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    Longboat Key, FL Residential Income Properties for Sale

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    Longboat Key Duplex with Updates
    $1,099,000
    1,792 SF

    Longboat Key Duplex with Updates

    578 Companion Way, Longboat Key, FL 34228

    Updated duplex near beaches, dining, and shopping in Longboat Key.

    • 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 25
    View details
    Waterfront Land with Cottage
    $1,095,000
    0.35 Acres

    Waterfront Land with Cottage

    6841 Longboat Dr S, Longboat Key, FL 34228

    Waterfront property with development potential and existing livable cottage.

    • Direct boating access to Intracoastal Waterway, Sarasota Bay, and the Gulf.
    • .34+ acre waterfront parcel with 78 feet of frontage offers land value.
    • Existing updated 1935 cottage with a new roof (2023), interior updates (2025), new AC (2024), and hurricane impact windows.
    • Located in Longbeach community, a short walk to the beach.
    • Flexible rental terms, one‑month minimum, up to 12 times annually, no HOA fees.
    Updated: Mar 3
    View details
    Turnkey Gulf View Condo
    $525,500

    Turnkey Gulf View Condo

    Fully furnished 1BR/1BA condo with Gulf views and rental potential.

    5841 Gulf Of Mexico Dr, Longboat Key, FL 34228
    View details
    Beach-to-Bay Vacation Rental Opportunity
    $425,000

    Beach-to-Bay Vacation Rental Opportunity

    Furnished 1BR condo with beach and bay access.

    5310 Gulf Of Mexico Dr, Longboat Key, FL 34228
    View details
    Based on your search, we've compiled 29 Potential Opportunities for your consideration. Besides 4 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 3 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.

    Renovated Duplex Near Anna Maria Island
    $1,095,000
    2,204 SF

    Renovated Duplex Near Anna Maria Island

    Income-producing duplex near beaches, shopping, dining, and entertainment.

    4503-4505 102Nd St W, Bradenton, FL 34210
    View details
    Waterway Access in 55+ Community
    $124,000

    Waterway Access in 55+ Community

    Property in 55+ community near Gulf of Mexico.

    12507 Cortez Rd W 56, Cortez, FL 34215
    View details
    Historic Cortez Village Multifamily Opportunity
    $995,000

    Historic Cortez Village Multifamily Opportunity

    Multifamily property in historic Cortez Village with development potential.

    4507 123 St W, Cortez, FL 34215
    View details
    Second Floor Corner Condo
    $275,000

    Second Floor Corner Condo

    2-bedroom, 2-bath condo near clubhouse and pool.

    4655 46Th Street Ct W 201, 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 in Longboat Key
    $1,175,000
    0.43 Acres

    Waterfront Land in Longboat Key

    Spacious waterfront lot with bay access in Longboat Key.

    6801 Longboat Dr S, Longboat Key, FL 34228
    View details
    Waterfront Land with Cottage
    $1,095,000
    0.35 Acres

    Waterfront Land with Cottage

    Waterfront property with development potential and existing livable cottage.

    6841 Longboat Dr S, Longboat Key, FL 34228
    View details
    Waterfront Land with Bay Views
    $320,000
    0.04 Acres

    Waterfront Land with Bay Views

    Waterfront lot in Gulfshore with marina and Gulf access.

    3710 Gulf Of Mexico Dr, 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.

    302 Shr Dr

    302 Shr Dr

    Multifamily properties
    Value Estimation by Request
    302 Shr Dr, Longboat Key, FL 34216
    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
    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
    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 PH1

    4651 Gulf Of Mexico Dr, Unit PH1

    HIGH-RISE APARTMENTS • 4,024 SF
    Value Estimation
    $560,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    View details
    4651 Gulf Of Mexico Dr, Unit 102

    4651 Gulf Of Mexico Dr, Unit 102

    HIGH-RISE APARTMENTS • 4,024 SF
    Value Estimation
    $560,000
    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
    4651 Gulf Of Mexico Dr, Unit 203

    4651 Gulf Of Mexico Dr, Unit 203

    HIGH-RISE APARTMENTS • 3,943 SF
    Value Estimation
    $555,000
    4651 Gulf Of Mexico Dr, Longboat Key, FL 34228-2101
    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 202

    4651 Gulf Of Mexico Dr, Unit 202

    HIGH-RISE APARTMENTS • 3,943 SF
    Value Estimation
    $555,000
    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
    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
    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 PH4

    4651 Gulf Of Mexico Dr, Unit PH4

    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 204

    4651 Gulf Of Mexico Dr, Unit 204

    HIGH-RISE APARTMENTS • 3,943 SF
    Value Estimation
    $555,000
    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
    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 104

    4651 Gulf Of Mexico Dr, Unit 104

    HIGH-RISE APARTMENTS • 4,024 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 22 residential income properties for sale in Longboat Key, FL, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 74,122 square feet of properties for sale, with an estimated market value of $10,209,000.

    Sale prices for residential income properties in Longboat Key, FL start at $380,000, averaging $2,552,250, and reaching up to $7,635,000 — 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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    Popular Searches in Longboat Key, FL

    Most Searched ZIP Codes in Longboat Key, FL

    • 34228
    • 34216

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