$1,850,000
$100K PRICE DROP
- Land
- 12,632 Sq Ft
- $6,379,310 per Acre
536 Gunwale Ln, Longboat Key, FL 34228
536 Gunwale Ln, Longboat Key, FL 34228
11,346
Longboat Key, FL Homes
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-
$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
- Condo for Rent
1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228AVAILABLE OFF SEASON AND SEASONAL. RENTAL MAY 1, 2026 THROUGH November 30, 2026 AT $5000 A MONTH AND SEASONAL JANUARY 1, 2027 THROUGH APRIL 30, 2027 for $7500. Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the beach. This 2 bedroom 2 bath residence has everything you need. Beautiful full Bay from this 8th
Marni Hayden CHROME REALTY LLC
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$1,251,000
Sold Apr 28, 20262450 Harbourside Dr Unit 212, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 2,830 Sq Ft
- Built 1990
Last Sold Summary
- $442/SF
- 6 Days On Market
Current Estimated Value $1,271,932
Last Listing Agent Beth Lancaster-Collins CORCORAN DWELLINGS REALTY
2450 Harbourside Dr Unit 212, Longboat Key, FL 34228 -
Est $898,407
Not Listed For Sale210 Sands Point Rd Unit 2304, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Built 1982
Last Sold Summary
- 142 Days On Market
Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY
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$2,750,000
$500K PRICE DROP- 3 Beds
- 4.5 Baths
- 3,260 Sq Ft
4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228Reid Murphy DEVELOPERS REALTY LBK, INC
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$6,000 Per Month
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Condo for Rent
5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everything you need to make this your home away from home. Both the master and guest suites have their own private baths and balconies. Enjoy the morning paper at the breakfast nook or entertain in the great room. The brand new living room furniture features a sleeper sofa, perfect for
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
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$914,750
Sold Jun 23, 2026580 Russell St, Longboat Key, FL 34228
- 5 Beds
- 3.5 Baths
- 2,716 Sq Ft
- Built 1954
Last Sold Summary
- 9% Below List Price
- $337/SF
- 98 Days On Market
Current Estimated Value $948,563
Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE
580 Russell St, Longboat Key, FL 34228 -
Est $795,602
Not Listed For Sale5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 1,453 Sq Ft
- Built 1974
Last Sold Summary
- 271 Days On Market
Last Listing Agent Adam Cuffaro MICHAEL SAUNDERS & COMPANY
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$580,000
$85K PRICE DROP- 2 Beds
- 2 Baths
- 1,150 Sq Ft
4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228Lenore Treiman MICHAEL SAUNDERS & COMPANY
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$3,500 Per Month
- 2 Beds
- 2 Baths
- 1,380 Sq Ft
- House for Rent
573 Spanish Dr N, Longboat Key, FL 34228
573 Spanish Dr N, Longboat Key, FL 34228NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club.
Norma Mladineo COLDWELL BANKER REALTY
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$800,000
Sold May 22, 20261445 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 1,933 Sq Ft
- Built 1982
Last Sold Summary
- 25% Below List Price
- $414/SF
- 64 Days On Market
Current Estimated Value $819,107
Last Listing Agent Steve Nursey MICHAEL SAUNDERS & COMPANY
1445 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228 -
Est $468,590
Not Listed For Sale3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Built 1971
Last Sold Summary
- 117 Days On Market
Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES
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$1,460,000
$90K PRICE DROP- 2 Beds
- 3.5 Baths
- 2,550 Sq Ft
3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228Dianne Anderson COMPASS FLORIDA LLC
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$6,500 Per Month
- 1 Bed
- 2 Baths
- 1,244 Sq Ft
- Condo for Rent
655 Cedars Ct, Longboat Key, FL 34228
655 Cedars Ct, Longboat Key, FL 34228AVAILABLE. 2027 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars East has all the amenities you desire including tennis, fitness center, beach access, swimming, community activities, tiki bar and restaurant on site. The unit has been fully upgraded and has a full gourmet kitchen with breakfast bar. Enjoy sweeping bay views
Brenda Cozy COLDWELL BANKER REALTY
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$5,000,000
Sold Aug 07, 20263030 Grand Bay Blvd Unit PH3101, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 4,413 Sq Ft
- Built 1998
Last Sold Summary
- 44% Below List Price
- $1,133/SF
- 112 Days On Market
Current Estimated Value $4,960,191
Last Listing Agent Carolyn Donnelly COLDWELL BANKER REALTY
3030 Grand Bay Blvd Unit PH3101, Longboat Key, FL 34228 -
Est $5,251,967
Not Listed For Sale4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228
- 4 Beds
- 4.5 Baths
- 3,640 Sq Ft
- Built 2016
Last Sold Summary
- 12 Days On Market
Last Listing Agent Pam Charron COMPASS FLORIDA LLC
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$150,000
- Land
- 1,306 Sq Ft
- $5,000,000 per Acre
3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228 -
$3,800 Per Month
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
- Condo for Rent
750 Bayport Way Unit 750, Longboat Key, FL 34228
750 Bayport Way Unit 750, Longboat Key, FL 34228AVAILABLE IN JULY FOR 6-MONTHS OR MORE! Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat Key Community, featuring one of the most beautiful beach fronts, and Bay front locations on Longboat Key. This well-appointed and tastefully furnished, updated home welcomes you with its understated elegance. Everything inside is new, from the
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$815,000
Sold Feb 12, 20261904 Harbourside Dr Unit 201, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,135 Sq Ft
- Built 1982
Last Sold Summary
- 9% Below List Price
- $382/SF
- 24 Days On Market
Current Estimated Value $839,720
Last Listing Agent Monica LeSuer DOUGLAS ELLIMAN
1904 Harbourside Dr Unit 201, Longboat Key, FL 34228 -
Est $360,395
Not Listed For Sale3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 976 Sq Ft
- Built 1970
Last Sold Summary
- 88 Days On Market
Last Listing Agent Anna Lieggi REAL BROKER, LLC
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$425,000
2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228Jennifer Wilson LBRE LLC
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$13,500 Per Month
- 2 Beds
- 3 Baths
- 2,100 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
1211 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228**Prime Location – Luxurious Waterfront Living at Promenade, Longboat Key**This absolutely gorgeous condo is located in the prestigious Promenade on Longboat Key, offering breathtaking water views from every room. The residence features 2 bedrooms plus a den and 2 bathrooms. The spacious master suite includes a king-size bed and an elegant en-suite bathroom with a separate bathtub, walk-in
Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE
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$950,000
Sold Mar 18, 20262323 Harbour Oaks Dr, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 2,395 Sq Ft
- Built 1986
Last Sold Summary
- 13% Below List Price
- $397/SF
- 108 Days On Market
Current Estimated Value $951,593
Last Listing Agent Steven Moore MICHAEL SAUNDERS & COMPANY
2323 Harbour Oaks Dr, Longboat Key, FL 34228 -
Est $1,773,779
Not Listed For Sale1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
- Built 1980
Last Sold Summary
- 355 Days On Market
Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY
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$4,000,000
New Construction- 5 Beds
- 5.5 Baths
- 3,600 Sq Ft
592 Juan Anasco Dr, Longboat Key, FL 34228
592 Juan Anasco Dr, Longboat Key, FL 34228Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST
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$2,500 Per Month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 342282-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle
Dakota Magnus FLORIDA GALLERY REAL ESTATE
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$1,175,000
Sold Feb 20, 2026747 Marbury Ln, Longboat Key, FL 34228
- 3 Beds
- 2 Baths
- 2,353 Sq Ft
- Built 1968
Last Sold Summary
- 18% Below List Price
- $499/SF
- 72 Days On Market
Current Estimated Value $1,210,846
Last Listing Agent Michael Busch COLDWELL BANKER REALTY
747 Marbury Ln, Longboat Key, FL 34228 -
Est $527,541
Not Listed For Sale4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 912 Sq Ft
- Built 1974
Last Sold Summary
- 249 Days On Market
Last Listing Agent Debby McCaig COLDWELL BANKER REALTY
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$1,349,000
- 2 Beds
- 2 Baths
- 1,896 Sq Ft
2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228Paul Svilokos SANDERLING REAL ESTATE
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$8,721 Per Month
- 2 Beds
- 2 Baths
- 1,461 Sq Ft
- Condo for Rent
2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both bedrooms.
Gerald Cunningham KELLER WILLIAMS ON THE WATER S
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$1,420,000
Sold Aug 13, 2025455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,410 Sq Ft
- Built 1990
Last Sold Summary
- 25% Below List Price
- $589/SF
- 104 Days On Market
Current Estimated Value $1,553,680
Last Listing Agent Stacy Hanan MICHAEL SAUNDERS & COMPANY
455 Longboat Club Rd Unit 407, Longboat Key, FL 34228 -
Est $986,120
Not Listed For Sale4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,336 Sq Ft
- Built 1975
Last Sold Summary
- 76 Days On Market
Last Listing Agent Greg Martin STERLING REALTY
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$649,000
- 2 Beds
- 2.5 Baths
- 933 Sq Ft
1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228Michael Renick MANGROVE REALTY ASSOCIATES
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$12,500 Per Month
- 3 Beds
- 2.5 Baths
- 2,532 Sq Ft
- House for Rent
2319 Harbour Oaks Dr, Longboat Key, FL 34228
2319 Harbour Oaks Dr, Longboat Key, FL 34228SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the
Diann Thelen GULF COAST RENTAL HOMES&CONDOS
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$1,600,000
Sold May 01, 20261135 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $1,065/SF
- 44 Days On Market
Current Estimated Value $1,569,563
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
1135 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228 -
Est $1,258,771
Not Listed For Sale1135 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1980
Last Sold Summary
- 51 Days On Market
Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY
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$250,000
2800 Harbourside Dr Unit E-08, Longboat Key, FL 34228
2800 Harbourside Dr Unit E-08, Longboat Key, FL 34228Jennifer Wilson LBRE LLC
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$25,000 Per Month
- 3 Beds
- 3.5 Baths
- 2,780 Sq Ft
- Condo for Rent
455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
455 Longboat Club Rd Unit 1, Longboat Key, FL 34228This EXQUISITE 3 bedroom - 3 1⁄2 bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a
Teresa Ribaudo JENNETTE PROPERTIES INC
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$1,080,000
Sold Jul 27, 20263060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 2,250 Sq Ft
- Built 1994
Last Sold Summary
- 10% Below List Price
- $480/SF
- 71 Days On Market
Current Estimated Value $1,309,939
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228 -
Est $1,919,882
Not Listed For Sale2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,485 Sq Ft
- Built 1996
Last Sold Summary
- 127 Days On Market
Last Listing Agent Candy Swick CANDY SWICK & COMPANY
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