Siesta Key, FL Homes

/83
$829,000 Pending
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
5223 Shadow Lawn Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key Beach Retreat – Now $829,000 Welcome to 5223 Shadow Lawn Dr, a 3-bedroom, 2-bath home in coveted Siesta Isles, just 1 mile from the sugar sands of Siesta Key Beach. Located on a quiet cul-de-sac with preserve views and mature palms, this 1,459 sq. ft. property blends lifestyle, privacy, and investment potential. Inside, you'll find a

Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242
/24
$7,200 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

Andy Moore GULF COAST REALTY & MANAGEMENT

1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
/2
$2,900,000 Sold Jul 31, 2025

875 Siesta Key Cir, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 5,423 Sq Ft
- Built 1990
Last Sold Summary
- 23% Below List Price
- $535/SF
- 117 Days On Market
Current Estimated Value $2,924,857

Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242

/71
Est $388,096 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

/45
$499,000
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit C12, Sarasota, FL 34242

PRICE DECREASE! ** Seller offering $5,000 credit towards buyer's closing costs and/or prepaids, subject to mutually agreed upon contract terms! The perfect opportunity for the Florida Lifestyle! MOVE-IN READY. This 2-bed, 2.5-bath condo is being sold TURNKEY FURNISHED with comfortable living space, all in WALKING distance from the sugary sands of Siesta Key Beach. This is a great investment

Ariela Carmona KELLER WILLIAMS ON THE WATER S

6157 Midnight Pass Rd Unit C12, Sarasota, FL 34242
/23
$6,900 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

Andy Moore GULF COAST REALTY & MANAGEMENT

1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
/2
$930,000 Sold May 16, 2025

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,473 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $631/SF
- 114 Days On Market
Current Estimated Value $920,019

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

/82
Est $519,091 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

/39
$1,750,000
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
5966 Midnight Pass Rd Unit G113, Sarasota, FL 34242

Discover the rare opportunity to own a penthouse-level residence in the iconic Tower at the Palm Bay Club on Siesta Key—where panoramic Gulf views and effortless island living come together in one exceptional offering. This spacious 2-bedroom, 2-bath condominium sits high above the shoreline, capturing sweeping vistas of the turquoise waters and legendary Siesta Key sunsets from its exclusive

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5966 Midnight Pass Rd Unit G113, Sarasota, FL 34242
/27
$9,900 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242

Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share

Andy Moore GULF COAST REALTY & MANAGEMENT

1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
/2
$650,000 Sold Aug 22, 2025

670 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,114 Sq Ft
- Built 1971
Last Sold Summary
- 34% Below List Price
- $307/SF
- 118 Days On Market
Current Estimated Value $864,834

Last Listing Agent Debbie Lane RE/MAX ALLIANCE GROUP

670 Venice Ln, Sarasota, FL 34242

/54
Est $466,824 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

/21
$4,850,000
- Land
- 2 Acres
- $2,425,000 per Acre
7707 Midnight Pass Rd, Sarasota, FL 34242

Two-acre+/- lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes twocontiguous buildable parcels (ID#s 0127030017 & 0127030018) which are only offered together. This unique lot with mature trees and lushlandscaping includes a secluded bay offering protection of your lot and future dock from the elements as well as

Lisa Maria 1ST VISION REALTY OF FLORIDA I

7707 Midnight Pass Rd, Sarasota, FL 34242
/22
$7,200 per month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

Relax in the spacious living area or enjoy a glass of wine on the lanai.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

1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
/2
$1,650,000 Sold Apr 01, 2025

5598 Siesta Estates Ct, Sarasota, FL 34242
- 6 Beds
- 5.5 Baths
- 3,924 Sq Ft
- Built 2000
Last Sold Summary
- 15% Below List Price
- $420/SF
- 353 Days On Market
Current Estimated Value $1,614,183

