298 Results

View 298 Longboat Key Florida Condos for Sale

Condo For Sale $399,000

Reduced By $91,000

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 161 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1969

  • $/SqFt

    $365

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

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
*POTENTIAL GREAT VALUE
On Market For 162 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 162 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 $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 111 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 $5,999,000

Reduced By $401,000

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 167 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2023

  • $/SqFt

    $1,504

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 $1,149,999

Reduced By $135,001

Aerial view of beachfront property with pool at 100 Sands Point Rd # 223, Longboat Key, FL 34228
View Details 63 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 166 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1941

  • Year Built

    1966

  • $/SqFt

    $592

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

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 167 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 $3,495,000

Reduced By $505,000

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 167 Days

  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2822

  • Year Built

    1992

  • $/SqFt

    $1,238

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 $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
Stunning aerial view of beachfront resort with a private pier, white sandy beach, and turquoise waters 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 169 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 169 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 $3,350,000

Reduced By $420,000

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 169 Days

  • Bedrooms

    1

  • Full Bath(s)

    2

  • Sq. Ft.

    1721

  • Year Built

    2024

  • $/SqFt

    $1,947

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

Condo For Sale $4,499,000

Luxury beachfront resort with stunning ocean views, private beach, and pier access at 1591 Gulf Of Mexico Dr # 413, Longboat Key, FL 34228
View Details 67 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 173 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 $650,000

Reduced By $95,000

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 174 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1270

  • Year Built

    1982

  • $/SqFt

    $512

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 $779,000

Reduced By $90,995

Expansive water view from the balcony overlooking lush greenery and a golf course, set against a backdrop of blue sky and clouds 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 176 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1276

  • Year Built

    1995

  • $/SqFt

    $611

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 $599,000

Reduced By $51,000

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 176 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1076

  • Year Built

    1974

  • $/SqFt

    $557

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 179 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.

Pended $799,900

Reduced By $99,100

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 179 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1022

  • Year Built

    1973

  • $/SqFt

    $783

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

Condo For Sale $489,000

Reduced By $60,000

Two-story light blue building with balconies at 2850 Gulf Of Mexico Dr # 2, Longboat Key, FL 34228
View Details 20 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 193 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    695

  • Year Built

    1967

  • $/SqFt

    $704

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
Waterfront condos with lush green lawn and tropical landscaping with boat docks and canal views at 4380 Exeter Dr # 303, Longboat Key, FL 34228
Bright view overlooking the canal, palm trees, and condo complex through a window at 4380 Exeter Dr # 303, Longboat Key, FL 34228
Aerial view of waterfront condo community surrounded by water with beach in distance at 4380 Exeter Dr # 303, Longboat Key, FL 34228
On Market For 199 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 $7,995,000

Reduced By $500,000

Stunning aerial view of beachfront condos, golf course, and turquoise waters under a bright blue sky at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
View Details 39 Photos
Elegant entryway with hardwood floors, detailed millwork, and a large statement mirror at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Beautiful pool area with palm trees and ocean views creating a luxurious tropical escape at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Beachfront property with clubhouse and putting green at 2251 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
On Market For 201 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3961

  • Year Built

    2016

  • $/SqFt

    $2,018

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 $700,000

Reduced By $175,000

Condo building with multiple balconies, palm trees, and lush landscaping at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
View Details 67 Photos
Aerial view of condo building near the water at 4600 Gulf Of Mexico Dr # 203, Longboat Key, FL 34228
Condo building with pool and waterfront access 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 214 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1312

  • Year Built

    1975

  • $/SqFt

    $534

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 $689,000

Reduced By $160,000

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 220 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1392

  • Year Built

    1981

  • $/SqFt

    $495

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

Condo For Sale $1,540,000

Reduced By $110,000

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 231 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1458

  • Year Built

    1970

  • $/SqFt

    $1,056

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

Condo For Sale $743,900

Reduced By $156,100

Spacious balcony with water views at 3080 Grand Bay Blvd # 532, Longboat Key, FL 34228
View Details 47 Photos
Luxury building exterior with water views at 3080 Grand Bay Blvd # 532, Longboat Key, FL 34228
Luxury building exterior at sunset at 3080 Grand Bay Blvd # 532, Longboat Key, FL 34228
Aerial view showcasing building location at 3080 Grand Bay Blvd # 532, Longboat Key, FL 34228
On Market For 240 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1276

  • Year Built

    1996

  • $/SqFt

    $583

Embrace the lifestyle you deserve and schedule your private tour today to start living your dream at Grand Bay! COLDWELL BANKER REALTY.

