Homes in ZIP Code 34242

/46
$1,800,000
- 4 Beds
- 3 Baths
- 2,233 Sq Ft
3515 La Paloma Ave, Sarasota, FL 34242

Elevated Coastal Living Meets TURNKEY Income on Siesta Key Welcome to 3515 La Paloma Ave, a fully reimagined coastal retreat located within the city limits on the north end of Siesta Key, offering luxury living with strong short-term rental potential. Perfectly positioned just minutes from multiple beach accesses and just steps from Beach Access #1 on Shell Rd. along Big Pass this property

Derek Edwards KELLER WILLIAMS ON THE WATER S

3515 La Paloma Ave, Sarasota, FL 34242
/72
$6,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 102, Sarasota, FL 34242

Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 102, 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 $471,126

Last Listing Agent Linda Williams GULF SHORES REALTY ERA POWERED

5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

/73
Est $539,622 Not Listed For Sale

8773 Midnight Pass Rd Unit 301-G, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,303 Sq Ft
- Built 1979
8773 Midnight Pass Rd Unit 301-G, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $457/SF
- 8 Days On Market
- Last Sold Price $595,000
- Apr 28, 2023
Last Listing Agent Carolyn Francis EXP REALTY LLC

/47
$620,000
- 2 Beds
- 2 Baths
- 1,575 Sq Ft
1345 Moonmist Dr Unit T6, Sarasota, FL 34242

Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any décor. This wonderful detached-villa is in a serene location just

Dean Hall WATERSIDE REALTY LLC

1345 Moonmist Dr Unit T6, Sarasota, FL 34242
/21
$8,010 Per Month
- 2 Beds
- 2 Baths
- 1,314 Sq Ft
- Townhouse for Rent
6023 W Peppertree Way Unit 235, Sarasota, FL 34242

This property is a 30 night minimum.6023 WPW is a Gulf-side Townhouse unit, located approx. 60 yards away from Crescent Beach.Living room TV is mounted on the wall. This unit will have a flight of stairs.Approx. 1400 Sq. Ft. (1500 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living-room: 32 inch Flat Panel - Master

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6023 W Peppertree Way Unit 235, Sarasota, FL 34242
/2
$860,000 Sold Oct 03, 2025

1055 Beach Rd Unit B302, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,204 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $714/SF
- 262 Days On Market
Current Estimated Value $848,663

Last Listing Agent Michele Tanner PREFERRED SHORE LLC

1055 Beach Rd Unit B302, Sarasota, FL 34242

/41
Est $670,708 Not Listed For Sale

8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,421 Sq Ft
- Built 1980
8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242

Last Sold Summary
- 16% Below List Price
- $564/SF
- 0 Days On Market
- Last Sold Price $801,000
- Apr 15, 2024
Last Listing Agent Kristine Niehaus COLDWELL BANKER REALTY

/47
$699,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4900 Ocean Blvd Unit 201, Sarasota, FL 34242

Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and

David Broecker PINPOINT REALTY GROUP LLC

4900 Ocean Blvd Unit 201, Sarasota, FL 34242
/55
$5,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
- House for Rent
4946 Commonwealth Dr, Sarasota, FL 34242

Available as a monthly rental in May, August, September, October, November and December 2026 only!Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun.

Beth Dilley ASCENDIA REAL ESTATE

4946 Commonwealth Dr, Sarasota, FL 34242
/2
$1,600,000 Sold Mar 12, 2026

5121 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,726 Sq Ft
- Built 2000
Last Sold Summary
- $587/SF
Current Estimated Value $1,793,550

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

5121 Sandy Shore Ave, Sarasota, FL 34242

/2
Est $1,032,180 Not Listed For Sale

5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

Last Sold Summary
- $1,261/SF
- 214 Days On Market
- Last Sold Price $1,029,000
- Apr 22, 2025
Last Listing Agent Robert Anderson Jr RE/MAX

/28
$630,000 Pending
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
145 Avenida Messina Unit 3, Sarasota, FL 34242

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

Joe Cleary RE/MAX ALLIANCE GROUP

145 Avenida Messina Unit 3, Sarasota, FL 34242
/36
$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

Andy Moore GULF COAST REALTY & MANAGEMENT

1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
/2
$370,000 Sold Apr 22, 2026

