Home For Sale $1,750,000
569 Juan Anasco Dr, Longboat Key, FL 34228
Reduced By $250,000
Bedrooms
3
Full Bath(s)
Sq. Ft.
2804
Year Built
1996
$/SqFt
$624
Sleepy Lagoon - At 569 Juan Anasco Dr, every detail is designed for the ultimate Florida waterfront lifestyle—spacious, luxurious, and effortlessly functional for both everyday living and unforgettable entertaining. KELLER WILLIAMS ON THE WATER S.
Home For Sale $2,199,999
3617 Fair Oaks Pl, Longboat Key, FL 34228
Reduced By $80,001
2950
1995
$746
Come experience the epitome of luxury living at Longboat Key’s finest address. MICHAEL SAUNDERS & COMPANY.
Home For Sale $4,499,000
597 Buttonwood Dr, Longboat Key, FL 34228
Reduced By $200,950
5
4176
2025
$1,077
Experience the pinnacle of modern coastal luxury in this exceptional Longboat Key residence—where timeless design, breathtaking views, and an unparalleled location create the ultimate island retreat. KELLER WILLIAMS ON THE WATER S.
Home For Sale $5,795,000
741 Hideaway Bay Dr, Longboat Key, FL 34228
Reduced By $705,000
4
5424
1982
$1,068
The current owners have invested over $1 million in upgrades since 2017, too numerous to include, but available upon request. DEVELOPERS REALTY LBK, INC.
Home For Sale $1,225,000
650 Penfield St, Longboat Key, FL 34228
Reduced By $70,000
2
1579
1978
$776
Sleepy Lagoon - Whether you are looking to enjoy this paradise full time, use it as a vacation getaway or as an income producing rental, this could be the one for you. MICHAEL SAUNDERS & COMPANY.
Home For Sale $1,200,000
691 Linley St, Longboat Key, FL 34228
1820
1977
$659
Offered furnished, completely outfitted, and move in ready excluding original artwork and some personal items. MICHAEL SAUNDERS & COMPANY.
Home For Sale $1,999,999
3131 Bayou Sound, Longboat Key, FL 34228
Reduced By $300,000
3023
$662
With no storm damage from any, including the last two hurricanes, this home provides both security and the opportunity to create your ideal waterfront retreat in one of Longboat Key’s most desirable communities. COLDWELL BANKER REALTY.
Home For Sale $1,685,000
619 Buttonwood Dr, Longboat Key, FL 34228
Reduced By $110,000
2265
1960
$744
HOA is optional - $600 Annual Fee - Irrigation water free with membership. COLDWELL BANKER REALTY.
Home For Sale $1,650,000
721 Emerald Harbor Dr, Longboat Key, FL 34228
1719
1970
$960
Dream Island - The home features a really beautiful caged pool and deck that overlooks the canal with dock andviews all surrounded by gorgeous tropical landscaping. NEW SEAWALL 2024 DEVELOPERS REALTY LBK, INC.
Pended $2,500,000
6537 Gulf Of Mexico Dr, Longboat Key, FL 34228
2313
1990
$1,081
Sleepy Lagoon - This home is block all the way up. PREMIER SOTHEBYS INTL REALTY.
Home For Sale $7,690,000
500 Harbor Point Rd, Longboat Key, FL 34228
Reduced By $305,000
6
6556
2008
$1,173
Every inch of this home is gorgeous, curated, and move-in ready offering a sophisticated waterfront lifestyle that is truly unmatched. MICHAEL SAUNDERS & COMPANY.
Home For Sale $4,850,000
3628 Fair Oaks Pl, Longboat Key, FL 34228
4233
1997
$1,146
Memberships are available at The Longboat Key Club with access to 27 holes of pristine golf, 20 Har-Tru tennis courts at the renowned Tennis Gardens, 8 pickleball courts, a fantastic private marina with direct access to the intercostal, and 2 restaurants. THE BOB STANLEY GROUP.
Home For Sale $3,200,000
6473 Gulf Of Mexico Dr, Longboat Key, FL 34228
2001
$1,141
Sleepy Lagoon - Please note that new grass and additional fencing on this very large lot will be happening in March. MICHAEL SAUNDERS & COMPANY.
Pended $3,295,000
3580 Fair Oaks Ln, Longboat Key, FL 34228
Reduced By $205,000
4167
1998
$791
With its premier location, thoughtful updates, and unparalleled waterfront lifestyle, this stunning home is a true gem on Longboat Key. COLDWELL BANKER REALTY.
Home For Sale $1,329,000
550 De Narvaez Dr, Longboat Key, FL 34228
Reduced By $56,000
1758
$756
Schedule your private showing today before it’s gone! ! KELLER WILLIAMS ON THE WATER S.
