Longboat Key, FL Homes

/65
$1,199,000
- 2 Beds
- 2 Baths
- 1,827 Sq Ft
1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228

Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great

Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
/34
$15,000 per month
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228

ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

Teresa Ribaudo JENNETTE PROPERTIES INC

2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
/2
$1,750,000 Sold Sep 16, 2025
- 2,865 Sq Ft
- $611/SF
- 159 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2001
2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

Welcome to 2065 Harbour Links Dr, a beautifully maintained 3-bedroom, 3.5-bathroom, 2,865 sq. ft. home in the exclusive gated Bay Isles community, within the highly sought-after Emerald Pointe North enclave—an intimate community of just six homes. Offering golf course views, a private pool, and a separate 1-bedroom casita with a full bathroom, this residence blends privacy, comfort, and

Bruce Myer COLDWELL BANKER REALTY

2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

/25
Est $1,366,590 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,180 Sq Ft
1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

/41
$1,115,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
/43
$10,000 per month
- 3 Beds
- 2.5 Baths
- 1,882 Sq Ft
- House for Rent
825 Tarawitt Dr, Longboat Key, FL 34228

Welcome To 825 Tarawitt Drive! This Beautifully Renovated Waterfront Home Features 3 Bedrooms & 3 Washrooms. Located In The Quiet Community of Sleepy Lagoon. An Open Concept Floor Plan With Gorgeous Bay Views, Perfect For Entertaining! 125 Ft of Canal Frontage. Direct Access To Sarasota Bay. A Jet Ski Lift, Docking For Up To 30 Ft Boat, Outdoor Shower, Above Ground Spa, Spacious Outdoor Area For

Ian Greenberg BRISTA REALTY LLC

825 Tarawitt Dr, Longboat Key, FL 34228
/2
$350,000 Sold Sep 15, 2025
- 1,241 Sq Ft
- $282/SF
- 74 Days On Market
- 2 Beds
- 2 Baths
- Built 1968
655 Spanish Way, Longboat Key, FL 34228

Amazing views! This villa is positioned to provide gorgeous, elongated views of the Spanish Main community lake. The vistas from almost every room are spectacular. Have your morning coffee, evening beverages with gorgeous sunsets or simply relax as you enjoy shimmering waters. The lake is home to turtles, an abundance of fish, and beautiful Florida birds and you watch it all from your new home.

Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

655 Spanish Way, Longboat Key, FL 34228

/2
Est $1,551,672 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,476 Sq Ft
1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

/39
$1,115,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
/36
$4,500 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
842 Bayport Way Unit 842, Longboat Key, FL 34228

Cancellation means this first floor Bayport condo is ready for your winter getaway, and beyond. Nicely furnished and fully equipped for a comfortable stay, you'll enjoy the extra privacy and light of this end unit. A spacious dining and living area opens out to a screened lanai and large outdoor brick patio overlooking landscaped grounds and a peak of the Gulf. The primary bedroom has a king bed,

Rosemarie McKee COLDWELL BANKER REALTY

842 Bayport Way Unit 842, Longboat Key, FL 34228
/2
$650,100 Sold Sep 09, 2025
- 1,351 Sq Ft
- $481/SF
- 193 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
618 Jungle Queen Way, Longboat Key, FL 34228

Wow! $75,000 price reduction! Lowest priced Waterfront Single Family Home on Longboat Key! If you've been dreaming of living your best life on fabulous Longboat Key, now is the time to make that dream reality! This waterfront home has been lovingly cared for by it's owners for almost 40years. Beautifully rehabbed and nearly move-in-ready 3-bedroom, 2-bath split-plan ranch home in a quiet relaxed

Joyce Bielejeski DALTON WADE INC

618 Jungle Queen Way, Longboat Key, FL 34228

/66
Est $492,366 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,399 Sq Ft
583 Spanish Dr S Unit 129, Longboat Key, FL 34228

583 Spanish Dr S Unit 129, Longboat Key, FL 34228

/81
$2,850,000
- 3 Beds
- 3.5 Baths
- 2,352 Sq Ft
311 Firehouse Ct, Longboat Key, FL 34228

This is what living on the West Coast of Florida is all about. Elevated and elegantly designed, this custom home sits west of Gulf of Mexico Drive in the sought-after Conrad Beach community on Longboat Key. Surrounded by lush tropical landscaping with accent lighting, this residence combines timeless coastal charm with thoughtful modern updates. Inside, the open floor plan showcases a gourmet

Kathy Harman MICHAEL SAUNDERS & COMPANY

311 Firehouse Ct, Longboat Key, FL 34228
/44
$6,000 per month
- 3 Beds
- 2.5 Baths
- 2,580 Sq Ft
- Condo for Rent
535 Sanctuary Dr Unit A102, Longboat Key, FL 34228

