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View 237 Longboat Key Florida Condos for Sale

Condo For Sale $459,000

Reduced By $14,000

Condo building with lush landscaping and palm trees at 2055 Gulf Of Mexico Dr # G2-214, Longboat Key, FL 34228
View Details 74 Photos
Building exterior showcasing architectural details and landscaping at 2055 Gulf Of Mexico Dr # G2-214, Longboat Key, FL 34228
Condo building entrance with walkway and tropical foliage at 2055 Gulf Of Mexico Dr # G2-214, Longboat Key, FL 34228
Private balcony with tiled flooring and potted plant at 2055 Gulf Of Mexico Dr # G2-214, Longboat Key, FL 34228
On Market For 68 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    1094

  • Year Built

    1974

  • $/SqFt

    $420

Only a short distance to Saint Armand's Circle and downtown Sarasota where you will have the opportunity to enjoy a litany of cultural activities, great restaurants and shopping. COLDWELL BANKER REALTY.

Condo For Sale $535,000

Aerial view of condo building with water access and partial ocean view at 4370 Chatham Dr # 104, Longboat Key, FL 34228
View Details 44 Photos
Condo front door entrance with security screen at 4370 Chatham Dr # 104, Longboat Key, FL 34228
Condo entryway with tile flooring, cabinets, and door to main living area at 4370 Chatham Dr # 104, Longboat Key, FL 34228
Condo kitchen with white cabinets, appliances, and view into living room at 4370 Chatham Dr # 104, Longboat Key, FL 34228
On Market For 71 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1072

  • Year Built

    1969

  • $/SqFt

    $499

Longboat Harbour - Don’t miss the chance to make this canal-front retreat yours—schedule your showing today! KELLER WILLIAMS CLASSIC GROUP.

Condo For Sale $219,000

White single-story home with pink accents, palm trees, and a paved walkway at 541 Spanish N Dr # 541, Longboat Key, FL 34228
View Details 30 Photos
White single-story home with pink accents, a carport and landscaping at 541 Spanish N Dr # 541, Longboat Key, FL 34228
White single-story home with pink door and a paved driveway at 541 Spanish N Dr # 541, Longboat Key, FL 34228
White single-story home with pink accents, palm trees, and a paved walkway at 541 Spanish N Dr # 541, Longboat Key, FL 34228
On Market For 71 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    817

  • Year Built

    1968

  • $/SqFt

    $268

Don’t miss out on this rare chance to own a piece of paradise in one of the most desirable communities on Longboat Key. Schedule a showing today! AUM FLORIDA REAL ESTATE LLC.

Condo For Sale $675,000

Exterior of condo building with palm trees and a courtyard at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
View Details 62 Photos
Condo hallway with tile floors and access to unit at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
Entryway with kitchen and living room views at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
Dining area with round table and wicker chairs at 1932 Harbourside Dr # 242, Longboat Key, FL 34228
On Market For 72 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $566

From private beach outings to exploring vibrant local dining, it’s the ultimate Longboat Key experience. COLDWELL BANKER REALTY.

Condo For Sale $11,900,000

Reduced By $350,000

Aerial view of luxury beachfront property with resort amenities at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
View Details 80 Photos
Elegant dining area with ocean views and modern furniture at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
Spacious balcony with ocean views and comfortable seating at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
Modern kitchen with white cabinets and high-end appliances at 1581 Gulf Of Mexico Dr # 508, Longboat Key, FL 34228
On Market For 73 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4017

  • Year Built

    2024

  • $/SqFt

    $2,962

Live like you are on vacation all year round. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $537,000

Bright sunroom with water views and comfortable seating at 4340 Falmouth Dr # D104, Longboat Key, FL 34228
View Details 67 Photos
Covered parking available for residents, with numerous spots and ample space at 4340 Falmouth Dr # D104, Longboat Key, FL 34228
Inviting living room with water views, comfortable seating, and coastal decor at 4340 Falmouth Dr # D104, Longboat Key, FL 34228
Private marina with boat slips and waterfront access at 4340 Falmouth Dr # D104, Longboat Key, FL 34228
On Market For 73 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1072

  • Year Built

    1969

  • $/SqFt

    $501

Seize this rare opportunity to own a slice of paradise—schedule your private showing today. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $899,000

An aerial view of a luxurious condo building with water access at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
View Details 58 Photos
An aerial view of a condo building overlooking the bay at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
Condo entry with tiled floor and view to living room at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
Condo entry with tiled floor and view to living room at 1930 Harbourside Dr # 152, Longboat Key, FL 34228
On Market For 76 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $754

If you are looking for a full-time residence or a seasonal retreat this condo offers the utmost in Island living Schedule a showing today and start living the waterfront lifestyle you have always dreamed of. WAGNER REALTY.

