Homes in ZIP Code 34242

/33
$798,000
- 1 Bed
- 1 Bath
- 858 Sq Ft
1001 Point of Rocks Rd Unit 310, Sarasota, FL 34242

Located directly on Siesta Key Beach, Unit 310 at Siesta Sands is situated on the third floor and features a private balcony with sweeping Gulf views, tropical breezes, and unforgettable sunsets year-round. Offered furnished, this residence provides a turnkey opportunity to enjoy your own Siesta Key retreat. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including

Daniel Treiman MICHAEL SAUNDERS & COMPANY

1001 Point of Rocks Rd Unit 310, Sarasota, FL 34242
/40
$6,500 Per Month
- 3 Beds
- 4 Baths
- 2,168 Sq Ft
- House for Rent
1256 Riegels Landing Dr, Sarasota, FL 34242

This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

Christopher Davenport STARLINK REALTY INC

1256 Riegels Landing Dr, Sarasota, FL 34242
/2
$5,600,000

Sold Jan 22, 2026

251 Cedar Park Cir, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,446 Sq Ft
- Built 2013
Last Sold Summary
- 7% Below List Price
- $1,625/SF
- 20 Days On Market
Current Estimated Value $5,726,184

Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

251 Cedar Park Cir, Sarasota, FL 34242

/2
Est $2,765,146

Not Listed For Sale

1358 Roberts Bay Ln, Siesta Key, FL 34242
- 4 Beds
- 6 Baths
- 5,034 Sq Ft
- Built 1978
1358 Roberts Bay Ln, Siesta Key, FL 34242

Last Sold Summary
- 0 Days On Market
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

This is the one! 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

Eliza Miller PEPPERTREE BAY REALTY INC

1080 W Peppertree Ln Unit 305A, Sarasota, FL 34242
/76
$4,000 Per Month
- 2 Beds
- 2 Baths
- 1,286 Sq Ft
- Condo for Rent
8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242

Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks

Erick Shumway RE/MAX ALLIANCE GROUP

8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
/2
$660,000

Sold Aug 18, 2026

797 Beach Rd Unit 509, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1970
Last Sold Summary
- 17% Below List Price
- $809/SF
- 284 Days On Market
Current Estimated Value $658,391

Last Listing Agent Sandy Gamble Hulvat WATERSIDE REALTY LLC

797 Beach Rd Unit 509, Sarasota, FL 34242

/68
Est $556,993

Not Listed For Sale

1600 Cove II Place Unit 421, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1600 Cove II Place Unit 421, Sarasota, FL 34242

Last Sold Summary
- 4 Days On Market
Last Listing Agent Brian Livesey WATERSIDE REALTY LLC

/25
$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 ¾-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 the

Conner Ashley PREFERRED SHORE LLC

8555 Heron Lagoon Cir, Sarasota, FL 34242
/60
$15,000 Per Month
- 3 Beds
- 2 Baths
- 2,259 Sq Ft
- House for Rent
5516 Avenida Del Mare, Sarasota, FL 34242

This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults

Beth Dilley ASCENDIA REAL ESTATE

5516 Avenida Del Mare, Sarasota, FL 34242
/76
$21,950,000

Sold Sep 17, 2026

8501 Midnight Pass Rd, Sarasota, FL 34242
- 6 Beds
- 10 Baths
- 12,000 Sq Ft
- Built 2024
Last Sold Summary
- 27% Below List Price
- $1,829/SF
- 49 Days On Market
Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

8501 Midnight Pass Rd, Sarasota, FL 34242

/42
Est $787,881

Not Listed For Sale

5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242

Last Sold Summary
Last Listing Agent Charles Totonis PREMIER SOTHEBY'S INTERNATIONAL REALTY

/29
$3,950,000
- 4 Beds
- 4.5 Baths
- 4,034 Sq Ft
847 Freeling Dr, Sarasota, FL 34242

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the

Michelle Ward COMPASS FLORIDA LLC

847 Freeling Dr, 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
$1,950,000

Sold Dec 18, 2025

5430 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
- Built 1951
Last Sold Summary
- 22% Below List Price
- $970/SF
- 225 Days On Market
Current Estimated Value $1,911,555

Last Listing Agent Jonathan Minerick HOMECOIN.COM

5430 Avenida Del Mare, Sarasota, FL 34242

/68
Est $4,251,325

Not Listed For Sale

1035 Seaside Dr Unit 601, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,206 Sq Ft
- Built 2023
1035 Seaside Dr Unit 601, Sarasota, FL 34242

Last Sold Summary
- 0 Days On Market
Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.

/69
$1,300,000
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
420 Beach Rd Unit 508, Sarasota, FL 34242

Virtually Staged. Rarely available 5th-floor residence in Siesta Gulf View’s coveted 08 stack. This exceptional beach retreat showcases an extended wrap balcony with unobstructed west and south panoramic views of Siesta Key’s white-sand beaches and glowing Gulf sunsets. Bathed in natural light, the spacious split-bedroom layout offers walk-in closets in both bedrooms, motorized storm shutters, an

Suki Scollo COLDWELL BANKER REALTY

420 Beach Rd Unit 508, Sarasota, FL 34242
/25
$12,296 Per Month
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
- House for Rent
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
/2
$2,562,500

Sold Aug 11, 2026

7647 Sanderling Rd, Sarasota, FL 34242
- 4 Beds
- 5 Baths
- 4,006 Sq Ft
- Built 1961
Last Sold Summary
- 36% Below List Price
- $640/SF
- 83 Days On Market
Current Estimated Value $3,070,718

Last Listing Agent Janet Moore PREMIER SOTHEBY'S INTL REALTY

7647 Sanderling Rd, Sarasota, FL 34242

/43
Est $686,267

Not Listed For Sale

5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242

Last Sold Summary
- 29 Days On Market
Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

/48
$2,895,000
- 5 Beds
- 7 Baths
- 2,801 Sq Ft
6910 Midnight Pass Rd Unit B, Sarasota, FL 34242

There Is Only One.Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back.Positioned just moments from beach access located at the end of the street, Point of Rocks is a

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6910 Midnight Pass Rd Unit B, Sarasota, FL 34242
/41
$7,600 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242

Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your

Andy Moore GULF COAST REALTY & MANAGEMENT

1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
/2
$4,095,000

Sold Jan 26, 2026

5078 Sandy Beach Ave, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $1,294/SF
- 2 Days On Market
Current Estimated Value $4,024,581

Last Listing Agent Darlene Gamble FINE PROPERTIES

5078 Sandy Beach Ave, Sarasota, FL 34242

/73
Est $631,484

Not Listed For Sale

5600 Beach Way Dr Unit 215, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 215, Sarasota, FL 34242

Last Sold Summary
- 142 Days On Market
Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

/40
$549,900
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 531, Sarasota, FL 34242

Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway.The open

Kimberly Eudy RE/MAX PALM REALTY OF VENICE

1500 Cove II Place Unit 531, Sarasota, FL 34242
/72
$4,500 Per Month
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 36, Sarasota, FL 34242

Siesta Key vacation rental! Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a portable electric grill, bikes, beach chairs, and a new 10X10 beach canopy. An open

Margaret Young JENNETTE PROPERTIES, INC.

1257 S Portofino Dr Unit 36, Sarasota, FL 34242
/2
$659,000

Sold Dec 05, 2025

1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 752 Sq Ft
- Built 2009
Last Sold Summary
- 2% Below List Price
- $876/SF
- 158 Days On Market
Last Listing Agent Audrey Townsend WINKLER REALTY GROUP LLC

1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242

/45
Est $609,863

Not Listed For Sale

5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242

Last Sold Summary
- 172 Days On Market
Last Listing Agent Kara Wootson WAGNER REALTY

/50
$3,990,000
- 6 Beds
- 6 Baths
- 3,888 Sq Ft
104 Avenida Veneccia Unit 171, Sarasota, FL 34242

Six fully renovated, individually rentable units come together in this turnkey Siesta Key investment property, currently operating as an established vacation rental just steps from the world-famous shores of Siesta Key Beach. Offered fully furnished, the property presents a unique opportunity to acquire an established income-producing property with six private one-bedroom, one-bath units in one

Curtis Ware KW COASTAL LIVING III

104 Avenida Veneccia Unit 171, Sarasota, FL 34242
/31
$7,000 Per Month
- 2 Beds
- 11 Baths
- 1,200 Sq Ft
- Condo for Rent
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242

This property is a 30 night minimum.1200-303 is a Bay side Mid-rise unit, located approximately 150 yards away from the Bay.Newly remodeled kitchen with stainless steel appliances. Grab bars located in both bathrooms. Guest bedroom T.V is mounted on the wall. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding:

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
/2
$700,000

Sold Dec 22, 2025

5223 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
- Built 1967
Last Sold Summary
- 30% Below List Price
- $480/SF
- 161 Days On Market
Current Estimated Value $788,010

Last Listing Agent Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242

/52
Est $520,635

Not Listed For Sale

8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Built 1970
8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242

Last Sold Summary
- 149 Days On Market
Last Listing Agent Brian Ward WATERSIDE REALTY LLC

/35
$1,395,000

Under Contract
- 3 Beds
- 2.5 Baths
- 2,041 Sq Ft
306 Beach Rd Unit 306, Sarasota, FL 34242

Under contract-accepting backup offers. EXCEPTIONAL WEEKLY RENTAL TOWNHOME JUST STEPS FROM SIESTA KEY VILLAGE!An exceptional opportunity to enjoy a turnkey-furnished, three-bedroom townhome in ahighly desirable location on the beach side of the road, just steps from the vibrantatmosphere of Siesta Key Village. With weekly rentals, pet-friendly accommodations, atwo-car garage, and

Ethel Lovelace MICHAEL SAUNDERS & COMPANY

306 Beach Rd Unit 306, Sarasota, FL 34242
/30
$4,000 Per Month
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 308, Sarasota, FL 34242

BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available through January 15, 2027 or April 2027! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed hurricane

Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

1215 S Portofino Dr Unit 308, Sarasota, FL 34242
/2
$655,000

Sold Jun 12, 2026

5830 Midnight Pass Rd Unit 86, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 921 Sq Ft
- Built 1970
Last Sold Summary
- 3% Below List Price
- $711/SF
- 16 Days On Market
Current Estimated Value $645,390

Last Listing Agent Cindy Furtado WATERSIDE REALTY LLC

5830 Midnight Pass Rd Unit 86, Sarasota, FL 34242

/73
Est $644,035

Not Listed For Sale

9397 Midnight Pass Rd Unit PH1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,630 Sq Ft
- Built 1975
9397 Midnight Pass Rd Unit PH1, Sarasota, FL 34242

Last Sold Summary
- 90 Days On Market
Last Listing Agent Cynthia Galik COLDWELL BANKER SARASOTA CENT.

/72
$500,000
- 2 Beds
- 2 Baths
- 1,303 Sq Ft
8773 Midnight Pass Rd Unit 302G, Sarasota, FL 34242

Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two

Marlene Marshall MICHAEL SAUNDERS & COMPANY

8773 Midnight Pass Rd Unit 302G, 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
$965,000

Sold Jun 01, 2026

19 Whispering Sands Dr Unit 1104, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 18% Below List Price
- $753/SF
- 69 Days On Market
Current Estimated Value $964,856

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

19 Whispering Sands Dr Unit 1104, Sarasota, FL 34242

/45
Est $640,775

Not Listed For Sale

5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

Last Sold Summary
- 18 Days On Market
Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

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