Homes for Sale - Whitney Boland

$1,880,000

Active

Single Family Home

3 Beds 2 Baths 1,758 SqFt

521 WEDGE LN, Longboat Key, FL 34228

This home is Deep Sailboat Water at the South end of Longboat Key. Welcome home to 521 Wedge Ln, an extraordinary comm...

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3802 GULF OF MEXICO DR #A105, Longboat Key, FL 34228

34

$3,000

Active

Condo

2 Beds 2 Baths 976 SqFt

3802 GULF OF MEXICO DR #A105, Longboat Key, FL 34228

2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is...

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847 EVERGREEN WAY, Longboat Key, FL 34228

38

$639,000

Active

Townhouse

2 Beds 3 Baths 1,440 SqFt

847 EVERGREEN WAY, Longboat Key, FL 34228

Income-Producing Coastal Gem – This TURNKEY FURNISHED 2BR/2.5BA townhome in the exclusive Cedars East Tennis Resort isn'...

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1511 GULF OF MEXICO DR #201, Longboat Key, FL 34228

57

$23,500

Active

Condo

3 Beds 4 Baths 2,940 SqFt

1511 GULF OF MEXICO DR #201, Longboat Key, FL 34228

South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental now available for this immediate 2...

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737 BAYPORT WAY #D, Longboat Key, FL 34228

34

$7,000

Active

Condo

3 Beds 2 Baths 1,909 SqFt

737 BAYPORT WAY #D, Longboat Key, FL 34228

BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor,...

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6601 GULFSIDE RD, Longboat Key, FL 34228

9

$5,000,000

Active

Single Family Home

5 Beds 3 Baths 3,492 SqFt

6601 GULFSIDE RD, Longboat Key, FL 34228

Discover a truly rare opportunity to own two parcels in a new, beachfront enclave being developed with private entry gat...

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60

$745,000

Active

Single Family Home

3 Beds 3 Baths 1,824 SqFt

560 CEDAR ST, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Island Living in Longbeach Village – 3 Bed, 3 Bath Coastal Retreat <br>D...

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1581 GULF OF MEXICO DR #507, Longboat Key, FL 34228

74

$3,750,000

Active

Condo

1 Bed 2 Baths 1,721 SqFt

1581 GULF OF MEXICO DR #507, Longboat Key, FL 34228

St. Regis Longboat Key offers an exceptional opportunity to experience refined living on the pristine sands of Longboat ...

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7105 GULF OF MEXICO DR #21, Longboat Key, FL 34228

63

$1,065,000

Active

Condo

2 Beds 2 Baths 1,170 SqFt

7105 GULF OF MEXICO DR #21, Longboat Key, FL 34228

Charming Gulf side 2 bedroom 2 bath condo with bonus room in the serene community of Long beach on the north end of Long...

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509 SPANISH DR N, Longboat Key, FL 34228

14

$395,000

Active

Single Family Home

2 Beds 2 Baths 1,357 SqFt

509 SPANISH DR N, Longboat Key, FL 34228

Welcome to your slice of paradise on Longboat Key! Just steps from the white sandy beaches and turquoise Gulf waters, th...

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61

$3,299,000

Active

Single Family Home

3 Beds 4 Baths 3,428 SqFt

569 ROUNTREE DR, Longboat Key, FL 34228

Welcome to Elegant Shores, the newest construction in the highly sought after, rarely available community of Longboat Ke...

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370 GULF OF MEXICO DR #432, Longboat Key, FL 34228

88

$1,750,000

Active

Condo

4 Beds 4 Baths 2,900 SqFt

370 GULF OF MEXICO DR #432, Longboat Key, FL 34228

PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated re...

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350 GULF OF MEXICO DR #211, Longboat Key, FL 34228

57

$4,250

Active

Condo

3 Beds 3 Baths 2,394 SqFt

350 GULF OF MEXICO DR #211, Longboat Key, FL 34228

Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club ...

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1055 GULF OF MEXICO DR #504, Longboat Key, FL 34228

35

$1,299,000

Active

Condo

2 Beds 2 Baths 1,503 SqFt

1055 GULF OF MEXICO DR #504, Longboat Key, FL 34228

This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Ke...

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4485 GULF OF MEXICO DR #402, Longboat Key, FL 34228

53

$895,000

Active

Condo

2 Beds 2 Baths 1,022 SqFt

4485 GULF OF MEXICO DR #402, Longboat Key, FL 34228

GULF FRONT PERFECTION – RARELY AVAILABLE ON LONGBOAT KEY <br>Step directly onto the sands of the Gulf of Mexico from you...

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35

$725,000

Active

Single Family Home

3 Beds 3 Baths 1,564 SqFt

660 LINLEY ST, Longboat Key, FL 34228

Step back in time and experience the “Old Florida Lifestyle” in the heart of Longboat Key's historic Longbeach Village! ...

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41

$380,000

Active

Single Family Home

2 Beds 2 Baths 1,327 SqFt

667 EL CENTRO, Longboat Key, FL 34228

Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beac...

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658 SPANISH DR S #108, Longboat Key, FL 34228

45

$295,000

Active

Condo

2 Beds 2 Baths 1,093 SqFt

658 SPANISH DR S #108, Longboat Key, FL 34228

Experience the pinnacle of prime real estate at the Spanish Main Yacht Club, a prestigious 55+ pet-friendly waterfront c...

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591 PUTTING GREEN LN, Longboat Key, FL 34228

68

$29,000

Active

Single Family Home

5 Beds 6 Baths 4,858 SqFt

591 PUTTING GREEN LN, Longboat Key, FL 34228

LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect hous...

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4420 EXETER DR #208, Longboat Key, FL 34228

28

$4,500

Active

Condo

2 Beds 2 Baths 1,168 SqFt

4420 EXETER DR #208, Longboat Key, FL 34228

2025 WINTER RENTAL- Available Oct 1, 2025- May 24, 2026. Talk about the perfect beach place. Intercoastal view and priva...

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49

$3,950,000

Active

Single Family Home

4 Beds 3 Baths 2,346 SqFt

562 RANGER LN, Longboat Key, FL 34228

A rare opportunity to secure a single-family home with 100' of canal frontage that has direct access to beautiful Saraso...

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565 SANCTUARY DR #B106, Longboat Key, FL 34228

63

$1,999,000

Active

Condo

3 Beds 3 Baths 2,375 SqFt

565 SANCTUARY DR #B106, Longboat Key, FL 34228

Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine ...

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3617 FAIR OAKS PL, Longboat Key, FL 34228

33

$2,159,000

Active

Single Family Home

3 Beds 4 Baths 2,950 SqFt

3617 FAIR OAKS PL, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens...

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4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

58

$4,000

Active

Single Family Home

2 Beds 2 Baths 931 SqFt

4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for thi...

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407 Properties Available In Longboat Key

521 WEDGE LN, Longboat Key, FL 34228

3802 GULF OF MEXICO DR #A105, Longboat Key, FL 34228

847 EVERGREEN WAY, Longboat Key, FL 34228

1511 GULF OF MEXICO DR #201, Longboat Key, FL 34228

737 BAYPORT WAY #D, Longboat Key, FL 34228

6601 GULFSIDE RD, Longboat Key, FL 34228

560 CEDAR ST, Longboat Key, FL 34228

1581 GULF OF MEXICO DR #507, Longboat Key, FL 34228

7105 GULF OF MEXICO DR #21, Longboat Key, FL 34228

509 SPANISH DR N, Longboat Key, FL 34228

569 ROUNTREE DR, Longboat Key, FL 34228

370 GULF OF MEXICO DR #432, Longboat Key, FL 34228

350 GULF OF MEXICO DR #211, Longboat Key, FL 34228

1055 GULF OF MEXICO DR #504, Longboat Key, FL 34228

4485 GULF OF MEXICO DR #402, Longboat Key, FL 34228

660 LINLEY ST, Longboat Key, FL 34228

667 EL CENTRO, Longboat Key, FL 34228

658 SPANISH DR S #108, Longboat Key, FL 34228

591 PUTTING GREEN LN, Longboat Key, FL 34228

4420 EXETER DR #208, Longboat Key, FL 34228

562 RANGER LN, Longboat Key, FL 34228

565 SANCTUARY DR #B106, Longboat Key, FL 34228

3617 FAIR OAKS PL, Longboat Key, FL 34228

4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

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