pass Rd Unit B109, Sarasota, FL 34242

9000 Blind Pass Rd Unit B109, Sarasota, FL 34242

/73
$374,900
- 1 Bed
- 1 Bath
- 970 Sq Ft
9393 Midnight Pass Rd Unit 603, Sarasota, FL 34242

Live the Ultimate Waterfront Lifestyle at The Pointe on Midnight Pass!Welcome to your private slice of paradise on Siesta Key, where panoramic full bay views, lush tropical surroundings, and upscale amenities come together in one of the island’s most coveted communities—The Pointe on Midnight Pass.This beautifully updated 970 sq ft residence offers a seamless blend of style and

Curtis Ware KW COASTAL LIVING III

9393 Midnight Pass Rd Unit 603, Sarasota, FL 34242
/14
$30,000 per month
- 3 Beds
- 3 Baths
- 3,395 Sq Ft
- House for Rent
95 Sandy Hook Rd S, Sarasota, FL 34242

6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!TROPICAL PARADISE. SIESTA KEY'S "OUTDOOR ACADEMY"!!! ONLY 1/2 MILE AWAY! One-of-a-kind enclave of Sandy Hook at USA's No 1 BEACH. A private road takes you to Elevated living area with entry

Joseph Russo COURTYARD MODERN

95 Sandy Hook Rd S, Sarasota, FL 34242
/2
$3,270,000 Sold Apr 01, 2025
- 2,627 Sq Ft
- $1245/SF
- 75 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1966
77 Sandy Hook Rd N, Sarasota, FL 34242

Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic

Daniel Shattuck FLORIDA REALTY INVESTMENTS

77 Sandy Hook Rd N, Sarasota, FL 34242

/44
Est $859,221 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
9000 Blind Pass Rd Unit B106, Sarasota, FL 34242

9000 Blind Pass Rd Unit B106, Sarasota, FL 34242

/100
$1,795,000
- 3 Beds
- 2 Baths
- 2,264 Sq Ft
3446 Anglin Dr, Sarasota, FL 34242

Attention 2nd homeowner / investors! This Bay Isle pool home is a true rarity on Siesta Key—one of the very few properties legally zoned for minimum seven-day rentals, unlike most of the island which requires a 30-day minimum. This makes it an incredibly valuable vacation / investment opportunity with high-income potential in one of America’s most sought-after vacation destinations. Average daily

Kathy Barrie MICHAEL SAUNDERS & COMPANY

3446 Anglin Dr, Sarasota, FL 34242
/42
$8,500 per month
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Condo for Rent
5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242

** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the USA! The spacious unit

Kayla Lamb NEXTHOME EXCELLENCE

5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
/2
$792,000 Sold Apr 01, 2025
- 1,211 Sq Ft
- $654/SF
- 80 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

Experience resort-style living on Siesta Key in this stunning, turnkey-furnished, West-facing penthouse condo. Offering approximately 1,211 sq. ft. of open living space, this top-floor residence boasts soaring ceilings that flood the home with natural light, creating expansive views and a bright, airy coastal ambiance. The generously sized bedrooms feature walk-in closets, additional storage, and

Kelli Eggen COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

/24
Est $1,496,176 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,276 Sq Ft
8750 Midnight Pass Rd Unit 502C, Sarasota, FL 34242

8750 Midnight Pass Rd Unit 502C, Sarasota, FL 34242

/46
$949,900
- 2 Beds
- 2 Baths
- 1,302 Sq Ft
30 Island Cir, Sarasota, FL 34242

-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful

Jason Cooper COLDWELL BANKER REALTY

30 Island Cir, Sarasota, FL 34242
/15
$7,500 per month
- 2 Beds
- 2 Baths
- 1,363 Sq Ft
- Condo for Rent
460 Beach Rd Unit A1, Sarasota, FL 34242

Available OCT- DEC. 2024 and APR. 2025. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take

Brenda Cozy COLDWELL BANKER REALTY

460 Beach Rd Unit A1, Sarasota, FL 34242
/2
$375,000 Sold Apr 01, 2025
- 780 Sq Ft
- $481/SF
- 118 Days On Market
- 1 Bed
- 2 Baths
- Built 1968
1215 S Portofino Dr Unit 404, Sarasota, FL 34242

Unbelievable $50K price reduction on this move-in ready Canal front condo. Escape the winter chill and embrace endless summer in this meticulously remodeled 1 bedroom, 2 bathroom Siesta Key condo at Siesta Harbor, priced at only $450,000 with a peek-a-boo ocean view from the 4th floor. The owners have invested over $100K in premium upgrades, including a glassed-in lanai with hurricane impact

Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE

1215 S Portofino Dr Unit 404, Sarasota, FL 34242

/40
Est $670,768 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
8750 Midnight Pass Rd Unit 106C, Sarasota, FL 34242

