Homes in ZIP Code 34242

/52
$600,000
- 1 Bed
- 1 Bath
- 672 Sq Ft
6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver

Natalie Gutwein MICHAEL SAUNDERS & COMPANY

6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/64
$2,450 per month
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Condo for Rent
446 Canal Rd Unit 5, Sarasota, FL 34242

This is a short term rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need

Beth Dilley ASCENDIA REAL ESTATE

446 Canal Rd Unit 5, 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 $1,170,853

Last Listing Agent Sue Ann Levin COLDWELL BANKER REALTY

822 Paradise Way, Sarasota, FL 34242

/65
Est $6,396,918 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,991 Sq Ft
8569 Midnight Pass Rd, Sarasota, FL 34242

8569 Midnight Pass Rd, Sarasota, FL 34242

/13
$6,270,000 New Construction
- 6 Beds
- 6.5 Baths
- 5,400 Sq Ft
44 Rockwell Ln, Sarasota, FL 34242

Pre-Construction. To be built. WALK TO YOUR OWN PRIVATE BEACH!New construction on Sandy Hook.Inspirational photo only. Buyer may use our design, or work with our team for custom design requirements.Final Plans "must" be approved by Sandy Hook HOA.All rules to met and approved before construction begins.Call for all details. Many possibilities. 12 month build

Joseph Russo COURTYARD MODERN

44 Rockwell Ln, Sarasota, FL 34242
/25
$6,500 per month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

Andy Moore GULF COAST REALTY & MANAGEMENT

1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
/2
$2,350,000 Sold Jan 09, 2025

5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,004 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $1,173/SF
- 10 Days On Market
Current Estimated Value $2,076,791

Last Listing Agent Tina Johns COLDWELL BANKER REALTY

5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

/58
Est $1,428,619 Not Listed For Sale
- 4 Beds
- 4 Baths
- 1,785 Sq Ft
1119 Crescent St Unit 1119/1121, Sarasota, FL 34242

1119 Crescent St Unit 1119/1121, Sarasota, FL 34242

/65
$8,000,000 New Construction
- 8 Beds
- 8.5 Baths
- 4,997 Sq Ft
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 large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing

Lisa Warren OWN SRQ LLC

7007 Point of Rocks Rd, Sarasota, FL 34242
/12
$2,795 per month
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
- Condo for Rent
9393 Midnight Pass Rd Unit 605, Sarasota, FL 34242

Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road. Large lanai accessible from master bedroom and living room features views of the Intracoastal. Look out your kitchen window and guest bedroom for a view of the beautiful Gulf. Beautiful furnishings, full size washer/dryer. Complex amenities include heated pool, whirlpool, sauna, fitness room, tennis court &

Pamala Casey CASEY REALTY CORPORATION

9393 Midnight Pass Rd Unit 605, Sarasota, FL 34242
/2
$925,000 Sold Jan 31, 2025

7263 Plovers Way, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,607 Sq Ft
- Built 1971
Last Sold Summary
- 16% Below List Price
- $355/SF
- 7 Days On Market
Current Estimated Value $1,251,634

Last Listing Agent Angela Lista MICHAEL SAUNDERS & COMPANY

7263 Plovers Way, Sarasota, FL 34242

/30
Est $543,834 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 872 Sq Ft
5968 Midnight Pass Rd Unit 157, Sarasota, FL 34242

5968 Midnight Pass Rd Unit 157, Sarasota, FL 34242

/17
$4,100,000 New Construction
- 5 Beds
- 4 Baths
- 3,723 Sq Ft
5174 Sandy Cove Ave, Sarasota, FL 34242

Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

Troy Jenkins REALTY EXECUTIVES GALLERY

5174 Sandy Cove Ave, Sarasota, FL 34242
/58
$8,000 per month
- 3 Beds
- 3 Baths
- 1,835 Sq Ft
- Condo for Rent
1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242

Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside.Perched on the second story, this residence offers unparalleled bay-front views that will take your breath away. The open-concept living space seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere bathed in natural

Andy Moore GULF COAST REALTY & MANAGEMENT

1366 Siesta Bayside Dr Unit 1366F, 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

/53
Est $602,811 Not Listed For Sale
- 2 Beds
- 2 Baths
- 975 Sq Ft
1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242

1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242

/91
$650,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 103, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant

Harriet Stopher COLDWELL BANKER REALTY

225 Hourglass Way Unit 103, Sarasota, FL 34242
/33
$8,500 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

Andy Moore GULF COAST REALTY & MANAGEMENT

1364 Siesta Bayside Dr Unit 1364C, 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
Last Listing Agent Tracy Srodes FINE PROPERTIES

199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

/36
Est $710,161 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,270 Sq Ft
5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

/34
$1,649,000
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey

Carol Thomas MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242
/34
$8,000 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242

Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept

Andy Moore GULF COAST REALTY & MANAGEMENT

1382 Siesta Bayside Dr Unit 1382C, 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 $462,633

Last Listing Agent Linda Williams GULF SHORES REALTY

5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

/49
Est $648,416 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
1140 W Peppertree Ln Unit 114, Sarasota, FL 34242

1140 W Peppertree Ln Unit 114, Sarasota, FL 34242

/44
$640,000
- 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 decor. This wonderful detached-villa is in a serene location just

Dean Hall WATERSIDE REALTY LLC

1345 Moonmist Dr Unit T6, Sarasota, FL 34242
/38
$5,000 per month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1391 Siesta Bayside Dr Unit 1391B, 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
Last Listing Agent Michele Tanner PREFERRED SHORE LLC

1055 Beach Rd Unit B302, Sarasota, FL 34242

/41
Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,463 Sq Ft
5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242

5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242

/47
$724,000
- 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
/29
$5,700 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

Andy Moore GULF COAST REALTY & MANAGEMENT

1219 Siesta Bayside Dr Unit 1219C, 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
Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

548 Siesta Dr, Sarasota, FL 34242

/38
Est $614,230 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

/28
$659,000
- 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
/34
$8,100 per month
- 2 Beds
- 2 Baths
- 1,420 Sq Ft
- Condo for Rent
1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242

Welcome to your Gulf & Bay Club Bayside sanctuary in the heart of Siesta Key, FL! This second-story bay front condo offers a blissful retreat with breathtaking views of the azure waters. With two bedrooms and two bathrooms, this meticulously designed residence seamlessly blends coastal elegance with modern comfort.Step into a sunlit living space adorned with coastal-inspired décor,

Andy Moore GULF COAST REALTY & MANAGEMENT

1373 Siesta Bayside Dr Unit 1373C, 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 $2,924,857

Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242

/36
Est $668,970 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

/40
$550,000
- 1 Bed
- 1 Bath
- 594 Sq Ft
9022 Midnight Pass Rd Unit 112, Sarasota, FL 34242

Discover the ultimate blend of coastal charm and modern luxury in this beautifully updated one bedroom one bath waterfront retreat in the highly desirable Coral Shores Condominium on Siesta Key, complete with its own private boat dock offering direct access to Sarasota Bay and the sparkling Gulf of Mexico. From the moment you arrive you will be captivated by the tranquil setting as Coral Shores

Katie Cobb PREFERRED SHORE LLC

9022 Midnight Pass Rd Unit 112, Sarasota, FL 34242
/24
$7,600 per month
- 2 Beds
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy

Andy Moore GULF COAST REALTY & MANAGEMENT

1313 Siesta Bayside Dr Unit 1313D, 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 $920,019

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

/31
Est $516,864 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242

1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242

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