Pended $489,000

Aerial view of condo building near beach, tennis courts, and parking at 3320 Gulf Of Mexico Dr # 302C, Longboat Key, FL 34228
View Details 18 Photos
Longboat Arms 3300-3330 building entrance sign at 3320 Gulf Of Mexico Dr # 302C, Longboat Key, FL 34228
Condo community with private boat docks at 3320 Gulf Of Mexico Dr # 302C, Longboat Key, FL 34228
Beachfront property aerial view, showing home, parking, and ocean at 3320 Gulf Of Mexico Dr # 302C, Longboat Key, FL 34228
On Market For 74 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1187

  • Year Built

    1971

  • $/SqFt

    $412

Whether you're seeking a tranquil retreat, an active coastal haven, or a smart investment, this Longboat Key condo is truly a rare gem. COLDWELL BANKER REALTY.

Pended $1,675,000

Aerial view of beachfront property, showing building and beach at 4241 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
View Details 55 Photos
Balcony with patio furniture, offering stunning ocean views at 4241 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
Balcony showcasing ocean and beachfront property views at 4241 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
View of grassy lawn area leading to beach access at 4241 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
On Market For 75 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1660

  • Year Built

    1980

  • $/SqFt

    $1,009

Casual island living awaits in this spacious three-bedroom gulf front condominium. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $749,000

Front view of a light-colored building with stairs and landscaping at 4234 Gulf Of Mexico Dr # Y2, Longboat Key, FL 34228
View Details 24 Photos
Attractive condo building with lush green lawn at 4234 Gulf Of Mexico Dr # Y2, Longboat Key, FL 34228
Aerial view showcasing community amenities including tennis courts and a pool at 4234 Gulf Of Mexico Dr # Y2, Longboat Key, FL 34228
Inviting community pool with surrounding lounge chairs and patio area at 4234 Gulf Of Mexico Dr # Y2, Longboat Key, FL 34228
On Market For 78 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1150

  • Year Built

    1973

  • $/SqFt

    $651

All directions point to FUN IN THE SUN. This is truly Gulf-to-Bay living! EVENTIDE REALTY LLC.

Condo For Sale $399,000

Reduced By $80,000

Aerial view of waterfront community with lush landscaping and private boat docks at 6700 Gulf Of Mexico Drive # 121, Longboat Key, FL 34228
View Details 65 Photos
Exterior view of condo building with tropical landscaping and walkway at 6700 Gulf Of Mexico Drive # 121, Longboat Key, FL 34228
Tranquil waterfront view with private boat docks and lush greenery at 6700 Gulf Of Mexico Drive # 121, Longboat Key, FL 34228
Private balcony with screened doors offering outdoor space and shade at 6700 Gulf Of Mexico Drive # 121, Longboat Key, FL 34228
On Market For 78 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    936

  • Year Built

    1969

  • $/SqFt

    $426

Whitney Beach - Make your dreams of living on Longboat Key a reality! ROSEBAY INTERNATIONAL REALTY I.

Condo For Sale $1,199,000

Aerial view of coastal condo building with pool and beach access at 1095 Gulf Of Mexico Dr # 502, Longboat Key, FL 34228
View Details 60 Photos
Condo building entrance with landscaping and parking at 1095 Gulf Of Mexico Dr # 502, Longboat Key, FL 34228
Stunning sunset over the ocean, Gulf of Mexico view at 1095 Gulf Of Mexico Dr # 502, Longboat Key, FL 34228
Aerial of resort community with pond and fountain at 1095 Gulf Of Mexico Dr # 502, Longboat Key, FL 34228
On Market For 79 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1392

  • Year Built

    1981

  • $/SqFt

    $861

Schedule your viewing today and make your dream of coastal living a reality! MANGROVE REALTY ASSOCIATES.