1257 S Portofino Dr Unit 203, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1968
Last Sold Summary
- $398/SF
- 3 Days On Market
Current Estimated Value $453,933

Last Listing Agent Melissa Gissinger MICHAEL SAUNDERS & COMPANY

1257 S Portofino Dr Unit 203, Sarasota, FL 34242

/58
Est $2,066,931 Not Listed For Sale

1310 Old Stickney Point Rd Unit EP3, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 3,012 Sq Ft
- Built 2002
1310 Old Stickney Point Rd Unit EP3, Sarasota, FL 34242

Last Sold Summary
- 15% Below List Price
- $805/SF
- 55 Days On Market
- Last Sold Price $2,425,000
- May 04, 2023
Last Listing Agent Karen Williams COASTAL LIVING REAL ESTATE

/52
$699,000 Pending
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
6012 W Peppertree Way Unit 227B, Sarasota, FL 34242

Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer.

Cheryl Santelli PEPPERTREE BAY REALTY INC

6012 W Peppertree Way Unit 227B, Sarasota, FL 34242
/27
$12,600 Per Month
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
- House for Rent
301 Avenida Madera Unit A, Sarasota, FL 34242

If you’re searching for the perfect location for your next vacation, your search ends here!This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid

Robert Bevington SHOWTIME REALTY

301 Avenida Madera Unit A, Sarasota, FL 34242
/2
$2,695,000 Sold Dec 23, 2025

548 Siesta Dr, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 4,399 Sq Ft
- Built 1951
Last Sold Summary
- 4% Below List Price
- $613/SF
- 35 Days On Market
Current Estimated Value $2,681,623

Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

548 Siesta Dr, Sarasota, FL 34242

/44
Est $648,786 Not Listed For Sale

5600 Beach Way Dr Unit 213, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 213, Sarasota, FL 34242

Last Sold Summary
- 5% Below List Price
- $534/SF
- 141 Days On Market
- Last Sold Price $685,000
- Nov 01, 2023
Last Listing Agent Lori Carey PREMIER SOTHEBY'S INTERNATIONAL REALTY

/53
$1,950,000
- 3 Beds
- 3 Baths
- 2,882 Sq Ft
951 Contento St, Sarasota, FL 34242

New pricing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

951 Contento St, Sarasota, FL 34242
/13
$7,470 Per Month
- 1 Bed
- 1 Bath
- 572 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242

Villa 32 at Aloha Kai is ideally located on Siesta Key, a beloved barrier island along Florida’s beautiful West Coast. This cozy unit features 1 bedroom, 1 bathroom, and includes the convenience of an in-unit washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach—consistently ranked the number one beach in the continental United States.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242
/2
$2,535,000 Sold Feb 13, 2026

4757 Higel Ave, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,232 Sq Ft
- Built 1990
Last Sold Summary
- 8% Below List Price
- $784/SF
- 44 Days On Market
Current Estimated Value $2,535,695

Last Listing Agent Victoria Turner MICHAEL SAUNDERS & COMPANY

4757 Higel Ave, Sarasota, FL 34242

/2
Est $728,544 Not Listed For Sale

6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,263 Sq Ft
- Built 1980
6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

Last Sold Summary
- $578/SF
- 81 Days On Market
- Last Sold Price $730,000
- Dec 12, 2024
Last Listing Agent Jack McSweeney COLDWELL BANKER REALTY

/48
$1,095,000 Pending
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
1002 Glebe Ln, Sarasota, FL 34242

Under contract-accepting backup offers. New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light,

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1002 Glebe Ln, Sarasota, FL 34242
/15
$5,070 Per Month
- 1 Bath
- 420 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242

Starting at $154/night! Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting space is ideal for couples or solo travelers looking to unwind in comfort. The studio features two plush queen-size beds, a relaxed seating area, and a flat-screen TV for your entertainment. Prepare

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 2, 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 $2,997,958

Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242

/2
Est $1,412,288 Not Listed For Sale

5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,164 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $1,310/SF
- 141 Days On Market
- Last Sold Price $1,525,000
- Nov 01, 2024
Last Listing Agent Rudy Dudon Michael Saunders

/56
$1,135,000
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
1080 W Peppertree Ln Unit 305A, Sarasota, FL 34242

Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests.The well-designed split floor plan offers a spacious dining area, an eat-in

Eliza Miller PEPPERTREE BAY REALTY INC

1080 W Peppertree Ln Unit 305A, Sarasota, FL 34242
/10
$8,370 Per Month
- 2 Beds
- 1 Bath
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C08, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit C08, 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 $939,702

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

/72
Not Listed For Sale

1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2005
1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

Last Sold Summary
- $554/SF
- 174 Days On Market
- Last Sold Price $1,200,000
- May 18, 2023
Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

/34
$7,499,000
- 4 Beds
- 4 Baths
- 4,015 Sq Ft
7816 Sanderling Rd, Sarasota, FL 34242

Experience coastal luxury at its finest at 7816 Sanderling Road, an exceptional residence nestled within the prestigious Sanderling Club on Siesta Key. Perfectly positioned in one of Sarasota's most exclusive beachfront communities, this property offers private beach access, unparalleled water views, timeless architecture, and a serene Gulf Coast setting. Set on an expansive 0.8-acre homesite,

Marc Martinangelo MJI Realty Group LLC

7816 Sanderling Rd, Sarasota, FL 34242
/13
$8,370 Per Month
- 2 Beds
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 3, Sarasota, FL 34242

Enjoy a relaxing getaway in Villa 3 at Aloha Kai, a cozy beach villa beautifully decorated with casual coastal charm. The screened porch provides the perfect spot for morning coffee, unwinding with a good book, or entertaining guests in the evening with a meal or cocktail. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 3, 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 $759,972

Last Listing Agent Debbie Lane RE/MAX ALLIANCE GROUP

670 Venice Ln, Sarasota, FL 34242

/2
Est $617,993 Not Listed For Sale

8735 Midnight Pass Rd Unit 502B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
8735 Midnight Pass Rd Unit 502B, Sarasota, FL 34242

Last Sold Summary
- 5% Below List Price
- $479/SF
- 271 Days On Market
- Last Sold Price $650,000
- Feb 03, 2025
Last Listing Agent Jason Wood CORCORAN DWELLINGS REALTY

/38
$1,375,000
- Land
- 36,590 Sq Ft
- $1,636,905 per Acre
8555 Heron Lagoon Cir, Sarasota, FL 34242

Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access! CLEARED LOT READY TO BUILD ON!Unlock the potential of this over 3⁄4-acre corner lot with private beach access, nestled on the world-renowned Siesta Key! This is truly a once-in-a-lifetime chance to secure one of the largest privately owned parcels on Siesta Key. The home on the property has been cleared and now

Conner Ashley PREFERRED SHORE LLC

8555 Heron Lagoon Cir, Sarasota, FL 34242
/38
$9,390 Per Month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
1001 Point of Rocks Rd Unit 309, Sarasota, FL 34242

Villa 309 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1001 Point of Rocks Rd Unit 309, Sarasota, FL 34242
/2
$432,500 Sold Apr 29, 2026

9200 Midnight Pass Rd Unit 28, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 922 Sq Ft
- Built 1972
Last Sold Summary
- 9% Below List Price
- $469/SF
- 80 Days On Market
Current Estimated Value $470,516

Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

9200 Midnight Pass Rd Unit 28, Sarasota, FL 34242

/2
Est $569,528 Not Listed For Sale

5600 Beach Way Dr Unit 107, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 107, Sarasota, FL 34242

Last Sold Summary
- 8% Above List Price
- $444/SF
- 79 Days On Market
- Last Sold Price $525,000
- Aug 03, 2024
Last Listing Agent Glenn Zakaria NEW DOOR REAL ESTATE LLC

Showing Results 441 - 480, Page 12 of 18

Florida Sarasota County Sarasota 34242

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

Properties 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

Homes in ZIP Code 34242

Real Estate & Homes

Properties in Nearby Zip Codes

Properties in Nearby Zip Codes

Properties in Nearby Zip Codes

Properties in Nearby Zip Codes