$2,450,000
Open House 7/05
$240K PRICE DROP
- 3 Beds
- 2 Baths
- 2,341 Sq Ft
4508 Woodside Rd, Sarasota, FL 34242
Derek Edwards KELLER WILLIAMS ON THE WATER S
12,534
Homes in ZIP Code 34242
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4508 Woodside Rd, Sarasota, FL 34242
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$12,296 Per Month
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
- House for Rent
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242Welcome 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
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$4,000,000
Sold Jun 26, 2025645 Beach Rd, Siesta Key, FL 34242
- 4,989 Sq Ft
- Built 2018
Last Sold Summary
- 19% Below List Price
- $802/SF
- 441 Days On Market
Current Estimated Value $3,989,956
Last Listing Agent Cole Collins COLDWELL BANKER REALTY
645 Beach Rd, Siesta Key, FL 34242 -
Not Listed For Sale915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
- Built 2009
Last Sold Summary
- 175 Days On Market
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$525,000
$50K PRICE DROP Pending- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
4660 Ocean Blvd Unit Q1, Sarasota, FL 34242Halie Monde KW COASTAL LIVING III
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$7,600 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242Welcome 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
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$2,500,000
Sold Apr 15, 20265770 Midnight Pass Rd Unit 608, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,085 Sq Ft
- Built 1980
Last Sold Summary
- $1,199/SF
- 3 Days On Market
Current Estimated Value $2,151,220
Last Listing Agent Sylvia Wilk PREFERRED SHORE LLC
5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242 -
Est $627,394
Not Listed For Sale101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
Last Sold Summary
- 51 Days On Market
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$2,249,000
$451K PRICE DROP- 4 Beds
- 3 Baths
- 3,541 Sq Ft
5012 Higel Ave, Sarasota, FL 34242
5012 Higel Ave, Sarasota, FL 34242Rachelle Tirey PREFERRED SHORE LLC
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$5,000 Per Month
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 36, Sarasota, FL 34242
1257 S Portofino Dr Unit 36, Sarasota, FL 34242Siesta 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.
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$2,025,000
Sold Apr 10, 20267665 Sanderling Rd, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,766 Sq Ft
- Built 1953
Last Sold Summary
- 37% Below List Price
- $732/SF
- 541 Days On Market
Current Estimated Value $2,074,397
Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN
7665 Sanderling Rd, Sarasota, FL 34242 -
Est $610,310
Not Listed For Sale5600 Beach Way Dr Unit 113, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1970
Last Sold Summary
- 86 Days On Market
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$5,985,000
$915K PRICE DROP- 5 Beds
- 7 Baths
- 6,928 Sq Ft
5132 Jungle Plum Rd, Sarasota, FL 34242
5132 Jungle Plum Rd, Sarasota, FL 34242Joel Schemmel DOUGLAS ELLIMAN
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$7,000 Per Month
- 2 Beds
- 11 Baths
- 1,200 Sq Ft
- Condo for Rent
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242This 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
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$1,400,000
Sold May 15, 2026915 Seaside Dr Unit 604, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- Built 2009
Last Sold Summary
- 18% Below List Price
- $729/SF
- 481 Days On Market
Current Estimated Value $1,687,451
Last Listing Agent Matthew Hickey EXP REALTY LLC
915 Seaside Dr Unit 604, Sarasota, FL 34242 -
Est $698,289
Not Listed For Sale8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
Last Sold Summary
- 49 Days On Market
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$6,700,000
$295K PRICE DROP- Land
- 33,541 Sq Ft
- $8,701,299 per Acre
3550 Bayou Louise Ln, Sarasota, FL 34242
3550 Bayou Louise Ln, Sarasota, FL 34242 -
$3,500 Per Month
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 308, Sarasota, FL 34242
1215 S Portofino Dr Unit 308, Sarasota, FL 34242BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available May through December 2026! 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 glass lanai,
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
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$1,500,000
Sold Dec 01, 20251038 Contento St, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,217 Sq Ft
- Built 1972
Last Sold Summary
- 13% Below List Price
- $677/SF
- 169 Days On Market
Current Estimated Value $1,521,074
Last Listing Agent Sara Leicht SARASELLSSARASOTA.COM
