Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Homes Under $2M in Longboat Key, FL — Page 9
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals

213 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsWith a pool

Homes Under $2M in Longboat Key, FL

Homes Under $2M in Longboat Key, FL

Hide Map
21 of 213 Listings
Map

Homes Under $2M in Longboat Key, FL

21 of 213 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 230 Sands Point Rd #3205 — photoPrice Reduced38Active

    $996,000

    1 bd · 1 ba · 634 sqft

    230 Sands Point Rd #3205, Longboat Key, FL

    Ian Addy, PA · MICHAEL SAUNDERS & COMPANY

  2. 3806 Gulf Of Mexico Dr #C208 — photoPrice Reduced19Active

    $295,000

    1 bd · 1 ba · 712 sqft

    3806 Gulf Of Mexico Dr #C208, Longboat Key, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  3. 1065 Gulf Of Mexico Dr #402 — photoPrice Reduced47Active

    $799,000

    2 bd · 2 ba · 1,392 sqft

    1065 Gulf Of Mexico Dr #402, Longboat Key, FL

    Ian Addy, PA · MICHAEL SAUNDERS & COMPANY

  4. 2600 Harbourside Dr #J-04 — photo14Active

    $350,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #J-04, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  5. 240 Sands Point Rd #4102 — photoPrice Reduced38Active

    $939,000

    1 bd · 1 ba · 640 sqft

    240 Sands Point Rd #4102, Longboat Key, FL

    Ian Addy, PA · MICHAEL SAUNDERS & COMPANY

  6. 1926 Harbourside Dr #1302 — photoPrice Reduced31Active

    $769,000

    2 bd · 3 ba · 2,606 sqft

    1926 Harbourside Dr #1302, Longboat Key, FL

    Stephen Hachey · FLAT FEE MLS REALTY

  7. 2600 Harbourside Dr #O-13/14 — photo10Active

    $600,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #O-13/14, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  8. 490 N Shore Rd #6 — photoPrice Reduced67Active

    $699,000

    2 bd · 3 ba · 1,350 sqft

    490 N Shore Rd #6, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  9. 2425 Gulf Of Mexico Dr #14B — photoPrice Reduced47Active

    $1,699,000

    2 bd · 2 ba · 1,470 sqft

    2425 Gulf Of Mexico Dr #14B, Longboat Key, FL

    Andrey Markov · ANMARK REALTY LLC

  10. 5924 Gulf Of Mexico Dr — photoPrice Reduced46Active

    $849,500

    2 bd · 2 ba · 1,359 sqft

    5924 Gulf Of Mexico Dr, Longboat Key, FL

    John Donato · JOHN DONATO REAL ESTATE INC

  11. 5920 Gulf Of Mexico Dr — photoPrice Reduced57Active

    $1,749,500

    2 bd · 3 ba · 2,823 sqft

    5920 Gulf Of Mexico Dr, Longboat Key, FL

    John Donato · JOHN DONATO REAL ESTATE INC

  12. 2600 Harbourside Dr #O-11 — photoPrice Reduced18Active

    $239,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #O-11, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  13. 2600 Harbourside Dr #L-03 — photoPrice Reduced19Active

    $375,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #L-03, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  14. 2600 Harbourside Drive #H-09 — photoPrice Reduced21Active

    $270,000

    — bd · 0 ba · — sqft

    2600 Harbourside Drive #H-09, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  15. 100 Sands Point Rd #323 — photo29Active

    $1,395,000

    3 bd · 2 ba · 1,941 sqft

    100 Sands Point Rd #323, Longboat Key, FL

    Marisa Marino · BRIGHT REALTY

  16. 2800 Harbourside Drive #M-03 — photoPrice Reduced21Active

    $250,000

    — bd · 0 ba · — sqft

    2800 Harbourside Drive #M-03, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  17. 2800 Harbourside Drive #E-16 — photoPrice Reduced18Active

    $300,000

    — bd · 0 ba · — sqft

    2800 Harbourside Drive #E-16, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  18. 2600 Harbourside Drive #R-07 — photo30Active

    $400,000

    — bd · 0 ba · — sqft

    2600 Harbourside Drive #R-07, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  19. 100 Sands Point Rd #324 — photoPrice Reduced49Active

    $980,000

    3 bd · 2 ba · 1,941 sqft

    100 Sands Point Rd #324, Longboat Key, FL

    Carolyn Clark, PA · LOKATION

  20. 2600 Harbourside Dr #R-02 — photoPrice Reduced18Active

    $189,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #R-02, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  21. 2600 Harbourside Dr #C-04 — photo20Active

    $350,000

    — bd · 0 ba · 1,155 sqft

    2600 Harbourside Dr #C-04, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

1…89

Explore Longboat Key homes

By price

  • Homes Under $300K
  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Homes Under $2M
  • Homes Under $2.25M
  • Homes Under $2.5M
  • Homes Under $2.75M
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
  • Homes Under $3M
  • Homes Over $3M
  • Luxury Homes
  • By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes

    By type

    • Single-Family Homes
    • Condos

    By feature

    • Homes with a Pool
    • Waterfront Homes

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Longboat Key, FL community profile

    Population
    8,489
    Median income
    $133,076
    Housing units
    10,273
    People per sq. mi.
    1,179
    Area
    7.2 sq. mi.

    Source: HJN community data

    Longboat Key housing market

    September 2026 · This period is still settling

    Longboat Key 12-month median sale price trend

    Selling at 93.8% of asking price

    Buyers here are paying below asking. MLS · 27 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 23, 2026

    Median sale price
    $887,500$655,000–$962,750 typical range
    Price per sq. ft.
    $516
    Sales
    10
    Paid in cash
    80.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $995,500
    Homes for sale
    194
    Median days on market
    128 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    40.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,505 sq. ft.