$598,000
- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
Domanic Calamese KW COASTAL LIVING III
9,352
Siesta Key, FL Homes
-
5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
-
$2,950 Per Month
- 3 Beds
- 2 Baths
- 1,953 Sq Ft
- House for Rent
5151 Oakmont Place, Sarasota, FL 34242
5151 Oakmont Place, Sarasota, FL 34242Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight,
Beth Harris COMPASS FLORIDA LLC
-
$3,990,000
Sold Aug 12, 20254815 Featherbed Ln, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 3,329 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $1,199/SF
- 178 Days On Market
Current Estimated Value $3,893,932
Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC
4815 Featherbed Ln, Sarasota, FL 34242 -
Est $856,665
Not Listed For Sale20 Whispering Sands Dr Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 111 Days On Market
-
$510,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 202, Sarasota, FL 34242
225 Hourglass Way Unit 202, Sarasota, FL 34242Harriet Stopher COLDWELL BANKER REALTY
-
$27,000 Per Month
- 2 Beds
- 2 Baths
- 1,164 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242When only the best will do, Villa 26 at Aloha Kai is the perfect choice. Beautifully updated with meticulous attention to detail, this beachfront villa offers an ideal retreat where you can watch shorebirds, dolphins, and breathtaking sunsets from your private porch. The kitchen is a chef’s dream, while the bathrooms provide a spa-like experience for ultimate relaxation. Located on Siesta Key, a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$357,000
Sold Sep 19, 20251300 N Portofino Dr Unit 208, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
Last Sold Summary
- 29% Below List Price
- $360/SF
- 403 Days On Market
Current Estimated Value $406,119
Last Listing Agent Jill Thomas BERKSHIRE HATHAWAY HOMESERVICE
1300 N Portofino Dr Unit 208, Sarasota, FL 34242 -
Est $1,923,740
Not Listed For Sale5125 Oxford Dr, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,704 Sq Ft
- Built 1992
Last Sold Summary
- 16 Days On Market
-
$1,100,000
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242
6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242Marlene Marshall MICHAEL SAUNDERS & COMPANY
-
$8,370 Per Month
- 2 Beds
- 1.5 Baths
- 834 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$700,000
Sold Aug 27, 20251228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 1988
Last Sold Summary
- 18% Below List Price
- $547/SF
- 155 Days On Market
Current Estimated Value $708,576
Last Listing Agent Fred Sieger Jr COMPASS FLORIDA LLC
1228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242 -
Est $1,024,911
Not Listed For Sale5300 Ocean Blvd Unit 803, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,375 Sq Ft
- Built 1973
Last Sold Summary
- 267 Days On Market
-
$1,335,000
$60K PRICE DROP- 3 Beds
- 2 Baths
- 1,642 Sq Ft
5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242
5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242Suki Scollo COLDWELL BANKER REALTY
-
$2,450 Per Month
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Condo for Rent
446 Canal Rd Unit 5, Sarasota, FL 34242
446 Canal Rd Unit 5, Sarasota, FL 34242This is a short term (weekly) rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything
Beth Dilley ASCENDIA REAL ESTATE
-
$1,350,000
Sold Dec 08, 20255880 Midnight Pass Rd Unit 403, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $901/SF
- 38 Days On Market
Current Estimated Value $1,334,229
Last Listing Agent Christa Spalding COLDWELL BANKER REALTY
5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242 -
Est $1,572,144
Not Listed For Sale599 Commonwealth Ln, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 2,156 Sq Ft
- Built 1972
Last Sold Summary
- 142 Days On Market
-
$1,395,000
Pending- 2 Beds
- 2 Baths
- 1,464 Sq Ft
20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242
20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242Christa Spalding COLDWELL BANKER REALTY
-
$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step
Beth Dilley ASCENDIA REAL ESTATE
-
$420,000
Sold Jan 05, 20266350 Midnight Cove Rd Unit 710, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
Last Sold Summary
- 14% Below List Price
- $488/SF