Condo For Sale $6,499,000

Reduced By $500,999

Spacious balcony with ocean view and built-in grill at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
View Details 79 Photos
Oceanfront property with resort-style pool and spa, offering stunning sunset views at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
Luxury condo building at night with palm trees and a paved driveway at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
Resort-style pool and bridge at night, with building in background at 2251 Gulf Of Mexico Dr # 301, Longboat Key, FL 34228
On Market For 251 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3921

  • Year Built

    2016

  • $/SqFt

    $1,657

Discover the unparalleled luxury and historical charm of Aria and make this your new home. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $1,150,000

Reduced By $132,000

Aerial view of beachside property with tennis courts and pools at 1000 Longboat Club Road # 1103, Longboat Key, FL 34228
View Details 73 Photos
Oceanfront high-rise building with balconies overlooking the ocean at 1000 Longboat Club Road # 1103, Longboat Key, FL 34228
Aerial view of a beach and ocean, with houses visible in the background at 1000 Longboat Club Road # 1103, Longboat Key, FL 34228
High-rise beachfront building offering stunning ocean views at 1000 Longboat Club Road # 1103, Longboat Key, FL 34228
On Market For 251 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1409

  • Year Built

    1972

  • $/SqFt

    $816

Coastal living on the South end of Longboat Key! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $375,000

Reduced By $45,000

Stunning aerial view of waterfront condos featuring a pool, well manicured lawn, and beautiful ocean views at 4360 Chatham Dr # F204, Longboat Key, FL 34228
View Details 49 Photos
Exterior waterfront condos feature a community boat dock and beautifully maintained landscaping at 4360 Chatham Dr # F204, Longboat Key, FL 34228
Kitchenette and dining area with coastal decor at 4360 Chatham Dr # F204, Longboat Key, FL 34228
Bright dining area with kitchenette and coastal decor at 4360 Chatham Dr # F204, Longboat Key, FL 34228
On Market For 225 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    747

  • Year Built

    1969

  • $/SqFt

    $502

Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today. COLDWELL BANKER REALTY.

Condo For Sale $999,900

Reduced By $130,000

Aerial view of beachfront condo community with pool and lush landscaping at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
View Details 41 Photos
Aerial view of beachfront condo building with parking and ocean views at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
Aerial view of beachfront condo building with parking and ocean views at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
Aerial view of beachfront condo community with pool and lush landscaping at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
On Market For 149 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $718

Important to note: The Westchester has completed its Milestone Inspection and all assessments have been paid in full. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $795,000

Reduced By $104,900

Lush green landscape with scenic water view in background at 826 Bayport Way # 826, Longboat Key, FL 34228
View Details 34 Photos
Modern building with covered parking and stairs at 826 Bayport Way # 826, Longboat Key, FL 34228
Private patio with table, chairs and red umbrella at 826 Bayport Way # 826, Longboat Key, FL 34228
Bright dining area with glass table and chairs, offering scenic views at 826 Bayport Way # 826, Longboat Key, FL 34228
On Market For 267 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1676

  • Year Built

    1981

  • $/SqFt

    $474

This exceptional property offers the ultimate in coastal luxury living. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $1,401,000

Reduced By $163,000

Tan multi-story condominium building with lush landscaping and parking at 1045 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
View Details 51 Photos
Balcony with patio furniture offering stunning ocean views at 1045 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Balcony with table and chairs overlooking the beach and ocean at 1045 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
Balcony with chair and ocean view,sliding doors lead inside at 1045 Gulf Of Mexico Dr # 403, Longboat Key, FL 34228
On Market For 273 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1503

  • Year Built

    1981

  • $/SqFt

    $932

All furnishings are included and this would make a great rental. COLDWELL BANKER REALTY.

