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    Longboat Key, FL Residential Income Properties for Sale

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    Lehigh Acres, FL Cape Coral, FL Port Charlotte, FL
    13 results
    Longboat Key Duplex Opportunity
    $999,000
    1,792 SF

    Longboat Key Duplex Opportunity

    578 - 580 Companion Way, Longboat Key, FL 34228

    Updated duplex near beaches, ideal for investors or families.

    • Steps from pristine Gulf beaches, offering the ultimate Longboat Key lifestyle.
    • Two separate units (2 bed/2 bath & 2 bed/1 bath) ideal for rental income or multi‑generational living.
    • Fully furnished with high‑quality updates including a new roof, AC systems, water heaters, and appliances (completed in 2025).
    • Located in desirable Longboat Key, near St Armands Circle, downtown Sarasota, and various attractions.
    • Vacation rentals are permitted, presenting an outstanding investment opportunity.
    Updated: Feb 11
    View details
    Bayfront Condo with Modern Updates
    $378,000
    883 SF

    Bayfront Condo with Modern Updates

    605 SUTTON PLACE 205, Longboat Key, FL 34228

    Furnished Longboat Key condo with bay views and beach access.

    • Direct bayfront unit with breathtaking views of Sarasota Bay and exclusive access to a pristine Gulf beach.
    • Modern updates including sleek black stainless steel Samsung appliances, hurricane windows and doors, plantation shutters and newer HVAC system.
    • Abundant storage including customized walk‑in closet in the bedroom and additional customized closet in the Florida room.
    • Community amenities include two heated resort‑style pools, expansive clubhouse, grilling stations, owner’s marina, kayak storage and launch.
    • Exclusive gated beach access with parking, pavilion, picnic tables, restrooms with hot showers, car wash station, and lockers.
    Updated: Mar 24
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    Bayfront Residence in Fairway Bay
    $649,000
    1,192 SF

    Bayfront Residence in Fairway Bay

    Stunning 2BR residence with Sarasota Bay views and luxury amenities.

    1932 HARBOURSIDE DRIVE 242, Longboat Key, FL 34228
    View details
    Harbour Oaks Villa in Bay Isles
    $750,000
    2,352 SF

    Harbour Oaks Villa in Bay Isles

    Pristine villa in gated community with beach access.

    2203 HARBOURSIDE DRIVE, Longboat Key, FL 34228
    View details
    Longboat Key Townhouse with Garage
    $378,500
    1,008 SF

    Longboat Key Townhouse with Garage

    Affordable 2-bedroom townhouse with deeded garage and Gulf access.

    549 SUTTON PLACE, Longboat Key, FL 34228
    View details
    Longboat Key Condo with Gulf Views
    $1,095,000
    1,551 SF

    Longboat Key Condo with Gulf Views

    Furnished condo with Gulf views and updated amenities.

    1485 GULF OF MEXICO DRIVE 201, Longboat Key, FL 34228
    View details
    Gulf-to-Bay Community on Longboat Key
    $199,999
    680 SF

    Gulf-to-Bay Community on Longboat Key

    Gulf-to-bay property with marina, pool, and clubhouse.

    3710 GULF OF MEXICO DRIVE E3, Longboat Key, FL 34228
    View details
    Beachfront Retreat on Longboat Key
    $1,074,000
    1,028 SF

    Beachfront Retreat on Longboat Key

    Turnkey furnished two-bedroom beachfront residence with rental income potential.

    5311 GULF OF MEXICO DRIVE 3, Longboat Key, FL 34228
    View details
    Longboat Key Beachfront Condo
    $1,550,000
    1,235 SF

    Longboat Key Beachfront Condo

    Elegantly renovated beachfront condo with Gulf views and resort-style amenities.

    2301 GULF OF MEXICO DRIVE 52N, Longboat Key, FL 34228
    View details
    Refined Coastal Residence with Views
    $1,650,000
    1,827 SF

    Refined Coastal Residence with Views

    Luxury residence with panoramic views in coveted beachfront location.

    1211 GULF OF MEXICO DRIVE 408, Longboat Key, FL 34228
    View details
    Renovated Island Retreat with Bay View
    $570,000
    1,144 SF

    Renovated Island Retreat with Bay View

    Tranquil, renovated 2-bedroom island retreat with full bay view.

    600 SUTTON PLACE 104B, Longboat Key, FL 34228
    View details
    Gulf View Condo with Rental
    $649,000
    1,392 SF

    Gulf View Condo with Rental

    Gulf-front condo with rental potential and hurricane windows.

    1065 GULF OF MEXICO DRIVE 302, Longboat Key, FL 34228
    View details
    Gulf-Front Beach Oasis Suite
    $1,198,000
    750 SF

    Gulf-Front Beach Oasis Suite

    Corner suite with Gulf views, rental income potential.

