MAXIM Realty Orlando
  • Move to Windermere, FL
    1. I am ready to buy
    2. Best Neighborhoods in Windermere
    3. Bike Paths in Windermere, FL
    4. Events & Festivals in Windermere
    5. Golf Courses in Windermere
    6. Homes For Sale in Windermere
    7. Property Taxes in Windermere
    8. Pros and Cons Living in Windermere
    9. Raising a Family in Windermere
    10. Top-Rated Schools in Windermere
    11. Retire in Windermere
    12. Watersports in Windermere
  • Sell My Home
    1. Sell my home
    2. Find my home worth
    3. Get cash offer
    4. Best time to list home for quick sell
    5. What should I expect?
    6. Housing Market Trends
  • Other Neighborhoods
    1. Clermont
    2. Howey in the Hills
    3. Winter Park
    4. Winter Garden
    5. Davenport
    6. Gotha
    7. Lakeland
    8. Orlando
    9. Groveland
    10. Ocoee
    11. Deltona
    12. Oviedo
    13. Kissimmee
  • About Andy Neal
    1. About Me
    2. Contact Me
    3. My Reviews
    4. Real Estate Blog
  • Register
  • Sign In
  • Agent Email
    andy@maximrealtors.com
  • Agent Phone
    +1(407) 619-3517
Filters Reset
Save Search (2)
Save your search to get Alerts
474 Properties

474 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
5560 SHADOW LAWN DR, Sarasota, FL 34242
1/47 47

