

- Home
- General
- Buyer
- All Listings
- Featured Listings
- Sold Listings
- 50 Homes For 50 Fallen
- 10 Best Buy Hotlist
- 13 Extra Cost
- 6 Buyer Mistakes
- 9 Common Buyer Traps
- Ask a Real Estate Expert
- Best Financing Rate
- Buy With Zero Down
- First Time Buyer Hotlist
- Exclusive Fixer Upper Hotlist
- Fixer Uppers: Myths and Facts
- Foreclosures Hotlist
- Get New Listings
- Home Warranty
- Homes with Land Hotlist
- Homes with Pools Hotlist
- Hotlist of Upscale Homes
- Mortgage Pre-Approval
- Moving Company
- Moving Up
- Multiple Listing
- New Homes vs Resale
- No Money Down Hotlist
- Open House
- Our Homes for Sale
- Real Estate Lawyer
- Save $5000 Guaranteed
- Save Thousands
- Stop Paying Rent
- Sunday Tour of Homes
- VIP INSIDER ACCESS
- Seller
- Sell My Home
- Home Estimate
- 10 Questions Agents Hate
- 27 Seller Tips
- Avoid Legal Mistakes
- Avoid these mistakes
- Become a VIP Seller
- Buy This Home Ill Buy Yours
- Cash For your Home
- Divorce
- Empty Nesting
- Find Out What This Home Is Sold For
- For Sale By Owner
- Getting Best Price
- Get the Price You Want
- Guaranteed Offer
- How to Sell a Home that Didnt Sell
- How to Sell Your Home for More
- Kids and Moving
- Pets and Moving
- Pass Your Inspection
- Why Didnt My Home Sell
- Neighborhoods
- About
- Market Snapshot
- MORE
- Register
- Sign In

28 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$675,000
Condo
4310 FALMOUTH DR #307, Longboat Key, FL 34228
Unlock the Door to Your Dream Beach and Boating Lifestyle! This stunning, fully furnished 2-bedroom, 2-bathroom condo on...
Listed by HOUSE MATCH


$399,500
Condo
730 SPANISH DR S #99, Longboat Key, FL 34228
Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 b...
Listed by MICHAEL SAUNDERS & COMPANY


$975,000
Condo
4234 GULF OF MEXICO DR #G2, Longboat Key, FL 34228
Waterfront Beauty~ Coastal Condo with Panoramic Bay Views! <br>Experience the pinnacle of island living in this turnke...
Listed by BLUESRQ REAL ESTATE INC


$765,000
Condo
3320 GULF OF MEXICO DR #208C, Longboat Key, FL 34228
Welcome to your completely renovated retreat, ready for you to enjoy the coveted Longboat Key lifestyle. This bright and...
Listed by MICHAEL SAUNDERS & COMPANY


$569,900
Single Family Home
4840 GULF OF MEXICO DR #Villa 15, Longboat Key, FL 34228
LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny...
Listed by COLDWELL BANKER REALTY


$525,000
Townhouse
603 CEDARS CT, Longboat Key, FL 34228
Wonderful opportunity is now yours! Welcome to 603 Cedars Ct, a lovely and very well kept townhome in the vibrant fitne...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$675,000
Condo
4500 GULF OF MEXICO DR #PH4, Longboat Key, FL 34228
EXQUISITE WATERFRONT PENTHOUSE CONDO WITH STUNNING WATER VIEWS FROM EVERY WINDOW <br>Nestled in the heart of a vibrant L...
Listed by COLDWELL BANKER REALTY


$650,000
Condo
4800 GULF OF MEXICO DR #204, Longboat Key, FL 34228
JAW-DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two-bedro...
Listed by COLDWELL BANKER REALTY


$3,200,000
Single Family Home
3302 SABAL COVE LN, Longboat Key, FL 34228
Step into a world of refined elegance, where no detail has been overlooked in this Stunningly Renovated Estate in the ex...
Listed by COLDWELL BANKER REALTY


$2,100,000
Single Family Home
501 SLOOP LN, Longboat Key, FL 34228
WONDERFUL FLORIDA STYLE COUNTRY CLUB SHORES canal FRONT home and lot ready for new owner. All WINDOWS AND DOORS are hur...
Listed by ROSEBAY INTERNATIONAL REALTY, INC


$595,000
Single Family Home
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for thi...
Listed by COLDWELL BANKER REALTY


$1,100,000
Condo
1000 LONGBOAT CLUB RD #604, Longboat Key, FL 34228
Welcome to the Privateer South Tower – Your Dream Coastal Retreat! <br>Nestled along the pristine beaches of Longboat Ke...
Listed by MICHAEL SAUNDERS & COMPANY


$599,000
Condo
1930 HARBOURSIDE DR #142, Longboat Key, FL 34228
Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringlin...
Listed by PREMIER SOTHEBYS INTL REALTY


$610,000
Condo
600 SUTTON PL #104, Longboat Key, FL 34228
It's all about the spectacular FULL BAY VIEWS in this tranquil and beautifully renovated island retreat located in the b...
Listed by MICHAEL SAUNDERS & COMPANY


$724,000
Condo
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panorami...
Listed by MICHAEL SAUNDERS & COMPANY


$400,000
Condo
4310 FALMOUTH DR #304, Longboat Key, FL 34228
Your Exclusive Ticket to the Ultimate Beach & Boating Lifestyle! This move-in ready fully furnished gem on Longboat Key ...
Listed by HOUSE MATCH


$875,000
Condo
5757 GULF OF MEXICO DR #110, Longboat Key, FL 34228
Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf ...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$3,595,000
Single Family Home
3540 MISTLETOE LN, Longboat Key, FL 34228
This spectacular direct bayfront four-bedroom home is offered fully furnished and meticulously updated to reflect modern...
Listed by COLDWELL BANKER REALTY


$4,399,000
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE. SELLER TO COVER ALL CLOSING COSTS. GULF AND BAY VIEWS! THREE OUTDOOR PAT...
Listed by KELLER WILLIAMS ON THE WATER S


$1,749,000
Condo
2675 GULF OF MEXICO DR #301, Longboat Key, FL 34228
Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of t...
Listed by COLDWELL BANKER REALTY


$1,125,000
Single Family Home
650 PENFIELD ST, Longboat Key, FL 34228
An ELEVATED waterfront home uniquely positioned in an exceptional location on the fabulous north end of Longboat Key. Th...
Listed by MICHAEL SAUNDERS & COMPANY


$1,599,000
Single Family Home
619 BUTTONWOOD DR, Longboat Key, FL 34228
One or more photo(s) virtually staged. Welcome home to your Waterfront Retreat in Buttonwood Harbor! This remodeled mid...
Listed by COLDWELL BANKER REALTY


$1,948,000
Single Family Home
521 WEDGE LN, Longboat Key, FL 34228
Exceptional Waterfront Retreat – No Hurricane Damage – Deep Sailboat Water <br> <br>Welcome to 521 Wedge, an extraordina...
Listed by COLDWELL BANKER REALTY


$975,000
Condo
5125 GULF OF MEXICO DR #7, Longboat Key, FL 34228
Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of...
Listed by KELLER WILLIAMS ON THE WATER S