Condo For Sale $675,000

Three-story house with gray siding, attached garage, and palm trees at 528 Forest Way, Longboat Key, FL 34228
View Details 56 Photos
Bright living room with white sofas, tiled floors, and access to a screened balcony at 528 Forest Way, Longboat Key, FL 34228
Open living room and dining area with neutral decor and tiled floors at 528 Forest Way, Longboat Key, FL 34228
Spacious living room with white sofas, large TV, and open floor plan at 528 Forest Way, Longboat Key, FL 34228
On Market For 78 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1440

  • Year Built

    1989

  • $/SqFt

    $469

So peace of mind, elevated structure, interior/exterior upgrades, flexible rental income & Dog Friendly. It's the One! CENTURY 21 BEGGINS ENTERPRISES.

Condo For Sale $490,000

Aerial view of waterfront community with pool, parking, and boat slips at 4360 Chatham Dr # 108, Longboat Key, FL 34228
View Details 52 Photos
Covered parking with ample space for residents and guests at 4360 Chatham Dr # 108, Longboat Key, FL 34228
Wide aerial showcasing the community's waterfront location and landscaping at 4360 Chatham Dr # 108, Longboat Key, FL 34228
Aerial view of waterfront community with lush landscaping and boat access at 4360 Chatham Dr # 108, Longboat Key, FL 34228
On Market For 79 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1969

  • $/SqFt

    $449

Don't wait, schedule your showing today. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $2,499,000

Reduced By $181,000

Aerial view of luxurious beachfront condos with pool and golf course at 535 Sanctuary Dr # A202, Longboat Key, FL 34228
View Details 99 Photos
Elegant condo building entrance with landscaped grounds at 535 Sanctuary Dr # A202, Longboat Key, FL 34228
The Sanctuary condo entrance sign at 535 Sanctuary Dr # A202, Longboat Key, FL 34228
Bright and spacious condo entryway with view of living room at 535 Sanctuary Dr # A202, Longboat Key, FL 34228
On Market For 80 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2580

  • Year Built

    1990

  • $/SqFt

    $969

Don’t miss your chance to own a piece of paradise. ANNA MARIA ISLAND BEACHES RE.

Condo For Sale $1,000,000

Spacious waterfront patio with brick pavers and water views at 957 Spanish N Dr, Longboat Key, FL 34228
View Details 12 Photos
Charming waterfront cottage with a brick driveway at 957 Spanish N Dr, Longboat Key, FL 34228
Private outdoor shower with fenced enclosure at 957 Spanish N Dr, Longboat Key, FL 34228
Stunning waterfront view from a patio at 957 Spanish N Dr, Longboat Key, FL 34228
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1399

  • Year Built

    1967

  • $/SqFt

    $715

All The Amenities Including Dockage, Pool, Clubhouse And Much More. PRIME TIME REAL ESTATE INC.

Condo For Sale $895,000

Reduced By $155,000

Aerial of waterfront condos with lush landscaping at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
View Details 48 Photos
Spacious living room with large windows and comfortable seating at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
Relaxing balcony with water views and outdoor seating at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
Bright entryway with glass block feature and geometric patterned rug at 2120 Harbourside Dr # 617, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 80 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1988

  • $/SqFt

    $425

Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $500,000

White house with blue shutters, landscaping, and a walkway at 573 Spanish N Dr, Longboat Key, FL 34228
View Details 4 Photos
White house with blue shutters and lush green hedge at 573 Spanish N Dr, Longboat Key, FL 34228
Front view of a white house with carport and blue accents at 573 Spanish N Dr, Longboat Key, FL 34228
Wooden deck overlooking a lush, natural landscape at 573 Spanish N Dr, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1072

  • Year Built

    1968

  • $/SqFt

    $466

Dock Space Available, Pool, Clubhouse, And Many Benefits Available In This Community. PRIME TIME REAL ESTATE INC.

