Siesta Key, FL Homes

/64
$539,900
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5663 Midnight Pass Rd Unit 407, Sarasota, FL 34242

Prime Siesta Key Location! Fully Renovated and just steps from the main entrance to world famous Siesta Key Beach and its powdery white sands! This beautiful ground-floor 2 bedroom, 2 bathroom condo offers a serene park-like setting and a waterfront bayou beyond to enjoy the tranquil views and fresh breezes! The interior has been updated featuring a recently renovated kitchen with gorgeous

Jennifer Albright HUNT BROTHERS REALTY, INC.

5663 Midnight Pass Rd Unit 407, Sarasota, FL 34242
/21
$9,300 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

Andy Moore GULF COAST REALTY & MANAGEMENT

1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
/2
$13,000 Sold Feb 12, 2025
- 1,750 Sq Ft
- $7/SF
- 159 Days On Market
- 2 Beds
- 3 Baths
- Built 2009
915 Seaside Dr Unit 402, Weeks 28-29, 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 402, Weeks 28-29, Sarasota, FL 34242

/100
Est $8,129,319 Not Listed For Sale
- 6 Beds
- 9 Baths
- 8,615 Sq Ft
4300 Higel Ave, Sarasota, FL 34242

4300 Higel Ave, Sarasota, FL 34242

/77
$1,900,000
- 3 Beds
- 3.5 Baths
- 2,480 Sq Ft
548 Beach Rd Unit 540A, Sarasota, FL 34242

Rarely available, this stunning Tiffany Sands townhome on Siesta Key offers an open floor plan with 3 spacious bedrooms featuring walk-in closets, 3.5 baths, and a versatile first-floor bonus room with a full bath and private entrance.Beautifully renovated, this exquisite residence boasts a one-car garage and storage space, multiple large decks, and a patio—perfect for soaking in breathtaking

Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

548 Beach Rd Unit 540A, Sarasota, FL 34242
/27
$12,000 per month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
/2
$800,000 Sold Feb 11, 2025
- 3,119 Sq Ft
- $256/SF
- 66 Days On Market
- 5 Beds
- 3 Baths
- Built 1964
4534 Banan Place, Sarasota, FL 34242

Welcome to 4534 Banan Place. Located in the heart of the world-renowned Siesta Key, this spacious 5-bedroom, 3 bath, 3,100+ sq. ft. home offers an unbeatable combination of location, potential, and value. Nestled on a tranquil street, this property captures the essence of island living, just minutes from the #1-rated Siesta Beach with its powdery white sands and vibrant village life filled with

Johnny Hopper KW SUNCOAST

4534 Banan Place, Sarasota, FL 34242

/68
Est $586,874 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

/37
$1,695,000
- 4 Beds
- 3.5 Baths
- 2,611 Sq Ft
4408 Midnight Pass Rd, Sarasota, FL 34242

Truly an escape from the ordinary! This incredible property has 2 (TWO) completely independent homes on an estate sized lot with over half an acre. Property is being sold fully furnished and ready to go! The home is also one of the 54 homes eligible for the coveted Cocoanut Bayou Association on Siesta Key which is a very short walk to a gated and Private Gulf side beach access for you as an

Michelle Shiver KELLER WILLIAMS ON THE WATER S

4408 Midnight Pass Rd, Sarasota, FL 34242
/26
$6,900 per month
- 2 Beds
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242

This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two

Andy Moore GULF COAST REALTY & MANAGEMENT

1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
/2
$995,000 Sold Feb 10, 2025
- Land
- 0.19 Acre
- $5,236,842 per Acre
- 50 Days On Market
361 Avenida Madera, Sarasota, FL 34242

Home Damaged by recent storms. Being sold for land value. Home can be repaired and has solid bones. Roof 2011 [No leaks from recent events], Impact Windows- 2017 SELLER FINANCING WOULD BE CONSIDERED. 30% DOWN.Water access to the Intracoastal Waterway via Grand Canal. Great location in Siesta Key Village. Just a short walk to all the village shops, restaurants and world

Tracy Srodes FINE PROPERTIES

361 Avenida Madera, Sarasota, FL 34242

/26
Est $554,068 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

/61
$6,495,000
- 8 Beds
- 8.5 Baths
- 3,811 Sq Ft
336 Avenida de Mayo, Sarasota, FL 34242