- 30 Days On Market
Current Estimated Value $434,054
Last Listing Agent Nancie Kalin MICHAEL SAUNDERS & COMPANY
6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242 -
Est $1,940,889
Not Listed For Sale4099 Higel Ave, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 4,223 Sq Ft
- Built 1991
Last Sold Summary
- 268 Days On Market
-
$629,000
- 1 Bed
- 1 Bath
- 612 Sq Ft
6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242
6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242Tom Ward WATERSIDE REALTY LLC
-
$6,500 Per Month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$852,500
Sold Jan 07, 20265780 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $626/SF
- 20 Days On Market
Current Estimated Value $871,512
Last Listing Agent Curtis Ware KW COASTAL LIVING III
5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242 -
Est $1,799,193
Not Listed For Sale5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242
- 2 Beds
- 3 Baths
- 1,437 Sq Ft
- Built 1970
Last Sold Summary
- 12 Days On Market
-
$3,399,000
$200K PRICE DROP- 4 Beds
- 5 Baths
- 4,194 Sq Ft
611 Tremont St, Sarasota, FL 34242
611 Tremont St, Sarasota, FL 34242Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY
-
$5,700 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$650,000
Sold Nov 25, 20255963 Midnight Pass Rd Unit 355, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 1974
Last Sold Summary
- 21% Below List Price
- $650/SF
- 199 Days On Market
Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY
5963 Midnight Pass Rd Unit 355, Sarasota, FL 34242 -
Est $3,569,596
Not Listed For Sale5349 Hidden Harbor Rd, Sarasota, FL 34242
- 4 Beds
- 5 Baths
- 4,457 Sq Ft
- Built 1972
Last Sold Summary
- 34 Days On Market
-
$639,000
Open Thu 11AM - 2PM $58K PRICE DROP- 2 Beds
- 2 Baths
- 1,306 Sq Ft
6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242
6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242Joan Winters EXIT KING REALTY
-
$4,700 Per Month
- 3 Beds
- 3 Baths
- 1,867 Sq Ft
- Condo for Rent
4900 Ocean Blvd Unit 501, Sarasota, FL 34242
4900 Ocean Blvd Unit 501, Sarasota, FL 34242Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico! With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical
Beth Dilley ASCENDIA REAL ESTATE
-
$1,125,000
Sold Mar 31, 20266342 Midnight Pass Rd Unit 423, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 1977
Last Sold Summary
- 13% Below List Price
- $927/SF
- 49 Days On Market
Current Estimated Value $1,144,665
Last Listing Agent Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242 -
Est $1,302,915
Not Listed For Sale716 Tropical Cir, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 2,732 Sq Ft
- Built 1980
Last Sold Summary
- 78 Days On Market
-
$986,000
$64K PRICE DROP- 1 Bed
- 1 Bath
- 782 Sq Ft
711 Beach Rd Unit 408, Sarasota, FL 34242
711 Beach Rd Unit 408, Sarasota, FL 34242Ryan Miller HARRY ROBBINS ASSOC INC
-
$7,470 Per Month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$325,000
Sold Dec 31, 2025101 Whispering Sands Dr Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
Last Sold Summary
- 19% Below List Price
- $256/SF
- 25 Days On Market
Current Estimated Value $494,327
Last Listing Agent Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE
101 Whispering Sands Dr Unit 205, Sarasota, FL 34242 -
Est $3,646,066
Not Listed For Sale250 Island Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,416 Sq Ft
- Built 2016
Last Sold Summary
- 13 Days On Market
-
$5,249,000
$501K PRICE DROP- 8 Beds
- 10 Baths
- 4,681 Sq Ft
316 Beach Rd, Sarasota, FL 34242
316 Beach Rd, Sarasota, FL 34242Curtis Ware KW COASTAL LIVING III
-
$2,800 Per Month
- 1 Bed
- 1 Bath
- 748 Sq Ft
- House for Rent
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
-
$8,000,000
Sold Jun 24, 20264105 Shell Rd, Sarasota, FL 34242
- Land
- 1.2 Acres
- $6,666,667 per Acre
Last Sold Summary
- 20% Below List Price
- 649 Days On Market
Current Estimated Value $6,982,959
Last Listing Agent Michael Hays MICHAEL SAUNDERS & COMPANY
4105 Shell Rd, Sarasota, FL 34242 -
Est $2,953,310
Not Listed For Sale5322 Siesta Cove Dr, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 3,571 Sq Ft
- Built 1979
Last Sold Summary
- 8 Days On Market
Showing Results 481 - 520, Page 13 of 18
Copyright © 2026 CoStar Group
