Siesta Key, FL Homes

/46
$18,000
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242

Fractional Ownership. Summer Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on

Kelly Mooney THE SARASOTA REAL ESTATE COMP.

915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242
/42
$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Condo for Rent
6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

Variable rent based on season

Terry Dorrity INTEGRITY INVESTMENTS REALTY

6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
/2
$455,000 Sold Jan 16, 2025
- 900 Sq Ft
- $506/SF
- 2 Beds
- 2 Baths
- Built 1964
6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

Sold Information only

Stellar Non-Member Agent Stellar Non-Member Office

6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

/48
Est $1,694,830 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

/23
$665,000
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
6415 Midnight Pass Rd Unit 607, Sarasota, FL 34242

Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals

James Hirschman SARASOTA LAND AND HOMES LLC

6415 Midnight Pass Rd Unit 607, Sarasota, FL 34242
/60
$6,500 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 102, Sarasota, FL 34242

Available January to May 1, 2025! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Sauna, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 102, Sarasota, FL 34242
/2
$650,000 Sold Jan 16, 2025
- Land
- 0.14 Acre
- $4,642,857 per Acre
- 22 Days On Market
675 Avenida Del Norte, Sarasota, FL 34242

Remodel or tear down. Discover the endless possibilities of Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace

Kevin Henry BAY VISION REALTY INC

675 Avenida Del Norte, Sarasota, FL 34242

/57
Est $1,828,899 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

/51
$470,000
- 1 Bed
- 1 Bath
- 820 Sq Ft
4822 Ocean Blvd Unit 11E, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Experience the Ultimate Oceanfront lifestyle at Siesta Towers!Discover the beauty of living at Siesta Towers from this stunning 11th-floor condo, where the view only shifts between gorgeous and truly spectacular. This bright, westward-facing one-bedroom residence is designed to maximize natural light and showcase the ever-changing Gulf panorama.

Shantele Lace PREFERRED SHORE LLC

4822 Ocean Blvd Unit 11E, Sarasota, FL 34242
/26
$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 SHORT OR 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
$1,050,000 Sold Jan 15, 2025
- 2,941 Sq Ft
- $357/SF
- 242 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1981
1203 N View Dr, Sarasota, FL 34242

Owner financing provided. Imagine having a home with space to entertain, relax and be productive on Siesta Key. This is your chance to own a piece of paradise in Siesta Cove. Want to watch the sunset? Siesta Beach public pavilion is only 1/2 mile away. This home has 3941 square feet with 4 bedrooms, 2 1/2 bathrooms, 1 office, 1 laundry room, 2 car garage, extra large driveway, large enclosed

Jay Hogue W.I.T. REALTY LLC

1203 N View Dr, Sarasota, FL 34242

/63
Est $1,656,819 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
1660 Summerhouse Ln Unit 103, Sarasota, FL 34242

1660 Summerhouse Ln Unit 103, Sarasota, FL 34242

/50
$635,000
- 2 Beds
- 2 Baths
- 929 Sq Ft
1250 N Portofino Dr Unit 203, Sarasota, FL 34242

Discover the ultimate Florida lifestyle in this stunning, completely remodeled 2-bedroom, 2-bath condo, located within an active 55+ waterfront community. Beautifully appointed and offered fully furnished, this home provides immediate comfort and upscale relaxation. The spacious screened-in porch offers serene canal views directly leading to the Gulf—perfect for enjoying breathtaking sunsets or

Ali Marks LOYD ROBBINS & CO. LLC

1250 N Portofino Dr Unit 203, 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
$1,825,000 Sold Jan 15, 2025
- 2,490 Sq Ft
- $733/SF
- 328 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2007
1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

Coastal Luxury on Siesta Key. This three-bedroom, three-and-a-half bath condominium is located in the renowned and distinguished gated community of Summer Cove. This spacious residence lives like a single-family home and includes private beach access across the street to the world-famous white quartz sugar sands of Siesta Key Beach on the beautiful azure waters of the Gulf of Mexico. The nearly

Mel Goldsmith MICHAEL SAUNDERS & COMPANY

1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

/68
Est $1,694,906 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 101, Sarasota, FL 34242

1660 Summerhouse Ln Unit 101, Sarasota, FL 34242

/35
$1,790,000
- 3 Beds
- 2 Baths
- 2,460 Sq Ft
4868 Featherbed Ln, Sarasota, FL 34242

Discover this Siesta Key gem, ideally situated on a quiet street in the heart of charming Siesta Key Village. Offering strong rental potential, this property is a fantastic investment opportunity. Enjoy the convenience of being just steps away from the Village’s popular restaurants, bars, and boutique shops, while also savoring peaceful walks to the pristine, powdery sand beaches to witness

Genaro Tramutola FINE PROPERTIES

4868 Featherbed Ln, 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
$780,000 Sold Jan 14, 2025
- 1,272 Sq Ft
- $613/SF
- 37 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
5211 Avenida de Cortez, Sarasota, FL 34242

Oversize lot 9,000+ sq ft, in prime location for Siesta Village and beach. House was flooded in Helene, the block home and roof are solid, interior has been stripped and sanitized. Ready for your choice, refurbish or tear down and build your dream home on a large lot in prime location. Extremely close to the heart of Siesta Key Village and its unique dining and shopping experiences, easy two

Esti Baughen COLDWELL BANKER REALTY

5211 Avenida de Cortez, Sarasota, FL 34242

/64
Est $700,877 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

/54
$695,000
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

6th floor Gulfside Highrise facing East overlooking the peppertree grounds--High and Dry! Beautifully appointed with detail to owners care of the unit. Spacious open kitchen with extra storage, wood lament flooring throughout the living areas; tile in the baths and lanai. Lanai enclosed with hurricane windows and new murphy bed on lanai. Supersized utility room with washer and dryer.