THE ULTIMATE SIESTA KEY RETREAT! YOUR DREAM 8 BEDROOM, 8 1/2 BATH POOL HOME ONLY STEPS FROM SIESTA KEY VILLAGE AND THE BEACH!! This home is designed to be the ultimate destination for friends and family gatherings, offering an exquisite blend of comfort, style, and convenience. Enjoy a stunning backyard oasis complete with a resort-style pool, in-ground spa, and a covered patio perfect for

Jay Travis RE/MAX ALLIANCE GROUP

336 Avenida de Mayo, Sarasota, FL 34242
/36
$9,300 per month
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
/2
$5,000,000 Sold Feb 07, 2025
- 4,230 Sq Ft
- $1182/SF
- 5 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2020
5418 Siesta Cove Dr, Sarasota, FL 34242

Experience the pinnacle of luxurious waterfront living, where your dreams of boating, entertaining, and relaxation converge in unparalleled splendor. This exquisite elevated custom-built estate on Siesta Key redefines elegance, had NO flood damage, offering sweeping, private vistas of the vibrant intracoastal waterway and showcasing masterful design at every turn.Spanning two levels of

Adnan Dedic COMPASS FLORIDA LLC

5418 Siesta Cove Dr, Sarasota, FL 34242

/72
Est $498,708 Not Listed For Sale
- 1 Bed
- 1 Bath
- 748 Sq Ft
6157 Midnight Pass Rd Unit E75, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E75, Sarasota, FL 34242

/51
$50,000
- 3 Beds
- 3 Baths
- 1,780 Sq Ft
915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

Fractional Ownership. Winter 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 606, Weeks 6-7, Sarasota, FL 34242
/31
$9,300 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
/2
$1,890,000 Sold Feb 07, 2025
- 2,704 Sq Ft
- $699/SF
- 16 Days On Market
- 4 Beds
- 4 Baths
- Built 1992
5125 Oxford Dr, Sarasota, FL 34242

Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

5125 Oxford Dr, Sarasota, FL 34242

/17
Est $477,216 Not Listed For Sale
- 1 Bed
- 1 Bath
- 748 Sq Ft
6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E73, Sarasota, FL 34242

/48
$960,000
- 3 Beds
- 2 Baths
- 1,730 Sq Ft
711 Birdsong Ln, Sarasota, FL 34242

Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round appeal.This property is perched on an elevated lot that has never experienced flooding. Recent

Julianna Burns BERKSHIRE HATHAWAY HOMESERVICE

711 Birdsong Ln, Sarasota, FL 34242
/30
$7,000 per month
- 2 Beds
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1360 Siesta Bayside Dr, Sarasota, FL 34242

This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the

Andy Moore GULF COAST REALTY & MANAGEMENT

1360 Siesta Bayside Dr, Sarasota, FL 34242
/2
$2,200,000 Sold Feb 06, 2025
- 3,384 Sq Ft
- $650/SF
- 29 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2008
452 Canal Rd, Sarasota, FL 34242

Prime Investment Opportunity! This exceptional property is an investor’s dream! Ideally situated just one block from Siesta Beach and two blocks from local dining, shopping, and entertainment in Siesta Village. Perfectly positioned for short and long-term rentals, this spacious home offers an incredible opportunity to host large gatherings, family reunions, or celebratory

Joseph Kesslak COLDWELL BANKER REALTY

452 Canal Rd, Sarasota, FL 34242

/31
Est $607,291 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E35, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E35, Sarasota, FL 34242

/21
$9,825,000
- Land
- 1.54 Acres
- $6,379,870 per Acre
4214 Higel Ave, Sarasota, FL 34242

For the first time in 35 years, 4214 Higel Avenue is available—one of only 7 estates boasting a private beach on this ultra-exclusive stretch of Siesta Key. Spanning 1.6 acres with an unrivaled 150 feet of private beachfront and 450 feet of depth, this is a rare opportunity to own a generational piece of Sarasota’s most coveted coastline. With direct access to Big Pass and unobstructed Gulf

Hailey Kendall WILLIAM RAVEIS REAL ESTATE

4214 Higel Ave, Sarasota, FL 34242
/31
$9,300 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242

Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta

Andy Moore GULF COAST REALTY & MANAGEMENT

1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
/2
$1,175,000 Sold Feb 05, 2025
- 1,915 Sq Ft
- $614/SF
- 14 Days On Market
- 2 Beds
- 2 Baths
- Built 1997
1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242