8750 Midnight Pass Rd Unit 106C, Sarasota, FL 34242

/63
$4,900,000
- 7 Beds
- 7 Baths
- 3,742 Sq Ft
5219 Calle Menorca, Sarasota, FL 34242

Discover the ultimate in Florida coastal living at this stunning seven-bedroom, seven-bathroom luxury retreat, located just moments from the pristine sands of Siesta Key Beach. Perfectly designed for relaxation, entertainment, and upscale comfort, this expansive home is an exceptional blend of style, space, and convenience.Step inside and be greeted by an open, airy floor plan infused with beachy

Jay Travis RE/MAX ALLIANCE GROUP

5219 Calle Menorca, Sarasota, FL 34242
/82
$6,500 per month
- 2 Beds
- 2 Baths
- 1,123 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 301, Sarasota, FL 34242

Immaculate End Unit in the Marlin building, Ready for you to Enjoy through January 2026 and April 2026 through year-end 2026! Stunning all the way, Great Location in the complex, close to the pool, clubhouse, spa, sauna, 2 bedroom 2 full baths, enclosed lanai overlooking the canal, steps to Deeded beach access through Crescent Arms, for your pleasure daytime or sunset time! Siesta Harbor offers a

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 301, Sarasota, FL 34242
/2
$890,000 Sold Apr 01, 2025
- 1,361 Sq Ft
- $654/SF
- 124 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With

Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/72
Est $777,839 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
8750 Midnight Pass Rd Unit 103C, Sarasota, FL 34242

8750 Midnight Pass Rd Unit 103C, Sarasota, FL 34242

/46
$2,450,000
- 1,920 Sq Ft
308 Canal Rd, Sarasota, FL 34242

Welcome to Salty Summer & Summer Salt, a fantastic duplex with a shared pool perfectly located minutes from the turquoise waters and powder-soft sands of the Gulf and steps from Siesta Village, which offers a variety of shops and restaurants. With two bedrooms and two bathrooms in each unit, this home is perfect for your beach getaway, so pack your bags and enjoy a dream island vacation on Siesta

Constantine Stratos COLDWELL BANKER REALTY

308 Canal Rd, Sarasota, FL 34242
/29
$7,000 per month
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- Condo for Rent
1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

Bayside highrise Building with underground parking, elevator, turnkey furnished, secured building, washer and dryer nicely appointed Two heated pools, lighted tennis courts, fishing pier, fitness room and that Beautiful Siesta Beach. Restaurants, Shopping, Theater, Arts, Golfing, Bicycling whatever your pleasure you will find in Sarasota. Peppertree is a Gulf to Bay complex Available

Lisa Beach WATERSIDE REALTY LLC

1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
/2
$1,650,000 Sold Apr 01, 2025
- 3,924 Sq Ft
- $420/SF
- 353 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2000
5598 Siesta Estates Ct, Sarasota, FL 34242

This luxurious John Cannon built home is in a small gated community that is just a short walk to the world famous Siesta Key beach. Enjoy privacy and security at the end of a Cul-de-sac in this well maintained 6 bedroom, 5 ½ bath home, and is being offered Turn-Key furnished. It's the perfect home for Vacationing with Family and Friends. Features include a beautiful Kitchen with granite counter

Darren Duffy RE/MAX PALM REALTY

5598 Siesta Estates Ct, Sarasota, FL 34242

/63
Est $1,937,107 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,614 Sq Ft
8710 Midnight Pass Rd Unit 400B, Sarasota, FL 34242

8710 Midnight Pass Rd Unit 400B, Sarasota, FL 34242

/100
$1,000,000 Open Sun 1PM - 3PM
- 2 Beds
- 2.5 Baths
- 1,768 Sq Ft
8779 Midnight Pass Rd Unit 506H, Sarasota, FL 34242

BEACH! BAY! ENJOY PANARAMIC BAY VIEWS FROM THIS UPDATED RESIDENCE. Kitchen with solid surface countertop, stainless appliance. Two bedroom suites with private bath, walk-in closets laundry in residence. Additional room off foyer for den and storage. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities

Marlene Marshall MICHAEL SAUNDERS & COMPANY

8779 Midnight Pass Rd Unit 506H, Sarasota, FL 34242
/49
$9,500 per month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

***AVAILABLE MAY 2026*** one MONTH MIN***Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative fireplace, reclining sofa, two walk-in closets, washer and dryer in

Anthony DeLuca AUDREY RAIN RENTALS, INC

6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
/2
$950,000 Sold Mar 31, 2025
- 1,510 Sq Ft
- $629/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
431 Avenida de Mayo, Sarasota, FL 34242

Siesta Key waterfront home, prime location and endless potential! Location, location, location. This exceptional Siesta Key beach home is just near world-famous Siesta Beach and vibrant Siesta Village, offering easy access to top-rated dining, shopping and entertainment. On a large, beautifully landscaped lot along the coveted Grand Canal, this property is a rare find with direct waterfront

Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

431 Avenida de Mayo, Sarasota, FL 34242

/50
Est $912,650 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,445 Sq Ft
8730 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

8730 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

/81
$875,000
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
5223 Shadow Lawn Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Elegant Siesta Key Retreat – Now Offered at $875,000Discover an unbeatable opportunity at 5223 Shadow Lawn Dr – a stylish 3-bedroom, 2-bath Siesta Isles home on Siesta Key, now priced to move in one of Florida’s most sought-after beachside communities. Tucked away on a quiet cul-de-sac just 1 mile from world-famous Siesta Key Beach, this

Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242
/72
$5,000 per month
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 36, Sarasota, FL 34242

Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a new coffee table, an electric fireplace, new shower heads, a portable electric grill, bikes, beach

Margaret Young JENNETTE PROPERTIES, INC.