Condo For Sale $5,288,000

Aerial view of beachfront condo building at 2151 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
View Details 100 Photos
Elegant condo entrance with lush landscaping at 2151 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
Well-lit walkway to the condo building at 2151 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
Elegant entryway with hardwood floors, decorative accents, and access to other rooms at 2151 Gulf Of Mexico Dr # 5, Longboat Key, FL 34228
On Market For 305 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3400

  • Year Built

    2002

  • $/SqFt

    $1,555

Conveniently located just moments from vibrant dining and shopping destinations, this exclusive enclave offers the perfect blend of privacy and convenience. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,195,000

Reduced By $405,000

Aerial view of waterfront community with resort-style pool and lush landscaping at 360 Gulf Of Mexico Dr # 322, Longboat Key, FL 34228
View Details 71 Photos
Relaxing pool area with lush tropical landscaping and scenic water views at 360 Gulf Of Mexico Dr # 322, Longboat Key, FL 34228
Stunning view of the water from a waterfront property with tropical landscaping at 360 Gulf Of Mexico Dr # 322, Longboat Key, FL 34228
Well-lit condo entry with a gated patio and lush greenery at 360 Gulf Of Mexico Dr # 322, Longboat Key, FL 34228
On Market For 209 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2246

  • Year Built

    1992

  • $/SqFt

    $532

This is Florida living at its best! https://pix360.com/video/37399/ RE/MAX ALLIANCE GROUP.

Condo For Sale $699,000

Reduced By $50,000

Stunning aerial view of the beachfront property and surrounding area at 4350 Chatham Dr # E307, Longboat Key, FL 34228
View Details 51 Photos
Balcony with sliding glass doors offers stunning sunset views over the canal at 4350 Chatham Dr # E307, Longboat Key, FL 34228
Updated kitchen with granite countertops and stainless steel appliances at 4350 Chatham Dr # E307, Longboat Key, FL 34228
Condo building with parking and landscaping at 4350 Chatham Dr # E307, Longboat Key, FL 34228
On Market For 322 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1072

  • Year Built

    1969

  • $/SqFt

    $652

Book your showing and live the waterfront island living you've wished for! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,795,000

Reduced By $505,000

Spacious balcony overlooking the beach and ocean at 2675 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
View Details 62 Photos
Aerial view of beachfront condo building, tennis court, and parking at 2675 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
Aerial view of beachfront condo building and beach at 2675 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
Aerial view of beachfront condo building with ocean views at 2675 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
On Market For 328 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2180

  • Year Built

    1979

  • $/SqFt

    $823

With St. Armands Circle nearby, fine dining, shopping and entertainment options abound, ensuring every day ends with a spectacular Florida sunset RE/MAX HARBOR REALTY.

Condo For Sale $569,000

Reduced By $129,000

Aerial view of condo building near beach and waterway at 6700 Gulf Of Mexico Dr # 139, Longboat Key, FL 34228
View Details 54 Photos
Ground level condo building exterior view with lush landscaping at 6700 Gulf Of Mexico Dr # 139, Longboat Key, FL 34228
Bright dining area with glass table and view of canal at 6700 Gulf Of Mexico Dr # 139, Longboat Key, FL 34228
Relaxing living room featuring comfortable seating and water views at 6700 Gulf Of Mexico Dr # 139, Longboat Key, FL 34228
On Market For 341 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1305

  • Year Built

    1969

  • $/SqFt

    $436

Dolphins, manatees, egrets and pelicans are frequent visitors to the Bayou & Canal. MICHAEL SAUNDERS & COMPANY.

Pended $1,349,000

Reduced By $46,000

Building exterior featuring covered parking and landscaped grounds at 100 Sands Point Rd # 305, Longboat Key, FL 34228
View Details 65 Photos
Modern building exterior with covered entryway and landscaping at 100 Sands Point Rd # 305, Longboat Key, FL 34228
Clean condo hallway with light walls and modern decor at 100 Sands Point Rd # 305, Longboat Key, FL 34228
Bright condo entryway with light wood floors and glass door at 100 Sands Point Rd # 305, Longboat Key, FL 34228
On Market For 181 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1941

  • Year Built

    1966

  • $/SqFt

    $695

Close to all the cultural activities of Sarasota, and with the shopping and dining on St. Armand’s circle, here you’ll have the perfect Florida living experience! CORCORAN DWELLINGS REALTY.

Condo For Sale $1,090,000

Reduced By $100,000

Modern building with covered parking and lush landscaping at 100 Sands Point Rd # 324, Longboat Key, FL 34228
View Details 55 Photos
Sands Point community entrance with stone wall and flowers at 100 Sands Point Rd # 324, Longboat Key, FL 34228
Curved building with balconies and lush lawn at 100 Sands Point Rd # 324, Longboat Key, FL 34228
Exclusive waterfront property with private beach access at 100 Sands Point Rd # 324, Longboat Key, FL 34228
On Market For 353 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1941

  • Year Built

    1966

  • $/SqFt

    $562

Seasonal rental rate is approximately $9,500 monthly. LOKATION.

