Siesta Key, FL Homes

/41
$1,160,000
- 3 Beds
- 2 Baths
- 2,272 Sq Ft
5345 Siesta Ct, Sarasota, FL 34242

Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring

Fred Sassen MICHAEL SAUNDERS & COMPANY

5345 Siesta Ct, Sarasota, FL 34242
/11
$7,470 Per Month
- 1 Bed
- 1 Bath
- 693 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242

Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch—perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
/2
$1,100,000 Sold Mar 20, 2026

6342 Midnight Pass Rd Unit 310, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 852 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $1,291/SF
- 0 Days On Market
Current Estimated Value $1,205,592

Last Listing Agent Brian Livesey WATERSIDE REALTY LLC

6342 Midnight Pass Rd Unit 310, Sarasota, FL 34242

/50
Est $491,116 Not Listed For Sale

5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242

Last Sold Summary
- 2% Above List Price
- $474/SF
- 88 Days On Market
- Last Sold Price $480,000
- Jun 23, 2023
Last Listing Agent Brian Gibson WHITE SANDS REALTY GROUP FL

/79
$2,175,000
- 3 Beds
- 2 Baths
- 1,798 Sq Ft
6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242

Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242
/28
$5,370 Per Month
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242

Starting at $179/night! Step into luxury and comfort at our newly renovated 2-bedroom, 1.5-bathroom condo, perfectly designed for your next getaway. This vibrant space features a fully equipped kitchen ready for your culinary adventures and a private carport just steps from the unit for hassle-free parking. Recently updated in Summer 2023, the condo comfortably accommodates up to six guests with

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242
/2
$690,000 Sold Aug 14, 2025

6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 894 Sq Ft
- Built 1968
Last Sold Summary
- 3% Below List Price
- $772/SF
- 10 Days On Market
Current Estimated Value $689,484

Last Listing Agent Halie Monde KW COASTAL LIVING III

6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

/2
Est $1,178,288 Not Listed For Sale

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
- Built 1997
1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242

Last Sold Summary
- $614/SF
- 14 Days On Market
- Last Sold Price $1,175,000
- Feb 05, 2025
Last Listing Agent Pam Charron COMPASS FLORIDA LLC

/41
$598,000
- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242

Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This

Domanic Calamese KW COASTAL LIVING III

5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
/10
$8,970 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242

This is a fun tropically decorated beach villa that will put a smile on your face when you walk in!! This unit can easily occupy up to 6. We have recently remodeled the kitchen and both bathrooms. The master bedroom features a king size bed with a new pillow top mattress. The master bath is new with a roman walk in shower. There is an LCD TV, DVD player and a nice closet. The second bedroom has a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242
/2
$720,000 Sold Feb 05, 2026

312 Avenida Leona, Siesta Key, FL 34242
- 4 Beds
- 3.5 Baths
- 1,824 Sq Ft
- Built 2026
Last Sold Summary
- 58% Below List Price
- $395/SF
- 161 Days On Market
Current Estimated Value $1,399,667

Last Listing Agent Ron Pepka KW SUNCOAST

312 Avenida Leona, Siesta Key, FL 34242

/2
Est $753,373 Not Listed For Sale

5900 Midnight Pass Rd Unit 201, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 925 Sq Ft
- Built 1971
5900 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $865/SF
- 72 Days On Market
- Last Sold Price $800,000
- Oct 16, 2024
Last Listing Agent Rudy Dudon Michael Saunders

/68
$510,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 202, Sarasota, FL 34242

Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed

Harriet Stopher COLDWELL BANKER REALTY

225 Hourglass Way Unit 202, Sarasota, FL 34242
/39
$2,995 Per Month
- 2 Beds
- 1.5 Baths
- 981 Sq Ft
- Townhouse for Rent
Unlisted Address

Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two

Matthew fehniger JJF REALTY INC

Unlisted Address
/2
$2,700,000 Sold May 04, 2026

915 Seaside Dr Unit 407, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,255 Sq Ft
- Built 2009
Last Sold Summary
- 7% Below List Price
- $1,197/SF
- 119 Days On Market
Current Estimated Value $2,848,311

