Sarasota, FL Homes

/16
$995,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 202, Sarasota, FL 34242

Seize this opportunity to own a second-floor condominium in the heart of Siesta Key, at one of the beach's widest, most breathtaking stretches. Spacious 1,500-square-foot getaway is mid-kitchen remodel, offered as-is at an unbeatable price for a swift sale, ideal for those eager to personalize their coastal escape! Choose your colors, finishes, and design touches to transform this gem into your

Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

5880 Midnight Pass Rd Unit 202, Sarasota, FL 34242
/46
$12,000 per month
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Condo for Rent
20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
/2
$807,500 Sold Apr 09, 2025
- 1,173 Sq Ft
- $688/SF
- 12 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
6202 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Nestled in the heart of Siesta Key, this beautifully updated and turnkey furnished corner garden unit at the iconic Siesta Dunes Resort offers the perfect blend of comfort, style, and location. Situated on the second floor, this 2-bedroom, 2-bathroom unit has been meticulously updated to provide a luxurious coastal retreat.Interior Features / updates include:*Luxury Vinyl Flooring

Ryan Carson RE/MAX ALLIANCE GROUP

6202 Midnight Pass Rd Unit 201, Sarasota, FL 34242

/63
Est $693,586 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

/37
$685,000
- 2 Beds
- 2 Baths
- 929 Sq Ft
1350 N Portofino Dr Unit 402, Sarasota, FL 34242

UNUSALLLY AVAILABLE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1350 N Portofino Dr Unit 402, Sarasota, FL 34242
/96
$3,900 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 38, Sarasota, FL 34242

DECEMBER SPECIAL *** $3,900! Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or

Kay Esposito SIGNATURE REALTY ASSOCIATES

1257 S Portofino Dr Unit 38, Sarasota, FL 34242
/2
$1,125,000 Sold Apr 07, 2025
- 1,645 Sq Ft
- $684/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
1341 Siesta Bayside Dr Unit 1341B, Sarasota, FL 34242

Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential

Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

1341 Siesta Bayside Dr Unit 1341B, Sarasota, FL 34242

/60
Est $1,351,390 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

/41
$1,500,000
- 3 Beds
- 3 Baths
- 1,658 Sq Ft
5169 Oxford Dr, Sarasota, FL 34242

Welcome to 5169 Oxford Drive, a beautifully renovated waterfront home located in the heart of Siesta Key, Sarasota. This 3-bedroom, 3-bathroom residence offers the perfect blend of coastal charm and modern luxury, thoughtfully updated in 2021 with high-end finishes throughout. Inside, you'll find over 2,000 square feet of open living space featuring soaring ceilings, crown molding, and luxury

John Chalkias CHARLES RUTENBERG REALTY ORLANDO

5169 Oxford Dr, Sarasota, FL 34242
/57
$5,000 per month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

Listing reflects off-season rate. Available peak season months: March 2026, April 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot

Beth Dilley ASCENDIA REAL ESTATE

5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
/2
$965,000 Sold Apr 04, 2025
- 1,737 Sq Ft
- $556/SF
- 165 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
1271 Dockside Place Unit 215, Sarasota, FL 34242

Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures.This turnkey-furnished condo is meticulously designed for both relaxation

Debra Forkan COLDWELL BANKER REALTY

1271 Dockside Place Unit 215, Sarasota, FL 34242

/48
Est $1,732,537 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

/17
$675,000
- 2 Beds
- 2 Baths
- 1,577 Sq Ft
782 Birdsong Ln, Sarasota, FL 34242

SELLER FINANCING NOW AVAILABLE!!! Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation.

Joey Lamielle RE/MAX ALLIANCE GROUP

782 Birdsong Ln, Sarasota, FL 34242
/99
$5,900 per month
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Condo for Rent
1660 Summerhouse Ln Unit 301, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Siesta Key is available for an ANNUAL LEASE. This corner unit, light and bright property has been meticulously professionally decorated and it shows. Three bedrooms, three and a half bathrooms, turnkey furnished, three open lanais that face east and west, living room/kitchen/dining

C. Alison Hunter JENNETTE PROPERTIES INC

1660 Summerhouse Ln Unit 301, Sarasota, FL 34242
/2
$990,000 Sold Apr 03, 2025
- 1,953 Sq Ft
- $507/SF
- 47 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
5159 Oakmont Place, Sarasota, FL 34242

A HURRICANE SURVIVOR SUPERSTAR--NO DAMAGE HERE!! This CHARMING COASTAL HOME invites you to live the ultimate seaside dream! This home has been IMPECCABLY MAINTAINED and is in a GREAT LOCATION! Only 1.4 miles to the ICONIC #1 rated SIESTA KEY BEACH and 2.4 miles to SIESTA KEY VILLAGE. Surrounded by vibrant, beachy charm, this home offers the perfect escape- where relaxation meets adventure.

Jenni Burnette COLDWELL BANKER REALTY

5159 Oakmont Place, Sarasota, FL 34242

/57
Est $1,765,311 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

/83
$650,000
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
5600 Beach Way Dr Unit 201, Sarasota, FL 34242

Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the

ashley little WILLIAM RAVEIS REAL ESTATE

5600 Beach Way Dr Unit 201, Sarasota, FL 34242
/42
$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Condo for Rent
6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

Variable rent based on season

Terry Dorrity INTEGRITY INVESTMENTS REALTY

6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
/2
$2,200,000 Sold Apr 02, 2025
- 2,635 Sq Ft
- $835/SF
- 81 Days On Market
- 3 Beds
- 4 Baths
- Built 2003
447 Canal Rd Unit 447, Sarasota, FL 34242

Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws

Joseph Kesslak COLDWELL BANKER REALTY

447 Canal Rd Unit 447, Sarasota, FL 34242

/64
Est $653,102 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

/43
$1,100,000
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
310 Avenida Milano, Sarasota, FL 34242

Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of

Domanic Calamese KW COASTAL LIVING III

310 Avenida Milano, Sarasota, FL 34242
/60
$6,500 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 102, Sarasota, FL 34242

Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 102, Sarasota, FL 34242
/2
$915,000 Sold Apr 01, 2025
- 1,915 Sq Ft
- $478/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 1997
1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

Best Opportunity on Siesta Key– Motivated Sellers! This is your chance to own a stunning waterfront residence in highly sought-after Dolphin Bay on Siesta Key – at an incredible price! This gated, pet-friendly community offers resort-style living with only 50 exclusive residences. Enjoy top-tier amenities, including a swimming pool and spa, har-tru tennis courts, fitness center, clubhouse with

Maureen Doherty MICHAEL SAUNDERS & COMPANY

1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

/14
Est $993,934 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

/66
$994,000
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
5353 Shadow Lawn Dr, Sarasota, FL 34242

With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style

Brittany McCord IRONGATE REALTY INC

5353 Shadow Lawn Dr, Sarasota, FL 34242
/43
$3,900 per month
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit B2, Sarasota, FL 34242

SIESTA KEY WATERFRONT UNIT AVAILABLE AS FURNISHED LONG TERM. Sea Village offers million dollar views and is situated on 5 acres overlooking the Gulf. It provides a peaceful retreat with opportunities to witness breathtaking sunsets, the full moon reflecting on the water, and serene walks to the beach and Siesta Village. Additionally, its location on the north end of the Key provides convenient

Margaret Young JENNETTE PROPERTIES, INC.

4660 Ocean Blvd Unit B2, Sarasota, FL 34242
/2
$3,270,000 Sold Apr 01, 2025
- 2,627 Sq Ft
- $1245/SF
- 75 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1966
77 Sandy Hook Rd N, Sarasota, FL 34242

Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic

Daniel Shattuck FLORIDA REALTY INVESTMENTS

77 Sandy Hook Rd N, Sarasota, FL 34242

/43
Est $710,977 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

/74
$1,295,000
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242

One or more photo(s) has been virtually staged. A truly RARE offering, this TOP floor, GULF FRONT PENTHOUSE residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL

Harriet Stopher COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242
/14
$30,000 per month
- 3 Beds
- 3 Baths
- 3,395 Sq Ft
- House for Rent
95 Sandy Hook Rd S, Sarasota, FL 34242

6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!TROPICAL PARADISE. SIESTA KEY'S "OUTDOOR ACADEMY"!!! ONLY 1/2 MILE AWAY! One-of-a-kind enclave of Sandy Hook at USA's No 1 BEACH. A private road takes you to Elevated living area with entry

Joseph Russo COURTYARD MODERN

95 Sandy Hook Rd S, Sarasota, FL 34242
/2
$792,000 Sold Apr 01, 2025
- 1,211 Sq Ft
- $654/SF
- 80 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

Experience resort-style living on Siesta Key in this stunning, turnkey-furnished, West-facing penthouse condo. Offering approximately 1,211 sq. ft. of open living space, this top-floor residence boasts soaring ceilings that flood the home with natural light, creating expansive views and a bright, airy coastal ambiance. The generously sized bedrooms feature walk-in closets, additional storage, and

Kelli Eggen COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

/41
Est $1,376,494 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,976 Sq Ft
6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

/46
$949,900
- 2 Beds
- 2 Baths
- 1,302 Sq Ft
30 Island Cir, Sarasota, FL 34242

-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful

Jason Cooper COLDWELL BANKER REALTY

30 Island Cir, Sarasota, FL 34242
/42
$8,500 per month
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Condo for Rent
5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242

** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the USA! The spacious unit

Kayla Lamb NEXTHOME EXCELLENCE

5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
/2
$375,000 Sold Apr 01, 2025
- 780 Sq Ft
- $481/SF
- 118 Days On Market
- 1 Bed
- 2 Baths
- Built 1968
1215 S Portofino Dr Unit 404, Sarasota, FL 34242

Unbelievable $50K price reduction on this move-in ready Canal front condo. Escape the winter chill and embrace endless summer in this meticulously remodeled 1 bedroom, 2 bathroom Siesta Key condo at Siesta Harbor, priced at only $450,000 with a peek-a-boo ocean view from the 4th floor. The owners have invested over $100K in premium upgrades, including a glassed-in lanai with hurricane impact

Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE

1215 S Portofino Dr Unit 404, Sarasota, FL 34242

/33
Est $835,727 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

/63
$4,900,000
- 7 Beds
- 7 Baths
- 3,742 Sq Ft
5219 Calle Menorca, Sarasota, FL 34242

Discover the ultimate in Florida coastal living at this stunning seven-bedroom, seven-bathroom luxury retreat, located just moments from the pristine sands of Siesta Key Beach. Perfectly designed for relaxation, entertainment, and upscale comfort, this expansive home is an exceptional blend of style, space, and convenience.Step inside and be greeted by an open, airy floor plan infused with beachy

Jay Travis RE/MAX ALLIANCE GROUP

5219 Calle Menorca, Sarasota, FL 34242
/15
$7,500 per month
- 2 Beds
- 2 Baths
- 1,363 Sq Ft
- Condo for Rent
460 Beach Rd Unit A1, Sarasota, FL 34242

Available OCT- DEC. 2024 and APR. 2025. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take

Brenda Cozy COLDWELL BANKER REALTY

460 Beach Rd Unit A1, Sarasota, FL 34242
/2
$890,000 Sold Apr 01, 2025
- 1,361 Sq Ft
- $654/SF
- 124 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With

Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/59
Est $718,212 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

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