1257 S Portofino Dr Unit 36, Sarasota, FL 34242
/2
$4,500,000 Sold Mar 31, 2025
- 3,762 Sq Ft
- $1196/SF
- 467 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1987
1172 Horizon View Dr, Sarasota, FL 34242

HURRICANE UPDATE - WATER NEVER REACHED THE HOME (INSIDE) - New and Improved Price! Welcome to your exclusive Gulf of Mexico beach house retreat on Siesta Key, where luxury seamlessly merges with the allure of Turtle Beach in Tortoise Estates. Located on the Gulf, this 4-bedroom luxury residence epitomizes coastal living, offering private beach access and spectacular, panoramic views of the Gulf

Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

1172 Horizon View Dr, Sarasota, FL 34242

/87
Est $470,101 Not Listed For Sale
- 1 Bed
- 1 Bath
- 800 Sq Ft
8730 Midnight Pass Rd Unit 302A, Sarasota, FL 34242

8730 Midnight Pass Rd Unit 302A, Sarasota, FL 34242

/91
$2,000,000
- 3 Beds
- 2 Baths
- 1,532 Sq Ft
1001 Point of Rocks Rd Unit 207, Sarasota, FL 34242

Extremely Rare Gulf-Front Opportunity at Siesta Sands Beach Resort on World-Famous Siesta Key! Don't miss this one-of-a-kind chance to own the only 3 bedroom, 2 bathroom townhome-style condo in the highly desirable Siesta Sands Beach Resort, perfectly situated directly on the shores of award-winning Siesta Key Beach. This exquisite turn-key furnished residence has been fully remodeled recently

Jessica Bow RE/MAX PLATINUM

1001 Point of Rocks Rd Unit 207, Sarasota, FL 34242
/27
$6,400 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 107, Sarasota, FL 34242

This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms

Margaret Young JENNETTE PROPERTIES, INC.

1250 N Portofino Dr Unit 107, Sarasota, FL 34242
/2
$620,000 Sold Mar 28, 2025
- 1,303 Sq Ft
- $476/SF
- 89 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
8767 Midnight Pass Rd Unit 203F, Sarasota, FL 34242

BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Quartz countertop, stainless appliance and coffee bar! Laundry in residence. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak

Marlene Marshall MICHAEL SAUNDERS & COMPANY

8767 Midnight Pass Rd Unit 203F, Sarasota, FL 34242

/58
Est $610,086 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
8730 Midnight Pass Rd Unit 203A, Sarasota, FL 34242

8730 Midnight Pass Rd Unit 203A, Sarasota, FL 34242

/28
$398,888
- 1 Bed
- 1 Bath
- 420 Sq Ft
6006 Midnight Pass Rd Unit 48, Sarasota, FL 34242

Beachside Living at Its Best - Casa Mar on Siesta KeyWelcome to Casa Mar, a sought-after beachfront community offering the perfect combination of island charm and modern convenience. This 1-bedroom, 1-bathroom unfurnished unit is a rare opportunity to create your very own coastal getaway or capitalize on a high-demand vacation rental investment. Just steps from one of the widest and most

Deniz Topkara KELLER WILLIAMS ON THE WATER S

6006 Midnight Pass Rd Unit 48, Sarasota, FL 34242
/25
$12,000 per month
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
- House for Rent
5519 Azure Way, Sarasota, FL 34242

Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

Catherine Foley JENNETTE PROPERTIES, INC.

5519 Azure Way, Sarasota, FL 34242
/2
$660,000 Sold Mar 28, 2025
- 1,130 Sq Ft
- $584/SF
- 108 Days On Market
- 2 Beds
- 2 Baths
- Built 1988
1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

Deeded Beach access on Siesta Key! This immaculate corner unit condo is the perfect blend of serenity and modern living, boasting breathtaking views and top-notch amenities. Tucked away amidst lush tropical landscaping, this single-level ground floor condo offers a peaceful pond and fountain view right from your private lanai. It’s an ideal retreat for those seeking tranquility and a connection

Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

/45
Est $521,729 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
8635 Midnight Pass Rd Unit C207, Sarasota, FL 34242

8635 Midnight Pass Rd Unit C207, Sarasota, FL 34242

Showing Results 521 - 560, Page 14 of 18

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