Condo For Sale $450,000

Reduced By $75,000

Front view of condo with carport and tropical landscaping at 565 Sutton Pl # V-9, Longboat Key, FL 34228
View Details 40 Photos
Condo exterior showcasing the building's facade and landscaping at 565 Sutton Pl # V-9, Longboat Key, FL 34228
Covered entryway to condo with carport and potted plants at 565 Sutton Pl # V-9, Longboat Key, FL 34228
Condo entry with a screened door and tropical plants at 565 Sutton Pl # V-9, Longboat Key, FL 34228
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1198

  • Year Built

    1972

  • $/SqFt

    $376

Sutton Place - Don’t miss your chance to claim a slice of Island Paradise. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $319,000

Reduced By $10,000

Single story home with carport and landscaped yard at 812 Spanish S Dr # 812, Longboat Key, FL 34228
View Details 16 Photos
A kitchen under renovation, showing exposed walls and flooring at 812 Spanish S Dr # 812, Longboat Key, FL 34228
Living room undergoing renovation with exposed walls and flooring at 812 Spanish S Dr # 812, Longboat Key, FL 34228
A living room under renovation, showing exposed walls and flooring at 812 Spanish S Dr # 812, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 69 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1327

  • Year Built

    1969

  • $/SqFt

    $240

Don’t miss out on this rare chance to own a piece of paradise in one of the most desirable communities on Longboat Key. Schedule a showing today! AUM FLORIDA REAL ESTATE LLC.

Condo For Sale $450,000

Aerial view of a waterfront condo community at 619 Cedars Ct, Longboat Key, FL 34228
View Details 70 Photos
Three-story building with parking and a tennis court at 619 Cedars Ct, Longboat Key, FL 34228
Aerial view of yellow two-story building at 619 Cedars Ct, Longboat Key, FL 34228
Community overview featuring tennis courts and water views at 619 Cedars Ct, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 29 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1244

  • Year Built

    1988

  • $/SqFt

    $362

Cedars East - Your island paradise is waiting—make it yours today! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $6,295,000

Reduced By $105,000

Modern beachfront building with ocean views at 4651 Gulf Of Mexico Dr # 402, Longboat Key, FL 34228
View Details 85 Photos
Beachfront condo building with pool and beach access at 4651 Gulf Of Mexico Dr # 402, Longboat Key, FL 34228
Modern condo building with gated entrance at 4651 Gulf Of Mexico Dr # 402, Longboat Key, FL 34228
Oceanfront patio with dining area and grill at 4651 Gulf Of Mexico Dr # 402, Longboat Key, FL 34228
On Market For 85 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2023

  • $/SqFt

    $1,578

Seize this rare opportunity to reside in Sage on Longboat Key, a sanctuary where luxury seamlessly intersects with cutting-edge technology and coastal elegance, making every day a celebration of refined beachfront living. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $1,249,999

Reduced By $35,001

Aerial view of beachfront property with pool at 100 Sands Point Rd # 223, Longboat Key, FL 34228
View Details 66 Photos
Light blue front door and walkway to condo building at 100 Sands Point Rd # 223, Longboat Key, FL 34228
Stunning sunset over the ocean with palm trees at 100 Sands Point Rd # 223, Longboat Key, FL 34228
Condo building with covered parking and landscaping at 100 Sands Point Rd # 223, Longboat Key, FL 34228
On Market For 84 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1941

  • Year Built

    1966

  • $/SqFt

    $644

The white sandy beach and calming ocean water await your arrival. KELLER WILLIAMS ON THE WATER S.

Condo For Sale $4,000,000

Aerial view of a beach-side condo building at 415 L Ambiance Dr # C703, Longboat Key, FL 34228
View Details 49 Photos
Elegant building exterior with landscaped grounds and nighttime lighting at 415 L Ambiance Dr # C703, Longboat Key, FL 34228
L'Ambiance entrance with a fountain and signage at night at 415 L Ambiance Dr # C703, Longboat Key, FL 34228
Aerial view of beachfront condo buildings and pristine beach at 415 L Ambiance Dr # C703, Longboat Key, FL 34228
On Market For 85 Days

  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2822

  • Year Built

    1992

  • $/SqFt

    $1,417

Experience the pinnacle of Florida's sophisticated coastal lifestyle in this rare offering that harmoniously blends luxe accommodations, personalized service, and access to exclusive experiences. Private showings available by appointment. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $3,995,000

Stunning balcony overlooking the ocean with sunset views at 535 Sanctuary Dr # C807, Longboat Key, FL 34228
View Details 57 Photos
Luxury condo building with a brick driveway and landscaping at 535 Sanctuary Dr # C807, Longboat Key, FL 34228
Aerial view of a golf course with city skyline in the background at 535 Sanctuary Dr # C807, Longboat Key, FL 34228
Elegant dining room with a marble table and ocean view at 535 Sanctuary Dr # C807, Longboat Key, FL 34228
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2580

  • Year Built

    1990

  • $/SqFt

    $1,548

You are close to shopping, Publix, CVS, places of worship, a library, town hall and banks, St. Armands Circle along with Sarasota and all it offers. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $1,399,000

Reduced By $100,000

Luxury waterfront community with resort-style amenities at 380 Gulf Of Mexico Dr # 513, Longboat Key, FL 34228
View Details 46 Photos
Waterfront property with amazing views and boat access at 380 Gulf Of Mexico Dr # 513, Longboat Key, FL 34228
Inviting entryway with lush landscaping and private gate at 380 Gulf Of Mexico Dr # 513, Longboat Key, FL 34228
Peaceful entryway with lush landscaping and seating area at 380 Gulf Of Mexico Dr # 513, Longboat Key, FL 34228
On Market For 84 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2490

  • Year Built

    1994

  • $/SqFt

    $562

Experience an array of exceptional amenities, including a resort-style pool island boasting a 25-meter heated swimming pool and a 100-square-foot spa, a half-mile walking trail, tennis and pickleball courts, a vibrant community offering lively activities, fitness center, kayak launch, and a day dock available on a first-come basis. COLDWELL BANKER REALTY.

Condo For Sale $13,250,000

Spacious balcony with ocean view and grilling station at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
View Details 90 Photos
Aerial view of luxury beachfront community with pools at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Open living room with kitchen and ocean view at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Balcony with stunning ocean and resort views at 1561 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
On Market For 87 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4187

  • Year Built

    2024

  • $/SqFt

    $3,165

Discover a life of luxury and leisure at The Residences at The St. Regis Longboat Key—where every day feels like a getaway. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $3,799,000

Reduced By $176,000

Aerial view of luxurious beachfront property with resort amenities at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
View Details 53 Photos
Open concept living area with modern furniture and kitchen at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
Elegant entryway with mid-century modern console table and mirror at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
Modern kitchen with white cabinets and marble countertops at 1591 Gulf Of Mexico Dr # 515, Longboat Key, FL 34228
On Market For 87 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    2025

  • $/SqFt

    $2,442

Live like you are on vacation all year round! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $3,770,000

Aerial view of a luxury beachfront resort with multiple buildings and pools at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
View Details 55 Photos
Open-concept living room and kitchen with modern appliances and large windows at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
Modern dining area with gray cabinets and a contemporary dining table at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
Spacious living room with green velvet sofa, and an open floor plan at 1581 Gulf Of Mexico Drive # 407, Longboat Key, FL 34228
On Market For 87 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1721

  • Year Built

    2024

  • $/SqFt

    $2,191

Live like you are on vacation all year round! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $3,200,000

Reduced By $200,000

Aerial view of luxury beachfront resort community at 1591 Gulf Of Mexico Dr # 316, Longboat Key, FL 34228
View Details 54 Photos
Modern building exterior with pink muhly grass at 1591 Gulf Of Mexico Dr # 316, Longboat Key, FL 34228
Bright entryway with console table, lamps, and view of living area at 1591 Gulf Of Mexico Dr # 316, Longboat Key, FL 34228
Elegant entryway with elevator access and stylish console table at 1591 Gulf Of Mexico Dr # 316, Longboat Key, FL 34228
On Market For 87 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    2024

  • $/SqFt

    $2,057

Live like you are on vacation all year round! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $2,195,000

Reduced By $400,000

Aerial view of luxury beachfront condos with ocean views at 1241 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
View Details 70 Photos
Spacious living and dining area with hardwood floors and ocean views at 1241 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
Aerial view of two high-rise buildings on the beach at 1241 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
Elegant entryway with ornate console table and large Buddha statue at 1241 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 89 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3045

  • Year Built

    1996

  • $/SqFt

    $721

The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby. DEVELOPERS REALTY LBK, INC.

Condo For Sale $1,250,000

Reduced By $25,000

Aerial of condo complex with pools, beach, and bay at 4825 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
View Details 48 Photos
Condo building exterior with landscaping and parking at 4825 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
Exterior hallway with tiled floors and white railing at 4825 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
Kitchen with breakfast bar, light cabinets, and tile floor at 4825 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
On Market For 90 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $897

Seller To Pay $9,488 Assessment From Hurricane Damage. COLDWELL BANKER REALTY.

Condo For Sale $549,000

Covered parking garage with paver driveway and individual unit access at 806 Bayport Way # 806, Longboat Key, FL 34228
View Details 44 Photos
Private entry with lush landscaping and a tranquil courtyard at 806 Bayport Way # 806, Longboat Key, FL 34228
Bright hallway with doors to kitchen and other rooms at 806 Bayport Way # 806, Longboat Key, FL 34228
Efficient kitchen with light wood cabinets and modern appliances at 806 Bayport Way # 806, Longboat Key, FL 34228
On Market For 90 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1260

  • Year Built

    1981

  • $/SqFt

    $436

Don’t miss this opportunity to embrace the Bayport way of living. DUNCAN REAL ESTATE, INC..

Condo For Sale $380,000

Reduced By $15,000

Aerial view of waterfront condo building with parking and boat slips at 3808 Gulf Of Mexico Dr # E307, Longboat Key, FL 34228
View Details 78 Photos
Drone view showcasing condo community near the beach with lush landscaping and boat docks at 3808 Gulf Of Mexico Dr # E307, Longboat Key, FL 34228
Inviting community pool with lounge chairs and building view at 3808 Gulf Of Mexico Dr # E307, Longboat Key, FL 34228
Condo building showcasing attractive exterior and landscaping at 3808 Gulf Of Mexico Dr # E307, Longboat Key, FL 34228
On Market For 90 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1007

  • Year Built

    1970

  • $/SqFt

    $377

This is a fantastic opportunity to own a slice of paradise on Longboat Key at an affordable price. COLDWELL BANKER REALTY.

Condo For Sale $4,499,000

Aerial view of a luxury beachfront community with pools and condos at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
View Details 68 Photos
Private balcony with glass railings offering scenic views at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
Modern condo building with large balconies and water views at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
Spacious living room with hardwood floors and large windows at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
On Market For 91 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2154

  • Year Built

    2024

  • $/SqFt

    $2,089

Welcome home to The St. Regis Longboat Key. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $709,000

Reduced By $36,000

Luxury condo building with tropical landscaping at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
View Details 45 Photos
Aerial view of waterfront condo building with lush landscaping and parking at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
Building lobby with seating area, tropical plants, and natural light at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
Lobby with tiled floors, tropical plants, and unique wall art at 1930 Harbourside Dr # 145, Longboat Key, FL 34228
On Market For 93 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1270

  • Year Built

    1982

  • $/SqFt

    $558

Fairway Bay - I might add that this condo has not sustained any damage from hurricane Milton or Helene - so now that I have that question answered - I can't wait to hear from you! FINE PROPERTIES.

Condo For Sale $869,995

Scenic view of golf course with water and palm trees at 3070 Grand Bay Blvd # 632, Longboat Key, FL 34228
View Details 41 Photos
Attractive building exterior with landscaping and driveway at 3070 Grand Bay Blvd # 632, Longboat Key, FL 34228
Elegant building entrance with covered walkway and landscaping at 3070 Grand Bay Blvd # 632, Longboat Key, FL 34228
Covered building entrance with brick pavers and lush plants at 3070 Grand Bay Blvd # 632, Longboat Key, FL 34228
On Market For 94 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1276

  • Year Built

    1995

  • $/SqFt

    $682

A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $650,000

Aerial of condo building near beach, pool visible at 2045 Gulf Of Mexico Dr # M1-303, Longboat Key, FL 34228
View Details 68 Photos
Bright living room with dining area and balcony access at 2045 Gulf Of Mexico Dr # M1-303, Longboat Key, FL 34228
Screened balcony with table and chairs, overlooks neighborhood at 2045 Gulf Of Mexico Dr # M1-303, Longboat Key, FL 34228
Living room with balcony access and tiled floors at 2045 Gulf Of Mexico Dr # M1-303, Longboat Key, FL 34228
On Market For 94 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1076

  • Year Built

    1974

  • $/SqFt

    $604

Call today for a private tour. COLDWELL BANKER REALTY.

Condo For Sale $3,475,000

Reduced By $20,000

Luxury beachfront condos with ocean views, pool, and tennis court at 1241 Gulf Of Mexico Dr # 708, Longboat Key, FL 34228
View Details 79 Photos
Resort-style pool with ocean view, lounge chairs, and a gazebo at 1241 Gulf Of Mexico Dr # 708, Longboat Key, FL 34228
Stunning sunset over the ocean with palm trees in the foreground at 1241 Gulf Of Mexico Dr # 708, Longboat Key, FL 34228
Floor plan of The Dover, a three-bedroom, four-bath condo at 1241 Gulf Of Mexico Dr # 708, Longboat Key, FL 34228
On Market For 97 Days

  • Bedrooms

    2

  • Full Bath(s)

    4

  • Sq. Ft.

    2965

  • Year Built

    1996

  • $/SqFt

    $1,172

The big question is furnished or unfurnished at a discounted price? SHIRLEY INTERNATIONAL REALTY.

Condo For Sale $845,000

Reduced By $54,000

Aerial view of beachfront condo building at 4485 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
View Details 43 Photos
Balcony view of beach and ocean at 4485 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Bright entryway with a large mirror and console table at 4485 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Charming coastal dining area with ocean views at 4485 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
On Market For 97 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1022

  • Year Built

    1973

  • $/SqFt

    $827

This is a rare chance to claim your own slice of paradise! RE/MAX ALLIANCE GROUP.

Pended $669,000

Aerial view of waterfront community with pool and boat slips at 4440 Exeter Dr # 301, Longboat Key, FL 34228
View Details 48 Photos
Community entrance with landscaping and signage at 4440 Exeter Dr # 301, Longboat Key, FL 34228
Covered parking area with cars under shade at 4440 Exeter Dr # 301, Longboat Key, FL 34228
Light teal hallway with a console table and artwork at 4440 Exeter Dr # 301, Longboat Key, FL 34228
On Market For 98 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1168

  • Year Built

    1970

  • $/SqFt

    $573

Longboat Harbour is located mid-Longboat Key and is loaded with amenities to enjoy; large clubhouse where many activities occur, fitness room, four swimming pools, putting green, kayak storage, boat slips and access to a private Beach Club on the Gulf side with bathrooms, showers and beach items. COLDWELL BANKER REALTY.

Condo For Sale $710,000

Relaxing enclosed patio overlooking the water at 4440 Exeter Dr # N106, Longboat Key, FL 34228
View Details 78 Photos
Aerial view showcasing the property's waterfront location at 4440 Exeter Dr # N106, Longboat Key, FL 34228
Aerial view of waterfront condo community with lush landscaping, boat slips, and swimming pool at 4440 Exeter Dr # N106, Longboat Key, FL 34228
Condo building exterior showcasing covered parking and tropical landscaping at 4440 Exeter Dr # N106, Longboat Key, FL 34228
On Market For 108 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1376

  • Year Built

    1970

  • $/SqFt

    $516

The recent opening of the St Regis Resort on Longboat Key brings additional amenities, beauty, and awareness to an already exquisite area. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $519,000

Reduced By $30,000

Two-story light blue building with balconies at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
View Details 15 Photos
Front door of a condo unit with screen door at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
Bright living room with sofa, futon, and dining table at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
Spacious living area with comfortable seating and access to balcony at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
On Market For 111 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    695

  • Year Built

    1967

  • $/SqFt

    $747

Pets and tenants allowed, see community details for restrictions. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $519,900

Reduced By $35,000

Waterfront community with boat slips and lush landscaping at 4380 Exeter Dr # 303, Longboat Key, FL 34228
View Details 46 Photos
Aerial view of waterfront community near the ocean at 4380 Exeter Dr # 303, Longboat Key, FL 34228
Condo building with covered parking and lush landscaping at 4380 Exeter Dr # 303, Longboat Key, FL 34228
Bright condo hallway with exterior views and access to units at 4380 Exeter Dr # 303, Longboat Key, FL 34228
On Market For 117 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1970

  • $/SqFt

    $451

Longboat Harbour - If you are a boater or like to fish...this unit would be a great option. COLDWELL BANKER SUNSTAR REALTY.

