Cheap homes for sale & real estate in Siesta Key, FL

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FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank

$429,000

Studio1 bath392 sq ft

5830 Midnight Pass Rd #8, Sarasota, FL 34242

$1,225 HOA • Community pool • Built 1960

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated poo

$394,000

1 bed2 baths780 sq ft

1250 N Portofino Dr #304, Sarasota, FL 34242

Enclosed balcony • Fishing pier • Covered parking

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Your opportunity to own on Siesta Key at an exceptional value with nearly 200 feet of deeded beach frontage! The lowest-priced condo on Siesta Key, this charming TURN KEY, 1-bedroom, 1-bath plus two additional sleeper sofas at Casa Mar has been refreshed by new owners including some new plumbing in the bathroom and offers an incredible opportunity for an island retreat, seasonal escape or income-producing vacation rental. The possibilities are endless! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico, this beachside condo offers 600 sq. ft condo of interior living, 108 sq. ft. of screened-in lanai, AND a brand new outdoor pav

$449,000

1 bed1 bath600 sq ft

6006 Midnight Pass Rd #11, Sarasota, FL 34242

Screened lanai • Outdoor paver patio • $1,260 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN,

$399,900

1 bed2 baths865 sq ft

1300 N Portofino Dr #105, Sarasota, FL 34242

Hot tub • Sauna • Granite countertops

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, there's no need to wait for elevators, making everyday living and guest arrivals effortless. This versatile one-bedroom residence features a converted den that functions as a second bedroom, allowing the property to be successfully marketed and rented as a two-bedroom vacation rental. A favorite among returning guests, this turnkey-furnished unit offers an excellent opportunity for personal enjoyment or investment income. Inside, ceramic tile flooring flows throughout the living and dining areas, while the flexible floor plan c

$399,000

2 beds1 bath690 sq ft

6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242

Tennis courts • Private patio • Converted den

Property at 1300 N Portofino Dr #103, Sarasota, FL 34242, 2 beds, 2 baths

$449,500

2 beds2 baths929 sq ft

1300 N Portofino Dr #103, Sarasota, FL 34242

Property at 1215 S Portofino Dr #406, Sarasota, FL 34242, 2 beds, 2 baths

$410,000

2 beds2 baths929 sq ft

1215 S Portofino Dr #406, Sarasota, FL 34242

Property at 5641 Midnight Pass Rd #902, Sarasota, FL 34242, 1 bed, 1 bath

$299,000

1 bed1 bath797 sq ft

5641 Midnight Pass Rd #902, Sarasota, FL 34242

Property at 101 Whispering Sands Dr #107, Sarasota, FL 34242, 2 beds, 2 baths

$450,000

2 beds2 baths1,271 sq ft

101 Whispering Sands Dr #107, Sarasota, FL 34242

Property at 5641 Midnight Pass Rd, Siesta Key, FL 34242, 1 bed, 1 bath

$300,000

1 bed1 bath797 sq ft

5641 Midnight Pass Rd, Siesta Key, FL 34242

Property at 1257 S Portofino Dr #104, Sarasota, FL 34242, 1 bed, 2 baths

$429,900

1 bed2 baths780 sq ft

1257 S Portofino Dr #104, Sarasota, FL 34242

Property at 1257 S Portofino Dr #307, Sarasota, FL 34242, 2 beds, 2 baths

$419,900

2 beds2 baths929 sq ft

1257 S Portofino Dr #307, Sarasota, FL 34242

Property at 5683 Midnight Pass Rd #105, Sarasota, FL 34242, 1 bed, 1 bath

$349,000

1 bed1 bath797 sq ft

5683 Midnight Pass Rd #105, Sarasota, FL 34242

Property at 6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242, 1 bed, 1 bath

$389,000

1 bed1 bath748 sq ft

6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242

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ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
LOCATION – LOCATION – LOCATION - This one bedroom and one bath condo has been fully updated with new Luxury Vinyl Plank flooring, Granite Counter Tops, New appliances and renewed kitchen cabinets. A new A/C unit was installed in 2021. The bathroom has been fully updated with a walk-in shower, new vanity, and lighting. The Condo Association installed a new roof in 2024 and Hurricane Impact Windows in 2017. The monthly Condo Fee is $741 which includes Cable TV and Trash Collection. There is a private storage unit right outside the front door and a laundry room located in a separate building. Baywood Colony is a highly sought after neighborhood for those seeking a great location We

$135,000

1 bed1 bath679 sq ft

5800 Hollywood Blvd #125, Sarasota, FL 34231

New vanity • New appliances • Walk-in shower

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
LOCATION, LOCATION, LOCATION! Just minutes from the world-famous Siesta Key Beach! Discover the perfect blend of comfort, charm, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home, tucked away at the end of a quiet dead-end street in desirable Sarasota! Offering over 1,500 square feet of air-conditioned living space, this move-in-ready home features an inviting open floor plan designed for comfortable everyday living and entertaining. The spacious kitchen is a standout feature, offering a center island, abundant cabinet space for storage, and plenty of room for preparing meals and gathering with guests. The open layout flows seamlessly into the main living areas, crea

$385,000

3 beds2 baths1,505 sq ft

2236 Alice Rd, Sarasota, FL 34231

Spacious kitchen • Charming fireplace • Cozy family room

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, fully furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no s

$319,000

2 beds2 baths1,016 sq ft

1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231

Corian countertops • Ground floor living • Designer fireplace

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Welcome to This Move In (and Rent Ready) Condo in the Highly Desirable Castel Del Mare Condo Community in Siesta Key ! This Bayfront Neighborhood is ideally Situated at the Gateway to the "Hidden Jewel of the Bay" & Offers an Unmatched Combination of Convenience & Lifestyle Amenities for the Value. Step Inside to Neutral Decor & an open Floor Plan ! Many Furnishings Negotiable ! Solid Surface Flooring Throughout. The Updated Kitchen Features Plenty of Cabinetry, Granite Counters, Pantry, & Eat In Breakfast Bar Accompanied by a Dining Area. The Spacious Great Room Offers Plenty of Space to Entertain & Has Access to the Covered Lanai. Down the Hall are t

$315,000

2 beds2 baths1,016 sq ft

1636 Stickney Point Rd #201, Sarasota, FL 34231

Resort style complex • Covered lanai • Updated kitchen

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Opportunity, flexibility, and a hard-to-beat South Sarasota location come together at 2127 Shawnee Street. Located in the established Las Lomas de Sarasota neighborhood, this 4-bedroom 2-bath property offers approximately a versatile layout that creates options for homeowners, investors, or anyone looking to offset their monthly expenses with rental income. The main portion of the home is configured as a 3-bedroom, 1-bath residence, while the separate mother-in-law suite offers a studio-style living space with its own kitchenette and full bathroom. The studio is currently rented for $1,250 per month, with potential for increased rental income based on current market conditions. Major improv

$359,000

4 beds2 baths1,108 sq ft

2127 Shawnee St, Sarasota, FL 34231

Mother-in-law suite • 250 screened lanai • 7,500 sq ft lot

ABOUT THIS HOME
Cheap Home for sale in Siesta Key, FL:
Embrace effortless coastal living in this beautifully maintained, turnkey furnished and updated one-bedroom residence at Castel Del Mare, a welcoming waterfront community ideally located just minutes from the beaches, dining and attractions of Siesta Key. This desirable ground-floor home offers convenient walk-out access and a comfortable layout designed for an easy Florida lifestyle. The updated kitchen connects seamlessly with the main living space, creating a comfortable and functional setting for everyday living and entertaining. The expansive sliding glass door extends the living area to a generous screened lanai—a peaceful setting for morning coffee or evening relaxation overloo

$229,000

1 bed1 bath576 sq ft

1622 Stickney Point Rd Unit 22-102, Sarasota, FL 34231

Lush green space • Ground-floor home • Waterfront community

Property at 6451 Elmwood Ave Unit H, Sarasota, FL 34231, 2 beds, 2 baths

$360,000

2 beds2 baths966 sq ft

6451 Elmwood Ave Unit H, Sarasota, FL 34231

Property at 5239 Heron Way #102, Sarasota, FL 34231, 2 beds, 2 baths

$345,000

2 beds2 baths1,786 sq ft

5239 Heron Way #102, Sarasota, FL 34231

Property at 1638 Starling Dr #105, Sarasota, FL 34231, 2 beds, 2 baths

$295,000

2 beds2 baths1,712 sq ft

1638 Starling Dr #105, Sarasota, FL 34231

Property at 3360 S Osprey Ave Unit 209B, Sarasota, FL 34239, 2 beds, 2 baths

$265,000

2 beds2 baths1,122 sq ft

3360 S Osprey Ave Unit 209B, Sarasota, FL 34239

Property at 116 Vista Hermosa Cir Unit 108C, Sarasota, FL 34242, 2 beds, 2 baths

$400,000

2 beds2 baths900 sq ft

116 Vista Hermosa Cir Unit 108C, Sarasota, FL 34242

Property at 1647 Southwood St #1647, Sarasota, FL 34231, 2 beds, 2 baths

$229,000

2 beds2 baths1,164 sq ft

1647 Southwood St #1647, Sarasota, FL 34231

Property at 5826 Driftwood Pl, Sarasota, FL 34231, 2 beds, 2 baths

$279,000

2 beds2 baths1,155 sq ft

5826 Driftwood Pl, Sarasota, FL 34231

Property at 1780 Phillippi Shores Dr Unit A3-5, Sarasota, FL 34231

$77,900

— beds— baths— sq ft

1780 Phillippi Shores Dr Unit A3-5, Sarasota, FL 34231

Property at 5911 Tidewood Ave #3, Sarasota, FL 34231, 2 beds, 2 baths

$229,000

2 beds2 baths1,155 sq ft

5911 Tidewood Ave #3, Sarasota, FL 34231

Property at 4875 Northwood Ave, Sarasota, FL 34231, 3 beds, 2 baths

$439,000

3 beds2 baths1,620 sq ft

4875 Northwood Ave, Sarasota, FL 34231

Property at 915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242, 4 beds, 3 baths

$45,000

4 beds3 baths2,460 sq ft

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242

Property at 4035 S School Ave Unit C5, Sarasota, FL 34231, 2 beds, 1 bath

$198,000

2 beds1 bath783 sq ft

4035 S School Ave Unit C5, Sarasota, FL 34231

Property at 1020 Sun N Sea Dr #102, Sarasota, FL 34242, 1 bed, 1 bath

$450,000

1 bed1 bath524 sq ft

1020 Sun N Sea Dr #102, Sarasota, FL 34242

Property at 2126 Olentary St, Sarasota, FL 34231, 2 beds, 1 bath

$250,000

2 beds1 bath965 sq ft

2126 Olentary St, Sarasota, FL 34231

Based on information submitted to the MLS GRID as of Sun Oct 11 2026. 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.

Cheap Homes for Sale in Siesta Key

There are currently 14 cheap homes for sale in Siesta Key at a median listing price of $1.1M. 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 142 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, 34 homes have been sold in Siesta Key. In addition to houses in Siesta Key, there were also 155 condos, 3 townhouses, and 1 multi-family unit 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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