1038 Contento St, Sarasota, FL 34242 -
Not Listed For Sale
915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242
- 2 Beds
- 3 Baths
- 1,750 Sq Ft
- Built 2009
Last Sold Summary
- 159 Days On Market
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$3,539,000
New Construction Open Sun 1PM - 4PM $119K PRICE DROP- 3 Beds
- 4.5 Baths
- 3,034 Sq Ft
5103 Windward Ave, Sarasota, FL 34242
5103 Windward Ave, Sarasota, FL 34242Karen Greco GRECO REAL ESTATE
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$8,370 Per Month
- 2 Beds
- 1 Bath
- 780 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242Villa 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
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$1,954,700
Sold May 28, 20265024 Commonwealth Dr, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,468 Sq Ft
- Built 2003
Last Sold Summary
- 30% Below List Price
- $792/SF
- 320 Days On Market
Current Estimated Value $2,309,794
Last Listing Agent Gabi Charity CHARITY & WEISS INTERNATIONAL LLC
5024 Commonwealth Dr, Sarasota, FL 34242 -
Est $1,369,994
Not Listed For Sale312 Calle Miramar Unit S1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,520 Sq Ft
- Built 2008
Last Sold Summary
- 1 Day On Market
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$2,200,000
- 4 Beds
- 2 Baths
- 2,073 Sq Ft
589 Commonwealth Ln, Sarasota, FL 34242
589 Commonwealth Ln, Sarasota, FL 34242June Mceleavy PREMIER PLUS REALTY
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$8,340 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$1,250,000
Sold Apr 30, 20265770 Midnight Pass Rd Unit 404, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Built 1980
Last Sold Summary
- 7% Below List Price
- $935/SF
- 37 Days On Market
Current Estimated Value $1,288,844
Last Listing Agent Tina Johns COLDWELL BANKER REALTY
5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242 -
Est $444,155
Not Listed For Sale110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1971
Last Sold Summary
- 12 Days On Market
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$1,950,000
- Land
- 15,246 Sq Ft
- $5,571,429 per Acre
5174 Sandy Cove Ave, Sarasota, FL 34242
5174 Sandy Cove Ave, Sarasota, FL 34242 -
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Condo for Rent
6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242
6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream
Robert Bevington SHOWTIME REALTY
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$3,450,000
Sold Jun 02, 20265263 Avenida de Cortez, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,122 Sq Ft
- Built 2018
Last Sold Summary
- 10% Below List Price
- $1,105/SF
- 103 Days On Market
Current Estimated Value $3,712,674
Last Listing Agent Jessica Hoffman COLDWELL BANKER REALTY
5263 Avenida de Cortez, Sarasota, FL 34242 -
Est $886,556
Not Listed For Sale8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,886 Sq Ft
- Built 1975
Last Sold Summary
- 25 Days On Market
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$775,000
- 2 Beds
- 2 Baths
- 894 Sq Ft
6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242
6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242Ryndie Brusco MICHAEL SAUNDERS & COMPANY
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$10,500 Per Month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances
Robert Bevington SHOWTIME REALTY
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$2,680,000
Sold May 15, 20264881 Oxford Dr, Siesta Key, FL 34242
- 4 Beds
- 4 Baths
- 2,819 Sq Ft
- Built 2020
Last Sold Summary
- 7% Below List Price
- $951/SF
- 74 Days On Market
Last Listing Agent Darlene Gamble FINE PROPERTIES
4881 Oxford Dr, Siesta Key, FL 34242 -
Est $384,515
Not Listed For Sale9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 946 Sq Ft
- Built 1975
Last Sold Summary
- 63 Days On Market
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$1,250,000
Pending- 4 Beds
- 4 Baths
- 2,173 Sq Ft
604 Avenida de Mayo, Sarasota, FL 34242
604 Avenida de Mayo, Sarasota, FL 34242Dan DeSoto, Jr MICHAEL SAUNDERS & COMPANY
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$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$425,000
Sold Sep 11, 20256029 E Peppertree Way Unit 116, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
- Built 1973
Last Sold Summary
- 27% Below List Price
- $436/SF
- 234 Days On Market
Current Estimated Value $445,641
Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC
6029 E Peppertree Way Unit 116, Sarasota, FL 34242 -
Est $673,097
Not Listed For Sale8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,421 Sq Ft
- Built 1980
Last Sold Summary
- 41 Days On Market
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