Condo For Sale $8,495,000

Luxury condo complex with pool and clubhouse at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
View Details 39 Photos
Luxury beachfront condo building with resort-style amenities and stunning ocean views at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Elegant entryway with hardwood floors, detailed millwork, and a large statement mirror at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Aerial view of modern condo building with a resort-style pool and lush landscaping at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
On Market For 115 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3961

  • Year Built

    2016

  • $/SqFt

    $2,145

Don't miss this rare opportunity to own a slice of paradise in one of Florida's most prestigious beachfront communities. REVEL REALTY LLC.

Condo For Sale $825,000

Reduced By $50,000

Aerial view of condo building near the water at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
View Details 66 Photos
Condo building with pool and waterfront access at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Two-story condo building with lush landscaping and parking at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Modern kitchen with island and water views at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
On Market For 133 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1312

  • Year Built

    1975

  • $/SqFt

    $629

Ideally located, the serenity and low density of Windward Bay has easy access to the dining, shopping, and cultural attractions of downtown Sarasota and St. Armands Circle, along with nearby professional marinas and championship golf courses, making this a prime location for both relaxation and adventure. COLDWELL BANKER REALTY.

Condo For Sale $799,000

Reduced By $50,000

Balcony with golf course view at 1065 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
View Details 13 Photos
Bright entryway with vintage console table at 1065 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
Dining area with unique built-in shelving at 1065 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
Open kitchen with breakfast bar and view into the living area at 1065 Gulf Of Mexico Dr # 302, Longboat Key, FL 34228
On Market For 138 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1392

  • Year Built

    1981

  • $/SqFt

    $574

Beachplace - Also new HURRICANE Windows recently added COLDWELL BANKER REALTY.

Condo For Sale $495,000

Reduced By $30,000

Oceanfront balcony with seating for relaxing and enjoying the view at 2721 Gulf Of Mexico Dr # 607, Longboat Key, FL 34228
View Details 38 Photos
Oceanfront building with multiple balconies and stunning sunset views at 2721 Gulf Of Mexico Dr # 607, Longboat Key, FL 34228
Aerial view of beachfront property with parking and a pool at 2721 Gulf Of Mexico Dr # 607, Longboat Key, FL 34228
Front view of beachside building, featuring palm trees and ocean views at 2721 Gulf Of Mexico Dr # 607, Longboat Key, FL 34228
On Market For 146 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    675

  • Year Built

    1970

  • $/SqFt

    $733

Don't miss this opportunity to own a piece of Longboat Key's idyllic lifestyle. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $1,590,000

Reduced By $60,000

Aerial view of beachfront condo building with pool and ocean views at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
View Details 67 Photos
Aerial view of luxurious beachfront condo building with ocean views at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
Bright living room with ocean views, hardwood floors, and modern furniture at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
Dining area with ocean view and modern white table and chairs at 603 Longboat Club Rd # 602N, Longboat Key, FL 34228
On Market For 149 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1458

  • Year Built

    1970

  • $/SqFt

    $1,091

Don’t miss out on this exceptional opportunity! COLDWELL BANKER REALTY.

Condo For Sale $985,000

Beachfront community with tennis courts and pool at 4725 Gulf Of Mexico Dr # 310, Longboat Key, FL 34228
View Details 40 Photos
Aerial view of beachside community with tennis court at 4725 Gulf Of Mexico Dr # 310, Longboat Key, FL 34228
Lush lawn, palm trees, and ocean view at 4725 Gulf Of Mexico Dr # 310, Longboat Key, FL 34228
Enjoy ocean views from this furnished balcony, complete with table, chairs, and umbrella at 4725 Gulf Of Mexico Dr # 310, Longboat Key, FL 34228
On Market For 151 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1104

  • Year Built

    1974

  • $/SqFt

    $892

You should come see this one today while it last. CENTURY 21 BEGGINS ENTERPRISES.

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