Welcome to Dolphin Bay, a gated, mid-rise waterfront community with just 50 fortunate owners. This completely updated and immaculate 4th-floor residence offers breathtaking views of the Intracoastal Waterway, where boats pass by and dolphins play. This condo is fully furnished and beautifully decorated with 1,915 sq. ft. of living space, plus an enclosed Lanai and a charming front courtyard

Pam Charron COMPASS FLORIDA LLC

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242

/32
Est $495,870 Not Listed For Sale
- 1 Bed
- 1 Bath
- 748 Sq Ft
6157 Midnight Pass Rd Unit E25, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E25, Sarasota, FL 34242

/49
$3,450,000
- 4 Beds
- 3.5 Baths
- 3,314 Sq Ft
296 Treasure Boat Way, Sarasota, FL 34242

You have found it! Welcome to this impressive custom-built West Indies inspired home that has it all. Nestled in an ideal location and a quick walk to the vibrant Siesta Village and world famous crystal sand beach, this property provides quiet privacy with nature views and is surrounded by multiple newer homes. Built within the last 10 years, this home is elevated above 10 feet and constructed to

Dave Herring STARLINK REALTY INC

296 Treasure Boat Way, Sarasota, FL 34242
/26
$9,300 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

Andy Moore GULF COAST REALTY & MANAGEMENT

1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
/2
$915,000 Sold Jan 31, 2025
- 1,265 Sq Ft
- $723/SF
- 6 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
5968 Midnight Pass Rd Unit 164, Sarasota, FL 34242

With southern exposure, enjoy gulf views over Casa Mar from this third floor corner club unit in the Palm Bay Club. Light and bright with turnkey furnishings, beginning or expanding your vacation property portfolio has never been easier. A true beach to bay community, your access to the impressive Palm Bay Club amenities is unlimited and includes: private Crescent Beach access, two heated

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5968 Midnight Pass Rd Unit 164, Sarasota, FL 34242

/52
Est $559,948 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E02, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E02, Sarasota, FL 34242

/36
$1,195,000
- 2 Beds
- 2 Baths
- 1,372 Sq Ft
5300 Ocean Blvd Unit 202, Sarasota, FL 34242

Walk in and relax in your updated turnkey condominium with breathtaking views of the #1 Beach in the country. Discover a rare chance to own a condominium in the vibrant heart of Siesta Key Village with easy access to the beautiful quartz beach of Siesta Key. This tastefully decorated property features a beautiful kitchen with custom cabinets, quartz countertops, tile backsplash, stainless steel

Diane Goodwin EXP REALTY LLC

5300 Ocean Blvd Unit 202, 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
$560,000 Sold Jan 31, 2025
- 1,056 Sq Ft
- $530/SF
- 276 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242

This property has so much to offer, LOCATION< LOCATION< LOCATION !!!! Watch stunning sunsets right from your Balcony every clear evening. Harbor Towers is a short half mile walk from the Crescent Beach of Siesta Key. There is also a Trolley that can pick you up for a free ride to Siesta Village or a Mile stroll for fine dining, shopping, or Happy Hour. Siesta key has some of the Worlds finest

Barbara Pawlak LOKATION

5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242

/23
Est $567,941 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E01, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E01, Sarasota, FL 34242

/38
$579,000
- 2 Beds
- 2 Baths
- 1,108 Sq Ft
212 Pass Key Rd Unit 212, Sarasota, FL 34242

This is the One! *Rarely Available 2bed/2bath Condo located in Sandy Cove II with Great Gulf Views*Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with a patio with gulf

Dave Beachy BEACHY PROPERTIES

212 Pass Key Rd Unit 212, 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
$4,325,000 Sold Jan 30, 2025
- 3,234 Sq Ft
- $1337/SF
- 33 Days On Market
- 4 Beds
- 7 Baths
- Built 2023
5300 Avenida Del Mare, Sarasota, FL 34242

Sophisticated and sleek, this dazzling masterpiece is located along the grand canal in the heart of Siesta Key. A modern exterior will impress neighbors and onlookers with sharp lines and a refined combination of materials that blend style and durability for island living. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5300 Avenida Del Mare, Sarasota, FL 34242

/71
Est $439,891 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit D21, Sarasota, FL 34242

6157 Midnight Pass Rd Unit D21, Sarasota, FL 34242

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