Home For Sale $575,000
651 Fox St, Longboat Key, FL 34228
Reduced By $135,000
1416
1954
$406
A community dock and ramp for easy use of your water toys, multiple restaurants and shopping……all right here for you to enjoy. MICHAEL SAUNDERS & COMPANY.
Home For Sale $3,300,000
3598 Fair Oaks Ln, Longboat Key, FL 34228
3417
$966
Located in the serene Queens Harbour enclave behind the gates of the Longboat Key Club, this home is the epitome of luxurious island living. MICHAEL SAUNDERS & COMPANY.
Home For Sale $2,195,000
6330 Laguna Dr, Longboat Key, FL 34228
Reduced By $190,000
2856
2002
$769
Call today to schedule your private Viewing. RE/MAX PLATINUM.
Home For Sale $11,000,000
560 Harbor Point Rd, Longboat Key, FL 34228
5245
2011
$2,097
Bay Isles - Experience refined waterfront living at its finest. MICHAEL SAUNDERS & COMPANY.
Home For Sale $850,000
765 Saint Judes N Dr, Longboat Key, FL 34228
Reduced By $125,000
1900
1963
$447
Don't miss the chance to make it your own. CENTURY 21 BEGGINS ENTERPRISES.
Home For Sale $3,499,000
3371 Bayou Sound, Longboat Key, FL 34228
Reduced By $496,000
3923
1994
$892
Bay Isles - Many furnishings available for reasonable sale after accepted offer. Don't miss this one! COLDWELL BANKER REALTY.
Pended $3,495,000
1560 Harbor Sound Dr, Longboat Key, FL 34228
Reduced By $800,000
4213
1991
$830
Combining sophisticated design with a coveted waterfront location, this remarkable residence delivers the ultimate in coastal luxury. COLDWELL BANKER REALTY.
Home For Sale $1,999,000
721 Binnacle Point Dr, Longboat Key, FL 34228
Reduced By $226,000
3229
1973
$619
Home could be remodeled with significant effort as the home's bones - exterior block, and main roof are in good solid condition, with functional layout inside with extra storage and home office. KINCAID REALTY.
Home For Sale $1,495,000
3318 Bayou Sound, Longboat Key, FL 34228
Reduced By $204,999
2675
1981
$559
Seize the rare opportunity to own a fun West-Indies inspired home that blends timeless elegance with modern amenities - all at an exceptional value. Your Longboat Key dream awaits. COLDWELL BANKER REALTY.
Home For Sale $1,995,000
6501 Gulf Of Mexico Dr, Longboat Key, FL 34228
2100
1968
$950
Sleepy Lagoon - Experience the best of coastal living in an area known for its tranquility and beauty DEVELOPERS REALTY LBK, INC.
Home For Sale $1,680,000
721 Old Compass Rd, Longboat Key, FL 34228
Reduced By $115,000
2262
1969
$743
Close to many new restaurants and shops. MICHAEL SAUNDERS & COMPANY.
Home For Sale $2,475,000
6821 Longboat S Dr, Longboat Key, FL 34228
Reduced By $920,000
2834
$873
For the first time in 28 years, this solidly constructed, meticulously maintained, value-priced home, with its harmonious blend of sophistication and comfort, is available and awaiting the next fortunate owners. Realtor Owner. DOUGLAS ELLIMAN.
Pended $1,685,000
740 Old Compass Rd, Longboat Key, FL 34228
Reduced By $215,000
2586
1971
$652
The 2,586ft 4BR home has an open floor plan, large pool/outdoor entertainment area and oversized garage. Call to arrange showing. MICHAEL SAUNDERS & COMPANY.
Home For Sale $3,400,000
689 Lands End Dr, Longboat Key, FL 34228
Reduced By $400,000
3254
2005
$1,045
This is more than just a home—it's a lifestyle! PREFERRED SHORE LLC.
Pended $1,075,000
711 Russell St, Longboat Key, FL 34228
Reduced By $75,000
1862
1957
$577
The desirable gulf-to-bay access, ideal for beachcombing, boating, kayaking and paddleboarding, as well as the nearby renowned waterfront dining and shops, provide the ideal gateway to the ultimate Florida lifestyle. PREMIER SOTHEBYS INTL REALTY.
Home For Sale $1,948,000
521 Wedge Ln, Longboat Key, FL 34228
1966
$1,108
Don't miss your opportunity to own this exquisite waterfront retreat—paradise awaits! COLDWELL BANKER REALTY.
Home For Sale $750,000
531 Edlee Ln, Longboat Key, FL 34228
Reduced By $149,000
1241
$604
Sleepy Lagoon - The sellers are motivated, and the opportunity to own this unique property won’t last. COLDWELL BANKER REALTY.
