Longboat Key, FL Homes

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  /49

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

  TRADE SNOW BOOTS FOR BAREFOOT MORNINGS AND GENTLE WAVES ON LONGBOAT KEY! This DIRECT GULF-FRONT CONDO offers panoramic views of shimmering turquoise waters, white sandy beaches, and spectacular sunsets from this pristine, beautifully updated 2-bedroom, 2-bath residence on the 8th floor. Calm coastal colors and casual elegance create an ideal beach retreat or full-time residence. Seller updates

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  (941) 229-3886

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
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  /39

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 394-0592

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
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  /2

  $450,000 Sold Mar 17, 2025

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $581/SF
  • 2 Days On Market

  Current Estimated Value $402,363

  Last Listing Agent Kerre Allman MARCUS & COMPANY REALTY

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228
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  /75

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  MOTIVATED SELLER! FULLY FUNDED RESERVES FOR 2026! PET FRIENDLY! NO UPCOMING SPECIAL ASSESSMENTS! 3 BEACH ACCESS POINTS! MILESTONE INSPECTION PASSED! Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been

  

  Paulina Vasiliev

  KELLER WILLIAMS ON THE WATER S

  (941) 759-9957

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /87

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  817 Bayport Way Unit 817, Longboat Key, FL 34228

  STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 732-8949

  817 Bayport Way Unit 817, Longboat Key, FL 34228
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  /2

  $1,000,000 Sold Aug 18, 2025

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • 37% Below List Price
  • $476/SF
  • 155 Days On Market

  Current Estimated Value $1,064,713

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
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  /2

  Est $1,943,966 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  571 Golf Links Ln, Longboat Key, FL 34228

  571 Golf Links Ln, Longboat Key, FL 34228
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  /58

  $785,000

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft

  706 Bayport Way Unit 706, Longboat Key, FL 34228

  Introducing 706 Bayport Way, Longboat Key, Florida, a distinct symbol of architectural grace and timeless elegance. Positioned prominently on a tree-lined street, this residential property stands as a testament to fine craftsmanship and superior design. Upon arrival, one instantly notices a welcoming and skillfully landscaped exterior. The property offers ample parking facilities, providing ease

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 946-5767

  706 Bayport Way Unit 706, Longboat Key, FL 34228
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  /11

  $3,200 per month

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Condo for Rent

  600 Sutton Place Unit 201, Longboat Key, FL 34228

  Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 335-6064

  600 Sutton Place Unit 201, Longboat Key, FL 34228
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  /2

  $845,000 Sold Jun 18, 2025

  523 Bayport Way Unit 523, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $501/SF
  • 52 Days On Market

  Current Estimated Value $794,160

  Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

  523 Bayport Way Unit 523, Longboat Key, FL 34228
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  /20

  Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228
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  /59

  $2,100,000

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228

  Imagine waking up each morning to the gentle sound of waves and a breathtaking view of the Gulf from every room in your home. This stunning 2-bedroom, 2-bathroom residence offers just that, with a 35-foot lanai that perfectly frames the spectacular scenery. Recently remodeled, this home embodies luxury, comfort, and style. The interior of this residence is nothing short of remarkable. Light-toned

  

  Peter Ingrasselino

  DEAL HOUSE REALTY LLC

  (941) 274-4734

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228
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  /48

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  830 Bayport Way Unit 830, Longboat Key, FL 34228

  Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-4978

  830 Bayport Way Unit 830, Longboat Key, FL 34228
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  /2

  $1,750,000 Sold Jun 02, 2025

  3303 Sabal Cove Cir, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 1995

  Last Sold Summary

  • 17% Below List Price
  • $547/SF
  • 37 Days On Market

  Current Estimated Value $1,680,564

  Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3303 Sabal Cove Cir, Longboat Key, FL 34228
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  /2

  Est $886,729 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228
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  /6

  $649,000

  • Land
  • 0.14 Acre
  • $4,635,714 per Acre

  6981 Lois Ave, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 763-6831

  6981 Lois Ave, Longboat Key, FL 34228
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  /48

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $5,500 a month

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 207-6603

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  /2

  $357,000 Sold Jul 09, 2025

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 837 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $427/SF
  • 26 Days On Market

  Current Estimated Value $355,085

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228
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  /30

  Est $1,014,111 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
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  /93

  $5,000,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 4,209 Sq Ft

  1571 Harbor Cay Ln, Longboat Key, FL 34228

  Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 207-2668

  1571 Harbor Cay Ln, Longboat Key, FL 34228
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  /60

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-8014

  805 Bayport Way Unit 805, Longboat Key, FL 34228
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  /2

  $537,500 Sold Nov 05, 2025

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1975

  Last Sold Summary

  • $410/SF

  Current Estimated Value $541,667

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
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  /69

  Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 3,470 Sq Ft

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /57

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

  Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer,

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 367-4788

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
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  /62

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Condo for Rent

  741 Bayport Way Unit 741, Longboat Key, FL 34228

  ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-8515

  741 Bayport Way Unit 741, Longboat Key, FL 34228
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  /2

  $1,000,000 Sold Jun 23, 2025

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $389/SF
  • 7 Days On Market

  Current Estimated Value $987,220

  Last Listing Agent Alexis Smith-Frady COMPASS FLORIDA LLC

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /97

  Est $1,158,002 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228

  2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228
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  /58

  $6,995,000

  • 3 Beds
  • 3.5 Baths
  • 3,380 Sq Ft

  415 L Ambiance Dr Unit A801, Longboat Key, FL 34228

  Choice Southwest corner- enjoy sunrise to sunset views! Welcome to L’Ambiance, where every day is a holiday. — This residence is the gem of all jewels, a Crown of Coastal Elegance and the epitome of refined luxury living! Discover the true essence of a sophisticated coastal lifestyle at L’Ambiance, where every detail has been meticulously curated to offer unparalleled elegance, comfort, and

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 588-7258

  415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
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  /52

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  833 Bayport Way Unit 833, Longboat Key, FL 34228

  WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-7270

  833 Bayport Way Unit 833, Longboat Key, FL 34228
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  /2

  $2,250,000 Sold Dec 08, 2025

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,825 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $588/SF
  • 7 Days On Market

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
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  /57

  Est $4,461,346 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
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  /50

  $530,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  597 Sutton Place, Longboat Key, FL 34228

  Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  (941) 336-7456

  597 Sutton Place, Longboat Key, FL 34228
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  /15

  $2,500 per month

  • 1 Bed
  • 1.5 Baths
  • 784 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

  This 1-bedroom, 1.5-bathroom property located at 3802 Gulf of Mexico Dr offers 784 square feet of living space. Beach is steps away from condo. The unit comes fully furnished and includes essential amenities such as air conditioning, a dishwasher, and in-unit washer/dryer. Residents can enjoy access to a fitness center and a pool, enhancing the overall living experience. The living room provides

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228
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  /2

  $470,000 Sold Jun 27, 2025

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $474/SF
  • 27 Days On Market

  Current Estimated Value $448,260

  Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228
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  /88

  Est $687,703 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,453 Sq Ft

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
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  /54

  $950,000

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  651 Jungle Queen Way, Longboat Key, FL 34228

  Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous 1⁄4-acre lot. Canal offers direct access to Sarasota Bay with no bridges.

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  (941) 770-4539

  651 Jungle Queen Way, Longboat Key, FL 34228
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  /40

  $7,500 per month

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft
  • House for Rent

  730 Fox St, Longboat Key, FL 34228

  Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room

  Linda Votrubova ENVISION REALTY PARTNERS LLC

  730 Fox St, Longboat Key, FL 34228
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  /2

  $3,700,000 Sold Nov 03, 2025

  531 Ranger Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,436 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Below List Price
  • $1,077/SF
  • 263 Days On Market

  Current Estimated Value $3,586,875

  Last Listing Agent Paulina Vasiliev KELLER WILLIAMS ON THE WATER S

  531 Ranger Ln, Longboat Key, FL 34228
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  /56

  Est $377,082 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,007 Sq Ft

  3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

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