    240 SANDS POINT ROAD 4201, Longboat Key, FL 34228
    View details
    Based on your search, we've compiled 39 Potential Opportunities for your consideration. Besides 13 Active listings in Longboat Key, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 18 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Sarasota Duplex: Investment Opportunity
    $675,000
    1,605 SF

    Sarasota Duplex: Investment Opportunity

    Sarasota duplex ideal for short-term rental or personal retreat.

    4925 REMINGTON DRIVE, Sarasota, FL 34234
    View details
    Sarasota Duplex: Investment Opportunity
    $675,000
    1,605 SF

    Sarasota Duplex: Investment Opportunity

    Sarasota duplex, operating as a short-term rental near beaches.

    4925 REMINGTON DRIVE, Sarasota, FL 34234
    View details
    Renovated Condo with Waterfront Access
    $299,500
    1,040 SF

    Renovated Condo with Waterfront Access

    Luxury 2-bedroom condo with waterfront access and resort-style amenities.

    1714 69TH W AVENUE B301, Bradenton, FL 34207
    View details
    Updated Bradenton Condo with Golf Views
    $250,000
    1,185 SF

    Updated Bradenton Condo with Golf Views

    Spacious, updated two-bedroom condo with golf course views in Bradenton.

    3500 EL CONQUISTADOR PARKWAY 149, Bradenton, FL 34210
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Waterfront Land with Bay Views
    $299,000
    0.04 Acres

    Waterfront Land with Bay Views

    Waterfront lot in Gulfshore with marina and Gulf access.

    3710 GULF OF MEXICO DRIVE, Longboat Key, FL 34228
    View details
    LONGBOAT KEY Land Opportunity
    $150,000
    0.03 Acres

    LONGBOAT KEY Land Opportunity

    0.03-acre lot near Gulf of Mexico and marina.

    3710 GULF OF MEXICO DRIVE, Longboat Key, FL 34228
    View details
    Waterfront Lot in Country Club Shores
    $2,550,000
    0.32 Acres

    Waterfront Lot in Country Club Shores

    Canal-front lot with dock, near Sarasota Bay and beach.

    591 #b GOLF LINKS LANE, Longboat Key, FL 34228
    View details
    Longboat Key Estate Lot
    $1,370,000
    0.41 Acres

    Longboat Key Estate Lot

    Rare double-sized 18,000 sq ft lot near Gulf of Mexico.

    560 GULF BAY ROAD, Longboat Key, FL 34228
    View details

    Explore Off-Market Properties in Longboat Key, FL

    Consider similar Off-Market properties in Longboat Key, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    4651 Gulf Of Mexico Dr, Unit 303

    4651 Gulf Of Mexico Dr, Unit 303

    HIGH-RISE APARTMENTS • 4,012 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 402

    4651 Gulf Of Mexico Dr, Unit 402

    HIGH-RISE APARTMENTS • 3,989 SF
    Value Estimation
    $4,325,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 103

    4651 Gulf Of Mexico Dr, Unit 103

    HIGH-RISE APARTMENTS • 4,024 SF
    Value Estimation
    $4,660,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    5541 Gulf Of Mexico Dr, Unit A

    5541 Gulf Of Mexico Dr, Unit A

    APARTMENT HOUSE (UNDER 5 UNITS) • 14,005 SF
    Value Estimation
    $7,150,000
    5541 Gulf Of Mexico Dr, Longboat Key, FL 34228-1903
    View details
    650 Gulf Bay Rd

    650 Gulf Bay Rd

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,574 SF
    Value Estimation
    $615,000
    650 Gulf Bay Rd, Longboat Key, FL 34228-1856
    View details
    660 Gulf Bay Rd

    660 Gulf Bay Rd

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,574 SF
    Value Estimation by Request
    660 Gulf Bay Rd, Longboat Key, FL 34228-1857
    View details
    302 Shr Dr

    302 Shr Dr

    Multifamily properties
    Value Estimation by Request
    302 Shr Dr, Longboat Key, FL 34216
    View details
    4651 Gulf Of Mexico Dr, Unit 404

    4651 Gulf Of Mexico Dr, Unit 404

    HIGH-RISE APARTMENTS • 3,989 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 403

    4651 Gulf Of Mexico Dr, Unit 403

    HIGH-RISE APARTMENTS • 3,989 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 304

    4651 Gulf Of Mexico Dr, Unit 304

    HIGH-RISE APARTMENTS • 4,012 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 302

    4651 Gulf Of Mexico Dr, Unit 302

    HIGH-RISE APARTMENTS • 4,012 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details

    Longboat Key, FL Residential Income Properties Investment Opportunities Market Analysis

    Explore 31 residential income properties for sale in Longboat Key, FL, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 16,834 square feet of properties for sale, with an estimated market value of $11,140,499.

    Sale prices for residential income properties in Longboat Key, FL start at $199,999, averaging $856,961, and reaching up to $1,650,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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