Pending Listings in Siesta Key, FL

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PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Siesta Key, FL:
Welcome to your Siesta Key waterfront retreat—radiant with natural light and perfectly positioned on the Grand Canal. Elevated for peace of mind and crafted for coastal living, this three-story, 3-bedroom home with den/guest room celebrates time on the water from the moment you arrive. The main level opens to a large canal-view balcony and features a bright living room with a 22 ft ceiling, a defined dining area, and a chef’s oasis kitchen anchored by a center island—offering abundant storage, wood cabinetry, stainless-steel appliances, and expansive prep surfaces for effortless entertaining. Upstairs, the private primary suite spans the top floor with an adjacent office,

$1,795,000

3 beds2 baths2,878 sq ft

4929 Oxford Dr, Sarasota, FL 34242

4,681 sq ft lot • 2 garage spots • Pool

PENDING

ABOUT THIS HOME
Pending Listing in Siesta Key, FL:
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Introducing Sunset Beach, the premier boutique condominium on Siesta Key, offering refined beachfront living with breathtaking Gulf views. This exclusive collection features 11 residences with open-concept, flow-through floor plans and expansive glass walls. The spacious terraces and thoughtfully designed great room provide ample space for gathering, dining with family, entertaining guests, or simply relaxing and recharging. Experience the epitome of waterfront luxury, sophistication, and style, surrounded by nature's unmatched beauty. Nestled in a quintessential Siesta Key neighborhood, Sunset Beach offers the u

$9,400,000

3 beds4 baths4,510 sq ft

70 Avenida Veneccia #402, Siesta Key, FL 34242

2.36 acre lot • $3,902 HOA • 2 garage spots

PENDING

ABOUT THIS HOME
Pending Listing in Siesta Key, FL:
Under contract-accepting backup offers. Buyer’s agent to verify all information, including all room, dock, property dimensions. Please use ShowingTime to schedule all showings. Property is highly distressed – proceed with caution during walkthroughs. Stay off the dock. Home is left unlocked with windows and doors open at all times. Exercise care when entering and walking through the property. Property is being sold "AS IS"

$899,999

3 beds3.5 baths2,757 sq ft

4725 Gleason Ave, Sarasota, FL 34242

0.23 acre lot • 2 garage spots • Pool

PENDING

ABOUT THIS HOME
Pending Listing in Siesta Key, FL:
Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE

$11,900,000

5 beds6 baths5,175 sq ft

26 Sandy Hook Rd N, Sarasota, FL 34242

0.99 acre lot • $166 HOA • 3 garage spots

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Siesta Key, FL:
Welcome to Siesta Towers on Siesta Key, where breathtaking Gulf views meet luxurious modern living. Positioned high above on the 9th floor, this stunning 2-bedroom, 2-bath residence showcases sweeping vistas of the Gulf waters, Big Sarasota Pass, and Downtown Sarasota from its expansive private lanai. Completely remodeled with no expense speared, from the studs out in 2024. This 1,440 sq. ft. condo is brand new in every sense of the way. Updates include all new drywall, texture and paint, new plumbing, new electrical, new electrical panel, new hurricane-rated impact windows and sliding glass doors, new air conditioner, and a new hot water heater. Inside new high-end interior finishes, with

