
- Move to Windermere, FL
- I am ready to buy
- Best Neighborhoods in Windermere
- Bike Paths in Windermere, FL
- Events & Festivals in Windermere
- Golf Courses in Windermere
- Homes For Sale in Windermere
- Property Taxes in Windermere
- Pros and Cons Living in Windermere
- Raising a Family in Windermere
- Top-Rated Schools in Windermere
- Retire in Windermere
- Watersports in Windermere
- Sell My Home
- Other Neighborhoods
- About Andy Neal
-
- Register
- Sign In
- Agent Emailandy@maximrealtors.com
- Agent Phone+1(407) 619-3517
474 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,695,000
Single Family Home
5560 SHADOW LAWN DR, Sarasota, FL 34242
New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world...
Listed by PREMIER SOTHEBYS INTL REALTY


$29,995,000
Single Family Home
3990 HIGEL AVE, Sarasota, FL 34242
Under Construction. Welcome to 3990 Higel Avenue, set to be completed in early 2026 and can be offered fully furnished. ...
Listed by COMPASS FLORIDA LLC


$1,375,000
Condo
6140 MIDNIGHT PASS RD #407, Sarasota, FL 34242
Nestled on the renowned Crescent Beach, Horizon's West offers a truly exceptional living experience, where breathtaking ...
Listed by ENGEL + VOELKERS SARASOTA


$899,000
Single Family Home
7820 MIDNIGHT PASS RD, Sarasota, FL 34242
Investor Alert......Beautiful secluded property on Heron Lagoon. Quiet, private oasis on the sought after south end of S...
Listed by WHITE SANDS REALTY GROUP FL


$679,000
Condo
5855 MIDNIGHT PASS RD #311, Sarasota, FL 34242
This stunning condo at Harbor Towers Yacht & Racquet Club offers an unparalleled investment opportunity, combining luxur...
Listed by WILLIAM RAVEIS REAL ESTATE


$959,000
Condo
6326 MIDNIGHT PASS RD #101, Sarasota, FL 34242
PRICE IMPORVEMENT OF $40,000!! Beachfront Luxury Awaits at 101, El Presidente, Siesta Key located directly on the pristi...
Listed by WILLIAM RAVEIS REAL ESTATE


$10,000
Single Family Home
31 LANDS END LN, Sarasota, FL 34242
Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle i...
Listed by SARASOTA INTERNATIONAL REALTY


$975,000
Condo
1080 W PEPPERTREE LN #506A, Sarasota, FL 34242
New Price – Exceptional Beachfront Living in the Heart of Siesta Key. <br> <br>Experience the essence of coastal luxury ...
Listed by PREMIER SOTHEBYS INTL REALTY


$8,000,000
Single Family Home
7007 POINT OF ROCKS RD, Sarasota, FL 34242
Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to la...
Listed by OWN SRQ LLC


$3,367,000
Single Family Home
616 MANGROVE POINT RD, Siesta Key, FL 34242
Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned build...
Listed by GRECO REAL ESTATE


$1,799,000
Single Family Home
5112 JUNGLE PLUM RD, Sarasota, FL 34242
Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern...
Listed by PREMIER SOTHEBYS INTL REALTY


$5,250
Single Family Home
726 BIRDSONG LN, Sarasota, FL 34242
AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy...
Listed by TNG PROPERTY MANAGEMENT


$5,950,000
Single Family Home
749 FREELING DR, Sarasota, FL 34242
Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana...
Listed by PREMIER SOTHEBYS INTL REALTY


$687,000
Condo
1130 W PEPPERTREE LN #118, Sarasota, FL 34242
This delightful unit is just a short stroll from the tennis/pickelball courts, pool and siesta key private access beach,...
Listed by PEPPERTREE BAY REALTY INC


$2,850,000
Single Family Home
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 ...
Listed by LOKATION


$575,000
Single Family Home
1125 N MOONMIST CT #L5, Sarasota, FL 34242
Welcome to your dream retreat! This delightful 2-bedroom, 1.5-bathroom furnished villa is nestled in the sought-after Po...
Listed by KELLER WILLIAMS CLASSIC GROUP


$1,700,000
Condo
915 SEASIDE DR #604, Sarasota, FL 34242
Are YOU Ready to Live the Resort Lifestyle on World-Famous Siesta Key? <br>Welcome to Hyatt Residence Club Sarasota – Si...
Listed by EXP REALTY LLC


$9,500
Condo
1335 SIESTA BAYSIDE DR #1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Baysid...
Listed by GULF COAST REALTY & MANAGEMENT


$6,500
Condo
5740 MIDNIGHT PASS RD #303F, Sarasota, FL 34242
Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit ...
Listed by SHOWTIME REALTY


$2,250,000
Single Family Home
1221 S BASIN LN, Sarasota, FL 34242
Waterfront opportunity. Discover the unparalleled charm of Siesta Key with this exceptional waterfront property. Ideally...
Listed by PREMIER SOTHEBYS INTL REALTY


$2,400
Condo
9200 MIDNIGHT PASS RD #24, Sarasota, FL 34242
Available June 2025 through Septemeber 30 - -205 - Not available for Winter Season 2026.. - Siesta Key with a water vie...
Listed by SHOWTIME REALTY


$4,750
Condo
8710 MIDNIGHT PASS RD #405, Sarasota, FL 34242
This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile...
Listed by AUDREY RAIN RENTALS, INC


$1,999,999
Single Family Home
1214 SEA PLUME WAY, Sarasota, FL 34242
This South Siesta Key Village spacious island home offers over 3,600 interior square feet, a beautiful and inviting sout...
Listed by PREMIER SOTHEBYS INTL REALTY


$2,995,000
Single Family Home
8855 MIDNIGHT PASS RD, Sarasota, FL 34242
Huge price improvement! Offering unparalleled privacy and tranquility, this extraordinary Siesta Key estate is a testame...
Listed by EXP REALTY LLC

- Homes For Sale in Dade City, FL
- Homes For Sale in Lady Lake, FL
- Homes For Sale in Orlando, FL
- Homes For Sale in Groveland, FL
- Homes For Sale in Windermere, FL
- Homes For Sale in Deltona, FL
- Homes For Sale in Lakeland, FL
- Homes For Sale in Kissimmee, FL
- Homes For Sale in Gotha, FL
- Homes For Sale in Howey in the Hills, FL
- Homes For Sale in Oviedo, FL
- Homes For Sale in Winter Park, FL
- Homes For Sale in Ocoee, FL
- Homes For Sale in Winter Garden, FL
- Homes For Sale in Davenport, FL