Last Listing Agent Darren Duffy RE/MAX PALM REALTY

5598 Siesta Estates Ct, Sarasota, FL 34242

/26
Est $571,701 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

/44
$474,000
- 1 Bed
- 1 Bath
- 748 Sq Ft
6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242

Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features

Ingrid Caruso COLDWELL BANKER REALTY

6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242
/24
$9,300 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

Andy Moore GULF COAST REALTY & MANAGEMENT

1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
/2
$1,175,000 Sold Feb 05, 2025

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
- Built 1997
Last Sold Summary
- 10% Below List Price
- $614/SF
- 14 Days On Market
Current Estimated Value $1,114,317

Last Listing Agent Pam Charron COMPASS FLORIDA LLC

1260 Dolphin Bay Way Unit 402, Sarasota, FL 34242

/2
Est $3,206,880 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,488 Sq Ft
722 Siesta Key Cir, Sarasota, FL 34242

722 Siesta Key Cir, Sarasota, FL 34242

/38
$2,850,000
- 3 Beds
- 3.5 Baths
- 3,795 Sq Ft
5331 Siesta Cove Dr, Sarasota, FL 34242

Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive,

Mary Tardi LOKATION

5331 Siesta Cove Dr, 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
$2,500,000 Sold Dec 04, 2025

91 Avenida Veneccia, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 2,498 Sq Ft
- Built 1946
Last Sold Summary
- 28% Below List Price
- $1,001/SF
- 202 Days On Market
Last Listing Agent Jay Travis RE/MAX ALLIANCE GROUP

91 Avenida Veneccia, Sarasota, FL 34242

/2
Est $572,674 Not Listed For Sale
- 2 Beds
- 1 Bath
- 753 Sq Ft
915 Beach Rd Unit 419, Sarasota, FL 34242

915 Beach Rd Unit 419, Sarasota, FL 34242

/63
$824,900
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
6285 Midnight Pass Rd Unit 406, Sarasota, FL 34242

Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal

Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

6285 Midnight Pass Rd Unit 406, 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
$625,000 Sold Sep 30, 2025

1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Built 1988
Last Sold Summary
- 16% Below List Price
- $553/SF
- 115 Days On Market
Last Listing Agent Marni Hayden CHROME REALTY LLC

1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

/65
Est $770,710 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

/63
$445,000
- 1 Bed
- 1 Bath
- 656 Sq Ft
117 Pass Key Rd Unit 117, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower,

Tim Yocum, Sr COLDWELL BANKER REALTY

117 Pass Key Rd Unit 117, 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
$560,000 Sold Jan 31, 2025

5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1976
Last Sold Summary
- 23% Below List Price
- $530/SF
- 276 Days On Market
Current Estimated Value $514,713

Last Listing Agent Barbara Pawlak LOKATION

5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242

/34
Est $548,226 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

/40
$975,000
- 4 Beds
- 2.5 Baths
- 1,967 Sq Ft
795 Plymouth St, Sarasota, FL 34242

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool,

Courtney Church COLDWELL BANKER REALTY

795 Plymouth St, 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
$632,500 Sold Nov 12, 2025

1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1973
Last Sold Summary
- 27% Below List Price
- $527/SF
- 306 Days On Market
Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

/2
Est $763,602 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

/26
$849,000
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242

Motivated Seller - Breathtaking Gulf Views and Spectacular Sunsets Await!Perched on the 6th floor, this beautifully updated condo offers sweeping views of the Gulf and stunning nightly sunsets. The building has recently completed a $12 million structural renovation, featuring all-new hurricane-impact windows and sliding glass doors, along with fresh exterior stucco and paint—making it one of

Heidi Scholten MEDWAY REALTY

5855 Midnight Pass Rd Unit 621, 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
$1,150,000 Sold Aug 28, 2025

5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $861/SF
- 12 Days On Market
Current Estimated Value $1,147,834

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/61
Est $726,499 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

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