$1,200,000

2 beds2 baths1,440 sq ft

4822 Ocean Blvd Unit 9D, Sarasota, FL 34242

0.92 acre lot • $2,030 HOA • Community pool

Property at 6415 Midnight Pass Rd #205, Sarasota, FL 34242, 2 beds, 2 baths

$499,500

2 beds2 baths1,287 sq ft

6415 Midnight Pass Rd #205, Sarasota, FL 34242

Property at 5215 Cape Leyte Dr, Sarasota, FL 34242, 3 beds, 3 baths

$1,549,000

3 beds3 baths2,027 sq ft

5215 Cape Leyte Dr, Sarasota, FL 34242

Property at 226 Garden Ln, Sarasota, FL 34242, 5 beds, 5 baths

$3,950,000

5 beds5 baths4,009 sq ft

226 Garden Ln, Sarasota, FL 34242

Property at 265 Cedar Park Cir, Sarasota, FL 34242, 5 beds, 5.5 baths

$7,995,000

5 beds5.5 baths6,455 sq ft

265 Cedar Park Cir, Sarasota, FL 34242

Property at 5880 Midnight Pass Rd #403, Sarasota, FL 34242, 2 beds, 2 baths

$1,450,000

2 beds2 baths1,498 sq ft

5880 Midnight Pass Rd #403, Sarasota, FL 34242

Property at 3935 N Shell Rd, Sarasota, FL 34242, 4 beds, 4.5 baths

$6,995,000

4 beds4.5 baths5,532 sq ft

3935 N Shell Rd, Sarasota, FL 34242

Property at 5073 Higel Ave, Sarasota, FL 34242, 3 beds, 3.5 baths

$1,200,000

3 beds3.5 baths2,920 sq ft

5073 Higel Ave, Sarasota, FL 34242

Property at 4189 Roberts Point Cir, Sarasota, FL 34242, 3 beds, 2 baths

$550,000

3 beds2 baths1,757 sq ft

4189 Roberts Point Cir, Sarasota, FL 34242

Property at 5222 Winding Way, Sarasota, FL 34242, 2 beds, 2 baths

$569,900

2 beds2 baths1,137 sq ft

5222 Winding Way, Sarasota, FL 34242

Property at 4108 Roberts Point Rd, Sarasota, FL 34242, 3 beds, 2.5 baths

$1,795,000

3 beds2.5 baths2,511 sq ft

4108 Roberts Point Rd, Sarasota, FL 34242

Property at 5250 Calle DE Rio, Sarasota, FL 34242, 2 beds, 2 baths

$865,000

2 beds2 baths1,000 sq ft

5250 Calle DE Rio, Sarasota, FL 34242

Property at 5911 Midnight Pass Rd #504, Sarasota, FL 34242, 2 beds, 2 baths

$599,000

2 beds2 baths1,447 sq ft

5911 Midnight Pass Rd #504, Sarasota, FL 34242

Property at 5649 Midnight Pass Rd #804, Sarasota, FL 34242, 2 beds, 2 baths

$479,000

2 beds2 baths1,012 sq ft

5649 Midnight Pass Rd #804, Sarasota, FL 34242

Property at 312 Avenida Leona, Siesta Key, FL 34242, 4 beds, 3.5 baths

$1,705,900

4 beds3.5 baths1,824 sq ft

312 Avenida Leona, Siesta Key, FL 34242

Property at 5669 Midnight Pass Rd #308, Sarasota, FL 34242, 2 beds, 2 baths

$475,000

2 beds2 baths1,012 sq ft

5669 Midnight Pass Rd #308, Sarasota, FL 34242

Property at 5760 Midnight Pass Rd #404, Sarasota, FL 34242, 2 beds, 2 baths

$1,175,000

2 beds2 baths1,361 sq ft

5760 Midnight Pass Rd #404, Sarasota, FL 34242

Property at 6236 Midnight Pass Rd #300, Sarasota, FL 34242, 2 beds, 2 baths

$795,000

2 beds2 baths1,150 sq ft

6236 Midnight Pass Rd #300, Sarasota, FL 34242

Property at 5502 Shadow Lawn Dr, Sarasota, FL 34242, 3 beds, 4 baths

$1,295,000

3 beds4 baths2,337 sq ft

5502 Shadow Lawn Dr, Sarasota, FL 34242

Property at 5600 Beach Way Dr #304, Sarasota, FL 34242, 2 beds, 2 baths

$760,000

2 beds2 baths1,182 sq ft

5600 Beach Way Dr #304, Sarasota, FL 34242

Property at 1038 Contento St, Sarasota, FL 34242, 3 beds, 2 baths

$1,625,000

3 beds2 baths2,217 sq ft

1038 Contento St, Sarasota, FL 34242

Property at 5830 Midnight Pass Rd #101, Sarasota, FL 34242, 2 beds, 2 baths

$575,000

2 beds2 baths921 sq ft

5830 Midnight Pass Rd #101, Sarasota, FL 34242

Property at 451 Avenida DE Mayo, Sarasota, FL 34242, 2 beds, 1 bath

$1,099,999

2 beds1 bath1,230 sq ft

