Siesta Key, FL Homes

/46
$1,500,000
- 2 Beds
- 2 Baths
- 1,996 Sq Ft
1374 Moonmist Dr Unit B1, Sarasota, FL 34242

A rare bayfront opportunity to create your dream retreat in Polynesian Gardens on Siesta Key. Experience the allure of waterfront living in this rarely available detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the Intracoastal

Judie Berger PREMIER SOTHEBYS INTL REALTY

1374 Moonmist Dr Unit B1, 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

Welcome to Surf’s Up, a modern coastal beach inspired home, where you will enjoy and marvel at the crystal-clear waters of the Gulf of Mexico. This home was purchased, designed, equipped, and furnished for families to experience the ultimate vacation home. Located just 10 homes from the most beautiful beach in the United States, Siesta Key! This newly remodeled home with brand new furnishings

Beth Dilley ASCENDIA REAL ESTATE

5516 Avenida Del Mare, Sarasota, FL 34242
/2
$600,000 Sold Jan 30, 2025
- 1,314 Sq Ft
- $457/SF
- 59 Days On Market
- 1 Bed
- 2 Baths
- Built 1951
671 Avenida Del Norte, Sarasota, FL 34242

Ideally just moments from Siesta Key Village, you'll enjoy the vibrant heart of the key, where friends gather for lively entertainment, delectable dining and unique shopping experiences. Whether you're savoring a sunset cocktail or indulging in fresh seafood, the village offers an array of options to satisfy your cravings. This property suffered damage from the recent hurricane. The famed white

Melissa Caldwell PREMIER SOTHEBYS INTL REALTY

671 Avenida Del Norte, Sarasota, FL 34242

/82
Est $537,213 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

/46
$689,000
- 2 Beds
- 2 Baths
- 1,156 Sq Ft
5855 Midnight Pass Rd Unit 327, Sarasota, FL 34242

Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a premier waterfront community on Siesta Key. This stunning two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade

Kelli Eggen COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 327, Sarasota, FL 34242
/22
$6,554 per month
- 3 Beds
- 2 Baths
- 1,821 Sq Ft
- House for Rent
614 Treasure Boat Way, Sarasota, FL 34242

AVAILABLE MAY-JUNE-JULY and August 2025Beautiful house on Siesta Key with private pool (not heated) and generous space. 15 min walk to the beach!This charming 3-bedroom, 2-bathroom private home is located in discreet residential neighborhood, on the beautiful Siesta Key island.It offers a private pool, plenty of parking and can accommodate up to 6 guests!This is a well maintained

Sandrine Maquet LPT REALTY, LLC

614 Treasure Boat Way, Sarasota, FL 34242
/2
$17,000 Sold Jan 29, 2025
- 2,255 Sq Ft
- $8/SF
- 40 Days On Market
- 3 Beds
- 3 Baths
- Built 2009
915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services.This exclusive opportunity offers the ultimate in

Kelly Mooney THE SARASOTA REAL ESTATE COMP.

915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

/54
Est $519,709 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

/42
$425,000
- 1 Bed
- 1 Bath
- 656 Sq Ft
105 Pass Key Rd Unit 105, Sarasota, FL 34242

ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts

Laura Rodriguez COLDWELL BANKER REALTY

105 Pass Key Rd Unit 105, Sarasota, FL 34242
/66
$4,200 per month
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- Condo for Rent
5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242

This charming beach palace is located in the gated community of Harbor Towers on Siesta Key! Located just minutes from the world-famous sugary sands of Siesta Key beach and a quick trolley, bike or golf cart ride to the Siesta Key Village where there are delicious restaurants and shopping! From the moment you park in your assigned parking spot, you feel the luxurious beach resort vibe that is

Beth Dilley ASCENDIA REAL ESTATE

5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
/2
$1,600,000 Sold Jan 28, 2025
- 1,271 Sq Ft
- $1259/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
6300 Midnight Pass Rd Unit 703, Sarasota, FL 34242

Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space,

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 703, Sarasota, FL 34242

/35
Est $467,223 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit A41, Sarasota, FL 34242

6157 Midnight Pass Rd Unit A41, Sarasota, FL 34242

/27
$899,500
- Land
- 0.50 Acre
- $1,799,000 per Acre
670 Venice Ln, Sarasota, FL 34242

Come build your dream home on this beautiful half acre lot in the heart of Siesta Key. The cul-de-saclocation offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, anestablished community with very little rental traffic. Easy access to the north and south bridges. THISPROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The current home on the property has a