Last Listing Agent Brian Ward WATERSIDE REALTY LLC

915 Seaside Dr Unit 407, Sarasota, FL 34242

/57
Est $1,090,604 Not Listed For Sale

1240 Dolphin Bay Way Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
- Built 1998
1240 Dolphin Bay Way Unit 303, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $627/SF
- 56 Days On Market
- Last Sold Price $1,200,000
- May 15, 2023
Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S

/61
$1,100,000
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242

Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site

Marlene Marshall MICHAEL SAUNDERS & COMPANY

6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242
/27
$5,700 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1055 W Peppertree Dr Unit 802AA, Sarasota, FL 34242

Steps from beautiful Crescent Beach, this fully renovated 2 bedroom 2 full bathroom unit is located in Gulf-side High-rise on the 8th floor. Step into the extended living lanai area to experience wrap around views of the gulf. Enjoy a window bench, choice of comfy loveseats, or dine with a view of the blue waters and white sand.An updated kitchen with stainless steel appliances peeks through

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1055 W Peppertree Dr Unit 802AA, Sarasota, FL 34242
/2
$585,000 Sold Dec 01, 2025

1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Built 1974
Last Sold Summary
- 16% Below List Price
- $503/SF
- 142 Days On Market
Current Estimated Value $589,261

Last Listing Agent Lisa Beach WATERSIDE REALTY LLC

1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

/2
Est $1,008,471 Not Listed For Sale

4439 Ocean Blvd, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 3,042 Sq Ft
- Built 1951
4439 Ocean Blvd, Sarasota, FL 34242

Last Sold Summary
- 9% Above List Price
- $304/SF
- 67 Days On Market
- Last Sold Price $925,000
- Jan 28, 2025
Last Listing Agent Jay Hogue DALTON WADE INC

/79
$1,335,000
- 3 Beds
- 2 Baths
- 1,642 Sq Ft
5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242

Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling

Suki Scollo COLDWELL BANKER REALTY

5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242
/15
$8,970 Per Month
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit A04, Sarasota, FL 34242

Welcome to the newly renovated A04 Villa! Private entrance leads to the screened in lanai and open air space which includes the kitchen, dining area and comfortable seating to enjoy the large flat screen tv. The villa sleeps up to 6. 2 queen beds in the primary bedroom and 2 twin beds in the guest bedroom. Both bedrooms are also equipped with flat screen TVs. This large villa features 2

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit A04, Sarasota, FL 34242
/2
$1,000,000 Sold Jan 30, 2026

5036 Higel Ave, Sarasota, FL 34242
- Land
- 15,246 Sq Ft
- $2,857,143 per Acre
Last Sold Summary
- 9% Below List Price
- 8 Days On Market
Current Estimated Value $1,025,123

Last Listing Agent Diana Pomarico PALERMO REAL ESTATE PROF. INC.

5036 Higel Ave, Sarasota, FL 34242

/77
Est $1,466,697 Not Listed For Sale

5319 Siesta Cove Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,740 Sq Ft
- Built 1989
5319 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $538/SF
- 83 Days On Market
- Last Sold Price $1,475,000
- Jun 17, 2024
Last Listing Agent Tammy Garner COLDWELL BANKER REALTY

/61
$1,395,000
- 2 Beds
- 2 Baths
- 1,464 Sq Ft
20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242

GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas...the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention.

Christa Spalding COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242
/19
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- House for Rent
143 Whispering Sands Dr, Sarasota, FL 34242

Available for season 2027! This 2 bedroom 2 bath villa with easy ground floor entry features tile flooring in the main living areas and plush new carpeting in the bedrooms. The stylish galley kitchen has been fully updated with custom white cabinetry, granite countertops and backsplash, recessed lighting, and brand-new GE appliances, perfect for preparing meals after a day at the beach.Enjoy

Maureen Plichta STRINGER MANAGEMENT INC

143 Whispering Sands Dr, Sarasota, FL 34242
/2
$2,050,000 Sold Apr 01, 2026

518 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,676 Sq Ft
- Built 1971
Last Sold Summary
- 11% Below List Price
- $766/SF
- 103 Days On Market
Current Estimated Value $2,214,465

Last Listing Agent Pamela Pileggi PREFERRED SHORE LLC

518 Venice Ln, Sarasota, FL 34242

/33
Est $492,022 Not Listed For Sale

5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $509/SF
- 5 Days On Market
- Last Sold Price $515,000
- Mar 12, 2024
Last Listing Agent Mary Jo Violett Michael Saunders

