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Modern Homes for Sale in Longboat Key, FL

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  • /49

    $2,000,000

    • 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

    (941) 960-7660

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • /80

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228

    Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 390-0836

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
  • /80

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

    Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 384-0495

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
  • /93

    $4,750,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 4,209 Sq Ft

    1571 Harbor Cay Ln, Longboat Key, FL 34228

    Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

    Agent Photo

    Julie Klick

    MICHAEL SAUNDERS & COMPANY

    (941) 207-2668

    1571 Harbor Cay Ln, Longboat Key, FL 34228
  • /59

    $1,299,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,091 Sq Ft

    3210 Bayou Sound, Longboat Key, FL 34228

    Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

    Julie Lojacono Mackie COLDWELL BANKER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • /88

    $6,488,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,554 Sq Ft

    519 Rountree Dr, Longboat Key, FL 34228

    BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level—unlike many barrier island homes that transition to wood-frame construction above the flood elevation. The residence has already experienced recent hurricanes without damage. NEW CONSTRUCTION. 519 ROUNTREE is a privately positioned coastal residence offering over 6,400 square feet of indoor

    Colby Lengel COMPASS FLORIDA LLC

    519 Rountree Dr, Longboat Key, FL 34228
  • /51

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

    Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, furnished two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features

    Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • /44

    $10,500,000

    • 5 Beds
    • 5 Baths
    • 5,982 Sq Ft

    600 Putter Ln, Longboat Key, FL 34228

    Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the

    Kathleen Callender FLORIDA CAPITAL REALTY

    600 Putter Ln, Longboat Key, FL 34228
  • /49

    $5,799,000 New Construction

    • 5 Beds
    • 7 Baths
    • 4,216 Sq Ft

    530 Chipping Ln, Longboat Key, FL 34228

    Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure,

    Gina Ursini BRISTA REALTY LLC

    530 Chipping Ln, Longboat Key, FL 34228
  • /98

    $4,950,000

    • 4 Beds
    • 6 Baths
    • 3,976 Sq Ft

    548 Hornblower Ln, Longboat Key, FL 34228

    This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    548 Hornblower Ln, Longboat Key, FL 34228
  • /96

    $7,445,000

    • 4 Beds
    • 4.5 Baths
    • 4,921 Sq Ft

    65 Lighthouse Point Dr, Longboat Key, FL 34228

    Longboat Key Waterfront Estate LifestyleUnrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    65 Lighthouse Point Dr, Longboat Key, FL 34228
  • /30

    $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
  • /60

    $5,995,000

    • 4 Beds
    • 6 Baths
    • 4,224 Sq Ft

    6381 Gulf of Mexico Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This completely turnkey furnished 4,420 square

    Ryan Ackerman COLDWELL BANKER REALTY

    6381 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $13,995,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 6,616 Sq Ft

    6489 Gulfside Rd, Longboat Key, FL 34228

    This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail.Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands,

    Nicholle McKiernan COLDWELL BANKER REALTY

    6489 Gulfside Rd, Longboat Key, FL 34228
  • /45

    $1,395,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1145 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

    Welcome to Beachplace #1-503, a coveted fifth-floor direct Gulf-front getaway in Building 1, offering panoramic beach and Gulf views from one of Longboat Key’s most desirable waterfront communities. Encompassing 1,503 square feet of interior living space, this two-bedroom, two-bath residence delivers front-row access to turquoise waters and spectacular sunset skies.Extensively updated, this

    Roger Pettingell COLDWELL BANKER REALTY

    1145 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
  • /77

    $5,495,000 Open House 5/03

    • 4 Beds
    • 6 Baths
    • 3,737 Sq Ft

    524 Halyard Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228
  • /58

    $2,499,000

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    455 Longboat Club Rd Unit 408, Longboat Key, FL 34228

    Behind the gates of the renowned Longboat Key Club, this stunning residence at The Pierre offers a rare opportunity to enjoy elevated coastal living paired with the ease and sophistication of a true resort lifestyle. Completely renovated by Brista Homes, this 3-bedroom, 3.5-bath condominium is spacious, refined, and thoughtfully curated, with three oversized bedrooms each featuring a private

    Gina Ursini BRISTA REALTY LLC

    455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
  • /65

    $2,999,999

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228

    Tucked within the private enclave of the Longboat Key Club, this beautifully reimagined penthouse at The Pierre offers an inspired blend of Manhattan sophistication and relaxed coastal charm. This three-bedroom, three-and-a-half-bath residence has been fully renovated to perfection, showcasing a fresh, contemporary design with sleek finishes, designer lighting, and open, airy living spaces that

    Gina Ursini BRISTA REALTY LLC

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
  • /55

    $2,895,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,047 Sq Ft

    635 Jungle Queen Way, Longboat Key, FL 34228

    This gorgeous modern, elevated new 2025 masterpiece on fabulous Longboat Key has just made a significant price reduction! Built to the utmost of standards by the owners vision for his own family, (he is a also builder), this home has it all. Let’s start with the heavy custom front door surrounded by gorgeous large scale tiles in colors of the sea, that opens to the expansive great room, dining

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    635 Jungle Queen Way, Longboat Key, FL 34228
  • /83

    $22,000,000

    • 4 Beds
    • 7 Baths
    • 6,891 Sq Ft

    6610 Gulf of Mexico Dr, Longboat Key, FL 34228

    Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship. Encompassing close to five acres on the north end of Longboat Key spanning Sarasota Bay, the combined offering of 6610 and 6630 Gulf of Mexico Drive represents one of the most significant residential

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6610 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /88

    $850,000

    • 3 Beds
    • 3 Baths
    • 1,316 Sq Ft

    1912 Harbourside Dr Unit 604, Longboat Key, FL 34228

    Embrace the island life style within the gates of Longboat Key's premier resort community of Bay Isles. You'll love this spacious townhome-style condo in Fairway Bay. Designed with soaring ceilings and large windows to allow maximum light and expansive views of the neighborhood’s tropical foliage, this beautifully and thoughtfully renovated home offers lots of space for gatherings with friends or

    Darlena Nelms S&N REAL ESTATE, INC.

    1912 Harbourside Dr Unit 604, Longboat Key, FL 34228
  • /14

    $675,000

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft

    2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228

    Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with

    David DeNardo COLDWELL BANKER REALTY

    2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228
  • /55

    $1,299,000

    • 2 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    1918 Harbourside Dr Unit 902, Longboat Key, FL 34228

    Welcome to a masterfully reimagined two-bedroom, 2.5-bath FURNISHED town home offering breathtaking, full open views of Sarasota Bay and the vibrant city skyline with its OWN PRIVATE BOAT SLIP. Arguably the most exquisite residence in the esteemed Fairway Bay community at Bay Isles on Longboat Key. The property underwent a meticulous down-to-the-studs renovation in 2020 that included filling in

    Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1918 Harbourside Dr Unit 902, Longboat Key, FL 34228
  • /63

    $38,450,000 New Construction

    • 11 Beds
    • 17 Baths
    • 17,199 Sq Ft

    5965 Gulf of Mexico Dr, Longboat Key, FL 34228

    Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept

    Joel Schemmel DOUGLAS ELLIMAN

    5965 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /47

    $2,499,000

    • 4 Beds
    • 3 Baths
    • 3,230 Sq Ft

    7149 Longboat Dr N, Longboat Key, FL 34228

    Fully Renovated in Coveted Longbeach Village, This Waterfront Retreat Captures the Rare Blend of Old Longboat Key Charm and Like-New Coastal Luxury...Extensively Overhauled From Top to Bottom, the Residence Showcases a Refined Interior, a Stunning Floating Staircase Connecting the Levels, a Newly Added True Fourth Bedroom on the First Floor, and a Spacious Second Floor Chef’s Kitchen Appointed

    Bo Fuller FULLER GROUP

    7149 Longboat Dr N, Longboat Key, FL 34228
  • /64

    $900,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    828 Bayport Way Unit 828, Longboat Key, FL 34228

    Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    828 Bayport Way Unit 828, Longboat Key, FL 34228
  • /65

    $1,499,900

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    765 Saint Judes Dr N, Longboat Key, FL 34228

    Best Waterfront Value on Longboat Key – CANAL-FRONT Home with Deeded Private Beach Access. Exceptional opportunity to own a fully renovated CANAL-FRONT residence on highly sought-after Longboat Key. Notably, the property was appraised prior to renovation completion for more than the original asking price, creating a rare built-in equity opportunity. This 4-bedroom, 2-bathroom coastal retreat

    Kalison Nix PREFERRED SHORE LLC

    765 Saint Judes Dr N, Longboat Key, FL 34228
  • /34

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,492 Sq Ft

    100 Sands Point Rd Unit 225, Longboat Key, FL 34228

    MOTIVATED SELLER! GREAT PRICE REDUCTION !!!! MUST SEE ARCHITECTURAL GEM on Longboat Key! Be in your new home to enjoy summer activities and gorgeous sunsets.Sands Point Condominium is a best kept secret along the beautiful crystal white sands of Longboat Key. This community blends gorgeous mid-century architecture with the stunning location tucked away next to Longboat Key Club. Sands Point

    Donna Turnbaugh WAGNER REALTY

    100 Sands Point Rd Unit 225, Longboat Key, FL 34228
  • /84

    $4,395,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 5.5 Baths
    • 5,080 Sq Ft

    510 Harbor Gate Way, Longboat Key, FL 34228

    Rare Architectural Masterpiece on Longboat Key - Now Offered at an Exceptional New Value! Defined by its rare three-pod circular design, this sculptural residence is a dramatic composition of flowing living spaces connected by custom corridors — delivering exceptional privacy, abundant natural light, and seamless indoor–outdoor living.The Great Room pod features soaring wood-paneled ceilings

    John August MICHAEL SAUNDERS & COMPANY

    510 Harbor Gate Way, Longboat Key, FL 34228
  • /44

    $545,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

    Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? And could you even imagine you could have it for $615,000?! With one owner for the last 29 years, this is your unique opportunity to purchase this fully renovated beachfront walkout 1 bedroom, 1 bath condo in the beach to bay island community of Covert II - and hang onto it like these

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
  • /91

    $915,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    2326 Harbour Oaks Dr, Longboat Key, FL 34228

    A rarely available END UNIT villa is located on Longboat Key within the gated Bay Isles community, offering the opportunity to embrace true island living with expansive private terrace space and tranquil pond views fed by the saltwater bay. Encompassing nearly 2,400 square feet of thoughtfully designed interiors, this residence delivers privacy, security, and effortless elegance in one of

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    2326 Harbour Oaks Dr, Longboat Key, FL 34228
  • /61

    $774,900

    • 3 Beds
    • 3 Baths
    • 1,460 Sq Ft

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

    Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of

    Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
  • /21

    $7,399,000 New Construction

    • 5 Beds
    • 7 Baths
    • 4,452 Sq Ft

    591 Golf Links Ln, Longboat Key, FL 34228

    Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots

    Gina Ursini BRISTA REALTY LLC

    591 Golf Links Ln, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,015,000
Median Single Family Sale Price
$1,812,500
Median Townhouse Sale Price
$1,102,500
Median 2 Bedroom Sale Price
$727,500
Median 1 Bedroom Sale Price
$504,950
Average Price Per Sq Ft
$765
Number of Homes for Sale
425
Last 12 months Home Sales
442
Months of Supply
11.50
Median List Price
$1,100,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-15%
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