Welcome to the Sanctuary. This beach front community is located inside the private gates of The Longboat Key Club. This 1st floor walk out residence that feels like a beach house will impress you with the space and tasteful decor/furnishings. Spend your time walking the private beach with the turquoise blue waters of the Gulf of Mexico along with a game of tennis, private fitness center, Olympic

Jose Hugo Martinez KW COASTAL LIVING III

535 Sanctuary Dr Unit A102, Longboat Key, FL 34228
/2
$1,400,000 Sold Sep 06, 2025
- 1,458 Sq Ft
- $960/SF
- 336 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
603 Longboat Club Rd Unit 602N, Longboat Key, FL 34228

Experience the ultimate in luxury living with this stunning 2-bedroom, 2-bathroom condo in the most prestigious area of Longboat Key Club. Enjoy the best of both worlds with breathtaking views of the Gulf on one side and Sarasota Bay and the LBK Golf Course on the other, all from your dual-sided balcony.This fully furnished, turnkey condo is move-in ready or perfect for generating rental

Tina Napoli COLDWELL BANKER REALTY

603 Longboat Club Rd Unit 602N, Longboat Key, FL 34228

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 884 Sq Ft
2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

/63
$1,065,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,170 Sq Ft
7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

Looking for a beachfront home on Longboat Key with direct Gulf access? This 2-bedroom, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condos on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms, and 1,170 square feet of

Diana Kryszak MICHAEL SAUNDERS & COMPANY

7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
/28
$5,500 per month
- 2 Beds
- 2 Baths
- 1,399 Sq Ft
- House for Rent
957 Spanish Dr N, Longboat Key, FL 34228

AVAILABLE STARTING MAY 1, 2026. WITH 3 MONTH MINUMUM RENTAL. FULL WATERFRONT NEWLY RENOVATED (internal new photos coming soon) and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease December to April is $7,000 per month (OR inquire about annual/off season option at $5,500/month). Utilities, Cable and Tax included! Waterfront Villa with Panoramic Bay Views - Spanish Main

Norma Mladineo COLDWELL BANKER REALTY

957 Spanish Dr N, Longboat Key, FL 34228
/2
$1,190,000 Sold Sep 05, 2025
- 1,721 Sq Ft
- $691/SF
- 51 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1982
1445 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

Welcome to your perfect Gulf-front getaway at The Players Club on Longboat Key. This beautifully renovated second-floor condominium offers stunning views of the Gulf of Mexico and is just steps from the pristine beach. From the moment you enter, your eyes are drawn through the spacious great room to the expansive balcony, where you can relax for hours in the fresh air—reading, listening to the

Mairead Smialek COLDWELL BANKER REALTY

1445 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

/2
Est $1,483,231 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

/35
$1,299,000
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

Roger Pettingell COLDWELL BANKER REALTY

1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
/41
$3,900 per month
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
- Condo for Rent
3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228

2-bed, 2-bath 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 around on community

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228
/2
$2,050,000 Sold Sep 05, 2025
- 2,954 Sq Ft
- $694/SF
- 14 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1990
3272 Bayou Rd, Longboat Key, FL 34228

Welcome to the exclusive, double-gated Bay Isles Bayou community on Longboat Key, where privacy meets refined coastal living. This stunning waterfront residence sitting on 0.28 acres has undergone a complete, top-to-bottom renovation and now showcases 115 feet of serene waterfront frontage—a tranquil setting frequented by swans, otters, and a variety of native birds. From the moment you arrive,

Ryan Heers COLDWELL BANKER REALTY

3272 Bayou Rd, Longboat Key, FL 34228

/64
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,235 Sq Ft
2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

/33
$2,159,000 Open Sun 1PM - 3PM
- 3 Beds
- 3.5 Baths
- 2,950 Sq Ft
3617 Fair Oaks Place, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a

Ryan Ackerman COLDWELL BANKER REALTY

3617 Fair Oaks Place, Longboat Key, FL 34228
/47
$3,000 per month
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
- Condo for Rent
534 Sutton Place, Longboat Key, FL 34228

Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or

Tanner Frey KELLER WILLIAMS ON THE WATER S

534 Sutton Place, Longboat Key, FL 34228
/2
$3,300,000 Sold Sep 05, 2025
- 5,730 Sq Ft
- $576/SF
- 155 Days On Market
- 4 Beds
- 6 Baths
- Built 1993
3491 Bayou Sound, Longboat Key, FL 34228

Welcome to the secure, double-gated Bay Isles Bayou community on Longboat Key. Set on an exclusive waterfront lot just two houses down from the open waters, this extraordinary estate boasts over 5,700 square feet of refined living space, capturing breathtaking west-facing views over Buttonwood and Cranes Bayou. Step inside to soaring 20-foot ceilings, a magnificent crystal chandelier, and an

Ryan Heers COLDWELL BANKER REALTY

3491 Bayou Sound, Longboat Key, FL 34228

/31
Est $874,483 Not Listed For Sale
- 1 Bed
- 1 Bath
- 657 Sq Ft
210 Sands Point Rd Unit 2302, Longboat Key, FL 34228

210 Sands Point Rd Unit 2302, Longboat Key, FL 34228

/36
$1,175,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

Bruce Myer COLDWELL BANKER REALTY

210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
/35
$6,850 per month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
640 Broadway St, Longboat Key, FL 34228

Experience tranquility in this 2025 hurricane-rebuilt Longboat Key retreat, featuring 2 bedrooms, 2 bathrooms, and a versatile home office that doubles as a guest bedroom. Situated on a peaceful corner lot surrounded by lush tropical landscaping, this home combines modern luxury with relaxing coastal charm. Enter an open-concept layout with a spacious living room flowing into a modern kitchen

Keith Gordon ADDVANTAGE

640 Broadway St, Longboat Key, FL 34228
/2
$520,000 Sold Sep 05, 2025
- 1,312 Sq Ft
- $396/SF
- 163 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
4600 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

HUGE PRICE REDUCTION - THIS IS YOUR OPPORTUNITY TO HAVE A BAY FRONT CONDO AT A GREAT PRICE - $550,000! Welcome to your bay front condo on Longboat Key, where every day begins with breathtaking sunrises and panoramic views of Sarasota Bay. This updated and partially furnished 2-bedroom, 2-bathroom residence features easy to maintain tile throughout the main living spaces, creating a streamlined

Eileen Gillen COLDWELL BANKER REALTY

4600 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

/53
Est $748,360 Not Listed For Sale
- 1 Bed
- 1 Bath
- 642 Sq Ft
225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

/34
$729,000
- 2 Beds
- 2 Baths
- 1,442 Sq Ft
1932 Harbourside Dr Unit 217, Longboat Key, FL 34228

Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush

Ryan Ackerman COLDWELL BANKER REALTY

1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
/25
$11,500 per month
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
- Condo for Rent
1000 Longboat Club Rd, Longboat Key, FL 34228

Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront

Jenna Genovese KELLER WILLIAMS ON THE WATER S

1000 Longboat Club Rd, Longboat Key, FL 34228
/2
$900,000 Sold Sep 04, 2025
- 1,509 Sq Ft
- $596/SF
- 99 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
615 Dream Island Place Unit 303, Longboat Key, FL 34228

Welcome to Water Song, your slice of paradise at Harbour Villa Club in prestigious Longboat Key! Water Song is a beautifully maintained top-floor condo with breathtaking water views from nearly every room. Wake up to shimmering water views from your master bedroom and enjoy your morning coffee on the enclosed lanai (216 Sq Ft lanai). Located on the top floor, this two bedroom/ two bath

Remi Drigan SATO REAL ESTATE INC.

615 Dream Island Place Unit 303, Longboat Key, FL 34228

/31
Not Listed For Sale
- 1 Bed
- 1 Bath
- 621 Sq Ft
3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228

3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228

/40
$698,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior has been freshly painted and fully updated with brand new Luxury Vinyl Plank flooring and Moen plumbing fixtures. The Unit boasts granite countertops and Brookhill custom wood cabinets in kitchen and baths, GE Profile double oven, Bosch stacking washer/dryer, Hunter Douglas

Richard Perlman MICHAEL SAUNDERS & COMPANY

4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
/39
$5,500 per month
- 2 Beds
- 2 Baths
- 1,401 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by

Maureen Plichta STRINGER MANAGEMENT INC

3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228
/2
$560,000 Sold Sep 03, 2025
- 1,148 Sq Ft
- $488/SF
- 120 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
605 Sutton Place Unit 401, Longboat Key, FL 34228

PRICE IMPROVEMENT AND WE WILL PREPAY 6 MONTHS OF THE HOA FEES!Welcome to your dream coastal retreat with AMAZING views. This beautifully remodeled top floor, end unit condo offers unparalleled views, luxury and comfort, just underwent 150k renovation! Offered fully furnished. This premium unit features 2 spacious bedrooms, 2 modern bathrooms and elegant luxury vinyl flooring throughout. Step

Stacey Hart PREFERRED SHORE LLC

605 Sutton Place Unit 401, Longboat Key, FL 34228

/57
Est $399,657 Not Listed For Sale
- 2 Beds
- 1 Bath
- 912 Sq Ft
4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

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