Debbie Lane RE/MAX ALLIANCE GROUP

670 Venice Ln, Sarasota, FL 34242
/63
$6,750 per month
- 2 Beds
- 2 Baths
- 896 Sq Ft
- Condo for Rent
1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

Welcome to our enchanting 2-bedroom, 2-bathroom private villa located in the tropical paradise of Polynesian Gardens on Siesta Key! This recently updated, tastefully decorated vacation home boasts a comfortable living area, modernly furnished and flooded with natural light. The primary bedroom features a king-size bed and an ensuite bathroom, while the second bedroom offers a twin bed and full

Beth Dilley ASCENDIA REAL ESTATE

1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
/2
$925,000 Sold Jan 28, 2025
- 3,042 Sq Ft
- $304/SF
- 67 Days On Market
- 1 Bed
- 1 Bath
- Built 1951
4439 Ocean Blvd, Sarasota, FL 34242

Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with

Jay Hogue W.I.T. REALTY LLC

4439 Ocean Blvd, Sarasota, FL 34242

/65
Est $785,581 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
1100 Cove II Place Unit 933, Sarasota, FL 34242

1100 Cove II Place Unit 933, Sarasota, FL 34242

/27
$899,500
- 3 Beds
- 2 Baths
- 2,114 Sq Ft
670 Venice Ln, Sarasota, FL 34242

Come build your dream home on this beautiful half acre lot in the heart of Siesta Key. The cul-de-saclocation offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, anestablished community with very little rental traffic. Easy access to the north and south bridges. THISPROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The current home on the property has a

Debbie Lane RE/MAX ALLIANCE GROUP

670 Venice Ln, Sarasota, FL 34242
/25
$11,000 per month
- 3 Beds
- 2 Baths
- 1,139 Sq Ft
- House for Rent
657 Calle de Peru, Sarasota, FL 34242

Nestled under a stunning Banyan tree this “original” Siesta Key cottage combines Old Florida charm with modern updates with TONS of character. Set amongst a lush private yard this adorable 3 bedroom 2 bathroom POOL home is the perfect place to spend time relaxing on Siesta Key. Enjoy an ideal location on a quiet street near Siesta Village, with numerous beach access points, shopping, dining, and

Beth Dilley ASCENDIA REAL ESTATE

657 Calle de Peru, Sarasota, FL 34242
/2
$900,000 Sold Jan 28, 2025
- Land
- 0.23 Acre
- $3,913,043 per Acre
- 389 Days On Market
451 Avenida de Mayo, Sarasota, FL 34242

Large boatable canal front lot only 3 blocks to Siesta Village/ Beach. Build your dream home here. Existing Pool may be worked into new home site plan. Home did flood and is not warranted but may be usable during permit/ design phases. This canal was recently dredged in 2007. Sold at land value as-is where-is.

Bob Stahlschmidt II BRIGHT REALTY

451 Avenida de Mayo, Sarasota, FL 34242

/19
Est $614,191 Not Listed For Sale
- 2 Beds
- 2 Baths
- 860 Sq Ft
1400 Cove II Place Unit 610, Sarasota, FL 34242

1400 Cove II Place Unit 610, Sarasota, FL 34242

/45
$1,695,000
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
420 Beach Rd Unit 502, Sarasota, FL 34242

Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking

Anthony Dalesandro BRIGHT REALTY

420 Beach Rd Unit 502, Sarasota, FL 34242
/26
$9,000 per month
- 3 Beds
- 2 Baths
- 1,617 Sq Ft
- House for Rent
345 Avenida Leona, Sarasota, FL 34242

Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granite counter tops and stainless appliances. This property is PERFECT for your next family gathering and easily accommodates up to 6 guests in one king, one queen, one full and one twin bed. One of the master bedrooms is on the

Beth Dilley ASCENDIA REAL ESTATE

345 Avenida Leona, Sarasota, FL 34242
/2
$680,000 Sold Jan 24, 2025
- 1,180 Sq Ft
- $576/SF
- 5 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 225, Sarasota, FL 34242

You have found your oasis! Harbor Towers Yacht & Racquet Club recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. Copies of the funded upgrade program are available for your review. This no-worries furnished, updated unit, has all new hurricane-rated windows and doors, two small balconies, a

Roger Grenier PREMIER SOTHEBYS INTL REALTY

5855 Midnight Pass Rd Unit 225, Sarasota, FL 34242

/34
Est $606,635 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 533, Sarasota, FL 34242

1500 Cove II Place Unit 533, Sarasota, FL 34242

/43
$1,495,000
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242

Enjoy magical sunrise skies and fun filled days, watching boats cruising down the Intracoastal Waterway. This fourth floor end unit condo is a rare opportunity, offering three bedrooms, three bathrooms and an under building private garage. The private front entrance patio is perfect for relaxing, barbequing and watching the sun set. There are all new high impact hurricane resistant windows and

Mina Johnson MICHAEL SAUNDERS & COMPANY

1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242
/46
$12,000 per month
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Condo for Rent
20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL

20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
/2
$1,470,000 Sold Jan 23, 2025
- 2,200 Sq Ft
- $668/SF
- 38 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
1240 Dolphin Bay Way Unit 301, Sarasota, FL 34242

Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the

Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

1240 Dolphin Bay Way Unit 301, Sarasota, FL 34242

/43
Est $606,660 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 514, Sarasota, FL 34242

1500 Cove II Place Unit 514, Sarasota, FL 34242

/59
$482,000
- 2 Beds
- 2 Baths
- 929 Sq Ft
1250 N Portofino Dr Unit 303, Sarasota, FL 34242

Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout,

Anne Thomas RE/MAX ALLIANCE GROUP

1250 N Portofino Dr Unit 303, Sarasota, FL 34242
/96
$3,900 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 38, Sarasota, FL 34242

DECEMBER SPECIAL *** $3,900! Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or

Kay Esposito SIGNATURE REALTY ASSOCIATES

1257 S Portofino Dr Unit 38, Sarasota, FL 34242
/2
$1,400,000 Sold Jan 22, 2025
- 2,095 Sq Ft
- $668/SF
- 31 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
5537 Cape Leyte Dr, Sarasota, FL 34242

Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way.While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a

Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

5537 Cape Leyte Dr, Sarasota, FL 34242

/61
Est $784,440 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

/100
$3,975,000
- 5 Beds
- 4.5 Baths
- 4,486 Sq Ft
137 Big Pass Ln, Sarasota, FL 34242

This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort.The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where

Dion Souza SARABAY REAL ESTATE INC

137 Big Pass Ln, Sarasota, FL 34242
/57
$10,000 per month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

Do Not Miss This Rare Opportunity! We just had a last-minute cancellation in one of our premier communities on Siesta Key: Gulf and Bay. Normally offered at $12,000 a month has now been reduced to $10,000 a month. This extraordinary 32-acre resort community is located directly on the Gulf of America/Mexico and offers 800 feet of private beautiful sand that feels like baby powder under your

Beth Dilley ASCENDIA REAL ESTATE

5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
/2
$3,025,000 Sold Jan 21, 2025
- 3,647 Sq Ft
- $829/SF
- 0 Days On Market
- 5 Beds
- 5 Baths
- Built 2005
850 Siesta Key Cir, Sarasota, FL 34242

PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the

Mark McCann, PA MICHAEL SAUNDERS & COMPANY

850 Siesta Key Cir, Sarasota, FL 34242

/63
Est $742,765 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

/78
$4,199,000
- 3 Beds
- 3.5 Baths
- 4,484 Sq Ft
4129 Roberts Point Cir, Sarasota, FL 34242

Timeless elegance meets modern luxury on North Siesta Key. Tucked away on the coveted north end of Siesta Key, this stunning coastal residence is where Mediterranean charm meets contemporary refinement. Completely reimagined in 2015 during a whole-house renovation led by Xavier Garcia of Las Casitas Architects, the home is a work of art, blending artisan craftsmanship with relaxed island living.

Judie Berger PREMIER SOTHEBYS INTL REALTY

4129 Roberts Point Cir, Sarasota, FL 34242
/99
$5,900 per month
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Condo for Rent
1660 Summerhouse Ln Unit 301, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Siesta Key is available for an ANNUAL LEASE. This corner unit, light and bright property has been meticulously professionally decorated and it shows. Three bedrooms, three and a half bathrooms, turnkey furnished, three open lanais that face east and west, living room/kitchen/dining

C. Alison Hunter JENNETTE PROPERTIES INC

1660 Summerhouse Ln Unit 301, Sarasota, FL 34242
/2
$1,650,000 Sold Jan 17, 2025
- 3,831 Sq Ft
- $431/SF
- 24 Days On Market
- 4 Beds
- 4 Baths
- Built 1958
4933 Featherbed Ln, Sarasota, FL 34242

THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on

Beth Harris COMPASS FLORIDA LLC

4933 Featherbed Ln, Sarasota, FL 34242

/60
Est $1,361,215 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

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