Siesta Key, FL Homes

/9
$1,950,000
- Land
- 0.35 Acre
- $5,571,429 per Acre
5174 Sandy Cove Ave, Sarasota, FL 34242

This oversized cul-de-sac lot has just been cleared and is currently permitted and the slab has been poured. In addition a new 275 foot seawall has also been completed along with a dock and 10,000 lb boat lift. This lot is ready for your new home plans or use the existing plans that have been permitted and approved. Plans with existing builder can be taken over if desired or design your own home

Troy Jenkins REALTY EXECUTIVES GALLERY

5174 Sandy Cove Ave, Sarasota, FL 34242
/19
$8,370 per month
- 2 Beds
- 1 Bath
- 878 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242

The welcoming beach decor of Villa 15 at Aloha Kai invites you to leave your worries behind and unwind in comfort. This two-bedroom, one-bath unit features an extended living area with a private front porch enclosed with windows and blinds, as well as an open-air patio in the back for your enjoyment. The kitchen is bright and airy, showcasing cabinetry, quartz countertops, and a cozy dining area.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242
/2
$965,000 Sold Apr 04, 2025

1271 Dockside Place Unit 215, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,737 Sq Ft
- Built 1982
Last Sold Summary
- 12% Below List Price
- $556/SF
- 165 Days On Market
Current Estimated Value $913,382

Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

1271 Dockside Place Unit 215, Sarasota, FL 34242

/48
Est $653,204 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

/29
$549,000
- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242

Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases

Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242
/24
$8,370 per month
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 40, Sarasota, FL 34242

New photos coming soon! Villa 40 at Aloha Kai offers the perfect beach getaway. With tile floors, tranquil furnishings, and a beautifully updated bath featuring a walk-in shower, this villa invites you to kick off your shoes and stay awhile. The primary bedroom includes an en suite half bath for added privacy and comfort. Enjoy your morning coffee on the enclosed porch or the open patio before

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 40, Sarasota, FL 34242
/2
$570,000 Sold Aug 01, 2025

5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $495/SF
- 59 Days On Market
Current Estimated Value $554,393

Last Listing Agent Christine Green COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

/41
Est $1,261,812 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

/40
$1,250,000
- 4 Beds
- 4 Baths
- 2,173 Sq Ft
604 Avenida de Mayo, Sarasota, FL 34242

Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few

Dan DeSoto, Jr MICHAEL SAUNDERS & COMPANY

604 Avenida de Mayo, Sarasota, FL 34242
/29
$8,370 per month
- 1 Bed
- 1 Bath
- 802 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 56, Sarasota, FL 34242

Light, bright, and beachy—Villa 56 at Aloha Kai welcomes you with its retro charm and casual coastal elegance. The inviting interior is enhanced by an updated bath that offers a spa-like retreat, perfect for unwinding after a sun-soaked day at the beach or an afternoon exploring the shops and restaurants in town. In the evening, enjoy a peaceful sunset stroll along the shoreline, then return to

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 56, Sarasota, FL 34242
/2
$550,000 Sold Nov 12, 2025

5222 Winding Way, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,137 Sq Ft
- Built 1963
Last Sold Summary
- 3% Below List Price
- $484/SF
- 35 Days On Market
Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

5222 Winding Way, Sarasota, FL 34242

/2
Est $569,204 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
5600 Beach Way Dr Unit 107, Sarasota, FL 34242

5600 Beach Way Dr Unit 107, Sarasota, FL 34242

/58
$659,000 Pending
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4660 Ocean Blvd Unit E2, Sarasota, FL 34242

Under contract-accepting backup offers. FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation

Michael A Martino KELLER WILLIAMS ON THE WATER S

4660 Ocean Blvd Unit E2, Sarasota, FL 34242
/29
$7,470 per month
- 1 Bed
- 1 Bath
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 11, Sarasota, FL 34242

Feel the sun on your shoulders and sand between your toes when you choose the updated Villa 11 at Aloha Kai. With a spacious front porch and a back patio, this villa offers plenty of opportunities to make the most of your beach getaway. Just steps from the pool and private beach, it’s an ideal retreat for sun lovers. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 11, Sarasota, FL 34242
/2
$1,150,000 Sold Oct 22, 2025

4915 Primrose Path, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 3,549 Sq Ft
- Built 1960
Last Sold Summary
- 38% Below List Price
- $324/SF
- 320 Days On Market
Current Estimated Value $1,357,425

Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

4915 Primrose Path, Sarasota, FL 34242

/72
Est $4,986,998 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,131 Sq Ft
5119 Jungle Plum Rd, Sarasota, FL 34242

5119 Jungle Plum Rd, Sarasota, FL 34242

/46
$1,385,000
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/16
$9,000 per month
- 2 Beds
- 2 Baths
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242

Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
/2
$850,000 Sold Jun 05, 2025

5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 1984
Last Sold Summary
- 17% Below List Price
- $578/SF
- 165 Days On Market
Current Estimated Value $906,935

Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

/45
Est $1,446,318 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,555 Sq Ft
313 Beach Rd Unit 313S1, Sarasota, FL 34242

313 Beach Rd Unit 313S1, Sarasota, FL 34242

/2
$3,400,000 New Construction
- 5 Beds
- 5.5 Baths
- 3,200 Sq Ft
4185 Roberts Point Lot 18 Cir, Sarasota, FL 34242

Pre-Construction. To be built. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor

Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

4185 Roberts Point Lot 18 Cir, Sarasota, FL 34242
/16
$8,370 per month
- 2 Beds
- 1 Bath
- 780 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242

Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king bed and two twin beds, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242
/2
$1,200,000 Sold May 07, 2025

822 Paradise Way, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 1,517 Sq Ft
- Built 1962
Last Sold Summary
- 8% Below List Price
- $791/SF
- 14 Days On Market
Current Estimated Value $1,186,574

Last Listing Agent Sue Ann Levin COLDWELL BANKER REALTY

822 Paradise Way, Sarasota, FL 34242

/100
Est $7,981,567 Not Listed For Sale
- 6 Beds
- 9 Baths
- 8,615 Sq Ft
4300 Higel Ave, Sarasota, FL 34242

4300 Higel Ave, Sarasota, FL 34242

/55
$650,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

Todd Goodman KELLER WILLIAMS ON THE WATER S

101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
/21
$8,970 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242

Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
/2
$762,000 Sold Jan 14, 2026

4894 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 1,831 Sq Ft
- Built 1967
Last Sold Summary
- 13% Below List Price
- $416/SF
- 63 Days On Market
Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

4894 Oxford Dr, Sarasota, FL 34242

/2
Est $1,863,864 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,839 Sq Ft
3928 Roberts Point Rd, Sarasota, FL 34242

3928 Roberts Point Rd, Sarasota, FL 34242

/69
$1,000,000
- 4 Beds
- 2 Baths
- 1,859 Sq Ft
630 Venice Ln, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick

Rudy Dudon MICHAEL SAUNDERS & COMPANY

630 Venice Ln, Sarasota, FL 34242
/17
$7,470 per month
- 1 Bed
- 1 Bath
- 735 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242

New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
/2
$910,000 Sold Apr 22, 2025

5300 Ocean Blvd Unit 803, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,375 Sq Ft
- Built 1973
Last Sold Summary
- 37% Below List Price
- $662/SF
- 267 Days On Market
Current Estimated Value $936,569

Last Listing Agent Diane Goodwin EXP REALTY LLC

5300 Ocean Blvd Unit 803, Sarasota, FL 34242

/68
Est $526,627 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

/40
$690,000
- 1 Bed
- 1 Bath
- 522 Sq Ft
5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

Mickey Kiernan MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
/11
$8,250 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
/2
$625,000 Sold Oct 24, 2025

199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $401/SF
- 62 Days On Market
Current Estimated Value $625,292

Last Listing Agent Tracy Srodes FINE PROPERTIES

199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

/2
Est $494,722 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E93, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E93, Sarasota, FL 34242

/7
$5,899,000 New Construction
- 5 Beds
- 4 Baths
- 4,195 Sq Ft
539 Avenida Del Norte, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 3/31/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible

Lisa Otte DOUGLAS ELLIMAN

539 Avenida Del Norte, Sarasota, FL 34242
/13
$8,700 per month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242

Toes in the sand and sunshine on your shoulder—welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242
/2
$482,500 Sold Jun 06, 2025

5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
Last Sold Summary
- 3% Below List Price
- $477/SF
- 7 Days On Market
Current Estimated Value $456,897

Last Listing Agent Linda Williams GULF SHORES REALTY

5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

/71
Est $390,176 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

Showing Results 281 - 320, Page 8 of 18

Florida Sarasota County Siesta Key

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage