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337 Properties
2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key image
2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key — G2 $585,000 ▼

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft ...

  • 1 Beds
  • 2 Baths
  • 1,094 SqFt.
  • TB8554048 MLS
  • Active Status
  • 34228 Zip Code
  • Seaplace SubDv.
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4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key image
4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key — K $585,000 ▼

Completely renovated two-bedroom and two-bathroom walkout (no stairs to take) on Longboat Key! Welcome to coastal luxury living in Windward Bay, one of Longboat Key's mos...

  • 2 Beds
  • 2 Baths
  • 912 SqFt.
  • A4679458 MLS
  • Active Status
  • 34228 Zip Code
  • Windward Bay SubDv.
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1095 Gulf Of Mexico Drive Unit 102, Longboat Key image
1095 Gulf Of Mexico Drive Unit 102, Longboat Key — Beachplace 1095 Building 6 $575,000 ▼

A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the b...

  • 2 Beds
  • 2 Baths
  • 1,392 SqFt.
  • A4693425 MLS
  • Active Status
  • 34228 Zip Code
  • Beachplace SubDv.
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563 Spanish Drive S, Longboat Key image
563 Spanish Drive S, Longboat Key $574,000 ▼

GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath vil...

  • 2 Beds
  • 2 Baths
  • 1,516 SqFt.
  • A4682513 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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524 Spanish Drive S Unit 125, Longboat Key image
524 Spanish Drive S Unit 125, Longboat Key $569,000

If you are looking for a tastefully upgraded Longboat Key beach house, this is it! Relax in your completely renovated coastal-contemporary, stand-alone villa, with its fr...

  • 2 Beds
  • 2 Baths
  • 1,399 SqFt.
  • A4698047 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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448 Gulf Of Mexico Drive Unit A205, Longboat Key image
448 Gulf Of Mexico Drive Unit A205, Longboat Key — Bay Harbour Buildina $569,000 ▼

Enjoy the benefits of a well-managed waterfront community with just 39 residences and attractively low condominium association fees. Set within an intimate waterfront enc...

  • 2 Beds
  • 2 Baths
  • 1,306 SqFt.
  • A4690875 MLS
  • Active Status
  • 34228 Zip Code
  • Bay Harbour Apts SubDv.
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713 Saint Judes Drive S Unit 2, Longboat Key image
713 Saint Judes Drive S Unit 2, Longboat Key — 1 $560,000 ▼

BOATER'S PARADISE ON LONGBOAT KEY | PRIVATE BOAT DOCK | DIRECT SARASOTA BAY ACCESS | EXTENSIVELY RENOVATED | TURNKEY FURNISHED Imagine stepping outside your back door,...

  • 2 Beds
  • 2 Baths
  • 1,215 SqFt.
  • A4703619 MLS
  • Active Status
  • 34228 Zip Code
  • St Judes Apts SubDv.
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508 Forest Way, Longboat Key image
508 Forest Way, Longboat Key — 508 $559,900 ▼

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis...

  • 2 Beds
  • 3 Baths
  • 1,440 SqFt.
  • N6144572 MLS
  • Active Status
  • 34228 Zip Code
  • Cedars East SubDv.
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914 Spanish Drive S Unit 76, Longboat Key image
914 Spanish Drive S Unit 76, Longboat Key — 914 $550,000

Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This n...

  • 2 Beds
  • 2 Baths
  • 1,341 SqFt.
  • A4699874 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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5260 Gulf Of Mexico Drive Unit 413, Longboat Key image
5260 Gulf Of Mexico Drive Unit 413, Longboat Key — Banuan Bay Club $550,000

Virtually Staged --- Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay...

  • 2 Beds
  • 2 Baths
  • 1,155 SqFt.
  • A4698906 MLS
  • Active Status
  • 34228 Zip Code
  • Banyan Bay SubDv.
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3320 Gulf Of Mexico Drive Unit 206C, Longboat Key image
3320 Gulf Of Mexico Drive Unit 206C, Longboat Key — Longboat Arms $549,900 ▼

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the...

  • 2 Beds
  • 2 Baths
  • 1,186 SqFt.
  • A4703984 MLS
  • Active Status
  • 34228 Zip Code
  • Longboat Arms SubDv.
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3080 Grand Bay Boulevard Unit 512, Longboat Key image
3080 Grand Bay Boulevard Unit 512, Longboat Key — Building 5 $549,000

This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access po...

  • 2 Beds
  • 2 Baths
  • 1,276 SqFt.
  • A4701697 MLS
  • Active Status
  • 34228 Zip Code
  • Grand Bay SubDv.
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1065 Gulf Of Mexico Drive Unit 201, Longboat Key image
1065 Gulf Of Mexico Drive Unit 201, Longboat Key — Building 10 $549,000 ▼

Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirab...

  • 2 Beds
  • 2 Baths
  • 1,172 SqFt.
  • A4669086 MLS
  • Active Status
  • 34228 Zip Code
  • Beachplace SubDv.
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6981 Lois Avenue, Longboat Key image
6981 Lois Avenue, Longboat Key $549,000 ▼

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 an...

  • A4648890 MLS
  • Active Status
  • 34228 Zip Code
  • Hooton Sub Pb34/8 SubDv.
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1932 Harbourside Drive Unit 242, Longboat Key image
1932 Harbourside Drive Unit 242, Longboat Key — Fairway Bay 1 $539,000

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence i...

  • 2 Beds
  • 2 Baths
  • 1,192 SqFt.
  • A4711469 MLS
  • Active Status
  • 34228 Zip Code
  • Fairway Bay SubDv.
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546 Spanish Drive S, Longboat Key image
546 Spanish Drive S, Longboat Key — Spanish Main Yacht Club Condo $529,990

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW...

  • 2 Beds
  • 2 Baths
  • 1,393 SqFt.
  • A4708263 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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531 Sutton Place, Longboat Key image
531 Sutton Place, Longboat Key — Sutton Place $529,000 ▼

Your easy island escape awaits in the beach-to-bay community of Sutton Place on Longboat Key. Spend your days at the deeded Gulf beach, lounging by one of two heated pool...

  • 2 Beds
  • 2 Baths
  • 1,248 SqFt.
  • A4681208 MLS
  • Active Status
  • 34228 Zip Code
  • Sutton Place Condo SubDv.
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3710 Gulf Of Mexico Drive Unit A3, Longboat Key image
3710 Gulf Of Mexico Drive Unit A3, Longboat Key $525,000

DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Ret...

  • 2 Beds
  • 2 Baths
  • 720 SqFt.
  • A4708279 MLS
  • Active Status
  • 34228 Zip Code
  • Gulfshore Of Longboat Key SubDv.
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4310 Falmouth Drive Unit 307, Longboat Key image
4310 Falmouth Drive Unit 307, Longboat Key — Longboat Harbour $520,000

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathr...

  • 2 Beds
  • 2 Baths
  • 1,072 SqFt.
  • A4703888 MLS
  • Active Status
  • 34228 Zip Code
  • Longboat Harbour Towers SubDv.
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729 Saint Judes Drive S Unit 2, Longboat Key image
729 Saint Judes Drive S Unit 2, Longboat Key — 729 $500,000 ▼

Beautifully renovated waterfront unit at 729 St. Jude’s Way with gorgeous water views and a boat dock, plus easy access to the Intracoastal Waterway. Renovated from top t...

  • 2 Beds
  • 2 Baths
  • 840 SqFt.
  • A4703900 MLS
  • Active Status
  • 34228 Zip Code
  • St Judes Apts SubDv.
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2600 Harbourside Drive Unit B-16, Longboat Key image
2600 Harbourside Drive Unit B-16, Longboat Key $500,000

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as ...

  • A4700188 MLS
  • Active Status
  • 34228 Zip Code
  • Longboat Key Moorings SubDv.
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597 Sutton Place, Longboat Key image
597 Sutton Place, Longboat Key — 597 $499,999

Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desi...

  • 2 Beds
  • 2 Baths
  • 1,008 SqFt.
  • A4710546 MLS
  • Active Status
  • 34228 Zip Code
  • Sutton Place Condo SubDv.
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578 Spanish Drive S, Longboat Key image
578 Spanish Drive S, Longboat Key $499,000

Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attent...

  • 2 Beds
  • 2 Baths
  • 1,337 SqFt.
  • A4698065 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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5055 Gulf Of Mexico Drive Unit 421, Longboat Key image
5055 Gulf Of Mexico Drive Unit 421, Longboat Key — North Building $499,000 ▼

Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in o...

  • 2 Beds
  • 2 Baths
  • 1,484 SqFt.
  • A4684543 MLS
  • Active Status
  • 34228 Zip Code
  • Club Longboat Beach & Tennis SubDv.
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738 Spanish Drive S Unit 98, Longboat Key image
738 Spanish Drive S Unit 98, Longboat Key — 738 $495,000

Discover the best of Longboat Key living in this freestanding, well-maintained 2-bedroom, 1.5-bath freestanding villa in the sought-after Spanish Main Yacht Club. With ab...

  • 2 Beds
  • 2 Baths
  • 1,140 SqFt.
  • A4708648 MLS
  • Active Status
  • 34228 Zip Code
  • Spanish Main Yacht Club SubDv.
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3453 Gulf Of Mexico Drive Unit 237, Longboat Key image
3453 Gulf Of Mexico Drive Unit 237, Longboat Key — Seahorse Beach Resort $495,000

This is it! a condo right on the beach and Gulf! Wake up in the morning, open the drapes, and there it is! Then, after a full day on the Key, sit back and watch a glorio...

  • 1 Baths
  • 368 SqFt.
  • A4706240 MLS
  • Active Status
  • 34228 Zip Code
  • Sea Horse Beach Resort SubDv.
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3453 Gulf Of Mexico Drive Unit 242, Longboat Key image
3453 Gulf Of Mexico Drive Unit 242, Longboat Key — Sea Horse Beach Resort $489,900

Sea Horse is a resort community on Longboat Key and this unit offers a large balcony with sweeping views of the Gulf, beach, pool and epic Longboat Key sunsets. Unit 242 ...

  • 1 Beds
  • 1 Baths
  • 528 SqFt.
  • A4706004 MLS
  • Active Status
  • 34228 Zip Code
  • Sea Horse Beach Resort SubDv.
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2600 Harbourside Drive Unit C13, Longboat Key image
2600 Harbourside Drive Unit C13, Longboat Key $489,500

72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and ...

  • A4686064 MLS
  • Active Status
  • 34228 Zip Code
  • Bay Isles SubDv.
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605 Sutton Place Unit 102, Longboat Key image
605 Sutton Place Unit 102, Longboat Key — 102 $485,000 ▼

Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota ...

  • 2 Beds
  • 2 Baths
  • 992 SqFt.
  • A4681310 MLS
  • Active Status
  • 34228 Zip Code
  • Sutton Place Condo SubDv.
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4380 Exeter Drive Unit H202, Longboat Key image
4380 Exeter Drive Unit H202, Longboat Key — H $480,000 ▼

Coastal living at its best! Welcome to Unit H202 at 4380 Exeter Drive, a sunlit 2-bedroom, 2-bathroom condo offering 1,152 square feet of relaxed coastal living. Located ...

  • 2 Beds
  • 2 Baths
  • 1,152 SqFt.
  • A4671530 MLS
  • Active Status
  • 34228 Zip Code
  • Longboat Harbour North SubDv.
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