Condo For Sale $799,000

Reduced By $151,000

Front view of charming villa with attached garage and manicured lawn at 2383 Harbour Oaks Dr, Longboat Key, FL 34228
View Details 59 Photos
Aerial view of community near the ocean, golf course, and pool at 2383 Harbour Oaks Dr, Longboat Key, FL 34228
Inviting entryway with a brick pathway, lush landscaping, and a wooden door at 2383 Harbour Oaks Dr, Longboat Key, FL 34228
Bright and airy living room with tiled floors, neutral decor and views to dining area at 2383 Harbour Oaks Dr, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 211 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2222

  • Year Built

    1987

  • $/SqFt

    $360

Harbour Oaks - With a 2-car attached garage, this home lives like a single family home, perfect for a primary residence or a spacious vacation home. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,725,000

Reduced By $220,000

Luxury condo building with waterfront and pool views at 2450 Harbourside Dr # 212, Longboat Key, FL 34228
View Details 53 Photos
Elegant condo building entrance with fountain at 2450 Harbourside Dr # 212, Longboat Key, FL 34228
Waterfront condo building with lush landscaping at 2450 Harbourside Dr # 212, Longboat Key, FL 34228
Waterfront condo building with balcony at 2450 Harbourside Dr # 212, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 350 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2830

  • Year Built

    1990

  • $/SqFt

    $610

Select your recreation as you’re just minutes to the renowned St. Armands Circle and Sarasota’s vibrant downtown. Come create your lifestyle. CORCORAN DWELLINGS REALTY.

Condo For Sale $999,500

Reduced By $150,000

Luxury condos with private docks and waterfront access at 615 Dream Island Pl # 304, Longboat Key, FL 34228
View Details 45 Photos
Aerial view of waterfront property with tennis courts and lush landscaping at 615 Dream Island Pl # 304, Longboat Key, FL 34228
Aerial view of waterfront community with boat slips and a swimming pool at 615 Dream Island Pl # 304, Longboat Key, FL 34228
Pathway leading to a residential building, with signage indicating resident access only at 615 Dream Island Pl # 304, Longboat Key, FL 34228
On Market For 377 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1509

  • Year Built

    1985

  • $/SqFt

    $662

Owner Is In Process Of Updating Both Baths - New Vanities/Plumbing/Counters, As Well As Replacing Tub With Walk In Shower COLDWELL BANKER REALTY.

Pended $599,000

Reduced By $126,000

Stunning beachside property featuring turquoise waters and luxury homes nestled amongst lush green foliage and white sandy beaches at 709 Bayport Way # 709, Longboat Key, FL 34228
View Details 43 Photos
Modern, multi-level home with a car port, paved driveway, well-maintained landscaping, and inviting staircase at 709 Bayport Way # 709, Longboat Key, FL 34228
Relaxing beach area with lounge chairs at 709 Bayport Way # 709, Longboat Key, FL 34228
Inviting swimming pool with plenty of lounge chairs at 709 Bayport Way # 709, Longboat Key, FL 34228
On Market For 361 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    1980

  • $/SqFt

    $428

Immediately ready for rental or personal use. PREFERRED SHORE.

Condo For Sale $890,000

Reduced By $75,000

Luxury waterfront community boasting a pool and private boat slips at 615 Dream Island Pl # 105, Longboat Key, FL 34228
View Details 41 Photos
Relaxing pool area with waterfront views and lounge chairs at 615 Dream Island Pl # 105, Longboat Key, FL 34228
Bright sunroom with glass doors leading to a patio and water views at 615 Dream Island Pl # 105, Longboat Key, FL 34228
Spacious sunroom with water views and comfortable seating at 615 Dream Island Pl # 105, Longboat Key, FL 34228
On Market For 388 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1985

  • $/SqFt

    $688

So why wait? See it today. CENTURY 21 BEGGINS ENTERPRISES.

Condo For Sale $1,159,000

Reduced By $366,000

Oceanfront building with parking at 4401 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
View Details 37 Photos
Aerial view of oceanfront building and beach at 4401 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
Bright condo entryway with wood cabinet at 4401 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
Modern kitchen with stainless steel appliances and light wood flooring at 4401 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
On Market For 405 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1314

  • Year Built

    1972

  • $/SqFt

    $882

Close proximity to World Famous St. Armand's Circle, restaurants, golf courses, tennis, airports, and all the arts and entertainment Sarasota has to offer. BETTER HOMES & GARDENS REAL ES.

Condo For Sale $979,500

Reduced By $20,000

Modern white condos with carports and blue awnings exude coastal charm and offer convenient parking at 815 Bayport Way # 815, Longboat Key, FL 34228
View Details 78 Photos
White building exterior with parking and landscaping at 815 Bayport Way # 815, Longboat Key, FL 34228
Coastal condominiums featuring water views, nearby tennis courts and a waterfront with boat access at 815 Bayport Way # 815, Longboat Key, FL 34228
Condo entry with lush landscaping and walkway at 815 Bayport Way # 815, Longboat Key, FL 34228
On Market For 423 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1600

  • Year Built

    1981

  • $/SqFt

    $612

All of this is within easy reach from Bayport Beach and Tennis Club; no wonder it is often called one of Longboat Key’s hidden gems! BRIGHT REALTY.

Condo For Sale $675,000

Reduced By $74,000

Condo balcony overlooking bay, mangrove trees, and walking path at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
View Details 46 Photos
Condo building exterior with palm trees and landscaping at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
Condo entry with tiled floor and gray door at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
Living room with leather sofa, balcony access, and bay view at 1932 Harbourside Dr # 234, Longboat Key, FL 34228
On Market For 425 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $566

As a member of Bay Isles, you also get the enjoyment of the Bay Isles Beach Club, on the Gulf, where you have exclusive use of bath houses, party pavilion, private parking, grilling station, volleyball, and an expanse of sandy beach! What’s holding you back COLDWELL BANKER REALTY.

Condo For Sale $1,995,000

Reduced By $500,000

Luxury waterfront condo building with pool, tennis court, and golf course views at 3040 Grand Bay Blvd # 283, Longboat Key, FL 34228
View Details 39 Photos
Bright and spacious entryway with gleaming floors and access to living area at 3040 Grand Bay Blvd # 283, Longboat Key, FL 34228
Elegant condo entry with marble floors and access to elevator at 3040 Grand Bay Blvd # 283, Longboat Key, FL 34228
Spacious living room with water views and modern furnishings at 3040 Grand Bay Blvd # 283, Longboat Key, FL 34228
On Market For 409 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2550

  • Year Built

    1996

  • $/SqFt

    $782

Your best Bay & Beach lifestyle awaits! COLDWELL BANKER REALTY.

Pended $1,160,000

Reduced By $85,000

Relaxing balcony with outdoor dining set and scenic water views at 615 Dream Island Rd # 202, Longboat Key, FL 34228
View Details 66 Photos
Attractive building exterior with lush landscaping and tropical feel at 615 Dream Island Rd # 202, Longboat Key, FL 34228
Bright living room with water views and access to balcony at 615 Dream Island Rd # 202, Longboat Key, FL 34228
Comfortable living room with water views and access to balcony at 615 Dream Island Rd # 202, Longboat Key, FL 34228
On Market For 192 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1985

  • $/SqFt

    $897

Harbour Villa Club - This is an absolute must see with wow factor. ORQUERA FLORIDA INVESTMENTS.

Condo For Sale $7,685,000

Reduced By $2,815,000

Beautiful condo building featuring multi-story architecture, lush tropical landscaping, and a circular driveway at 2251 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
View Details 82 Photos
Breathtaking aerial view showcases oceanfront condo building, lush landscaping, and nearby beachfront properties at 2251 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
Panoramic aerial view features beautiful beachfront condo buildings along a white sandy beach and sparkling ocean at 2251 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
Picturesque ocean sunset view featuring a sailboat silhouette on the horizon with stunning orange glow at 2251 Gulf Of Mexico Dr # 204, Longboat Key, FL 34228
On Market For 710 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4032

  • Year Built

    2016

  • $/SqFt

    $1,906

Experience unparalleled coastal living at ARIA, where every detail is designed for comfort, sophistication, and a seamless connection to the beauty of the Gulf of Mexico. COLDWELL BANKER REALTY.

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