/69
$1,200,000
- 3 Beds
- 3.5 Baths
- 2,798 Sq Ft
3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242

A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242
/25
$8,500 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 707, Sarasota, FL 34242

2 BR - 2 BA - 4 Person Max - Gulf side - Mid-Rise - Approx.150 yards from beach This property is a 30 night minimum.This 2-bedroom, 2 bath located on the gulf side is approx. 150 yards from the beach. This unit is on the 7th floor, accessible via elevator or stairs. Plenty of room for dining at the 6-service dining table. Couches, a ceiling fan, and TV in the living room for

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 707, Sarasota, FL 34242
/2
$1,895,000 Sold Mar 10, 2026

5165 Sandy Cove Ave, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,216 Sq Ft
- Built 1964
Last Sold Summary
- 5% Below List Price
- $855/SF
- 72 Days On Market
Current Estimated Value $1,909,520

Last Listing Agent Darlene Gamble FINE PROPERTIES

5165 Sandy Cove Ave, Sarasota, FL 34242

/78
Est $681,800 Not Listed For Sale

105 Whispering Sands Dr Unit V48, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1970
105 Whispering Sands Dr Unit V48, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $557/SF
- 9 Days On Market
- Last Sold Price $749,000
- Apr 15, 2024
Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

/54
$629,000
- 1 Bed
- 1 Bath
- 612 Sq Ft
6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242

Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment

Tom Ward WATERSIDE REALTY LLC

6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242
/9
$10,770 Per Month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 206, Sarasota, FL 34242

We welcome you to stay in our updated oceanfront condo on Siesta Key Crescent Beach - the best beach in Florida! Our spacious 2 bed/2 bath oceanfront home is 1080 square feet with an ocean view that cannot be beat! Unit #206 is part of the Casa Blanca Vacation Beach Resort, and the crystal white sand is steps away! Remodeled in 2023, fully equipped kitchen with quiet dishwasher, spacious living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 206, Sarasota, FL 34242
/2
$450,000 Sold Apr 29, 2026

24 Sandy Cove Rd Unit A6-D, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 561 Sq Ft
- Built 1968
Last Sold Summary
- 10% Below List Price
- $802/SF
- 55 Days On Market
Current Estimated Value $472,911

Last Listing Agent Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

24 Sandy Cove Rd Unit A6-D, Sarasota, FL 34242

/51
Est $1,096,388 Not Listed For Sale

115 Sand Dollar Ln, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 3,320 Sq Ft
- Built 1982
115 Sand Dollar Ln, Sarasota, FL 34242

Last Sold Summary
- 12% Above List Price
- $294/SF
- 324 Days On Market
- Last Sold Price $975,000
- Jan 17, 2024
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/78
$3,399,000
- 4 Beds
- 5 Baths
- 4,194 Sq Ft
611 Tremont St, Sarasota, FL 34242

A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage

Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

611 Tremont St, Sarasota, FL 34242
/34
$7,900 Per Month
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Condo for Rent
19 Whispering Sands Dr Unit 106, Sarasota, FL 34242

Still available for season January - April 2026l! Two bedroom 2 bath ground floor with view of the Gulf. Step outside and your on the sand! Escape the winter and be on the beach. Located in the heart of Siesta Key’s most desirable area, this property offers exceptional appeal with being just steps from the world-famous powdery white sand beach. Siesta Key Village is within easy walking distance,

Maureen Plichta STRINGER MANAGEMENT INC

19 Whispering Sands Dr Unit 106, Sarasota, FL 34242
/2
$2,000,000 Sold Nov 14, 2025

0 Solymar Dr, Siesta Key, FL 34242
- Land
- 18,730 Sq Ft
- $4,651,163 per Acre
Last Sold Summary
- 71% Below List Price
- 238 Days On Market
Last Listing Agent Curtis Ware KW COASTAL LIVING III

0 Solymar Dr, Siesta Key, FL 34242

/67
Est $1,057,869 Not Listed For Sale

1033 Shadow Lawn Way, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,103 Sq Ft
- Built 1960
1033 Shadow Lawn Way, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $506/SF
- 69 Days On Market
- Last Sold Price $1,065,000
- Jul 20, 2023
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

Showing Results 561 - 600, Page 15 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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