Lisa Beach WATERSIDE REALTY LLC

1080 W Peppertree Ln Unit 602A, 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
$2,100,000 Sold Jan 14, 2025
- 1,437 Sq Ft
- $1461/SF
- 23 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1970
5400 Ocean Blvd Unit 10-3, Sarasota, FL 34242

Enjoy the beautiful expansive views of the Gulf and beach from this 3BR/2.5 bath condo that has been in the same family for 43 years. Located on the 10th floor in one of the best designed and built condos on Siesta Key. The modernist building was designed by architect Frank Folsom Smith, and was ahead of its time. Built with poured concrete and with walls of sliding glass doors in every room to

Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 10-3, Sarasota, FL 34242

/14
Est $998,361 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

/61
$3,790,000
- 3 Beds
- 3.5 Baths
- 5,423 Sq Ft
875 Siesta Key Cir, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100

Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242
/91
$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 December 2025 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

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 301, Sarasota, FL 34242
/2
$740,000 Sold Jan 10, 2025
- 1,232 Sq Ft
- $601/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1951
432 Avenida de Mayo, Sarasota, FL 34242

Siesta Key Opportunity – Just Listed! Two Cottages, Endless Possibilities!Incredible Location...Don’t miss this rare opportunity to own a unique combination property on Siesta Key, just steps from the vibrant Siesta Key Village! This property includes two charming cottages with endless potential:Front Cottage: A 2-bedroom, 1-bath retreat with a spacious screened-in lanai perfect

Robert Bevington SHOWTIME REALTY

432 Avenida de Mayo, Sarasota, FL 34242

/43
Est $759,653 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

/90
$1,599,000
- 4 Beds
- 4 Baths
- 2,927 Sq Ft
4646 Gleason Ave, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma on our famed Siesta Key. Renovated with meticulous attention to detail, this

Logan Clark LPT REALTY, LLC

4646 Gleason Ave, 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
$2,350,000 Sold Jan 09, 2025
- 2,004 Sq Ft
- $1173/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

Discover the ultimate coastal lifestyle in this elegant 3 Bed/2 Bath condo, perfectly situated on the top floor of the beachfront F building at Gulf & Bay Club with breathtaking views of Siesta Key Beach. Spanning over 2000 square feet, this corner unit has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Step inside to find sleek porcelain tile floors,

Tina Johns COLDWELL BANKER REALTY

5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

/41
Est $1,426,006 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,976 Sq Ft
6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

/41
$469,900
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242

PRICE IMPROVEMENT! Live the Dream on Siesta Key!Discover the perfect blend of coastal luxury and investment opportunity. This beautifully furnished modern condo, SLEEPS UP TO SIX! Located just minutes from the world-famous Siesta Key Beach. Whether you're looking for a dream getaway or a highly desirable rental property—with weekly rentals allowed—this gem checks all the boxes!Built to

Dena Olson EXIT KING REALTY

6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242
/49
$8,000 per month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

***AVAILABLE December, 2025 through April, 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

Anthony DeLuca AUDREY RAIN RENTALS, INC

6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
/2
$350,000 Sold Jan 06, 2025
- 728 Sq Ft
- $481/SF
- 37 Days On Market
- 1 Bed
- 1 Bath
- Built 1963
5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242

Take a look at this Siesta Key gem... a walk away from the white powdery sand of Siesta Key Beach. Unit sold as is. Currently being renovated after water intrusion after Hurricane Helene, no water intrusion during Milton. Owner's renovation cost is estimated to be ~$20,000 to $25,000. Come see, come sigh and make this unit your own...

Karie Backman KELLER WILLIAMS ON THE WATER S

5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242

/33
Est $871,920 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

/82
$5,500,000
- 3 Beds
- 3.5 Baths
- 2,750 Sq Ft
534 Beach Rd Unit 4, Sarasota, FL 34242

Exquisite gulf-front penthouse, steps to Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular gulf-front penthouse, where the world-renowned powdery quartz sands of Siesta Beach are just steps away. Designed for the beach-loving connoisseur, this one-of-a-kind three-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic

Judie Berger PREMIER SOTHEBYS INTL REALTY

534 Beach Rd Unit 4, 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
$1,300,000 Sold Dec 30, 2024
- 2,512 Sq Ft
- $518/SF
- 67 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1982
737 Tropical Cir, Sarasota, FL 34242

LOCATED ON SIESTA KEY . . . PROXIMITY TO BEACH . . . 2017 NEW ROOF . . . 2021 NEW HOT WATER HEATER . . . 2018 NEW POOL SCREEN . . . 2016 REPLUMBED . . . REFACED KITCHEN CABINETS . . . OVER 1/3 OF AN ACRE LOT . . . LOCATION . . . LOCATION . . . LOCATION . . . Imagine daily walks on the famous powdery sands of Siesta Key and enjoying the breathtaking sunsets over the Gulf of Mexico daily. This

Reeny Kaney RE/MAX ALLIANCE GROUP

737 Tropical Cir, Sarasota, FL 34242

/59
Est $769,839 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

Showing Results 361 - 400, Page 10 of 18

Florida Siesta Key

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage