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Longboat Key, FL Homes for Sale under $2,000,000

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  • /49

    $1,800,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,383 Sq Ft

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

    Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • /88

    $1,899,000

    • 4 Beds
    • 2.5 Baths
    • 3,009 Sq Ft

    3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St.

    Agent Photo

    Frank Lambert

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • /90

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 2,317 Sq Ft

    690 Jungle Queen Way, Longboat Key, FL 34228

    LONGBOAT KEY HOME WITH WATER VIEWS. BEST PRICE PER SQ FT! Attention boating enthusiasts! Sailboat waterfront home in Longboat Key with Florida's favorite southern exposure. Park your boat on the stationary, or floating dock with a boat lift, 10,000 pounds boat lift, NEW seawall 125 ft., stainless ladder and fillet station. The outdoor kitchen is paved with a cedar pergola, a firepit, kitchen

    Reeny Kaney RE/MAX ALLIANCE GROUP

    690 Jungle Queen Way, Longboat Key, FL 34228
  • /53

    $1,648,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room.This spacious two-bedroom,

    Leah George COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • /29

    $1,850,000

    $100K PRICE DROP
    • Land
    • 12,632 Sq Ft
    • $6,379,310 per Acre

    536 Gunwale Ln, Longboat Key, FL 34228

    536 Gunwale Lane, with its south facing waterfront location, is ideally situated for the best of island living. Recently cleared, this highly sought waterfront lot in Country Club Shores offers the perfect opportunity to design and build the legacy home you’ve been dreaming of...enjoy fantastic boating on protected deep water with direct access to the Bay, Intracoastal, and Gulf waters and a

    Jenifer Schwell MICHAEL SAUNDERS & COMPANY

    536 Gunwale Ln, Longboat Key, FL 34228
  • /43

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

    Now Offered Fully Furnished & Turnkey! Welcome to effortless coastal living in Harbour Links at Bay Isles, a gated, maintenance-free community on beautiful Longboat Key. This move-in-ready villa is being sold fully furnished and turnkey, making it the perfect primary residence, seasonal home, second home, vacation retreat, or lock-and-leave Florida getaway.Designed for comfortable everyday

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
  • /47

    $1,900,000

    • Land
    • 16,117 Sq Ft
    • $5,135,135 per Acre

    6549 Gulf of Mexico Dr, Longboat Key, FL 34228

    Flanked by multi-million-dollar homes, uniquely situated on the West side of Gulf of Mexico Dr with no busy street between you and the beach! Lot is cleared and ready with utilities at the lot. Build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf. This lot has the added bonus of backing up to Gulfside Road with a very

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6549 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /59

    $1,625,000

    • 2 Beds
    • 2 Baths
    • 2,236 Sq Ft

    791 Broadway St, Longboat Key, FL 34228

    Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home

    Matthew Voss PREFERRED SHORE LLC

    791 Broadway St, Longboat Key, FL 34228
  • /51

    $1,795,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,173 Sq Ft

    741 Old Compass Rd, Longboat Key, FL 34228

    Exceptional opportunity to own a Longboat Key waterfront home in the highly desired community of Emerald Harbor. This 3BR/2BA, 1,926-sf canal front home with pool sits on an oversized 100x155-ft lot along one of Longboat’s widest canals (~110 ft) offering deep-water boating access just a half mile to the Intracoastal Waterway. Private beach access with parking is less than half a mile away. The

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    741 Old Compass Rd, Longboat Key, FL 34228
  • /50

    $1,699,900

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    793 Jungle Queen Way, Longboat Key, FL 34228

    Longboat Key Waterfront Home combining Canal frontage & Deeded Beach Access. Key West-style home featuring 4-beds, 3 full baths offering 2,688 SF on a .32-acre lot with 154 feet of canal waterfrontage. Elevated, engineered for storms, and built in 2007built in 2007 with concrete block construction, Hardie board siding, hurricane impact windows and doors, and a standing seam metal roof. A classic

    Michael Darda Compass Florida LLC

    793 Jungle Queen Way, Longboat Key, FL 34228
  • /31

    $1,999,000

    • 3 Beds
    • 2 Baths
    • 2,934 Sq Ft

    525 Sloop Ln, Longboat Key, FL 34228

    Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    525 Sloop Ln, Longboat Key, FL 34228
  • /14

    $2,000,000

    • Land
    • 39,204 Sq Ft
    • $2,222,222 per Acre

    6604-6608 Gulf of Mexico Dr, Longboat Key, FL 34228

    Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6604-6608 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /54

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228

    Discover elevated Gulf-front living in this rarely available 3BR/3BA residence spanning 2,448 square feet in the prestigious Villa Di Lancia on Longboat Key. Perfectly positioned to capture panoramic Gulf views, this spacious condominium offers the ideal blend of privacy, security, and effortless coastal luxury. Expansive glass sliders, transom windows, and high ceilings fill the interiors with

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
  • /43

    $1,650,000

    $149K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,023 Sq Ft

    3131 Bayou Sound, Longboat Key, FL 34228

    Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this waterfront 3BR/2.5BA residence on Longboat Key offers space, privacy and an inviting canvas for future vision. A circular paver driveway and stepped front entry create a gracious arrival, framed by tropical greenery and a classic barrel tile roof. Inside, cathedral ceilings with exposed beams, clerestory

    Bruce Myer COLDWELL BANKER REALTY

    3131 Bayou Sound, Longboat Key, FL 34228
  • /87

    $1,798,000

    $19M PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3060 Grand Bay Blvd Unit 174, Longboat Key, FL 34228

    PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay is situated directly on Bishops Point offering extensive Sarasota City views. Get swepted away by the dramatic unobstructed views of the city and expansive Sarasota Bay. The expansive floor to ceiling"Walls of Windows" with terraces

    Len Scavron LEN SCAVRON

    3060 Grand Bay Blvd Unit 174, Longboat Key, FL 34228
  • /9

    $1,645,000

    $5K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $4,838,235 per Acre

    721 Emerald Harbor Dr, Longboat Key, FL 34228

    Beautiful lot on one of the most desirable streets on north Longboat Key with a very wide canal that leads directly to Sarasota Bay and the intracoastal waterway. Emerald Harbour is right off Gulf of Mexico Dr . Close to Beautiful Lbk beach, restaurants, and shopping. Build your Florida dream home and enjoy, boating, fishing and the Beach.

    Reid Murphy DEVELOPERS REALTY LBK, INC

    721 Emerald Harbor Dr, Longboat Key, FL 34228
  • /63

    $1,799,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,375 Sq Ft

    565 Sanctuary Dr Unit B106, Longboat Key, FL 34228

    Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass

    Bruce Myer COLDWELL BANKER REALTY

    565 Sanctuary Dr Unit B106, Longboat Key, FL 34228
  • /79

    $1,950,000

    $500K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,391 Sq Ft

    3481 Bayou Sound, Longboat Key, FL 34228

    60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found.Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and

    Hugo Gagliardi LUXIO REAL ESTATE LLC

    3481 Bayou Sound, Longboat Key, FL 34228
  • /51

    $1,790,000

    $160K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,399 Sq Ft

    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228

    Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key ClubExperience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach.• Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue.• Prime Location:

    Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228
  • /31

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    775 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that

    Larry Brzostek RE/MAX ALLIANCE GROUP

    775 Longboat Club Rd Unit 401, Longboat Key, FL 34228
  • /50

    $1,695,000

    $54K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228

    Set on the 7th floor of the Promenade on Longboat Key, this 2BR/2BA residence offers more than 1,800 square feet of living space with sweeping sunset views across the Gulf, stretching to Sarasota Bay and beyond. From the moment you step into the private entry foyer, the home opens to a light-filled interior where water and sky are always in view. Neutral tones and tile flooring create a clean,

    Bruce Myer COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
  • /91

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228

    Welcome to the prestigious Sea Gate community on world renowned Longboat Key! With direct views of the Gulf of Mexico from every room and situated perfectly on the 8th floor, this stunning 2-bedroom, 2-bathroom residence offers just under 1500 square feet of refined coastal living on pristine white shores, endless turquoise waters and vibrant sunsets that create a truly extraordinary backdrop

    Melissa Killion KW COASTAL LIVING III

    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228
  • /45

    $1,550,000

    $49K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,882 Sq Ft

    825 Tarawitt Dr, Longboat Key, FL 34228

    Welcome to Your Beach House Sanctuary on Longboat Key! Experience the ultimate coastal lifestyle in this beautifully renovated island retreat, ideally situated just four homes from Tarawitt Point on a deep-water canal. Set on an expansive 125x90 ft lot, this waterfront property offers 125 feet of seawall with dockage for a boat up to 30 feet, a jet ski lift, and additional space for all your

    Ian Greenberg BRISTA REALTY LLC

    825 Tarawitt Dr, Longboat Key, FL 34228
  • /47

    $1,699,000

    $300K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228

    BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include

    Andrey markov ANMARK REALTY LLC

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
  • /62

    $1,999,979

    • 3 Beds
    • 3 Baths
    • 2,856 Sq Ft

    6330 Laguna Dr, Longboat Key, FL 34228

    Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! Private Dock With Boat Lift On The Bay! Exclusive Beach Community, The Ultimate Beach lifestyle! This raised (16ft.), three bedroom (possible 4th), three bath, three plus car garage home is situated perfectly between the gulf and bay. The exclusive, gated community of Laguna Yacht Village is Longboat Key's

    Zachary Kaplan RE/MAX PALM

    6330 Laguna Dr, Longboat Key, FL 34228
  • /52

    $1,895,000

    • 4 Beds
    • 3 Baths
    • 2,899 Sq Ft

    523 Juan Anasco Dr, Longboat Key, FL 34228

    This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old,

    Reid Murphy DEVELOPERS REALTY LBK, INC

    523 Juan Anasco Dr, Longboat Key, FL 34228
  • /56

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,585 Sq Ft

    1211 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    Escape to elegance in this tastefully renovated, fully furnished fourth-floor residence at The Promenade on Longboat Key, where luxury meets effortless coastal living. This spacious two-bedroom, two-bath split-floor-plan condo offers breathtaking sunset views overlooking the Gulf of Mexico and beautifully landscaped community grounds. Inside, no detail has been overlooked. The residence features

    Lauren Holt COMPASS FLORIDA LLC

    1211 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • /57

    $1,749,500

    $300K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 2,823 Sq Ft

    5920 Gulf of Mexico Dr, Longboat Key, FL 34228

    DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

    John Donato JOHN DONATO REAL ESTATE INC

    5920 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /50

    $1,775,000

    $175K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,298 Sq Ft

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

    Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

    Bruce Myer COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
  • /44

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228

    This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then this is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #1A, you're

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228

Home Price Trends

Median Sale Price
$1,099,000
Median Single Family Sale Price
$1,899,000
Median Townhouse Sale Price
$1,023,000
Median 2 Bedroom Sale Price
$745,000
Median 1 Bedroom Sale Price
$502,000
Average Price Per Sq Ft
$770
Number of Homes for Sale
308
Last 12 months Home Sales
494
Months of Supply
7.50
Median List Price
$1,150,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-8%
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