$1,695,000

Active

Single Family Home

4 Beds 3 Baths 2,124 SqFt

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

Stellar MLS
3990 HIGEL AVE, Sarasota, FL 34242
1/18 18

$29,995,000

Active

Single Family Home

7 Beds 11 Baths 13,035 SqFt

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

Stellar MLS
6140 MIDNIGHT PASS RD #407, Sarasota, FL 34242
1/47 47

$1,375,000

Active

Condo

2 Beds 2 Baths 1,521 SqFt

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

Stellar MLS
7820 MIDNIGHT PASS RD, Sarasota, FL 34242
1/15 15

$899,000

Active

Single Family Home

3 Beds 2 Baths 2,557 SqFt

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

Stellar MLS
5855 MIDNIGHT PASS RD #311, Sarasota, FL 34242
1/66 66

$679,000

Active

Condo

2 Beds 2 Baths 1,165 SqFt

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

Stellar MLS
6326 MIDNIGHT PASS RD #101, Sarasota, FL 34242
1/49 49

$959,000

Price Dropped by $36K

Condo

2 Beds 2 Baths 1,496 SqFt

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

Stellar MLS
31 LANDS END LN, Sarasota, FL 34242
1/50 50

$10,000

Active

Single Family Home

4 Beds 3 Baths 2,743 SqFt

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

Stellar MLS
1080 W PEPPERTREE LN #506A, Sarasota, FL 34242
1/44 44

$975,000

Active

Condo

2 Beds 2 Baths 1,163 SqFt

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

Stellar MLS
7007 POINT OF ROCKS RD, Sarasota, FL 34242
1/65 65

$8,000,000

Active

Single Family Home

8 Beds 9 Baths 4,997 SqFt

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

Stellar MLS
616 MANGROVE POINT RD, Siesta Key, FL 34242
1/58 58

$3,367,000

Pending

Single Family Home

3 Beds 4 Baths 2,757 SqFt

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

Stellar MLS
5112 JUNGLE PLUM RD, Sarasota, FL 34242
1/57 57

$1,799,000

Price Dropped by $100K

Single Family Home

2 Beds 3 Baths 3,074 SqFt

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

Stellar MLS
726 BIRDSONG LN, Sarasota, FL 34242
1/56 56

$5,250

Active

Single Family Home

3 Beds 2 Baths 1,822 SqFt

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

Stellar MLS
749 FREELING DR, Sarasota, FL 34242
1/70 70

$5,950,000

Active

Single Family Home

4 Beds 5 Baths 6,827 SqFt

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

Stellar MLS
1130 W PEPPERTREE LN #118, Sarasota, FL 34242
1/37 37

$687,000

Active

Condo

2 Beds 2 Baths 975 SqFt

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

Stellar MLS
5331 SIESTA COVE DR, Sarasota, FL 34242
1/38 38

$2,850,000

Active

Single Family Home

3 Beds 4 Baths 3,795 SqFt

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

Stellar MLS
1125 N MOONMIST CT #L5, Sarasota, FL 34242
1/38 38

$575,000

Active

Single Family Home

2 Beds 2 Baths 1,120 SqFt

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

Stellar MLS
915 SEASIDE DR #604, Sarasota, FL 34242
1/77 77

$1,700,000

Active

Condo

3 Beds 3 Baths 1,920 SqFt

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

Stellar MLS
1335 SIESTA BAYSIDE DR #1335C, Sarasota, FL 34242
1/45 45

$9,500

Active

Condo

2 Beds 2 Baths 1,280 SqFt

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

Stellar MLS
5740 MIDNIGHT PASS RD #303F, Sarasota, FL 34242
1/51 51

$6,500

Active

Condo

2 Beds 2 Baths 1,337 SqFt

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

Stellar MLS
1221 S BASIN LN, Sarasota, FL 34242
1/39 39

$2,250,000

Active

Single Family Home

3 Beds 4 Baths 2,900 SqFt

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

Stellar MLS
9200 MIDNIGHT PASS RD #24, Sarasota, FL 34242
1/43 43

$2,400

Active

Condo

1 Bed 1 Bath 706 SqFt

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

Stellar MLS
8710 MIDNIGHT PASS RD #405, Sarasota, FL 34242
1/28 28

$4,750

Active

Condo

2 Beds 2 Baths 1,012 SqFt

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

Stellar MLS
1214 SEA PLUME WAY, Sarasota, FL 34242
1/76 76

$1,999,999

Active

Single Family Home

3 Beds 3 Baths 3,681 SqFt

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

Stellar MLS
8855 MIDNIGHT PASS RD, Sarasota, FL 34242
1/98 98

$2,995,000

Active

Single Family Home

4 Beds 5 Baths 6,080 SqFt

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

Stellar MLS
  • 1
  • ...
  • 12
  • 13
  • 14
  • 15
  • 16
  • ...
  • 20

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Move to Windermere, FL
      1. I am ready to buy
      2. Best Neighborhoods in Windermere
      3. Bike Paths in Windermere, FL
      4. Events & Festivals in Windermere
      5. Golf Courses in Windermere
      6. Homes For Sale in Windermere
      7. Property Taxes in Windermere
      8. Pros and Cons Living in Windermere
      9. Raising a Family in Windermere
      10. Top-Rated Schools in Windermere
      11. Retire in Windermere
      12. Watersports in Windermere
      Sell My Home
      1. Sell my home
      2. Find my home worth
      3. Get cash offer
      4. Best time to list home for quick sell
      5. What should I expect?
      6. Housing Market Trends
      Other Neighborhoods
      1. Clermont
      2. Howey in the Hills
      3. Winter Park
      4. Winter Garden
      5. Davenport
      6. Gotha
      7. Lakeland
      8. Orlando
      9. Groveland
      10. Ocoee
      11. Deltona
      12. Oviedo
      13. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
default

MAXIM Realty Orlando

Andy Neal License ID: SL3396613

+1(407) 619-3517 andy@maximrealtors.com

2030 Lake Fischer Cove Lane, Gotha, Florida, 34734

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

QUICK SEARCH
  • 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
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Move to Windermere, FL
      1. I am ready to buy
      2. Best Neighborhoods in Windermere
      3. Bike Paths in Windermere, FL
      4. Events & Festivals in Windermere
      5. Golf Courses in Windermere
      6. Homes For Sale in Windermere
      7. Property Taxes in Windermere
      8. Pros and Cons Living in Windermere
      9. Raising a Family in Windermere
      10. Top-Rated Schools in Windermere
      11. Retire in Windermere
      12. Watersports in Windermere
      Sell My Home
      1. Sell my home
      2. Find my home worth
      3. Get cash offer
      4. Best time to list home for quick sell
      5. What should I expect?
      6. Housing Market Trends
      Other Neighborhoods
      1. Clermont
      2. Howey in the Hills
      3. Winter Park
      4. Winter Garden
      5. Davenport
      6. Gotha
      7. Lakeland
      8. Orlando
      9. Groveland
      10. Ocoee
      11. Deltona
      12. Oviedo
      13. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
default

MAXIM Realty Orlando

Andy Neal License ID: SL3396613

+1(407) 619-3517 andy@maximrealtors.com

2030 Lake Fischer Cove Lane, Gotha, Florida, 34734

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility