Recently Sold Homes in Siesta Key, FL

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SOLD NOV 4, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Siesta Key, FL:
PRICE REDUCED $100,000 — FULLY FURNISHED * Whether you are looking for the IDEAL SECOND HOME that's furnished, has a pool and low maintenance grounds, or a PERFECTLY APPOINTED, remodeled with DESIGNER LIGHTING, 3 bedroom home, this fits the bill. Welcome to Roberts Point Road, one of the most desirable streets on Siesta Key—just steps to Shell Beach and minutes to the North Bridge for easy mainland access. This coastal residence blends island charm with smart, modern updates and is offered fully furnished for immediate, effortless enjoyment. Enter through a tranquil, private courtyard—perfect for quiet mornings or intimate evenings—into a dramatic, sunlit interior

$1,450,000 Last sold price

3 beds2.5 baths2,511 sq ft

4108 Roberts Point Rd, Sarasota, FL 34242

SOLD NOV 5, 2025

ABOUT THIS HOME
Recently Sold Home in Siesta Key, FL:
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"

$660,000 Last sold price

3 beds3.5 baths2,757 sq ft

4725 Gleason Ave, Sarasota, FL 34242

BOUGHT WITH REDFIN SEP 12, 2025

ABOUT THIS HOME
Recently Sold Home in Siesta Key, FL:
Huge Price Reduction. .. .. Motivated Seller. .. .. Location and opportunity. .. Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood burning fireplace, sun room overlooking the pool and split bedrooms. Located walking distance from the vibrant Village of Siesta Key and Siesta Key Beach which was recently voted the #1 beach in the USA and #4 in the world. There is easy access to downtown Sarasota to visit the arts district,

$825,000 Last sold price

4 beds3 baths1,934 sq ft

514 Ralph St, Sarasota, FL 34242

REDFIN CORPORATION

SOLD OCT 17, 2025

ABOUT THIS HOME
Recently Sold Home in Siesta Key, FL:
Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly c

$4,300,000 Last sold price

4 beds4 baths3,721 sq ft

244 Cedar Park Cir, Sarasota, FL 34242

SOLD AUG 29, 2025

ABOUT THIS HOME
Recently Sold Home in Siesta Key, FL:
Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. * VA approval process required * Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot * * Separate pricing for t

$600,000 Last sold price

2 beds2 baths978 sq ft

4522 Banan Pl, Sarasota, FL 34242

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

$500,000 Last sold price

3 beds2 baths1,757 sq ft

4189 Roberts Point Cir, Sarasota, FL 34242

Property at 4544 Woodside Rd, Sarasota, FL 34242, 4 beds, 5 baths

$4,700,000 Last sold price

4 beds5 baths4,007 sq ft

4544 Woodside Rd, Sarasota, FL 34242

Property at 4408 Midnight Pass Rd, Sarasota, FL 34242, 4 beds, 3.5 baths

$1,520,000 Last sold price

4 beds3.5 baths2,611 sq ft

4408 Midnight Pass Rd, Sarasota, FL 34242

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

$6,600,000 Last sold price

4 beds4.5 baths5,532 sq ft

3935 N Shell Rd, Sarasota, FL 34242

Property at 105 Pass Key Rd #105, Sarasota, FL 34242, 1 bed, 1 bath

$375,000 Last sold price

1 bed1 bath656 sq ft

105 Pass Key Rd #105, Sarasota, FL 34242

Property at 11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242, 2 beds, 1.5 baths

$440,000 Last sold price

2 beds1.5 baths1,122 sq ft

11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242

Property at 4822 Ocean Blvd Unit 9D, Sarasota, FL 34242, 2 beds, 2 baths

$1,090,000 Last sold price

2 beds2 baths1,440 sq ft

4822 Ocean Blvd Unit 9D, Sarasota, FL 34242

Property at 199 Whispering Sands Dr #105, Sarasota, FL 34242, 2 beds, 2 baths

$625,000 Last sold price

2 beds2 baths1,557 sq ft

199 Whispering Sands Dr #105, Sarasota, FL 34242

Property at 104 Whispering Sands Dr Unit V27, Sarasota, FL 34242, 3 beds, 2 baths

$700,000 Last sold price

3 beds2 baths1,562 sq ft

104 Whispering Sands Dr Unit V27, Sarasota, FL 34242

Property at 137 Big Pass Ln, Sarasota, FL 34242, 5 beds, 4.5 baths

$3,000,000 Last sold price

5 beds4.5 baths4,486 sq ft

137 Big Pass Ln, Sarasota, FL 34242

Property at 20 Whispering Sands Dr #301, Sarasota, FL 34242, 2 beds, 2 baths

$800,000 Last sold price

2 beds2 baths1,282 sq ft

20 Whispering Sands Dr #301, Sarasota, FL 34242

Property at 4831 Primrose Path, Sarasota, FL 34242, 4 beds, 6 baths

$1,640,000 Last sold price

4 beds6 baths3,893 sq ft

4831 Primrose Path, Sarasota, FL 34242

Property at 512 Treasure Boat Way, Sarasota, FL 34242, 4 beds, 4.5 baths

$2,650,000 Last sold price

4 beds4.5 baths5,078 sq ft

512 Treasure Boat Way, Sarasota, FL 34242

Property at 4915 Primrose Path, Sarasota, FL 34242, 6 beds, 5 baths

$1,150,000 Last sold price

6 beds5 baths3,549 sq ft

4915 Primrose Path, Sarasota, FL 34242

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

$735,000 Last sold price

2 beds2 baths1,978 sq ft

717 Treasure Boat Way, Sarasota, FL 34242

Property at 4879 Commonwealth Dr, Sarasota, FL 34242, 4 beds, 3 baths

$2,150,000 Last sold price

4 beds3 baths2,450 sq ft

4879 Commonwealth Dr, Sarasota, FL 34242

Property at 4929 Oxford Dr, Sarasota, FL 34242, 3 beds, 2 baths

$1,761,000 Last sold price

3 beds2 baths2,878 sq ft

4929 Oxford Dr, Sarasota, FL 34242

Property at 5033 Oxford Dr, Sarasota, FL 34242, 3 beds, 3 baths

$1,527,000 Last sold price

3 beds3 baths2,496 sq ft

5033 Oxford Dr, Sarasota, FL 34242

Property at 5108 Saint Albans Ave, Sarasota, FL 34242, 3 beds, 3.5 baths

$900,000 Last sold price

3 beds3.5 baths1,767 sq ft

5108 Saint Albans Ave, Sarasota, FL 34242

Property at 5121 Oxford Dr, Sarasota, FL 34242, 3 beds, 3 baths

$1,595,000 Last sold price

3 beds3 baths2,270 sq ft

5121 Oxford Dr, Sarasota, FL 34242

Property at 710 Birdsong Ln, Sarasota, FL 34242, 3 beds, 2.5 baths

$815,000 Last sold price

3 beds2.5 baths2,522 sq ft

710 Birdsong Ln, Sarasota, FL 34242

Property at 614 Tropical Cir, Sarasota, FL 34242, 5 beds, 3.5 baths

$920,000 Last sold price

5 beds3.5 baths3,362 sq ft

614 Tropical Cir, Sarasota, FL 34242

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

$550,000 Last sold price

2 beds2 baths1,137 sq ft

5222 Winding Way, Sarasota, FL 34242

Property at 755 Edgemere Ln, Sarasota, FL 34242, 3 beds, 2 baths

$715,000 Last sold price

3 beds2 baths1,652 sq ft

755 Edgemere Ln, Sarasota, FL 34242

Property at 5169 Sandy Shore Ave, Sarasota, FL 34242, 3 beds, 3.5 baths

$2,875,000 Last sold price

3 beds3.5 baths2,885 sq ft

5169 Sandy Shore Ave, Sarasota, FL 34242

Property at 5168 Sandy Cv, Sarasota, FL 34242, 4 beds, 3 baths

$2,400,000 Last sold price

4 beds3 baths2,762 sq ft

5168 Sandy Cv, Sarasota, FL 34242

Property at 5072 Higel Ave, Sarasota, FL 34242, 4 beds, 3.5 baths

$1,000,000 Last sold price

4 beds3.5 baths2,753 sq ft

5072 Higel Ave, Sarasota, FL 34242

Property at 5369 Shadow Lawn Dr, Sarasota, FL 34242, 2 beds, 2 baths

$640,000 Last sold price

2 beds2 baths1,348 sq ft

5369 Shadow Lawn Dr, Sarasota, FL 34242

Property at 5385 Avenida Del Mare, Sarasota, FL 34242, 3 beds, 2 baths

$913,500 Last sold price

3 beds2 baths2,956 sq ft

5385 Avenida Del Mare, Sarasota, FL 34242

Property at 311 Island Cir, Sarasota, FL 34242, 4 beds, 4.5 baths

$1,600,000 Last sold price

4 beds4.5 baths3,146 sq ft

311 Island Cir, Sarasota, FL 34242

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

$800,000 Last sold price

2 beds2 baths1,000 sq ft

5250 Calle DE Rio, Sarasota, FL 34242

Property at 633 Calle DE Peru, Sarasota, FL 34242, 2 beds, 2 baths

$630,000 Last sold price

2 beds2 baths1,296 sq ft

633 Calle DE Peru, Sarasota, FL 34242

Property at 5572 Shadow Lawn Dr, Sarasota, FL 34242, 3 beds, 2 baths

$900,000 Last sold price

3 beds2 baths2,039 sq ft

5572 Shadow Lawn Dr, Sarasota, FL 34242

Property at 5623 Midnight Pass Rd #615, Sarasota, FL 34242, 2 beds, 2 baths

$446,000 Last sold price

2 beds2 baths1,012 sq ft

5623 Midnight Pass Rd #615, Sarasota, FL 34242

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

$450,000 Last sold price

2 beds2 baths1,012 sq ft

5669 Midnight Pass Rd #308, Sarasota, FL 34242

Property at 5750 Midnight Pass Rd #203, Sarasota, FL 34242, 2 beds, 2 baths

$962,500 Last sold price

2 beds2 baths1,335 sq ft

5750 Midnight Pass Rd #203, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Mon Nov 24 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.

Recently Sold Homes in Siesta Key

There are currently 88 recently sold homes for sale in Siesta Key at a median listing price of $1.08M. 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 132 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, 26 homes have been sold in Siesta Key. In addition to houses in Siesta Key, there were also 157 condos, 6 townhouses, and 2 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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