Home For Sale $2,400,000
548 Ketch Ln, Longboat Key, FL 34228
2273
1972
$1,056
Start living that easy bay to beach lifestyle today! MICHAEL SAUNDERS & COMPANY.
Home For Sale $2,995,000
536 Ketch Ln, Longboat Key, FL 34228
Reduced By $1,004,999
2960
1962
$1,012
Located on the highly desired south end of Longboat Key, adjacent to the Resort at Longboat Key Club and nearby St Armands Circle, this property includes deeded beach access and unrivaled convenience to Sarasota. MICHAEL SAUNDERS & COMPANY.
Home For Sale $12,500,000
50 Lighthouse Point Dr, Longboat Key, FL 34228
Reduced By $1,450,000
7450
1992
$1,678
This is your rare opportunity to own a private beachfront estate that seamlessly combines luxury, location, and lifestyle. COLDWELL BANKER REALTY.
Home For Sale $10,995,000
6161 Gulf Of Mexico Dr, Longboat Key, FL 34228
4224
$2,603
Sleepy Lagoon - This is your chance to own a piece of paradise on Longboat Key. Schedule your private tour today. MICHAEL SAUNDERS & COMPANY.
Home For Sale $3,995,000
550 Yardarm Ln, Longboat Key, FL 34228
Reduced By $200,000
4244
2006
$941
Click tour for matterport 3d tour and floor plans QUEST PROPERTIES INC.
Home For Sale $899,999
600 Fox St, Longboat Key, FL 34228
Reduced By $75,001
1427
1964
$631
Sold turnkey furnished, it's the perfect opportunity to immediately enjoy the coveted Longboat Key lifestyle! DUNCAN REAL ESTATE, INC..
625 Jackson Way, Longboat Key, FL 34228
3527
2024
$991
You won’t want to miss this opportunity! DEVELOPERS REALTY LBK, INC.
Home For Sale $2,999,999
3408 Fair Oaks Ln, Longboat Key, FL 34228
Reduced By $249,001
4510
$665
Coreys Landing - Close proximity to St. Armands Circle and quick access to vibrant downtown Sarasota and the Sarasota International Airport. COLDWELL BANKER REALTY.
Home For Sale $824,900
618 Jungle Queen Way, Longboat Key, FL 34228
Reduced By $25,100
1351
$611
Don't let this exceptional opportunity get away! DALTON WADE INC.
5830 Gulf Of Mexico Dr, Longboat Key, FL 34228
2103
$949
Deeded beach access is directly across the street to the beautiful beach and warm Gulf waters on the shores of Longboat Key. DEVELOPERS REALTY LBK, INC.
605 Jungle Queen Way, Longboat Key, FL 34228
1587
1952
$536
The beautiful white sands of the Gulf are waiting for you! PREMIER SOTHEBYS INTL REALTY.
Home For Sale $7,765,000
65 Lighthouse Point Dr, Longboat Key, FL 34228
Reduced By $225,000
4941
$1,572
Enviably located in the Lighthouse Point neighborhood where residents enjoy private tennis courts and walking distance to the beach, this address is within minutes of the Longboat Key Club and the shops and restaurants of St. Armands Circle DOUGLAS ELLIMAN.
Home For Sale $25,000,000
5965 Gulf Of Mexico Dr, Longboat Key, FL 34228
11
13
17199
2026
$1,454
Forbes Travel Guide’s Top 12 Destination for 2025 includes Longboat Key. PREMIER SOTHEBYS INTL REALTY.
Home For Sale $2,499,000
630 Companion Way, Longboat Key, FL 34228
Reduced By $291,000
2875
$869
Opportunity for Buffer, Overflow, Investment, etc. Come see it today! CENTURY 21 BEGGINS ENTERPRISES.
Home For Sale $2,200,000
3260 Bayou Rd, Longboat Key, FL 34228
Reduced By $150,000
3156
2000
$697
Furniture and majority of Art is available for purchase under separate contract. MICHAEL SAUNDERS & COMPANY.
Home For Sale $799,000
690 Fox St, Longboat Key, FL 34228
1376
1967
$581
This is a unique opportunity to own a move in ready, beautifully remodeled home in a highly sought after beach community on Longboat Key. SCHRYVER REALTY LLC.
Home For Sale $1,100,000
7061 Longboat E Dr, Longboat Key, FL 34228
299
990
1930
$1,111
Walk to the Shore Restaurant on the Bay or the world famous Mar Vista ( locally still known as the Pub)Minute to the sugar sands of the Gulf of Mexico Beaches for sun and fun and world class fishing. Lot size 105 x 110. REAL ESTATE MART.
3310 Sabal Cove Ln, Longboat Key, FL 34228
4465
$560
This is more than just a home; it’s an invitation to live the life you’ve always dreamed of! MICHAEL SAUNDERS & COMPANY.
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