451 Avenida DE Mayo, Sarasota, FL 34242

Property at 6150 Midnight Pass Rd Unit V4, Sarasota, FL 34242, 2 beds, 1 bath

$574,990

2 beds1 bath939 sq ft

6150 Midnight Pass Rd Unit V4, Sarasota, FL 34242

Property at 1240 Dolphin Bay Way #304, Sarasota, FL 34242, 3 beds, 3 baths

$1,000,000

3 beds3 baths2,200 sq ft

1240 Dolphin Bay Way #304, Sarasota, FL 34242

Property at 396 Avenida Madera, Sarasota, FL 34242, 3 beds, 3 baths

$1,075,000

3 beds3 baths1,964 sq ft

396 Avenida Madera, Sarasota, FL 34242

Property at 717 Treasure Boat Way, Sarasota, FL 34242, 2 beds, 2 baths

$899,000

2 beds2 baths1,978 sq ft

717 Treasure Boat Way, Sarasota, FL 34242

Property at 5963 Midnight Pass Rd #355, Siesta Key, FL 34242, 2 beds, 2 baths

$699,000

2 beds2 baths1,000 sq ft

5963 Midnight Pass Rd #355, Siesta Key, FL 34242

Property at 1223 Siesta Bayside Dr #1223, Siesta Key, FL 34242, 1 bed, 1 bath

$499,900

1 bed1 bath956 sq ft

1223 Siesta Bayside Dr #1223, Siesta Key, FL 34242

Property at 4214 Higel Ave, Sarasota, FL 34242, 5 beds, 7.5 baths

$18,905,000

5 beds7.5 baths6,985 sq ft

4214 Higel Ave, Sarasota, FL 34242

Property at 616 Mangrove Point Rd, Sarasota, FL 34242, 3 beds, 3.5 baths

$3,367,000

3 beds3.5 baths2,757 sq ft

616 Mangrove Point Rd, Sarasota, FL 34242

Property at 753 Tropical Cir, Sarasota, FL 34242, 3 beds, 2 baths

$699,000

3 beds2 baths1,695 sq ft

753 Tropical Cir, Sarasota, FL 34242

Property at 1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242, 2 beds, 2 baths

$975,000

2 beds2 baths1,163 sq ft

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

Property at 1233 Dockside Pl #207, Sarasota, FL 34242, 3 beds, 3 baths

$1,075,000

3 beds3 baths1,737 sq ft

1233 Dockside Pl #207, Sarasota, FL 34242

Property at 1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242, 2 beds, 2 baths

$730,000

2 beds2 baths1,280 sq ft

1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

Property at 1200 E Peppertree Ln #607, Sarasota, FL 34242, 2 beds, 2 baths

$675,000

2 beds2 baths1,200 sq ft

1200 E Peppertree Ln #607, Sarasota, FL 34242

Property at 4646 Gleason Ave, Sarasota, FL 34242, 4 beds, 4 baths

$1,375,000

4 beds4 baths2,927 sq ft

4646 Gleason Ave, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Thu Oct 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Siesta Key

There are currently 46 pending listings for sale in Siesta Key at a median listing price of $997K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Siesta Key stay on the market for 140 days. Popular neighborhoods include Siesta Beach, The Landings, Sarasota Beach, Siesta, and Whispering Sands Condominiums. This map is refreshed with the newest listings in Siesta Key every 15 minutes.

In the past month, 22 homes have been sold in Siesta Key. In addition to houses in Siesta Key, there were also 156 condos, 4 townhouses, and 3 multi-family units for sale in Siesta Key last month. Find your dream home in Siesta Key using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Siesta Key are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Siesta Key. Our Siesta Key real estate stats and trends will give you more information about home buying and selling trends in Siesta Key. If you're looking to sell your home in the Siesta Key area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Siesta Key with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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